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

LOCATION! LOCATION! LOCATION! You do not want to miss out on the opportunity to own one of the most sought after properties in Old Town Key West, a truly special home and lot that you MUST see in person. Permitted for transient license receivership HRCC1 (buyer to verify). The ONLY single family home on the market with DIRECT access to DUVAL Street via a walking lane. Remarkably secluded and completely hidden from view. The moment you step behind the gate, you will feel that you have entered your own tropical paradise. Add a pool and expand on this beautiful 4200 square foot lot. Zoned as a non contributing structure with HARC (buyer to verify), this is a restoration project. This is the first time the property has ever been on the market!

1212 Watson Street, aka Island Bliss, is a quintessential Old Town Key West home. This beautiful one-and-a-half-story home has been thoughtfully restored with a mix of modern touches and traditional Key West influences. From the stylish LVT flooring throughout to the stunning kitchen to the new mini split ACs, theres isnt a bit of this home that hasnt been updated. The primary suite occupies the entire second floor, with a spacious bathroom and closet, as well as direct access to the rooftop deck. The two guest bedrooms are located on the first floor and share a full bathroom. The outdoor space is just as impressive, featuring a saltwater heated pool, outdoor kitchen and grill, AZEK decking on the patio and on the upstairs sun deck, and turf yard. And dont forget about the outdoor shower, a Key West staple! Situated on one of the quieter blocks in Old Town, Island Bliss gives you the feeling of being away from it all yet is only a short stroll from everything that Old Town has to offer. The charming front porch with classic gingerbread is the perfect place to relax in the island sun and an off-street parking spot is waiting for you in the driveway.

OPEN HOUSE SUNDAY 11/10/24 12-2pmSo much potential for this property...A+ Neighborhood.4 bedrooms, 3.5 baths total. Main House: 2bed/2bath and 2,084 sq. ft.Apartment: 2bed/1.5 bath and 858 sq. ft.Total air-cooled space = 2,942 sq. ft. Garage = 732 sq. ft.Utility Room:150 sq. ft.Solid, spacious concrete home with large rooms and windows throughout. Detached 2-Car garage with bathroom and laundry facilities.858 sq. ft. apartment over the garage has a private entrance.This property sits on two parcels, each parcel is 6000 sq ft for a total of 12,000 sq. ft. Each parcel carries its own ROGO for a total of 2 ROGOSNew central air conditioning in both homes. On-site Kohler propane generator conveys and will operate both homes when necessary with a 250 gallon tank which has been installed on site. The home at 3808 Eagle offers architectural details from the 1960s. The entry to the home and one wall of the living room showcases fossilized coral rock accents. The floors are marble and the open concept living/dining room sections off with original beveled glass pocket doors. The tray ceiling in these rooms feature indirect accent lighting and the dining room has built-in cabinetry. The 2 spacious bedrooms each have a vintage full bathroom plus walk-in closets. The entire house is surrounded by large windows, all with interior folding shutters and there is also a wonderful library/office with built-in cabinets and a rolling ladder!The yard is bricked and offers a 300 sq. ft. gazebo and room for a pool. The apartment is above the garage and has 2 bedrooms, 1.5 baths, kitchen, & both an interior staircase from the garage and exterior spiral staircase off the 2nd bedroom. May be purchased with 3807 Flagler Ave. for three contiguous, ROGO exempt lots equaling 17,000 sq ft of land.

Welcome to the breathtaking Casa Caselles townhouse, boasting picturesque water views from each of its four private balconies! This recently renovated residence features an updated floorplan, kitchen, baths, and storage, complete with impact windows and doors, custom lighting, tile flooring, and elegant granite countertops. The gourmet kitchen is a chefs delight, showcasing stainless steel appliances, a wine cooler, custom cabinetry, and a spacious island perfect for entertaining and dining. Each bathroom is adorned with floor-to-ceiling wall tiles, exquisite vanities, designer lighting, and top-of-the-line fixtures. Enjoy stunning views of the beach, ocean, and beyond from the walk-out decks located off the living room and primary suite. Ample storage is available with multiple walk-in closets and recently added custom closets for your convenience, whether for storage, hobbies, or recreational gear. The bedroom level features vaulted ceilings complemented by beautiful stainless steel cable staircase railings. A large carport provides covered storage for your vehicle, scooter, and golf cart, leading to a quiet sitting room and additional storage. Outside, the entertainment area beckons with a luxurious hot tub, glass-top bar, expansive lounging area, manicured hedges, and a low-maintenance private backyard. A huge storage room with built-in shelving offers even more organizational options. Situated in a gated community directly on the Atlantic Ocean between two nature preserves, this home exudes a quaint Mediterranean feel and provides a front-row seat to breathtaking sunrises and wildlife sightings. The beachside pool offers VIP seating for star-gazing, fireworks, and watersports, making it the ultimate retreat for relaxation and recreation. This exclusive 20-home complex is designated for owner-occupancy only, ensuring a serene and private atmosphere with no rentals allowed. Dont miss this opportunity to experience luxury coastal living at its finest.

