Florida Keys Homes for Sale, Single Family Houses, MLS Home Listings

ANGLERS REEF OCEANFRONT HOME WITH DEEDED DOCK. RARE OPPORTUNITY to own an oceanfront home in the prestigious Anglers Reef development in Islamorada. Deeded boat slip accommodating up to a 31 ft boat included in offering. A beautiful 2-bedroom, 2.5-bath, 2-story home with 2 porches and a balcony overlooking the Atlantic Ocean. Located in the gated community of Anglers Reef on Windley Key approximately half way between Miami and Key West. This property contains 2 large bedroom suites with bathrooms on the 2nd floor. A living room, kitchen, dining room and powder room on the main level. Looks out on the community pool and marina (see included video). Upgrades include impact windows/doors, metal roof, composite decks/railings, granite counter tops with wood cabinets, tile floors downstairs and bamboo floors upstairs, shutters/blinds, brand new dishwasher and refrigerator. The community features 2 sandy beaches, pool, gated entry, marina, kayaks and paddle boards. Perfect home for primary residence, vacation family home or investment property. Call today for a showing

RARE double ocean front lot featuring 120 ft seawall with amazing views. Potential to build large new home and lot size allows for a separate building for mother-in-law apartment right on the ocean! Existing double wide trailer is livable or rentable-occupies 1/2 of property leaving plenty of space for boats, trailers, parking, even a pool!!Close to downtown and airport.

Exclusive opportunity to own this canal-front duplex and the adjacent vacant lot in Indian Waterways subdivision of Islamorada, FL. Each unit features two bedrooms, one bathroom, original custom kitchen cabinetry, and terrazzo floors. A connecting interior door allows the property to function easily as one expansive home or continue to be used as two separate living spaces. Boating enthusiasts will appreciate the 33-foot dock on a wide canal with direct access to the Florida Bay. The combined lots span 0.40 acres and are adorned with mature native plants and trees including Short Leaf Fig, Pigeon Plum, Mahogany, Locust Berry, and Crabwood -- creating a haven for birds and butterflies. Conveniently located near schools, Mariners hospital, grocery stores, shopping, entertainment, and Founders Park, which offers a swimming pool, bayfront beach, playground, pickle ball, tennis, and dog park. Whether youre seeking a primary residence, vacation home, investment, or redevelopment opportunity, this property invites you to live, work, and enjoy the tropical Florida Keys lifestyle.

**Waterfront Paradise: Solid Concrete Home on Deep Water Canal**Nestled along a serene deep water canal, this exquisite solid concrete home awaits its new owner. Embark on a brick paver driveway that leads to a turn-key residence designed to impress.As a boaters paradise, this property boasts a private boat lift, davit, clean out station, and outdoor shower. Access to the communitys boat ramp allows for effortless excursions.Step inside and be captivated by the beautifully furnished interior with breathtaking canal views. The open floor plan seamlessly blends the gourmet kitchen, dining area, and living room, offering an inviting space for entertaining and relaxation. Top-of-the-line appliances and entertainment areas elevate the living experience.The spacious master bedroom and bathroom provide a luxurious oasis with access to a large screened balcony. The master bathroom features a soaking tub, separate shower, and double vanity.The downstairs level offers an enclosed garage with two bay doors and ample storage. A custom-made bar, full bathroom, and additional storage space create a versatile flex room perfect for various uses.The propertys tranquil exterior features lush landscaping, gardens, and a charming front porch. The rear stairs provide convenient access to the waterfront.With a straight shot to the bay and just around the corner from the ocean via Tavernier Creek, this home offers unparalleled access to the water. The neighborhood community offers a boat ramp for members.This dream home is a rare find. Dont miss this opportunity to own a piece of paradise. Call today to schedule a private showing and experience the beauty of this solid concrete waterfront residence. Call Today!

