Key West FL Real Estate & Homes for Sale

For the first time ever, step into the reimagined 1116 Truman Avenue condominiums! Located in the historic neighborhood of Old Town, this newly renovated building is well-sited in the X-Flood. Unit 1, located on the second floor of the front building, features 2 bedrooms and 1 bathroom, 775sf, with soaring vaulted ceilings, an open floor plan, kitchen, and its own private 2nd floor porch. With tropical vegetation around the perimeter for privacy, the property is a harmonious blend of style and comfort. A short bike ride from world famous Duval Street and walking or biking distance to the island's best restaurants, shopping, and galleries. Schedule your private showing today!**Seller financing available.**Unit 1 and Unit 2, during the renovations, was framed in advanced for the possibility to convert the two units into a single-family 4BD/3BA.

This private gated estate is nestled in the sought-after Casa Marina neighborhood. This tropical oasis consisting of four dwellings, sits on a 15,000 square foot lot featuring two heated saltwater lagoon pools joined by a gentle waterfall an surrounded by lush, professionally lit landscaping. Experience celestial bliss as you as you dine under the covered veranda under the stars. The main house has been completely renovated by Marc Berry the designer from David Smith Interiors in 2023. The second house has 2 bedrooms and 2 baths with a custom kitchen and wet bar overlooking the pools and gardens. The guest house has a separate private office in the front with another dwelling perfect for a yoga studio, gym or meditation space. This premier location is just a block away for one of the finest restaurants in town, Louie's Back Yard and the sparkling turquoise waters that Key West is known for.

First time ever on the market. Excellent opportunity to purchase a wonderful and beautiful single-family home. This lovingly cared for home was built for the current owners and has been in the family for over 60 Years. This tranquil home has 3 bedrooms and 1 and 1/2 baths. Sits on a large 7500 s.q. ft. lot and has off street covered parking for two cars. Upgrades include central a/c and v-crimp metal roof. There is a detached large storage shed. The large rear yard has a super nice patio area and plenty of room for a pool. Interior features original tile flooring throughout the home. This centrally located home in Key West is just minutes away from shopping, schools, dinning, and beaches. This mid-century modern home has plenty of room for upgrades, renovations, and or additions to existing home if desired. Home is ready for new owners to make their own wonderful new memories in this amazing home. Listing agents are related to the sellers.

Welcome to your slice of paradise in Key West! This charming 2-bedroom, 2-bathroom condo located just steps from Duval Street offers an incredible opportunity. Currently utilized as an income-producing vacation rental, this home presents the perfect blend of comfort and convenience.Nestled in the heart of Key West, this condo boasts proximity to renowned attractions, vibrant restaurants, and the lively energy of Duval Street, ensuring endless entertainment options for residents and guests alike. Just a few blocks away lies Key West's South Beach, where sun-soaked days and breathtaking sunrises await.The interior of this inviting condo features two spacious bedrooms, providing ample room for relaxation and rejuvenation after a day of exploring the island. The well-appointed bathrooms offer both style and functionality, catering to the needs of residents and visitors.Whether you're lounging on the private balcony, enjoying the tropical breeze, or venturing out to experience the vibrant culture of Key West, this condo offers the quintessential island lifestyle. Don't miss your chance to own a piece of paradise and capitalize on the flourishing vacation rental market in this coveted location.Seize this opportunity to invest in Key West living at its finest. Schedule your showing today and envision the endless possibilities that await in this delightful condo just steps from Duval Street!

Currently, the lowest price per sq ft for any transiently licensed property in Key West offered for sale in the MLS. Transient Rentals allowed! You read that correctly. Short Term Rentals are permitted in this townhome! Three bedroom, 3 bath end unit is the biggest floor plan built in Coral Hammock. Located on the interior of the neighborhood, so 8 offers better parking than some others & less road noise than others. Upper level boasts 2 bedrooms, 2 baths & ample closet space. Master bedroom (upstairs) features garden tub, newer vanity & tiled custom shower. 2nd bathroom on upper level has shower / tub combo. Both upper-level bedrooms have french doors that lead out onto covered balcony spanning the entire width of the townhome (23 Ft). Not all townhomes have 2nd floor balcony this long. Lower level has 1 bedroom, 1 bath, kitchen, dining area / den & closets. Lower level also features 2 sets of french doors that lead out from the den as well as bedroom to covered back porch. Front door (on lower level) protected by covered porch as well. Newer flooring in town home & recently replaced Central AC compressor & air handler. Gated community boasts pool, club house w/work out room & Short Term (transient) Rentals! Close to the lower Keys only golf course (KW Golf Club), hospital, several marinas, airport, beaches, bars & restaurants. Not here all the time, no problem. Lock it & Leave. Association takes care of pool & grounds. Gated community so you must have code to enter gate. Proof of funds or mortgage preapproval needed before scheduling showing & must accompany all offers. May not be able to accommodate all showing requests due to short term rentals already on the books. Please do not disturb guests. Please note, short term rentals just restarted, seller has NO rental history for past few years to share.

