Key West Homes for Sale, Single Family Houses, MLS Home Listings

An exceptional investment opportunity awaits in Old Town just south of Truman in the Gallery District on White Street. This income-producing property features four newly renovated (2023) commercial spaces and a legal leasable renovated residential apartment, offering a diverse and steady revenue stream. Located in the desirable X Flood Zone, this property is built for durability featuring impact windows and doors throughout. It boasts three separate entrances, providing flexibility for tenants and potential owner-occupants. This property also has the potential to be transformed into a luxurious 3,660 sq. ft. single-family residence. With its spacious layout and separate entrances, the commercial spaces could easily be repurposed into multiple bedrooms or living areas, creating an expansive home with distinct zones for relaxation, entertainment, and work. The bright, open floor plan, high ceilings, and updated finishes in the residential apartment already set the foundation for a seamless transition. Additionally, the 650 sq. ft. event space in the back could become a stunning great room or private studio, while the storage shed could be converted into a garage or additional outdoor living space. Whether youre looking for a spacious family home or a sophisticated live-work environment, this property offers incredible versatility to accommodate your vision.Call to schedule an appointment to see this property today!

Newly Built 5-bedroom 5-bathroom 3,062 Square foot house on 5,040 sf lot completed in 2023. 9 plus ceilings first and second floors with 8 solid doors. Porcelain wood tiles on first floor and LVT flooring on second floor. All wood cabinetry and custom trim work. All closets have built-in cabinetry. Extra wide staircase with red oak treads.Laundry on first and second floors. Kitchen has a 17-foot island with cabinetry on both sides and seating for 8. Professional appliances with 36 gas stove with vent hood. Separate bar area with wine refrigerator and extra refrigerator in laundry room. There are also two separate living rooms, one upstairs for the Kids and the other is on the main floor. Master on main with very large, organized walk-in closet. Large master bath with dual shower heads and clawfoot soaking tub. His / Hers vanity areas with lighted mirrors and separate water closet. Guest room with separate entrance on 1st floor. 3 individual central air units for zone air-conditioning. Gas water heater large enough for unlimited hot water to all fixtures. Several features in the house are also controlled by Alexa and smart phone technology. Ring surveillance around the house.House can be sold with TVs and some furnishings depending on negotiated contract offer. Sellers are open to renting back for a short period of time.House was built to current building codes standards. Impact windows and doors. Double strapped Roof trusses and exterior walls. All stainless-steel nails and fasteners used. Double layered subflooring. Spray foam insulation in walls, ceiling, and attic. Secondary roof protection via Ice & Water shield with additional reflective insulation beneath an all-aluminum standing seam black roof. Custom box style seamless gutters and downspouts. Maintenance free exterior board and batten cement material with top-of-the-line exterior paint. BRAND NEW POOL

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.

Gorgeous tropical gardens greet you to this enchanting home in the coveted Casa Marina neighborhood. Enjoy a spacious 3 beds/ 2.5 baths with pool and off-street parking. While the home is complete with all the amenities one would expect in an island home the improvements are intentionally simple yet thoughtful to preserve its vintage charm. Through the front door you will be welcomed to a spacious sitting room that can adapt to your personal needs as a generous bonus space. Just past the two guest rooms with shared bath you will find a striking greatroom with soaring 2 story ceiling heights that flood the room with natural light. Enjoy the open yet dedicated dining room and a delightful petite kitchen that overlooks the pool and back gardens. The upstairs is reserved for the primary suite alone and boasts a unique balcony overlooking the great room for a spacious open and airy feel. Thoughtful improvements carry to the outside with low maintenance composite decking, full exterior paint just completed and storage for your extras. Come take a look at this gracious home awaiting someone to adore its thoughtful preservations and authentic charm.

