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

4 bedroom 3.5 bath gorgeous waterfront home in Islamoradas Port Antigua awaits its new owner! Freshly painted, recent new roof, impact windows, shuttered second level outside balcony for entertaining, 27K boat lift, top of the line kitchen with Miele and Sub Zero appliances and Faber exhaust island stove, exquisite baths, wine cooler, ice machine (negotiable) grand staircase entry way, alarm system, wired for stereo inside and out, covered parking, room for pool, great entertainment and storage area on ground level along with spacious tackle and storage. Tropical fruit trees, shady side of the canal and a superior neighborhood park with ramp and private homeowners beach round out this Keys Treasure. Few homes short of being brand are as nice as this offering. This executive level home boasts little to no work needed from its new owner to make it their own piece of paradise. Shown by appointment only. Contact agent for your personal tour.

Stunning Plantation Key canal front pool home! This exceptional all-concrete residence boasts a rare layout with five bedrooms, five full baths, and one-half bathroom, perfect for family living and entertaining. The chefs kitchen is a true standout, featuring a sprawling granite island, top-of-the-line appliances, and abundant cabinet space, making it a culinary dream. A gorgeous exotic wood staircase leads you through the homes three magnificent levels, starting from the welcoming entryway and ascending to the stunning primary suite on the third floor. The suite is an oasis of tranquility, with ample space and stunning views of the surrounding beauty.Enjoy the marble floors as you make your way to the private concrete rooftop deck, where you can soak in breathtaking panoramic ocean views. On the first level, enjoy the cozy theater room for movie nights, a legal one-bedroom, one-bathroom guest suite offering privacy and comfort, and a tackle room ideal for storing fishing gear and outdoor equipment. The home is designed for peace of mind, elevated above potential flooding, and offers ample storage space throughout. Adventure awaits just minutes away in Tavernier Creek, providing quick access to both the Atlantic Ocean and Florida Bay for fishing enthusiasts or anyone who loves water. The exterior features a heated and chilled swimming pool, outdoor entertainment area, and a 24,000-pound boat lift, making this home the ultimate in luxury coastal living.

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!

Potential SELLER FINANCING AVAILABLE!!! Brand new oceanfront Concrete Home. Coastal-inspired masterpiece with wood plank porcelain tile flooring.Panoramic ocean views from the spacious living areas, including the kitchen, dining room, and master suite. Elevator to all 3 floors. The gourmet kitchen with quartz countertops, high-end GE appliances, and a stunning 10 island perfect for entertaining. Stroll directly out onto your private 2nd floor oceanfront pool complete with waterfall and poolside bar.Enjoy gorgeous Ocean Views from the Living Room, Dining Room, Kitchen, and Master Suite. Kitchen features Quartz Countertops, White Cabinetry, 48 Fridge and a 10 Island. Third Floor Primary Bedroom has Vaulted T&G ceiling, Built in Audio, and a Private 12 x 31 Balcony with Stunning Ocean Views of Snake Creek to Alligator Lighthouse.Plans for a 295 Observation Deck are Approved w/ Permit in Hand from Army Core and DEP. Super convenient to Numerous Popular Restaurants and Boat Marina with Storage. Want even more? The identical home is for sale right next door. DOCKAGE AVAILABLE AT VERY CLOSE BY MARINA. SELLER WILL PAY FOR 1 YEAR OF DRY SLIP STORAGE/ DOCKAGE FOR A BOAT UP TO 26. **Availability subject to change**Owner is a Licensed Florida Real Estate Agent.

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.

OPEN WATER BAYFRONT home on Blackwater sound, is one of (14) homes on Bay Road, and Faces Due West for the optimal Sunset views. This quaint 3/3 home with tongue and groove ceilings that gives an old keys style warmth, and all the charm for entertaining. The back patio leads you to Luscious landscaping and mature trees, as well as a rock wall peninsula for protection of your water toys, sandy beach, and 100 feet of Deeded Bay bottom. Dont forget the large detached work shop/garage with tons of storage. Located in one of the BEST neighborhoods of Key Largo, Riviera Village, with a private HOA that includes boat ramp, dock, small beach, pavilion & BBQ, and 72-hour dockage.Easy access to the ocean thru Adams Cut. Convenient Location, 1 hour from Miami.Some SELLER FINANCING POSSIBLE. If you are looking for Keys Charm and open water Bay views this is it!

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.

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.

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.

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.**

Introducing Kokomo on the Bay: An Exquisite Stillwright Point Estate. Welcome to Kokomo on the Bay, a rare opportunity 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.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 two boat lifts, a personal watercraft lift, and a functional boat and kayak ramp, ensuring effortless access to the water. Trex composite decking allows for easy maintenance making this property a perfect retreat for leisure and relaxation.

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

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

OCEANFRONT GEM!! This stunning Islamorada home offers breathtaking open ocean views with 94 feet of protected dockage on an oceanfront canal. As you enter this three-bedroom, three-bath home, you are greeted by a soaring 13-foot vaulted ceiling. The home is thoughtfully renovated, with the kitchen boasting stainless steel appliances and quartz countertops. There is wood plank porcelain tile throughout, and shiplap in the kitchen and great room. New impact windows and doors provide an abundance of natural light. Step onto the balcony and capture the panoramic and unmatched ocean views. The ground floor provides a stunning 12 x 36-foot pool, complete with a built-in spa and splash deck. A private oasis perfect for cooling off on hot days and relaxing under the stars in the evening. Adjacent to the pool is 1600 square feet of covered outdoor living area with large shell reef pavers. The grill station includes a green egg, a beverage fridge, and a two-tap kegerator. This outdoor space is ideal for hosting family and friends while enjoying the cool Atlantic breezes. The dock area is outfitted with a new 10k pound boat lift and a fish cleaning station. Easy access to the reefs and beyond, affords world-class fishing, diving, and boating. Proximity to Tavernier Creek and Snake Creek allows for a quick trip to the bayside for back-country fishing and sunset cruising. Oceanfront homeowner park provides a boat ramp for easy launch. This home is being offered furnished and is completely turn-key for immediate enjoyment. You will not find better water views at any price point. This is a rare opportunity to own a fully updated and meticulously designed home with panoramic ocean views in a prime location! The beauty and serenity of this home are the epitome of coastal living!

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.

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!

Coconut Cottage beckons you to the quintessence of tropical living in Islamorada. This oceanfront haven boasts a 90ft sandy beach, a private boat basin, and an inviting waterfront pool, creating an idyllic backdrop for both relaxation and adventure. The main residence, featuring four bedrooms and three bathrooms, exudes vintage Florida elegance, complemented by a screened-in porch where one can savor the panoramic ocean vistas and gentle sea breezes. A separate one-bedroom, one-bathroom guest cottage offers additional privacy and comfort, making it ideal for hosting friends or 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 and fishing gear organized. Coconut Cottage isnt just a residence; its a lifestyle choice for those who dream of a 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. Motivated Seller!

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.