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Florida Keys LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Total Listings 1,118
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$2,949,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,426 SqFt Days Listed: 144
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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.

$2,949,000
Marathon
Sombrero Properties   - MM: 49.50
3 Bed, 3 Baths, 2,540 SqFt Days Listed: 36
-1.67% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift125f

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!

$2,925,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
4 Bed, 4 Baths, 3,656 SqFt Days Listed: 16
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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.

$2,900,000
Marathon
Misc Marathon East O   - MM: 52.00
4 Bed, 4 Baths, 2,643 SqFt Days Listed: 76
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock40ft.

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.

$2,900,000
Marathon
Waloriss Subdivision   - MM: 49.50
3 Bed, 3 Baths, 2,430 SqFt Days Listed: 116
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Slip,Boa

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.

$2,899,000
Key Largo
Riviera Village, Rec Amd   - MM: 104.00
3 Bed, 3 Baths, 1,724 SqFt Days Listed: 120
-19.36% ($696,000) 4 Price Changes : Last Change 20 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin200ft.

INVESTORS! Discover 11 Bay Road and the charm reminiscent of Vintage Florida in this exquisite Bayfront home steps away from open water in Key Largo. This large estate sized property offers spectacular, due west-facing sunset views year-round. Set on an oversized lot with palm tree lined driveway and lush, mature landscaping, this property provides both privacy and serenity. A rare and private basin, sandy beach, jetty and dockage with 100 of deeded bay bottom enhance the appeal, while the native tropical surroundings invites ultimate relaxation. The residence features three bedrooms and three bathrooms within 1,724 square feet of air-conditioned space, complemented by expansive screened-in porches that overlook the Florida bay and waterfront. Dade County pine, tray ceilings and authentic Mexican tiled floors highlight the homes Old Florida charm. The well-designed split floor plan ensures privacy for the guest bedrooms, while the main living area offers a seamless connection to the stunning views and outdoor spaces.With the option to add an extended pier or boat lift, this property is perfect for boating enthusiasts. Additionally, this property offers a detached two-story garage and carport with ample storage and room for expansion. A neighborhood boat ramp and bayside park with 72-hour overnight boat parking are just a short drive away for added convenience. Access the ocean with a short boat ride through famous Adams Cut. This remarkable home offers an opportunity to embrace the Key Largo island lifestyle, whether as a private retreat or as a future redevelopment project. Dont miss your chance to experience this rare offering in one of the areas most sought-after locations just one hour from Miami. Contact us today to arrange a viewing.

$2,895,000
Key West
Webb Realty Co Subdivision   - MM: 1.00
4 Bed, 4 Baths, 2,880 SqFt Days Listed: 177
-12.14% ($400,000) 2 Price Changes : Last Change 45 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, A FAREWELL TO ARMS. This sprawling single story property spans an impressive 8100 square feet, occupying a prominent corner lot, with a reimagined interior floor-plan. Constructed with white-painted Savannah brick over a wood frame, this residence exudes classic charm with a modern twist. Tall ceilings and a welcoming fireplace create an inviting atmosphere. Sliding glass doors seamlessly connect the interior to the outdoor patio, allowing for a harmonious blend of indoor and outdoor living spaces. The outdoor space is a tropical paradise, complete with a heated pool and soothing water feature. The main house features 3 bedrooms, 2 bathrooms, and a laundry area. Two of the bedrooms share a bathroom, while the primary suite offers a generously sized bathroom with a bath tub, double sinks, and an indoor and an outdoor shower. Enjoy the airy ambiance of the open floor plan, with a spacious living room and dining area that together span over approximately 1200 square feet. The modern kitchen is well-appointed, with easy access to the pool area and the charming conch-style 1/1 guesthouse. The main house has a semi-circular driveway and can accommodate 3-4 cars. The guesthouse also includes its own entrance on Walton Street and an off-street parking space.

$2,895,000
Key Largo
Cross Key Waterways   - MM: 103.00
4 Bed, 4 Baths, 3,362 SqFt Days Listed: 156
-3.34% ($100,000) 1 Price Change : Last Change 46 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

PARADISE! Why Dream about it when you can live it! This waterfront beauty custom-built in 2023 has it ALL! 3,362 SF under A/C plus over 4,000 SF of outdoor living space. 4 Bedrooms & 4 Bathrooms! Ground floor is a wide open covered outdoor space overlooking the pool & water. The 2nd floor has a large custom kitchen with top of line appliances, nice open living space along with two bedrooms & two bathrooms. 3rd Floor features a large master suite with a spa inspired bathroom, a wet bar & balcony overlooking the pool & water. Plus, the 4th bedroom & bathroom & a large laundry room. The roof top deck has 1,562 Sq Ft of endless Bay views! Some of the many additional features include; elevator, 1,000-gallon propane tank, electric car charger, 2 50 AMP outlets, 4 pole boat lift, all this & MUCH more only seconds away from open waters!

