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Florida Keys Waterfront Homes, Condos, and Properties for Sale, Florida Keys Real Estate

Total Listings 1,073
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$1,975,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 1,837 SqFt Days Listed: 22
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

Until March 17th this home is being sold turn key ready, full furnished, golf cart and two boats. Tranquility meets coastal living, discover this stunning concrete constructed home built in 1993. Located in the desirable subdivision of Tropical Bay Estates this elevated waterfront residence offers unparalleled access to both the ocean and bay, just 15 minutes by boat. The iconic No Name Pub is just a 2-minute drive or a 15-minute walk away for some of the best pizza in the Keys. A few property highlights to include: 50 Concrete seawall & concrete patio, lush, low-maintenance landscaping featuring bamboo and a fruit-bearing mango tree. Enclosed courtyard entrance, two oversized screened lanais - one upstairs & one ground level, plus 1,100 sq. ft. enclosed 3-car garage, all impact windows/doors for storm protection. More updates: New metal roof, central A/C system & two mini-splits. Large primary suite with California closet system, whirlpool tub, walk-in shower, & dual sinks. Kitchen updates: Samsung 4-door refrigerator, LG dishwasher, GE Cafe induction double oven range w/downdraft exhaust and wine cooler. Also installed throughout the home are new ceiling fans, LED lighting and bi-fold doors. Waterside and outdoor features include a 15k boat lift, bait cleaning station, underwater fish lights at the dock, crank-out awning dockside, outdoor sink with stainless steel cabinet in the downstairs lanai. A few more items to add to the list: 1,000 lb. Cargo lift, whole-house water filtration & softener system, tankless hot water system, Samsung front-load washer & dryer. In the garage, a refrigerator with ice maker, auxiliary power panel for generator, 13,000-watt dual-fuel generator, 250 lb. ice maker, two deep freezers, two insulated hurricane-rated garage doors with openers. This meticulously maintained home offers a blend of comfort, durability, and waterfront convenience.

$1,978,900
Marathon
Ibis Isle   - MM: 50.00
3 Bed, 3 Baths, 2,297 SqFt Days Listed: 90
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 180ft.Rip Rap

Discover your dream home in the heart of the Florida Keys! Nestled on a sprawling 14,000 sq. ft. lot, this solid concrete, three-story home boasts 3 bedrooms, a loft with a closet and 4 bathrooms, offering unparalleled comfort and functionality.Situated on a quiet street near Sombrero Beach, this property features two docks with 180 ft. of deep-water canal frontage, perfect for boating enthusiasts. The west-facing design ensures breathtaking sunsets from the 3rd-story balcony, which provides stunning views of the property and waterways.Inside, the home showcases a spacious open floor plan with dual dining areas and a granite kitchen that seamlessly flows onto the large back balcony overlooking the pool. The split-bedroom layout includes a luxurious master suite with a walk-in closet and a spacious en-suite bathroom on one wing, while two additional bedrooms and bathrooms are located on the opposite side for privacy.The ground level is designed for convenience and entertainment, featuring covered parking, shaded lounging areas, a large storage room, a bait freezer, and a makeshift outdoor kitchen. A rip-rap seawall, outdoor shower, and new impact Sparta windows add to the homes practicality and charm.Perfect for those seeking an investment opportunity, this property permits weekly rentals and includes features like deep-water dockage, a concrete subfloor, and ample space for all your paradise essentials.Dont miss this rare gem that blends luxurious living with waterfront serenity. Schedule your private tour today!

$1,989,000
Key Largo
Sexton Cove   - MM: 106.00
3 Bed, 3 Baths, 1,378 SqFt Days Listed: 137
-9.18% ($201,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift49ft.Concre

This stylist distinctive remodeled as of 1/24, 2nd floor 3-bedrooms, 3-baths, home features new kitchen, stainless steel appliances, and meal-prep island Quartz countertops. This elegant house offers breathtaking bay view sunsets from roof top, where you can relax and enjoy yourself. Stunning outdoor pool, BBQ, outside shower, 15 thousand pound boat lift. And as a bonus downstairs bedroom and full bathroom. Owners Finance if needed.

