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

Welcome home to Buccaneer Point and 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.

This immaculate bayfront home, built in 2018, is a true waterfront dream. Boasting 4 spacious bedrooms and 2.5 luxurious bathrooms, this property seamlessly blends comfort and convenience. With an elevator providing easy access to all levels, all-impact windows and doors, and outdoor hurricane wind-rated enclosure screens, this home is as durable as it is beautiful. The backyard is a coastal masterpiece, opening up to breathtaking views of Sunset Cove and Pelican Key. Stunning skies and tranquil waters set the stage for your ultimate Keys lifestyle. For boating enthusiasts, this property is a haven! It features a private dock with water, electric, and security cameras, a 16,000-pound boat lift, an additional smaller lift, a davit, and a convenient fish cleaning station. With no mangroves obstructing your view, your access to adventure is immediate and effortless. After a day on the water, unwind in the multi-lighted saltwater pool with an integrated jacuzzi or watch the illuminated marine life beneath the surface as the sun sets. The vibrant coastal lighting adds a magical touch to your evenings. Privacy and security are top-notch with a fully fenced property and a LiftMaster electric gate offering offsite control and monitoring capabilities for peace of mind. The low-maintenance tropical landscaping completes this serene retreat. Move-in ready, this home is waiting for you to embrace the Keys lifestyle in luxury from day one. Dont miss this opportunity to live the dream on the water! (MIA about a hour away)

Introducing a bespoke bay front residence on Mutiny Place in Buccaneer Point Estates, 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.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.

Introducing Kokomo on the Bay: An Exquisite Stillwright Point Estate. Welcome to Kokomo on the Bay, a rare property situated on the tranquil waters of Stillwright Point. This estate is a sanctuary of sophistication, where luxury meets privacy in a stunning lush setting. As you approach the meticulously landscaped grounds, designed by the esteemed Brown & Crebbin, you are enveloped in warmth and elegance with private gates.The main residence boasts three beautifully appointed bedrooms, three bathrooms, and one half bathroom each designed with an eye for detail and comfort. Upon entering the home, you will find a spacious informal living area complete with a full bathroom and bar for entertaining. Ascending upstairs to the main level reveals two bedrooms, living area, and the kitchen. The primary suite is located on the third level with its own private access to the rooftop deck. The chefs kitchen features Sub Zero appliances, acrylic cabinetry, and ample storage throughout. Breathtaking panoramic views provide a stunning backdrop for year-round sunsets and entertaining from the rooftop deck. Each of the three levels of the main house is accessible via a private elevator, ensuring convenience and accessibility.The separate boat house, with its expansive glass walls, offers a fourth bedroom and mesmerizing open water views that create an enchanting escape for visitors. Additional amenities include gated entries for enhanced security, a state-of-the-art monitored CCTV system with infrared beam detectors, an attached garage, a bocce court, a resort-style pool, and much more. Luxury fixtures include Toto toilets, a 5,000-gallon cistern, and a backup generator.For boating aficionados, this property offers 2 boat lifts, a personal watercraft lift, and a functional boat and kayak ramp, ensuring effortless access to the water.

Fabulous Port Antigua home with over 135 ft. of protected dockage is ready for a new family to enjoy! This stunning 4-bedroom, 3.5-bath home boasts 3,332 square feet of luxurious living space and offers everything you could ever desire. As you step inside, the warm and inviting atmosphere will welcome you home. With bay views from the third floor living area this residence truly embodies the Florida Keys lifestyle. The very large chefs kitchen is a masterpiece of design and functionality. With an open floor plan that seamlessly connects the kitchen to the dining and living areas, youll never miss a moment with family and friends. For the avid boater, this property is a dream come true, featuring over 135 feet of dockage, complete with 2 boatlifts and 2 fish cleaning stations. Spend your days on the water, fishing, diving or enjoying boating to your favorite restaurant. Once youre back home and need some shade, your private tiki hut awaits, providing the perfect spot to relax and unwind.This home has been thoughtfully designed with convenience in mind. Youll find an elevator for easy access to all levels, making your life here a breeze. And to top it all off, the Port Antigua community offers a private homeowners park with a bayfront sandy beach and a boat ramp. No other community in the Keys offers these amenities.Dont miss your opportunity to own this piece of paradise. Your dream home in Islamorada awaits, where the Florida Keys lifestyle becomes your everyday reality. Start living your best Keys life!

