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

Tropical Oasis with Spectacular Open Water Views!!!! World Famous Sombrero Beach- This Newly remodeled 2/2 up & 2/2 down. Completely New Beautifully Landscaped Tropical Yard with Artificial grass - Custom Pool covered with 2 inviting Tiki Huts, and Dual Boat Lifts -10,000 & New 24,000. This oversized Lot provides ample space for all your toys, and the in-law suite adds flexibility for guests or extended family. Impact windows and doors, a metal roof, and an elevated position above flood level. This home features abundant storage space with a Carport and pool storage, room to meet all your needs. Close to World Famous Sombrero Beach, this property is the perfect blend of Luxury, Convenience, and Tropical charm. Centrally located near Shopping, School & Restaurants. Quick access to the Ocean and Bay.

Offering a rare pre-construction opportunity at Seaward Pointe; this community embodies the timeless and transformative nature of the sea, manifested across 10 luxury oceanfront villas, pristinely located in Marathon, the heart of the Florida Keys. Seaward Pointe isnt just a residence; its a launchpad for extraordinary experiences. With private boat docks for each villa and direct access to the Atlantic Ocean, residents can immediately embark on diverse marine activities. Lot 5 offers prime views of the Atlantic Ocean from this lot with a 40 foot dock. This villa will also feature superior concrete construction, four bedrooms, three and a half bathrooms, over 2,600 square feet inside, office, laundry room, pantry, elevator, private pool, covered parking and a roof top deck. Impact windows and doors for storm protection and peace of mind. Flexibility for personal use or weekly rental with potential to participate in a professional rental management program. With breathtaking 270-degree oceanfront views, this property is designed to appreciate in value while providing an exceptional living experience that connects you intimately with the natural beauty of the Florida Keys. The surrounding area offers an incredible array of marine experiences. With Marathons private airport just across the street, fly in or out with ease. Seaward Pointe represents more than a real estate opportunity--its a strategic investment in a lifestyle and a location designated as a Federal Opportunity Zone. This villa offers unique tax benefits for investors, including potential capital gains tax deferment when holding the property for 10 years. With only 10 exclusive villas available, this is a rare chance to secure a prime location in the Florida Keys. For more information visit, www.seawardpointe.com.

Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for guests or a home office. The layout offers privacy and flexibility, with main-level guest rooms and an upstairs suite featuring cathedral ceilings, a spa-like bath and a spacious closet. The open-concept design is made for entertaining, with a sleek chefs kitchen featuring custom cabinetry, double ovens, an induction range and a walk-in pantry. Two laundry rooms and a second kitchen area upstairs add extra convenience and flexibility.Slide open the expansive glass doors and step into your own private resort. The living space transitions effortlessly to the outdoors, where youll find tropical landscaping, multiple lounge areas, a covered porch for dining or relaxing and a heated lap pool with a stunning 28-foot custom waterfall. Theres also an outdoor shower and a dedicated poolside half bath.Additional upgrades include new electrical and plumbing systems, three new central AC units, an irrigation system and a full furnishings package. The home also includes garage and driveway parking.Modern, stylish, and centrally located--this is Key West living at its finest.

Discover your dream home at the prestigious Truman Annex Community, situated on the serene Admirals Lane. This two-story detached single-family residence offers a perfect blend of comfort and elegance with 3 bedrooms and 3 full bathrooms. Enhanced by impact windows and doors, the house also features a private carport for added convenience. Adjacent to the property lies a shared community pool, ideal for relaxation and enjoyment. Inside, the main living area boasts exquisite travertine floors, creating a luxurious ambiance. Open the French doors to the composite wood back deck, where outdoor dining, barbecues, and lounging become a daily indulgence. The fully equipped kitchen is a culinary haven, catering to every chefs desires. With one bedroom on the first floor and two bedrooms on the second floor, each with a private bathroom, this home is designed for utmost comfort and privacy. Emphasizing its prime location, this property is just a stones throw from Duval Street, the Key West White House, and the Key West Harbor, all while being nestled within the security of a gated community. Live out your Key West dreams in this exceptional property that epitomizes the essence of island living.