Welcome to 3615 Eagle Avenue, a stunning, spacious, custom built residence surrounded by its own private botanical garden. The oversized double door entryway indicates what awaits you on the inside. Large sweeping rooms with high cathedral ceilings, gorgeous tile floors, double doors opening to the garden from every room, all designed with one-level living and an emphasis on engaging one eye to the stunning nature that surrounds you. The chef in your family will dance with delight in the spacious kitchen built for creating and entertaining with new Sub Zero refrigerator, gas stove, two dishwashers, wine cooler, and ice machine. Each room has been upgraded with impact windows and doors with views of the luscious tropical delights that await you outside from every angle. Currently configured as a three bedroom with an additional spacious office that would easily convert to a fourth bedroom. Master suite privately located in front of the house with a newly renovated master bath that exudes luxury and style. The 12,000 sq. ft. lot encompasses a large thrilling botanical garden full of life with an emphasis on native plants and palms attracting all the local birds and butterflies. A covered pavilion overlooking the 33 pool and spa with a sand walkway that meanders through the tropical plants. A double car garage with built in storage with additional off-street covered parking for three more vehicles to store all the family toys. House is equipped with a generator, lots of storage, separate utility entryway, exterior lighting and irrigation. Book your showing today to see this extraordinary home as you wont be disappointed.

Beautifully renovated mid-century home in the heart of Key West. This property is sited on a 9510 sq ft lot and offers a large in ground pool with 28 ft custom waterfall. This spacious 4BR+den home is ideal for guests and entertaining with large chefs kitchen, open living and dining area with impact rated sliders opening to pool area. Brand new kitchen with cabinet space galore, walk in pantry, wet bar with beverage fridge & glass washer, commercial refrigerator/freezer, built-in ice maker, induction range, double ovens and more. Split bedroom layout is a dream for guests including a main level en suite plus upper level luxury primary bedroom suite. Three bedrooms, 2.5 baths plus den on main level. Upper level boasts cathedral ceilings, primary bedroom with en suite full bath, and large dressing room/closet. Upper level living and additional kitchen space opens to the private rooftop deck with tree top views. Two laundry rooms, tankless water heaters, 3 NEW central AC units, and more! Heated pool, impact windows and doors. NEW electrical and plumbing, irrigation system, landscape, wifi extenders for both levels. Expansive outdoor areas for relaxing poolside, grilling, reading/dining under the covered porch, or swimming laps. Outdoor shower and half bath off pool area. Garage and driveway parking for autos or water toys. Offered furnished!

Discover your dream home at the prestigious Truman Annex Community, situated on the serene Admirals Lane. This two-story detached single-family residence offers a perfect blend of comfort and elegance with 3 bedrooms and 3 full bathrooms. Enhanced by impact windows and doors, the house also features a private carport for added convenience. Adjacent to the property lies a shared community pool, ideal for relaxation and enjoyment. Inside, the main living area boasts exquisite travertine floors, creating a luxurious ambiance. Open the French doors to the composite wood back deck, where outdoor dining, barbecues, and lounging become a daily indulgence. The fully equipped kitchen is a culinary haven, catering to every chefs desires. With one bedroom on the first floor and two bedrooms on the second floor, each with a private bathroom, this home is designed for utmost comfort and privacy. Emphasizing its prime location, this property is just a stones throw from Duval Street, the Key West White House, and the Key West Harbor, all while being nestled within the security of a gated community. Live out your Key West dreams in this exceptional property that epitomizes the essence of island living.

