Key West Real Estate

Key West Real Estate

Key West, located in the beautiful state of Florida, is a vibrant and enchanting city that offers a unique blend of history, culture, and natural beauty. Situated at the southernmost point of the United States, Key West is an island paradise known for its stunning beaches, crystal-clear waters, and year-round tropical climate.

This charming city is renowned for its rich history, which is evident in its well-preserved architecture and historic landmarks. Visitors can explore the famous Ernest Hemingway Home and Museum, stroll down Duval Street to experience the lively nightlife, or take a leisurely bike ride along the picturesque streets lined with colorful Victorian houses.

Key West is also a haven for outdoor enthusiasts, offering a wide range of activities such as snorkeling, diving, fishing, and boating. The surrounding waters are home to a diverse marine ecosystem, including the only living coral barrier reef in the continental United States.

In addition to its natural beauty and historical significance, Key West is known for its laid-back and welcoming atmosphere. The city is home to a vibrant arts and music scene, with numerous galleries, theaters, and live music venues. The annual Fantasy Fest, a ten-day celebration of creativity and self-expression, attracts visitors from all over the world.

With its idyllic location, rich history, and vibrant culture, Key West is a truly unique destination that offers something for everyone. Whether you are looking for a vacation home, a retirement retreat, or a place to start a new chapter in your life, Key West is a city that will captivate your heart and soul.

Newest Listings in Key West

5 Beds ⋅ 6 Baths ⋅ A12064822 MLS

“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 Street Unit Gulf, Marathon, Key West

3 Beds ⋅ 2 Baths ⋅ A12064540 MLS ⋅ C BLDG.

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 Boulevard Unit 103C, Key West

3 Beds ⋅ 3 Baths ⋅ B26059106 MLS

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 Beds ⋅ 3 Baths ⋅ A12061218 MLS

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 Beds ⋅ 1 Baths ⋅ A11989737 MLS

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 Avenue, Key West

3 Beds ⋅ 2 Baths ⋅ A11989717 MLS

olid CBS construction home with a durable metal roof, ideally located within walking distance to marinas, restaurants, and local shops. This 3-bedroom, 2-bathroom property offers an elevated position with glimpses of the water from one side.Enjoy a spacious backyard perfect for entertaining, complete with an above-ground pool and plenty of room to relax or expand. The property also features off-street parking ideal for an RV or boat, plus ample street parking for guests.A great opportunity to own a well-built home in a prime Key West location with both convenience and lifestyle at your doorstep.

2311 Patterson Avenue, Key West

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

4 Beds ⋅ 5 Baths ⋅ B26044978 MLS

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. A $15,000 builder appliance credit allows you to choose the finishes and appliance brands, at cost, that best suit your lifestyle. 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

Great opportunity to own a deep water slip minutes from Key West.

6810 Front Street, Key West

2 Beds ⋅ 2 Baths ⋅ 1077507 MLS

Experience deeded ownership of the same week each year (Week 45) at the highly desirable Galleon Resort. This timeshare offers a fantastic location and some of the most spectacular sunsets in Key West. Filled with light, the unit features a private balcony overlooking the resort pool and waterfront. Enjoy views of passing sails and evening cruises, along with warm Gulf breezes and live acoustic music from the resort's tiki bar. Owners may place the unit in the on-site Galleon Concierge rental program. Comparable units during this week rent for apx. $3,885-$5,775 per week. Annual dues are $1,585 (2025), with taxes around $262 yearly. Enjoy the property yourself or generate rental income. Week 45 (Sep. 1st-8th) is an ideal time to visit, offering beautiful weather and a relaxed island atmosphere. Located in the heart of Old Town, just two blocks from Duval Street and next to the Historic Seaport Marina. The resort features a gym, BBQ area, private beach, pool and hot tub, 1 parking space

617 Front Street, Key West

2 Beds ⋅ 2 Baths ⋅ 1076554 MLS

Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await you from this desirable PENTHOUSE, top-floor end-unit deeded Timeshare week 37! Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café. Enjoy front-row views as Coast Guard vessels and iconic pirate ships pass by just beyond your balcony. In the evenings, open the doors to take in the warm Gulf breeze and the soothing sounds of the water. Week 37 offers an ideal getaway--featuring warm weather, fewer crowds, and a relaxed island atmosphere! Ideally located just two blocks from the iconic Duval Street and steps from the marina and Key West's Historic Seaport, you'll be surrounded by endless options for dining and entertainment. Stay or rent it out! Similar units have rented for approx. $4,165 to $6,195 for the week. Photos and view of a closely similar unit but not exact.

617 Front Street, Key West

2 Beds ⋅ 2 Baths ⋅ 1076108 MLS

Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lockout unit deeded timeshare week 46- where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café. Enjoy Key West's renowned annual Boat Float Week featuring an international event with thrilling races, lively race villages, and prime spectator viewing areas right to your island doorstep! Ideally located just two blocks from the iconic Duval Street and steps from the marina and Key West's Historic Seaport Village, you'll be surrounded by endless options for dining, shopping, and entertainment. Stay or rent it out! This unit's potential rental income ranges from $3,885 to $5,775 for the week. Photos and views are of a closely similar unit but not exact.,

617 Front Street, Key West

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