A beautifully upgraded waterfront home in Marathons desirable Sombrero Golf Course neighborhood. This rare above-flood, ground-level residence sits on a spacious 15,625 sq ft lot with 125 ft of new concrete seawall, 15,000 LB boat lift, Jets ski ramp, and two 50-amp shore power stations--perfect for boating enthusiasts with quick access to both Ocean and Gulf.Offering nearly 2,600 sq ft of living space, the home features three large bedrooms with en-suite baths, plus a half bath. Recent upgrades include impact windows/doors, metal roof, whole house generator, and elevated construction for peace of mind. The Chefs kitchen is a showstopper with hickory wood cabinets, granite countertops, Wolf appliances, Sub-Zero fridge/freezer, 105-bottle wine cooler, Miele espresso machine, and a large island with seating and storage.An open-concept layout and split-bedroom design make entertaining easy. Additional highlights include a full laundry room with extra fridge, abundant storage, and a garage with workshop. Enjoy true indoor-outdoor living with a screened-in, heated concrete pool surrounded by new porcelain tile, a large lounging area, and full outdoor kitchen with grill, bar seating, and ice machine.Lush tropical landscaping includes seven fruit tree varieties, orchid garden, and walking path. Two water meters serve the home and irrigation system. Gated entry, concrete privacy walls, and a security camera system provide exceptional privacy and peace of mind. This turn-key property is currently a 7-day licensed rental property and is an active, income-producing vacation rental. A standout Keys home thats truly move-in ready!

This is one of the very few waterfront homes in Old Town Key West that comes with a private boat slip and open water views. The house features a large living room and kitchen area and a gorgeous sunroom with floor to ceiling windows overlooking the water and leading out to a spacious deck. A private path from the deck gives access to a heated pool that is part of the HOA fees that also include use of the dock. The house comes fully furnished. The private boat slip features a custom floating boat lift and there is easy open water access from the Garrison Bight Marina for fun during the day. This Meadows house is also walking distance to Duval Street for night time dining and entertainment. Plus two private, dedicated parking spots.. A rare gem that will not last!

Tucked away on a quiet lane in the heart of Old Town Key West, this one-of-a-kind compound blends island charm and character. Offering three distinct dwellings wrapped around a serene brick courtyard and heated cocktail pool, this property is a rare gem providing ultimate privacy while just steps from world-class dining, shopping, and entertainment.The main house is a light-filled updated 2-bedroom, 2-bath home featuring vaulted ceilings, hardwood floors, and French doors that open onto spacious porches. The open-concept living space flows effortlessly into a sleek kitchen with quartz countertops, stainless steel appliances, and an island with seating perfect for gathering with friends. The primary suite includes an en-suite bath and an outdoor shower tucked away for a private island experience. The second bedroom opens directly to the courtyard, offering a tranquil escape just steps from the pool.A detached 1-bedroom, 1-bath guest cottage provides secluded privacy for visitors or a lucrative rental opportunity. The third structure, set amongst the tropical landscaping, is a flexible bonus space ideal as an art studio, office, or additional sleeping quarters.Surrounded by lush, mature landscaping and brick pathways, the private courtyard creates a peaceful hideaway, perfect for al fresco dining or a dip in the heated cocktail pool. With off-street parking, a whole-house generator, and a fully fenced perimeter, this property checks every box for island living at its finest.Moments from Key Wests vibrant restaurants, galleries, and historic landmarks, these cozy cottages offer a welcoming slice of paradise in one of the most sought-after areas of Key West.Schedule your private tour today and make this hidden paradise your own.

Not a duplex! This beautiful property consists of two single family homes surrounded by tropical foliage. This one-of-a-kind compound blends island charm and character. Offering a 3 bedroom 4-bath Conch house with a large separate 1 bedroom 1 bath home with a full kitchen. The 3 bedrooms, 4 bath home has wall-to-wall Dade County pine with an open floor plan and a chefs kitchen. The open concept living space flows effortlessly into a sleek kitchen with quartz countertops, stainless steel appliances, and offers a tranquil escape just steps from the pool. The second, 1 bedroom, 1-bath home provides secluded privacy for visitors or a lucrative rental opportunity. Surrounded by lush, mature landscaping and brick pathways, the private courtyard creates a peaceful hideaway, perfect dip in the heated oversized pool. Steps from Key Wests vibrant restaurants, galleries, and historic landmark.

If island living is your dream, 39 Cannon Royal Drive in Shark Key is the perfect place to make it a reality. Located in one of the most exclusive and sought-after gated communities in the Florida Keys, this Caribbean-inspired estate offers a tropical escape like no other.Set within this private community, the home boasts stunning, panoramic waterfront views of the Gulf of Mexico, all while being just minutes from the vibrant energy of Key West. The moment you step inside, youre greeted by soaring ceilings and a grand staircase, offering a dramatic entry to the open-concept living spaces. Every corner of this home is designed to maximize its breathtaking surroundings, with the primary bedroom, kitchen, and living areas all enjoying expansive water views.This tropical retreat offers 3 spacious bedrooms, a dedicated office, and the rare convenience of a garage--blending luxury and practicality seamlessly. Outside, the inviting pool serves as your personal oasis, while the prime waterfront location opens the door to endless adventures. Boating, paddleboarding, and kayaking are just steps away, with space to keep a flats boat for easy access to sandbars and world-class fishing.Whether youre searching for a winter retreat or a year-round sanctuary, 39 Cannon Royal Drive is the ultimate escape to island paradise.Shark Key amenities include tennis courts, pickleball courts, swimming lagoon, clubhouse and a private beach.