$2,895,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
4 Bed, 4 Baths, 2,416 SqFt Days Listed: 144
-3.02% ($90,000) 1 Price Change : Last Change 37 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

EXQUISITE WATERFRONT property in Summerland Cove Isles, an upscale 4 bedroom 3 1/2 bath home with an elevator and roof top terrace! This stunning concrete block home offers the perfect blend of modern design and coastal flair, situated on a desirable flow-through canal. Direct access to both the Atlantic Ocean and Gulf make this ideal for boating and water enthusiasts.As you step inside, youre greeted by high-end finishes that elevate the space. The open-concept living area is flooded in natural light with access to balconies on every level. The gourmet kitchen is a chefs dream, with top-of-the-line appliances, custom cabinetry, and a large center island--perfect for entertaining. Step outside to your tropical oasis, where youll find a sparkling pool and heated jacuzzi--perfect for enjoying Floridas year-round sunshine and balmy evenings. The expansive patio offers plenty of space for lounging or alfresco dining, all while overlooking the canal. For the boating enthusiast, the property features a private 60 dock with a 20,000 pound boatlift affording easy access to the open water, whether youre heading out for a day of fishing on the Gulf or a sunset cruise on the Atlantic. A commercial ice-machine completes the package in the downstairs storage room. The homes thoughtful design also includes a rooftop terrace that offers panoramic views of the surrounding waters and natural beauty--ideal for enjoying the sunset, stargazing, or simply relaxing with a glass of wine. Take the elevator to the top floor and catch exceptional views of Niles Channel Bridge and the ocean.This home is the epitome of luxury coastal living, offering elegance, and unparalleled access to the best of the Keys. Escape to your personal oasis and take this opportunity to create lasting memories.

$2,895,000
Key West
New Town Unrecord   - MM: 3.00
3 Bed, 3 Baths, 3,461 SqFt Days Listed: 195
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 3615 Eagle Avenue, a stunning, spacious, custom built residence surrounded by its own private botanical garden. The oversized double door entryway indicates what awaits you on the inside. Large sweeping rooms with high cathedral ceilings, gorgeous tile floors, double doors opening to the garden from every room, all designed with one-level living and an emphasis on engaging one eye to the stunning nature that surrounds you. The chef in your family will dance with delight in the spacious kitchen built for creating and entertaining with new Sub Zero refrigerator, gas stove, two dishwashers, wine cooler, and ice machine. Each room has been upgraded with impact windows and doors with views of the luscious tropical delights that await you outside from every angle. Currently configured as a three bedroom with an additional spacious office that would easily convert to a fourth bedroom. Master suite privately located in front of the house with a newly renovated master bath that exudes luxury and style. The 12,000 sq. ft. lot encompasses a large thrilling botanical garden full of life with an emphasis on native plants and palms attracting all the local birds and butterflies. A covered pavilion overlooking the 33 pool and spa with a sand walkway that meanders through the tropical plants. A double car garage with built in storage with additional off-street covered parking for three more vehicles to store all the family toys. House is equipped with a generator, lots of storage, separate utility entryway, exterior lighting and irrigation. Book your showing today to see this extraordinary home as you wont be disappointed.

$2,895,000
Marathon
Grassy Key   - MM: 58.90
2 Bed, 2 Baths, 1,344 SqFt Days Listed: 206
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift300ft.