$1,995,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
4 Bed, 4 Baths, 2,120 SqFt Days Listed: 319
-5.00% ($105,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Exquisite New Construction Home in Breezeswept Beach Estates scheduled for completion in early 2025! Discover luxury living in this coastal haven. Solid CBS construction, metal roof, impact windows & doors throughout. This 4 bedroom, 3 bath home-the epitome of modern elegance and coastal charm that boasts over 4400sqft of finished interior & exterior luxury!Step inside to be greeted by a beautiful, upscale kitchen featuring stainless steel appliances, shaker cabinets, & quartz countertops. The stunning floating staircase & porcelain tile flooring throughout the interior add to the homes contemporary allure. Open living spaces are designed for seamless entertaining & relaxation, with large windows that flood the interiors with natural light & provide picturesque views.This Green Certified home is equipped with (3kw) solar panels, water cistern, & grey water reuse system, showcasing a commitment to sustainability and environmental consciousness. Smart Home with the convenience of WiFi-controlled lighting, along with luxury fixtures that elevate the living experience. There is an 11 person a Swim Spa in the back to dip in or take a swim after a day on the boat.Grillers will love the outdoor kitchen equipped with a 48 grill, side burner, sink, refrigerator, & ice machine. Outdoor enthusiasts will appreciate the 30 dock, offering excellent boating waters near the renowned Looe Key Reef. Approx. 1200 sq ft of expansive terraces to enjoy the tropical breezes, outdoor living is taken to new heights. This exceptional property also features a garage & downstairs storage. This home presents a rare opportunity to own a new luxury residence in one of the most desirable locations in the Florida Keys. Dont miss your chance to experience the epitome of coastal luxury living - call today to schedule a showing. With ROGO permits coming to extinction in the Keys soon, lock in todays pricing!*Please Note - Renderings are for illustrative purposes

$1,995,000
Marathon
Sombrero Beach Village   - MM: 49.50
3 Bed, 3 Baths, 2,142 SqFt Days Listed: 69
-9.11% ($200,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Nothing compares to this Sombrero Beach waterfront haven just waiting for you. Situated on an expansive 11,250 sf lot, escape to this superior concrete constructed three bedroom, two bathroom pool home with added bonus room currently used as an office/den, great fourth sleeping area as well. Take advantage of this superior concrete pre-firm construction that has been extensively remodeled with new concrete porches, stairs, railings, roof top deck, dock, boat lift and recently A/Cs. The gorgeous oak stair case leads you to the main level of living accented by the original, vaulted, Miami-Dade pine ceilings, fireplace and full house length air conditioned sun porch. Create culinary masterpieces in the updated kitchen featuring quartz countertops and a convenient eat at island. Open concept living and dining area. Just steps away from the pristine white sands of Sombrero Beach. Marvel at breathtaking sunrises from your own waterfront paradise while enjoying your morning coffee. Lounge on the rooftop deck or relax on the expansive waterside porches, so many options for outdoor enjoyment, the choice is yours. Indulge in the ultimate boating lifestyle with a 12,000 lb boat lift, composite decking on the new dock, and a launch area for hassle-free kayaking and paddleboarding. Not to mention, a Kiteboarders dream with a protected ocean channel just minutes around the corner to enjoy the sport. Benefit from immediate ocean access through the recently dredged channel. Just a short boat ride to Sombrero Lighthouse or the reef to catch yellowtail and grouper. Take a dip in your large concrete pool surrounded by a pavered sundeck. Rinse off under the outdoor shower and store your outdoor essentials in the separate anglers/dive shed. Lines in place in the covered carport to dry your kites after surfing. Enjoy the peace of mind that comes with living in a home protected by the natural barrier island of Sunrise Isle, ensuring your coastal haven remains secure and serene.

$1,995,000
Key Colony
Marina Subdivision   - MM: 54.00
4 Bed, 4 Baths, 2,329 SqFt Days Listed: 85
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 49ft.Concrete

