Key West FL Real Estate & Homes for Sale

Above it All! This lovely 2 story property in the historic Mills Place is nestled among 20 condominiums split between bungalows and the original hospital designed by Robert Mills in 1844. This second-floor unit features tall ceilings with exposed roof joists, a large open living room and dining area with views of the gorgeous pool. The spacious primary bedroom with bathroom en-suite features three large windows overlooking the scenes below. The open staircase takes you to the loft where you will find an open bedroom, bathroom with separate shower, and an intimate deck with glimpses of the Ocean and Truman Park. There is also a private patio and garden with a gate to the pool. This is one of 8 units that also comes with extra storage. This property comes with the Special Truman Annex transient license. Please ask the listing agent for more details.

Step inside and discover the epitome of modern living! Nestled in the heart of Midtown and walking distance from the ocean, this beautifully renovated residence boasts a spacious layout with four bedrooms and four bathrooms with luxurious upgrades. Entertain in the outdoor oasis, featuring a pool complete with waterfall, and an inviting al fresco dining area. A convenient outdoor storage area is located on the property. Inside, enjoy the sophistication of hardwood floors, top-of-the-line appliances, and exquisite Italian granite countertops. Ascend upstairs to find two bedrooms and two bathrooms separated by a long hallway for ultimate privacy. The primary bedroom features a bonus room that can easily be converted to a den, office, or fitness area. Designed by Ben Teague, elegance meets comfort in every corner of this remarkable home.

Located in the Transient Receiver Zone! Permitted for Transient Use. Purchase a Transient License and transfer to this unit to allow nightly rentals to maximize investment potential. Discover the perfect blend of investment potential and leisure in this 2-bedroom, 2.5-bath condo nestled in the heart of Downtown Duval St. Centrally located in Old Town, this two-story unit offers convenience and charm. Upstairs, find two bedrooms and two bathrooms, with the primary bedroom boasting a vaulted ceiling, private balcony, and a serene escape. The downstairs living area features a half bath for added convenience.Equipped with central A/C ( newly installed in 2023), washer/dryer, and dishwasher, this unit ensures modern comfort. Step outside onto your private patio off the living room or take advantage of the balcony attached to the primary bedroom. Immerse yourself in the vibrant energy of the area, with major attractions and the beach just blocks away.Situated in the sought-after Duval Square complex, relish the perks of on-site amenities, including restaurants, a hair salon, bank, and a convenient store. Despite being in the heart of the action, this unit, positioned on the second floor, offers a quiet retreat away from the bustling noise.Unwind by the shared pool, designed for optimal relaxation amidst tropical breezes and Florida Keys weather. Your vehicle will find a secure haven in the off-street covered parking, making it a safe home base while you explore. The strategic location on Duval St guarantees a fantastic return on investment, making this condo an enticing opportunity for both income and enjoyment. Don't miss the chance to own a slice of paradise with this Duval Street gem!

Welcome to your new tropical oasis in the coveted Ashe Street in Old Town Key West. This property is the one you have been waiting for! A charming ''conch style'' home, situated on a peaceful old town street and located in the X flood zone. The property has Hardie plank siding, impact windows and doors, a private, heated pool and boasts an open floor plan. Upon entering the home, you are greeted into the living room, dining room, laundry and kitchen areas that open up to the outdoor deck and pool. The second floor hosts the primary suite with a large private balcony and an additional guest bedroom both with ensuite bathrooms. The third floor has an oversized additional bedroom, or can be used as another primary suite, with a full bathroom, spa tub and an abundance of space. Make this house your home today! Located within walking or biking distance to all of the charm that Key West has to offer and so much more.

AVAILABLE TO TOUR TODAY. New $30,000 price reduction and the largest lot size for the lowest price on Key West!Freshly painted and in total move in ready condition, 1709 Catherine Street presents an unmatched value when considering purchasing your new home in Key West. With a modern open floorplan, there are 3 bedrooms and 2 baths with the potential to really grow on the large 6800+ sq. ft. lot. The rear yard is entirely fenced with a patio, spacious covered porch, and a separate 14 x 10 storage shed suitable for many uses. Because of the superior lot size, open rear yard space without any protected trees, and accessibility for excavation equipment, this home is perfect candidate for the addition of a swimming pool. There's ultimate off street parking with room for 3+ cars, and a perfect spot the easy addition of an EV charging station. The new metal roof is less than 3 years old, and the home has been wired and plumbed with propane tanks for the edition of a whole house generator. Enjoy all the conveniences of living on the preferred western half of the island, with all the fun that Key West has to offer and beaches and parks nearby your home. A 3D Tour is available for your virtual showing requests. Now just $1,090,000.