Located in the prestigious gated Truman Annex, this beautifully appointed 2-bedroom, 2.5-bath home offers refined coastal living just steps from Duval Street and Truman Waterfront. Thoughtfully designed with elegant finishes and an open, airy layout, this residence is perfect for those seeking a private sanctuary in Old Town.A private entrance welcomes you into a turn-key interior, where Serena & Lily accents and carefully curated decor create a sophisticated yet relaxed atmosphere. The kitchen features Bosch stainless steel appliances, an induction oven, a farmhouse sink, and a waterfall-edge peninsula with bar seating. The open-concept dining and living areas are designed for both comfort and style, with striking furnishings, a large wall-mounted TV, and plenty of space for entertaining. Two sets of French doors lead to a private, lushly landscaped patio, offering a peaceful retreat for outdoor dining and relaxation. A first-floor powder room adds convenience.Upstairs, 2 bedrooms each with a king size bed provide a luxurious escape. The primary suite boasts French doors opening to a covered balcony, perfect for enjoying the island breeze. The ensuite bath features dual sinks, waterfall faucets, and a beautifully tiled walk-in shower. Down the hall, the second bedroom is a tranquil retreat with ample closet space and access to a hall bath with a walk-in shower.The outdoor space is designed for year-round enjoyment, with a fully fenced paver patio, seating, and a grill. Just a short walk away, the heated community pool offers lounge chairs, shaded tables, and restroom facilities. A designated parking space is conveniently located just steps from the home.216 Fleming Street is just mere blocks away from world-class dining, shopping, and entertainment. This home presently has a transient license and future bookings through 2025 in place. Whether youre looking for a full-time residence, a vacation home, or an investment opportunity, this home offers it all.

Tucked away on one of Key Wests most private and secluded streets--seriously, if youve never been to 913 Watson Street, youve probably never been on this block--this meticulously reimagined historic home, built prior to 1912, is the epitome of island living. Located in the coveted Old Town neighborhood and Key Wests highest elevation (X-500 Flood Zone), this property seamlessly blends historic charm with modern conveniences. Every inch of this residence, completed in April 2025, has been thoughtfully revitalized with no expense spared. Were talking historic-approved impact-rated windows and sliding doors, a brand-new roof, plumbing, electrical, HVAC, and foundation piers, plus gleaming hardwood floors. Step inside the main house, where youll find a bright and airy one-bedroom, 1.5-bath layout featuring a stylish kitchen with all-new appliances, a dedicated laundry room, and tranquil garden and pool views. Oversized sliding doors blur the lines between indoor and outdoor living, leading you to a serene outdoor space complete with a saltwater cocktail pool, water feature, and composite decking--ideal for al fresco dining, lounging, or simply enjoying the tropical ambiance. Directly across from the main home is the separate guest house, which could serve as a second full bedroom or a spacious living room. This versatile space includes a large walk-in closet, en-suite bathroom, and tranquil pool views, offering both comfort and privacy. The property also features a large carport, offering ample space for parking. And lets talk location--walking and biking distance to Key Wests top restaurants, nightlife, and beaches, yet nestled on a street so private, it feels like a secret.

Freshly renovated throughout and nestled on one of Old Towns most coveted streets, youll discover this captivating home steeped in rich history. The kitchen has new granite counters, new stainless-steel appliances & has been opened up to completely transform the space creating a modern feel and functional room. The Richard Roberts home, originally transported from Green Turtle Cay, Bahamas in 1847, stands as a cherished Key West icon. With 4 or 5 bedrooms, 3 baths, plus an office space (or 5th bedroom), its versatile floor plan offers endless possibilities. Enjoy the outdoors with four inviting porches (two on each side), warm wood pine walls, and heart pine floors throughout, this residence has earned 2 stars through the years from the Historical Florida Keys foundation. A wonderful great room or downstairs primary suite effortlessly spills onto a side yard deck & jacuzzi. Access to the second floor is via an outdoor staircase and the third floor hosts a generous bedroom and bath suite or could also serve as two bedrooms. This historically significant home is a true Key West landmark. Just 3 blocks from Duval St. & the waterfront, its quiet neighborhood is walkable to all the shops, galleries & fine restaurants.

Happy Hour takes a whole new twist at Pristine Bamboo Ter - Discover the ultimate waterfront oasis and fishermens retreat in this beautifully renovated concrete, single-level canal-front home. Situated on an oversized lot of 8000 sq. ft. ,this 3BD/3BA residence offers the perfect combination of peace, privacy and endless outdoor enjoyment.Located at Mile Marker 6, Key Haven offers excellent access to world class fishing and the open waters of both the Gulf and the Atlantic with no bridge restrictions, and a consistent 3ft draft. The tea-shaped canal provides easy navigation, while the 14,000 lb private boat lift and 80ft. of concrete seawall gives you all the protection and flexibility you need for a variety of watercraft vessels.After a day on the water, relax under the brand-new oversized tiki hut, the ideal spot to cool off and soak in the breathtaking waterfront views. The newly built pool adds a luxurious touch and creates an outdoor oasis with so much space to enjoy the beautiful weather that the Florida Keys is known for.Interior has been redesigned and remodeled and now offers a modern open plan concept with large kitchen at the epicenter of the home and water views from every rooms.Large private master suite with king bed and separate sitting area, large en-suite bathroom and oversized closet offers all the space you will need.Two additional bedrooms and 2 full baths, appointed with new finishes and furniture offer all the comforts for a growing family and all your visiting friends.Two new ACs, new hot water heater, all new appliances and finishes with a low maintenance exterior means a no Honey Do list for years to come, so that when you come to your Key West home, you can relax and enjoy.Plenty of room for parking an assortment of vehicles, trailers or an RV.Vacant and ready for immediate occupancy!

