The Florida Keys Real Estate & Homes For Sale

The Florida Keys Real Estate & Homes For Sale

 

The Florida Keys are a unique and beautiful chain of islands located off the southern coast of Florida, USA. They stretch for about 120 miles (193 kilometers) and consist of around 1,700 individual islands, both large and small. The Florida Keys are known for their stunning natural beauty, crystal-clear turquoise waters, and abundant marine life, making them a popular destination for tourists and homebuyers alike.

Many people are drawn to the Florida Keys for fishing and boating,  the laid-back lifestyle, warm climate, and various recreational activities such as snorkeling, scuba diving, fishing, boating, and water sports. The Keys also offer a diverse range of restaurants, bars, and cultural attractions, making them an appealing place to live or own a vacation home.

Regarding great homes in the Florida Keys, you can find a wide variety of properties available for purchase or rent, ranging from charming beach cottages to luxurious waterfront estates. The real estate market in the Florida Keys can be competitive and diverse, catering to different budgets and preferences. Some popular areas in the Florida Keys include Key West, Marathon, Islamorada, Big Pine Key, and Key Largo.

Key West: Key West is the southernmost island and the most famous in the Florida Keys. It's known for its vibrant nightlife, beautiful sunsets, historic landmarks like Hemingway House, and a lively atmosphere on Duval Street.

Islamorada: Often called the "Sportfishing Capital of the World," Islamorada is a popular destination for fishing enthusiasts. It offers excellent dining options, watersports, and a more laid-back vibe compared to Key West.

Marathon: Marathon is a mid-sized island and offers a good mix of attractions. It has beautiful beaches, the Turtle Hospital for wildlife enthusiasts, and the Seven Mile Bridge, which provides stunning views.

Key Largo: Key Largo is the largest and northernmost island in the Florida Keys. It's known for its fantastic diving and snorkeling opportunities, with the John Pennekamp Coral Reef State Park being a highlight.

Big Pine Key and the Lower Keys: For a more nature-focused experience, you might enjoy Big Pine Key and the Lower Keys. It's home to the National Key Deer Refuge, where you can spot tiny Key deer, and the Bahia Honda State Park, with its beautiful beaches.

Our website features the best Florida Keys real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

The Florida Keys Real Estate & Homes For Sale

65821 Overseas Hwy 50, Long Key
$1,550,000
ACTIVE Status ⋅ 2 Beds ⋅ 805 SqFt.
Experience the beauty of the Florida Keys at this 2 bedroom, 2 bathroom property located at 65821 Overseas Highway in Long Key, FL 33001. Enjoy uninterrupted ocean views that capture the natural beauty and relaxed island lifestyle the Keys are known for. Featuring impact resistant windows for added protection and peace of mind, this property is a wonderful opportunity to enjoy coastal living in a beautiful oceanfront setting. Whether you're looking for a full time residence, a vacation getaway, or an investment opportunity, this property offers the chance to experience the charm, tranquility, and laid back lifestyle of the Florida Keys. Wake up to beautiful ocean views and embrace the best of island living in Long Key, Florida!

65821 Overseas Hwy 50, Long Key
27385 Saint Lucie Lane, Ramrod Key
$2,199,000
ACTIVE Status ⋅ 4 Beds ⋅ 1,994 SqFt.
Tropical Keys Oasis - Waterfront Luxury Living Come experience this completely renovated, one-of-a-kind tropical oasis that feels like you have checked into a luxury 5-star resort. Relax in the sparkling pool surrounded by lush, mature landscaping, including coconut palms, banana trees, mango trees and a Hass avocado tree. Vibrant bougainvillea archways create a stunning entry to one of the most exquisitely landscaped homes on the island. Outdoor living here is elevated to the next level and is perfect for entertaining. Enjoy 60 feet of waterfront with an expansive maintenance-free deck, a 15,000-lb boat lift and a drop dock perfect for swimming in the lagoon or launching kayaks. Inside, discover a beautiful 4-bedroom, 2.5-bath home featuring a chef's kitchen with a 6-burner gas stove, double farm sink, all-new stainless-steel appliances and a massive center island with abundant storage, so you can enjoy everyday luxury living. Gorgeous tile flooring flows throughout. The first floor offers three guest bedrooms, a stylishly renovated bath, a convenient half bath and a full laundry room with gas dryer. The spacious living room opens through triple sliding glass pocket doors to a screened porch secluded by palms, bringing your indoor living outdoors in the winter and ideal for morning coffee or dining al fresco year-round. Upstairs, the primary suite is a private retreat with panoramic water views, a custom walk-in closet and a spa-inspired bathroom with an oversized shower featuring six body jets, a handheld sprayer and a ceiling-mounted rain shower. Dual vanities and a lighted mirror complete this luxurious sanctuary. Additional features include: - Brand-new impact windows and doors throughout - Metal roof - Fully fenced backyard, perfect for pets and privacy - 300 sq. ft. storage room with impact windows and doors - Irrigation system - Propane gas - Endless on-demand gas water heater - And so much more!

27385 Saint Lucie Lane, Ramrod Key
30995 Watson Blvd, Big Pine
$2,300,000
ACTIVE Status ⋅ 4 Beds
Brand-New Waterfront Home - Completed and Move-In Ready. This elevated CBS single-level residence offers 4 bedrooms, 3 bathrooms, 10-foot ceilings, impact-rated windows and doors, metal roof, stainless steel appliances, quartz countertops, open-concept living, screened porch, private pool, and covered parking. Built for coastal living, the CBS structure, impact openings, elevated design, and metal roof provide durability, strength, and insurance-friendly features. Allocated dockage includes an approx. 45' access walk to a 91' platform, creating a great setup for boating, kayaking, paddleboarding, and waterfront views. Set on a 14,680-square-foot lot with approx. 75' of waterfront frontage, the property captures panoramic Bay/Gulf-front water views and sunrise exposure. Enjoy access via Bogie Channel, with backcountry access and fast open-water routes to the Atlantic Ocean and the Gulf. Nearby Looe Key Reef is a favorite for snorkeling and scuba diving. Located on the Big Pine Key side of the Bogie Channel Bridge to No Name Key, this setting offers water views and island privacy. The property can be used as an investment property for vacation rental use, adding flexibility and income appeal. Near the iconic No Name Pub and surrounded by the natural beauty of Big Pine Key, where Key Deer are part of everyday island life. Big Pine Key offers conveniences nearby, while still delivering a quiet waterfront lifestyle. Construction is complete and ready for immediate occupancy.

30995 Watson Blvd, Big Pine
1200 Mockingbird Rd, Key Largo
$4,799,000
ACTIVE Status ⋅ 5 Beds ⋅ 2,400 SqFt.
Set along 175 feet of direct Atlantic Ocean seawall, this completely remodeled 2026 Key Largo waterfront residence pairs contemporary coastal design with the boating lifestyle that defines the Florida Keys. Privately situated on a gated 14,220 SF corner lot at the end of a quiet cul-de-sac, the three-level home enjoys sweeping ocean views, easterly breezes, and an additional 100 feet of protected canal frontage. Boaters will appreciate a 26-by-14-foot cut-in boat slip with 5,000-pound davits, complemented by an additional 31 feet of concrete seawall. Cruise to nearby Rodriguez Key, explore the Atlantic's renowned fishing and diving grounds, or enjoy a short ride to Tavernier Creek for passage to Florida Bay and the Gulf side. Inside, a complete renovation introduces a refined coastal-modern aesthetic with warm neutrals, clean lines, and thoughtfully selected finishes. Expansive impact-rated windows and doors frame the waterfront setting, while the ocean-view kitchen features stainless steel appliances, a quartz center island, and adjoining dining area. Five bedrooms and three bathrooms offer comfortable accommodations for family and guests, with wraparound porches extending the living spaces outdoors. A detached two-car garage, dedicated laundry, and main-level storage add everyday practicality, while a previously enclosed elevator shaft offers potential for future elevator installation. Conveniently accessible from Miami.

1200 Mockingbird Rd, Key Largo
65821 Overseas Hwy 42, Long Key
$1,650,000
ACTIVE Status ⋅ 3 Beds ⋅ 782 SqFt.
Experience the ultimate Florida Keys lifestyle in this beautifully remodeled oceanfront property at 65821 Overseas Highway in Long Key! Enjoy stunning ocean views, direct waterfront living, and the perfect setting for boating, fishing, and soaking up the tropical sunshine. A private lift adds convenience, while the long dock offers exceptional access to the water and endless opportunities to enjoy life on the ocean. Remodeled with style and comfort in mind, this special property combines modern updates with the laid-back charm of the Keys. Whether you're searching for a full-time residence, a vacation getaway, or a waterfront retreat, this oceanfront gem offers a rare opportunity to experience the very best of island living. Enjoy the views, embrace the lifestyle, and make the Florida Keys your own!

65821 Overseas Hwy 42, Long Key
20 Center Ln, Key Largo
$2,785,000
ACTIVE Status ⋅ 4 Beds ⋅ 3,018 SqFt.
Boater’s Dream Home in Stillwater! Stunning newer construction turn-key, smart waterfront estate offers 4 bedrooms, 3 full baths, 1 half bath, complete with a heated in-ground pool AND elevator. Built in 2015 and completely revamped in 2021, this home is crafted for the ultimate coastal lifestyle. Features a 55-ft finished dock with direct Blackwater Sound access, 18,000 lb boat lift, & 2 jet ski docks. The entire 3rd floor is dedicated to a luxurious primary suite with a spa-inspired bath, oversized walk-in closet, & private retreat. Walk up to your massive rooftop playground built to make fantasies come true! The fully pavered ground floor is built for entertaining, featuring a half bath, DC motor fans, ice maker, & built-in sound system. The main living level boasts soaring ceilings with floor-to-ceiling impact sliding doors, tinted windows, & electric shades. Enjoy an open gourmet kitchen with quartzite/marble countertops, stainless appliances, designer lighting, a dry bar with a wine cooler, plus a 2nd-floor primary suite, 2 additional bedrooms, 2 full baths, & a washer/dryer. Enjoy stunning views from oversized balconies on each living floor, plus a rooftop deck for sunset dining. Highlights include 2-zone A/C, exterior insect-defense blue lights, and low insurance at only $7,000 annually. Located at MM 105—just one hour from Miami! Can be sold fully furnished! Call listing agent today! Right over the bridge which makes an easy weekend drive from Miami & Lauderdale.

20 Center Ln, Key Largo
57652 Overseas Hwy, Marathon
$2,600,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,756 SqFt.
Discover this exceptional oceanfront property on Grassy Key in Marathon, Florida! Fully remodeled, this solid-concrete home offers breathtaking ocean views and the ultimate Florida Keys lifestyle. Featuring 3 bedrooms and 3 bathrooms, the versatile layout includes one bedroom and one bathroom on the first level, with two bedrooms and two bathrooms upstairs. The open-concept living area showcases a brand-new kitchen with quartz countertops and stainless steel appliances. Enjoy a newly constructed concrete swimming pool with jacuzzi and water heater, impact windows and doors, and a wraparound balcony, brand-new AC system and more! The spectacular rooftop deck is perfect for entertaining, relaxing, and enjoying panoramic ocean views. A rare opportunity to own a beautifully upgraded waterfront property with excellent vacation rental potential. Weekly rentals offer an opportunity to generate income while enjoying your own private island retreat. Whether you're looking for a personal getaway or an income-producing investment, this remarkable property delivers breathtaking views, modern upgrades, and the best of Florida Keys living!

57652 Overseas Hwy, Marathon
126 Point Pleasant Dr, Key Largo
$5,399,000
ACTIVE Status ⋅ 5 Beds ⋅ 3,323 SqFt.
WEST-FACING BAYFRONT HOME | 5 Bedrooms | 5.5 Bathrooms | 3,208 SF | 180 Feet of Dockage | CBS Construction | Built Above Flood Zone Imagine ending every day with a breathtaking Florida Keys sunset right outside your door. Perfectly positioned to capture the spectacular west-facing views over Buttonwood Sound, this exceptional bayfront residence offers a front-row seat to nature's nightly masterpiece. Watch the sky transform into brilliant shades of gold, coral, pink, and crimson as the sun melts into the horizon, creating unforgettable evenings right in your own backyard. Offering 5 bedrooms, 5.5 bathrooms, and 3,208 square feet of living space, this impressive home blends relaxed Keys elegance with exceptional indoor-outdoor living. Beautiful travertine flooring, an open-concept Keys-style kitchen, and spacious living areas create an ideal setting for entertaining family and friends. Impact-resistant doors and windows and a durable metal roof add to the home's appeal. Designed for flexibility, the home features a ground-floor primary suite or private mother-in-law quarters with additional living space, ideal for multigenerational living or hosting guests. Upstairs, the primary suite offers a private retreat with captivating views of Buttonwood Sound. Outside, enjoy your own tropical oasis with a swimming pool on the main living level, surrounded by elegant travertine decking and lush tropical landscaping. Boating enthusiasts will appreciate 180 feet of dockage, two boat lifts (35K lb and 7K lb), composite dock construction, and a sandy beach area with kayak storage. Additional features include a private gated entrance, a one-car garage with storage, and automatic remote-controlled roll-down sunshades. This remarkable waterfront property offers an exceptional combination of boating amenities, versatile living spaces, tropical privacy, and unforgettable west-facing sunsets. Your Florida Keys waterfront dream awaits.