Welcome to The Chavez House, a beautiful 3-bedroom, 2 bath transient rental home proudly listed on the National Register of Historic Places. With a solid rental history, this property is a fantastic investment opportunity in the heart of the historic seaport neighborhood.Upon entering, youre greeted by a bright and inviting family room bathed in natural light--an ideal space for intimate conversations and gatherings. The main floor features a spacious primary en-suite bedroom with king-size accommodations, accentuated by Dade County pine walls and a thoughtfully designed bath with dual sinks, a tub/shower combination, and a separate pedestal sink room.The inviting dining area comfortably seats six and offers an option for outdoor dining on the lanai, creating an authentic island experience. The lanai, complete with a vaulted ceiling and tropical fan, serves as an excellent gathering spot for family and friends. The kitchen features a convenient breakfast bar for four, stainless steel appliances, white quartz countertops, and a vaulted shiplap-style ceiling. French doors lead to a private pool area where you can relax in the heated pool, surrounded by lush tropical landscaping.Ascend the beautiful wrap-around staircase to discover two additional queen bedrooms on the second floor, each featuring unique elements such as barn doors, vaulted ceilings, and ceiling fans. The shared bathroom includes a vanity sink and tub/shower combination, ensuring comfort for all guests.Located in vibrant Old Town, The Chavez House, is just a short stroll from the allure of Duval Street, the Key West Cemetery, and the Historic Seaport district. With its proven rental history, this Transient ensures the potential for lucrative income and offers a serene escape.Dont miss your chance to own The Chavez House--where historic charm meets modern living. Schedule your showing today!

Tucked away on a quiet lane in the heart of Old Town Key West, this one-of-a-kind compound blends island charm and character. Offering three distinct dwellings wrapped around a serene brick courtyard and heated cocktail pool, this property is a rare gem providing ultimate privacy while just steps from world-class dining, shopping, and entertainment.The main house is a light-filled updated 2-bedroom, 2-bath home featuring vaulted ceilings, hardwood floors, and French doors that open onto spacious porches. The open-concept living space flows effortlessly into a sleek kitchen with quartz countertops, stainless steel appliances, and an island with seating perfect for gathering with friends. The primary suite includes an en-suite bath and an outdoor shower tucked away for a private island experience. The second bedroom opens directly to the courtyard, offering a tranquil escape just steps from the pool.A detached 1-bedroom, 1-bath guest cottage provides secluded privacy for visitors or a lucrative rental opportunity. The third structure, set amongst the tropical landscaping, is a flexible bonus space ideal as an art studio, office, or additional sleeping quarters.Surrounded by lush, mature landscaping and brick pathways, the private courtyard creates a peaceful hideaway, perfect for al fresco dining or a dip in the heated cocktail pool. With off-street parking, a whole-house generator, and a fully fenced perimeter, this property checks every box for island living at its finest.Moments from Key Wests vibrant restaurants, galleries, and historic landmarks, these cozy cottages offer a welcoming slice of paradise in one of the most sought-after areas of Key West.Schedule your private tour today and make this hidden paradise your own.

Tranquil Midtown Estate feels worlds away, while just minutes to delectable dining and nightlife in exciting Key West! Nestled on nearly a quarter-acre of gated, lush tropical gardens, this spacious 3/3 main house plus 1/1 guest house comes move-in ready; boasting elevated coastal design where modern finishes and amenities meet relaxed sophistication. Indulge in year-round temperate weather from a backyard oasis, masterfully outfitted for hosting memorable gatherings with a well-equipped outdoor kitchen with gas grill, gas burner, ample prep space and beverage cooler. Lounge poolside, cocktail in hand, in the shade of a large tiki hut and cool off in the stunning resort-style pool, complete with fountain waterfalls! Additional exterior features include brick paver pool deck and outdoor rain shower. Upon entry, the main house features an open-concept great room with walls of impact glass windows and doors, providing abundant natural light. The immaculate Chefs Kitchen, with quartz countertops, glass tile backsplash, premium stainless-steel appliances, and island with seating, allows for effortless entertaining. As a bonus, a Dutch door leads to a spacious butlers pantry with laundry. The primary suite enjoys privacy in its own wing, and comes equipped with luxurious en suite, walk-in closet, and access to a private garden. The separate guest wing offers two expansive bedrooms and two full bathrooms. The well-appointed guest house offers two floors, with living room and kitchenette on the main level, complete with serene pool views and impact glass doors leading out to a private, poolside composite deck. The upstairs guest bedroom offers loads of privacy and en suite bathroom. Enjoy an abundance of covered parking with two pergola carports and additional off-street parking. Located within a quiet, established neighborhood but in proximity to restaurants and convenience stores in town, this ideal location offers the best of both worlds!

