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Florida Keys Homes on the Bay / Gulf Side of the Island For Sale

Total Listings 379
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$2,950,000
Shark Key
Shark Key   - MM: 11.00
3 Bed, 3 Baths, 3,329 SqFt Days Listed: 236
-17.94% ($645,000) 4 Price Changes : Last Change 51 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

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.

$2,950,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,229 SqFt Days Listed: 3
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.

OPEN HOUSE THURS May 8th 12:00pm to 2:00pmWelcome to your turn-key dream waterfront retreat! Perfectly situated with easy access to both the bayside and oceanside, this stunning and fully furnished 4-bedroom, 3-bath concrete home offers the ultimate Florida Keys lifestyle. A freshly painted 12.5 x 70 dock provides ample space for your boats, making this a true boaters paradise. Updated and furnished in 2024 with a new stucco finish and full exterior paint, this home blends durability with modern style. The interior features a beautifully renovated kitchen and baths, along with impact windows and doors. Brand new roll-down and accordion shutters - on top of impact windows and doors - provide additional peace of mind. Relax year-round in the newly added pool with spa - both heated and chilled. Entertain in style under the shaded summer kitchen and BBQ area. Enjoy the ease of low-maintenance artificial turf and a huge air-conditioned tackle shed, ideal for gear storage or hobby space. The versatile floor plan offers three bedrooms and two baths on the upper level, with a separate lower level featuring an additional permitted bathroom plus flexible space perfect for guests or extended family.This is island living at its finest! Move-in ready, impeccably maintained, and built for both relaxation and recreation.

$2,995,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 2,683 SqFt Days Listed: 246
-14.40% ($504,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.

Welcome to Latitudes in Islamorada, where luxury living meets coastal elegance. This stunning 4-bedroom, 2.5-bathroom, 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. 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, a private elevator, and dual boat lifts (12,000 lb & 20,000 lb) with deep water dockage.The three-story layout at Latitudes is masterfully designed to showcase an open-concept living space on the top floor, where the dining, living, and kitchen areas flow seamlessly--reminiscent of an upscale penthouse. Expansive covered balconies offer additional outdoor living spaces, while a private guest suite on the ground floor provides versatile options, easily convertible into an office or playroom. 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 with an ensuite bath, along with two elegantly appointed guest rooms and a guest bath. The ground level includes a secure, 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.

$2,995,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
4 Bed, 4 Baths, 2,928 SqFt Days Listed: 71
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin70ft.

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!

$2,999,000
Marathon
Stirrup Key Subdivision   - MM: 52.50
4 Bed, 4 Baths, 2,521 SqFt Days Listed: 98
-28.58% ($1,200,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip

Nestled in the prestigious gated community of Stirrup Key, this 2013 custom built CBS Open water home features 4 bedrooms 4 bathrooms and is a contemporary coastal masterpiece, showcasing luxurious finishes, panoramic open water views and the ultimate Keys lifestyle. Surrounded by lush tropical landscaping, this property is a private sanctuary, featuring vibrant greenery, fruit trees, and butterfly-friendly gardens that create a serene, natural oasis. In the evenings, outdoor landscape lighting adds an enchanting ambiance making the property ideal for entertaining or quiet relaxation. Inside, the open-concept design is bathed in natural light from floor-to-ceiling impact-resistant windows/doors that frame uninterrupted water views. The main level features a thoughtfully designed layout, highlighted by a chefs kitchen with stainless appliances, custom cabinetry and generous counter space, all perfect for entertaining. The primary suite, conveniently located on the main level, offers a luxurious retreat with spectacular water views, a spa-like en-suite bathroom, and direct access to the outdoor living area. The rear of the property is designed for outdoor living at its finest. An elevated infinity-edge pool blends seamlessly with the horizon, offering a tranquil space to relax while overlooking the water. A private observation platform provides the perfect spot for morning coffee or evening cocktails under the stars. For boating enthusiasts, a deeded boat slip in the communitys protected marina is also included. The lower enclosure includes a spacious 2 car garage and an abundance of storage for recreational gear, tools and equipment. This rare gem combines luxury, privacy and convenience and is located just minutes from local restaurants, shopping, beaches and the Marathon Jet Center.