You dont come to the islands to stay in a town! Relax in YOUR VERY OWN TROPICAL PARADISE away from the traffic and noise of US Hwy #1 and located on renowned MORTON Street. Minutes to Marathon but tucked away from all the worries of the main land. This 2 bed / 2 bath GULF front/ BEACH front home is calling you ...This palm studded 1/2 ACRE property, overlooks the Gulf, Can you say Beach House? Panoramic Open water views from your living area, Dock, Tranquil fenced-in yard with in ground heated concrete pool?? From House, to Dock, to Beach, to Pool, this home HAS IT ALL! Breathtaking SUNSETS right from the dock. Almost like you are living on your own island!The perfect location is also the ULTIMATE OASIS blending privacy and nature in a jaw dropping setting. Special features of this home include; a gourmet kitchen with granite counter tops & stainless steel appliances. Two ensuite bedrooms & an expansive living room with large windows to take in ALL the GULF views from every angle. The downstairs area has plenty of storage space, a laundry area and a separate garage area. Plenty of room to park. The wooden dock is complete with a new 25K lbs boat lift and a fish cleaning station and bench for fishing. New AC and a metal roof. Property comes fully furnished & turn-key, rental ready. This property is a very active weekly vacation rental currently grossing $170K / year with an exceptional 10/10 rating and 100s of positive reviews.After a full day in the sun there is no better place to relax than in your cool fresh water pool surrounded by the well maintained lush garden oasis. You will love the massive coconut and royal palms, the 9 high bird of paradise, the banana and key lime trees, blooming hibiscus & orchids. So whether you are coming to the keys to relax, fish, kayak, snorkel, dive or whatever your heart desires the White Sands has it all. Call today, before this dream home is SOLD! Showings by appointment, do not walk property.

$2,850,000
Key Largo
Winston Waterway   - MM: 102.00
5 Bed, 5 Baths, 3,224 SqFt Days Listed: 37
-5.00% ($150,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Tropical Luxury meets Coastal Living in the heart of Key Largo! Welcome to 4 Palmas, your custom-built waterfront paradise! This stunning 2-story residence, built in 2016, was thoughtfully designed for privacy, comfort & entertaining.Boasting 3,224 sqft of interior living space, this home features 5 spacious bedrooms, highlighted by 2 expansive primary suites, 1 on each level & each featuring an en-suite bathroom & oversized walk-in closets. A total of 4 full bathrooms & 1 half bath, thoughtfully distributed for comfort & convenience. With 3 distinct living rooms, 2 indoors & 1 under the covered patio & two bars, the good times never end! The open-concept living spaces flow seamlessly into approximately 2,445 sqft of outdoor living space, which includes a covered outdoor patio with a full kitchen & grills, a heated pool & spacious deck. With a combined total of 5,669 sqft, there is no shortage of space for family & friends to enjoy unforgettable gatherings or simply relax & experience the true laid-back Florida Keys island life. A short stroll leads to your 50 foot dock nestled along a wide canal which offers effortless boat access & quick navigation to the open ocean, putting world-class fishing, diving, & snorkeling just minutes away. Easily launch a kayak from the convenient floating dock & explore the tranquil mangroves of nearby John Pennekamp State Park & experience the unmatched natural beauty of this unique coastal sanctuary. Easily access our beautiful Florida Bay via nearby Adams Cut. Additional highlights include an elevator, 4 balconies, ample downstairs storage for all your water toys & an outdoor shower. 4 Palmas was modernly constructed, built to withstand a CAT 5 hurricane & features complete impact windows & doors, & a metal roof. Whether youre looking for a dream home, a vacation getaway, or a high-demand rental property, this one checks every box. Dont miss your chance to own a slice of paradise on the ocean side of Key Largo!

$2,850,000
Duck Key
Yacht Club Island   - MM: 61.00
3 Bed, 3 Baths, 1,792 SqFt Days Listed: 47
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift75ft.Concre

Island living at its finest! Welcome to 334 E Seaview Dr, Duck Key, FL 33050 a a spectacular 3-bedroom, 3-bath canal-front home nestled on prestigious Yacht Club Island.This beautifully remodeled residence offers approximately 1,792 sq ft of thoughtfully designed living space, highlighted by soaring cathedral ceilings and abundant natural light. The main level features a spacious primary en suite, a guest bedroom and full bath, and an inviting open layout perfect for both relaxing and entertaining. Upstairs, the versatile loft doubles as a third en suite or cozy den.Step outside into your own private paradise. The backyard is truly a showstopper featuring a lush turf lawn, custom putting green, swaying palms, and vibrant tropical landscaping. Whether youre lounging in the tiki hut, enjoying a drink at the outdoor bar, or firing up the grill in the summer kitchen, this space was made for hosting. The heated and chilled concrete pool and ambient lighting create the ultimate Florida Keys resort vibe.For boating enthusiasts, the 75-foot concrete dock, boat lift, and clear flow-through canal with direct ocean access make every day a water day. The home also includes impact windows and doors and a whole-house Generac propane generator for year-round peace of mind.There is a ground-level bonus space that buyers must-see!This property offers a rare blend of comfort, style, and island charm in a sought-after location. Come experience the magic of Duck Key - schedule your private showing today!

