Key West FL Real Estate & Homes For Sale

Key West, FL Real Estate & Homes For Sale

Key West FL - Key West, FL Real Estate features:

Key West, Florida, is a unique and vibrant real estate market known for its tropical climate, historic charm, and beautiful waterfront properties. Enjoy a variety of water activities, including kayaking, paddleboarding, jet skiing, and fishing. The Florida Keys are home to the only living coral barrier reef in the continental United States. You can explore this incredible underwater world through snorkeling or scuba diving. Popular dive spots include John Pennekamp Coral Reef State Park and the Florida Keys National Marine Sanctuary.

You can also go on eco-tours to explore the mangroves and see the diverse marine life. Here are some of the key features and characteristics of the Key West real estate market:

Waterfront Properties: Key West is surrounded by water, offering a wide range of waterfront properties, including beachfront homes, canal-front residences, and homes with ocean views. Waterfront properties are highly sought after and come with premium price tags.

Historic Homes: Key West is rich in history, and many of its homes are charming and historic. You can find Conch-style cottages and Victorian-era houses, some of which have been beautifully restored and updated.

Condominiums and Townhouses: In addition to single-family homes, Key West offers a variety of condominiums and townhouses. These properties can be more affordable than standalone homes and often come with amenities like pools and fitness centers.

Diverse Architectural Styles: Key West boasts a diverse range of architectural styles, reflecting its history and culture. You'll find everything from traditional Conch-style homes to modern and contemporary designs.

Tropical Landscaping: Many Key West properties feature lush tropical landscaping with palm trees, exotic plants, and vibrant flowers. This landscaping adds to the overall appeal of the properties and provides a true Florida Keys ambiance.

High Demand and Limited Inventory: Key West is a popular destination for both residents and tourists, which can drive up demand for real estate. However, the island's limited land space and strict zoning regulations can result in limited inventory, making the market competitive.

Overall, Key West's real estate market offers a blend of historic charm, tropical beauty, and water-based activities that make it an appealing destination for homeowners and investors alike. However, it's essential to consider the market's unique characteristics and challenges when buying or investing in property in Key West.

Key West FL Real Estate & Homes For Sale

$339,000
ACTIVE Status ⋅ 2 Beds
A BOATER’S DREAM & KAYAKER’S PARADISE—JUST MINUTES FROM KEY WEST! Experience the ultimate Florida Keys lifestyle in the beautiful Sunset Harbor Waterfront Community, where it’s more than just a home—it’s a lifestyle! Boaters will love the convenience of community boat slips with Cow Key Channel just a 2-minute ride away, providing quick access to both the Atlantic Ocean and Gulf. Kayakers can launch right from the community and be on the water in minutes. This freshly painted, turnkey 2-bedroom, 2-bath home features soaring 9-foot ceilings, a bright open-concept floor plan, private driveway, and inviting outdoor space perfect for relaxing or entertaining. Enjoy resort-style amenities including an impressive heated and cooled saltwater pool, outdoor grilling areas, a 19-seat community bar with granite countertops, outdoor flat-screen TV, Tiki Hut, gas fire pit, and dedicated kayak launch and storage—all within a gated waterfront community. NO PROPERTY TAXES & NO HOA FEES! Land lease is $1,419.87 per month. Whether you’re searching for a full-time Keys residence or your own island getaway, this property offers an exceptional opportunity to enjoy the boating, kayaking, sunshine, and laid-back Key West lifestyle at an attractive low price. Simply nothing else like it this close to Key West at this price! Cash buyers only.

5031 5th Ave, Key West
$1,350,000
ACTIVE Status ⋅ 1,760 SqFt.
Your place in Key West awaits. Located in Midtown, just minutes from the energy of Duval Street, this updated two-unit property offers the flexibility to live here, escape here, or explore its income potential. Whether you're looking for a full-time residence, a tropical getaway, or a property that can help offset the cost of ownership, this is an opportunity to experience Key West on your own terms. Enjoy slow mornings, bike rides through the island, days on the water, unforgettable sunsets, and some of Key West's best dining, entertainment and nightlife just minutes away. With two separate living spaces, approximately 1,760 sq ft of living area, and a 6,433 sq ft lot, the property offers versatility for both personal use and additional income. Come for the lifestyle, stay for the possibilities.