$3,100,000
Marathon
Stirrup Key Subdivision   - MM: 52.50
3 Bed, 3 Baths, 1,995 SqFt Days Listed: 233
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Other Dock

UPSCALE OPEN WATER RETREAT available on prestigious Stirrup Key! Experience stunning OPEN WATER views from this exceptional home, offering the ultimate island lifestyle. Nestled on the coveted Stirrup Key, this 3 bedroom, 2 bath residence boasts mesmerizing Gulf views that captivate you from the moment you arrive. Relax on the expansive upstairs balcony - perfect for watching boats cruise by or take a refreshing dip in your private pool. This home is perfect for entertaining with its spacious outdoor balcony and open concept living area featuring vaulted ceilings with light wood accents that enhance the airy, coastal feel. The master bedroom and living room offer panoramic views of the shimmering waters. The property is equipped with two boat slips - one with a 7000-pound boat lift and another ideal for a jet ski - and an EZ-Dock to park your kayak or canoe. An additional lot to the west and a half-lot to the east provide over 28,000 square feet of land! Complete the package with a multi-car capacity garage and ample space for storage, a swimming pool, and a lift for easy access.This 60-acre gated community offers peace of mind and privacy, yet is only minutes from fine dining, shopping, the airport, and other local amenities. Tastefully furnished and ready for you to move in, this homes let you embrace the exclusive Keys lifestyle. For additional details about the Stirrup Key HOA, visit https://skhoa.com. Dont miss this opportunity to own your slice of paradise. Its a hidden gem!

$3,175,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 2,937 SqFt Days Listed: 372
-14.17% ($524,000) 10 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.

4 bedroom 3.5 bath gorgeous waterfront home in Islamoradas Port Antigua awaits its new owner! Freshly painted, recent new roof, impact windows, Roll down shuttered second level outside balcony for entertaining, top of the line kitchen with Miele and Sub Zero appliances and Faber exhaust island stove, exquisite baths, wine cooler, ice machine (negotiable) grand staircase entry way, alarm system, wired for stereo inside and out, covered parking, room for pool, great entertainment and storage area on ground level along with spacious tackle and storage. Tropical fruit trees, shady side of the canal and a superior neighborhood park with ramp and private homeowners beach round out this Keys Treasure. 27500lbs elevator lift for your big boat. The 2022 42ft Custom Freeman Catamaran offshore fishing boat can go with the house for an additional1.1 Million. This can truly be the fishing package youve been looking for. Shown by appointment only. Contact agent for your personal tour.

$3,195,000
Key West
Martello Towers   - MM: 1.00
4 Bed, 4 Baths, 2,147 SqFt Days Listed: 85
-5.89% ($200,000) 2 Price Changes : Last Change 24 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

1522 Georgia St., a stunning retreat that captures the iconic charm of Key West with a modern twist, offering a lifestyle of unparalleled luxury. Located one block from the islands beaches and Casa Marina District, this newly built residence is a perfect combination of timeless island elegance & contemporary sophistication.Four exceptional bedrooms, each a private sanctuary of comfort and style, boast spa-like en-suite bathrooms and spacious walk-in closets. Wrapped in a palette of serene, calming hues, these retreats are adorned with elegant Eastern Accent Linens, gorgeous window treatments and handcrafted wood shutters that invite the Island breeze. Stunning wallpaper, worthy of an Architectural Digest spread, adds a touch of artistry to every space, creating bedrooms that feel less like rooms and more like luxurious personal havens.Open floor plan where indoor and outdoor living blend effortlessly, creating a space for relaxation and entertaining alike. The gourmet kitchen, elegant dining area and inviting living rooms flow together with ease, all offering panoramic views of the majestic saltwater pool. Outside a serene waterfall cascades into the crystal-clear waters, while the sun drenched patio, glass railing and mature landscaping provide a private, resort-like escape - a true oasis where every days feels like a vacation.The Kitchen is nothing short of breathtaking, a masterpiece of design and function where every details has been meticulously curated. The designers eye for perfection is evident in the harmonious blend of colors, textures and finishes, all layered with stunning precision. At its heart, a spacious, statement-making Island invites both conversation and culinary creativity. Overhead, brass-covered light fixtures cast a warm inviting glow, perfectly complementing the gorgeous artful backsplash that adds that final touch.Additional features include, impact windows/patio doors, & off street parking.