NEW PRICE!A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the waters edge for unforgettable evenings under the Keys starry skies. Adding to its versatility, a secondary garage structure--measuring over 700 sq. ft. with soaring 11-foot ceilings--has been artfully re-imagined as a flexible guest space or personal retreat.With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space.Additional features include:Potential for docking a houseboat or watercraft, as previously enjoyed. Ample parking and storage, ideal for all your waterfront toys. A kayakers or paddleboarders dream, with access to nearby mangrove trails. A secluded yet accessible location, offering privacy while remaining close to the best of the Keys.Dont miss the opportunity to own this

LUXURY OPEN WATER OASIS in Prestigious Stirrup Key. Welcome to your private island retreat in the exclusive, gated community of Stirrup Key. This elegant 3-bedroom, 2-bath home captures breathtaking open Gulf views from the moment you arrive--offering the quintessential Keys lifestyle with upscale comforts and serene surroundings.Perched on over 28,000 square feet of land, including an adjacent lot and a half-lot, this residence is designed for relaxation and entertaining. Soak in the vistas from the expansive upper-level balcony, watch boats pass by, or cool off in your private swimming pool. The open-concept interior features vaulted ceilings with coastal wood accents, creating a bright and airy ambiance that flows effortlessly throughout the living space.Wake up to water views from the primary suite, and enjoy seamless indoor-outdoor living with panoramic scenes from the living room. Boating enthusiasts will appreciate the two private boat slips--one equipped with a 7,000-pound lift and another perfect for a jet ski--plus an EZ-Dock for kayaks or paddleboards.Additional highlights include: - Multi-car garage with abundant storage- Elevator for easy access to the main living area-Spacious layout ideal for entertaining-Tasteful furnishings included for move-in easeNestled within a 60-acre gated enclave, Stirrup Key offers privacy, security, and a strong sense of community--while being just minutes from fine dining, boutique shopping, the airport, and all the best of Marathon.Dont miss this rare opportunity to own a slice of paradise in one of the Keys most coveted neighborhoods.📍 Learn more about the Stirrup Key HOA at skhoa.com📞 Schedule your private tour today.

UNIQUE & SPACIOUS BOATERS & OUTDOOR ENTHUSIASTS WATERFRONT HAVENThis nearly quarter acre waterfront property, tucked away with steps from Sunset Point in the coveted and secluded Islamoradas Indian Mound Waterways Neighborhood, is a solid concrete block home secured with automatic and aesthetic roll down hurricane screens. It offers unobstructed views of the Florida Bay with extensive views of the two canals converging. From the homes wide upper living room deck or the 93 feet of concrete dock, observe the dolphins swim and play. Throughout the day, manatees glide by. The four aquarium view underwater lights attract multiple tarpon that linger throughout the night. Soak in the soothing sounds of the coconut fronds. spurred by Florida Bays gentle breeze. Fishermen and boating enthusiasts can easily launch and secure their boats on either of the two boatlifts with walk-on platforms, decked with dual power and water pedestals. The outdoor custom kitchen is equipped with a killer dock fish cleaning station, all stainless steel ice-maker, sink with faucet, refrigerator, large stove and grill with granite countertops. Guests can relax in the hammocks, in the private Bahamian sandy beach adjacent to the kitchen. Dip and swim in the deep and wide lap pool that is cooled or warmed by the homes large 36-panel solar generation system. Propane-fueled tiki torches illuminate the property. The large concrete firepit adds warmth after a cool swim. Gated grounds are landscaped with delicious tropical fruit trees and plants such as mangoes, pineapples, key limes, coconuts, and bananas. Secure your Recreational Vehicle with RV hookup within the gates. Property amenities include access to the neighborhoods local private beach and dock. As a Plantation Key property owner, enjoy Islamoradas amenities: additional bayside beaches, pickleball, tennis, boat docking, amphitheater, and more. The property is move-in-ready or refer to the Architectural Drawings for remodel ideas.

