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

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.

Tucked away on Big Torch Key, one of the Florida Keys best-kept secrets, this rare 3 acre luxurious custom estate offers the ultimate in privacy, tranquility and breathtaking waterfront views.With 357 feet of pristine shoreline on the Niles Channel and 180 views, this west-facing retreat is perfectly positioned for year-round sunset vistas. The design seamlessly connects over 4000 ft. of indoor and outdoor living, offering 2100 ft. of air-conditioned, light-filled interior and 2000 ft. of covered wrap-around screened-in porches. The elevated classically styled Key West Sea Captain architecture maximizes the view, allowing for ocean breezes and panoramas from nearly every room.The mid-century modern interior features an open concept design with floor-ceiling pocket slider doors to bring the outdoors in. The third floor master suite is a private sanctuary with a TV lounge, desk area, custom closets, and a spa-like ensuite bath with a soaking tub. Two additional bedrooms offer serene accommodations with custom built-in cabinetry while the homes three full bathrooms are elegantly appointed. The second floor opens to an additional 460-ft. shady patio while the third floor sundeck provides a private perch to take in the vast unobstructed views.Outside, the estate is also equipped for the active fisherman and boater featuring a 300-foot Lifetime dock with fiber grate decking and a 5,000-pound boat lift, floating swim platform, fish cleaning station and full dock utilities. Beyond the T-dock with its 4-foot draft, there is a 4-post boat slip allowing installation of a larger lift for bigger vessels. The Niles Channel affords quick access to both Gulf and Atlantic waters with 40-foot clearance at the Niles Channel bridge, while back country flats fishing is minutes away.A tiki bar, small beach and lush, tropical landscaping including many specimen trees (mahogany, gumbo limbo, blolly) and many species of palm ...(see documents for full description)

Discover unparalleled luxury and island charm in this beautiful resort-style home located on Plantation Key. Step inside to find a spacious lower-level entertainment area complete with a full kitchen, bedroom, bathroom, and living space that opens to a lush backyard featuring a heated pool, 65 feet of concrete dockage with two boat lifts (10K & 20K), and a summer kitchen equipped with a wet bar and built-in BBQ. Upstairs, accessed by a custom internal staircase, youll find a gourmet kitchen with premium cabinetry and appliances, a stunning primary suite, and two additional guest bedrooms. The air-conditioned garage offers convenient storage for your boating gear and includes a commercial-sized ice maker. This home truly checks all the boxes for island living. Dont miss your chance to own this exceptional property!

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!

LUXURY CANAL FRONT HOME IN ISLAMORADA!Brand new offering of the most exquisite coastal designed home offering spacious floor plans, entertaining spaces, and oversized rooms. This meticulously maintained home offers a split floorplan with a living room, wet bar, sizeable bedroom and full bathroom on the ground floor overlooking the outdoor kitchen and in ground pool. The second level boosts 3 bedrooms and 2.5 bathrooms, a great living room, pristine kitchen, and walk in laundry room/ office. The fenced in backyard welcomes you to enjoy your private yard surrounded in turf, low maintenance landscaping, and no neighbors directly across. The concrete dock holds a 20,000 lb boat lift and room for multiple boats! Along with this stunning home, you will also have access to the White Marlin Private Homeowners Beach, and all the close amenities in the area!

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!

Welcome to Paradise in Port Antigua, one of Islamoradas best-kept secrets! This spacious 4-bedroom, 4-bath home, built in 2019, offers the ultimate Florida Keys lifestyle with modern coastal design, deep-water dockage, and exceptionally low insurance premiums with the possibility of assuming a 2.8% interest rate! Located in the highly sought-after Port Antigua community, residents enjoy unique deepwater dockage and over 1,000 feet of private, exclusive beach frontage.This thoughtfully designed home features a well-planned layout with two primary suites--one on each level--providing privacy and comfort for residents and guests. Each floor includes a separate living space, connected by an interior staircase (all above flood!). A kitchenette on the first level adds convenience, making this home ideal for multi-generational living or hosting visitors. Upstairs, the open-concept layout boasts a spacious kitchen island, high-end appliances, and a seamless flow into the dining and living areas. Balconies on both levels provide stunning canal views, offering perfect spots for outdoor relaxation.The upper level offers three bedrooms and two full baths, while the lower level includes an additional primary suite, two full guest baths, a wet bar, and a secondary living area with easy access to outdoor spaces. The generously sized bedrooms feature large closets, enhancing the homes comfort and functionality.Built for durability, this home includes a standing seam metal roof, all impact windows and doors, and tile floors throughout.Outside, the property boasts two garages--one with AC--a commercial-grade ice machine, and 56 feet of concrete dockage on a desirable 90-foot canal with deepwater access. A 20,000-pound boat lift is included, along with ample parking for vehicles and trailers. Theres even room for expansion if you wish to add more dockage or a pool. This home checks all the boxes and is move-in ready! Call today for more information.