$3,200,000
Key Largo
Stillwright Point   - MM: 105.50
4 Bed, 4 Baths, 3,767 SqFt Days Listed: 116
-17.95% ($700,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift220ft.Concr

This 4-bedroom, 5-bathroom gated estate is a true gem, offering a luxurious and private waterfront lifestyle. Perfectly situated on a corner lot, it boasts breathtaking open bay views of Blackwater Sound, providing a serene and scenic backdrop. Inside, the home features a Hausscape-designed Italian chefs kitchen, equipped with premium appliances such as a Sub-Zero refrigerator, Wolf 30-inch gas cooktop, and an icemaker -- ideal for both culinary enthusiasts and those who love to entertain.The property also includes detached guest quarters, providing a private and comfortable space for visitors. The outdoor space is equally impressive, with a sparkling pool, attached jacuzzi, and an expansive area for relaxation and gatherings. Boating enthusiasts will appreciate the propertys remarkable waterfront features, including over 220 feet of boat dockage and two boat lifts, making it a perfect retreat for those who enjoy the water. This home offers the ideal combination of sophistication, comfort, and convenience in a truly exceptional setting.

$3,200,000
Little Torch Key
Windward Beach Estates   - MM: 28.50
3 Bed, 3 Baths, 1,636 SqFt Days Listed: 121
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Feel the Barefoot Elegance upon entering this gulf front estate, perfectly situated on two expansive open-water lots totaling 16,890 square feet for privacy. Immerse yourself in a tropical paradise featuring meticulously landscaped gardens adorned with lush greenery, rare orchids, mature palms, all professionally designed and fully irrigated. A sandy beach area invites you to launch kayaks and paddleboards. Tasteful landscape and underwater lighting creates a serene, magical ambiance at dusk. This boaters dream property is equipped with a 16,000-lb boat lift, electric, fresh water, a lighted fish-cleaning station, and swim ladder for ultimate convenience. The outdoor Tiki kitchen is perfect for cooking your fresh catch or simply relaxing with a cold beverage. Here, meals are more than just food, they are celebrations of the seas bounty, shared under the golden sunset of the Florida Keys sky. Enjoy year-round outdoor living with a heated and chilled pool, a newly screened-in dining area, and an enclosed outdoor shower featuring both hot and cold water. Inside, the home offers 3 bedrooms and 2 baths with an inviting open-concept design that showcases vaulted wood ceilings and panoramic water views. The heart of the home is a stunning custom kitchen by Hansen & Bringle of Key West, where no detail has been overlooked. Additional recent upgrades include updated central AC and mini-split units, new Tiki kitchen appliances including grill, sink, and refrigerator. A professional irrigation and lighting system, freshly painted interior and exterior. New screened-in dining area on the lower level. Conveniently close to Picnic Island, Content Keys, American Shoal and Looe Key. This home is perfectly positioned for boating adventures as well as the convenience to grocery stores and amenities. Whether youre entertaining or enjoying some well deserved peaceful solitude, this Little Torch Key estate offers a lifestyle like no other.

$3,225,000
Marathon
Stirrup Key Subdivision   - MM: 52.50
4 Bed, 4 Baths, 2,620 SqFt Days Listed: 45
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Other Dock

Discover your dream waterfront lifestyle on an expansive 13,135 sq ft gulf lot, boasting breathtaking open water views. This exceptional 4 bedroom, 2 bathroom, 1 half bath home, plus loft, offers 2,620 sq ft of luxurious living space under air, with a total of 4,920 sq ft. Built in 2018 with superior CBS construction, this residence is elevated 11 ft above sea level and features a durable metal roof, ensuring lasting quality and peace of mind.Step into a backyard oasis designed for ultimate relaxation and entertainment. Enjoy a sandy beach area, travertine deck, sparkling pool, and rejuvenating jacuzzi. For boating enthusiasts, a 12 ft wide deeded marina slip, valued at $150,000, is included, along with an approved permit to extend the back dock with a 20,000 lb boat lift, two jet ski lifts, and pilings ready for a 60 ft yacht (permit worth about $100K). The ample side yard provides plenty of space for multiple watercrafts.Inside, youll find a bright, white kitchen equipped with stainless steel appliances, elegant plantation shutters, and beautiful travertine and wood flooring. Impact windows and doors throughout the home enhance both safety and energy efficiency.Located in the exclusive gated community of Stirrup Key, youll enjoy unparalleled privacy and tranquility, with the added convenience of a community boat ramp. Experience dramatic sunrises and romantic sunsets every day from this extraordinary waterfront haven. This is more than a home; its a lifestyle.

