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

Updated photos coming soon. This town house is in the award-winning Truman Annex and is located on a private lane surrounded by charming custom-built homes. The generous open floor plan features 10-foot ceilings both on the first and second levels with hardwood floors and crown molding. Enjoy the theater style kitchen with quartz countertops and stainless-steel appliances with a gas cook top. The large living and dining area feature custom built-ins and ample storage. The beautiful rear tiled patio enjoys ample room for outdoor living & entertaining and includes additional storage space. The 2nd floor has two generous size bedrooms with private baths. Impact rated windows and doors. Includes the special Truman Annex transient rental license with restrictions.

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!

A Rare Opportunity in Key Wests Historic Heart - 719 Bakers LaneNestled in the tranquil charm of Old Town Key West, 719 Bakers Lane offers an exceptional chance to craft your dream home in the islands most coveted location. This nearly finished 3-bedroom, 3.5-bath residence presents the rare opportunity to pick your own finishes, fixtures, appliances and landscaping and skip the endless waiting for permits and architectural drawings. Located just 3.5 blocks from the Historic Seaport and 2.5 blocks from Duval Street, youre moments from world-class dining, entertainment, and Key Wests vibrant culture. Walk to the islands best shops, restaurants, and bars, all while enjoying the peaceful privacy of a lane home surrounded by historic architecture.This home sits in Key Wests highest and most desirable flood zone (X500), offering the ultimate peace of mind. Featuring impact-resistant doors and windows, its designed for both security and style. This beautiful new construction blends modern convenience with Old Town charm.Embrace the opportunity to own a piece of paradise, where history, privacy, and luxury come together in perfect harmony. Live in the heart of Key West--steps from everything the island has to offer.

Exceptional newly built (2023) 4-bedroom, 4 1/2-bath home situated on a corner lot in Key West, featuring a large saltwater, heated pool and hot tub. This home offers a blend of luxury and practicality with highlights including: a corner lot location, soaring ceilings on both levels, crown molding, and a full ensuite bath in every bedroom. The open-concept first floor is perfect for entertaining, with a spacious kitchen boasting a large island, white 42 cabinetry, and high-end appliances. The living area flows seamlessly into the kitchen and beautifully landscaped backyard with a pool and hot tub. A covered deck with fans provides a relaxing spot to enjoy the outdoors, while the fenced yard offers privacy. The second-floor laundry room includes ample cabinet storage, and the home is raised on piers above flood zone, with several private parking spaces. The first-floor primary suite features a walk-in closet and an ensuite with a 5 shower, double sinks, and a separate whirlpool tub. Built to the highest wind load and flood standards, this home is both a sanctuary and a fortress. Enjoy the perfect balance of privacy and convenience, just moments from all that Key West has to offer. Dont miss this rare opportunity to own your dream retreat! One of the owners is a licensed Florida real estate agent. Home appraised for $2.8 M in December, so you would have instant equity!

Dona Calabash - Located just a half a block from the upper end of Duval Street this charming Old Town beauty has it all! Three bedrooms including a luxurious master suite with spa bath, two guest bedrooms and two full baths. The gourmet kitchen features commercial grade stainless appliances, granite countertops and plenty of storage. Rear French doors open to a covered deck and the refreshing pool and surrounding lush gardens. The adjacent cabana house has a beautifully appointed bath and cozy sleeping/sitting area. Features here also include high ceilings, hardwood Brazilian cherry floors, Dade County pine feature walls, gorgeous grounds and a convenient electric gate for the off street parking for multiple vehicles. This property has been meticulously designed and maintained for the discerning new owners! Walking distance to the ocean, restaurants, shops and nightlife and still have privacy & quiet, this special fully appointed property is a must see.! Very easy to show!