Discover this beautifully renovated mid-century modern home in New Town, Key West. Located at the end of a quiet street, this 4 bedroom, 3 bathroom residence sits on a 9,000+ square foot lot with exceptional privacy, blended with sophisticated indoor-outdoor living.High-end finishes are thoughtfully integrated throughout the home, from sleek surfaces to custom cabinetry. The open concept design creates a seamless flow between living spaces, perfect for hosting gatherings of any size. The kitchen is outfitted with premium appliances and designed to inspire creativity and functionality.Step outside to a private oasis off the primary suite, where the large pool and attached spa are surrounded by lush, tropical landscaping, lounge space and anchored by a covered barbecue & dining area. The property includes an attached separate 4th bedroom and bath in-law suite in a tranquil setting. There are 2 storage units with electric & water behind privacy gates. Ample off-street and on-street parking, this property offers convenience, comfort, and a rare level of privacy in a highly desirable neighborhood. A true reflection of modern elegance, this home delivers a luxe lifestyle in an ideal location. For more information visit:https://keywestrealestatephoto.hd.pics/2711-Seidenberg-Ave/idx

This charming two-story Old Town cottage in Key West is ideally located just a half block off of Duval Street. The interior was beautifully renovated throughout with new floors, updated kitchen and impact windows & doors. The first floor includes a master bedroom with French doors leading out to an in-ground swimming pool. Upstairs, a loft provides a spacious guest bedroom. Overlooking the large pool and guest cottage which features vaulted ceilings and tiled flooring. A spacious wood deck covered by a large tiki hut connects the main house and guest cottage, creating a seamless indoor-outdoor living experience.The private pool, surrounded by lush landscaping, offers a tranquil retreat characteristic of Key West living. Additional amenities include an outdoor shower and covered off-street parking.

This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone elses overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890 Sanborn maps show an additional house on the property, that may be able to be rebuilt with permission from the city (buyers to verify). The home has plenty of the original Dade County pine waiting for restoration. Also featuring historic windows and double balconies. Currently the home is a legal duplex, each a 2 bedroom, 1 bath apartment. Buyers could retain the duplex or transform it into a stunning single family residence in the most sought after neighborhood in all of Key West.

Escape the noise of the city and enjoy the simple pleasures of life in this 4-bedroom, 3-bath home. Nestled on Solares Hill in the X Zone and tucked away on a charming lane, this property offers a unique living experience. Step into a home that exudes rustic charm with timeless, rich wood flooring and vaulted beamed ceilings. The sitting area is enhanced by a built-in hutch, perfect for displaying cherished china or storing essentials. The kitchen features sleek Corian countertops, a propane stove, and additional Whirlpool appliances. French doors create an open and airy atmosphere connecting the living and dining areas to a cocktail pool and outdoor sitting space on new wood decking. This tranquil oasis is perfect for unwinding on sunny afternoons, with the added luxury of an outdoor shower. Two comfortable bedrooms share a spacious bathroom. One bedroom features Dade County accent walls which adds a unique and stylish touch. The master bedroom is a sanctuary within your home, a place where you can unwind and recharge having access to the outdoor deck. The ensuite bathroom welcomes light through a porthole window. As you ascend the outdoor steps, youll discover an addition to this property - an oversized studio. This unique space offers a private sun deck entrance, a full kitchen, and a bathroom. The property is equipped with Kevlar hurricane shutters, a roof less than 3 years old and offers a rare gem: two coveted off-street parking spaces. This location makes for a wonderful monthly rental opportunity.

Attention developers! Three, 5,200 square foot lots ready for development in Key West, two vacant and one with a home that could be renovated or redeveloped. The lots have never been developed and qualify for a B-Pass ROGO unit. Develop 2-units and keep one for yourself, develop all three and take advantage of the lucrative Key West housing market, or if you are looking for a residence with plenty of rare space on the island this opportunity is for you! Letter of beneficial use determination from City Of Key West in hand.