$3,249,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 2,250 SqFt Days Listed: 106
-17.75% ($701,000) 2 Price Changes : Last Change 15 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift90ft.Concre

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.

$3,260,000
Big Coppitt
Porpoise Point Sec 4   - MM: 10.00
6 Bed, 6 Baths, 3,952 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Listed at APPRAISED VALUE ! ! !A Tropical Waterfront Paradise Just One House from the Open WaterLive the ultimate Keys lifestyle in this exceptional waterfront retreat. This grand 6-bedroom, 4.5-bath home offers the best of island living with spacious indoor-outdoor areas, a private pool and jacuzzi , fish cleaning station and a dedicated fishing room thats every anglers dream. Boaters will love two boat lifts, one 20,000 Ib and one 16,000 lb making it effortless to head out for a day on the water.Enjoy peace of mind with impact-rated doors & windows and concrete construction, while soaking in the tropical vibes and breezy open spaces. Its designed for entertaining and relaxing, with ample room for guests, covered parking, and a fully fenced property for privacy.This home delivers the perfect blend of luxury, comfort, and adventure.8 Diamond has the waterfront lifestyle youve been waiting for laid back, low-maintenance, and ready to enjoy.See agent remarks for more property details.

$3,280,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 2,374 SqFt Days Listed: 53
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift90ft.Concre

Sellers will consider contributing to buyers closing costs depending on price and terms. Are you looking for a newly renovated Port Antigua home that has plenty of outside entertaining space and 90 ft. of dockage? Youve found it! This home is a top-performing 5-Star vacation rental, projected to generate approx. $70,000 rented just 6 months of the year. Home is being sold with furniture, professional decor and everything you need for a turn-key income producing vacation rental. With a welcoming open floor plan, the 4 sets of impact sliding glass doors and large windows let in ample natural light to the main living level. Impact windows and doors were installed in the entire home in 2019. The kitchen features Bosch stainless appliances, double thickness granite counters, 2 reach in pantries and plenty of seating for the chefs helpers. On this level there is also a guest bedroom and bath and a large, open canal front terrace. The laundry room has additional storage and the on-demand tankless water heater. Interior stairs lead to the primary suite with large en-suite bath, as well as, another guest bedroom with en-suite bath. On the ground level the large driveway covered with concrete pavers offers ample parking, carport and fabulous entertaining space cooled by the east breeze in the summer. A garage and air conditioned workshop to store all your fishing gear and golf cart and is only steps away from the 90 ft. wide concrete dock with a 10,000 lb. boatlift, mooring whips and a fish cleaning station. Dock was resurfaced in 2024. Located in a quiet location on a cul-de-sac in the best private bay-beach community in Islamorada, Port Antigua. Port Antigua provides a degree of anonymity that other Islamorada communities cannot equal, despite being just a short drive from the areas most popular attractions. Its beautiful white sandy beach, complete with Tikis, picnic tables, and grills, along with our large canals and private boat dock, assist in making thi

$3,299,000
Marathon
Sombrero Beach Village   - MM: 49.50
4 Bed, 4 Baths, 2,532 SqFt Days Listed: 126
-9.59% ($350,000) 2 Price Changes : Last Change 39 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Welcome to 4 Sandpiper Lane, a rare waterfront treasure in the heart of Marathon, FL, offering breathtaking open water views and incredible potential. This exceptional property features a spacious 2-bedroom, 2-bathroom layout upstairs, along with a versatile 3-bedroom, 1-bathroom ground-level space. Two of the downstairs bedrooms have private entry to the outdoors, providing added convenience and privacy for guests or family members.Upstairs, the master bedroom boasts private access to the balcony, allowing you to wake up to stunning sunrises over the ocean. The expansive balcony is perfect for enjoying serene sunsets and the calming ocean breeze.The property is situated on an impressive lot with 297 feet of seawall, offering direct water access for boating, fishing, or simply enjoying the coastal lifestyle. Located just one block from the beach, it combines the best of waterfront living with proximity to pristine sandy shores.Additionally, this property presents a unique development opportunity with enough density for up to three homes, making it a valuable investment in paradise.Whether youre seeking a tranquil retreat or a development project with limitless possibilities, 4 Sandpiper Lane is a true Florida Keys gem. Schedule your private tour today!

