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

710 William Street is a charming 2 bedroom home with a private pool and off-street parking in Historic Old Town Key West Located in the heart of the iconic Old Town Key West, this 2 bedroom, 2.5 bathroom home offers the perfect blend of historic charm and modern comfort. Just steps away from renowned restaurants, boutique shops, art galleries, and the world-famous Duval Street, this home places you in the center of the islands vibrant culture.The bright and inviting living room features hardwood floors and high ceilings, creating an open, airy atmosphere. The open-concept dining area flows into the updated kitchen, which boasts ample cabinetry and modern appliances. Both bedrooms are generously sized, offering a peaceful retreat for rest and relaxation.Step outside into your own private oasis, featuring a lush backyard and a sparkling private pool--ideal for cooling off or unwinding after a day of island adventures. The home also offers a charming front porch, perfect for enjoying the tropical breeze or watching the world go by.For even more outdoor enjoyment, head up to the stunning rooftop deck, where you can take in panoramic views of the Key West skyline, enjoy sunbathing, or entertain guests under the stars.For added convenience, this property includes off-street parking, a rare and valuable feature in Old Town Key West.Embrace the unique lifestyle of Old Town Key West with this exceptional home, offering a combination of location, character, and modern amenities. Dont miss your chance to own a piece of paradise with a private pool and off-street parking in one of the most sought-after areas in the Keys!

Own a piece of Key West history! Opportunity awaits at this charming 4-bedroom, 3-bathroom home now available for the first time over half a century. Built prior to 1899, and ideally located in the heart of Old Key West, the property offers two separate structures - a 3-bedroom 2-bathroom main home and a private 1-bedroom 1-bathroom guest cottage - perfect for accommodating up to 8 guests. Just steps away from World-Famous Duval Street, the islands best beaches, Truman Waterfront Park, and top-rated restaurants, this property offers the ultimate island lifestyle. Features include a 96 deep lot, a spacious hot tub, and a turnkey vacation rental business with over $54,000 in confirmed bookings. Situated in the preferred X-500 flood zone, this is a rare opportunity to acquire a prime piece of Key West real estate with established rental history. Schedule your private showing today!

Welcome to 412 Louisa Street, an enchanting Key West Conch Cottage nestled on a serene one-way street between Duval and Whitehead in Old Town. This charming 2-bedroom, 2-bathroom home offers a pool, parking and proximity to all that Key West has to offer. Built in 1933, the property seamlessly blends historic charm with modern comforts. As you step inside, youll be greeted by an open-concept living area featuring vaulted ceilings and abundant natural light. The well-appointed kitchen boasts stainless steel appliances and ample cabinetry, making it perfect for both everyday living and entertaining. Pass through a screened door to enjoy your outdoor dining area.The master suite offers a private en-suite bathroom with a view of the pool, while the second bedroom provides flexibility for guests or a home office. Outside, the lushly landscaped yard creates a private oasis surrounding a beautiful pool, ideal for relaxation or hosting gatherings. Ascend a spiral staircase to enjoy a second-level balcony, a perfect quiet spot for morning coffee or reading a book. Additional amenities include off-street parking, a rare find in this coveted location.Situated just steps from the vibrant energy of Duval Street, yet tucked away in tranquility, 412 Louisa Street provides the quintessential Key West lifestyle experience. Dont miss the opportunity to own this slice of paradise. Extremely active vacation rental, call today for details!

Welcome to your Rare 10,000+ Square Foot property - Nearly a quarter acre on the Island of Key West! Remodel the current existing home with a bonus detached garage or Build your Florida Island Dream compound. Developers this one is for you too! Excellent ultra private location. A Rare Opportunity, this exquisite property nestled in the prime location of Midtown East, spans over two lots and over 10,000 square feet of beautifully maintained and perfectly manicured grounds. Weather you envision building your dream house or renovating this iconic Arts and Crafts-style home currently existing, this property offers endless possibilities. The current home features an idyllic front porch, beautifully landscaped grounds, and mature landscaping that exudes charm and tranquility. A bonus structure on the property adds to its unique appeal, making this a rare and exceptional purchase. Dont miss this once-in-a-lifetime opportunity to own a piece of paradise in one of Key Wests most sought-after neighborhoods.

Discover the perfect waterfront retreat in Big Coppitt Key, just minutes from Key West! This spacious 3-bedroom, 2-bathroom home offers over 2,000 sq. ft. of living space on an 8,400 sq. ft. lot surrounded by a masonry wall. Also having direct canal access makes this ideal for boaters. The thoughtfully designed split floor plan provides privacy for the primary suite, while the open living area is filled with natural light. Enjoy a sparkling in-ground pool for ultimate outdoor relaxation. Located in a great neighborhood, this home is ready for island living at its best.

