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

Step into a hidden indoor-outdoor sanctuary with the charm of a secret garden, blending timeless Key West style with lush sophistication. This extraordinary property invites you along a tropical pathway lined with exotic palms, unveiling a classic Key West home framed by a serene water feature, a spacious covered porch, and one of the islands most captivating gardens.Inside, the home boasts 12-foot-high ceilings, elegant French doors, and beautiful hardwood floors, enhancing the sense of space and natural light. Featuring 2 bedrooms and 2 bathrooms, the open-concept layout offers seamless flow and idyllic tropical views from every window. An iconic outdoor shower surrounded by vibrant island greenery and a second water feature in the side garden complete the tropical retreat experience.With two off-street parking spaces and a prime location in Key Wests sought-after Old Town neighborhood, 711 Ashe Street offers effortless living just moments from the islands finest beaches and restaurants.

3731 Eagle Avenue is an exceptionally crafted two-story masterpiece on one of Key Wests most sought-after blocks in New Town. Built by a locally renowned contractor for their personal family home, this property stands out for its superior quality and attention to detail featuring pressure treated pine framing, hardie board siding, and double insulated windows. A grand tropical entrance reveals a secluded oasis complete with mature native landscaping surrounding a custom heated swimming pool, water feature, two outdoor showers, covered outdoor grill, and beautifully maintained IPE decking. Nestled at the rear of the property and elevated well above ground level, the home enjoys both privacy and stunning tropical views. The first floor boasts a spacious, open layout featuring a large living room with custom-built cabinetry, a formal dining area, and a gourmet kitchen fitted with elegant Poggenpohl cabinetry. Two guest bedrooms and two guest bathrooms complete this level, offering ample space for family or visitors. Upstairs, the primary bedroom offers a large covered porch overlooking the pool and gardens, walk in closet, and beautiful en suite bathroom. Additional features include covered parking with an electric impact rated garage door and exquisite design details throughout, making this tropical hideaway a rare find on one of the best blocks in Key West.

Welcome to 1418 Laird Street, a meticulously renovated mid-town gem centrally located to all Key West has to offer. Nestled on a rare double lot, this elevated, one-level home offers unparalleled luxury, privacy, and tropical charm. From the moment you arrive, youll be captivated by the lush landscaping, thoughtfully illuminated with landscape lighting, and the convenience of parking for multiple vehicles. Step inside to discover a space where no detail was overlooked. Upon entry you will note the attention to detail that is consistent throughout. High ceilings, crown moldings, gas fireplace, hardwood floors, wainscoting, and built-in shelving are just a few of the attributes. The open living area is a marvel, containing the living area, dining room, a study, and the Chefs kitchen. Entertaining is a breeze with a kitchen that boasts a gas range, a spacious center island, and plenty of room for gatherings. The elegant primary suite is a private oasis, complete with a stunning garden view, a fabulous bathroom featuring an antique clawfoot tub, and an enormous custom closet, bigger than most Key West bedrooms! Whether youre unwinding in the private lounge or indulging in spa-like comfort, this suite is a dream come true. Outdoor living is just as impressive, with numerous seating areas, a built-in grilling station, and an inviting dining space. The heated and chilled saltwater pool with a tranquil fountain is the perfect place to relax and enjoy the Florida sun. Practical features include impact doors and windows, a whole-house generator, a newer metal roof, and an elevated 8x12 shed for extra storage. Every inch of this home has been lovingly updated and maintained, offering peace of mind and effortless Key West living. This tropical retreat is more than a home; it is a lifestyle. Do not miss your chance to own this one-of-a-kind property in one of Key Wests most desirable locations!

Effortless style, prime location, and outdoor living at its best. Welcome to your dream coastal beach cottage, tucked away in a quiet midtown neighborhood. This completely updated one-level home offers the perfect combination of privacy, convenience, and island charm. Just minutes from the beach and walkable or bikeable to Key Wests best restaurants and cafes, 1619 Rose Street is perfectly situated to embrace the ultimate island lifestyle.Step into a thoughtfully designed home with an open floor plan that flows seamlessly from the living area to the dining room, kitchen, and out to the expansive lanai. The master suite is a true retreat, with sliding glass doors opening directly to the pool area, a walk-through shower, and a custom-fitted walk-in closet.The centerpiece of this home is the lushly landscaped backyard oasis. Surrounded by tropical greenery, it features a heated pool, multiple outdoor living spaces, and a serene ambiance perfect for relaxing or entertaining. Completing this outdoor paradise is a detached one-bedroom, one-bath guest cottage with its own private deck overlooking the heated and chilled pool--ideal for visitors or a private home office.Modern design, thoughtful details, and the very best of Key West living await you in this stunning island retreat.