126 Point Pleasant Dr, Key Largo
179 Azalea St, Islamorada
$2,450,000
ACTIVE Status ⋅ 4 Beds ⋅ 1,800 SqFt.
Captain's Delight! Beautifully updated home in tranquil Plantation Key Colony. Great location for a boater or simply someone that enjoys Keys living. Four bedrooms and four and a half bathrooms. New pool with heater and chiller. Watch the sunset or the sunrise from the rooftop observation / sun deck. No bridges to the bay and take Tavernier Creek to the ocean.

179 Azalea St, Islamorada
133 Anglers Way, Islamorada
$1,700,000
ACTIVE Status ⋅ 2 Beds ⋅ 1,170 SqFt.
Beautiful 2BR/2.5BA home in Anglers Reef, Islamorada’s upscale gated oceanfront community. Features a 31' deeded BOAT SLIP with direct Atlantic access and no bridges, making it ideal for boating and fishing enthusiasts. Offered turnkey furnished with hardwood floors, granite countertops, stainless steel appliances, impact windows and doors, 2 private carports, two bedroom balconies, a front porch, and a rear porch. Enjoy a private community beach, pool, and oceanfront marina. Approved for weekly vacation rentals, offering an excellent investment opportunity or the perfect Florida Keys retreat!

133 Anglers Way, Islamorada
233 Sombrero Beach Rd, Marathon
$2,720,000
ACTIVE Status ⋅ 3 Beds ⋅ 2,566 SqFt.
Experience luxury Florida Keys living at its finest! Built in 2022, this stunning 3-bedroom, 2.5-bath waterfront home sits on a main canal in Marathon’s desirable Sombrero Beach area, featuring a 70-foot composite dock and BRAND-NEW 20,000-lb boat lift! Enjoy quick boating access to the Atlantic Ocean and Gulf, with world-class fishing and diving at your fingertips. Walk or bike to beautiful Sombrero Beach, with grocery stores, shopping, and restaurants conveniently nearby. Inside, discover contemporary coastal elegance with oversized porcelain tile flooring, an open-concept layout, custom cabinetry, quartz countertops, stainless steel appliances, and an impressive oversized kitchen island. The spacious primary suite offers a spa-inspired bathroom with a freestanding soaking tub, oversized glass shower, dual vanities, and custom closets. An expansive upstairs loft with wet bar and beverage refrigerator is easily convertible into a 4th bedroom, guest suite, or office. Outside, enjoy your private saltwater pool, covered entertaining areas, multiple balconies, garage, and additional covered parking. Whether boating, fishing, entertaining, or relaxing in paradise, this exceptional property delivers the ultimate Florida Keys lifestyle!

233 Sombrero Beach Rd, Marathon
96000 Overseas Hwy Unit #W22, Key Largo
$1,095,000
ACTIVE Status ⋅ 2 Beds ⋅ 1,278 SqFt.
Welcome to resort-style living in the prestigious Buttonwood community of Key Largo. This beautifully situated 2-bedroom, 2-bath residence offers a spacious living area, in-unit washer and dryer, and a private balcony overlooking the water—perfect for relaxing and taking in the serene Keys lifestyle. A standout feature is the unit’s own deeded 36-foot boat dock with immediate bay access, making boating and waterfront living effortless. Enjoy an exceptional collection of community amenities, including resort-style pools, tennis courts, a private beach, fitness center, and clubhouse. Spend your days boating, kayaking, paddleboarding, lounging by the water, or watching unforgettable sunsets from the private beach. Whether you are searching for a year-round residence or the perfect getaway in the Florida Keys, this condo offers the ideal blend of comfort, recreation, and waterfront lifestyle.

96000 Overseas Hwy Unit #W22, Key Largo
48 S Andros Rd, Key Largo
$3,100,000
ACTIVE Status ⋅ 4 Beds ⋅ 3,024 SqFt.
Welcome to a stunning, fully remodeled coastal retreat in the highly sought-after Ocean Isle Estates. This exceptional 4-bedroom, 4-bathroom residence offers over 3,000 square feet of living space and showcases breathtaking open water views from multiple vantage points. Designed for both relaxation and entertaining, the home features two spacious master suites, a beautifully updated interior, and a separate lower-level 1-bedroom/1- bath suite complete with a recreation area—perfect for guests or extended family. Step outside to your private waterfront oasis, where a pool sits right at the water’s edge, complemented by a 17,000 lb boat lift—ideal for boating enthusiasts looking for direct ocean access. The property also boasts a rare two-car garage along with ample additional parking, a durable metal roof, and impact windows and doors for peace of mind. Situated on an 8,400 sq ft lot in one of Key Largo’s premier neighborhoods, this home combines modern upgrades with the laid- back luxury of the Florida Keys lifestyle.

48 S Andros Rd, Key Largo
355 Stirrup Key Blvd, Marathon
$3,300,000
ACTIVE Status ⋅ 4 Beds ⋅ 2,540 SqFt.
Welcome to Sunset Anchorage, a beautifully renovated open-water home in the exclusive gated community of Stirrup Key. Set on an expansive lot and a half, this three-story CBS home offers exceptional privacy, protected dockage, a private pool, and sweeping Gulf views with spectacular sunsets. Thoughtfully updated throughout, the home features a brand-new kitchen with custom cabinetry, custom bar, updated flooring, new impact windows and doors, new A/C units, and Hardie board siding accents. The main level features the primary suite with a newly expanded and completely renovated bath, plus a guest bedroom with marina views and a full bath nearby. An extended covered porch off the living and dining areas overlooks the pool and Gulf. Upstairs, a secondary primary suite offers a private bath and walk-out balcony with stunning open-water views, while an additional guest bedroom and half bath complete the level. Outdoor living includes a spacious covered patio, newly built tiki bar, and beautifully refinished and re-tiled pool with new equipment, heater, and chiller. A redone waterfront observation deck provides easy kayak access and an ideal place to enjoy the sunset. Across the street, protected dockage in Stirrup Key's private marina includes concrete boat slip D41 with a walk-out dock and new 15,000-lb Hurricane Hoist boat lift. Mature tropical landscaping and towering gumbo limbo trees complete this exceptional Florida Keys property.

355 Stirrup Key Blvd, Marathon
607 Cuda Ln, Key Largo
$2,000,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,206 SqFt.
Million-dollar Atlantic views meet the ultimate Key Largo waterfront lifestyle! Tucked near the end of quiet Cuda Lane, this furnished coastal retreat offers 60 ft of waterfront, added privacy, spectacular open-water views, and unforgettable sunrises. The top floor is the showstopper, with high ceilings, abundant natural light, impact windows and sliding glass doors, a half bath, and a massive balcony overlooking the water. The remodeled kitchen features quartz countertops, a stylish backsplash, and premium appliances, opening to the dining and living areas. The second level offers two private en-suite bedrooms in a split layout. Wake up to sunrise views from the primary suite, featuring electric blackout shades, a custom walk-in closet, and access to a wraparound balcony. Brand-new porcelain tile, renovated baths, and impact windows and doors add comfort and style. Outside, enjoy a heated 18' x 10' pool, BBQ and entertaining area, private dock and boat lift, with quick access to the Atlantic. A dream for boating and fishing enthusiasts and anyone who loves snorkeling, diving, kayaking, paddleboarding, jet skiing, and water sports. Near Rodriguez Key and John Pennekamp Coral Reef State Park, with convenient access to Miami and Islamorada. Whether a primary residence, second home, or winter getaway, this is your opportunity to own your own piece of the Florida Keys. Bring your boat and your swimsuit; this turnkey island escape is waiting for you! Schedule your Showing today!

607 Cuda Ln, Key Largo
862 Cardinal, Other City - In The State Of Florida
$1,999,000
ACTIVE Status ⋅ 4 Beds
OWNER FINANCING AVAILABLE -- 30% DOWN Brand-New Oceanside Waterfront Home with Pool & Dock in Key Largo Discover a beautifully crafted new construction home designed for effortless waterfront living in Key Largo. Situated directly on the ocean side, this impressive 4-bedroom, 4-bath custom residence pairs contemporary finishes with an exceptional outdoor setup made for boating, entertaining, and enjoying the Florida Keys lifestyle. Your Private Outdoor Retreat: The backyard is designed to be enjoyed year-round, centered around a heated and chilled saltwater pool featuring: 5'-6'' depth, Massage jets, Beach shelf with umbrella holder, Five LED pool lights' and a Safety net. Just beyond the pool, a substantial 15' x 40' private dock provides an ideal launch point for days on the water. The dock includes durable polyurethane synthetic decking, a power pedestal with LED lighting, water hookup, and both 30-amp and 120V electrical receptacles. Outdoor Entertaining, Elevated: The covered entertaining area makes outdoor gatherings easy and comfortable. The built-in outdoor kitchen is equipped with an outdoor-rated refrigerator/freezer, 32'' BULL BBQ, and sink, creating the perfect setting for everything from casual lunches to sunset dinners after a day on the boat. Contemporary Interior with Premium Appointments:

862 Cardinal, Other City - In The State Of Florida
226 Navajo St, Plantation Key
$4,350,000
ACTIVE Status ⋅ 4 Beds ⋅ 3,120 SqFt.
Truly turnkey and fully furnished, this newly completed coastal-modern residence delivers approximately 3,100 square feet of refined luxury, with four bedrooms and four bathrooms. Completed in 2025 and professionally curated by Wright Interiors, the home showcases custom millwork, designer finishes and integrated technology, with impact glass and a sleek metal roof, a quality build by CBT Construction. Seamless indoor-outdoor living unfolds across a summer kitchen, outdoor bar, heated and chilled pool, lush tropical landscaping, and two climate-controlled garages, with elevator shaft ready for install. Approximately 60 feet of concrete dockage beneath custom composite decking is expertly configured for both a center console and skiff, with direct Florida Bay access, a 20,000-pound boat lift, shore power and custom fish-cleaning station. Positioned within one of Islamorada's premier close-knit boating neighborhoods, with A-rated schools nearby, this exceptional residence offers an elevated Keys lifestyle for both weekend escapes and full-time living. Optional HOA membership extends access to a private bayfront park and boat ramp.

226 Navajo St, Plantation Key
195 Ojibway Ave, Tavernier
$5,950,000
ACTIVE Status ⋅ 4 Beds ⋅ 3,358 SqFt.
Welcome to The Oasis on Ojibway! This extraordinary newly constructed waterfront estate offers the ultimate Islamorada lifestyle with 120' of waterfront on a 13,200 SF double lot, sweeping bay views and exceptional deep-water dockage. Designed with an inverted floor plan to maximize the views, the third-floor living space features walls of glass, expansive terraces and a stunning chef's kitchen with Thermador appliances, large center island and hidden pantry. A private elevator services every level. Offering 4 bedrooms and 4 baths, each bedroom enjoys beautiful water views and access to the home's impressive 2,400 SF of balcony space. Outdoors is a private tropical oasis with a resort-style pool, putting green, gazebo and lush landscaping. The reinforced concrete dock and cut-in boat slip provide a straight shot to the bay, with Army Corps-approved plans for a 20,000-lb boat lift. Located on a quiet dead-end street beside a nature preserve for added privacy, with space for a boat trailer or RV. Owner/Agent.

195 Ojibway Ave, Tavernier
31473 Warner St, Big Pine
$2,450,000
ACTIVE Status ⋅ 3 Beds ⋅ 2,087 SqFt.
Welcome to an exquisite open-water retreat in Big Pine Key, an unparalleled blend of modern luxury and authentic Keys lifestyle. This completely updated and remodeled 3BD/4BA pool home offers panoramic water views from every angle, setting the stage for endless sunrises, sunsets, and starry nights. Designed with sophistication and comfort in mind, each bedroom is an ensuite, ensuring privacy and convenience for family and guests. Beyond its beauty, this property is one of the rare few in Monroe County allowing nightly vacation rentals, boasting a highly successful rental history for those seeking both personal enjoyment and income opportunity. Every detail has been thoughtfully curated, impact windows and doors, corian countertops and two on-demand water heaters reflect quality and peace of mind. The boating enthusiast will appreciate one of the few marked channel systems leading directly to the Gulf of Mexico with the Atlantic Ocean just minutes away. Utilize the 220 sq ft extended dock for your vessel to some the best fishing, diving and boating in the continental U.S. Whether lounging poolside, entertaining on the spacious decks or heading out on the water this property offers an unmatched Keys experience. Rare, refined and ready for your investment this is open-water living at its finest.