Sold as land only with 2 ROGOS, no showings of the building until after accepted offer

Experience the epitome of comfort and style in this fully renovated 2-bedroom/2-bathroom unit, the largest floor plan in the building! Nestled on the ground floor, this cozy unit is elevated by the tastefully updated kitchen and bathrooms, along with fresh vinyl flooring throughout and a newer AC. Step outside to the back patio and indulge in your own secluded yard space, enveloped by foliage that ensures privacy. Just beyond your private back yard space, enjoy direct access to the community's tennis courts and pool, making recreation effortless! Located within the charming gated community of Santa Clara Condominium in New Town, this residence offers ample parking and unparalleled convenience, with nearby access to grocery stores, movie theater, shopping outlets, and restaurants!

Nestled within the charming and storied streets of Key West's old town, this exquisite property presents an unparalleled opportunity to own a slice of paradise in one of the most coveted locations in the Florida Keys. Located in the heart of the historic district, mere steps away from the pristine beaches and the vibrant entertainment scene of Key West. Enjoy the convenience of living within walking distance to Duval Street, the famous Mallory Square, and all the captivating sights and sounds of this charming island. Whether you're looking for a full-time residence, a vacation getaway, or an investment property, this beautiful Key West home offers it all. Live the island dream in a historic setting where every day feels like a vacation. This property is a true gem!

3741 Eagle Avenue offers unparalleled style and durability. This 3 bedroom 3 1/2 bath home is brand-new construction and was meticulously built from the ground up with solid concrete. The house features an open concept with cathedral ceilings, large sliding doors throughout, premium materials, high end appliances, and thoughtful layout for both functionality and aesthetics. A desired feature of the home is en-suite primary bedrooms both upstairs and downstairs that open to the outdoors. Let's not forget the 586 square foot garage for all of your storage needs. The entire property is surrounded by lush tropical landscaping, in the backyard the landscaping enhances the beautiful heated or chilled pool with shelf seating, creating a serene retreat. With a whole-house generator and impact windows, it ensures security and peace of mind. Every detail has been executed to the highest level, making this residence a masterpiece of coastal elegance in the Florida Keys. Welcome to your dream home!

Behind modest gates live worlds barely imagined. The estate at 908 Fleming is a masterpiece in elegance and sophistication, sprawling across an 18,383 sq. ft. lot that promises unparalleled privacy and serenity. Each feature of this magnificent property reflects a meticulous attention to detail, offering a living experience that is both lavish and intimately connected to its tropical surroundings. The heart of the home greets you with a custom-built, teak 500-bottle wine cabinet, a testament to the estate's commitment to both form and function. This feature sets the stage for the rest of the property, where you'll discover 4 bedrooms, 4 bathrooms and 2 half baths, adorned with coral stone and Southeast Asian Teak, manifesting a harmony of natural beauty and timeless finishes. The kitchen is a chef's dream, boasting new quartzite countertops, high end appliances, ensuring both elegance and culinary excellence. For peace of mind, the estate's primary residence is fortified with impact windows and doors throughout, alongside a state-of-the-art whole home camera security system. The seamless integration of indoor and outdoor living is epitomized by the French doors that lead to a covered dining and sitting loggia, set against the backdrop of lush tropical gardens. Wander down a brick path and the guest house as well as artist's or yoga studio await, offering a tranquil retreat. Turn the corner and the poolside pavilion stands as a testament to luxury outdoor entertainment, complete with a chef's kitchen and inviting living and dining areas, all enveloped by captivating gardens. The outdoor area is an oasis of relaxation, featuring a newly resurfaced pool with a pebble tech finish and a state-of-the-art heating system, ensuring optimal enjoyment all year round. Seize the opportunity to own this dream property and indulge in the epitome of island living in Key West, Florida. In addition, a luxury adjoining cottage at 515 Margaret, is also available for purchase.