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!

Exquisite Canal Front Retreat in Prestigious Port Antigua, IslamoradaWelcome to your dream waterfront oasis in the highly coveted Port Antigua community of Islamorada. This meticulously remodeled 5-bedroom, 3-bath (3 Up / 2 Down) residence embodies luxury coastal living with 100 feet of premier dockage, offering effortless access to Florida Bay, Channel 2, and Channel 5, placing the Atlantic Ocean just minutes away.This turnkey masterpiece has been completely redesigned and built with high-end finishes and state-of-the-art craftsmanship. On the exterior you have board & batten downstairs and hardy board upstairs. Step inside to soaring high ceilings, driftwood tile flooring with clean lines, hurricane-impact windows and doors that flood the home with natural light while framing breathtaking sunrise views.The gourmet designer kitchen is a chefs delight, featuring sleek stainless steel appliances, a professional-grade hood, wet bar with wine cooler and custom cabinetry, creating an elegant and functional space for entertaining. Each bathroom is a statement of sophistication, boasting exquisite decorator designs, while built-in custom closets and all-new interior finishes enhance the homes refined aesthetic.The outdoor living spaces are just as impressive, this oversized pie-shaped lot on the canal is a rare find, ensuring privacy and abundant space for waterside relaxation. There is room for a pool and all the poolside entertaining space one could yearn for. Residents of Port Antigua enjoy exclusive community amenities, including a private beach with tiki huts and BBQ grills, a boat ramp, and access to the Port Antigua sandbar, where endless days of sun-soaked adventure await.Whether youre seeking the perfect boaters paradise, a serene Florida Keys retreat, or an entertainers dream, this exceptional home offers it all. Experience waterfront luxury at its finest - schedule your private showing today!

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.**

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!

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.

This remarkable 34,000 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, (65 ft), which has previously accommodated a 36-foot bertram, making it perfect for boating enthusiasts. 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 aquatic species like fish, birds, manatees and a multitude of different birds. 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 property 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.May also purchase the vacant lot up front that has a Market Rate TDR on it. Total asking for both is $4,750,000 This would make an exceptional family compound in the heart of Islamorada. ,Owner / Agent

Panoramic Bay and Sunset Views! Breathtaking Bayfront Home in Safety Harbor.Experience the stunning beauty of panoramic bay views from this exquisite bayfront home in the premier Safety Harbor neighborhood on Lower Matecumbe. This home is in pristine condition and features an irreplaceable cut-in boat slip with a composite dock on the bay ensuring that your views are not obstructed, and providing immediate bay access and quick ocean access via the two bridges at Channels 2 and 5.Inside, youll find four spacious bedrooms and three bathrooms, perfect for comfortable living. An enclosed garage for all of your fishing and diving gear. The home is equipped with a new whole house generator, ensuring uninterrupted power.Step outside and immerse yourself in resort-style living with a luxurious pool and spa, lush low maintenance landscaping, perfect for relaxation and entertaining. Enjoy breathtaking sunsets year-round from your own private oasis either at the tiki bar, the dock, or one of the two bayfront screened porches. Dont miss the opportunity to own this exceptional bayfront home in Safety Harbor. Schedule your private showing today!