High style in a highly desirable location. Amidst the quaint lanes and the best restaurants on the island you will find this completely renovated, incredibly designed and decorated 1,620 square foot, three bedroom and three and one-half bathroom delightful Conch home. In arguably the best location in Old Town you are close enough to walk or bike to everywhere you want to go yet tucked away behind your white picket fence and in your own private sanctuary. The property is being sold turnkey-the renovations have been done, the furniture has been purchased and the closets are ready for your clothes! Finished in 2020 the home was completely rebuilt including the foundation and roof. A gorgeous pool with waterfall, impact windows, impact doors, air conditioning, Plantation shutters, Dade county pine, frosted interior doors and more were added. This thoughtfully restored home has a guest room with bath ensuite on the main living level as well as another bedroom/den/office and full bath in the hallway. The kitchen, dining and great room have a vaulted ceiling and open to a covered outdoor patio with dining area, heated pool, and the perfect place to lounge. Up the floating staircase you will find the primary bedroom with bath en-suite as well as an additional bonus space that can be used as an office, gym, or overflow sleeping quarters. There is also a laundry room with a half bath. You will love the generous rooms with vaulted ceilings, open kitchen with designer cabinets, stainless steel appliances, tile flooring, and Impact disappearing glass doors that bring the outside in. At the rear of the property on Griffin Lane is an area for parking a golf cart and bicycles. When you are not cooking in your gourmet kitchen you have Cafe Sole, Five Brothers, Bobs on Margaret, Azur, Mangia Mangia, and Date and Thyme right outside your door. As a full-time residence, vacation getaway, or investment property this one really does tick all the boxes.

PRICED TO SELL - This is a rare and exceptional opportunity!Land is at premium in Key West, and this expansive nearly 12,000 sq. ft. lot with not one but essentially 3 houses and room to grow, is an extraordinary find. Discover a balanced blend of Key West character, mid-century charm, and modern updates with this one-of-a-kind multi family compound. This property could not be more well designed for seclusion and private entertainment. Whether youre looking for a spacious primary residence, an income-producing property, a redevelopment opportunity, or a combination of all three, this is your drawing board.Once home to a beloved local artist, this award-winning property--recognized by the Old Island Restoration Foundation--is a nostalgic tribute to its time period. The current owner has preserved and enhanced its retro artistic flair, creating a truly unique ambiance that transports you back in time.Property Highlights:✅ Three Separate units- Each with its own private access and gated tropical yard✅ Main House (4 BD | 3.5 BA) - An open combo entertainment area overlooks a resort-style outdoor space featuring a stunning collection of mature and rare plant species, creating a lush, tropical sanctuary. At its heart, a luxurious heated pool basks in the sunshine by day and transforms into a glowing oasis by night, illuminated by soft ambient lighting.✅ Second Unit (3 BD | 2 BA) - Exposed beam ceilings, skylights, and a serene outdoor shower.✅ Third Unit (2 BD | 2 BA) - A cozy retreat with an expansive patio space✅ Concrete Block Construction, Impact windows and doors for added security✅ Off-Street Parking & Endless Storage - A rare convenience in Key West✅ Only three blocks from the beach/pier and a short stroll to Old Town. This property is an entertainers dream that must be seen in person to truly understand and appreciate all it has to offer.

Vacation rental Ocean and Harbor view unit in Truman Annex. Beautiful sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen. The second storys primary bedroom and bath opens out to its own private balcony. Highly desirable Old Town location in Mills Place condominiums in Truman Annex.