A contemporary island estate that epitomizes luxury and sophistication in the heart of Old Town, Key West. A grand entryway and lounge welcomes you with 18' cathedral ceilings, wet bar, granite countertops, and a beverage cooler and ice maker. The living and dining areas, designed to cater to the indoor outdoor lifestyle, flow seamlessly to the multiple outdoor living spaces allowing uninterrupted sight lines through walls of sliding impact glass doors and views of the tropical poolside patio complete with a Craig Reynolds designed heated pool and water feature, lush landscaping and lighting, and an outdoor shower. The first floor primary bedroom is highlighted by a gorgeous en suite bathroom with marble finishes and an enclosed steam shower. The Chef's Kitchen includes a large granite island, custom lighting, plenty of cabinetry, and a Sub-Zero and Thermador appliance suite. Upstairs, the second primary bedroom boasts an en suite bathroom, wide plank hardwood floors, and a wall of sliding glass doors opening to the covered porch and outdoor shower. Opposite the primary is a small upstairs guest bedroom highlighted by a gorgeous bathroom, soaking bathtub, and covered patio. The additional two downstairs guest suites are located just off of the kitchen each complete with a sitting room, kitchen, bathroom, washer/dryer, finished loft space, and a beautiful porch surrounded by landscaping for privacy. The property is zoned live-work (Historic Residential Office) with an ADA compliant entrance. Endless rental opportunities with this property! Ideally located on a 5,891SF lot in the X-Flood Zone and tucked away on a hidden lane just a short walk or bike from World Famous Duval Street, the island's best restaurants and shopping, Truman Waterfront Park, and Fort Zachary Taylor beach. 4 off-street parking spaces make life easy - schedule your private viewing now!

Beautifully furnished and tropically decorated, this transient licensed stand alone condo in Duval Square has it all. As one of only two stand alone condos this unit is bright and airy with windows on all sides. Two large bedrooms (both ensuite) and an open floor plan provides a comfortable place for those wishing to enjoy the Key West life. A rooftop pool and covered secure parking are among the amenities offered as part of the condominium association . Offered turn key.

New Lower Price & The Best Priced Key West Property w/ 3 BR & 3 BA! With an expansive scenic view of the palm tree lined 1st and 9th fairways and the serenity of being far far away from the sights and sounds of Hwy US1, you'll immediately notice why 129 Golf Club Drive is one of the most desirable places to live in the KWGC. Meticulously maintained, this highly sought-after 3 bedroom and 3 bath floorplan is considerably larger than many homes and offers a rare floorplan with 2 ensuite bedrooms. The handsome kitchen is bright and fresh and features beautiful quartz countertops and like new stainless steel appliances. A large covered screened porch extends the main living area to the outdoors and provides a tranquil space to take in the view and sounds of the palms rustling in the warm tropical breeze. For notable practical details, both the interior and exterior of the home have been recently painted, and there is a blend of impact glass windows and sliding glass doors and Kevlar storm panels. Only a few quick miles from Smathers Beach and Old Town, the KWGC is a private gated community on a public no obligation 18 Hole championship golf course. $510 mo. HOA fees include the use of a stunning resort style swimming pool with a water feature, a separate heated lap pool, one of the best residential fitness centers in the Key West area, soon to be installed cable/high speed internet, and the professional operation and management of the community. An extensive 3-D tour is available for your virtual showing requests. Any special offers have been removed. Now just $890,000!

A picture-perfect blend of modern and vintage can be found in this tenderly restored 2bed/2bath home with a cocktail pool. Enjoy morning coffee amongst the palms from your covered front porch with gingerbread trim and antique doors. Inside, period design and modern amenities await you. The open concept first floor includes a family room as well as an updated off-white kitchen with recessed lighting, granite counters, stainless steel GE Profile appliances and island seating. Plenty of impact windows provide the area with an abundance of natural light. The entry hall's handsome staircase features a unique built-in with storage niches and a wine rack. Hardwood floors and architectural details heighten the home's history which includes a stunning gothic style door, reportedly reclaimed from the original Casa Marina luxury resort. Speaking of resorts, this home has the potential to provide income via its monthly rental license. The first-floor bedroom sits in the rear of the home and includes full-size bunk beds and exposed ceiling rafters. A convenient hall bath with walk in shower and stackable washer/dryer is just steps away. The second floor of the home is a loft-style, king bedroom. This private space includes his and her closets and a generous, updated bath with walk in shower. Outside and just steps from the home's side door, enjoy your own cocktail pool with waterfall feature. Decking leads from this area to the back yard dining space, making it a limited maintenance entertainment zone. A treat in Key West, this fenced, corner property also has its own off-street parking space for one vehicle. The home is uniquely positioned in Old Town and located at Windsor and William on Solares Hill, the highest elevation on the island. From here you can walk to shops, restaurants, and the attractions of Key West. If island life is in your future, you should see this rare gem before it is gone. Call today for your private showing!