Welcome to 830 50th Court, a stunning Gulf-front property in Marathon, Florida, offering breathtaking open water views and spectacular sunsets. This tropical oasis is situated on two expansive lots totaling over 27,500 square feet, providing ample space and privacy. This home features 4 bedrooms and 3 bathrooms within approximately 2,469 square feet of living space. Pre-Firm home will allow the downstairs living area, which is a huge bonus on additional square footage, and insurance cost. The second floor is the crown jewel of this home. Absolutely stunning views of the gulf and sunsets. The second floor has a large living room that seamlessly connects to the new updated kitchen for a full entertainers dream. Split floor plan with each bedroom on either side of the second floor.Downstairs two bedrooms and one bathroom that is perfect for guest or family, an amazing lanai connects the two bedrooms. This is just a great home to sit and relax and cook the catch of the day with friends and family!Outdoor amenities include a 35-foot dock, with a 15,000 pound boat lift, providing direct access to the Gulf of Mexico, ideal for boating enthusiasts. The property also features a volleyball pool which is 3.5 feet deep on each side and 5.5 deep in the middle, perfect for relaxation and enjoying the Florida Keys sunshine. Additional highlights of this property include a gated entrance, fully fenced grounds, and lush tropical landscaping with fruit-producing trees. The concrete block construction, hurricane impact windows, shutters and metal roof offer durability and peace of mind. Located in the heart of Marathon, this property provides convenient access to local amenities, shopping, dining, and the Marathon Airport. This is an active vacation rental, so amazing for any investor, boater, lover of nature and fantastic sunsets, maybe youre a lover of them all. Call today for your private showing!

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.

Welcome to this exceptional three bedroom, two and one half bathroom waterfront home. This canal front property offers 2,250 sq. ft. of beautifully designed living space on an expansive 10,250 sq. ft. lot. Enjoy unobstructed, panoramic views of the bay from the spacious living areas and large balconies. The homes open-concept design is perfect for entertaining, with seamless transitions between indoor and outdoor spaces. The outdoor kitchen has high-end appliances, sleek countertops, and ample storage, which makes it ideal for casual meals and outdoor entertaining. Step outside to your private outdoor oasis, featuring an L-shaped pool with an integrated fire pit, perfect for relaxing or hosting memorable gatherings. The wide balconies and covered patio spaces enhance your outdoor experience, offering multiple areas to unwind while enjoying the tranquil canal and bay vistas. In addition, the home has been thoughtfully upgraded with a top-of-the-line solar panel system, ensuring energy efficiency and reduced utility costs. This home features 90 ft of canal frontage with 2 boat lifts and is located in a highly desirable neighborhood with easy access to local amenities, shopping, dining, and recreational options. Dont miss your chance to own this waterfront gem -- promising an enviable lifestyle with stunning views and premium features.

Unobstructed SUNSET/BAY views. Tucked away on a secluded point in the prestigious Sunshine Estates community on Plantation Key. Expansive property. Well built CBS home designed to enjoy bay views from essentially every room in the house. 4 Beds 4.1 Baths. Vaulted ceilings finished with wood beams. Refinished custom oak wood floors, corian kitchen countertops, dummy waiter, marble bathrooms/bedrooms, built in shelving and and uniquely designed glass block to reflect the colored sunsets. Large floating wood deck surrounded by lush foliage ; for morning coffee or catered events. Ground level consists of covered parking & rec room/maid quarters w/cabana bath & kitchen for indoor-outdoor entertaining. Crystal clear water, fishing, lobstering, & water-sports right in your own backyard. Quick ocean access via Tavernier Creek. Centrally located to restaurants, schools, shopping, churches & hospital. This is the home you have been waiting for!**BUYER TO VERIFY ALL INFORMATION.**

Welcome to the hidden gem of Buccaneer Point, where luxury meets sustainability! This fully solar-powered home boasts breathtaking 360-degree views, perfect for entertaining while ensuring your privacy. The open floor plan and large porches seamlessly blend indoor and outdoor living. The chefs kitchen is a culinary dream, equipped with top-of-the-line appliances, expansive quartz countertops, and ample storage. Each bedroom showcases modern design and spacious comfort, with the primary suite thoughtfully located in a separate wing for ultimate tranquility and stunning views. Step outside to your private outdoor oasis, featuring a rooftop terrace ideal for relaxing or hosting gatherings, all while soaking in spectacular sunrises and sunsets. The property also includes a large pool, jacuzzi, boat ramp, and a spacious dock and 2 boatlifts making it easy to embrace the Florida Keys lifestyle. Dont miss your chance to own this extraordinary retreat!