Experience the true essence of Tropical living in Key West with this exquisite mid-century estate, the perfect blend of a private sanctuary and a highly coveted transient license, making it a lucrative income-producing asset. Located on an expansive corner lot, this property is enveloped by lush foliage, ensuring the utmost privacy and a serene ambiance that feels worlds away yet remains just moments from the vibrant heart of Key West. As you enter through the winding brick pathways, you are greeted by mature landscaped gardens and multiple outdoor spaces designed for both relaxation and entertaining. The heart of this oasis is a stunning 35-foot heated pool accompanied by a covered pavilion, offering the ideal setting for leisurely afternoons or elegant gatherings. The main residence showcases nearly 2,000 square feet of thoughtfully designed living space, featuring a primary bedroom suite with a glass enclosure sitting area that invites natural light to cascade throughout. Two additional guest bedrooms and a spacious living/dining area open through multiple sets of French doors, seamlessly blending indoor and outdoor living. Adding to the propertys allure is a separate studio guest cottage. This flexibility allows you to enjoy a tropical getaway during your visits while maximizing rental potential from the main house offering the best of both worlds. Ideally situated just a short stroll from pristine beaches, the iconic White Street Pier, and premier tennis and pickleball courts, this estate provides an unmatched opportunity to own a private oasis in one of the most sought-after destinations.

Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled on a quiet Lane in the heart of Old Town Key West, just a stones throw from the world famous Southernmost Point and 1 block from the iconic Duval Street. Indulge in the unparalleled convenience of having Key Wests renowned restaurants, museums, and art galleries at your doorstep, with the beach a leisurely bike ride away. Step into the modern charm of this meticulously maintained home, which was thoughtfully constructed in 2002. Enjoy the convenience of an open floor plan that seamlessly combines the living, dining, and kitchen areas. Revel in the sleek and stylish stainless steel appliances, complemented by the elegance of granite countertops and custom cabinetry. High vaulted ceilings create an inviting sense of space, while a harmonious blend of tile and wood floors adds a touch of sophistication. Into the backyard oasis, where a delightful heated and chilled pool awaits, ensconced in the lush embrace of tropical foliage. The custom tiki hut beckons you to entertain in style, making this outdoor space perfect for hosting gatherings with family and friends. The grandeur of the primary bedroom is unparalleled, with a jaw-dropping en suite bath and an expansive walk-in closet, offering a retreat within your own home. Recent enhancements include fresh paint, the pools artful re-tiling and resurfacing, and the installation of a brand-new Central A/C system, ensuring your comfort and satisfaction. Dont let this extraordinary opportunity slip through your fingers!

Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, A FAREWELL TO ARMS. This sprawling single story property spans an impressive 8100 square feet, occupying a prominent corner lot, with a reimagined interior floor-plan. Constructed with white-painted Savannah brick over a wood frame, this residence exudes classic charm with a modern twist. Tall ceilings and a welcoming fireplace create an inviting atmosphere. Sliding glass doors seamlessly connect the interior to the outdoor patio, allowing for a harmonious blend of indoor and outdoor living spaces. The outdoor space is a tropical paradise, complete with a heated pool and soothing water feature. The main house features 3 bedrooms, 2 bathrooms, and a laundry area. Two of the bedrooms share a bathroom, while the primary suite offers a generously sized bathroom with a bath tub, double sinks, and an indoor and an outdoor shower. Enjoy the airy ambiance of the open floor plan, with a spacious living room and dining area that together span over approximately 1200 square feet. The modern kitchen is well-appointed, with easy access to the pool area and the charming conch-style 1/1 guesthouse. The main house has a semi-circular driveway and can accommodate 3-4 cars. The guesthouse also includes its own entrance on Walton Street and an off-street parking space.

This is one of the very few waterfront homes in Old Town Key West that comes with a private boat slip and open water views. The house features a large living room and kitchen area and a gorgeous sunroom with floor to ceiling windows overlooking the water and leading out to a spacious deck. A private path from the deck gives access to a heated pool that is part of the HOA fees that also include use of the dock. The private slip includes a custom floating boat lift and there is easy open water access from the Garrison Bight Marina for fun during the day. This Meadows house is also walking distance to Duval Street for night time dining and entertainment. Plus two private, dedicated parking spots and comes furnished. A rare gem that will not last!