Tranquil Midtown Estate feels worlds away, while just minutes to delectable dining and nightlife in exciting Key West! Nestled on nearly a quarter-acre of gated, lush tropical gardens, this spacious 3/3 main house plus 1/1 guest house comes move-in ready; boasting elevated coastal design where modern finishes and amenities meet relaxed sophistication. Indulge in year-round temperate weather from a backyard oasis, masterfully outfitted for hosting memorable gatherings with a well-equipped outdoor kitchen with gas grill, gas burner, ample prep space and beverage cooler. Lounge poolside, cocktail in hand, in the shade of a large tiki hut and cool off in the stunning resort-style pool, complete with fountain waterfalls! Additional exterior features include brick paver pool deck and outdoor rain shower. Upon entry, the main house features an open-concept great room with walls of impact glass windows and doors, providing abundant natural light. The immaculate Chefs Kitchen, with quartz countertops, glass tile backsplash, premium stainless-steel appliances, and island with seating, allows for effortless entertaining. As a bonus, a Dutch door leads to a spacious butlers pantry with laundry. The primary suite enjoys privacy in its own wing, and comes equipped with luxurious en suite, walk-in closet, and access to a private garden. The separate guest wing offers two expansive bedrooms and two full bathrooms. The well-appointed guest house offers two floors, with living room and kitchenette on the main level, complete with serene pool views and impact glass doors leading out to a private, poolside composite deck. The upstairs guest bedroom offers loads of privacy and en suite bathroom. Enjoy an abundance of covered parking with two pergola carports and additional off-street parking. Located within a quiet, established neighborhood but in proximity to restaurants and convenience stores in town, this ideal location offers the best of both worlds!

Large, luxury home, built in 2023, with the feel of your very own beach cottage. Five bedrooms and five and a half bathrooms, all en-suite well conveniently laid out in 2,708 square feet for grand entertaining while accommodating personal space. Two zone Air Conditioning, decks, patios, a custom concrete pool, and 73 of low maintenance TREX composite dockage. Step into your expansive, private paradise where the newly renovated backyard has been thoughtfully designed to encourage relaxation al fresco dining, drinks with friends, or all by yourself lounging in your pools tanning ledge.Few things a more convenient than the newly added double entry downstairs enclosure making unloading easy and provisioning the boat even simpler.An open concept living area marries the kitchen, dining, and living spaces providing all the room you need for large families, friends, or a quiet space all for yourself. The kitchen boasts quartz countertops and state-of-the-art SMART appliances, abundant extras, beautiful backsplashes to the ceiling, a wine cooler, and an island big enough for plenty of people to bother the cooks. Just buy groceries because your new home will be turn-key.All five bedrooms have King Beds with micro cool technology and their own private bathrooms. Three of the bedrooms have sliding glass doors (impact) for access to the top floor deck. Watch spectacular sunsets inside or out. All doors and windows are impact rated.The decks extend an invitation to bask in the sun or enjoy the company of friends beneath the stars. The dock is 73 feet accommodating either one exceptionally large boat or several smaller ones.Welcome to a life where the embrace of the Florida Keys is matched only by the embrace of home

Coastal Elegance Meets Timeless Craftsmanship in Safety Harbor- Welcome to Piece of Quiet, a winner of the Miami Herald Fame award for custom homes with unique architecture. Nestled in the coveted Safety Harbor neighborhood, this CBS construction home is a masterful blend of strength, style, and coastal luxury. Wrapped in island-style siding, the home exudes character and seaside charm, while grandeur arched French doors in the main living area flood the space with natural light and frame stunning waterfront views. Delight your senses with the custom terrace floors that were modeled after those at the Historic Cheeca Lodge & Spa. Step inside to the rich beauty of white oak flooring, offering both durability and sophistication throughout. The open-concept design seamlessly connects indoor and outdoor living, perfect for entertaining or enjoying peaceful moments by the water. Boating enthusiasts will revel in the 70 feet of dockage on a serene, protected deepwater basin, providing direct access to the bay and quick ocean access via the two bridges at Channels 2 and 5. Whether youre setting sail at sunset or savoring the gentle breezes from your private dock, or waterfront decks, this home is a rare gem not to be missed.Dont miss the opportunity to own this waterfront retreat--schedule your private showing today!