A Historic Masterpiece originally built prior to 1912 and completely updated to the highest quality in the legendary Meadows neighborhood of Key West. 1317 Olivia Street is a two-story designer home perfectly paired with exotic tropical landscaping, custom swimming pool and water feature, IPE Brazilian hardwood decking, and sophisticated outdoor shower. The spacious master bedroom offers privacy and comfort, complete with a walk-in closet and custom built-in dresser. At the heart of the home, the chefs kitchen features a natural quartzite island with a waterfall edge flowing effortlessly into the open dining and living area with hardwood floors throughout. Here youll find 12 foot saw-tooth vaulted ceilings and low hung floating cabinetry along the entire western wall, creating a striking visual anchor for the room. A full bathroom is conveniently located off the kitchen, adding ease for guests. The living space extends to a dramatic wall of accordion-style impact sliding doors, opening to the saltwater pool and lush gardens that softly illuminate at dusk. Thoughtfully designed outdoor areas include sunbathing spaces, outdoor dining, and multiple seating areas, making it an ideal island retreat. With off-street parking, an X-Flood zone location, a whole house generator, and a minimalist yet impeccable design, this home is a unique opportunity to experience the Key West lifestyle with privacy and elegance in one of its most desirable neighborhoods.

At 3,924 square feet, 2718 Harris Ave is one of the larger private residences in Key West. Now being offered at under $600/sq ft! This impressive home offers an open and airy layout that is perfect for entertaining indoors and out. Entering through the majestic front door, youll immediately notice the high-end finishes and just how spacious the home is--marvel at the soaring ceilings and high windows in the main living area with ample natural light. The chefs kitchen is open to the living room, featuring top-of-the-line appliances (Viking, Bosch, Kitchenaid), and includes a coffee bar and built-in ice maker. The left wing of the house consists of 3 bedrooms and 3 bathrooms, including the oversized primary bedroom with a breathtaking bathroom and massive walk-in closet. The right wing of the house is ideal for guest quarters with a second-floor bedroom, en-suite bathroom, and private balcony. A concrete privacy wall surrounds the backyard and features lush tropical landscaping. The heated saltwater pool is perfect for relaxing in after a long day at work or out exploring the island; theres plenty of room to relax poolside or BBQ using the deluxe propane grill. Additional benefits include a whole house generator, two new air conditioning units, a rare large 9,165 sq ft lot, professional landscaping with turf, and plenty of off-street parking in the circular driveway and under the portico covered entrance. This home is being offered fully furnished. Whether youre looking for your forever home or investing in Key Wests thriving vacation rental market, this home is a must-see! Schedule your private showing today.

Bring all offers! Extremely motivated seller! This recently updated two-story home in the sought-after area of Key West is perfectly located blocks from the beach and just a bike ride to downtown/Duvall Street. All new Appliances (even washer/dryer, and tankless water heater). As you walk in you are welcomed with beautiful blue/Gray tile flooring, Stainless appliances, and granite countertops. The outdoor living oasis is the perfect place to relax or entertain with a large deck, sitting area, and one of the larger pools for the area. This 5 bedroom 4 bathroom home is a perfect investment for a full time residence, vacation home, or vacation rental. The property is turnkey ready, fully furnished with that island life decor. The detached pool house structure is a 1 bedroom, 1 bath studio with mini kitchen. The unique upstairs landing has two additional beds to accommodate even more guests or could be used as an office or additional TV/sitting area as well. Sleeps 14. The gorgeous new landscaping and fresh ocean blue exterior paint are sure to give you the beach vibe. Home was temporarily off the market to update the landscaping and exterior of the home. Dont miss this beautiful, spacious Key West property.

Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with the added benefit of high-demand rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017, this home features three spacious bedroom suites, each crafted for comfort and seclusion. The open floor plan flows seamlessly from a bright, inviting main living area to a gourmet kitchen equipped with vein-cut onyx countertops, stainless steel appliances, and a dedicated bar with a wine cooler--perfect for both entertaining and everyday indulgence. The living area extends to a private backyard oasis with a covered outdoor lounge, a heated saltwater pool, outdoor shower surrounded by lush greenery. The second-floor suite boasts a private rooftop deck, an ideal space for sunbathing or stargazing. Set in the preferred X Flood Zone, with impact windows and doors, this home blends modern flair with classic Key West charm, featuring light-filled rooms, 14-foot tongue-and-groove ceilings, and white oak hardwood floors. The classic shotgun-style layout guides visitors from the welcoming hallway through to the tropical backyard, creating a tranquil escape perfect for relaxation or entertaining. In a prime location, the property is within walking or biking distance to Key Wests best beaches, restaurants, and shops, allowing you to enjoy all that the area has to offer with no need for a car. Bonus is Off-street parking for a small car, a rare convenience in Old Town. This unique property, features an 8 x 4 Alan Maltz -a local artist- mural in the pool. Enjoy both seclusion and easy access to Key Wests most popular spots. Dont miss your chance to own this luxurious home offering style, charm, and great rental income potential in Old Town! Video tour https://tinyurl.com/1116Packer

This serene and charming single story conch house sits on a very private quiet corner lot in the popular Meadows neighborhood. The 3 bedroom 2.5 bath home has had significant updates and extensive remodeling over time including an office space, large well appointed kitchen and great room which opens to an expansive covered porch, mature garden, and pool. The heated pool has a waterfall feature and also a lap lane. There is a delightful separate one bedroom cottage with private bath and loft space. A concrete block shed on the property is useful as a work shop and laundry room.There is gated off street parking for cars and also a drive way at the rear of the property that could be utilized for trailer or boat storage.