$3,385,000
Key Largo
Twin Lakes   - MM: 103.00
3 Bed, 3 Baths, 2,466 SqFt Days Listed: 283
-18.92% ($790,000) 8 Price Changes : Last Change 2 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

BACK UP OFFERS WELCOME! This is a must-see open water property priced below appraised value! Welcome to your private waterfront sanctuary in Key Largo, showcasing breathtaking open water views from every room.This CBS-constructed home boasts 3 bedrooms, 3.5 bathrooms, and 2,466 square feet of living space, with an additional 900+ square feet on the lower level. A whole-house generator with automatic switch-over and a brand-new 1,000-gallon propane tank (installed in 2024) offer peace of mind.The entertainers kitchen includes a 5-burner DCS cooktop, Viking range hood, convection microwave, full-size freezer, and a countertop ice maker.Outdoors, relax in the custom 35,000-gallon saltwater pool with a sun shelf, spa section, 4-ton heat pump, electronic controls, and auto-fill system.Boaters will love the 65-foot dock with two lifts (10,000 lbs and 7,000 lbs). Additional features include: A putting green with two chipping areas. Two tiki huts (one custom with a sprinkler system). Ample parking for RVs, boats, and toys. An electric carport windscreen curtain. Multiple storage areas, including a permanent shed. A queen-size Murphy bed for guests.Other highlights: elevator access between levels, solar-assisted hot water heater (2024), dual A/C units with new 2024 condensers, concrete privacy walls, a secure gated entry, and adjacency to a never-to-be-developed mangrove preserve.Agent related to owner.

$3,450,000
Lower Matecumbe
Port Antigua   - MM: 74.50
6 Bed, 6 Baths, 2,843 SqFt Days Listed: 72
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

Resort style living! Located on a quiet Cul-de-sac in the highly sought after Port Antigua neighborhood. Expansive DOUBLE LOT with 170 Ft. of water frontage. For the avid boater this is a dream come true! Surrounded by lush manicured landscaping providing the utmost privacy. Pond and inground heated pool complete w/outdoor kitchen. 3 Story concrete home w/ 6 bds 5 baths. 2nd Floor living space offers an open floor plan that seamlessly connects the kitchen to the dining and living areas, youll never miss a moment with family and friends. 3rd floor master suite offers bay views from its private balcony.Exceptionally wide clear canal. Pedestal with 30 and 50 amp shore power station. Direct bay access. Quick ocean access Via Channel #2 Bridge and Channel #5 Bridge. Elevator boat lift. Davits. Fish cleaning station. Port Antigua neighborhood offers a private homeowners park with a bayfront sandy beach, tikis, grills and a boat ramp. Dont miss this opportunity to own your piece of paradise. Your dream home in Islamorada awaits!**BUYER TO VERIFY ALL INFORMATION**

$3,475,000
Plantation Key
Sunshine Estates   - MM: 90.50
4 Bed, 4 Baths, 3,330 SqFt Days Listed: 41
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.

Modern Coastal Luxury in the Heart of the Florida Keys! Built in 2019 with impeccable attention to detail, this stunning residence offers the perfect blend of modern design and island elegance. Featuring 4 spacious bedrooms, each with its own private ensuite bath, plus an additional full guest bathroom, this home delivers comfort, style, and privacy for family and guests alike. The gourmet kitchen is a chefs dream, outfitted with high-end appliances, custom cabinetry, elegant countertops, and an open-concept layout ideal for entertaining. The expansive primary suite is a private sanctuary, complete with a spa-like bathroom, large walk-in closet, and a private balcony where you can enjoy peaceful mornings or peaceful views over the water. This home is designed for the ultimate Keys lifestyle--impact-rated windows and doors provide peace of mind, while a whole-home generator ensures youre never without power. The exterior is just as impressive, featuring tropical landscaping, covered outdoor living areas, ample parking, and room for a future pool.Step outside to your brand-new 70-foot concrete dock, perfect for accommodating multiple large boats. Enjoy quick access to the Atlantic or Florida Bay for world-class boating, fishing, snorkeling, and diving adventures--right from your backyard. Located in one of Islamoradas most desirable neighborhoods, youre just minutes from great dining, shops, marinas, and excellent schools. This move-in ready home is ideal for those who demand luxury, comfort, and convenience. Whether youre seeking a primary residence, a weekend escape, or a luxury vacation rental opportunity, this home checks all the boxes.Live the dream and make this exceptional property yours today.