Welcome to 240 Sadowski! This exceptional two-story half duplex is designed for those who appreciate both luxury and comfort. Built in 2014, with 4 spacious bedrooms and 3 bathrooms, this residence offers ample space for families and guests alike. There is over 2300 SF of living space and a nice open floor plan with tray ceilings in the living and dining area. Sliding glass doors run across the entire rear of the home and bring the beauty of the outdoors in. The kitchen is well appointed with an island and lots of cabinet space. A guest bedroom and bath is also conveniently on the first level, for grandparents or those with mobility issues. Upstairs, youll find the additional three bedrooms and the laundry room. Imagine waking up to beautiful water views from your private balcony, accessible from both the primary suite and one of the guest bedrooms--perfect for sipping your morning coffee or enjoying some quiet time with a good book. For the avid fisherman, this home comes with a generous 49 concrete dock, giving you direct access to the sparkling waters of the Keys. The pool is the perfect place to relax after being out fishing all day, or for those that just want to lounge and work on their suntan. Your 2-car garage will come in handy for storing all your boating gear too. This property is currently a successful vacation rental, with bookings in place, so you can start generating income right away. Approx. $90K in gross income in 2024 and approx. $82K on the books to date for 2025. Key Colony Beach is a resort community in the middle Florida Keys with several restaurants, 9-hole golf course, sports courts and shopping within biking or walking distance. The adjoining property, 242 Sadowski, is also for sale, if you want to purchase the full duplex for extended family or additional rental income.

$1,995,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
4 Bed, 4 Baths, 2,635 SqFt Days Listed: 74
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Welcome to your DREAM vacation resort home at the Exclusive Mariners Club Key Largo! This stunning turn key oceanfront condo offers a true resort-style living experience, complete with incredible amenities that make every day feel like a vacation in the FL Keys. Overlooking the private deep-water marina & the sparkling waters of the Atlantic Ocean, this top-floor penthouse-style end unit is a boaters paradise. Whether youre admiring your boat from the porch or simply enjoying the breathtaking views with a refreshing drink in hand, this property is designed for relaxation & luxury! Owner benefits are limitless - when not in residence you have the opportunity to rent your condo with no minimum rental restrictions to generate rental income, helping to offset costs of ownership. With a proven rental history & a loyal following, this property ensures continued success as a lucrative vacation rental. Mariners Club boasts an array of amenities, including 2 sparkling pools (one of which is the largest condo pool in the Upper Keys), a grotto hot tub, a private marina w/ dry stack boat storage & in/out service, a gym, & both INDOOR and outdoor pickleball courts. Additional features include tennis courts, a gated community entry w/ 24-hour security, & so much more. This top floor penthouse style end unit supplies lots of natural light & features many upgrades including travertine floors, crown molding, impact windows, rounded drywall corners, & gourmet kitchen with wood cabinets, granite counters & stainless appliances. The primary suite offers fabulous Atlantic views & features an ensuite bath with walk in closets, jet tub, marble shower & water closet. Three additional spacious bedrooms, 2 full bathrooms,& a convenient laundry room complete the layout. This is a fantastic opportunity for investors or those seeking a second home & wanting to generate income while not in residence! This condo offers luxury, convenience, comfort, & the perfect resort style living in Key Larg

$1,995,000
Key Colony
Marina Subdivision   - MM: 54.00
4 Bed, 4 Baths, 2,329 SqFt Days Listed: 85
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 49ft.Concrete

Say hello to 242 Sadowski! Imagine waking up every morning in your own Florida Keys waterfront home, where you can head out for a fun day of fishing whenever your heart desires. This beautifully designed property, built in 2014, boasts 4 spacious bedrooms and 3 modern baths, providing ample room for family gatherings or hosting friends. There is over 2300 SF of living space and a nice open floor plan with tray ceilings in the living and dining area. Sliding glass doors run across the entire rear of the home and bring the beauty of the outdoors in. The kitchen is well appointed with an island and lots of cabinet space. A guest bedroom and bath is also conveniently on the first level, for grandparents or those with mobility issues. Upstairs, youll find the additional three bedrooms and the laundry room. Imagine waking up to beautiful water views from your private balcony, accessible from both the primary suite and one of the guest bedrooms--perfect for sipping your morning coffee or enjoying some quiet time with a good book. Step outside to your private oasis, complete with a sparkling pool, perfect for sun-soaked afternoons and evening swims under the stars. The generous 49 concrete dock with step down will accommodate one boat or two. The 2-car garage will store all of your boating gear. Currently operating as a successful vacation rental. Approx. $91K in gross income in 2024 and approx. $82K on the books to date for 2025. This means you can start generating income from day one, making it an ideal investment for those looking to blend leisure with financial opportunity. Picture yourself enjoying weekends with family, while also taking advantage of the lucrative vacation rental market, all in one incredible location. Key Colony Beach is a resort community in the middle Florida Keys with several restaurants, 9-hole golf course, sports courts and shopping within biking or walking distance. 240 Sadowski, is also for sale, if you want to purchase the full duple