31473 Warner St, Big Pine
108 Ellington Ct, Key Largo
$3,995,000
ACTIVE Status ⋅ 4 Beds ⋅ 2,952 SqFt.
Brand-new construction in desirable Hammer Point, offering refined coastal living with stunning bay views from nearly every room. This exceptional 4-bedroom, 4.5-bath residence was thoughtfully designed with both luxury and functionality in mind. The spacious chef's kitchen features premium Thermador appliances and opens beautifully into the main living spaces, creating an ideal setting for entertaining. An elevator provides convenient access between levels, while two laundry rooms add everyday ease. Each walk-in closet features custom built-in shelving, offering exceptional organization and storage. Outside, enjoy a private swimming pool and a brand-new 58-foot concrete dock, providing plenty of room for your boat and easy access to the surrounding waterways. The ground level offers covered parking and additional storage space. With its brand-new construction, elevated finishes, thoughtful amenities, expansive bay views, and exceptional waterfront features, this stunning Hammer Point property offers the quintessential Florida Keys lifestyle.

108 Ellington Ct, Key Largo
115 Villa Bella, Islamorada
$4,899,000
ACTIVE Status ⋅ 4 Beds ⋅ 2,476 SqFt.
Experience turnkey luxury in the renowned Venetian Shores community with this exceptional 4-bedroom, 4-bath concrete waterfront residence, completely rebuilt from top to bottom with designer finishes and thoughtful details throughout. Offered fully furnished and completely outfitted, this home is ready to enjoy from day one, including linens, bathroom essentials, a fully stocked kitchen, and three mini-bar setups. Currently operating in a successful vacation rental program, the property is equally suited for personal use, entertaining, or continued rental operation. Beautifully finished interiors create a sophisticated coastal feel, while a versatile downstairs versatile space offers the flexibility of a 5th bedroom, private office, game room, or lounge. Outdoor living is equally impressive with a resort-style pool that can be heated or chilled for year-round enjoyment. Extensive landscape and architectural lighting create a stunning atmosphere after sunset, while under-dock lighting illuminates the water for nighttime fish watching. An outdoor shower provides added convenience after swimming or boating. A customized golf cart makes cruising through Venetian Shores effortless. With its complete rebuild, designer interiors, turnkey furnishings, flexible living spaces, resort-style amenities, and established rental operation, this property offers the ultimate Florida Keys lifestyle. Simply arrive, unpack, and start enjoying.

115 Villa Bella, Islamorada
149 Harbor Dr, Tavernier
$3,200,000
ACTIVE Status ⋅ 4 Beds
Experience the ultimate Florida Keys waterfront lifestyle in the heart of Tavernier. This beautifully updated canal-front residence offers 70 feet of water frontage with direct ocean access, a concrete dock and private boat ramp, plus convenient bay access—an exceptional setting for boating, world-class fishing and diving. The home features a spacious 3BR/3BA upper level with an additional 1BR/1BA Private lower level Apartment, Offering wonderful flexibility for family and guests. Sophisticated interiors include a beautifully appointed kitchen with stainless-steel appliances and granite countertops, complemented by elegant primary bath spaces with a distinctive adjoining walk-through shower and Elevator. Step outside to lush tropical landscaping, covered parking and your own private waterfront retreat. Ideally situated near acclaimed dining, shopping and everything the Florida Keys have to offer. From sunrise cruises to unforgettable days on the water, this is Keys living at its finest.

149 Harbor Dr, Tavernier
87429 Old Hwy, Islamorada
$18,499,000
ACTIVE Status ⋅ 6 Beds ⋅ 6,692 SqFt.
The Oasis Islamorada is a waterfront estate of exceptional scale, conceived as a private Florida Keys compound where architecture, land and water come together spanning nearly 3 meticulously landscaped acres. More than 400' of shoreline, sweeping ocean views and a protected deepwater basin create a marine setting rarely available within a single residential offering. Beyond the grand porte-cochère, the single-level main residence unfolds with soaring ceilings, white oak floors and 12-foot retractable glass walls that dissolve the boundary between interior and oceanfront living. At its center, a chef's kitchen pairs a cascading Calacatta marble island with Thermador appliances and a walk-in pantry, opening seamlessly to expansive living and dining spaces. The main residence includes four bedrooms and six full baths, with an impressive primary suite featuring a fireplace, dual walk-in closets, safe room and spa bath with steam shower. Additional suites offer en suite baths, private balconies and ocean views. A detached two-bedroom, two-bath guest residence brings the estate to six bedrooms while preserving privacy between owners and guests, with substantial grounds offering extraordinary flexibility for the future. Outside, the property assumes the scale of a private resort. Two resort-style pools with spas and sun decks are joined by a summer kitchen and multiple terraces. A fitness center with sauna, soundproof theater and golf simulator complete the lifestyle offering.

87429 Old Hwy, Islamorada
82719 Old Hwy, Islamorada
$24,995,000
ACTIVE Status ⋅ 7 Beds ⋅ 10,182 SqFt.
Experience unparalleled oceanfront living at Chateau On The Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense of privacy, scale, and intention is evident, with architecture and surroundings that feel truly unforgettable. Completely reimagined and newly constructed in 2023, this residence showcases exceptional modern design, engineering, and craftsmanship. Set on just under an acre of pristine coastline, the property offers 19,784 SF of total living and entertaining space, including 10,182SF under air. Inside, soaring ceilings and walls of glass create a seamless indoor-outdoor connection, filling the interiors w/ natural light and highlighting refined, couture-level finishes. Amenities include a fitness center, indoor basketball and pickleball court, putting green, a Baccarat-inspired grand ballroom, and a custom Glamour Suite. Outdoors, a mosaic pool and spa overlook the Atlantic Ocean, complemented by alfresco dining, a firepit lounge, and multiple terraces w/sweeping coastal views. A 300" outdoor LED theater and rooftop terrace elevate the experience. A 100ft private dock provides direct ocean access. Approved plans include 6 additional suites, including 2 oceanfront residences, allowing expansion into a multi-structure compound. This is more than a home, it is a rare legacy estate.

82719 Old Hwy, Islamorada
108 Avenue D, Marathon
$5,499,000
ACTIVE Status ⋅ 6 Beds ⋅ 4,010 SqFt.
Experience exceptional waterfront living in this impressive Spanish-inspired concrete residence, built in 2019 and offering approximately 8,107 square feet of construction and 16,500 square feet lot size. Thoughtfully elevated and designed with an emphasis on space, quality, and comfort, this remarkable home showcases a highly customized interior with refined finishes throughout. Solid wood interior doors, generous room proportions, and carefully designed living spaces reflect the attention to detail found throughout the residence. Expansive recreational and entertainment areas on both the first and second floors provide exceptional flexibility for hosting, relaxing, and enjoying everyday family living. The home’s substantial concrete construction and elevated design complement its commanding presence, while the spacious interior offers an ideal combination of elegance and functionality. Positioned along an exceptionally Deepwater, wide-canal home with direct ocean access, the property provides an impressive waterfront setting and a sense of privacy and tranquility. A distinctive luxury residence offering exceptional scale, generous entertainment spaces, and outstanding waterfront appeal. Ideally located near the airport and surrounded by a variety of restaurants, dining options, and everyday conveniences, the home offers an excellent balance of privacy, accessibility, and lifestyle.

108 Avenue D, Marathon
141 Grassy Rd, Key Largo
$3,800,000
ACTIVE Status ⋅ 5 Beds ⋅ 3,773 SqFt.
**STUNNING NEW CONSTRUCTION | 5 BEDROOMS | 5 BATHROOMS | 3 STORIES | PRIVATE POOL** Owner is offering financial options with interest between 5% to 6% for 5 years. more info or interested call me. Welcome to this exceptional new-construction home located at **141 Grassy Rd**. This impressive **three-story residence features 5 spacious bedrooms and 4 bathrooms**, offering an ideal combination of modern design, comfort, and functionality. The thoughtfully designed layout provides generous living spaces across three levels, creating plenty of room for family living, entertaining, and relaxation. Enjoy the privacy and convenience of a **beautiful swimming pool**, perfect for outdoor gatherings and enjoying sunny days. With its modern construction, spacious floor plan, multiple levels, and private pool, this home offers an incredible opportunity for those seeking a contemporary property with plenty of space and style. **A must-see new construction! Schedule your private showing today and experience everything this remarkable home has to offer.**

141 Grassy Rd, Key Largo
94825 Oversea, Key Largo
$969,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,428 SqFt.
NEW 3 STORY HOUSE, FULLY FURNISHED 3 BED 3 BATH, WITH ACCESS TO THE ATLANTIC OCEAN , POOL, GYM, TENNIS AND PLAY GROUND FOR KID. THE HOUSE INCLUDES A 6-PASSENGER LITHIUM GOLF CART, BICYCLES AND TWO KAYAKS . THE HOUSE HAS A OCEAN VIEW FROM THE TWO BALCONIES, HOA INCLUDES HIGH-SPEED INTERNET , CABLE , LANDSCAPING.

94825 Oversea, Key Largo
179 Plantation Ave, Plantation Key
$2,195,000
ACTIVE Status ⋅ 2 Beds ⋅ 1,066 SqFt.
A Truly Unique Florida Keys Property — Location, Lifestyle & Luxury! This may be the perfect location and the perfect home for those looking for the ultimate Florida Keys lifestyle. Ideally situated in the Upper Keys, and a few houses away from the bay. The ocean is at a short ten minutes boat ride. This unique property is just over an hour from Miami and offers everything you and your family need to live comfortably, relax, and enjoy one of Florida's premier fishing paradises. The spectacular views from the kitchen, living room, and terrace are truly one of a kind. Imagine starting your morning with a cup of coffee while watching boats cruise through the canal, relaxing in the afternoon with a drink in hand, or entertaining family and friends as you take in the beautiful waterfront surroundings. After a day of fishing or a boat ride to one of the nearby ocean sandbars, unwind in the pool and enjoy the incredible Florida Keys lifestyle. It is truly picture-perfect. The owners have invested substantially in top-of-the-line improvements and upgrades throughout the property. Some of the most notable improvements include: Completely remodeled interior Added downstairs bathroom 20,000-lb. boat lift PVC side fence Aluminum fencing in the front and rear Wi-Fi-controlled electric gate Smart pool and spa controls New paver driveway New landscaping with artificial grass and natural rock pavers New interior and exterior A/C units New supports and screening for the upstairs patio Large fish-cleaning table at the dock Natural stone-paved dock Dock storage box Dock electrical and water systems New foam-insulated roof If you have been seriously considering purchasing a home in the Florida Keys, this property deserves your attention. From the exceptional location and breathtaking canal views to the extensive upgrades, pool, dock, and boat lift, this home offers an incredible opportunity to embrace the Keys lifestyle. Come see it for yourself. It may be the one you've been searching for.

179 Plantation Ave, Plantation Key
211 S Anglers Dr S, Marathon
$2,395,000
ACTIVE Status ⋅ 4 Beds ⋅ 2,464 SqFt.
Fantastic opportunity in Marathon's desirable Sombrero Beach area! Built in 2020, this beautifully designed 4-bedroom, 3-bath waterfront pool home offers 2,464 sq. ft. of comfortable living space and 100 ft of composite dockage with direct ocean access for ultimate boating and island living. Fully furnished and thoughtfully appointed—the open kitchen, dining, and living area create an easy gathering space, while spacious waterfront balconies on both levels invite you outside to enjoy tropical breezes. The main level includes a guest bedroom, full bath, and laundry room. On the top floor, the primary suite features an en-suite bath, walk-in closet, and private covered balcony, alongside two additional guest bedrooms and a hall bath. Downstairs, a covered entertainment area extends living outdoors, perfect for relaxing around the heated in-ground pool. Secure water toys and boating gear in the garage, and enjoy ample parking on the 10,218 sq. ft. lot. Located just a short walk from sandy Sombrero Beach and close to dining, shopping, and attractions. Currently operating as an active weekly vacation rental, offering a seamless turnkey investment, vacation retreat, or full-time Keys home. Experience the easy pace, boating, and beach days that make living in the heart of the Florida Keys so special!

211 S Anglers Dr S, Marathon
350 Hazel St, Key Largo
$1,350,000
ACTIVE Status ⋅ 4 Beds ⋅ 1,620 SqFt.
for more info call listing agent.

350 Hazel St, Key Largo
984 Shaw Dr, Key Largo
$2,325,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,530 SqFt.
Located in the desirable Twin Lakes community, this inviting waterfront home offers a wonderful blend of privacy, comfort, and boating convenience. Built in 2001, the upper level features a spacious 3 bedroom, 2 bath split floor plan filled with abundant natural light. The lower level includes a 1 bedroom space, offering added flexibility for guests or home office. Set on a generous 9,937-square-foot lot with 75 feet of waterfront on a wide 70-foot canal, the property is well suited for enjoying the Florida Keys lifestyle. Boaters will appreciate the 20,000-pound boat lift. Outdoor living shines with a swimming pool and spa, plus a gazebo with a bar area ideal for entertaining or relaxing after a day on the water. A concrete privacy wall, electric gated entrance, and covered parking enhance both privacy and convenience. With no neighbor directly across the street, this home offers a uniquely peaceful setting.