$3,499,000
Key Largo
Buccaneer Point   - MM: 98.00
4 Bed, 4 Baths, 3,015 SqFt Days Listed: 218
-7.90% ($300,000) 3 Price Changes : Last Change 52 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift200ft.

INVESTORS! BUY the LOWEST PRICED Beach and Sunset Bay home in Buccaneer Point! Welcome to a life of serenity, sophistication, and waterfront bliss at 39 N Bounty Lane! This peninsula in Buccaneer Point Estates was developed to create a sense of privacy, in a peaceful bay unique to the Upper Keys. The estate-sized property has 80 of shoreline directly on the Florida Bay with deepwater dockage. This custom three-story, CBS waterfront home offers four bedrooms and three bathrooms with over 3,015 square feet of living space. As you step through the grand interior staircase entry, you are greeted by a seamless flow of space and light, enhancing the homes airy and inviting ambiance as you walk up to the main level. Expansive sliding doors and porches throughout the home offer breathtaking bay and sunset views. The gourmet kitchen is equipped with stainless steel appliances, granite countertops, a large laundry room doubling as a walk-in pantry and an elevator lift outside the dining area. The main living level features one guest bedroom and bathroom with a walk-in closet. Ascending to the third level, you will find three additional bedrooms and two bathrooms. The ensuite primary offers panoramic bay views from the private balcony. Immerse yourself in the private and spacious backyard, where mature palms and landscaping provide ultimate tranquility. Lounge in the hot tub, launch a paddle from your beach, or sit by a fire and savor the soothing sounds of the tropical breezes. With room for an in-ground pool and summer kitchen, the possibilities of creating your dream space are endless. The exterior is adorned in coastal blues and whites, and echoes the iconic color palette of the Greek Isles, creating a timeless sense of serenity. Boaters will delight in the pier dock, boat lift, and central location for quick oceanside access. This is a rare and great investment opportunity to own on one of the most coveted streets in Key Largo.

$3,675,000
Key Largo
Buccaneer Point   - MM: 98.00
3 Bed, 3 Baths, 1,979 SqFt Days Listed: 44
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp1

Investors! First time youll have the opportunity to buy this choice lot on the bay of Mutiny Place on popular Buccaneer Point Estates! Introducing a bespoke bay front residence on the Florida Bay never before on the market. Situated on the point of Mutiny Place, this property exudes exclusivity with a perfect balance of seclusion, accessibility, and breathtaking views. Encompassing just over half an acre along the serene Florida Bay, this property boasts bay and lake access, a private boat ramp, and unobstructed sunset vistas year-round. Enjoy as your vacation home or redevelop an estate sized property with an accessory structure, pickleball court or cabana pool cottage. Privacy envelops this estate-sized lot, featuring meticulously landscaped grounds that showcase native and mature flora, including countless unique palm varietals, trees, and grass, framing this coastal haven. Bask by the heated resort-style pool, unwind in the captivating Zen garden featuring a fire pit, and unwind under the pool-side tiki hut. Possibilities for more structure exist on the large lakefront lot by separating the 2 parcels.The residence is a thoughtfully designed three-bedroom, three-bathroom home with an open floor plan and interior stairs. Key features include pristine hardwood floors, split bedrooms on the main living level, hardwood cathedral ceilings with endless bay views, a secluded master suite occupying the entire third story, and twelve-foot-wide porches. Complete with Andersen impact sliding doors, PGT impact windows, and a new metal roof. Boating enthusiasts will appreciate the convenience of a 9k boat lift on a deep water pier dock and a private boat ramp for launching skiffs, paddles, and kayaks. Quick oceanside access north and south through Adams Cut or Tavernier Creek. Immerse yourself in the epitome of coastal luxury and tranquil living at 81 Mutiny Place.

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 05-09-2025.
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