Embrace the unique opportunity for eco-friendly Key West living, with significantly reduced electric bills. The solar panel system, installed by Salt Air, features 39 high-efficiency solar modules, each delivering 327 watts, for a total capacity of 12.75 kilowatts. Designed for low maintenance, this system is fully covered under warranty for your peace of mind. The system is upgraded to ensure that panels unaffected by shading continue to generate power efficiently. It charges and stores the energy produced, and once fully charged, it sells any excess energy back to Keys Energy. This exceptional one level home features expansive impact windows and sliding glass doors, seamlessly blending indoor and outdoor spaces. The fully-equipped kitchen, anchored by a spacious eat-in island, is perfect for intimate dinners or hosting grand soirees.Step into the master bedroom, where sliding doors lead to your tranquil swimming pool and a private ensuite bathroom. Adjacent to the master suite, a convenient half-bath, and a versatile office space that could serve as an additional living space or extension to your master suite. The guest wing includes two bedrooms sharing a bath, along with a charming outside guest cottage complete with a full bathroom--ideal for a guest suite, gym, or art studio.Nestled in the coveted Midtown neighborhood, this home is just a short bike ride from Old Town and mere moments from Higgs Beach and White Street Pier. Dont miss the chance to experience this distinctive Key West gem, where modern luxury and sustainable living

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!

711 Olivia Street is a rare gem that fuses timeless Conch-style architecture with sophisticated, modern upgrades. This 3-bed, 3-bath home has been meticulously remodeled, creating a private sanctuary that honors its historic heritage while offering all the comforts of -contemporary living. The open-concept layout welcomes you with premium flooring & abundant natural light, all designed to enhance the seamless flow between indoor and outdoor spaces. At the center of the home is a beautifully appointed gourmet kitchen equipped with high-end appliances, a gas range, expansive counters, and custom cabinetry.Significant enhancements have been made with no detail overlooked. All windows, French doors, and sliders have been upgraded to hurricane-rated impact glass, while the original HARC-protected front windows remain beautifully preserved with hurricane shutters for protection. The roof is securely tied to the structure and treated with a specialized coating that reflects heat and seals out humidity. The outdoor space is a lush tropical retreat, surrounded by professionally designed landscaping featuring mature palms & vibrant orchids supported by an irrigation system. A heated pool with updated plumbing and a new pump invites you to relax in style, complete with a spacious deck and an outdoor kitchen. Further upgrades include spray foam insulation beneath the main home and throughout the pool house to enhance energy efficiency & guard against moisture. New AC units provide reliable comfort year-round. Smart home technology, a security system, and ductless climate control elevate the living experience with comfort & peace of mind. Situated on a 3,350 sq. ft. lot in the highly desirable X flood zone, this home also offers the rare advantage of off-street parking. More than just a home--its a refined blend of historic charm and luxury living in one of Key Wests most coveted neighborhoods.

This stunning Old Town residence offers the perfect blend of historic charm and modern elegance, just one block from Duval Street and three blocks from the world-famous Southernmost Point. This 3 bedroom, 2 bath home was fully renovated in 2018. and features a private gated courtyard, off-street parking, and high-end finishes throughout.Enjoy effortless indoor-outdoor living with a thoughtful floor plan and refined details including impact-rated doors and windows, luxurious oak flooring, custom tilework, and preserved Dade County Pine. The chefs kitchen is outfitted with stainless appliances, brushed marble countertops, and striking copper and bronze fixtures.The oversized primary suite impresses with vaulted cypress ceilings, a spa-style en suite bath, a statement copper soaking tub, and generous custom closets. Additional highlights include spacious storage throughout and elegant, low-maintenance landscaping.This is a must-see property for buyers seeking style, comfort, and walkability in one of Key Wests most desirable neighborhoods.