984 Shaw Dr, Key Largo
71 Coral Dr, Key Largo
$1,399,000
ACTIVE Status ⋅ 4 Beds ⋅ 2,226 SqFt.
Welcome to this stunning 4-bedroom, 4.5-bathroom waterfront home in highly desirable Key Largo, ideally located just five homes from the open ocean. This beautifully appointed property offers the perfect blend of modern design, comfort, and the quintessential Florida Keys lifestyle. Enjoy direct ocean access, a sparkling private pool, and a charming tiki hut—perfect for entertaining, relaxing, and enjoying the tropical surroundings. The property also features a 10,000-pound boat lift, providing exceptional convenience for boating enthusiasts. A beautiful modern concrete driveway adds to the home’s impressive curb appeal. Ideally situated near Key Largo’s restaurants, shopping, boating, and other popular attractions, this property offers an excellent location for enjoying everything the Florida Keys have to offer. Whether you’re seeking a private waterfront residence, vacation retreat, or investment opportunity, this exceptional Key Largo property is one you won’t want to miss.

71 Coral Dr, Key Largo
117 La Paloma Rd, Key Largo
$2,350,000
ACTIVE Status ⋅ 5 Beds ⋅ 3,224 SqFt.
Welcome to 4 Palmas -- Your Ultimate Key Largo Retreat! Built in 2016, this custom 5BD/4.5BA waterfront home offers over 5,600 sq. ft. of total indoor-outdoor living! Designed for entertaining, the home features two primary suites (one on each level), 3 living rooms, two bars, an elevator, and 4 private balconies. Step outside to your private tropical oasis complete with a heated pool, expansive sun deck, and covered patio featuring a full outdoor kitchen. Boaters will love the 50 ft. dock on a wide canal with quick ocean and bay access, plus a floating dock for easy launching from you kayak, skiff or jet ski. Whether you're looking for a luxury residence, vacation escape, or premium rental property, 4 Palmas has it all!

117 La Paloma Rd, Key Largo
148 Giardino Dr, Plantation Key
$3,952,000
ACTIVE Status ⋅ 5 Beds ⋅ 2,328 SqFt.
THIS UPDATED BEAUTY LOCATED IN RENOWED VENETIAN SHORES IS A TRUE MUST SEE!! (1) UPSTAIRS: THREE BEDROOMS AND TWO SPACIOUS BATHROOMS!! COMFORTABLE LIVING ROOM AND DINING ROOM AREA WITH ACCESS TO A LARGE SCREENED IN PORCH WITH BEAUTIFUL WATERFRONT VIEWS!! LARGE KITCHEN WITH BEAUTIFUL CONNECTED ISLAND AND STATE OF THE ART COUNTERTOPS; MODERN APPLIANCES !! WET BAR AND WINE CELLAR CABINET!! INDEPENDENT INDOOR LAUNDARY ROOM WITH PLENTY OF STORAGE ! CUSTOM CLOSETS THROUGHOUT. HIGH END CEILING FANS THROUGHOUT THE ENTIRE HOME!! NEW EFFICIENT A/C!! (2) INDEPENDENT DOWNSTAIRS: TWO SPACIOUS BEDROOMS AND ONE BATHROOM, CUSTOM CLOSETS!! KITCHENETTE WITH MICROWAVE, REFRIGERATOR, SINK AND FILTERED WATER WITH LOTS OF STORAGE SPACE. LARGE SCREENED IN PORCH WITH GREAT WATERFRONT VIEWS !! (3) OUTDOOR ENTERTAINMENT FEATURES: 100 FEET OF WATERFRONT WITH UPDATED FLOOR DECK AND LIGHTING. THREE DOORS DOWN FROM SNAKE CREEK WITH EASY ACCESS TO BAYSIDE AND ATLANTIC. TWO BOAT LIFTS 14,000 LBS. AND 10,000 LBS. FISH CLEANING STATION WITH WATER AND POWER ACCESS. LARGE HEATED POOL (NEW POOL PUMP) WITH FIRE WATERFALL AND GAS FIREPIT OVERLOOKING THE WATERFRONT. OUTDOOR POOL SHOWER. GAS TIKI TORCHES AROUND THE POOL AREA !! FIVE HOLE PUTTING GREEN IS PERFECT FOR FAMILY ENTERTAINMENT !! ROOFTOP DECK WITH BEAUTIFUL VIEWS. (4)MISC: IMPACT WINDOWS/DOORS. ELECTRIC ROLLER SHUTTERS. ELECTRIC TESLA BATTERIES AND CAR CHARGER. ELEVATOR !! ONE GARAGE AND 2 STORAGE AREAS. FOUNDERS PARK !! RUN DONT WALK !!

148 Giardino Dr, Plantation Key
1 E Sister Rck Is, Marathon
$16,000,000
ACTIVE Status ⋅ 4 Beds ⋅ 2,304 SqFt.
Own an entire private island in the Florida Keys, just ¼ mile offshore from Marathon! East Sister Rock Island offers extraordinary privacy surrounded by turquoise waters, yet is only minutes from the mainland. The property encompasses approx. 6.5 acres, including approx. 5.8 acres of surrounding seabed, creating an exceptional marine setting for snorkeling, swimming, kayaking, paddleboarding, fishing and watersports. The beautifully updated 3-bedroom, 2-bath main residence and detached guest house offer over 5,000 total SF of living and entertaining space. Recent renovations include an updated kitchen with gorgeous countertops and modern finishes. A 12-ft-wide wraparound veranda captures panoramic water views, sunrises and spectacular Keys sunsets. Amenities include a waterfront pool and spa, tropical landscaping, outdoor entertaining areas, and a 100-ft deep-water dock. Self-sufficient infrastructure includes solar and wind power, battery storage, backup generator, desalination system and freshwater cistern capacity. Private helipad provides additional access. Seller is open to select Joint Venture opportunities.

1 E Sister Rck Is, Marathon
2405 Coco Plum Dr, Marathon
$27,500,000
ACTIVE Status ⋅ 9 Beds ⋅ 18,524 SqFt.
One of the Florida Keys' most significant newly completed trophy estates, now making its market debut fully completed and never occupied. This one-of-a-kind waterfront residence offers 18,736 SF of interior living space and more than 29,000 SF under roof on approximately 1.72 acres with 200 feet of ocean frontage. A property of this scale, quality and waterfront presence has become exceptionally difficult to replicate under today's development environment, making it as irreplaceable as it is exceptional. Designed for the most discerning owners, the estate features 9 bedrooms, 9.5 bathrooms, a detached guest residence, private elevator, 9-car garage, and an extraordinary indoor-outdoor living experience highlighted by a newly completed 100-foot infinity-edge pool, separate beach-entry pool, and expansive waterfront terraces, unveiling an outdoor environment never before presented to the market. Included in the offering is a deeded 60-foot boat slip at a nearby marina, located approximately two minutes from the residence, providing immediate access to world-class boating and fishing. Marathon International Airport is approximately five minutes away, allowing seamless arrival by private aircraft. Contemporary architecture, exceptional craftsmanship, absolute privacy, and one of the most exclusive waterfront settings in the Florida Keys define this truly irreplaceable trophy estate.

2405 Coco Plum Dr, Marathon
74049 Overseas Hwy, Islamorada
$3,750,000
ACTIVE Status ⋅ 4 Beds ⋅ 2,596 SqFt.
Rare opportunity to own an ocean side single family home in the heart of Islamorada. Situated on a private corner half acre lot with your own private beach, this property offers the space, privacy, and tropical lifestyle that make the Florida Keys one of the most sought-after destinations in the world. Currently operating as a successful VRBO vacation rental, this turnkey, income-producing property is being sold fully furnished, allowing the new owner to seamlessly continue operating it as a successful vacation rental from day one or immediately begin enjoying it as a private island retreat. Designed with flexibility in mind, this two-story home features a total of 4 bedrooms, 4 bathrooms, and two full kitchens. The upper level offers 3 bedrooms, 2 bathrooms, a full kitchen, and a private balcony, while the lower level offers a handicap-friendly layout, with a 1 additional bedroom, 1 bathroom, a cabana bath, and a second full kitchen. Step outside to your private pool, then take just a few steps to your own private beach, creating the ultimate island experience. A new A/C system and metal roof also adds comfort and peace of mind. Conveniently located just minutes from Robbie's Marina and Theater of the Sea, you'll enjoy world class fishing, boating, snorkeling, waterfront dining, and everything that makes Islamorada one of the premier destinations in the Florida Keys.

74049 Overseas Hwy, Islamorada
94825 Overseas, Key Largo
$975,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,572 SqFt.
Your Keys retreat! A cozy open-concept home featuring modern finishes, a renovated kitchen, and abundant natural light. Situated in an exclusive community with a marina, resort-style pool, boat ramp, and sports courts. Ideal as a primary residence or a vacation getaway in Key Largo!

94825 Overseas, Key Largo
735 50 St Gulf, Marathon, Key West
$5,495,000
ACTIVE Status ⋅ 5 Beds ⋅ 3,219 SqFt.
!!!NEW CONSTRUCTION IN MARATHON!!! This beautiful property is brand new and tastefully furnished. “Discover Sunset Paradise – a stunning new construction Gulf-front retreat built in 2023 in the heart of Marathon, Florida Keys. This turnkey, fully furnished single-family home offers approximately 3,219 square feet of luxurious living space on a spacious 0.43-acre lot with direct open-water Gulf access. Boasting 5 bedrooms and 4.5 bathrooms (main house plus a separate guest cabana with A/C), this property sleeps up to 12 and is ideal for large families, multi-generational getaways, or premium vacation rentals. Built with durable concrete construction (CBS), it features bright, coastal-inspired interiors with panoramic Gulf views, a gourmet kitchen, and expansive living areas that flow seamlessly to outdoor entertainment spaces. It also includes a 4-car garage. Step outside to your private waterfront oasis: enjoy a beautiful heated pool with jacuzzi (perfect for year-round use, including winter), covered decks, and a massive 74-foot concrete dock ideal for boating, fishing, kayaking, or simply relaxing by the water. Additional highlights include a pergola, fish-cleaning station, bait freezer, and ample room for boat trailer storage. This home is a proven income producer with an active short-term rental license and established bookings through VRBO, Airbnb, and the highly regarded local management company Florida Keys Vacation Rentals. It is sold fully furnished and turnkey – ready for immediate enjoyment or continued rental success.

735 50 St Gulf, Marathon, Key West
8 Poisonwood, Key Largo
$2,950,000
ACTIVE Status ⋅ 4 Beds ⋅ 3,900 SqFt.
Experience luxury waterfront living at 8 Poisonwood Road, a beautifully renovated 4-bedroom, 4-bathroom CBS residence on a private, direct ocean-access canal in one of Key Largo's most desirable neighborhoods. Built for the ultimate boating lifestyle, this exceptional home features a metal roof, impact windows and doors, and over 3,900 square feet of thoughtfully designed living space. The open-concept second level showcases panoramic canal views and seamlessly blends the chef's kitchen, dining area, and spacious living room. Premium finishes include granite countertops and backsplashes, a custom wet bar, glass railings, warm LED lighting, and roller shades throughout. The private third-floor primary suite features a spa-inspired bath with dual vanities, a frameless glass shower, a large walk-in closet, and a private balcony with peek-a-boo ocean views. The first floor offers three guest bedrooms, two full baths, a spacious entertainment area, and convenient poolside access to a full bathroom. Enjoy over 700 square feet of covered outdoor living, a designer pool completed in 2026, professionally landscaped low-maintenance grounds, a 60-foot concrete dock, concrete water-entry steps, and three canal aerators for crystal-clear water. With immediate access to world-class fishing, diving, snorkeling, and the Atlantic Ocean, this exceptional property delivers the very best of the Florida Keys waterfront lifestyle.

8 Poisonwood, Key Largo
39 Mutiny Pl, Key Largo
$8,550,000
ACTIVE Status ⋅ 6 Beds ⋅ 4,404 SqFt.
Crafted for waterfront living, this custom 6-bedroom, 5.5-bath bayfront estate offers expansive Florida Bay views, seamless indoor-outdoor living, and an unparalleled boating lifestyle. Offered fully furnished and turnkey, recent owner enhancements include elegant marble flooring throughout the lobby and staircase. Walls of glass and 20-foot bifold doors flood the home with natural light, while an elevator provides access to all three levels. The second level is home to the primary suite with Florida Bay views, a custom beverage bar, a private retreat space, and a reimagined boutique-inspired closet with glass-enclosed wardrobes and integrated storage. The spa bath features Spanish porcelain tile, dual vanities, a dual shower, soaking tub, and TOTO toilets. Three additional ensuite guest bedrooms and a laundry room complete this level. The upper level is designed for entertaining with a chef's kitchen featuring Miele appliances, Italian Pedini cabinetry, porcelain countertops, and an oversized island overlooking the living and dining areas. Additional owner enhancements include a glass-enclosed Miele wine gallery, curated designer furnishings, and a new 40K boat lift. KEF audio, integrated security, covered terraces, a saltwater pool, summer kitchen, putting green, and a rooftop terrace complement two additional ensuite guest bedrooms and a powder bath. Outdoors, 125 feet of protected dockage with 40K and 20K boat lifts complete the ultimate Florida Keys waterfront lifestyle.