This is a classic Conch cottage located on a quiet Old Town lane. Beautiful Dade County pine throughout from walls and ceilings to hardwood floors. Updated open kitchen with quartz countertops and stainless steel appliances. French doors open to the landscaped backyard with saltwater pool, deck, outdoor shower and privacy fence. This home is just a short walk or bike ride to all of Key Wests best restaurants, galleries & shops.

Welcome to 317 Virgina Street, located in the heart of Old Town Key West. A few short blocks from the world-famous Duval Street and the Southernmost Point. This two-story home was constructed in 2021 above flood elevation with elegance and grace. Every detail was carefully planned from the 2-car driveway to the concrete pool. Each of the 3 bedrooms are spacious and inviting with lots of natural lighting. The 3.5 bathrooms are gorgeous statically positioned for convenience. The half bath offers additional entry from the exterior ideal for when enjoying outdoors. Front and rear covered patios allow you to enjoy the outdoor living experience of Key West at its best. Living is made easy at this residence with impact doors/windows, new metal roof, low maintenance yard and composite decking. Property is equipped with parking for two full sized vehicles with an electric vehicle (EV) charging station. Solid wood Cabinets, Quartz counter tops and professional Viking kitchen appliances create a top-of-the-line kitchen. Each floor level of the home is controlled by their own AC units and on demand tankless hot water heaters. Top of the line washer and dryer are located on each floor. Home comes with all of the furnishings and landscaping has been added for privacy. The 1,324 square feet of living space is of exceptional craftsmanship. This home is a must see, you will not be disappointed.

Welcome to this Turn Key, Smart Conch House at 904 Olivia Street, property that blends cutting-edge technology and design while retaining the rich charm of Key Wests historic essence. Fully renovated from the ground up and finished in 2019, this home is meticulously maintained by the current owners. 904 Olivia is a 2-bedroom, 2-bathroom residence boasts timeless Dade County Pine feature-walls upcycled from Key Wests historic City Hall. Its unmatched craftsmanship is apparent from the moment you arrive, with a facade blending craftsman and contemporary styles, exposed structural hardware, and oversized Parallam beams for a stunning street presence and hurricane-rated durability. This remodel was done with one element that most dont, and that is love, once you see this for yourself you will see the love that was poured into this home. Attention to detail was also not missed in this home.The kitchen is a chefs dream, featuring a large walnut butcher block island ideal for preparation, dining, and entertaining, along with Silestone countertops, custom cherry cabinetry, and stainless steel smart appliances. Convenience and technology are at your fingertips with Amazon Alexa screens, this home does come with intelligence and could be said it is a smart home.Sustainability and resilience are central to this homes design, with impact-resistant windows and doors, Hardie board siding, a hurricane-rated roofing system, and full wind mitigation credits. A high-efficiency PEX water manifold system, Moen U Smart Shower, and on-demand tankless water heater add to the eco-friendly features, while LED lighting inside and out ensures energy savings.Move to the second floor with a beautiful backlit staircase, to your private primary bedroom, with walk in closet and en suite luxury bathroom. The second floor is your oasis from it all.Enjoy your private backyard with amazing outdoor shower, for your true getaway.Call today for your private showing

Visualize yourself at this peaceful residence, situated on a sprawling 7,000-square-foot corner lot, enveloped by lush tropical foliage and crowned by the distinguished National Champion Green Buttonwood tree, standing tall for over 300 years.* As you approach the front door, youll encounter a variety of native and exotic plants like the desert rose, sansevieria whale fin, and an assortment of orchids. Step through the doors of the single level home to discover two bedrooms and two bathrooms, a large kitchen, open-concept living spaces with vaulted ceilings, exposed beams, and views of the garden from every room. Unwind in the primary suite, featuring a study, a spacious bedroom with French doors opening to the pool, two closets, and an oversized bathroom boasting a 10-foot shower with two shower heads and a separate oversized tub. Behind the residence an additional detached accessory building, currently used as an office with air conditioning, awaits transformation into a charming guest house. The expansive backyard oasis also includes ample space and an abundance of mature landscaping ideal for both entertainment and relaxation. Take a leisurely swim in the pool or recline beneath the shade of mature trees while enjoying hors doeuvres or dining with loved ones. Dont miss this opportunity to live in a Champion home just blocks away from the islands best beaches, shopping, and entertainment! Schedule your private showing today! *A Champion tree is the biggest specimen of each species of tree native to the United States.