Welcome to this charming Old Florida-style cottage, an ideal weekend retreat nestled on Lower Matecumbe Key in Islamorada! This property is set on nearly half an acre, boasting an impressive 100 ft of private beach frontage directly on the crystal-clear ocean. This cottage is a perfect fixer-upper opportunity, offering you the chance to renovate and personalize the existing structure or build your dream home on this stunning piece of prime real estate. Step inside to discover two spacious bedrooms and two full bathrooms. The interior features beautiful beamed and tongue-and-groove ceilings, adding a touch of character and warmth to the space. Imagine starting your mornings with a cup of coffee or unwinding in the evenings with a glass of wine, all while enjoying breathtaking views of the magnificent Atlantic Ocean. The gentle ocean breezes create a serene atmosphere, perfect for quiet contemplation and entertaining friends and family. With its prime location and charming features, this cottage is a rare find that invites you to embrace the laid-back Florida Keys lifestyle. Dont miss your chance to make this idyllic getaway your own!

Blue Moon Tavernier - A Stunning Waterfront RetreatEscape to Blue Moon Tavernier, a newly renovated, spacious getaway in the Florida Keys, just an hour south of the mainland. This 5-bedroom, 2.5-bath home offers plenty of space for the whole family, plus a bonus loft/den and two fully equipped kitchens.Step inside and enjoy abundant natural light, stylish finishes, and open concept living. The first floor features an eat-in kitchen, four bedrooms, 1.5 baths, and a cozy living area--perfect for unwinding after a day on the water. The second floor boasts a full kitchen with a dry bar, a large dining table for 8, a spacious living area with an oversized sectional, and a master suite with a walk-in closet and ensuite bath.Enjoy breathtaking sunsets from the expansive second-floor balcony, complete with dining and lounge areas. The third-floor loft/den is an ideal hideaway for kids and teens, featuring a sofa bed, TV, and board games.Dock your boat right outside on a 60ft concrete dock and access open water in minutes. After a day of fishing, clean your catch on the dock, then relax in one of two outdoor lounge areas. The home features a newly built lanai and a spacious tiki hut with cozy seating.Additional amenities include a large laundry room with full-size washer/dryer and smart TVs in every bedroom.This home is being offered fully furnished.Ready for the ultimate Keys escape? Blue Moon Tavernier is waiting for you!

Welcome to paradise at 22562 Jolly Roger Dr in beautiful Cudjoe Key! This custom built, 4-bedroom, 2-bath home features open water views, a designer kitchen with high-end finishes and Viking appliances. In addition, on the first floor there are two guest bedrooms, an office and bathroom. The second floor is where you will find the third bedroom as well the primary bedroom complete with private balcony, ensuite bathroom and walk in closet. Outside the property boasts double decker porches, covered hot tub, full swim spa, and new dock. In addition to the garage there is ample room for vehicles, boats and extra storage. The property is equipped with RV electrical and sewer hookups for added convenience. The property features impact windows and doors and is a stones throw from American Shoal, Lighthouse, Looe Key Reef, and Square Grouper restaurant.

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.

The Ultimate RV / Auto / Toy Vault. Happiness is having the space to enjoy your possessions, rain or shine! Heres an incredible chance to secure a solid and safe haven for your cherished possessions. Why leave your prized possessions behind when you migrate to Key West for the winter? This impeccably crafted structure is engineered to withstand winds of 180 mph and X flood levels. Featuring two expansive 12x14 overhead doors, it also boasts an inviting man cave with a full bath, along with a high quality 2-bedroom, 2-bathroom apartment on the second floor. If youve already acquired everything you desire, this building could be the missing puzzle piece to keep your possessions conveniently close at hand. Countless delightful surprises await the aficionado of toys. Perfect for boats, cars, RVs, or hobbies. This building offers endless possibilities. It is zoned as mixed-use land and is currently used as a residence with toys. Building is 2,730 sq. ft. total; Upstairs APT with 2 bd/2 ba is 805 sq. ft.; Garage with full bath is 1,925 sq. ft. Owners are licensed Real Estate agents.