$2,850,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 21.00
2 Bed, 2 Baths, 1,577 SqFt Days Listed: 71
-4.68% ($140,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp

Unobstructed Ocean views, you will love this Private Oasis! Enjoy the Cudjoe Key lifestyle in this fabulous 2 bedroom, 2 bath home. Built in 1984 with a well-planned 1577 sqft floorplan, perfectly situated on a corner, oceanfront 24,829 sqft lot. This beautiful home will sell fast!! Granite kitchen countertops, brand new stainless steel appliances, new AC, new tankless water heater, impact doors and windows and much more! Master bedroom on the top floor has the most spectacular ocean views and sunrises. Double sliding doors lead out to a huge private observation deck. The pool is hands down the show stopper of this property. Soak up the sun in this huge full size pool and a hot tub, or enjoy the sunsets while grilling out with your guests on the extra large pool deck. There is a screened in patio just off the living room with direct ocean views, comfortable outdoor furniture to relax on and enjoy your morning coffee. Located at the end of dead-end street, the home sits on the ocean end of the canal. Property includes a private boat ramp and dock with room for a 25 foot boat and plenty of room to park multiple boat trailers in the yard. With views of American Shoal Lighthouse in the distance, this homes location is great for trips to the reef, as well as back country for flats fishing. Some of the best fishing spots in the Florida Keys are just minutes away! Situated between Key West and Marathon, we are in the ideal location. Just a 25 minute drive into Key West you can enjoy Sunset Celebrations at Mallory Square, have a stroll down Duval Street, and dine at some of the best restaurants in the Florida Keys. Only 25 mins to the north towards Marathon you can enjoy Bahia Honda State park and Sombrero beach.

$2,850,000
Upper Matecumbe Key Islamorada
Tarpon Flats   - MM: 81.50
3 Bed, 3 Baths, 2,072 SqFt Days Listed: 35
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: First Come Dock150ft

Experience refined coastal living at Tarpon Flats, Islamoradas most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket.This three-story home offers a thoughtful layout and spectacular bay views throughout. The ground floor features covered parking, a versatile multi-purpose room, and access through a gracious foyer entry. Upstairs, the main living level boasts an open-concept kitchen and dining area with panoramic bay vistas, two bedrooms, two bathrooms, and a tranquil porch ideal for enjoying sunset skies. The top floor is reserved for the expansive master suite, complete with a private balcony and sweeping waterfront views.Tarpon Flats offers an amenity-rich lifestyle tailored to the discerning buyer. Enjoy a waterfront pool and gazebo, private beachfront access, generous dockage for your skiff, a charming greenhouse, and a tennis court with shaded seating for guests. Adding to the ease of ownership, the community provides a full-time concierge service and an on-site handyman, ensuring both comfort and convenience year-round. Sophistication, privacy, and natural beauty converge in this exceptional Islamorada retreat--come discover what makes Tarpon Flats truly one of a kind.

$2,850,000
Marathon
Stirrup Key Subdivision   - MM: 52.50
4 Bed, 4 Baths, 3,476 SqFt Days Listed: 125
-1.69% ($49,000) 2 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 115ft.Rip Rap

Experience waterfront living at its finest in this beautiful 2 story residence with a ground level elevated entry that has been renovated to achieve the perfect blend of coastal living with upscale entertaining in mind. Thoughtfully designed with an open and airy interior space, and grand entrance that flows effortlessly onto two outdoor balconies makes this residence perfect for entertaining or relaxing and enjoying the bay and sunset views. Features include a beautiful granite kitchen, custom and private bar area, open concept great room and neutral tiled flooring. The spacious chefs kitchen with granite counter tops and stainless steel appliances, a second level master suite with walk in closet, en suite bathroom with jetted tub and separate shower, three well appointed guest bedrooms, 3 bathrooms and office space off the main living area. Windowed porches allow for more living space outside of air-conditioned space as well as more entertaining room. Enjoy fishing off the dock or boating in and out of the area. The nearby community park boasts a small beach, and boat ramp which can be used to launch your boat. Restricted rentals makes this community even more desirable due to less vacation rentals and more serenity. This open water bay front home is located near Marathon Airport and the property can be purchased on one lot or can be combined with two parcels for potentially more living space, a cabana accessory structure, pool, putting green, or pickle ball court. Buy both for future potential living space or simply enjoy the green space overlooking the Florida Bay. Additional lot can be purchase separately and is contiguous to this home on 120 Pirates Cove Drive in exclusive and gated Stirrup Key.