In the heart of Plantation Key lies a magnificent custom-built five bedroom. five bathroom waterfront home with a guest home, like no other. This resort-style oasis, crafted with the unyielding strength of CBS construction, and all impact glass windows and doors, it boasts an expansive custom 52 heated, salt generation system pool that beckons you to dive in and soak up the sun. With 144 feet on the water of the prestigious Trout Creek basin, this home is a boaters paradise, with expansive views, and is located just a stones throw away from the renowned Tavernier Creek, and gateway to the Atlantic Ocean.This estate, completely reimagined and expanded in 2006, sits on a double lot in the exclusive Sunshine Estates neighborhood, offering unparalleled luxury and sophistication. As you step inside, this home it invites you to relax in style. The open-concept design seamlessly blends indoor and outdoor living, creating a space that is perfect for entertaining guests, or simply enjoying your private haven.The master suite is a true sanctuary, with a spa-like bathroom and a private balcony overlooking the glistening waters of the basin and bay. There is a large artists studio, drenched with ambient light, along with the master suite that encompasses the entire third floor. Each of the additional bedrooms offers plenty of space and lavish amenities, ensuring that every guest feels pampered and indulged.As you step outside onto the expansive decks, you are greeted by freshening breezes and the gentle rustle of palm trees. The massive pool sparkles in the sunlight, beckoning you to take a refreshing dip or lounge in the shade of the pool-house cabana. With over 140 feet of dock space, you have ample room to accommodate all of your water toys, from sleek yachts to personal watercraft. Additional features include custom auto-gated double gate entryways, paver drives, a 12,000-pound boat elevator, award winning landscape, & sunset views. Welcome to paradise

This 4b/4.5ba luxurious home boasts Gulf of Mexico & deep canal waterfront living in Key West. It includes hurricane shutters, impact windows, metal roof with solar panels, and automated blinds. Ample parking with 2 large garages & driveway for 3 cars. 1st floor has a Chefs kitchen, a dining room perfect for hosting parties, a luxurious master suite with walk-in custom closets and the en-suite bath is a sanctuary of relaxation, with adjustable color lighting, his/hers vanity sinks on opposite walls, & full-size stacked washer/dryer with lots of storage. A half bath is also available for guests. Kitchen appliances include; induction cooktop with downdraft, D/W, Bev. cooler, convection wall oven & M/W, warming drawer & a fridge with TV. Abundant storage and appliance garages. Wood ceilings in the living room add to the charm, while the dining area has seating for 8 with a coffee/wine nook. On the 2nd floor, youll find 3 more bedrooms and a washer/dryer. One bedrm is a 2nd master with en-suite bath and large balcony overlooking the Gulf. Another bedrm is repurposed into a lounge, though it can easily be reverted back. This area shares access to a Jack n Jill bathroom equipped with his/hers sinks, connecting to the 4th bedroom featuring side-by-side closets and private porch overlooking the canal. Downstairs is an outdoor area, complete with a workshop and a full bath. Elevator runs from ground to 2nd floor. The kitchen has a sink, fridge, and gas grill. Also, an electric smoker and wood-burning pizza oven complete the outdoor cooking facilities. There are multiple gas grills. An outdoor TV swivels for viewing from the couch for 8, dining table for 6, the hot tub or a round table for 4. There is a splash pool w/ sail shade, a hot tub, shuffleboard, ping pong and outdoor wireless speakers. A private dock sits on the canal including 2 boat lifts with direct access to the Gulf and Atlantic. A fish cleaning station is on the dock, with water and electric.