Step into 1511 South Street -- a private tropical fully renovated residence where island living meets sleek, modern design. Beyond the gate lies a lush, low-maintenance paradise, perfect for entertaining. The main house features PGT impact windows and doors, vaulted ceilings, and a spacious open-concept design. The living, dining, and kitchen areas flow seamlessly together, with a commercial-style kitchen boasting high-end appliances and open shelving. For added convenience, the kitchen connects directly to the carport, making loading and unloading a breeze. French doors open to an 18 x 14 Caribbean-style dining loggia, seamlessly blending indoor and outdoor living alongside a custom outdoor kitchen by Paradise Grills. The heated pool has been recently resurfaced, complemented by new stonework and durable WEARDECK composite, creating a stylish and inviting outdoor oasis. Both bright, airy bedrooms open directly to the pool and landscaped side yard, while the spacious laundry room offers extra storage. Beyond the pool, the two-story guest cottage features a bedroom and full bath on the main level, plus a second bedroom and bath upstairs, along with walk-in closets. The guest cottage is equipped with its own generator for added peace of mind. Multiple outdoor storage closets, an air-conditioned attic over the carport, and a canvas-covered rear yard provide even more space to enjoy. Understated from the street, unforgettable once inside--this is Key West living at its finest.

Indulge in the pinnacle of luxury at this stunning three-story Old Town Key West residence, a property that simply must be seen. Located directly across from the historic Key West Lighthouse and just steps from the renowned Duval Street, this home offers unparalleled access to Key Wests finest attractions. A leisurely stroll takes you to the Southernmost Point and the Atlantic Ocean, mere minutes away. Located in the coveted X Flood Zone, one of Key Wests highest elevation points and boasting over 3,000 square feet of meticulously designed living space, including four bedrooms and four bathrooms featuring two master suites, this home effortlessly blends sophistication with contemporary comfort. The first floor showcases a generous eat-in kitchen, a versatile guest bedroom or sitting room, and two full bathrooms, while the expansive great room provides an ideal retreat for relaxation or entertainment. French doors open to reveal a spacious in-ground pool, perfect for enjoying refreshing breezes and ample outdoor space. The second and third floors house two additional master suites, each offering privacy and opulence. Embrace a lifestyle of refinement and coastal allure in this exclusive Key West haven. Ideally situated for walking or biking to renowned restaurants, enjoying live music, exploring galleries, spending the day at Fort Zachary Taylor State Park or savoring the vibrant energy of Duval Street.

Discover the ultimate island escape, where luxury knows no limits and every detail is designed to wow. This stunning mid-century modern home has been meticulously updated with premium appliances, Emtek hardware, Somfy electric blinds, and elegant crown molding, creating the perfect blend of comfort and sophistication. Nestled in one of Key Wests quiet residential neighborhood, youll be just moments away from pristine beaches, White Street Pier, Key West Dog Park, and premier Pickle Ball and Tennis Courts. Tucked behind private walls on an expansive 6,500 square foot corner lot, the property is surrounded by meandering pathways, specimen palms, and swaying orchids that set a tranquil, tropical scene. Step inside to discover 2,309 square feet of light-filled living space, featuring floor-to-ceiling impact glass windows and an expansive open-concept layout, making it ideal for seamless entertaining. The kitchen boasts a dramatic 13-foot ceiling, while the grand formal living and dining area flows effortlessly through impact sliding glass doors on both sides to a large covered sitting/dining area and the custom swimming pool. The primary suite is a serene retreat, complete with a walk-in closet, a spa-like bath, and a frameless glass shower. A separate bedroom wing offers two additional bedrooms--each with their own private bathrooms and one with direct pool access and another that adjoins a stylish guest bath with sliding doors leading to a private outdoor lounge area. Outside, the private pool area provides generous space for sunbathing, dining, and relaxation. Custom-built gates and an enclosed carport with built-in storage enhance the homes modern appeal and convenience. This isnt just a home; its a sanctuary of sophistication, privacy, and effortless island living. Your slice of paradise awaits--dont miss the opportunity to make it yours.