Presenting a rare opportunity to acquire a distinguished waterfront single-family home in Key West. This spectacular residence is a true gem facing both the South and the North. On the south side, this opportunity boasts of sweeping decks, a waterfront pool and 15,000 lb. boat lift and convenient dock while overlooking the Key West Yacht Club and the world famous Garrison Bight. On the north side, enjoy unencumbered views from the serene covered entry porch of the Gulf of Mexico with a deeded 75' by 300' bay bottom parcel.Upon entering through the handsome oversized wooden doors, you are greeted by the living room's custom hand built beamed wood cathedral ceiling, gas fireplace, and a majestic staircase. The current sunroom, convertible into a dining room, features French doors that open up to breathtaking southern views of the pool and the harbor. The expansive deck, adorned with Azek decking and custom-made Azek and stainless railings, leads down to the lower entertaining level.The chef's kitchen is designed for entertaining, equipped with ample counter space, Viking appliances, and a Fisher Paykel cooktop. The first-floor sophisticated primary suite opens to the rear private deck and dock. Completing the first floor are the laundry room, a half-bath, a full bath, and a charming guest bedroom. The one-car garage, adjacent to the sunroom with wet bar and bathroom, provides access to a second staircase leading to the second-floor office/bedroom with custom wood paneling and cabinetry with an additional full bath which enjoys views of both the Florida Bay and the Garrison Bight.The second floor provides a bonus game room and also hosts two additional bedrooms connected by a beautiful bathroom. Throughout this meticulously renovated residence, the present owner has incorporated vaulted ceilings on all levels, custom woodwork, and built-ins, creating a truly spectacular living space. Don't miss this extraordinary waterfront masterpiece in Key West!

Newly updated 4th floor 2BR condo with an open floor plan. New flooring, fresh paint, new kitchen counters, bathroom update -- it is ready for the next owner to enjoy world famous tropical Key West, FL. Over 760sf of Key West living, with condo complex amenities available such as pool, gated entry, elevators, and tennis courts. For additional convenience, each unit has a storage locker down the hall on the same floor. Wonderful home or great rental potential. Special assessment work is complete, permits are closed and building is better than ever, and remaining assessment due will be paid in full at closing by Seller. Also Seller is offering at Closing to Buyer 6 months paid association dues! Condo Docs and all pertinent info can be found on the condo web site at www.santaclarakeywest.com

This meticulously designed home combines luxury and functionality to create an ideal living space for those seeking the perfect blend of sophistication and tropical allure. Set in the highly desirable Meadows neighborhood, 823 Georgia Street is elevated by expert craftsmanship & attention to detail, a grand entryway and dining room with soaring 16ft ceilings, two primary bedrooms and two guest bedrooms, lush landscaping, and a 25ft heated swimming pool. Multiple indoor and outdoor entertaining spaces flow seamlessly together using open doorways, glass-sliders, hardwood floors, and a warm color palette tying it altogether. The kitchen features custom cabinetry, Sub-Zero and Bosch appliances, quartz countertops, and breakfast bar perfect for entertaining. Enjoy resort-style living with an oversized wraparound porch, outdoor shower, tropical gardens, and a custom heated swimming pool and spa. This residence is on a premiere street in the X-flood zone and is located within walking and biking distance to World famous Duval Street, the Historic Seaport, and Key West's best restaurants; it's not just a property, it's a lifestyle and opportunity to create the ultimate island experience. Schedule your private viewing now!

Golf course views from this extra large unit at the Key West golf course, granite countertops and convenient additional built in storage in the kitchen and the closets, large scenic pool across the street, and golf and restaurant steps away. Convenient parking in front of the door, walking distance from hospital, college and marina with slips available at additional fee for rent or to buy. Sjort drive to the ariport and the beach Only 4 miles from Key West downtown. Turn key, stylish brand new furniture.