Beautiful Meadows Masterpiece located one of Key Wests idyllic neighborhoods. Built in 2020 using the finest materials and craftsmanship, this home combines the best of Key West Architecture with modern luxury finishes.Exquisite Nickel-grooved walls and stunning hardwood floors that create a warm and inviting atmosphere. The coffered ceilings, adorned with Dade County Pine add that extra touch of sophistication, while the impact windows and slider patio doors provide both beauty and peace of mind.The spectacular chefs kitchen is a culinary dream, showcasing quartz countertops and a premium viking appliance package. Overlooking the living and dining area, it opens up via two large pocket sliders to sun-kissed patio and heated pool and also features two electric awnings providing an element of shade.Each of the four bedrooms is en suite, with custom closets, custom Bahama shutters and stunning bathrooms, finished with luxurious marble, quartz and iridescent tile, ensuring comfort and style for everyone.Exterior package is equally impressive, featuring decorative shutters, full irrigation and lighting, mature tropical landscaping providing lots of privacy and light composite decking. Chicago brick walkway and off street parking add to the propertys charm and functionality.Located in an x-flood zone, this home was constructed using the highest level of building codes and standards with many luxurious features, resulting in an exceptional home in a beautiful neighborhood.

Stately Key West home has undergone a stunning renovation but maintains classic Keys charm with a beautiful wood staircase, stained glass window and transom, Dade County pine walls, and wraparound porches on both levels. Centrally located in Key West this home is the perfect island residence with POOL! The main level offers plenty of room for entertaining with large spaces for conversation, dining, games, cooking, and more. Spacious chefs kitchen with breakfast bar and natural design elements throughout. Kitchen flows to the sitting area with designer bar space and wall of sliding glass doors opening to the pool and a pass-through window to covered porch area. Main level offers one bedroom with outdoor access and a full bath. The upper level boasts four additional bedrooms including primary suite. The primary bedroom is a resort like retreat with elegant spa tub, large walk-in shower with multi-jets, rain forest shower, linear drain and walk-in closet. The primary also features access to deck space perfect for morning coffee. Bedroom with en suite bath and deck access. The other upstairs two bedrooms share an en suite full bath. Perfect tree top views from upstairs on the wraparound porch. The third level is currently a music room and offers access to the widows walk for top of the island views! Lovely private outdoor areas with mature tropical landscape. Pool area with tiki hut offers covered space for reading or relaxing. Garage has room for parking or storing your island water toys. Laundry room on second floor and bonus washer & dryer in garage. Elevator to each floor. Central AC. This is the perfect island home!

Discover your dream Transient Vacation Rental in the heart of mid-town Key West! This beautifully refreshed home boasts a light and airy atmosphere and is sold fully furnished with rentals on the books and ready to go. Featuring three bedroooms, including a spacious primary suite and three baths, this property offers an inviting open living and kitchen area, highlighted by soft hues and vibrant tropical accents. Dine al fresco in the charming attached pavilion, perfect for enjoying the lush surroundings.Each bedroom provides direct access to different areas of the yard, enhancing the privacy and outdoor experience for every guest. The luxurious primary suite opens to the pool area through stunning French doors, while the primary bath features a spacious, tiled walk-in shower. The second bedroom, painted in serene green tones and decorated with inspiring Key West art, offers a tranquil retreat with two twins that may be turned into a king. The versatile third bedroom is on the opposite side of the house with remodeled bath ensuite.Nestled in a quiet residential neighborhood, this home is just a short bike ride from the beautiful beaches on the south side of the island and the vibrant Duval Street, with the Casa Marina area even closer. This home is the ultimate vacation getaway!