Meticulously renovated 1866 Conch Revival perched atop Solaris Hill in the heart of Old Town and Steps from Old Towns vibrant culture, dining, and entertainment. This historic gem blends rich heritage with contemporary comforts offering an open Floor plan, 2 primary bedroom options (one on first level), X Flood Zone, cocktail pool, hammock porch and more!Step into the foyer at the corner of Southard & Love, where preserved architectural details meet modern sophistication. Dade County pine adds authentic charm throughout, complementing the open-concept living & dining areas. High ceilings, natural light & hardwood floors enhance the seamless blend of old & new.The gourmet kitchen features top-of-the-line appliances, custom cabinetry and quartz countertops. The spacious island connects the kitchen to the living areas, creating a cohesive flow.4 bedrooms, 3 with renovated ensuite bathrooms. The main floor primary bedroom is a luxurious retreat with a spa-like bathroom, walk-in closet, & French doors offering serene island views. An additional main floor ensuite bedroom provides comfort for family or guests.The alternate primary bedroom retreat on the second floor with WIC, vaulted ceiling & newly renovated ensuite bathroom boasts Dade County pine, an office or sitting area with a surround of French doors and hammock porch with a perfect breeze anxiously awaiting. A third level bedroom completes this stunning home.Outside, enjoy a private tropical paradise with lush tropical landscaping, sunlit multi-level deck, & a refreshing, heated & jetted cocktail dipping pool. The rare off-street parking spot adds convenience in this prime Old Town location.

A stunning new renovation transforms this spacious elevated home to a total of 5bd/4ba plus a bonus space and is offered fully furnished with brand new coastal decor. Situated on a spacious corner parcel this home also offers multiple covered patios, maintenance free green space, a large heated pool and covered parking. An open concept floor plan welcomes you to a stunning great room, spacious kitchen overlooking the pool with a pass through window, a gorgeous dining room and a bar for entertaining. This exceptional renovation boasts 3 of the 5 bedrooms with custom ensuite baths and your choice of a master on the main or 2nd floor. This location overlooks the nature preserve and offers two beaches within walking distance with a dedicated pedestrian/exercise path. Enjoy dog park, beachfront dining or tennis/pickleball courts a short stroll away. If you are seeking a beautifully designed luxury home offered turnkey with stunning decor this one cant be beat!

Welcome To The Little School House on Eliza! Step into a blend of history and elegance at 1320 Eliza Street -- a beautifully restored, spacious home with roots that reach deep into Key Wests storied past. Once a historic schoolhouse, this unique property was thoughtfully transformed into a warm, inviting residence that honors its architectural legacy while embracing modern comfort.Soaring ceilings, hardwood floors, and an abundance of natural light highlight the homes character, while expansive living spaces and a carefully updated layout provide room to relax, entertain, and create memories. With four bedrooms spread out throughout the property, this home is a perfect family retreat. The first floor features a very large Primary Bedroom with ensuite and a private porch, and also features a guest bedroom with ensuite with a private deck as well. The second floor features an additional guest bedroom that can easily be an office with a lot of storage. A fourth bedroom is located in the detached guest cottage, complete with a half bathroom and outdoor shower (making it a full Key West Bathroom). Overall, a fantastic layout! The private and completely fenced in backyard is perfect for entertaining with covered porches, outdoor seating and an in-ground custom spade-shaped pool with waterfall and a brand new pool heater. Lush tropical landscaping with irrigation and outdoor garden lighting makes this home truly special. This property also received a brand new roof in 2023. Schedule a showing today!

New lower price! Gorgeous move in ready, 2,205 sq ft conch style home, where historic charm seamlessly blends with modern luxury situated in the best location in Old Town. Just steps from Duval St and one block from the ocean, beach and the Southernmost Point. Priced at $2,600,000 this exquisite property offers a turn- key experience that includes a fully furnished house, in addition with a Jeep Unlimited, making it easy to navigate the island and experience all that Key West has to offer. The ground floor has an inviting open floor plan with plenty of natural light filled rooms wrapped in Dade County pine and glorious flooring that allows for seamless flow between the living spaces, perfect for entertaining guests or simply unwinding after a day of adventure. With high ceilings and top-of-the-line finishes, every detail has been carefully curated to create a space the exudes elegance and comfort. The gourmet kitchen is a chefs dream with high end appliances generous countertops and custom cabinetry. Relax outside in the heated kidney shaped swimming pool surrounded by lush tropical landscaping or enjoy the covered pergola great for dining or shade. The 2nd floor has two double sized bedrooms with a spacious balcony with a glimpse of the ocean and Southernmost House. There is also a marvelous grand foyer with space for a small office. The 3rd floor master suite offers ultimate privacy encompassing the entire third floor which has a huge walk in closet with built in dressers drawers with quartz counters and lots of storage. The lavish master bathroom has a spa shower with a luxury rainfall shower head system. Double marble sink vanities, Vintage reclaimed wood walls and luxury vinyl flooring. While preserving its historic character, this home has been thoughtfully updated with modern amenities. Dont miss this opportunity to own a historic residence in Key Wests highly sought after neighborhood. Call today for your private showing

