Upper Keys Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

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. 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 to make it yours!

Open Ocean 3/2 Concrete Pool Home with Dockage in the heart of historic Old Tavernier! Enjoy expansive ocean views, year-round ocean breezes, deep water dockage and a stunning custom pool by DAsign Source with relaxing rock waterfall, beach entry and swim jet in the deep end. After a long day of fishing, sip a cocktail in the pool or lounge poolside at your custom bar and tiled cabana area below the home in the shade. Also downstairs is a storage area and a tiled foyer entry to welcome you into the home. Upstairs on the first level is a spacious great room with open kitchen with custom cabinets and Corian counters, dining nook area and large ocean view living room. A wide and shady oceanfront balcony extends the entire length of the great room. with plenty of room for outdoor dining and grilling with a gorgeous view of the sparkling Atlantic. Also on this floor are the laundry area, a full bath and two guest bedrooms. On the top floor is a sprawling primary suite with soaring ceilings and breathtaking open ocean views. There is plenty of room here for an office plus separate sitting area, exercise equipment or even a nursery in addition to your king bedroom set. Theres also a deep walk-in closet and roomy primary bathroom with double sink, soaker tub and shower. The all concrete home with metal roof has impact windows and sliding glass doors plus accordion shutters for added protection. The yard is fully fenced and gated and the neighborhood offers an oceanfront community park and two local restaurants within walking distance plus quick and easy access to Tavernier Towne shopping center, fine dining, a movie theater and more. Call today!

This unique wooded 3.2 acre parcel has over 100 boulder rip-rap shoreline directly on the ocean. Single Family Residence with ROGO exemption, but zoned SC. Highest approval rate via Monroe County is for MIXED-USE COMMERCIAL development. FKAA water utility service available.(This parcel may be sold together with contiguous parcel@95351 Overseas Hwy, at a REDUCED PRICE AK#1592978,RE#00483350 000000 13 62 38 PT TR 5&6 SOUTHCLIFF ESTS PB2-45 & PT GOV LOT 1 & ADJ BAY, 6.12 acres for grand total of 9.36 acres that would also include a 1352 sf 1959 5/3 cbs home metal roof.) Broker part owner/family owned

Welcome to this beautiful concrete home in the highly sought-after Venetian Shores subdivision in Islamorada! This beautifully remodeled 5-bedroom, 3-bathroom home offers a spacious, open living floor plan perfect for modern living and entertaining. Venetian Shores is renowned for its deep control depth and exceptional deep-water dockage. With 70 of dockage featuring TWO boat lifts--one 15K and one 20K--this home is a boaters dream.Step into the backyard oasis where youll find a sparkling pool with both heater and chiller, as well as an inviting tiki hut, ideal for relaxing or hosting friends and family. Enjoy quick and easy access to both the Atlantic Ocean and Florida Bay through the nearby Snake Creek Channel.This property is completely fenced for privacy, with two electric gates and meticulously landscaped grounds that offer outstanding curb appeal. Dont miss your chance to own a slice of paradise in the Florida Keys!

Not to be missed! House is in the X ZONE. Even more significantly the house is among very few of all the homes in the Keys that sit 14+ feet above sea level. Flooding is not a worry. Storm surge and wind impacts are also minimized with the location near the center of Key Largo. Price includes a 27,000 pound boat lift to be installed prior to closing. Price also includes the enclosure, with AC, of an additional 300 square foot patio in progress and finished prior to closing. Built with a meticulous attention to detail, with no expense spared. The house columns, pool edging and the stairway to the seawall are all carved from the ancient coral harvested onsite. Two primary suites. One guest room. Two additional rooms currently used as dual offices but could be switched back to bedrooms (house rented for $18,000/mo previously). Garage-shop. Dedicated laundry area. Upscale fixtures and appliances throughout. Vaulted ceilings. Two AC units. Outdoor kitchen and massive tiki for entertaining. Privacy from neighbors on both sides. Triple lot, fully fenced. In ground salt pool and spa with heat pump. Second smaller garage on sea deck for boat stuff. Room to dock multiple 40 boats. Partial sunrise and sunset views. Truly one of the nicest homes under four million dollars.

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

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.

A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the waters edge for unforgettable evenings under the Keys starry skies. Adding to its versatility, a secondary garage structure--measuring over 700 sq. ft. with soaring 11-foot ceilings--has been artfully re-imagined as a flexible guest space or personal retreat.With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space.Additional features include:Potential for docking a houseboat or watercraft, as previously enjoyed. Ample parking and storage, ideal for all your waterfront toys. A kayakers or paddleboarders dream, with access to nearby mangrove trails.A secluded yet accessible location, offering privacy while remaining close to the best of the Keys.Dont miss the opportunity to own this ..