A truly spectacular waterfront home with 150 feet of prime bay frontage, offering breathtaking views of some of the clearest waters in the Florida Keys. This property has undergone a complete top-to-bottom renovation with exceptional attention to detail. Solid concrete bunker with a concrete roof and impact windows & doors. Boaters will appreciate the deep-water dockage, accommodating nearly any vessel, with easy ocean access through Channel 5.The main living area upstairs features three bedrooms, two bathrooms, and a beautifully designed kitchen with high-end appliances--all framed by stunning turquoise water views from nearly every room. Downstairs, a separate guest suite includes a private bedroom, bathroom, living room, and kitchen, perfect for visitors or additional living space.A pool permit is already in place, or you can take a refreshing swim right in the bay. This home is truly one-of-a-kind--dont miss the chance to own a special piece of paradise!

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.

Discover coastal luxury in this stunning 4-bedroom, 4-bathroom bayside paradise. With 4,144 square feet of luxurious living space, this home offers breathtaking sunset views and direct access to the sparkling waters of the Florida Keys. Indulge in spacious, open-concept living areas, perfect for entertaining guests. Retreat to one of two primary suites, each featuring a large walk-in closet and private en-suite bathroom. Ascend to the rooftop deck and be rewarded with unobstructed, open-water bay views. The property features a separate living space, ideal for in-laws or guests, offering privacy and independence. The modern kitchen boasts sleek stainless steel appliances, double oven, gas appliances and ample counter space, perfect for culinary enthusiasts. The homes durable construction with a metal roof, and impact-resistant windows and doors, ensures peace of mind. For added security and privacy, the property is fully fenced and features an electric gate. Enjoy panoramic water views and unforgettable sunsets from your private oasis. With large boat dockage, youll have plenty of room for multiple boats, jet skis and easy access to the open water for boating, fishing, and other water activities. This completely updated home offers the ultimate experience in comfort and convenience. Whether youre seeking a serene retreat or an active water lovers paradise, this home has it all. Dont miss this opportunity to own a piece of paradise.

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.

Where Paradise and Luxury Meet!Endless bay views can be yours in this luxurious bayfront, modern Caribbean-style pool home. Situated on an oversized bayfront lot, nearly a 1/2 acre, this stunning property offers breathtaking sunsets every evening.Built as a solid concrete fortress, this home is equipped with all-impact windows, doors, and a metal roof, providing unparalleled strength and peace of mind. With 5 bedrooms and 5.5 bathrooms, it is the perfect home for a large family, offering both elegance and security.Completely elevated above the flood zone, the residence exudes luxury throughout. The ground-level suite features a private entryway, a junior master lounge, and a separate living space. Upstairs, youll find three additional bedrooms along with an impressive master suite boasting an ensuite bath, a soaking tub, and a spacious walk-in shower.The resort-style pool, spa, and deck have been freshly refinished within the last two years. The pool system includes a salt system, an electric heater and chiller, and a propane system for enhanced efficiency. The property also features a private white-sand beach, a kayak and jet ski ramp, and a newly reinforced seawall spanning the width of the waterfront.The impressive pier dock includes two boat lifts:A 35,000-lb lift (1 year old)A 7,500-lb lift (4 years old)Additional upgrades include new air conditioning units, new hot water tanks, and a brand-new mini-split system in the garage.This is a rare opportunity to own a luxurious bayfront retreat where modern elegance meets the serenity of island living!

Welcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This stunning 4,100 sq. ft., canal-front home offers bay and ocean access via snake creek, 70 feet of dockage, and luxurious living with 5 bedrooms and 6 bathrooms. Built with precision and modern style, this brand-new custom CBS residence boasts lush landscaping, a sparkling pool, and high-end finishes throughout.Step upstairs to find a tranquil master suite with an expansive walk-in closet, a beverage center, a large shower, and dual vanities. Three additional guest suites with private bathrooms, a spacious living area, a large laundry room, and a versatile bonus room complete the upper level, providing ample space for relaxation and recreation.On the main floor, the gourmet kitchen is a chefs dream, featuring top-of-the-line appliances, storage pantry, Taj Mahal quartzite countertops, a wine cooler, and custom cabinetry throughout. A private guest room with an ensuite bathroom is perfect for the friends and family to visit for a staycation. The open-concept main living area flows seamlessly into the outdoors where a full bath and outdoor kitchen await. Relax by the lounge pool, enjoy synthetic grass surroundings, and take advantage of the full dock.This canal-front oasis is a rare find in the coveted Upper Keys and offers the perfect blend of luxury, comfort, and convenience. Your slice of paradise awaits!