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$2,749,000
Marathon
Harbor Isle   - MM: 48.50
5 Bed, 5 Baths, 3,200 SqFt Days Listed: 120
-1.65% ($46,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.Concrete

Brand New Coming in 2025: A Luxurious Waterfront Haven with Unparalleled Water Vistas, and Deep-Water Dockage! Experience the pinnacle of Florida Keys living in this 3,200 Sq Ft waterfront masterpiece, offering 5 Bedrooms 5 Bathrooms, and a seamless blend of elegance and comfort. Designed for the discerning buyer, this home features a private pool, an elevator, and a stunning rooftop deck, your front row seat to breathtaking sunsets over Boot Key Harbor. Work with Keys Dream Properties to personalize every detail, from interior and exterior colors to high-end tile, quartz countertops, lighting, and fixtures. Create a dream home that reflects your vision. Nestled in the heart of Marathon, this premier location offers easy access to world-class dining, boutique shopping, and the vibrant boating lifestyle. Your protected 50 foot Deep-Water dock places you just minutes from the Atlantic and Gulf, making fishing, snorkeling, and open-water adventures effortlessly accessible. On windy days when the open water of the Atlantic Ocean is not pleasant, Boot Key Harbor provides calm waters for social boating, on the water dining, and cocktails. Best of all, this exclusive property comes with no HOA fees, and allows 7-day rentals, offering both lifestyle flexibility and a lucrative investment opportunity in Marathons thriving vacation rental market. With permits secured and construction set to begin, now is your chance to claim this rare opportunity. Contact us today to start designing your custom Florida Keys retreat!

$2,750,000
Marathon
Fat Deer Key   - MM: 53.00
5 Bed, 5 Baths, 2,607 SqFt Days Listed: 119
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 36ft.

Welcome to The Tides at Vaca Cut #3, a stunning 5-bedroom, 4-bathroom luxury retreat in one of the Florida Keys most sought-after waterfront communities. Spanning 2,607 square feet, this newer construction (2020) home was expertly built and tastefully designed by DAsign Source, a premier name in Florida Keys luxury living. Furnished with coastal elegance in mind, this home offers a seamless blend of style and comfort. The bright, open-concept living area flows effortlessly to a private pool and outdoor entertainment space, where breathtaking views of the Vaca Cut create the perfect backdrop for relaxation. Built for durability and efficiency, this home features concrete block construction, impact windows and doors, a metal roof, and double-stacked washers and dryers--ideal for quick turnovers in a high-demand rental market. For boating enthusiasts, 36 feet of dockage provides direct access to both the Atlantic Ocean and the Gulf of America. And if you love to take in the scenery, the boat-watching here is second to none! With a strong rental history of revenues exceeding $200,000 per year and exceptional income potential, this turnkey property is an ideal investment or the ultimate vacation escape. Luxury, waterfront living, and unbeatable design--all in a prime Florida Keys location!

$2,750,000
Marathon
Thompson & Adams Subdivision   - MM: 49.50
4 Bed, 4 Baths, 2,665 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 89ft.

Pre Construction | Open Water Views & Protected Dockage | Vacation Rental Opportunity. Welcome to 4800 Overseas Hwy #14, an exceptional brand-new 4-bedroom, 4.5-bathroom home currently under construction in the heart of Marathon. With approximately 2,665 sq ft of thoughtfully designed living space, this coastal retreat offers the rare combination of open water views and protected dockage, creating a true boaters paradise.Located along a 40-foot-wide canal, the property allows for safe dockage and easy access to both the ocean and the backcountry. Whether youre headed out for offshore fishing or a sunset cruise through the mangroves, this home puts you in the perfect position to enjoy it all.Inside, the home will feature modern coastal finishes, spacious en-suite bedrooms, and an open-concept main living area ideal for entertaining and relaxing. A private pool is included in the plans, perfect for unwinding after a day on the water.As new construction, this home comes with significant benefits: easier maintenance, no costly fix-ups, full customization potential, and stronger hurricane tolerance. It also means easier insurance, no illegal enclosures or non-conforming spaces to worry about, no shutters to put up, and greater long-term resale value.Weekly vacation rentals are allowed, making this an outstanding investment opportunity with high income potential. House plans are available upon request, and buyers who act quickly may still have time to personalize certain finishes.Dont miss your chance to own brand-new construction in Marathon with open water views, protected dockage, and everything in place to start renting immediately. Your slice of paradise awaits. Estimated Completion: February 2026!

$2,750,000
Marathon
Hawaiian Village   - MM: 53.50
3 Bed, 3 Baths, 2,391 SqFt Days Listed: 69
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift40ft.

