Upper Keys Homes for Sale, Single Family Houses, MLS Home Listings

PARADISE! Why Dream about it when you can live it! This waterfront beauty custom-built in 2023 has it ALL! 3,362 SF under A/C plus over 4,000 SF of outdoor living space. 4 Bedrooms & 4 Bathrooms! Ground floor is a wide open covered outdoor space overlooking the pool & water. The 2nd floor has a large custom kitchen with top of line appliances, nice open living space along with two bedrooms & two bathrooms. 3rd Floor features a large master suite with a spa inspired bathroom, a wet bar & balcony overlooking the pool & water. Plus, the 4th bedroom & bathroom & a large laundry room. The roof top deck has 1,562 Sq Ft of endless Bay views! Some of the many additional features include; elevator, 1,000-gallon propane tank, electric car charger, 2 50 AMP outlets, 4 pole boat lift, all this & MUCH more only seconds away from open waters!

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!

New construction between Tavernier & Isla Morada. Tasteful move-in ready tropical paradise spans 3 stories with 4 bedrooms, & 3 and 1/2 bathrooms. Floor 1 offers carport for 2 cars, bedroom, bathroom, closet, & storage unit opening to covered terrace, pool, and outdoor kitchen. Floor 2 offers all common areas; kitchen, living room, dining room, a laundry room, half bath, & terrace facing the waterway. Floor 3 includes master bedroom connected to a large bath with twin showers and vanity, walk-in closet, & outdoor terrace. The 2 additional bedrooms are identical in size & share a hallway bath. High-end appliances by Frigidaire, counter depth, hardwood cabinets, Italian style with Quartz countertops, Spaniard porcelain flooring. Lushes landscaping. 60 ft of dock space, making it simple to head out to the beautiful waters.

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 ..

Welcome to your private waterfront sanctuary in Key Largo, where breathtaking open water views greet you from every room! This exquisite 3-bedroom, 3.5-bathroom home offers 2,466 square feet of luxurious living space on a sprawling 15,400 square foot lot, complemented by an additional 900+ square feet on the lower level. Constructed with CBS for durability, this residence features a whole house generator with an automatic switch-over, ensuring peace of mind during power outages. A new 1,000-gallon propane tank (2024) adds convenience for all your energy needs. Culinary enthusiasts will delight in the gourmet kitchen, equipped with a 5-burner DCS cooktop, Viking range hood, convection microwave, two refrigerators, two freezers, and a countertop ice maker--perfect for entertaining while enjoying those stunning water views! Step outside to discover your own slice of paradise, complete with a custom 35,000-gallon saltwater pool featuring a large sun shelf and a built-in spa section. The 4-ton heat pump allows for year-round enjoyment, while electronic controls and auto-fill make maintenance effortless. For the boating lover, a 65-foot dock with two boat lifts--one rated for 10,000 lbs and the other for 7,000 lbs--makes accessing the water a breeze. Additional amenities include a putting green with two chipping areas, two beautifully designed tiki huts (one custom with a sprinkler system), and plenty of space for parking your boat, RV, and water toys. Enjoy the tranquility of mature landscaping, an electric carport windscreen curtain, and multiple storage areas, including a permanent shed and a queen-size murphy bed for guests. This home also features an elevator for easy access between levels, a solar-assisted hot water heater (new 2024), and dual A/C units with new condensers (2024). The property is very private, surrounded by concrete privacy walls and a secure gate, and its situated next to a mangrove preserve that will never be built on. Agent related to owner.

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!

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.**

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

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.