*PRICE REDUCED* Welcome to your private waterfront sanctuary in Key Largo, offering expansive open water views from every room. This CBS-constructed home features 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 ensures uninterrupted power, complemented by a new 1,000-gallon propane tank installed in 2024.The kitchen is designed for entertaining, equipped with a 5-burner DCS cooktop, Viking range hood, convection microwave, additional full size freezer, and a countertop ice maker. The outdoor space is a true retreat, featuring a custom 35,000-gallon saltwater pool with a sun shelf, built-in spa section, and a 4-ton heat pump for year-round comfort. Electronic controls and auto-fill make pool maintenance effortless.For boating enthusiasts, the 65-foot dock includes two boat lifts, one rated for 10,000 lbs and the other for 7,000 lbs. Additional amenities include a putting green with two chipping areas, two tiki huts (one custom with a sprinkler system), ample parking for boats, RVs, and water toys, an electric carport windscreen curtain, and multiple storage areas, including a permanent shed and a queen-size Murphy bed for guests.An elevator provides easy access between levels, while a solar-assisted hot water heater (new in 2024) and dual A/C units with new condensers (2024) enhance energy efficiency. The property is exceptionally private, surrounded by concrete privacy walls and a secure gate, and is adjacent to a protected mangrove preserve that will never be developed.Agent related to owner.

A Must See!! Completely remodeled property located in Ocean Isles Estates. Breathtaking open water views, Rare 2 car garage with plenty of extra parking space, waters edge pool, 17k lbs. boat lift, impact windows and doors, metal roof, 2 master suites, Remodeled 1 bedroom/1bath on lower level, recreation area, and much more. Pictures coming Soon!!

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)

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!

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.

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!

The Ospreys are back! Welcome to The Ospreys Nest; your perch by the Ocean in one of Islamoradas most coveted locations. Wake up to the sunrise and take a stroll down the turtle nesting beach, while also having the convenience of protected canalside dockage across the street. 20 dock but brought in stern-to, can accommodate larger boats. Spacious floor plan for all to enjoy, third story primary suite and beachside pool with heater and chiller for those hot summer days. True island living is here on Sunset Drive. Listing includes canal parcel with dock across the street RE#00389220-000100

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.

SPECTACULAR COMPOUND! Two Freestanding CBS Waterfront Estate Homes Combined. 3/3 & 4/3.5. This Luxurious compound has the potential for two upper main living areas as well as four separate units. Two Boatlifts, & Separate Davits 120 sq. ft. of dockage. Roof Top Raised Garden & Hot Tub w/ Direct Ocean Views. The Kitchens Boasts Stainless Steel Appliances, Granite Counter Tops. 700 sq. ft. under AC for FANTASTIC workshop & up to 6 +cars. Plenty of room for a Pool, Storage, Gym, Playroom & Water Toys. Covered Fish Station, High-Capacity Ice Machine. Fishermens Dream House w/ Direct Ocean Access. **2** Houses for the price of one. Lush Tropical Landscaping. & Fire Pit. Owner is also selling his 33 Custom made Offshore Express Grady White with Tuna Tower & Jet ski. Islamorada Pool Architectural Design & Plans already completed & available ready to build. Centrally located near Shopping, School & Restaurants. Close to John Pennekamp Coral Reef State Park. This is a must see!!!

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.**

Discover Coconut Cottage, Your Tropical Paradise in Islamorada! Coconut Cottage beckons you to the quintessence tropical living in Islamorada. This oceanfront haven boasts a 90ft. Sandy Beach, a boat basin, and an inviting waterfront pool, creating an idyllic backdrop for both relaxation and adventure. The main residence, featuring 4 bedrooms and three bathrooms, exudes vintage Florida coastal comfort. The charm of the property is further enhanced by a screened-in porch, where one can savor panoramic ocean vistas and gentle sea breezes.A separate one-bedroom, one-bath guest cottage offers additional privacy and comfort, making it ideal for hosting friends and family. Constructed with durability in mind, both homes feature concrete walls and metal roofing, ensuring a sanctuary that stands the test of time.The propertys lush tropical landscaping and gated entry promise a secluded retreat, fully fenced to ensure your exclusive slice of paradise remains undisturbed. Ample parking accommodates a fleet of cars, boats and trailers, while a dedicated storage shed keeps your water toys, lawn essentials and fishing gear organized.Coconut Cottage isnt just a residence; its a lifestyle choice for those who dream of natural tropical setting. Envision your special day at this perfect wedding venue, where a 7-day rental policy aligns seamlessly with celebrations and gatherings. With a charming Boutique Hotel nearby, your guests will enjoy the convenience and luxury that this unique property affords.Discover the rare gem that is Coconut Cottage, a treasure nestled in one of Islamoradas most sought-after locations, where every day feels like a blissful escape from the ordinary! Truly a rare find!

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!