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.

This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally built in 1906, it has been meticulously restored from the ground up, essentially making it a brand-new property. The home features off-street parking, a heated dip pool, and comes fully furnished, offering a turnkey experience. Situated within walking distance of restaurants, art galleries, and Duval Street, the location is ideal. A spacious porch with classic painted Cuban tiles provides a relaxing outdoor retreat, while reclaimed heart pine flooring extends throughout the interior. The open floor plan offers a seamless view from the living room to the pool deck, making it perfect for both relaxation and entertaining. The original tongue-and-groove Dade County Pine has been carefully removed, refinished, and reinstalled, creating a warm and inviting atmosphere.The L-shaped kitchen overlooks the heated dip pool and features custom craftsman shaker cabinets and quartz countertops. The master suite is conveniently located on the first floor, complete with an en-suite bathroom and walk-in shower. Two guest bedrooms, each with en-suite baths and vaulted ceilings, are located on the second floor.This home has been completely rewired, replumbed, and foam-insulated, ensuring compliance with modern building codes. A new foundation and a reinforced metal shingle roof have been added, along with fabric hurricane shutters for protection and insurance benefits. Smart switches, appliances, locks, and wired ethernet connectivity allow for remote home management via phone.The property is located in the X Flood Zone! The propertys historic charm makes it a remarkable piece of Key West history. Owner is a Lic. FL Real Estate Agent.

Freshly renovated throughout and nestled on one of Old Towns most coveted streets, youll discover this captivating home steeped in rich history. The kitchen has new granite counters, new stainless-steel appliances & has been opened up to completely transform the space creating a modern feel and functional room. The Richard Roberts home, originally transported from Green Turtle Cay, Bahamas in 1847, stands as a cherished Key West icon. With 4 or 5 bedrooms, 3 baths, plus an office space (or 5th bedroom), its versatile floor plan offers endless possibilities. Enjoy the outdoors with four inviting porches (two on each side), warm wood pine walls, and heart pine floors throughout, this residence has earned 2 stars through the years from the Historical Florida Keys foundation. A wonderful great room or downstairs primary suite effortlessly spills onto a side yard deck & jacuzzi. Access to the second floor is via an outdoor staircase and the third floor hosts a generous bedroom and bath suite or could also serve as two bedrooms. This historically significant home is a true Key West landmark. Just 3 blocks from Duval St. & the waterfront, its quiet neighborhood is walkable to all the shops, galleries & fine restaurants.

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

**Cash buyers welcome, with potential owner financing options available** Welcome to your dream oasis in Old Town Key West! This recently updated home boasts a lush fenced yard enveloped in tropical landscaping, offering both privacy and serenity. Enjoy off-street parking and a charming large front porch complete with a swing, perfect for lazy afternoons.Step inside to discover an open concept layout adorned with Miami Dade County pine accent walls, creating a warm and inviting atmosphere. The spacious outdoor area beckons with a sparkling pool featuring a soothing water feature, a dining area for al fresco meals, comfortable seating for relaxation, and a covered area with a TV for outdoor entertainment.Entertaining is a breeze with this homes versatile layout, ideal for hosting gatherings with friends and family. Work from home effortlessly in the designated office space, and retreat to the balcony off the primary suite for peaceful moments with a view.Conveniently located just a short walk or bike ride from all that Key West has to offer, this home combines luxury living with the quintessential island lifestyle. Dont miss out on this rare opportunity! Schedule your showing today.

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.

POSSIBLE OWNER FINANCING FOR QUALIFIED BUYER:Exquisite newly built residence showcasing world class architecture and luxury in one of Key Wests more idyllic Old Town neighborhoods.Located just a leisurely stroll from the iconic White St. Gallery District, where one can indulge in a local cuban coffee, dine in a Mediterranean restaurant or browse through the wide selection of art galleries and boutiques for local treasures.1324 Duncan St. offers an unparalleled blend of elegance and sophistication, adorned with the finest materials, including stunning hardwood floors, custom plantation shutters & window treatments, a captivating selection of designer wallpaper, Eastern Accent linens in every bedroom and carefully selected artwork, creating a truly luxurious living experience.Gourmet kitchen, outfitted with custom cabinetry, accented with gold finishes, granite countertops & finished with glassware, silverware and everything you need for a seamless move-in experience.Exceptional layout features, three bedrooms, each with private en suite bathroom, where the designer has scored a full 10 with their combination of gorgeous ceramic tiles, quartz countertops, accented wallpaper and carefully selected fixtures. A stunning furniture package gives that finishing touch creating exciting and colorful ambiance.Open floor plan lends itself to the modern day living with living room opening out to the newly landscaped private oasis featuring a saltwater cocktail pool & patio.The combination of the elements has resulted in a true Key West masterpiece, additional features include impact windows and patio doors, X-flood zone, landscaped and fenced in for privacy, Chicago brick walkways, security and alarm system.The home is being offered completely turn-key including a brand new 2025 Evolution Ranger Plus golf cart with sound bar, rear storage, back up camera, upgraded battery, and warranties. Welcome to Key West living at its finest.