TRANSIENT LICENSE - - Discover your dream Transient Vacation Rental in the heart of mid-town Key West! This beautifully refreshed home boasts a light and airy atmosphere and is sold fully furnished with rentals on the books and ready to go. Featuring three bedroooms, including a spacious primary suite and three baths, this property offers an inviting open living and kitchen area, highlighted by soft hues and vibrant tropical accents. Dine al fresco in the charming attached pavilion, perfect for enjoying the lush surroundings.Each bedroom provides direct access to different areas of the yard, enhancing the privacy and outdoor experience for every guest. The luxurious primary suite opens to the pool area through stunning French doors, while the primary bath features a spacious, tiled walk-in shower. The second bedroom, decorated with inspiring Key West art, offers a tranquil retreat with two twins that may be turned into a king. The versatile third bedroom is on the opposite side of the house with remodeled bath ensuite.Nestled in a quiet residential neighborhood, this home is just a short bike ride from the beautiful beaches on the south side of the island and the vibrant Duval Street, with the Casa Marina area even closer. This home is the ultimate vacation getaway!

Welcome to Latitudes in Islamorada, where luxury living meets coastal elegance. This stunning 4-bedroom, 2.5-bath, three-story residence is nestled within the prestigious Port Antigua community on Lower Matecumbe Key in the Florida Keys, a sought-after enclave known for its live-work-play lifestyle. The neighborhood shares a natural white sand beach and boat ramp with private access. This exceptional property offers unparalleled features, including breathtaking 360-degree views from the top floor, a custom-designed pool and spa, a spacious tiki hut complete with a grill and bar, an elevator that goes up to the top floor, and dual boat lifts (12,000# & 20,000#) with deep water and 70+ ft of seawall.The three-story layout at Latitudes is a masterful showcase of an open-concept living space on the top floor, where the dining, living, and kitchen areas flow seamlessly--all in the design of an upscale penthouse. Expansive covered balconies offer additional outdoor living spaces. The home is fortified with impact-resistant doors and windows throughout, ensuring both security and peace of mind.The second floor is dedicated to comfort, featuring a luxurious master suite and bath, along with spacious guest rooms, guest bath and half bath. The ground level includes an enclosed garage and a finished storage area, offering ample space for all your needs. At Latitudes, every detail has been carefully considered to provide a perfect blend of style, functionality, and luxury.

Welcome to 23 S Kyle Way . This stunning property offers breathtaking, direct ocean views and unparalleled charm. Featuring 4 spacious bedrooms and 3 well-appointed bathrooms, this home is perfect for both relaxation and entertaining. The expansive kitchen is ideal for hosting gatherings, while the generous storage space ensures everything has its place. With easy access to both the Ocean and the Gulf--just minutes from your dock--you can enjoy the best of both worlds. Revel in spectacular sunset views. Additionally, this property presents an excellent investment opportunity, as 7-day rentals are permitted. This is coastal living at its finest, with potential for both personal enjoyment and a lucrative vacation rental.

EXQUISITE OCEAN VIEW POOL HOME! Welcome to Tuts Cay, a luxurious 4 bedroom, 5 bathroom, a sanctuary in The Village of Islamorada, Florida Keys. This property spans on two lots, offering stunning ocean views and privacy. The resort-style pool area includes an outdoor kitchen and golf putting green, perfect for relaxation and entertaining. Boating enthusiasts will appreciate the ample dockage and nearby community boat ramp. Inside, enjoy sophisticated living areas with en-suite bathrooms for each bedroom plus a pool bath. The residence features televisions in every room, large balconies, dual kitchens, and a wet bar. Exterior amenities include a rooftop lounge, private pool and hot tub, sun loungers, hammock, outdoor bar, mini fridge, built-in grill, and firepit. Tuts Cay blends luxury, convenience, and natural beauty for an unforgettable vacation or full time home. Located in the Sports Fishing Capital of World!

Seller is motivated and ready to make a deal--dont miss this opportunity! Welcome to this stunning canal-front estate in prestigious Duck Key, beautifully remodeled in 2022 with designer finishes throughout. This 4-bedroom, 4-bathroom home sits on an expansive 12,500 SF lot, offering luxury at every turn. The outdoor oasis features a serene saltwater pool (built in 2020), a new outdoor kitchen under a charming tiki hut, and an impressive 100-foot concrete seawall, perfect for multiple boats. It also includes a brand new 20,000 lb boat lift with 50 amp service, and even a custom shed for extra storage.Built with solid CBS construction, this 3,402 SF home is designed for durability, with impact windows and doors and a metal roof. The spacious interior offers 2,602 SF on the main level, featuring a beautifully designed kitchen, a large living room, dining room, family room, and a Florida room, along with 2 bedrooms and 1.5 bathrooms (1 ensuite).Upstairs, an additional 800 SF includes 2 more bedrooms, both with ensuite bathrooms, and a large balcony that overlooks the crystal-clear canal. This homes layout is perfect for single-level living while still offering ample space upstairs.Whether youre seeking a forever home or a vacation rental investment, this property is sure to impress. Schedule your private showing today to experience this breathtaking home for yourself.