MOTIVATED SELLERS Turn-key home with a history of rentals. Beautifully maintained, fully furnished Golf Club home overlooking the 17th hole in the Sanctuary. This lot is one of the largest in the development and is approved by the HOA to build your dream pool! Upgrades include new flooring upstairs, a new cooktop stove, a new kitchen sink, new light fixtures, and freshly painted exterior within the past 3 years. The home features a private carport for two vehicles and a detached storage shed. It is currently being used as a vacation rental and will be sold fully equipped to continue rentals. The Key West Golf Club community features two gorgeous pools surrounded by lush tropical landscaping, a gym at the clubhouse, and on-site security and managers.

Behind the quintessential white picket fence you will find this delightful historic cottage currently set up as a duplex with off street parking and pool. Lots of opportunity with the ability to generate income and have your own slice of Paradise to enjoy, or marry the spaces and convert to a single family dream home. Each unit enjoys privacy from the other including separate outdoor living spaces. The front unit greets you with the charming and spacious front porch. Through the front door you will enter into an open living room and kitchen with fabulous ceiling heights, charming architectural details and 1bd/1ba plus a loft for storage. Enter the backyard oasis down a brick lined sidewalk that opens up to a sprawling deck surrounding a refreshing and sunny swimming pool. The rear unit enjoys 2bd/1ba with open kitchen/living space that leads to a covered porch overlooking the backyard retreat! The units are separated by only an interior locked door.

Situated in the prestigious Casa Marina neighborhood, 1401 Grinnell Street is a jewel box of modern design and timeless island charm. Completely updated and set on a prime corner lot, this 2-bedroom, 2.5-bathroom home is perfectly tailored for coastal living.The 4,331 sq. ft. lot provides ample room for a pool, while the charming covered porch invites you to unwind and enjoy the tropical surroundings that make Key West so magical. Inside, warm wood floors complement an airy, all-white living space filled with abundant natural light. The kitchen is a standout, featuring custom built cabinetry and hood, a La Cornue gas range, custom dishwasher, wine cooler, an elegant Quartz island, and classic subway tiled backsplash. French doors open to the front porch, perfect for afternoon cocktails or morning coffee.The living room, complete with built-in bookshelves, flows seamlessly into a versatile study, ideal for a den or home office. From there, French Doors lead out to an outdoor dining area made for al fresco evenings. The welcoming primary suite offers custom-built wardrobes and additional closet space, while the luxurious ensuite marble bath offers a soaking tub and tiled glass-enclosed shower. Nickel fixtures add elegance and sophistication to this already opulent bath. French doors from both the primary suite and study area open onto a private wraparound porch, creating a peaceful retreat for relaxation.A guest bedroom with an ensuite bath ensures privacy and comfort, with a separate area that includes washer and dryer hookups for added convenience. A stylish powder room off the hallway completes the thoughtfully designed layout. Located in one of Key Wests most sought-after neighborhoods, this home is a rare find. 1401 Grinnell Street is located just a short walk to Duval Street, Higgs beach, White street pier, dog parks, waterfront restaurants, and the nearby pickleball and tennis courts. Schedule your private showing now.

This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub, lush gardens, and multiple seating areas. The home also features off-street parking, hot tub, lusciously landscaped patio for entertaining or outdoor dining.Located right in the heart of Old Town Key West, just steps from the Southernmost Point and Duval Street, this home offers the perfect blend of comfort and convenience. Schedule your showing today to experience this slice of paradise!

Two charming Conch-Style Homes with a pool in between located in the Heart of Old Town.This unique property features two separate Conch-style homes, each offering 1 bedroom, 1 bath, and an open floor plan with cathedral ceilings, both designed for easy island living and entertaining. Located on a spacious 4,088 sqft corner lot in a quiet neighborhood. This property is just a short walk or bike ride to all the best that Old Town has to offer.At the center of the homes is a large, heated pool surrounded by Trex decking, providing the perfect space for relaxation and your outdoor enjoyment. Both homes boast new standing seam metal roofs. The modern gourmet kitchen features stainless steel appliances, including a top of the line DCS commercial stove and hood, ideal for hosting gatherings. The bi-folding kitchen windows seamlessly open to the pool area, enhancing the indoor-outdoor living experience.Additional amenities include landscape lighting, an irrigation system, and a generator to ensure peace of mind. This is an exceptional opportunity to own two low maintenance homes with off street parking in Old Town Key West.

Rare Opportunity: Three Charming Homes on Adjacent Lots - Unlimited Potential!Discover the perfect investment opportunity with these three vintage 2-bedroom, 1-bathroom homes, nestled on separate adjoining lots and being sold together as a single package. Situated in a desirable location, this unique offering provides incredible flexibility for visionary buyers.Each home offers cozy layouts that are ripe for restoration or redevelopment. The true value lies in the combined potential of these properties--create a sprawling family estate, build a modern multi-home compound, or explore other construction options to maximize value.With their combined potential and prime location, these homes are a once-in-a-lifetime opportunity for developers, investors, or those looking to build their dream family retreat. Dont miss out--bring your imagination and start planning the possibilities today!Contact me to schedule a showing and envision the future of this incredible property package!