39 Mutiny Pl, Key Largo
168 INDIAN MOUND Trail, Tavernier
$3,375,000
ACTIVE Status ⋅ 4 Beds ⋅ 3,204 SqFt.
This exceptional waterfront estate on a deep water canal with a 50ft dock on a double lot is situated in the heart of Plantation Key. The property features a grand three story residence framed by established palm trees and a striking, patterned paver driveway. The expansive grounds are clean but unplanted, offering a clear blank canvas for you to design your ultimate custom tropical landscaping and privacy screening. The backyard focuses entirely on the water, featuring a lagoon style pool with cascading waterfalls, rock formations, and elevated sun decks. A private waterfront dock provides instant access to boating, fishing, or cruising to the open waters of Florida Bay.

168 INDIAN MOUND Trail, Tavernier
58652 Overseas Highway, Marathon
$3,495,000
ACTIVE Status ⋅ 4 Beds ⋅ 2,429 SqFt.
Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key with expansive water views, white sand beach, and a true resort-style experience in the Florida Keys. An exceptional investment opportunity, Casa Feliz is a strong producing vacation rental with rental history and future bookings already in place. Set on over 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, this exceptional estate is designed for both relaxation and entertaining. An observation pier invites kayaking, paddleboarding, fishing, and endless enjoyment of marine life, while the unique orientation captures both breathtaking sunrise and sunset views over the water, a rare and coveted feature in the Keys. Outdoor living is elevated with a resort-style saltwater pool featuring cascading waterfalls, spillover spa, and fully equipped poolside cabana complete with wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit create the ultimate setting for entertaining or unwinding beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was thoughtfully redesigned to maximize sweeping ocean views from nearly every room. Offering four custom bedroom suites, each with private en-suite bath, the home comfortably accommodates guests in luxury.

58652 Overseas Highway, Marathon
108 Sunrise Dr, Marathon
$7,495,000
ACTIVE Status ⋅ 5 Beds ⋅ 3,434 SqFt.
** Seller Financing Available With 50% Down Subject To Acceptable Terms ** Nestled on the private gated island of Sunrise Isles in Marathon, Florida Keys, this 2019 oceanfront estate redefines luxury living. One of only 20 residences within this secure island enclave, it offers a rare blend of privacy and the serene beauty of the Keys. This 5-bedroom, 4-bathroom residence spans 3,500 square feet of crafted living space designed to capture breathtaking ocean views. The open-concept single-level floor plan connects gourmet kitchen, dining, and living areas, while floor-to-ceiling windows flood the home with natural light. Each bedroom features an en-suite bathroom, while the primary suite offers panoramic ocean views and a spa-inspired bath. Impact-resistant sliding glass doors open to approximately 700 square feet of covered terrace for exceptional indoor-outdoor living. Set on over 32,000 square feet of waterfront property, the estate boasts 110 feet of sandy beachfront plus 110 feet of protected canal dockage with two custom boat lifts and an L-shaped synthetic dock, providing effortless open-water access. Outdoor amenities include a resort-style pool with water features, creating the perfect island retreat for entertaining or relaxing. Just ½ mile from Sombrero Beach and minutes from shopping, dining, and Marathon Airport, this extraordinary Sunrise Isles estate presents a rare opportunity to own one of the Florida Keys' finest luxury oceanfront residences.

108 Sunrise Dr, Marathon
94825 Overseas Highway #144, Key Largo
$995,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,655 SqFt.
Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the desirable gated community of Key Largo Ocean Resort on the ocean side of Key Largo. Just steps from the ocean, this spacious residence offers the perfect combination of comfort, convenience, and the Florida Keys lifestyle. The community features an exceptional selection of resort-style amenities, including a private boat ramp with direct ocean access, waterfront restaurant, clubhouse, fitness center, swimming pool, tennis and basketball courts, fishing pier, and ample guest parking. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property offers an ideal location close to world-class boating, fishing, diving, dining, and all that the Florida Keys have to offer. Experience relaxed coastal living in one of Key Largo's most sought-after gated communities.

94825 Overseas Highway #144, Key Largo
77350 Overseas Hwy, Islamorada
$10,950,000
ACTIVE Status ⋅ 6 Beds ⋅ 6,577 SqFt.
Sunset Sanctuary. Natural beauty and captivating sunsets of the Florida Keys define this newly completed gated waterfront estate on Lower Matecumbe Key. Surrounded by a serene coastal landscape and native birdlife, the property offers boating access to both Florida Bay and the Atlantic Ocean. Completed in 2025, the three-level main residence features two primary suites, three guest bedroom suites, media room, an elevator, and a custom kitchen showcasing mahogany cabinetry and Thermador appliances. Expansive balconies extend the living spaces into the natural surroundings. The third-level Sunset Lounge elevates entertaining with a full bar, wine storage, generous seating, a mega-TV, and views toward Florida Bay. Outdoors, the property features a saltwater pool and spa, covered dining and entertaining areas, a private pickleball court, and a dock with boat lift. A detached guest house provides comfortable accommodations with added separation from the main residence. This distinctive Islamorada estate brings together natural beauty, recreation, boating access, and elevated island living.

77350 Overseas Hwy, Islamorada
75090 Overseas Highway, Islamorada
$29,000,000
ACTIVE Status ⋅ 4 Beds ⋅ 8,194 SqFt.
Villa Lago is an Italian-inspired waterfront estate positioned along 220 feet of pristine Florida Bay frontage in Islamorada. Offering 8,194 SF of living space on 1 acre of bayfront property, a dramatic arrival unfolds beneath soaring 30ft ceilings, leading into a grand living space framed by turquoise bay views. An arcaded hallway with a hand-tiled barrel-vaulted ceiling connects interiors featuring Italian finishes, exquisite marble details, five fireplaces, hand-painted ceiling frescoes, and a one-of-a-kind imported tile roof. Florentine windows, Juliette balconies, wrought-iron railings, copper gutters, and hand-carved marble corbels. The floor plan includes four bedrooms, with three guest suites on the main level and a private third-floor primary retreat. The chef's kitchen is appointed with top of the line appliances, a walk-in pantry, and dedicated prep kitchen. A pass-through window connects to the outdoor kitchen and covered dining. A formal dining room with a hand-painted ceiling fresco, wellness room, sauna, theater, and billiards lounge. Outside, an infinity-edge pool, sunken gazebo with swim-up seating, putting green, fountains, and tropical landscaping. Deep dockage, sand beach, and clear waters provide immediate access to fishing, diving, snorkeling, and boating. An air-conditioned boat room, skiff ramp, 4,000+ SF collector's garage, elevator servicing all 3 levels, C4/Sonos smart home, secure walled & gated grounds.

75090 Overseas Highway, Islamorada
107 Valencia Dr, Islamorada
$2,500,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,632 SqFt.
OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete home offering the ultimate Florida Keys lifestyle! Situated on a 100' wide deep-water canal with NO FIXED BRIDGES and direct access to both the Atlantic Ocean and Florida Bay via Snake Creek, this is a boater's dream. Minutes to open water with a private dock featuring power and davits, perfect for large boats. This spacious home features 3 bedrooms, 2.5 baths with a flexible floor plan. The first floor offers 2 bedrooms, 1 full bath, family room, and bar area, while the second floor features the primary suite, oversized kitchen, dining room, laundry room, and half bath to maximize the spectacular waterfront views. Enjoy breathtaking sunsets and tropical breezes from the expansive wraparound covered porch. Additional features include beautiful hardwood floors, an oversized kitchen ideal for entertaining, brand-new saltwater pool (2026), three large exterior storage rooms, circular driveway, and fresh exterior paint (2025). Lovingly maintained and in immaculate condition, this home is ready for your personal updates to create the ultimate Keys retreat. Located in the highly desirable Venetian Shores community, known for its deep, wide canals, outstanding boating access, and optional homeowners association. Whether you're looking for a full-time residence, weekend getaway, or luxury waterfront escape, this is a rare opportunity to own in one of Islamorada's premier boating communities.

107 Valencia Dr, Islamorada
Key Largo
$4,199,000
ACTIVE Status ⋅ 4 Beds
Experience the ultimate in modern waterfront luxury with this brand-new concrete masterpiece, thoughtfully designed for both elegance and durability. Boasting 4 bedrooms and 4 bathrooms, this stunning residence offers breathtaking ocean views, a protected canal location, 55 feet of dockage, and 15,000 lb boat lift for effortless boating access. Built to the highest standards with a concrete roof, impact-resistant windows and doors, and an elevator servicing all levels, this exceptional home blends sophisticated design with everyday convenience. The show- topping custom Italian kitchen is beautifully appointed with premium Miele appliances, sleek cabinetry, and designer finishes, creating the perfect space for entertaining. Step outside to your private backyard oasis featuring a sparkling saltwater pool with premium equipment, ideal for relaxing after a day on the water. Additional luxury features include whole-home surround sound, a security camera system, and high-end finishes throughout. Located in an exclusive private community with a clubhouse for special events, this property combines luxury, security, and the Florida Keys waterfront style.

Key Largo
704 Grouper Lane, Key Largo
$2,160,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,716 SqFt.
Wake up on the water in this turnkey, fully furnished coastal retreat in the heart of Key Largo. Complete with a modern, beach-chic design, this 3-bedroom, 3-bath home blends effortless luxury with true Florida Keys living. Outside, enjoy direct ocean access from your private dock with boat lift--just minutes to world-class fishing, diving and sandbars. After a day on the water, unwind in the resort-style pool with submerged bar stools, sun shelf, and turf yard perfect for lounging, grilling, and sunset cocktails. Walls of glass and multiple balconies frame sweeping ocean and canal views, filling the home with natural light. The open-concept main level features a stunning chef's kitchen with sleek cabinetry, quartz waterfall island, Bosch appliances, and gold accents, flowing into a relaxed living area designed for entertaining. The spacious primary suite is a true sanctuary with panoramic water views, private balcony, and spa-like bath boasting a freestanding soaking tub, oversized glass shower, and designer finishes. Guest rooms are thoughtfully furnished--including a bunk room--offering comfortable accommodations for family and friends. Offered fully furnished, down to the décor, this home is truly move-in ready--ideal as a primary residence, vacation escape, or high-end rental property. Experience the best of Keys waterfront living with style, comfort, and unbeatable ocean views

704 Grouper Lane, Key Largo
193 Galleon Ln, Lower Keys
$1,775,000
ACTIVE Status ⋅ 4 Beds ⋅ 1,671 SqFt.
Brand new waterfront in the Keys, built for you from the ground up. This is a preconstruction home in Cutthroat Harbor Estates. You buy now and it gets built for you, delivered turnkey. Picture it: your boat at the private dock on approx. 102 ft of canal seawall, a pool and jacuzzi below, coffee on the rooftop deck. Elevated 4 bed, 4 bath, outdoor kitchen, solar and efficient systems, brand new and low maintenance. And the best part? The permit is already secured, so your home gets built now instead of years from now.

193 Galleon Ln, Lower Keys
16 Seaside Ave, Key Largo
$11,750,000
ACTIVE Status ⋅ 7 Beds ⋅ 6,585 SqFt.
This extraordinary 7-bedroom, 7 full and 2 half-bath residence offers luxurious living designed for effortless entertaining and multi-generational enjoyment. From the moment the private gates open, a fully integrated smart home system seamlessly controls the estate--from the front entrance and security system to interior lighting, climate, surround sound, and even the dock lighting--creating a level of convenience rarely found in waterfront homes. A commercial elevator services all three levels, while a whole-house generator provides peace of mind year-round. With everyday living in mind, the home features 2 dedicated laundry rooms for the upmost functionality. Every bedroom serves as a private retreat, complete with its own spa-inspired ensuite bathroom, spacious walk-in closet, and custom built-in closet system. Expansive open living areas are filled with natural light and thoughtfully designed to maximize breathtaking Ocean views. Outdoor living rivals that of a private resort. The spectacular oceanfront pool, spa and waterfall, gazebo, outdoor kitchen, and integrated indoor/ outdoor surround sound create the perfect setting for entertaining. A private sandy beach and pier provide an idyllic place to enjoy sunrises over the Atlantic, while the rooftop observation deck captures panoramic ocean views of both the ocean and bay. Best of all this property offers the ability for short term 7-Day rentals!

16 Seaside Ave, Key Largo
233 Aberdeen Ct, Tavernier
$5,850,000
ACTIVE Status ⋅ 5 Beds ⋅ 2,688 SqFt.
Completely transformed down to the studs and scheduled for completion in late 2026, this extraordinary bay front estate represents the pinnacle of modern Florida Keys luxury. Meticulously rebuilt with elevated design, superior craftsmanship, and today’s most coveted finishes, every detail has been thoughtfully curated to deliver an unparalleled waterfront lifestyle. Experience the ultimate Florida Keys lifestyle in this stunning bay front retreat in highly sought-after Tavernier. Perfectly positioned to capture endless turquoise water views and breathtaking sunsets. This exceptional residence features a raised metal roof, impact windows and doors, designer finishes, and sophisticated modern touches throughout. Designed for the boating enthusiast, the property features a private dock equipped with a 15,000-pound boat lift, providing effortless access to the Florida Bay and Atlantic Ocean. Enjoy a resort-style outdoor oasis with a pool, expansive waterfront entertaining areas, private dockage all overlooking the bay. Just minutes from Islamorada’s renowned dining, marinas, sandbars, and offshore adventures. A rare opportunity to own a newly reimagined masterpiece in the heart of the Upper Keys.