Welcome to 710 Ashe Street, a masterfully restored 1889 Eyebrow home, where historic charm and contemporary comfort converge in one of Key Wests most sought-after locations. This exceptional property, complete with a detached guest house, offers a versatile and elegant living experience--perfect for families, in-laws, or lucrative rental opportunities (rental figures available upon request). The main residence boasts three bedrooms, two bathrooms, and 1,282 square feet of refined living space. Step onto the inviting front porch, where classic island colors set the stage for the warmth and sophistication within. Inside, original hardwood floors, soaring 9-foot ceilings, and a beautifully preserved staircase pay homage to the homes rich history, while modern enhancements seamlessly elevate the experience. A thoughtfully designed brand-new gourmet kitchen showcases Cafe appliances, custom cabinetry, and French doors that open to a private backyard retreat--perfect for alfresco dining, relaxing in the lounge area, or unwinding in the spa after a day of island adventures. Upstairs, two additional bedrooms share a beautifully appointed bathroom that blends timeless elegance with contemporary finishes. Tucked behind the main home, the renovated guest house offers two bedrooms, one bathroom, and 1,021 square feet under roof. Accessible via a private walkway, this stunning retreat features an open-concept layout, where a stylish kitchen, sunlit living space, and designer finishes create an inviting atmosphere for guests or potential rental income. Located on one of Old Towns most exclusive and picturesque blocks, this remarkable property places you just moments from Key Wests finest dining, boutique shopping, and historic landmarks. Whether you seek a serene island escape or a savvy investment opportunity, 710 Ashe Street is a rare find in paradise.

This exceptional home in the most desirable of Old Town locations is now on the market for the first time in over 40 years. Nestled at the very end of hidden Lowes Lane youll find, in addition to complete peace, tranquility and privacy, an immaculately maintained and renovated 3 bedroom and 3 bath historic Conch home with original Dade County pine, heated salt water pool, off street parking under a covered carport with room for other vehicles, bikes or scooters, and immaculate grounds designed for low maintenance. There is a separate storage shed, and additional storage above the carport. A well designed renovated kitchen with pass-through to the back deck is an invitation for outdoor al fresco dining enjoyment. There are 3 renovated full baths, with one conveniently adjacent to the pool. The primary bedroom is upstairs with an en-suite bath. 2 additional bedrooms are downstairs, creating privacy for owner and guests. One bedroom has been purposed as a comfortable tv room with built-ins.

Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this energy-efficient ICF (Insulated Concrete Forms) home features a 1-car garage and a private pool, perfect for relaxation and entertaining. The spacious, open floor plan includes a gourmet kitchen and 3 primary suites, ensuring ample space and comfort for family and guests. Dont miss the chance to make this extraordinary home yours!

First Time on the Market! Surprising water views combined with maximum privacy are the signature advantages of this luxurious and well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction and added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 and a half bath home has been well maintained and never rented. Years of planting and care have gone into creating maximum privacy with lush landscaping in all directions. The pure realization of a true tropical escape: quiet, serene and secure, with no automobiles, world class amenities including an oceanfront restaurant and bar, full service spa, beautiful sand beaches, community resort style pool, tennis courts and fitness center. Plus Overlook has its own separate heated swimming pool as well. All of this just a quick ferry ride available every half hour to connect to all the action that Key West has to offer. A truly unique island experience! Check it out.