1300 Ashby St, Key West
$4,995,000
ACTIVE Status ⋅ 4 Beds ⋅ 4,224 SqFt.
Welcome to an extraordinary oceanfront residence in exclusive Casa Caselles, where two townhomes have been beautifully combined into one remarkable 4,224 sq. ft. luxury retreat. Completely reimagined, this one-of-a-kind home features a private interior elevator with automatic doors accessing all floors and effortless oceanfront and poolside living. Offering 4 en-suite bedrooms, 4.5 baths, 2 expansive living rooms divided by a wall insulated with commercial soundproofing, an exercise room, and a hidden office integrated into the custom kitchen. The chef’s kitchen features an oversized island, European-style cabinetry, quartz countertops, BlueStar gas range, paneled Sub-Zero refrigerator, Cove dishwasher, U-Line ice maker, wine refrigerator, and Perlick refrigerator/freezer drawers. The family room includes an electric fireplace and custom wet bar. Twelve balconies and hurricane-rated sliding glass doors provide beautiful light in every room, with every bedroom offering private balcony access. Additional features include remote-controlled window coverings, a guest suite with zero-entry shower, multiple laundry areas, covered parking for four vehicles, an outdoor shower, and a whole-house generator that provides peace of mind. Residents also enjoy an oceanfront pool overlooking the Atlantic.

Key West
$5,495,000
ACTIVE Status ⋅ 5 Beds ⋅ 3,219 SqFt.
“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
$889,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,126 SqFt.
This ground-floor unit was thoughtfully converted from three bedrooms into a spacious two-bedroom, two-bath residence -- each with its own ensuite -- plus an open dining room and wet bar built for Keys-style living: relaxed, social, and always ready for company. Kitchen and bathrooms are fully renovated. Marble floors throughout. Soundproof impact doors and windows. Dual-zone split A/C systems mean cool bedrooms and comfortable common areas -- no compromises in the tropics. Hurricane-rated glass doors frame a lush garden view and open directly to the resort-style pool -- engineered for outward visibility with true privacy from outside. An elevated private patio puts the pool, tennis courts, and tropical grounds steps away. HOA includes cable, security, building insurance, exterior maintenance, and exterminating -- predictable carrying costs, no surprise weekends managing a property. In 50 years since 1974, Key West by the Sea has never flooded through a single named storm. The City and State recently completed a raised stormwater system and elevated South Roosevelt -- infrastructure built for the next 50 years. Old Town, Duval Street, the Historic Seaport, Mallory Square -- all a short bike ride away. You're connected to everything Key West is, and then you come home to a quiet, gated community that feels a world apart. Full-time residence, mainland escape, or the life you've been working toward, #103C is ready. Key West isn't accidental. You choose it. Choose this.

2601 S Roosevelt Blvd Unit #103C, Key West
$875,000
ACTIVE Status ⋅ 3 Beds ⋅ 7,080 SqFt.
Excellent investment opportunity. This condo unit comes with a 25 X 60 deep water slip. The unit has been divide into three separate rental spaces. one bedroom, full bathroom with a kitchenette and two separate sleeping rooms with full bathrooms. Minutes from Key West.

6810 FRONT Street Unit B-15 & Slip 22, Key West
$2,499,000
ACTIVE Status ⋅ 2 Beds ⋅ 2,124 SqFt.
Experience modern waterfront living at this exceptional 2-bed, 2.5-bath oceanfront home on Geiger Key, where contemporary design meets exceptional engineering. Envisioned by original owner and renowned author Reese Palley, the residence was designed to maximize breathtaking open-water views, natural light, and indoor-outdoor living. Remote-controlled blinds reveal an endless blue horizon, while expansive walls of impact glass and soaring cathedral ceilings create a dramatic sense of openness. The elegant, open-concept floor plan features clean architectural lines and spacious living areas. Engineered by structural and civil engineer Joel Roseblatt, the home was intentionally “over-engineered” for strength and durability. Reinforced concrete block construction and rare hollow-core concrete floor and roof systems provide remarkable structural integrity, fire resistance, thermal efficiency, and quiet security. Encompassing 3,672 sq. ft. under roof, the home offers expansive covered outdoor spaces for entertaining, waterfront dining, or peaceful mornings overlooking the water. Approximately 270' of concrete dockage and immediate ocean access provide an ideal setting for boating, world-class fishing, and sunset cruises. Located minutes from Key West yet surrounded by the tranquility of Geiger Key, 156 Sea Lane was built to endure for generations. See the “Supplement” tab for additional history on the property’s architecture and design.

Key West
$1,850,000
ACTIVE Status
701 Simonton Street offers a standout commercial presence in the heart of Old Town Key West, positioned on the highly visible corner of Simonton and Angela Streets. This single-story commercial building features 1,745 square feet of functional interior space on a 6,510 square foot lot, with 8+ off-street parking spaces and a convenient drive-through parking layout. The existing floor plan includes five private offices, a reception/lobby area, storage, central air conditioning, and a security system, creating flexibility for many uses. Frame construction, a metal roof, and an X flood zone location add practical appeal for an owner-user or investor. Located in the Historic Neighborhood Commercial (HNC-1) zoning district, this corner property offers strong visibility, convenient access, and rare on-site parking in one of Key West's most established and walkable Old Town locations.