233 Aberdeen Ct, Tavernier
89401 Old Highway, Plantation Key
$13,500,000
ACTIVE Status ⋅ 8 Beds ⋅ 6,500 SqFt.
Behind private gates on prestigious Million Air Row, this exceptional oceanfront estate spans nearly 2.5 acres and offers a rare blend of luxury, privacy, and future potential. The recently renovated residence features 8 bedrooms, 7.5 bathrooms, double-height ceilings, spacious bedroom suites, abundant storage throughout, solid CBS construction, impact windows and doors, and a new concrete roof. Designed for the ultimate Florida Keys lifestyle, the property boasts protected basin dockage with a 24,000 lb boat lift, a private helicopter pad, hot yoga studio, resort-style pool with waterslides, waterfall, and spa, plus two covered carports and a large garage. Expansive grounds provide endless opportunities to add additional amenities such as pickleball, volleyball, guest accommodations, or a private beach retreat. A truly unique waterfront compound offering the space and exclusivity rarely found in the Florida Keys.

89401 Old Highway, Plantation Key
128 Sunrise Drive, Marathon
$7,750,000
ACTIVE Status ⋅ 4 Beds
Experience the rare combination of protected dockage and direct oceanfront living at 128 Sunrise Drive. Situated within an exclusive gated enclave of just 20 lots, this newly constructed 2025 waterfront residence offers a level of privacy, luxury, and lifestyle rarely found in the Florida Keys. Positioned to capture unobstructed ocean views and a year-round ocean breeze, this home offers an elevated coastal lifestyle with exceptional attention to detail throughout. Each bedroom features a private ensuite bathroom and spacious walk-in closet, while a true foyer entry, elevator, and abundant storage create a floor plan that is as functional as it is beautiful. The open concept living offers the perfect home to entertain and enjoy tons of natural light. The interior design offers high end tile selections, designer light fixtures and wood accents throughout. The home also features 3 interior bars and window treatments throughout. The living spaces seamlessly transition outdoors, where an expansive entertainment area is designed to embrace the Keys lifestyle. Enjoy a resort-style pool and hot tub, outdoor kitchen, and multiple spaces to relax while overlooking the waters of the Atlantic. A rare wade-in beach offers effortless access to the ocean, while protected dockage on the canal side provides a secure spot for your boat. Additional features include a one-car garage, oversized air-conditioned storage space, and a generous covered carport ideal for vehicles, boats, and more!

128 Sunrise Drive, Marathon
397 Laguna Avenue, Key Largo
$3,339,000
ACTIVE Status ⋅ 7 Beds ⋅ 4,032 SqFt.
Please advise listing agent of advertisements

397 Laguna Avenue, Key Largo
265 Pueblo St, Tavernier
$5,100,000
ACTIVE Status ⋅ 5 Beds ⋅ 3,100 SqFt.
Experience luxury waterfront living in the Florida Keys with this exceptional estate, ideally located at the end of a quiet street. Boasting 173 feet of deep-water dockage and a large turning basin, it easily accommodates yachts, sportfishing boats, and high-performance vessels. This 5-bedroom, 4-bathroom smart home blends elegance with durability, featuring high-end interior finishes and premium composite wood exteriors designed for the coastal environment. Inside, enjoy a private elevator, whole-home surround sound, and smart technology with programmable hubs in every room. Audio flows seamlessly throughout the home, pool area, and rooftop deck. Designed for convenience, the home includes two laundry rooms and a chef’s kitchen equipped with top-tier Thermador appliances. Spacious interiors open to a private outdoor retreat with a resort-style pool, sun shelf, gazebo, and expansive balconies offering stunning bay views and unforgettable sunsets near Toilet Seat Cut. The nearly 2,000 sq ft rooftop terrace is a standout feature, complete with turf, bar, BBQ area, and panoramic views, perfect for entertaining. With direct bay access and a short ride to Tavernier Creek, reaching the Atlantic Ocean is quick and easy. Owner financing available.

265 Pueblo St, Tavernier
142 Guilford Ct, Tavernier
$5,499,000
ACTIVE Status ⋅ 5 Beds ⋅ 3,458 SqFt.
Welcome to 142 Guilford Court, a stunning bayfront home in the desirable Hammer Point neighborhood of Key Largo. Built in 2021 with solid concrete construction and a concrete roof, this luxury waterfront property offers panoramic bay views from both the main living areas and the primary suite. Offered turnkey furnished and professionally decorated, this 5-bedroom, 5.5-bathroom home features approximately 3,500 square feet across three levels with elevator access. Each bedroom includes a private en-suite bathroom, ideal for hosting family and guests. The open-concept living space is filled with natural light and framed by expansive impact glass doors overlooking the bay. The chef’s kitchen features premium appliances, quartz countertops, a large pantry, and a warming drawer, all designed for effortless entertaining. Outside, enjoy a resort-style setting with a concrete dock, in-ground pool, multiple balconies, fenced yard, covered parking, and breathtaking sunset views. This is a rare opportunity to own a newer construction bayfront home in Key Largo with direct water access and true Florida Keys luxury living.

142 Guilford Ct, Tavernier
17387 Dolphin Street E, Sugarloaf Key
$3,750,000
ACTIVE Status ⋅ 4 Beds ⋅ 2,409 SqFt.
Welcome to Morning Glory - The Dolphin House, a rare direct oceanfront retreat in the Florida Keys. Situated on an oversized oceanfront lot, this 4BR/3.5BA home offers 2,478 SqFt of coastal elegance, breathtaking Atlantic views, and the peaceful lifestyle buyers dream about. Wake up to stunning sunrises, relax by the pool beneath swaying palms, enjoy waterfront dining with guests and friends, or unwind by the fire pit under the stars. Every space was designed to feel warm, inviting, and effortlessly luxurious. More than a home, this is a private sanctuary where memories are made and life slows down.

17387 Dolphin Street E, Sugarloaf Key
60 Ocean Front Dr, Key Largo
$4,890,000
ACTIVE Status ⋅ 3 Beds ⋅ 2,950 SqFt.
Best opportunity with best view in Florida Keys! Experience coastal luxury at The Oasis, a striking oceanfront sanctuary with 86 feet of direct Atlantic frontage nestled within the most exclusive area of Key Largo. Designed to blur the lines between indoors and out, this 3-bedroom/3-bathroom stunning residence spans approximately 2,500 square feet and features floor-to-ceiling windows that flood interiors with natural light, while an open-concept layout connects elegant living spaces to expansive terraces overlooking the ocean. Resort style amenities are highlighted by a 75-foot infinity-edge pool stretching toward the horizon, creating a breathtaking centerpiece for relaxation and entertaining. The property’s lush tropical landscaping, covered patio, and outdoor gas-powered kitchen make it ideal for hosting gatherings or enjoying breathtaking panoramic ocean views and quiet moments by the sea. Built with solid concrete construction, impact glass, and a metal roof, the home offers lasting peace of mind in a coastal environment. Perfectly positioned in one of Key Largo’s most desirable enclaves, and minutes from fine dining, marinas, and boutique shopping, The Oasis delivers an unmatched combination of style, serenity, and elegant oceanfront living. Conceptual architectural expansion plans are available for an additional 4-bedrooms/2-bathrooms along with documentation for the addition of a 150 ft. private dock. See due diligence for more information.

60 Ocean Front Dr, Key Largo
167 Valois Blvd, Key Largo
$925,000
ACTIVE Status ⋅ 2 Beds
Beautifully located in the heart of Key Largo, this charming coastal home offers tranquil ocean views and a private tropical setting. Enjoy your own backyard oasis featuring a refreshing pool, perfect for relaxing or entertaining. The property backs up to a closed canal, providing added privacy and a peaceful natural backdrop. Surrounded by lush landscaping and just moments from the ocean, this home captures the essence of Florida Keys living. A unique opportunity to own a serene retreat in a highly desirable location.

167 Valois Blvd, Key Largo
1101 Mastic Street, Islamorada
$5,999,000
ACTIVE Status ⋅ 8 Beds ⋅ 3,649 SqFt.
Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available. Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access to both the Florida Bay and Atlantic Ocean. Seller will consider all reasonable offers. The main residence features 7 spacious bedrooms and 5 beautifully appointed bathrooms designed with both elegance and comfort in mind--perfect for entertaining or hosting large gatherings. A dramatic third-floor Bird's Nest Sky Lounge features 360-degree glass walls and a walkout rooftop deck, capturing breathtaking vistas in every direction. Expansive living areas and thoughtfully designed spaces capture stunning water views from every angle. A whole House Generator for peace of mind. A private 1-bedroom, 1-bathroom guesthouse provides the ideal retreat for visitors, accommodating extended family, or potential rental income or creating a secluded retreat. For boating enthusiasts, the estate includes an impressive 85+ foot deep-water yacht slip and four boat lifts, offering seamless access to both the Bay and Ocean--an unparalleled fishing advantage in the Florida Keys.

1101 Mastic Street, Islamorada
443 Sombrero Beach Rd, Marathon
$2,789,000
ACTIVE Status ⋅ 5 Beds ⋅ 2,860 SqFt.
Weekly rental income-producing property with open water access and dockage on desirable Sombrero Beach Road. This 5-bedroom, 5-bath coastal villa is a proven vacation rental offering immediate income potential in the heart of Marathon, just moments from Sombrero Beach. Thoughtfully designed across three levels, the home features light-filled interiors with a coastal palette of soft blues and crisp whites, creating a relaxed luxury feel. Modern finishes, spacious living areas, and seamless indoor-outdoor flow enhance the overall appeal. An elevator provides convenient access to all levels, and multiple balconies capture tropical breezes and water views. Private dockage with direct open water access makes this an ideal property for boating and fishing enthusiasts. The outdoor area includes a private pool and ample space for entertaining, adding to its strong rental performance. Located just a short walk or bike ride to Sombrero Beach, known for its sandy shoreline, calm waters, and beautiful sunsets. Ideal as an investment property, second home, or full-time residence with income potential.

443 Sombrero Beach Rd, Marathon
34 Atlantic Drive, Key Largo
$2,890,000
ACTIVE Status ⋅ 5 Beds
Huge Direct Oceanfront Compound — One-of-a-Kind with 276-Foot Concrete Dock Adjacent to World-Famous John Pennekamp, Coral Reef State Park & Molasses Reef. Discover a truly exceptional and private oceanfront compound designed for boating enthusiasts, investors, or multi-generational living. Spread across three expansive lots, this rare property includes two distinct homes and direct water access — a combination that’s nearly impossible to find in today’s market. Seller will consider all reasonable offers. The primary residence features 3 bedrooms and 2 full baths, offering bright, comfortable living spaces and sweeping ocean views. The second home, complete with 2 bedrooms and 2 baths on a separate meter, is ideal for guests, extended family, or short-term rental opportunities. Step outside to unparalleled oceanfront living with a 276-foot concrete dock, perfect for accommodating large vessels, fishing, and launching watercraft. The grounds offer generous room for entertaining, expansion, or simply enjoying the peaceful surroundings of this secluded coastal haven. Highlights: 3 lots with two homes and a 276-ft dock Direct ocean access — idea for boating on the Ocean or Bay. Steps from John Pennekamp Coral Reef State Park Perfect for entertaining, investing, or creating a family retreat Unmatched privacy and coastal lifestyle potential.

34 Atlantic Drive, Key Largo
94825 Overseas Hwy #187, Key Largo
$950,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,650 SqFt.
Welcome to resort style living! Unit 187 at Key Largo Ocean Resort is one of the best priced and located units. Steps way from the ocean and resort style amenities. This property has been completely renovated without any details left behind. The unit comes furnished with golf cart included. Sellers open to negotiations and closing cost.

94825 Overseas Hwy #187, Key Largo
137 Sapodilla Dr, Islamorada
$5,999,999
ACTIVE Status ⋅ 5 Beds ⋅ 5,456 SqFt.
Big, beautiful, and exceptionally solid, this waterfront Islamorada residence is perfectly situated on Sandy Cove Basin with protected deep-water dockage for multiple boats and direct bay access. A gated, pavered double driveway leads to an inviting foyer where marble floors and a private elevator welcome you. The elevated living level features a spacious great room with fireplace and coral accents, ideal for entertaining, along with a chef's kitchen offering custom teak cabinetry, granite countertops, island cooktop, and premium Sub-Zero and Bosch appliances. Wide screened porches extend the living space and capture open waterfront views. The home offers 5 bedrooms and 5.5 baths, a resort-style pool, and excellent updates including a new dock, new boat lift, and new A/C systems. A privacy wall enhances the secluded feel of this quiet, one-street neighborhood known for its consistently lovely homes. An exceptional opportunity for refined island living with outstanding boating access.

137 Sapodilla Dr, Islamorada
77340 Overseas Highway, Islamorada
$3,799,999
ACTIVE Status ⋅ 2 Beds ⋅ 928 SqFt.
Estate Opportunity - Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage--all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. The 2/2 pool home is updated and ready for refined living.