Welcome to Casa del Sol, a stunning waterfront retreat perched on the edge of Vaca Cut--offering direct, deep water access and all the charm of the Keys wrapped in modern comfort. This beautifully updated 3-bedroom, 2.5-bath home spans over 2,300 square feet of coastal living, with thoughtful upgrades throughout. New metal roof was done in 2023 along with 2nd level windows upgraded to impact. The first level features the spacious primary suite and boasts restored Dade County pine flooring, preserving the homes timeless character. Upstairs, youll find two inviting guest bedrooms with new luxury vinyl plank flooring, all tastefully furnished and ready to enjoy. The kitchen and open living areas flow seamlessly onto a large screened-in porch--perfect for indoor-outdoor entertaining or soaking in the island breeze. Outside, enjoy your private pool and rare tidal pool, plus a 16,000 lb boat lift and deep water dockage--ideal for boating enthusiasts seeking quick access to both the Atlantic and Gulf via Vaca Cut. Whether youre seeking a Keys getaway, a high-performing active vacation rental, or a full-time residence, Casa del Sol offers it all--upgraded, furnished, and move-in ready.

$2,750,000
Key West
Key West Beach Club 2   - MM: 2.00
3 Bed, 3 Baths, 2,038 SqFt Days Listed: 133
-3.51% ($100,000) 1 Price Change : Last Change 13 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Life is BETTER at the Beach!Enjoy penthouse style living with panoramic ocean views from this two story oceanfront condo!This waterfront setting is magical and simply serene, peaceful and beautiful! Floor to ceiling windows invite natural light, revealing the breathtaking water views from inside as well as the outdoor ocean facing deck - perfect for entertaining, lounging and absorbing sunrises. This private oasis also includes an updated kitchen and countertops, a primary bedroom suite on the first floor and a full guest suite on the second floor which includes double views! Youll be immediately captivated by this well rounded gated community which includes two pools, covered parking, a fitness center, sauna, and tennis court. Close to Smathers Beach, Higgs Beach, , the White Street Pier, the Wildlife Center the gallery district. Schedule your private viewing today - easy to show!

$2,750,000
Key Largo
Tavernier Harbor   - MM: 92.00
2 Bed, 2 Baths, 776 SqFt Days Listed: 71
-5.17% ($150,000) 1 Price Change : Last Change 2 Days Ago
Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Basin75ft.

Stunning Bayfront Opportunity with Western Sunset Views | TavernierPositioned on a prime waterfront lot with year-round western exposure, this one-of-a-kind Bayfront property captures spectacular sunset views and offers a unique combination of existing income potential and future luxury development. Once a full duplex, the northside half has been professionally demolished and comes with fully approved plans and permits for a 3,300 SqFt, 3BD / 4BA, three-story custom residence. The architectural plans feature over 2,000 SqFt of covered bayfront porches and an expansive rooftop deck, all designed to showcase the open water views and embrace the coastal lifestyle.The southside portion of the property features a CBS ground-level 2BD / 1BA home with 776 SqFt of living space, recently remodeled with new appliances and modern finishes. Currently functioning as a seasonal rental, this home offers immediate income potential with a 28-day minimum rental policy--perfect for offsetting costs while you build or for personal use as a charming waterfront getaway.Unmatched features, convenience, and accessibility include:Unobstructed sunset views year-round over the bayPlatform dock in place, ideal for daily water accessQuick access to both the Bay and Atlantic Ocean via Tavernier Creek--just one mile away- Year-round boating potential with excellent proximity to offshore and backcountry waters- Protected small-craft harborage, offering shelter during storms and peace of mind for boaters- Close to hotels, shopping mall, gym, schools, and family-friendly entertainment- Nearby full-service marina with bait & tackle shop and boat ramp- Ground-level home allows for easy access and mobility- Versatile Usage: Ideal for multi-generational living, long-term investment, or custom waterfront retreat.This is an unparalleled opportunity to own and create a luxurious waterfront sanctuary in one of the most coveted locations in the Florida Keys.