701 Simonton Street, Key West
$2,499,000
ACTIVE Status ⋅ 4 Beds ⋅ 2,160 SqFt.
Brand-new construction in one of Key West's most desirable residential neighborhoods, the Casa Marina area of Old Town, just blocks from upper Duval Street and four blocks from the beach. This 4 bedroom, 4.5 bath single-family home blends modern durability with relaxed island living, offering the ease of low-maintenance ownership in the highly sought-after X flood zone. Built in 2026 to Florida's toughest standards, the home features concrete board siding, impact doors and windows, and an elevated first floor. The construction is designed to withstand winds up to 180 MPH. Inside, spacious living areas with high ceilings flow comfortably to a private outdoor retreat with an inground pool and water features. All bedrooms are en-suite, with one located on the first floor. Tasteful professional-style appliances are on order and will be installed as soon as received. Off-street parking adds everyday convenience, while reclaimed wood accents from the historic schooner Western Union bring a meaningful connection to Key West history into the architecture. Quiet, private, and close to everything, this home offers luxury, walkability, and the best of Key West living.

1316 Royal Street Unit 6, Key West
$225,000
ACTIVE Status
Great opportunity to own a deep water slip minutes from Key West.

6810 Front Street, Key West
$630,000
ACTIVE Status ⋅ 2 Beds ⋅ 1,010 SqFt.
Million dollar views! Ocean and Gulf views make this an affordable waterfront gem. Situated in the quiet and peaceful Bay Point neighborhood, this home is only 17 miles from Key West allowing quick city access and return to waterfront bliss. This Keys-style fish camp offers a waterfront manufactured home with 2 bedrooms and 2 baths. The side yard is a leafy oasis or reconfigured for parking. Enjoy easy living on 62' of ocean front with spectacular sunset views!

4 Shore Drive, Key West
$149,900
ACTIVE Status
The ultimate waterfront living in the middle of Key West with this 34' 1987 Corker Holiday Mansion Houseboat on a state of the art floating dock at the City's Garrison Bight Marina. Fully furnished and new air conditioning. Low slip fee of $ 680 per month includes 2 parking passes, 2 clean laundry and shower facilities, free pump out and patrolled security. Very favorable Lease terms and conditions were just approved by the City. Sold together with the leasehold slip for a seamless transition into your new marina lifestyle

1801 N Roosevelt Boulevard, Key West
$899,000
ACTIVE Status ⋅ 1 Beds
Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached garage--perfect for comfortable living or rental income. The second unit has been demolished, providing a blank canvas to rebuild your dream home or expand your investment portfolio. Alternatively, you can choose to demolish the existing cottage and build two brand-new units on this generous lot. Mature landscaping surrounds the property, offering privacy and a serene atmosphere. With two separate ROGOs ready to go and the Staples side of the lot free from flooding, you can start building immediately. Don't miss this unique chance to own a versatile property in a prime Key West location with endless possibilities. Whether you're looking to renovate, rebuild, or develop, this property is your gateway to maximizing value and enjoying the vibrant lifestyle of Key West. Act now and make this exceptional property yours!

2330 Staples Ave, Key West
$650,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,342 SqFt.
3 bedroom single-family home offering the opportunity to add a second bathroom within the existing roofline. Relax on the covered front porch and enjoy the Key West lifestyle. The private backyard provides space for a pool or outdoor entertaining. A great chance to renovate and make this home your own. Being sold As-Is.

1425 Eliza Street, Key West
$235,000
ACTIVE Status
LIVE IN PARADISE AFFORDABLE LIVEABOARD 1 BEDROOM AND 1 BATHROOM HOUSEBOAT & SLIP PACKAGE! It's a TRUE KEY WEST LIFESTYLE... POF CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. 2018 Aqua Lodge Catamaran Houseboat 12'X42 2' Draft Molded Pontoon, FRP Hull No Motors, No batteries 50-amp shore service connection with pump out included with slip Fee $830 a month, parking, bicycle, scooters, Laundry/Bathroom/Showers and 24 hour Patrolman This is a Houseboat and Slip Package!

1801 N Roosevelt M-28 Boulevard, Key West
$4,375,000
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
$1,799,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,600 SqFt.
Excellent opportunity whether looking for a private residence or an investment. This condo will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private residence. Assigned off street parking right in front of the unit. This property is being offered turnkey. Vacation Rental history available .This home has all hurricane impact windows and doors. making the unit noiseless.

1011 Simonton Street Unit 1, Key West
$2,595,000
ACTIVE Status ⋅ 3 Beds ⋅ 2,049 SqFt.
Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

508 Grinnell Street, Key West
$1,100,000
ACTIVE Status ⋅ 3 Beds ⋅ 1,344 SqFt.
Price Reduced!!! Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price. Please ask Listing Agent about historical significance of this property.

414 Virginia Street, Key West
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