Are you tired of waiting for Uber? Dont want to risk a DUI? Make this your bayfront estate and enjoy all that Islamorada has to offer. Just steps from MEAT, Shima and Marker 88 restaurants and just down the street from City Hall Cafe! Fully fenced for privacy, this property offers breathtaking bay views and an irreplaceable tiki at the end of the dock. You will make this your daily sunset viewing platform! Upstairs you will find a large open living area with sliding glass doors to the spacious screened terrace. In addition there are 3 bedrooms and 2 baths. From the terrace there are stairs to the pool and then the backyard, beach and dock. The ground level includes 2 bedrooms and bath plus an open living area. You will fall in love with this property and want to make it your Keys retreat or an investment opportunity to rent when you are not using it.

Absolute showstopper with 150 of frontage overlooking some of the most pristine bay waters the Keys has to offer. Complete nut and bolt renovation with no corners cut. Deep water dockage for almost any size boat and access through Channel 5 to hit the ocean. The upstairs main living area offers 3 bedrooms/2 bathrooms, high-end kitchen appliances, and turquoise water views from almost every room. The downstairs separate guest quarters offers 1 bedroom/1 bathroom, living room, and kitchen. Pool permit in place or take a dip in the bay. This ones special, so dont miss the opportunity to be one of the cool kids.

Timeless Waterfront Charm in Venetian Shores, Islamorada - Indulge in classic charm with this meticulously positioned waterfront residence in sought-after Venetian Shores. A dream come true for those who appreciate spectacular sunsets and unparalleled boating opportunities in the Florida Keys. Step into the gracious embrace of a bygone era in this residence poised directly on Snake Creek, the gateway to the Atlantic Ocean and Florida Bay, with prime fishing, diving, and waterfront dining just minutes away by boat. A celebration of classic waterfront living, the homes first floor unfolds with a spacious split plan, showcasing a large living room with a dining area, a family/game room blessed with water views on three sides, a water-view kitchen, and a central sunset-view screen porch. Three bedrooms, including two master suites--one featuring a private waterfront porch--and three full baths (two en suite), harmoniously combine casual refinement and comfort. Ascend a spiral staircase to the crown jewel--a top floor with panoramic water views, private balconies, and limitless possibilities. This space transforms into a fourth bedroom suite, a guest efficiency, or the grandkids playhouse, complete with a kitchenette, dining area, seating space, beds/bunk space, a full bath, and two closets. Moor your boat in the protected cut-in boat slip with davits. Delight in the waterside deck and Tiki hut, ideal for fishing or grilling, all while enjoying passing boats, dolphins, and sea life. Additional amenities include an outdoor shower, two carports, a storage/tackle room, covered seating and an elevator lift to the main floor. Recent upgrades include new storm shutters throughout and new impact windows to fortify the stairway tower. These enhancements add to the aesthetic appeal and are also crucial for windstorm insurance. This waterfront haven isnt just a residence - its a lifestyle. Seize this once-in-a-generation opportunity to make this dream lifestyle your own.

Tropical Bayfront Estate nestled into almost 2 lushly landscaped private acres with 3 building rights included! Everything you could possibly need is right here! Main House, Guest House, Pool, Pool Apartment, Storage Building, Dock, Boat Basin, Boat Ramp, Boat lift, and UNBELIEVABLE never-ending turquoise sea views! Well-appointed details found throughout the main home include soaring wood planked ceilings. Spacious kitchen featuring granite counters, upgraded stainless steel appliances, island, and built-in cabinetry and bar plus a separate dining room. The Master Retreat encompasses the entire second floor with a grand Master Bathroom featuring double vanity sink, and soaking tub overlooking the bay, and a comfortable loft; the perfect vantage point for taking in the stunning Open Water Views. Plenty of room for all with two en suite guest bedrooms, and a home office which could easily be converted to a third guest bedroom. Outside the main house, youll find an attached pool house with its own entrance, and additional living space and guest bedroom, as well as a private guest cottage, separate from the main residence. The main house is CBS construction, with impact doors and windows, with a new metal roof in 2021. Peace and privacy abound at this exemplary Marathon paradise! Dont miss this must see property!