$2,849,000
Key Colony
Coury Subdivision   - MM: 53.50
3 Bed, 3 Baths, 2,517 SqFt Days Listed: 154
-3.42% ($101,000) 1 Price Change : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Nestled in the heart of the Florida Keys, in the resort community of Key Colony Beach, this elegant home offers the perfect blend of luxury and comfort. As you step inside the formal foyer, the open and airy living room welcomes you with soaring ceilings that rise to the second floor, creating a grand sense of space. Large windows flood the home with natural light, highlighting the meticulously designed interior. A beautiful staircase leads to the upstairs guest bedrooms and loft area with Murphy bed, offering privacy and versatility. The expansive primary suite, on the first floor, is a true retreat, with a spacious, spa-like bathroom with double sinks, a walk-in shower, and a luxurious whirlpool tub for ultimate relaxation. Two large closets, one a walk-in, provide ample storage. An attached bonus space or office area gives you the flexibility to work from home or unwind in peace. The large, well-appointed kitchen is a chefs dream, with double ovens, plenty of counter space, and an abundance of storage, making meal preparation a breeze. Whether youre cooking for your family or hosting friends, this kitchen is designed for functionality and ease. Perfect for entertaining, the kitchen flows seamlessly into the dining and living areas, while the expansive outdoor deck and sparkling pool create an ideal setting for hosting guests, parties, or simply enjoying the Florida Keys weather. For fishermen and boating enthusiasts, the 37 dock (with room to expand) will accommodate one or two boats and the excellent boating access will get you out on the ocean quickly, so you can enjoy a perfect day of fishing or exploring the surrounding waters. The two-car garage will easily store all of your boating gear. This home offers everything you need to entertain, relax, and live in style. Whether hosting grand events or enjoying quiet moments in paradise, this residence provides the perfect backdrop for both. Make an appointment today for a private showing.

$2,800,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 2,049 SqFt Days Listed: 107
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

$2,800,000
Upper Matecumbe Key Islamorada
Penn Key Club   - MM: 83.00
3 Bed, 3 Baths, 4,537 SqFt Days Listed: 152
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Basi

Discover Your Private Tropical Oasis in Islamorada.Welcome to your dream retreat in the heart of the Florida Keys in the sport fishing capital of the worldaa stunning Key West-style home nestled amidst lush greenery in an exclusive gated bayfront private club community. This residence is more than just a home; its a lifestyle defined by serenity, elegance, and the natural beauty of Islamorada.From the moment you pass through the palm-lined gated front entrance, you will notice the manicured tropical beauty of this community as you make your way to the classic architectural gem that will captivate you. Vibrant hues, large sitting porches, and timeless craftsmanship create a warm, inviting ambiance. Inside, open living spaces are bathed in natural light, blending seamlessly with the lush surroundings visible through every window.Step outside and find yourself in your very own tropical sanctuary. Towering palms, old growth trees, vibrant bougainvillea, and lush greenery surround the property, offering privacy and tranquility. Relax by the pool, host unforgettable gatherings on the expansive patio, or simply unwind as the breeze carries the scent of salt air.Nestled within a private club community, this home offers access to a range of world-class amenities, including a marina, sunset point, beach, and community pool. Plus, the vibrant culture and stunning waters of Islamorada are yours to explore from the protected marina.Whether youre seeking a permanent residence or a vacation escape, this property provides the perfect balance of seclusion and connection. From sunrise strolls on pristine beaches to evenings under the stars, every moment here feels like a slice of paradise.Dont just dream of the Keys, live it. Schedule your private tour today and experience firsthand what makes this home and private community so extraordinary.

$2,800,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 2,098 SqFt Days Listed: 28
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp6

Stunning canal-front home at the rare T-junction of two crystal-clear waterways in Port Antigua--one of Islamoradas most sought-after communities. This fully updated 4 bed, 3 bath pool home is offered turnkey and ready for immediate enjoyment.Upstairs features an open split floor plan with two spacious ensuite bedrooms, new porcelain wood-look tile throughout, fresh paint, all-new LED lighting, and a sleek kitchen with quartz countertops. The living area opens to a screened balcony overlooking your private dock and wide water views.Downstairs offers a beautifully renovated 2 bed, 1 bath guest suite with its own full kitchen--ideal for visitors or extended family.Enjoy a brand-new pool with fountain, a stylish louvered pergola for sunbathing or shade, a wraparound porch, and a screened upper balcony. Dual A/C units and water heaters add comfort and convenience.Port Antigua residents enjoy a private white sand beach, boat ramp, and direct ocean access--making this a must-see waterfront retreat.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 06-17-2025.
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