$2,750,000
Big Pine Key
Dolphin Estates   - MM: 33.00
3 Bed, 3 Baths, 1,020 SqFt Days Listed: 160
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage200ft.C

Rare Waterfront Property on No Name Key: Your Gateway to Natural Florida Keys Living. Are you seeking privacy, breathtaking open water views, and exclusive boat dockage? Look no further than this exceptional offering nestled in the heart of the Natural Florida Keys. Situated on the private and secluded No Name Key, just a stones throw away from Big Pine Key, this nearly 2-acre property presents a unique opportunity to own a slice of paradise.Key Features: 2 Acres of Open Water Bliss: Comprising four parcels of land, including two zoned for Commercial Fishing Special District , this property offers versatility and potential for various uses. Whether you envision it as a private retreat or a commercial venture, the possibilities are endless. Protected Deep Water Boat Basin: Boasting a secure deep-water boat basin with direct access to Bogie Channel, this property is a boaters dream. Enjoy seamless navigation to the backcountry, Gulf of Mexico, and Atlantic Ocean, with Bahia Honda and the iconic 7 Mile Bridge just a quick boat ride away. The basin can accommodate multiple vessels with 200 of dockage already, this boaters paradise comes equipped with a permit for an additional 330 feet of concrete seawall and four 3-foot by 25-foot finger piers.Spectacular Waterfront Views: Lot 4 features an existing 3 bedroom 1 bathroom house with nearly 270 degrees of unobstructed open water views. If you prefer to build your dream home, build it on lots 1&2 and keep 3&4 for commercial fishing. Wake up to mesmerizing sunrises and unwind with picturesque sunsets. Your Gateway to Endless Possibilities:Whether youre seeking a tranquil retreat, a commercial endeavor, or the ultimate waterfront sanctuary, this property offers unparalleled opportunities. With plans underway for a new home, you can customize your perfect haven amidst the serene beauty of the Florida Keys. Dont miss out on this rare chance to own a piece of paradise with the very few areas for commercial fishing.

$2,775,000
Key Largo
Lake Surprise Estates   - MM: 106.00
3 Bed, 3 Baths, 2,025 SqFt Days Listed: 274
-3.48% ($100,000) 1 Price Change : Last Change 62 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.

Discover this impeccable modern concrete home, perfectly situated in the heart of Key Largo. Featuring a standing seam metal roof, this beautifully crafted residence boasts 3 bedrooms and 2 bathrooms with an open and airy floor plan, designed for seamless indoor-outdoor living.The homes interior is flooded with natural light through impact windows and sliding glass doors. An interior staircase and elevator provide convenient access to all levels. The gourmet chefs kitchen is a true highlight, featuring custom wood cabinetry, a large island with a waterfall marble countertop and SS appliances with gas range. Both bathrooms are luxuriously appointed with floor-to-ceiling tile, frameless glass enclosures, and marble countertops.Upstairs, an expansive 12x40 balcony offers beautiful bay views, while downstairs, an exceptional covered entertaining area awaits. The outdoor space includes an amazing summer kitchen, complete with a full-size refrigerator and bar, perfect for hosting gatherings. Relax in the heated pool, surrounded by elegant marble pavers, or enjoy the waterfront lifestyle with a 60 concrete dock equipped with a boat lift, providing deep water access to the Florida Bay and nearby Atlantic Ocean access.This home is the perfect blend of luxury, comfort, and coastal living!

$2,790,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,229 SqFt Days Listed: 41
-5.42% ($160,000) 1 Price Change : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.

OPEN TODAY JUNE 16, 4-5:30PM!! Welcome to your turn-key waterfront oasis in the heart of the Florida Keys! This beautifully updated 4-bedroom, 3-bath concrete home captures the essence of island living, offering direct access to both the bayside and oceanside--truly a boaters paradise. The expansive 70 x 12.5 freshly painted concrete dock provides plenty of room for all your watercraft, whether youre heading out for a day of fishing or cruising the turquoise waters. Completely updated and tastefully furnished in 2024, this residence blends modern coastal design with solid construction. A brand-new stucco finish and full exterior paint give the home a fresh, crisp look. Most windows and doors are impact rated and all are paired with new roll-down and accordion shutters, delivering peace of mind year-round. Inside, youll find a gorgeous, fully renovated kitchen and bathrooms with high-end finishes that reflect the relaxed elegance of Keys living. The open layout flows easily to the outdoors, where a brand-new heated and chilled pool with spa invites you to unwind canal-side. The shaded summer kitchen and BBQ area are ideal for entertaining, and the low-maintenance artificial turf adds a lush, polished look without the upkeep. A large air-conditioned tackle shed offers plenty of space for fishing gear, tools, or hobbies. Upstairs, the main living area includes three bedrooms and two baths, while the lower level features a permitted bath and bedroom plus a kitchenette and flexible office space -- perfect for hosting extended family or weekend visitors. Must see! Meticulously maintained, move-in ready, and thoughtfully designed for both relaxation and recreation--this is island living done right. Dont miss the chance to own a slice of paradise!