Welcome to your dream retreat on the bay in Venetian Shores - the Upper Keys favorite boating neighborhood! Boaters of all kinds will love the immediate bay access and lightning-quick ocean access via Snake Creek. With breathtaking views of the Florida Bay, and a sparkling pool, its the perfect place for relaxing and soaking in the sunshine. This stunning three-bedroom, two-bath beach has undergone a massive and stylish recent remodel. Youll love the timeless, modern coastal touches including the stunning new flooring! Vaulted ceilings and huge impact windows let the sunshine in. The homes open-concept design showcases panoramic bay views from almost every room. Each bedroom offers comfort and tranquility, with the master suite enjoying its own serene water views. Nestled on a dead-end street with only 12 homes, youll enjoy privacy galore. Keep a boat on the floating dock behind the house or in your boat slip just steps away, providing easy access to the crystal-clear waters of the Florida Keys. Whether youre looking for a peaceful escape or an active waterfront lifestyle, this property has it all--privacy, luxury, and unparalleled access to the best of Islamorada. Dont miss this rare opportunity to own a piece of paradise! Metal roof, impact windows and doors & artificial turf make maintenance a breeze. Electric fence. Boats to 40 and lifts allowed!

Experience the best of Florida Keys living in this beautifully 2024-renovated canal front home, just one lot in from Snake Creek. Offering 100 feet of deep water dockage, on a 100 foot wide canal, this property offers almost immediate access to both Florida Bay and the Atlantic Ocean, making it a boaters paradise. Soaring vaulted ceilings and an open, airy layout seamlessly blend modern elegance with coastal charm. The spacious kitchen is a chefs dream, featuring sleek quartz countertops and top-of-the-line appliances, perfect for entertaining or preparing your fresh catch. Natural light floods the home through impact windows and doors, offering peace of mind and energy efficiency. Outdoors, unwind by the heated pool, or dine canal-side as you watch the boats pass by. Whether youre lounging poolside or setting off on your boat, this home is designed for the best of Keys living. With its prime location, luxurious renovations, and unbeatable access to the water, this canal-front gem is ready to become your slice of paradise. Dont miss this rare opportunity to own a piece of the Keys lifestyle!

This remarkable 32,000 sq ft lot on the Florida Bay is a true paradise for anyone seeking a waterfront lifestyle in the heart of Islamorada, specifically Upper Matecumbe. With expansive open water views, this property offers an idyllic setting to enjoy the natural beauty of the Florida Bay.One of the key highlights of the lot is its exceptional dockage, which has previously accommodated a 36-foot boat, making it perfect for boating enthusiasts. The dock can be expanded to suit your needs, providing ample space for additional vessels or watercraft. The property also offers plenty of room for a pool and garage, allowing for a customized design that maximizes the waterfront experience. Beautiful sunsets grace the horizon, casting vibrant colors across the water and clouds creating a tranquil atmosphere for evening relaxation.The lot is also a sanctuary for wildlife enthusiasts, with an abundance of aqatic species like fish, birds, manatees and a mulitude of different birds. Zoned as Residential Estate, this property allows for weekly rentals, presenting an opportunity for investment or personal use. Its a perfect canvas for your dream residence or vacation retreat.With easy access to the Atlantic Ocean and iconic spots like Alligator Reef, whether you prefer fishing, diving, or simply unwinding by the water, this lot is one of the best properties on the market. Embrace the ultimate Florida Keys lifestyle in this exceptional location, where every day feels like a vacation.Owner / Agent

Welcome to Paradise at 115 Spoonbill Road! This luxurious canal-front new construction home offers direct bay access and ocean access through Tavernier creek. Spanning 4,100 sq. ft. of air-conditioned space, this brand-new custom-built home features 5 spacious bedrooms and 6 elegant bathrooms.On the upper level, the serene master suite invites relaxation with a large walk-in closet, beverage center, expansive shower, and his-and-her sinks. Three additional guest suites--each with its own bathroom--a spacious living area, large laundry room, and a flexible bonus room perfect for a gym or office complete this floor.The lower level is designed for entertainment and convenience. The gourmet kitchen boasts top-of-the-line appliances, quartz countertops, a wine cooler, and custom cabinetry. The main living area, along with a guest suite and full bath, flows seamlessly to the outdoor oasis featuring an outdoor kitchen and gazebo, synthetic grass, a sparkling pool, and a full 70 feet of dockage--perfect for boating enthusiasts.