JUST REDUCED! Brand New Custom built spacious 3 bed 2 1/2 bath Waterfront home w/a private dock situated in the quaint well established Oceanside Harborage community! Sturdy & beautiful; built to withstand the unknown w/ 8 thick concrete walls including a concrete roof & a bouquet of large impact windows w/10 ceilings throughout and well appointed with luxurious finishes and an elevator. Be the first to enjoy sunrises & sunsets from your choice of 3 patios and 2 floors of living space. This home offers a large open kitchen w/balcony access for entertaining, Master suite w/ incredible sunsets, an extravagant master bath,an additional entertainment/family room, wet bar, laundry room, elevator & more.Hop on your boat from your 41 private dock w/ Davits, & be in the Ocean/Sandbar in less than 5 mins!The Harborage is a quaint beautiful, 2 street community known for its deep water. Maintenance includes yard, clubhouse w/waterfront pool, ice machine, laundry, boat ramp, boat trailer storage, and best of all LOCATION.

Amazing, well built home, located in Sombrero Isle. Home is a weekly vacation rental with many bookings and repeat guests. All kitchen white cabinets and new granite countertops are being fabricated to complete this coastal inspired renovation. There is an unexpected element of privacay from this oversized corner lot not often found in the Florida Keys. This home is being sold rental ready right down to the silverware and advanced bookings for a true turnkey experience. Please be patient as showings will need to be scheduled around the vacation guests. Cash sales only please

Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether youre looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant in place, ensuring immediate rental income.Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

Over 100k price reduction!Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether youre looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant in place, ensuring immediate rental income.Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

YACHT FRIENDLY! Dont miss this affordable opportunity to own a charming three-bedroom, two-bath home in the desirable Duck Key community, complete with 93 feet of deepwater dockage where the water color is always stunning and clean. The spacious backyard is perfect for outdoor living, featuring a tiki hut, a stunning heated and chilled swimming pool with royal blue ceramic tiles, and a step-down concrete dock for easy access to your paddle boards, kayaks, and a 10,000 lb boat lift. Surrounded by lush tropical foliage, the oversized seawall offers space to accommodate up to three boats, depending on their size.Inside, the home exudes a bright and inviting ambiance, with wood laminate flooring, stainless steel appliances, impact-resistant windows and doors, and panoramic water views from the canal side. The dining room opens to a generous balcony, ideal for soaking in the beautiful scenery and sunsets.Duck Key is a golf-cart-friendly island with access to a private social club offering wellness amenities. Youre just a short walk to Club Duck Key, several resort restaurants, markets and a marina. With the home currently serving as a successful vacation rental, its a smart investment opportunity you wont want to miss! B&BATVAI

This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone elses overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890 Sanborn maps show an additional house on the property, that may be able to be rebuilt with permission from the city (buyers to verify). The home has plenty of the original Dade County pine waiting for restoration. Also featuring historic windows and double balconies. Currently the home is a legal duplex, each a 2 bedroom, 1 bath apartment. Buyers could retain the duplex or transform it into a stunning single family residence in the most sought after neighborhood in all of Key West.

Discover the perfect blend of quality craftsmanship and waterfront convenience in this stunning 3-bedroom, 3-bathroom home. Built with solid CBS construction, this residence is designed to last and offers an inviting, open layout. Just minutes from open water access, the property is a boaters dream, featuring a boat lift that accommodates up to a 35 boat, multiple docking spaces, and a large dock box for convenient storage.Inside, the beautifully designed kitchen boasts granite countertops, enhancing both style and durability. Custom tilework throughout the home adds unique charm, while a working elevator and cozy fireplace provide additional comfort. The spacious four-car garage ensures ample storage, and the 10,000 gallon cistern with a pump offers additional water security.For added privacy and security this property is enclosed with concreate walls on both sides with gated access to the rear of the home. A versatile downstairs, currently housing a commercial ice maker, provides endless possibilities- whether for storage, tackle room ,or extra recreational space. Plus there is ample room to add a pool, creating your own private oasis.Every detail in this home has been carefully designed and fully permitted, offering peace of mind and a solid, well- built feel from the moment you walk in!