Discover luxury living in the heart of the esteemed Casa Marina neighborhood, just steps away from the Old Town Historic District. This gracious 2004 residence, updated in 2021, epitomizes elegance and modern comfort.The focal point of this home is the stunning Wedgewood Blue Kitchen, boasting Viking appliances and a wine cooler. Entertain with ease in the spacious living room or the cozy den, providing the perfect setting for formal gatherings or intimate conversations.Escape to your private oasis outdoors, where a heated pool and hot tub await. Dine al fresco by the pool or in the dining room, offering panoramic views of tropical landscaping. On the main floor towards the back down the hall is a large Guest Bedroom Suite with cathedral ceilings, spacious walk in closet and ensuite bathroom with a shower. There is direct access off this guest suite to the spa and pool through glass doors. On the second floor, two bedrooms with ensuite bathrooms await. The Primary Suite offers a large walk-in closet, and its bathroom is a spa-like retreat with a large tub, tile and glass shower, triple vanity, and ample storage. Glass doors lead out onto a covered porch overlooking the pool and lush landscaping. Bedroom 2 features a balcony overlooking White Street, perfect for people-watching. Its ensuite bathroom showcases a tiled walk-in shower. The third floor unveils a versatile space with a half bath and ample storage, ideal for a fourth bedroom, office, or your creative haven. A mini-split AC ensures year-round comfort.This home is equipped with an alarm system, cameras accessible remotely, Sonos system throughout and a Generac whole house generator. Enjoy off-street parking for one car, a rarity in Old Town.Flood Insurance $1738 Home & Wind Insurance $9967Perfectly situated, this residence is within walking distance to Higgs Beach/White Street Pier, Tennis Courts, Dog Park, Fausto's, and Sandy's Cafe. Embrace the epitome of Key West living!!

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, there's isn't a bit of this home that hasn't 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 don't 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.

For the first time ever, step into the reimagined 1116 Truman Avenue condominiums! Located in the historic neighborhood of Old Town, Key West, this newly constructed (2023) condominium is located in the rear of the property offering the ultimate privacy, and is well-sited in the X-Flood zone. Unit 3 is comprised of a two-story building featuring 2 bedrooms and 2.5 bathrooms, 1,280SF of interior living space, a designer kitchen, and a covered porch with views of the pool. Upstairs, both bedrooms feature vaulted ceilings and en suite bathrooms. With tropical vegetation around the perimeter for privacy, the property is a perfect 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.

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 2, located on the first floor of the front building, features 2 bedrooms and 2 bathrooms, 1,091sf, an open floor plan for entertaining, kitchen, and direct access to the heated swimming pool. 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 previous renovations, was framed in advanced for the possibility to convert the two units into a single-family 4BD/3BA.

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!

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, 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. Will have very small window (between stays) to show again Apr 20 to Apr 27. Please do not disturb guests. Please note, short term rentals just restarted, seller has NO rental history for past few years to share.

Cute cottage plus ROGO from building demolished, tenant occupied.

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!

SELLER CREDITS AVAILABLE! This elegant 3-bedroom, 3-bathroom single-family oasis exudes the laid-back charm of island living. Situated on a serene corner lot, this home has undergone a complete renovation and is just a stone's throw away from everything that you need! Being sold with brand new furnishings and has a 30 Y assume 5.625% annual percentage rate VA loan.As you step onto the property, you'll be enveloped in a cocoon of privacy, thanks to the arched cement walls that encircle the entire home. These walls create a tranquil sanctuary on this large, 6,000 SF lot, shielding the private pool area, where a graceful coral waterfall adds to the soothing ambiance. This oasis is move-in ready, with a plethora of brand-new improvements designed to enhance your island experience. The new HVAC system (2022) ensures year-round comfort, while the resurfaced pool, complete with luxurious marble decking and a custom bar, invites you to indulge in relaxation and entertainment. The modern bathrooms, new washer and dryer (2022), storage galore and upscale vinyl plank flooring all contribute to the home's fresh, coastal appeal.The kitchen is updated with all stainless-steel appliances (2022) including a gas range. With its wood cabinetry, gleaming quartz countertops, and an extended tile backsplash, this kitchen is ready for your culinary expertise. It's a space where you can prepare scrumptious meals while relishing the island breeze.Additionally, there's a private entrance to the master bedroom that can be used for an in-law suite, providing flexibility and convenience for your guests. This room can be locked off from the main living area and has a huge walk in closet! There is space for 2 private gated parking spots within the walls and off-street parking for 3-4 cars. Home is being sold fully furnished. Move in ready!Embrace the Key West lifestyle and make this oasis your own today!

This breathtaking Harbour Place condominium has been renovated and updated to reflect an eye pleasing modern decor. New kitchen, bathrooms, and flooring. Located on the second floor of the building, this opportunity has a sweeping deck overlooking the Gulf of Mexico, the harbor, and the gorgeous waterfront community pool. Enjoy sunset views with enough space to entertain an extended family or large group. The kitchen has been totally renovated with all new cabinetry, backsplash, and appliances. The primary suite features a seating area with access to the deck and a generous sized bath. The guest bedroom has a remodeled bath in the hall. Retreat to the private den/ 2nd guest bedroom that includes French doors leading to the large deck overlooking the heated community pool and beyond! There is covered parking for one car. Includes the special Truman Annex transient license with terrific rental history.VERY EASY TO SHOW!