6,254 square feet of land, corner lot, park your RV, 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, as is and the proposed converted to single family. New heated pool, new metal shingle roof, entire two bedrom is new and new IPE decking. Tennis courts across the street. 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!

Welcome to this character-filled, 3 bedroom, 2.5 bathroom home, built in 1918, which is situated in a much sought-after neighborhood found within the X-zone. As you enter the home, the charming foyer features rich wood floors, crisp white walls, and a convenient half bath. A staircase leads to a bright and spacious bedroom/sitting area, ideal for hosting guests. While the main floor corridor guides you to what the rest of the Old Town home has to showcase. A guest bedroom offers a versatile space, easily accommodating twin beds or a king, his-and-hers closets, and a private en suite bathroom with a relaxing tub. The living room is bathed in abundant natural light, thanks to french doors that offer a view of the inviting backyard. The kitchen features granite countertops, stainless steel appliances, and a designated island with ample workspace and bar stool seating. A master bedroom is strategically located on the far end of the house. One of its standout features being French doors layered with ouver exterior shutters that open directly to the pool. This room also boasts his and hers closets and an ensuite bathroom, including a sleek marble and glass block shower. The backyard is the ultimate entertainment space, with a spacious covered lanai for relaxation. The washer and dryer are housed in a designated outdoor shed next to the outdoor shower. The backyard also offers direct access to and from two bricked off-street parking spaces.

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.

Located in Old Town of Key West, this 2412 Sq Ft, 3-story single-family home offers the perfect blend of space, comfort, and island charm. The main house features 3 spacious en-suite bedrooms and 3.5 bathrooms, providing plenty of privacy for family and guests. The 2nd floor has 2 en-suite bedrooms and the 3rd floor features a spacious full-floor primary suite, complete with a sitting room that can easily serve as a fourth bedroom or a home office. The property includes a guest house with a full bathroom, ideal for visitors. Exit the sliding glass doors and youll find a private in-ground heated pool, creating a tranquil oasis for relaxing and entertaining. This home embodies the best of the Key West lifestyle. Enjoy an easy walk to world-famous Duval Street, Higgs Beach, the White Street Pier, the Historic Seaport District, and many of Key Wests renowned restaurants, galleries, and shops. Off-street parking is available at the rear of the house, and there is space to park out front. The property has a strong vacation rental history, making it an excellent investment opportunity, and is located in the X flood zone. Whether youre looking for a full-time residence, a vacation home, or an income-producing property, this single-family home has it all. Experience the best of island living in this exceptional Key West getaway.

Situated in the coveted Historic Seaport neighborhood, 1015 Eaton Street offers charm and convenience, creating the ultimate Key West lifestyle. This meticulously reimagined Historic Eyebrow home offers 4 bedrooms and 3 bathrooms thoughtfully designed for quintessential island life. As you enter through the white picket fence, the home welcomes you with an inviting front porch, ideal for soaking in the sights and energy of this sought-after neighborhood. Upon opening the front door adorned with a stained glass transom, you are greeted by Dade County pine floors and walls lined with elegant wallpaper. The airy open-concept kitchen and living space are highlighted by soaring ceilings and a waterfall island. Stainless steel appliances and a marble counter top complete this ideal chefs kitchen. Natural light cascades through expansive wall-to-wall sliding glass doors, seamlessly connecting the indoor and outdoor living areas.The main-level primary ensuite bedroom features a luxurious bath with a basalt accent wall, sleek natural finishes, and direct access to the pool area. A first-floor ensuite guest bedroom and two additional upstairs bedrooms ensure plenty of space for family and friends. Each bathroom features custom anti-fog mirrors, porcelain tiles, and exquisite accents, blending functionality with sophisticated design. IPE decking along with a dazzling saltwater pool and adjoining hot tub with a glass mosaic-tiled waterfall sets the stage for relaxation and entertaining. This fully fenced backyard oasis offers the ideal space for tanning and unwinding after a long day on the island.With its unbeatable location and close proximity to all Key West has to offer, from eclectic boutiques, waterfront dining, or the islands renowned attraction, 1015 Eaton Street offers a rare opportunity to embrace the vibrancy of island life. Schedule your private showing today and make this Historic Seaport home yours!