6,254 square feet of land, park your RV or add guest house, etc. Two on site parking spaces. Renovated to convert to single family, currently set up as two units, one two bedroom, two bath with large sleeping loft and a one bedroom, one bath, (two legal units). Both floor plans attached shows the as is floor plan and the as proposed floor plan converted to single family. See documents tab. Keep as is and rent one side or easily convert to a single family home. Room for your RV on the very large fenced lot.

Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether youre looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant in place, ensuring immediate rental income.Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

Tranquil well maintained home professionally decorated on a private island five minutes off of Key West. Sunset Key. Tropical island living at its finest. The island has beautiful sand beaches , community resort style pool, tennis courts , fitness center, full service spa and a ocean front five star restaurant and bar. This exclusive community is dreamy and very secure. the ferry service to and from Key West runs 24 hours. Experience the serenity of truly being away from it all while just a short ferry ride to all Key West has to offer. Great investment opportunity for vacation rental.,history can be provided.

Welcome home to 531 Frances Street, located in the heart of old town Key West within walking distance to shops, restuarants, harbor walk and Duval. From the white picket fence to the wide front porch, this charming home is a classic. The first floor features high ceilings and gorgeous natural light in an open floor plan. The living room, dining and kitchen all open to the decked pool area. A covered loggia is perfect for outdoor dining, entertaining or relaxing rain or shine. The heated blue tiled pool is the focal point for the outdoor space. The primary bedroom with en-suite bathroom, den/third bedroom with walk-in closet and convenient half bath are also located on the first floor. Upstairs is a guest suite including a bedroom and a large bathroom that has plenty of storage space and access to the upstairs deck. The brick walkway, formerly used as parking, meanders around one side of the house and on the other side is a ramp which is one aspect of the full accessibility of this home. The location on the corner of Frances and Stump Lane is ideal, tree lined and surrounded by beautiful homes. Features and amenities include Smart Home technology with cameras and thermostat, Rain Barrel water collection system, Azek and wood decking. This home has been lovingly maintained and will please the most discerning buyers.

Tucked away on a hidden lane just a half of block off of Duval Street, 1 and 2 Aronovitz Lane is a true diamond in the rough! A one of a kind opportunity that is being offered for the first time ever. This listing consists of two platted lots with a total of three development rights and 5,614 sq. ft. of land. The existing well maintained house at 2 Aronovitz Lane is a two bedroom/one bathroom Conch style cottage that is considered a non contributing structure according to HARC. This expands the available options for the redevelopment opportunities with the combined properties. The vacant lot at 1 Aronovitz Lane was once a legal duplex. The build back letter from the City of Key West is included in the documents section along with the surveys for each parcel being offered. The owner will only sell both parcels together. The time is now to make this unique property your very own island destination!

Experience the quintessential Key West lifestyle in this beautifully transformed gem in the heart of Old Towns Solaris Hill. Restored and reimagined in 2022, this unique home seamlessly blends modern comfort with the historic charm of an 1889 cigar makers factory, as noted in Key West Sanborn maps. Enter through an inviting white picket fence to a spacious front porch, perfect for enjoying lazy afternoons with a cool drink or chatting with neighbors under swaying palms.Inside, a refreshing breeze welcomes you into an airy foyer with exquisite hickory hardwood floors, custom lighting, and a stunning locally crafted floating staircase that serves as a stylish focal point. The chef-inspired kitchen is the heart of the home, equipped with top-of-the-line Wolf appliances and a Sub-Zero refrigerator, all nestled in custom cabinetry with gorgeous soapstone countertops. An eye-catching iron and marble island takes center stage, surrounded by a handcrafted Cle tile wall that sets the scene for culinary adventures.Bright and inviting, the spacious living area features two sets of impact-rated French doors, enhancing the essence of indoor-outdoor living, where you can bask in the gentle sea breeze. Original Dade County pine adds warmth and character throughout. The retreat-like primary bedroom and two thoughtfully designed guest bedrooms offer ample relaxation space, each with beautifully upgraded bathrooms featuring custom tiles and Kohler fixtures.Step outside to your personal oasis, complete with a brand-new saltwater pool surrounded by tropical landscaping and a travertine deck, ideal for sun-soaked gatherings or starlit evenings. An outdoor shower adds a refreshing touch, while a custom-built privacy fence ensures your sanctuary from the outside world.Enjoy the convenience of private off-street parking and proximity to the vibrant culture, dining, and entertainment that Key West offers. Duval Street is just two blocks away, with nightlife and fabulous restaurants.