Mile Marker 0 - 10 homes for Sale in the Florida Keys Real Estate

Built in 1926, located on a beautifully landscaped 9,912SF lot in midtown, this 3 bedroom 2 bath home is a prime example of historic Key West architecture. The single-story home features hardwood floors, plantation shutters, central A/C, well-appointed kitchen and a spectacular 10x32 foot heated swimming pool bathed in sunshine. Multiple French doors connect the open living/dining area to a large wrap-around porch. Primary bedroom with en-suite bath, two generously sized guest bedrooms share a large bath. Off street parking for 4-6 cars plus a large covered-gated carport with locked storage.

Welcome to 3625 Sunrise Drive, a stunning tropical oasis that checks all of the boxes! Located on one of the most prestigious and private streets in Key West, this residence is perfectly sited on an 8,937 square foot corner lot featuring a custom 30 x 15 heated swimming pool, exotic tropical landscaping, 3 off-street parking spaces, multiple private outdoor lounging spaces and beautiful water features creating the perfect environment for entertaining and lounging. A sophisticated gated entrance welcomes you while natural light shines down, illuminating the custom cement pavers that lead you into the home. The spacious 2,100 square foot, single-level layout offers a perfect blend of indoor and outdoor living. The thoughtful floor plan is ideal for entertaining while also providing privacy, with the bedrooms separated from the common areas. Originally a 3 bedroom home thats been converted into a 2 bedroom, 2 bathroom residence with a library and tv roomi, offering a more open and versatile space. Additionally, theres a studio/workshop with a private entrance and a half bath, which could easily be transformed into guest quarters. The interior is highlighted by multiple skylights, Brazilian cherry hardwood floors, lots of custom cabinetry and storage, Chefs Kitchen, and two separate office spaces that could be converted into bedrooms. The primary bedroom offers a 13 x 11.5 bathroom, large walk-in closet, and French doors that open to the pool and gardens. Located in New Town and minutes from Smathers Beach, canals, nature trails and some of the islands best restaurants!

Welcome to this captivating historic Conch home, where the essence of Key West island luxury comes alive. This charming residence boasts a classic front porch that beckons you to sit back and enjoy the tropical breeze, making it an ideal space for leisurely mornings or cozy evenings. Upon entering, you are greeted by a sun-drenched interior adorned with exotic hardwood flooring and soaring high ceilings that create an inviting and spacious atmosphere, perfect for both relaxation and entertaining.The heart of this home lies in its kitchen, a culinary haven equipped with stainless steel appliances, ample pantry space, and a comfortable seating area. The open design allows for seamless flow from the kitchen to the back patio, making it effortless to host gatherings or enjoy quiet family meals. Step outside to discover a stunning pool area, a true oasis for outdoor living, complete with an air-conditioned poolside cabana. This versatile space features a wet bar and a cozy seating area that easily transforms into a pull-out sofa bed, ideal for hosting friends and family or enjoying a peaceful afternoon by the pool. Ascend to the second floor to find a striking stained glass window that adds a touch of elegance to your arrival. Here, youll discover a generous master suite, boasting cathedral ceilings and an abundance of closet space, creating a serene retreat. Additionally, a bonus room is currently set up as a home office, providing flexibility for your lifestyle needs. A delightful guest bedroom completes this level, featuring access to a private rooftop terrace that overlooks the inviting pool, perfect for unwinding at sunset or enjoying morning coffee in solitude. This historic Conch home is not just a residence; it is a lifestyle, offering a harmonious blend of modern conveniences and timeless charm. With its ideal location, you are just moments away from all that Key West has to offer--vibrant nightlife, exquisite dining, and stunning beaches.

Enjoy the perfect Key West location - Old Town bordering the Casa Marina neighborhood - in this 3 bedroom, 2.5 bath pool home. Youll have peace of mind knowing that the home was completely renovated from the ground up in 2019 while keeping with the historic style of the homes origins - tongue in groove ceilings, wood floors, pecky Cypress wall accent - but adding modern amenities such as impact windows, stainless steel appliances, granite countertops, tankless water heater, in-home laundry. The Main Home has an en suite Primary Bedroom; Guest Bath accessible from the hallway and Guest Bedroom; open concept Kitchen and Family Room with vaulted ceiling and a wall of accordian glass panels overlooking the pool courtyard. Opposite the pool is the Guest Cabana with Half Bath and Outdoor Shower. The property has been offered as a vacation rental and also kept part time for the owners use. Close to everything you could want in Key West - around the corner from world famous El Siboney Cuban Restaurant, 2 blocks from Truman, 4 blocks from Duval St., a quick walk to Higgs Beach and the White Street Pier. Home is being offered turnkey furnished.

This property has been updated with two bedrooms and two full bath on the second floor. The first floor is an open floorplan with kitchen and breakfast bar, dining and living area. There is a guest cottage with bath overlooking the pool.