$1,998,000
Key Colony
Coury Subdivision   - MM: 53.50
3 Bed, 3 Baths, 2,088 SqFt Days Listed: 487
-4.86% ($102,000) 3 Price Changes : Last Change 98 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Beautifully appointed home, built in 1998, boasts a spacious layout of 3 bdrms, 2 baths, 2088+/- sqft of living space along w/a 2 car garage. As you step inside, youll immediately notice the meticulous attention to detail w/recent updates enhancing both style & functionality. The living rm & 2 bdrms have been adorned w/new furniture, freshly painted & creating a welcoming island flare atmosphere. 2023 new AC, pool filter/heater & 2022 HWH. The features continue with electric & water at the dock, fish cleaning station, dock lights catering to those who enjoy night fishing. The outdoor space is a true haven, featuring a fenced-in backyard w/a generous side yard for your trailer or addtl parking. The 30X20 heated pool & spa become a focal point for relaxation, where you can unwind & take in the picturesque views of the canal. Outdoor living areas, complete w/a covered patio, sets the stage for al fresco meals & gatherings. KCB itself is a well-known gem and offers a tranquil escape without sacrificing convenience. The community boasts the popular Sunset Park, walking paths, post office, city office, golf course, dog park, shopping, restaurants and marina. Fun community events. Popular vacation rental that offers repeat bookings. Offered fully furnished & turn key. B&BATVAI

$1,999,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,104 SqFt Days Listed: 94
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift116ft.

Panoramic Sunset Paradise!Immerse yourself in breathtaking year-round sunsets from this stunning open-water estate on prestigious Sugarloaf Key. Nestled on an oversized, point lot with 282 feet of waterfront, this quiet, private island-like setting offers unmatched beauty and serenity while being minutes away from the vibrant lifestyle of Key West. Step into this 2-bedroom, 2-bathroom stilted residence and be captivated by panoramic open-water views. The great room and kitchen are framed by impact glass pocket sliders, seamlessly blending indoor and outdoor living. Outside, a sprawling deck invites you to relax, entertain, or simply marvel at the sparkling turquoise waters. Boaters will appreciate the 116-foot concrete dock with two newly installed boat lifts (6k lb and 10k lb) and easy access for paddleboards, kayaks, and canoes. The home is equipped with impact-rated hurricane windows, a new metal roof in 2022, Hardie siding, and a Rinnai tankless gas water heater, ensuring both safety and convenience. Set on a tropically landscaped 17,950 sq. ft. lot, theres ample space for RVs, trailers, and outdoor amenities--and room to build your dream pool and spa. The 960 sq. ft. storage area provides extra space for all your gear and toys. End your day under the tiki hut, cocktail in hand, as dolphins and manatees glide by and the sky paints itself with unforgettable sunset hues. This is the ultimate waterfront sanctuary youve been waiting for! Dont miss the chance to own a piece of paradise with room for all your toys and endless opportunities for making lifelong memories. Call to arrange your private showing today!

$1,999,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,664 SqFt Days Listed: 131
-8.93% ($196,000) 1 Price Change : Last Change 110 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Endless Ocean Views at this turn-key modern retreat, in sought-after Summerland Cove Isle! This bright and airy, concrete construction home boasts impact doors and windows and an open concept floor plan ideal for entertaining. The well-appointed Chefs Kitchen boasts stunning quartz countertops and backsplash, Cafe appliances, and large island with seating. Turquoise Waters are the focal point of the main living space, with floor to ceiling impact glass boasting Views of the Ocean beyond. Two generous bedrooms and a sleek, modern bathroom provide comfortable accommodation. Enjoy stunning Sunsets and balmy ocean breezes from a large upstairs open balcony. Downstairs, a bonus storage space offers additional room for keeping tools and equipment out of the elements. The expertly-equipped back yard boasts a brick paver deck, covered patio, 20K and 3500 lb. boat lifts, tiki hut, outdoor shower, and additional space for trailer storage. Enjoy effortless boating with ease from this Anglers paradise. The spacious lot is beautifully landscaped with native plants, making this exceptional property feel supremely private and tranquil. A large brick paver driveway, and attached one car garage offer abundant parking. Located within a quiet, established neighborhood but just minutes to divine dining and shops in town, this slice of paradise has it all!