$2,795,000
Key Largo
Stillwright Point   - MM: 105.50
3 Bed, 3 Baths, 2,060 SqFt Days Listed: 16
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Outstanding Bay Views and Luxe Waterfront Living in Key Largo!Prepare to be captivated the moment you step into this incredible waterfront pool home in Key Largo. The panoramic bay views immediately draw your attention, enhanced by the stunning bayside wall of glass that opens completely with full pocket sliding doors, seamlessly merging indoor and outdoor living.This Caribbean-inspired retreat is built with unyielding strength, the solid poured concrete construction is topped with a durable metal roof. The open-concept living space exudes luxury with tongue-and-groove beam ceilings and a view overlooking the elevated, 45-foot-long heated pool and expansive screened deck, surrounded by tropical palms and lush landscaping.Begin and end each day with breathtaking bay views and magnificent sunsets. The primary bedroom also enjoys wide open water views and offers direct access to a private serenity garden through expansive glass doors, allowing you to fully immerse yourself in the tranquility of the unobstructed bayfront.A boaters dream, this property features a 65-foot pier dock equipped with Dolphin Poles, perfect for securely mooring your yacht. Ideally located just a stones throw from both the Intracoastal Waterway and the Adams Cut, this home provides easy access to both the bay and the ocean.The primary suite includes a private water closet, walk-in closet, and dual vanity sinks. Fully conforming, the home also boasts an enormous understory parking area, a large shop and storage room for your recreational gear, and a generously sized tropical lot.Located just one hour from Miami International Airport, this property offers the perfect balance, a luxurious tropical escape with a fast, convenient commute to the mainland.

$2,798,000
Marathon
Marathon Beach   - MM: 49.00
5 Bed, 5 Baths, 2,392 SqFt Days Listed: 134
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Emerald Flats, a DAsign Source development, situated in the heart of the Florida Keys within walking distance to restaurants, Marathon Community Park, and various water activities, while a short drive to Sombrero Beach, Bahia Honda State Park, Islamorada or Key West. Brand new CBS construction home in new gated development, with open concept kitchen, dining and living room including Quartz Countertops and KitchenAid appliances including a bar with beverage/wine refrigerator. Master bedroom with en suite bath and balcony with water views, as well as Junior Master with en suite and gorgeous marina views. Concrete in ground pool and site/ landscaping are included. Furniture and AV package are included. Boat slip available for additional $45K upgrade, slip size is 46.5 in length and 13 wide in the marina basin area.

$2,799,999
Plantation Key
Lake Harbor   - MM: 89.50
4 Bed, 4 Baths, 2,476 SqFt Days Listed: 34
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.

This new construction 4-bedroom, 4-bathroom waterfront residence doesnt just check all the boxes -- it redefines them. Spanning 2,476 square feet, this home seamlessly blends modern design with exquisite craftsmanship, complete with top-tier amenities. At the heart of the home is a gourmet chefs kitchen featuring handcrafted fine Italian cabinetry, top-of-the-line appliances, and stunning custom finishes that flow into every room -- from the bathrooms to the doors, closets, and beyond. Designed for entertaining, this home boasts an illuminated 165-bottle wine cellar, a Sonos surround sound system indoors and out, and expansive balcony overlooking the canal. Step outside into your private oasis featuring a pool and spa framed by stone pavers, lush architect-designed tropical landscaping, and a fully fenced yard for ultimate privacy. Boaters will appreciate 60 feet of dockage, a 15,000 lb. boat lift, the popular KillerDock setup, and a state-of-the-art summer kitchen just steps from the water. Located in one of Islamoradas most desirable neighborhoods, youre just a short walk to A-rated schools, local restaurants, and the neighborhood homeowners park. Whether youre seeking a full-time residence or a weekend escape, this one delivers it all -- and then some.

$2,800,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 2,098 SqFt Days Listed: 27
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.

$2,800,000
Marathon
Misc Marathon East O   - MM: 52.00
4 Bed, 4 Baths, 2,643 SqFt Days Listed: 75
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 4 offers prime views of the Atlantic Ocean and 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.

$2,849,000
Key Colony
Coury Subdivision   - MM: 53.50
3 Bed, 3 Baths, 2,517 SqFt Days Listed: 153
-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.

$2,850,000
Key Largo
Winston Waterway   - MM: 102.00
5 Bed, 5 Baths, 3,224 SqFt Days Listed: 36
-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
Upper Matecumbe Key Islamorada
Tarpon Flats   - MM: 81.50
3 Bed, 3 Baths, 2,072 SqFt Days Listed: 34
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: 124
-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.

$2,850,000
Duck Key
Yacht Club Island   - MM: 61.00
3 Bed, 3 Baths, 1,792 SqFt Days Listed: 46
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: 70
-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.

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 06-16-2025.
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