Welcome to this charming home, nestled in the highly sought after, Historic, Meadows neighborhood in Key West. It features 3 bedrooms, 2 full baths and one 1/2 bath. Relax or entertain in the open floor plan living area. 2 sets of french doors flow seamlessly to the wraparound porch, pool and guest cottage/studio. Access to the 1/2 bath from the back porch and guest cottage make spending time in the tropical pool area a pleasure. Dade county pine and a stunning cathedral ceiling add to the spacious and historic ambiance. The spiral staircase brings you to the 3rd bedroom and den/music room. The primary bath is beautifully updated. This home has been meticulously maintained to retain the historic ambiance. For your convenience this home offers off street parking for one vehicle. Flood ins. $795 Homeowners $3,310.95 Easy to show.

Experience the charm of Old Town living at 923 Eaton St, a beautifully updated historic home featuring three bedrooms and two full bathrooms, ideally situated just steps from the Historic Seaport and a short stroll to Duval Street. Offered turn-key, this property combines classic Key West architecture with modern enhancements, making it perfect for enjoying the local lifestyle.Inside, youll find Dade County Pine walls, hardwood floors, and renovated kitchen and bathrooms. The second floor boasts two inviting bedrooms, while the first floor offers a charming bunk room. Step outside to discover a spacious 10x20 ft heated pool and a private tropical backyard oasis, perfect for outdoor relaxation. Additional features include a newer metal roof, an impact-rated sliding glass door leading to the rear deck, and efficient ductless AC units.This charming home is fully furnished and ready for you to move right in or to generate a reliable income as an investment property, allowing you to enjoy all that Key West living has to offer!

Welcome to 613 Olivia Street, a charming single-family home nestled in the heart of Old Town, Key West. Built in 1933, and located in the X Flood Zone, this historic residence offers 1,680 square feet of living space on two floors and on a 3,240 square foot lot. This property has been owner occupied for over 30 years. First time on the market in generations. Here is your chance to have that location, location, location home in Historic Old Town Key West.With a white picket fence and spacious front porch framed by stately palm trees, this home features four (4) bedrooms and one and a half (1.5) bathrooms. Its classic architecture, which includes custom crown moulding and Dade County Pine walls, reflects the rich heritage of Key West.Enter the home into the light-filled living room, which connects to the spacious kitchen with vaulted ceilings and wall-to-wall sliders leading to the private and fenced-in backyard. Two bedrooms on the ground floor and two on the second floor. There is also an unused cistern pool in the backyard, with a concrete pad that once was a second structure. The creative possibilities for this home are endless, just steps away from the vibrant culture, dining, and entertainment that Old Town Key West is renowned for. Embrace the potential of this historic gem and envision the possibilities that await at 613 Olivia Street.

Experience luxury living in this meticulously renovated historic residence nestled within the prestigious gated community of Grinell Gardens. Boasting all-new impact windows and doors, hardy board siding, and a new metal roof, this home exudes charm and durability. Delight in the serenity of two private side yards adorned with vibrant landscaping, creating a tranquil outdoor oasis. Inside, three spacious bedrooms each paired with a full bath offer a harmonious blend of comfort and elegance. Embrace the perfect fusion of historic appeal and modern convenience in this inviting and carefully crafted home. Enjoy convenient off-street parking and seamless access to the vibrant amenities of Old Town Key West. This prime location offers an array of bars and restaurants just a leisurely walk away, as well as nearby beaches for added leisure and relaxation.

Beautiful 3 bedroom 2.5 bath home being offered Turn-key, perfect walking location to restaurants, historic waterfront, shopping and all the nightlife on Duval St . Spacious open floor plan for easy living and entertaining friends and family includes the ever important first floor bedroom, half bath and laundry room. Just off the kitchen/ dining area sneak out to the hot tub to relax, or outdoor patio for dining with plenty of shade and privacy. Back inside, make your way up the gorgeous staircase to the second level to find an oversized master bedroom with walk in closet and ensuite bath. The second floor also includes the third bedroom and second full bathroom! 400 White St is a home you wont want to leave ! Call today to schedule your private tour.

This elevated above flood 4/3 Key Haven home is renovated throughout and move in ready. There are soaring 10 ceilings on both floors with large dual master suites upstairs, one with freestanding tub. The home is built of solid concrete, has a metal roof and two central ACs. Recently painted and on one of the most desirable streets in Key Haven. There is plenty of off street parking, and even room for an RV! The yard is fully irrigated and there is enough dock space for 2 boats of approximately 30 feet each. Easy to add a boat lift (quote for a15k pound boat lift for $26,000). Listing price is below current appraised value. Showings only with pre-qualification or proof of funds. Listing agent is owner.

Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

Hidden in the heart of Old Town Key West, this exceptional home in the Gardens of Key West combines privacy and prime location, just one block from vibrant Duval Street. Located in desirable Flood Zone X, this 3-bedroom, 3.5-bath residence offers off-street parking and a thoughtful layout perfect for relaxation or entertaining. The inviting open floor plan seamlessly connects the kitchen, dining, and living areas, with highlights including granite countertops, stainless steel appliances, and tile flooring on the main level. Upstairs, Brazilian Tigerwood flooring enriches the 2nd and 3rd floors, adding warmth and sophistication. Each spacious bedroom has an ensuite bath, 12-foot ceilings, and elegant crown molding for added charm. Outdoors, a 24 x 8 heated pool with a new heater and a covered porch provides a perfect retreat. Fully fenced for privacy, the home is within walking distance of top restaurants, galleries, shops, and attractions. This property is ideal as a full-time residence, a vacation home, or a high-demand vacation rental.

Step into Key West history with a modern twist at the Kali Zoi House, a meticulously maintained gem nestled in lush tropical surroundings in Old Town Key West. Originally built in the early 1900s & updated in 1988, this fully furnished home offers nearly 1,900sqft of spacious living. Located near everything (Duval Street, beaches, etc.), this home combines historic charm with unbeatable convenience.Experience the charm of Old Town with the inviting covered front porch, an ideal spot to enjoy your morning coffee. The first floor features 3 bedrooms & 2 bathrooms. Two of the bedrooms include ensuite bathrooms, with one also offering a second entrance for guest access. The primary suite has a private exit to the backyard. Upstairs, youll find an expansive living room, dining area, & a stunning open kitchen with beautiful striped Mahogany cabinets. A third full bath completes the layout. Enjoy the island breezes from the newly redone wraparound balcony, tucked up in the treetops, offering a tranquil retreat. Unwind in the private backyard, ideal for entertaining or relaxing in the (heated or chilled) cocktail pool. The yard is fully fenced.Features Youll Love:X-Flood ZoneNew Roof (2022)New Hot Water HeaterRecently Upgraded Upstairs Porches & DeckFully Furnished (Indoor & Outdoor): Move-In or Vacation Rental Ready!Currently part of a successful vacation rental program with a wonderful reputation, Kali Zoi House is perfect as a family getaway or a promising investment opportunity.

Stunning open water views from this beautifully designed 2022-built home. Sweeping open water views and an interior that blends modern luxury with tropical charm, every element of the home has been carefully crafted to capture the essence of coastal living. The property stands out with its robust concrete seawall, 15,000 lb. boat lift, and deep-draft access, catering perfectly to boating enthusiasts. Open-concept living at its finest on the main living area, which is bathed in natural light, filtering in from the impact-resistant windows/doors, specifically the custom 10-foot kitchen window that frames the stunning water views. The kitchen is both stylish and functional, featuring upgraded quartz countertops, stainless steel appliances, and a spacious center island ideal for entertaining. The seamless flow into the dining and living areas leads to a spacious screened veranda, where you can relax and soak in the breathtaking turquoise waters of the Atlantic. With a thoughtful layout and design, the first floor boasts two generously sized bedrooms, perfect for guests, along with a dual-purpose walk-in pantry and laundry room for added convenience. The second floor is dedicated to the luxurious primary suite, offering a peaceful retreat with its private veranda and stunning water views. The ensuite bathroom features elegant granite finishes, a custom tiled oversized walk in shower and a spacious walk-in closet. Whether entertaining or enjoying a quiet moment, this homes indoor and outdoor design caters to your every need. A perfect blend of modern amenities, coastal charm, and direct water access, this exceptional property is the ideal sanctuary for embracing the boating lifestyle and tropical living while being just minutes from all the magic and charm that Key West has to offer.

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

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

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

Welcome to 822 Georgia Street, an exceptional 3-bedroom, 3-bathroom residence on a prominent corner lot in the desirable Meadows neighborhood of Old Town Key West. This award-winning property, recognized with a Historic Florida Keys Preservation ceramic star in 1986, has been cared for over the years and underwent an impressive renovation in 2022. Spanning over 1,750 square feet, the home showcases thoughtful design and superior craftsmanship. This home offers the added convenience of a den already configured as a fully functional office space. The kitchen, a centerpiece of the home, features bespoke wood cabinetry, quartz countertops, and a spacious center island, flowing effortlessly into a living area with soaring 16-foot vaulted ceilings. A stained-glass window bathes the space in natural light, while a handsome staircase leads to a tranquil second-floor bedroom suite. Outside, a coral stone pathway winds through lush landscaping, guiding you to a private deck, pool, and an inviting hot tub. French doors from the living area open to create an effortless connection between indoor and outdoor spaces, perfect for entertaining, relaxing, or enjoying a meal with family and friends. Practical additions include a ramp, two storage areas, irrigation, and landscape lighting. Located within walking or biking distance of Duval Street, the Historic Seaport, and Key Wests top-rated restaurants, this property offers more than just a place to live--its an opportunity to immerse yourself in the best of island life. From quiet poolside mornings to lively evenings spent entertaining, 822 Georgia Street is a true Key West treasure. Dont miss your chance to call this piece of paradise your own. Schedule your private viewing today!

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