77340 Overseas Highway, Islamorada
865 50th Street Gulf, Marathon
$4,490,000
ACTIVE Status ⋅ 5 Beds ⋅ 3,826 SqFt.
Stunning Gulfside Waterfront Residence with Panoramic Water Views. Experience exceptional waterfront living in this 2022 built home featuring 5 bedrooms and 4.5 bathrooms, perfectly positioned on the Gulf side with breathtaking water views from nearly every room. The main level offers a bright and open layout designed for both comfort and entertainment. A spacious modern kitchen showcases elegant cabinetry, quartz countertops with a striking waterfall edge, and premium stainless steel appliances. The kitchen flows seamlessly into the large dining and living areas, complete with a stylish wet bar, creating the perfect space for hosting and relaxing. This level also includes a convenient half bath and a utility room with laundry. Upstairs, the second-floor features five generously sized bedrooms and four full bathrooms. The expansive primary suite offers ample space, a beautifully designed modern bathroom, and a private porch where you can enjoy breathtaking sunset views over the water. Two additional bedrooms share a Jack-and-Jill bathroom and provide access to a balcony overlooking the pool and waterfront. A fourth bedroom, currently used as a home office, is located near another full hallway bathroom. The fifth bedroom is a private suite with its own ensuite bathroom. Outdoor living is just as impressive, featuring a large patio area ideal for entertaining, a spacious saltwater pool, and a 55-foot dock with a 20,000 four post Cradle Boat Lift, making this property perfect for boating enthusiasts and waterfront relaxation. Over 1,000 Square Feet of balconies covered porches and patios for added outdoor living space. Additional highlights include a 1,550 ft square foot paver driveway and a 2 ½ Car plus garage with ample storage space. This exceptional property combines modern design, generous living space, and stunning Gulfside views, creating a truly remarkable coastal home offering excellent convenience for boat owners.

865 50th Street Gulf, Marathon
14 Avenue F, Marathon
$2,780,000
ACTIVE Status ⋅ 4 Beds ⋅ 3,224 SqFt.
A rare waterfront estate along a 200-foot wide canal with a 110-foot dock and direct ocean access, capturing the essence of Florida Keys living. Spanning over 3,200 square feet, this residence features four bedrooms and three-and-a-half baths, ideal for hosting family and guests in true island style. Inside, a dramatic grand staircase and soaring two-story great room create an inviting yet refined atmosphere. Walls of windows frame tranquil water views and fill the space with natural light, providing the perfect setting for entertaining or relaxing after a day on the water. The kitchen offers granite countertops, stainless steel appliances, and an open layout that seamlessly connects the living and dining areas. Outside, your private waterfront retreat awaits. The 110-foot concrete dock with dual 40-foot finger piers provides exceptional deep-water dockage for multiple vessels, including large yachts, with quick Atlantic access. Boaters will appreciate the floating jet ski and kayak docks, davits, fish-cleaning station, and ice machine. Surrounded by lush tropical landscaping, the heated pool and spa create a secluded oasis where island breezes and sunshine define everyday living. Whether enjoying mornings on the water, afternoons poolside, or evenings under the stars, this property delivers the luxury and lifestyle of the Florida Keys.

14 Avenue F, Marathon
57783 Morton Street, Marathon
$25,000,000
ACTIVE Status ⋅ 10 Beds ⋅ 8,648 SqFt.
A Private Waterfront Estate at The Edge of the Gulf of America. Set on 3 secluded acres+/- along one of the most protected stretches of the Gulf of America, 57783 Morton Street is a newly completed estate of rare scale, privacy, and modern coastal design. Surrounded by water, sandscape, and tidal ponds alive with marine life, the property offers more than 200’+/- of direct water frontage and uninterrupted views across the open Gulf. Completed in 2025 by builder and developer Alderuccio Corporation, this resilient, elevated retreat is constructed entirely of concrete and impact glass and is designed for effortless indoor–outdoor living. With three distinct finished living spaces totaling approximately 10,000 SF+/-, the estate functions as a private resort offering privacy, recreation, and exceptional access to the best of the Florida Keys.

57783 Morton Street, Marathon
88351 Old Hwy, Islamorada
$14,990,000
ACTIVE Status ⋅ 6 Beds ⋅ 7,590 SqFt.
Newly completed in 2025, this exceptional oceanfront estate is located in the heart of The Florida Keys on the premier ocean side of Islamorada. A gated entry welcomes you through lush tropical landscaping and a diverse fruit-tree grove, setting a private and refined arrival. Set on over 2 usable acres with 210 feet of private sandy beachfront and a protected cove, the residence spans 7,590 square feet of interior living space & 1,736 square feet of exterior living, with an expansive 230-foot dock. Designed for seamless indoor-outdoor living, the home features a dramatic great room with 23-foot ceilings, panoramic Atlantic exposure, and expansive covered terraces with summer kitchen and outdoor dining areas. A 65-foot heated lagoon-style pool with swim-up bar and fire-pit lounge creates a resort-caliber setting. The chef’s kitchen is appointed with Sub-Zero, Wolf, and Thermador appliances. Additional highlights include dual primary suites, private orchid garden, lounge & recreation room, elevator, Sonos surround sound, impact windows and doors, metal roof, double-height garage, water-sports storage room and a full home generator. The essence of beachfront living in Islamorada, combining impressive scale and ultimate privacy. ***A contiguous 0.7-acre lot with development rights for an ancillary building with upstairs storage is available separately.

88351 Old Hwy, Islamorada
227 Sombrero Beach Rd, Marathon
$1,499,999
ACTIVE Status ⋅ 4 Beds ⋅ 1,840 SqFt.
Beautifully situated in iconic Sombrero Beach, this open-water retreat showcases breathtaking ocean views with ever-changing shades of turquoise and deep blue. Offering 4 bedrooms and 3 bathrooms, the home is filled with charm and coastal character. A covered lanai provides the perfect setting for outdoor dining and relaxation, while the upstairs sun deck invites you to soak in sweeping water views and refreshing sea breezes. The spacious outdoor area is ideal for entertaining or simply unwinding in your own private oasis. Located in a golf-cart-friendly, you can easily bike or walk to the grocery store and several of Marathon’s top restaurants—making this one of the most desirable areas in the Keys. Just a quarter of a mile away, you’ll also find a local golf course, adding even more recreational appeal right at your doorstep. Enjoy community gatherings at Sombrero Beach, including the famous Fourth of July celebration and fireworks. Weekly vacation rentals are permitted, offering excellent flexibility and income potential. Whether you're looking for a luxury vacation retreat, an income-producing property, or a full-time island residence, this is more than a home — it’s a lifestyle. A rare opportunity in one of Marathon’s most sought-after neighborhoods, where privacy, panoramic ocean views, nearby golf, and the relaxed island lifestyle blend seamlessly. No Association.

227 Sombrero Beach Rd, Marathon
1133 W Ocean Drive Unit 17, Key Colony Beach
$1,150,000
ACTIVE Status ⋅ 2 Beds ⋅ 1,804 SqFt.
Exquisite high-end corner residence offering breathtaking, unobstructed views of the Atlantic Ocean and the pristine beaches of Key Colony Beach. This 2 bedroom, 2 ½ bath luxury condo is bathed in natural light, featuring expansive windows that showcase endless ocean vistas and spectacular sunrises. Thoughtfully designed with an open, airy layout, the residence blends refined elegance with coastal sophistication. Enjoy seamless indoor-outdoor living from your private corner vantage point, where the sights and sounds of the ocean create a truly serene retreat. Located in the heart of Key Colony Beach, this exceptional property offers the perfect balance of privacy, comfort, and premier island living. ACTIVE VACATION RENTAL

1133 W Ocean Drive Unit 17, Key Colony Beach
205 Stirrup Key Boulevard, Marathon
$2,249,000
ACTIVE Status ⋅ 4 Beds ⋅ 3,414 SqFt.
Over 3400 sqft of Luxury Living is featured with this 2007 custom built CBS in the gated community of Stirrup Key Sub in Marathon. Elevated water views, a deeded boat slip, protected community marina, multiple outdoor living areas and a private pool. Designed for both everyday comfort and entertaining, this multi-level home offers generous interior space, flexible living areas, and a thoughtful indoor-outdoor layout. The ground level features a three-car garage, ample storage, and direct access to the pool area, creating an easy flow for relaxing, hosting, and enjoying the Keys lifestyle. The second floor serves as the main living level with two bedrooms, two full baths, a full kitchen, and open living and dining areas that extend onto a large screened lanai. This level is ideal for casual gatherings, quiet mornings, and evening breezes. The third floor offers a private primary suite, sitting area or fourth bedroom, bar/kitchenette, fireplace, spa-style bath, and an expansive lanai with peaceful elevated views. A spiral staircase leads to the fourth-floor widow's walk, finished with travertine flooring and a water hookup. From this vantage point, panoramic views stretch across Marathon and toward the Gulf, creating a quiet setting for sunrise, sunset, and open-air relaxation. A private nature path winds through preserved surroundings and leads to a Gulf-front observation dock, ideal for wildlife viewing and enjoying the surrounding natural setting. Additional features include a lift to the second floor for added convenience. Centrally located in Marathon, the home offers convenient access to shopping, dining, & daily necessities. With a deeded marina slip, elevated water views, pool, garage space, storage, multiple lanais, and a flexible custom layout, this property offers a rare combination of privacy, space, and boating access in Marathon. Schedule a private showing to experience this custom home and deeded marina slip in person.

205 Stirrup Key Boulevard, Marathon
Islamorada
$22,500,000
ACTIVE Status ⋅ 7 Beds
Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air conditioned living space is thoughtfully designed with bright open interiors which blend sophistication and comfort while framing breathtaking views of Florida Bay. You enter a sunlit two-story foyer leading you upstairs to a bespoke great room, encapsulating a dramatic vaulted wood ceiling, spacious living area, and a custom gourmet chef's kitchen. Floor to ceiling glass doors frame an unobstructed view of the spacious bay-view terrace, which features a 50 foot elevated infinity edge swimming pool and outdoor kitchen with bar. On the upstairs level you will also find a serene primary suite, five generous en-suite guest bedrooms, a powder room, and a large laundry room. The lower level offers a separate one bed en-suite with its own entrance and patio. A Media room with adjoining bathroom is the ideal flex space. A 1,600 square foot three car garage and a carport area completes the lower level. All told, there is nearly 25,000 square feet under roof cover. The estate's tropical grounds are designed to complement the home's architecture.

Islamorada
124 Orchid St, Plantation Key
$2,849,000
ACTIVE Status ⋅ 4 Beds ⋅ 2,938 SqFt.
Brand-new contemporary waterfront home in premier Plantation Key with 60 ft of protected deep-water dockage and seawall, offering direct canal access to Tavernier Creek, the Atlantic Ocean, and Florida Bay. Ground level features an open-air two-car garage and spacious covered area. First living level offers a large recreation room opening to the poolside patio with full cabana bath, perfect for entertaining and relaxed island living. Second level boasts a bright open-concept living and dining area and a gourmet chef’s kitchen with Italian cabinetry, premium finishes, and adjacent laundry room with sink and built-ins, all flowing to a covered waterfront terrace for seamless indoor-outdoor living. Third level showcases a luxurious primary suite with walk-in closet, spa-style bath with two-person shower, and private balcony overlooking the water, plus three guest bedrooms and a well-appointed guest bath. Outdoor amenities include a pool, covered terrace, and professional outdoor kitchen for year-round enjoyment. Ideally located in the Upper Florida Keys, close proximity to restaurants, a short boat ride to Tavernier Creek Marina for fuel, ice, and snacks, and minutes to boutiques, breweries, and 5-star dining in Islamorada—a rare blend of modern luxury and the ultimate Florida Keys waterfront lifestyle. SELLER WILL ENTERTAIN DESIRED REVISIONS OR OFFER CREDIT FOR UPGRADES.

124 Orchid St, Plantation Key
44 W Plaza Del Lago, Lower Keys
$4,750,000
ACTIVE Status ⋅ 4 Beds ⋅ 4,464 SqFt.
Unparalleled Waterfront Command in Port Antigua. Boasting one of the largest water frontages in Islamorada's exclusive Port Antigua, this striking 3 story residence offers 4 bedrooms, 4.5 baths, and an extraordinary 220 feet of dockage with dual boat lifts. Every bedroom is beautifully appointed across thoughtfully designed living levels. Step outside to your private marina, where turnkey boating infrastructure meets the crystalline waters of the Florida Keys. Port Antigua residents enjoy exclusive access to a private beach and boat ramp amenities known only to a select few. Where unmatched dockage and island luxury converge in one of Islamorada's most coveted addresses.