Situated on a corner lot, the two-home compound showcases two charming conch homes, each with its own distinct character, amenities, and flexible floor plan. The first residence is a spacious one-bedroom and one-bathroom retreat, complemented by the classic allure of built-in bookcases and wood flooring, inviting residents into a warm living space. A standout feature is tall ceilings, crown molding and the kitchen with bi-folding windows strategically positioned beside the pool, deck, and covered outdoor space. The gourmet kitchen, equipped with a 6 burner gas stove, wine refrigerator, custom cabinetry, and a wet bar. The second home boasts two bedrooms and one bathroom, tall ceilings, crown molding, built-in bookcases, creating a comfortable abode for those seeking a spacious haven in this tropical paradise. The property's appeal is heightened by a private oasis featuring a heated pool, spacious deck, outdoor sink, providing the perfect spot for relaxation and social gatherings. Ample patio space further enhances the outdoor experience, offering a serene setting to enjoy the island breeze. With practical elements such as private parking, a privacy fence, and a generator for peace of mind during power interruptions. Privacy is paramount in this distinctive compound, emphasized by individual entrances and covered front porches for each home. The fenced property ensures residents can relish in seclusion, creating a personal haven in the heart of paradise.

This is the entire four-unit Lighthouse View Condominium Association. It is currently an owner's unit and three lucrative long-term rentals. Enter thru the electric gate to a bricked courtyard with parking for several cars and many bicycles and access to a covered carport. The owner's residence is secluded in the rear with its own private heated pool, hot tub and expansive garden with brick terrace. A free-standing two story building contains a great room, splendid kitchen and half bath downstairs. Above is a bright and breezy master suite with cathedral ceilings and skylight. In addition, there are two guest cottages, each with one bedroom, one bath and a pretty front porch. On the deck between the cottages is an outdoor wet bar and there is an outdoor shower by the pool. The apartments are in a building at the front of the property. Downstairs are two one bedroom-one bath units. Upstairs is a glamorous two bedroom-one bath with a big, wonderful deck under the trees.

Lots to Love on ' Love Lane' A True Historic Jewel Located in One of Key West's Beloved Lanes. Enjoy the peacefulness of Lane Living in one of the most sought After locations on the Island. Whether you are an avid Galley Lover, a Fine Dining Enthusiast or a devoted Music Fan, you will be a short stroll to it all! Scoring a Full 10 on the Walkability Scale, 733 Love Lane is one of those rare beauties that will not disappoint.Property went through an extensive renovation in 2015 & 2016 with the addition of a stunning New Pool and Deck, large Extension with new Downstairs Master Suite, New Kitchen with Walnut Countertops and Large Impact Bifolding Patio doors.Second Floor features two additional bedrooms both ensuite with Second Master on the rear with balcony overlooking the pool.Gorgeous Wide Porch in the Front with Dual Swings and Large Off Street Parking Spot to complete the package. Being Sold Turn Key for added convenience of immediate occupancy.

This beautiful townhome is filled with coastal charm and has amazing views of the #1 fairway. Main level offers hardwood floors with an open floor plan. Upper level offers bedroom suites w/private attached baths. Verandas, new Central AC, impact slider on upper level, storm shutters. KWGC offers pools, fitness room, club house, & gated entry.This is the place if you're looking for a Key West home in a quiet community or an investment property where you can enjoy all that Key West offers while still realizing some current income.Since photos were taken renters have moved out and there is no furniture currently in the home.

Perfect Mid Town Key West location, with an amazing three (3) bedroom and (2) bathroom updated home. You will find this is one of the best neighborhoods in all of the island of Key West, you are close to all the action that Key West has to offer but you will live in a community right in the middle of the island.Walk right in to a large open concept with a living room, updated kitchen and dining room welcoming you, your family and your friends to a great entertaining event. The three bedrooms are separate for total privacy and good night sleep. The ensuite Primary bedroom has tons of natural light with windows all around. Walk outside to your large backyard, just waiting for your final touches, tons of room for a pool. Enjoy the outdoor shower too! There is plenty of off street parking and even a car port. Completely fenced yard from the front to the back. Call today for a private showing.

Welcome Home! Recently remodeled, updated, and ready to move in, this three (3) bedroom and two (2) bathroom property has been fully upgraded throughout. Including a brand new central A/C system, all new plumbing and updated electric system! The brand new kitchen is filled with natural light and welcomes you into the heart of the home, with new stainless steel appliances, a Farmhouse Sink, granite countertops and a walk-in pantry. Just beyond the kitchen island is a dining area and large sliding glass doors leading to the spacious backyard which comes complete with a brand new in-ground pool, with a new heater/chiller, outdoor backyard living and dining space, and a private outdoor shower. The Primary bedroom has its own brand new ensuite bathroom. The two additional bedrooms offer plenty of room for visiting houseguests or family members. Great Bahama Village location, close to Truman Waterfront, Coffee Butler Amphitheater, Ft Zachary Taylor State Park ( Locals favorite beach ) and walking distance to Duval Street! Completely furnished with modern furniture and furnishings included in sale and strong rental numbers on this excellent vacation rental property. Call today for your private showing!