Experience tropical breezes and island charm in this beautifully updated one-story home. Set on an 8,250-square-foot lot with lush landscaping, a newly refinished pool with a new heater, and vibrant green lawns, this property is perfect for outdoor living. Recent upgrades include a new roof, electrical and plumbing systems, new AC units, and all impact windows and doors, ensuring comfort and peace of mind. Inside, the bright and airy spaces feature a large primary bedroom plus an additional room that can be used as the 3rd bedroom or office in addition to the 2nd bedroom. The chefs kitchen offers ample space for entertaining, and the concrete wall surrounding the property provides privacy and a secure area for pets. Plus, theres room to add a guest cottage! Located in a wonderful neighborhood with great neighbors, this home is a must-see. Call today for your private showing!

This charming historic home is located just steps off vibrant White St and close to the beach, tennis courts, pickle ball and a short walk to famous Duval St. Its close to the action but in a tranquil area of the White St District.This property has many great features such as 10ft high ceilings through out the entire home, abundance of large windows, open floor plan with spacious living area, foyer, wood floors and upgraded kitchen with access to the pool and deck area. Pool size is ideal (12X15) and the low maintenance composite deck around the pool completes the outdoors. Home is located on desirable x flood zone and elevated. For added convenience there is a 30ft carport for off street parking with room for two vehicles and possible additional parking behind the gates. The roof was updated in 2020. Property is fenced and private on 5,012 SQFT lot. Large laundry room/utility room.Get your morning coffee from popular local spot at Sandys Cafe or head to the White St Pier for your morning exercise and stroll after dinner. Ride your bike or walk from this central location to the top island amenities and experience Key West living at its best!!

Indulge in the Ultimate Island Lifestyle with this Two Bedroom, Two Bath Residence, perfectly located in the Heart of Key West. Just a short stroll to Duval Street, Historic Old Town and Our Beautiful White Sandy Beachs.A well Designed Open Floor Plan, with kitchen overlooking the living room that lead out to your own private sanctuary. Hard Wood Floors throughout. Oversized private in- ground lap-pool, large deck and completely private with wrap around fence. Both Bedrooms on the Second Floor and open onto wraparound porch offering gently ocean breezes and the perfect setting for morning coffee.Gated Front Yard ensures exclusivity, creating a true private oasis and with two additional features like Off street parking and X-Zone Location, this home should not be overlooked when looking for that Perfect Key West Retreat!

DEVELOPER ALERT !!!!!PERMIT IS READY TO BE PICKED UP**Historic Old Town Home Ready for Rehabilitation**This charming property is located in a highly desirable X flood zone and offers 5,470 sq ft of land. HARC has already approved the rehabilitation of this historic home, increasing the current square footage from 2,020 to 2,575. The finished product will include 4 bedrooms, 4.5 bathrooms, a pool, and plenty of off-street parking--a prime need in Old Town. This home also offers a large open attic that could add living space.Situated just steps from the world-famous Duval Street, youll enjoy the convenience of nearby attractions while being far enough to avoid the noise. This is a rare opportunity to own and restore a piece of Key West history.Manager of LLC is a License Florida Real Estate Agent.

Discover the timeless charm of this beautifully remodeled historic home located in Old Town, Key West. This fully furnished 3 bedroom, 2.5 bath property boasts lovingly restored Dade County Pine, and combines classic craftsmanship with modern comforts. 1211 Knowles Ln features a 300 sq.ft. loft currently used as a 3rd bedroom, office and storage ! Both front and side porches invite you to relax and soak in the tranquil neighborhood. Then step inside to be greeted by spacious living areas. The living and dining room feature stunning floors and high ceilings. The kitchen is equipped with modern stainless steel appliances, custom cabinetry, and a spacious pantry. The bedrooms are generously sized and offer comfort, charm and privacy. The bathrooms have been tastefully updated with contemporary fixtures and finishes, while maintaining the homes historic charm. Step onto the stylish teak decking to the private backyard and your own tropical oasis. Outdoor shower, hot tub, rooftop deck, and brick paved driveways are just a few more features you will love. This gorgeous home offers the charm of a historic property with all the modern upgrades you desire, in a prime location, where you can walk or bike to beautiful beaches, restaurants and nightlife! Bookings for 2025 Jan & Feb 13k per mo., Mar & Apr 11k per mo. Off street parking for 2 !