44 W Plaza Del Lago, Lower Keys
258 Caribbean Dr, Key Largo
$5,500,000
ACTIVE Status ⋅ 6 Beds
Pictures are coming soon.The picture is a Rendering image.Brand-new waterfront construction featuring 6 bedrooms and 7.5 bathrooms with a modern open-concept design. This residence offers high-quality finishes throughout, including a chef's kitchen with premium Sub-Zero appliances. Built with efficiency and durability in mind, the home includes a metal roof, solar panels, and a water cistern system. Outdoor amenities include a resort-style pool, expansive covered entertaining areas, a 65-foot dock, and a tackle room--ideal for boating and waterfront living. A rare opportunity to own a luxury new construction combining modern design, high-end materials, and eco-conscious features.

258 Caribbean Dr, Key Largo
150 Azalea St., Plantation Key
$1,849,000
ACTIVE Status ⋅ 4 Beds
Beautiful Double Waterfront Lot in Prestigious Plantation Key Colony. This stunning 4-bedroom, 2-bath waterfront home sits on a Rare Double Lot with a Private Boat Ramp & Boat lift. Step outside to your Private Oasis complete with a Private Tiki hut - Gorgeous secluded in-ground Pool and Cabana Hut Bungalow - The open-concept kitchen features Granite countertops and stainless-steel appliances, ideal for effortless entertaining—Perfect for Boaters and outdoor enthusiasts. Tucked away in a quiet neighborhood, yet just minutes from restaurants, shopping, and top-rated schools, this home truly offers the best of island living.

150 Azalea St., Plantation Key
150 Rushton Ln, Tavernier
$2,900,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,743 SqFt.
Located in the private gated Seven Acres community, this three bedroom, three bathroom home sits on an approximately one third acre lot surrounded by mature tropical landscaping. Built for durability, the home features steel construction, a metal roof, Hardie board siding, and impact windows and doors. Inside, vaulted tongue and groove ceilings and hardwood floors create a warm and inviting feel. The main living level offers an open layout with defined living and dining areas. The kitchen includes wood cabinetry, stainless steel appliances, and granite countertops. Two sets of French doors open to a spacious screened porch with new composite Azek decking. The main level includes two bedrooms, each with a marble bathroom. The primary suite offers three closets and direct access to the screened porch. The updated lower level features an en suite guest bedroom, a large patio for entertaining, a full bar, and an oversized air conditioned storage room. The backyard includes a 12 by 26 saline pool with heater and chiller, LED lighting, and a waterfall feature, surrounded by artificial turf and landscape lighting. Waterfront features include a coral rock seawall with over 100 feet of deep water dockage, a cut in boat slip, and two boat lifts (4 post 16k lb lift and 5k lb hydraulic lift). Located on a clean canal with easy access to the bay, just 3.5 miles from Tavernier Creek. Community also features a trailer storage lot for residents. Turnkey and ready to enjoy.

150 Rushton Ln, Tavernier
231 E Shore Drive Unit Unit 6, Key West
$4,700,000
ACTIVE Status ⋅ 5 Beds ⋅ 4,103 SqFt.
Welcome home to an exceptional new-construction residence in a private, gated community offering resort-style amenities, a boat slip and nightly rental opportunities. Conveniently located next to Summerland Key Airport, this fully upgraded home features a private elevator, a stunning infinity pool overlooking the water and an expansive rooftop deck perfect for enjoying breathtaking Florida Keys sunsets. Only have two homes remaining.

231 E Shore Drive Unit Unit 6, Key West
10999 Ave 3rd Avenue, Marathon
$1,700,000
ACTIVE Status ⋅ 2 Beds ⋅ 1,247 SqFt.
Unapproved Short Sale for Non-Conforming 2 Bed/3 Bath Waterfront Home in Marathon. Large corner lot with 205 feet of water frontage. First floor has non-conforming addition of 2 bedrooms and living area. Second floor nicely updated with renovated kitchen, baths and impact windows throughout.

10999 Ave 3rd Avenue, Marathon
231 E Shore Drive Unit Unit 2, Summerland Key
$4,595,000
ACTIVE Status ⋅ 5 Beds ⋅ 4,103 SqFt.
Welcome home to an exceptional new-construction residence in a private, gated community offering resort-style amenities, a boat slip and nightly rental opportunities. Conveniently located next to Summerland Key Airport, this fully upgraded home features a private elevator, a stunning infinity pool overlooking the water and an expansive rooftop deck perfect for enjoying breathtaking Florida Keys sunsets. Only have two homes remaining.

231 E Shore Drive Unit Unit 2, Summerland Key
180 Pompano Dr, Key Largo
$8,490,000
ACTIVE Status ⋅ 4 Beds ⋅ 3,723 SqFt.
This exceptional 2-story waterfront estate is situated on a 7,300 SF point lot at the tip of Adam’s Cut, boasting 167 FT of waterfrontage, sweeping views of Largo Sound and direct ocean access. Spanning 3,723 SF, this 4BR/5+2BA residence features La Finestra impact windows, a private elevator and elegant Shell Reef limestone floors. The 1st floor offers an expansive living room with floor-to-ceiling windows, hidden drop-down TV, terrace access, open dining area and gourmet kitchen featuring a stunning backlit polished Plume Quartz island and premium JennAir appliances. Three bedrooms include a junior suite with private balcony and 2 ensuite guest rooms. The entire 2nd floor is dedicated to the luxurious principal suite, featuring an additional room, a beautiful spa-inspired bathroom and access to a private rooftop terrace with infinity pool, Jacuzzi and bar. The ground level offers an expansive covered terrace, summer kitchen, pool, bar, cabana bath and wine cellar, ideal for waterfront entertaining. A 77 FT dock with an approved 20,000 LB boat lift completes this extraordinary waterfront retreat.

180 Pompano Dr, Key Largo
57 Garden Cove Dr, Key Largo
$10,999,999
ACTIVE Status ⋅ 6 Beds ⋅ 5,113 SqFt.
57 Garden Cove Drive is a rare Key Largo waterfront compound set on nearly 26,000 SF, offered together with an adjacent vacant residential lot for added flexibility and future potential. The property features 6 bedrooms, 6 bathrooms, a private elevator, and bright, open living spaces that flow seamlessly into the tropical surroundings. Boaters will appreciate 100 feet of dockage with direct access to open water. Approved for 7-day short-term rentals, the home is a successful vacation rental and wedding venue with strong income history. Combined with the additional parcel, it offers exceptional opportunities for expansion, added amenities, or the creation of a private resort-style estate. A turnkey waterfront investment with income, lifestyle, and development potential in one of the Florida Keys’ most desirable locations.

57 Garden Cove Dr, Key Largo
990 41st Gulf Street 9, Other City - In The State Of Florida
$3,475,000
ACTIVE Status ⋅ 5 Beds ⋅ 4,091 SqFt.
Luxury 5-Bedroom Waterfront Home in the Florida Keys in Marathon, Florida! This stunning 5-bedroom, 5.5-bath residence sits on the desirable bay side, offering breathtaking water views and endless sunsets. Perfectly designed for comfort and entertaining, the home features an open-concept living space, gourmet kitchen, and spacious bedrooms with en-suite baths for ultimate privacy. Step outside to enjoy resort-style living with a sparkling pool, expansive patio, and direct access to the bay. Boating enthusiasts will love the assigned dock slip, making days on the water effortless. Whether you're seeking a full-time residence, vacation getaway, or investment property, this home delivers the ultimate Keys lifestyle—luxury, relaxation, and adventure right at your doorstep.

990 41st Gulf Street 9, Other City - In The State Of Florida
232 W Seaview Dr, Duck
$2,900,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,596 SqFt.
Experience the laid-back luxury of Duck Key in this beautifully appointed waterfront residence. Designed for both comfort and entertaining, the home features a chef’s kitchen with premium appliances, generous counter space, and custom cabinetry that will delight any culinary enthusiast. Rich Brazilian wood floors add warmth and elegance throughout the living spaces, while the spacious primary suite offers a spa-inspired bathroom highlighted by a massive walk-in shower. Large glass doors invite natural light and frame stunning water views from nearly every angle. Step outside to the covered terrace balcony overlooking the sparkling waters of Duck Key, where gentle sea breezes and breathtaking sunsets create the perfect setting for morning coffee, alfresco dining, or evening cocktails. Whether you’re seeking a full-time residence, vacation retreat, or investment property, this home captures the very essence of Florida Keys waterfront living.

232 W Seaview Dr, Duck
1733 Sunrise Dr, Big Pine
$1,970,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,849 SqFt.
Beautiful Waterfront Ocean & Canal property 3BD/2BA concrete block (CBS) direct ocean and canal access Property sits at 10 ft. elevation lot and features a durable aluminum roof, impact-resistant windows, and low-maintenance construction built for longevity in the Florida Keys. A 75 ft concrete dock, ideal for larger vessels, water toys, and fishing trips straight to open water. Spacious outdoor area provides room for entertaining, relaxing, and enjoying the coastal lifestyle. Interior highlights include an open living/dining layout with abundant natural light, a functional kitchen, and comfortable bedroom spaces. Perfect for full-time living, a vacation retreat, or investment property. Strong construction and unmatched waterfront access make this a must-see Keys home.

1733 Sunrise Dr, Big Pine
3742 Seagrape St, Big Pine
$4,650,000
ACTIVE Status ⋅ 3 Beds ⋅ 4,687 SqFt.
Escape to “The Castle”, a luxurious gated Gulf-front estate spanning 1.14 acres on Big Pine Key. Built in 2014 with poured concrete, impact windows/doors, elevator, and generator, this 4,600+ sq. ft. masterpiece offers 3 bedrooms, 3 baths, and breathtaking Gulf views. Boaters enjoy 235’ of dockage: 140’ protected canal dock with lift, ramp, and slip, plus 95’ open-water pier dock with lift and seawall. Inside, a chef’s kitchen with 10.5’ island, dual sinks, Jenn-Air gas range, and wood cabinetry flows to a grand family room, theater, and rooftop deck. The top-floor primary suite boasts water views, office, lounge, spa bath, and custom closet. Outside, a resort-style pool with spa, heater/chiller, and LED lighting completes this rare Florida Keys retreat.

3742 Seagrape St, Big Pine
325 Calusa St 302, Key Largo
$813,000
ACTIVE Status ⋅ 2 Beds
Beautiful fully furnished turn key *2024 Clayton Park Model * 2 bedroom, 1 bathroom, living room with sleeper sofa, Dining area and full kitchen with brand new top grade SS appliances. 2 mini-split A/C units, Full-size washer & dryer. Electric water heater, private lot, Custom aluminum patio with concrete pad, fits a 30 ft. boat onsite, 36 ft. seawall + floating Jet Ski dock, Outdoor spa, shower, and full kitchen/bar setup, vinyl fencing for privacy, Professionally installed outdoor lighting for ambiance, Gated with 24/7 security, Basketball, tennis & pickleball courts, Children’s playground, Marina & boat ramp, Swimming pool with cabanas, Recreation hall & boat storage, Onsite food truck, ice & propane sales, Regular community events. Daily/long-term rentals, generates thousands monthly. Low HOA $172 Monthly. Enjoy spacious living area and an abundance of parking off the property, steps away from your door. Enjoy waterfront living for your toys, jet skis, canoes, paddle boards, boats, etc. This home has been built with an open check book, no cutting corners.**Send an offer**

325 Calusa St 302, Key Largo
162 Bayview Dr, Islamorada
$7,950,000
ACTIVE Status ⋅ 8 Beds ⋅ 5,392 SqFt.
Nestled in the Safety Harbor enclave, Islamorada, this stunning Gulfside estate offers unparalleled blend of luxury and tranquility. Situated on a prime point w/open water and protected dockage, makes this a boater's paradise. With concrete seawall/2 boat lifts this home is appointed for waterfront living. Easy ocean access through Channel 5. Home features 8 ensuite BRs plus 2 half BAs. The master layout, a private sanctuary w/spa bath, showcases water views thru impact windows/sliding doors. Elevator ensures access to all levels; balconies invite you to savor unobstructed panoramas. The gourmet kitchen w/high-end appliances/gas cooktop is a chef's delight. With its seamless indoor-outdoor design and unmatched location, this property is the epitome of luxurious Keys living. Owner/Agent

162 Bayview Dr, Islamorada
98701 Overseas Hwy, Key Largo
$2,950,000
ACTIVE Status ⋅ 4 Beds ⋅ 2,044 SqFt.
A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike, great rental property for corporate retreat.

98701 Overseas Hwy, Key Largo
75761 Overseas Hwy, Islamorada
$4,500,000
ACTIVE Status ⋅ 4 Beds ⋅ 3,001 SqFt.
Enjoy endless ocean views and direct access to the white sandy beaches of Islamorada from this oceanfront retreat. Behind your own private gated entrance, this solid concrete block home offers four bedrooms, four full bathrooms, and a cozy loft. Inside, hardwood floors run throughout an open layout featuring a breakfast nook, dining bar, and spacious living area — ideal for entertaining. The chef's kitchen is equipped with stainless steel appliances, a gas stove, and modern finishes. The master suite includes a private balcony overlooking the updated saltwater pool and a jetted tub for ultimate relaxation. This one-of-a-kind property also allows weekly rentals, making it a strong investment in one of the Keys' most sought-after locations.

75761 Overseas Hwy, Islamorada
Start Your Search

How much is your home worth?

Get instant property value now!