$1,999,000
Marathon
Little Venice   - MM: 53.00
4 Bed, 4 Baths, 1,701 SqFt Days Listed: 376
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Welcome to Mystic Waters your tropical paradise in Marathon, Florida Keys! This stunning 4-bedroom, 3-full bath home is a rare gem directly nestled along the picturesque shores of the Atlantic Ocean. Meticulously remodeled to the studs and thoughtfully reimagined by the renowned local designer, Liz Samess Interiors, this residence is a testament to coastal elegance and luxury.As you step into this exquisite property, youll be greeted by a seamless blend of modern comfort and upscale coastal charm. The brand-new kitchen is a culinary haven, boasting state-of-the-art appliances, sleek countertops, and ample storage space. The three full baths have been completely renovated to offer a spa-like experience, featuring high-end fixtures and contemporary design elements.Liz Samess Interiors has worked her magic throughout, ensuring that every corner of this home exudes sophistication. The coastal furnishings, curated with impeccable taste, are negotiable, allowing you to tailor this haven to your personal style.Imagine waking up to the gentle sound of waves and enjoying your morning coffee on your private oceanfront terrace. With panoramic views of the turquoise waters, this home provides an unparalleled connection to nature. The expansive living spaces seamlessly flow from indoors to outdoors, creating the perfect setting for entertaining or simply unwinding with loved ones.Beyond its breathtaking aesthetics, this property offers an incredible investment opportunity. With its prime oceanfront location and the allure of the Florida Keys, this home is poised to become a highly sought-after vacation rental. Whether youre looking for a luxurious full-time residence or a lucrative income-generating property, this home caters to your every need.Dont miss the chance to make this coastal masterpiece yours - a haven where the beauty of the Florida Keys converges with the epitome of refined living. Schedule your private viewing today

$1,999,000
Plantation Key
Plantation Shores   - MM: 90.00
4 Bed, 4 Baths, 2,380 SqFt Days Listed: 66
-1.24% ($25,000) 1 Price Change : Last Change 11 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

EXTREMELY MOTIVATED SELLERS BRING ALL REASONABLE OFFERS! Well maintained CBS canal home in a much sought after family neighborhood. Located Ocean Side off of the Old Highway within walking distance to the Elementary and High School as well as restaurants and shops. This home boasts cathedral ceilings, travertine marble floors, spacious bedrooms, walk-in master shower and impact windows and doors throughout. The first floor is fully permitted offering a full bath, bedroom, bonus room as well as an A/C 1 car garage. Upstairs enjoy your spacious open living room and primary suite with walk-in closet. Both the living room and the primary suite have access to the beautiful large balcony that overlooks the canal. Upstairs you will also find two other bedrooms and large bathroom with laundry. In the heart of the home is the beautiful kitchen and dining room with updated appliances and Gas range. Outside you have 60ft of water frontage with a 15k boat lift, beautifully landscaped yard for privacy and plenty of room for a pool if desired. relax under your covered outdoor patio or pour yourself a refreshing cocktail at the tile bar. Fantastically located for boating with immediate access to the ocean, as well as bay access through Tavernier Creek. The neighborhood has a well maintained ocean front homeowners park with a boat ramp. The front of the home has beautiful pavers for the driveway and a gated side yard which is perfect to store you boat, RV, or room for your 4-legged loved ones. Come make this slice of paradise your home in this incredibly family friendly neighborhood in Tavernier.

$1,999,000
Plantation Key
Lake Harbor   - MM: 89.50
5 Bed, 5 Baths, 2,779 SqFt Days Listed: 99
-9.14% ($201,000) 1 Price Change : Last Change 40 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits50ft.

Welcome to your slice of paradise in Islamorada! This stunning canal-front property offers direct bay access and quick, convenient ocean access, making it a boaters dream. Concrete home boasts 5 bedrooms, 3.5 baths - 2,779 sq of elegant living. Upstairs features 3 spacious bedrooms, 2baths plus powder room,. Two separate living areas upstairs provide ample space for relaxation and entertaining. The designer kitchen with generous chefs pantry is perfect for culinary enthusiasts, while the Chicago brick pavers add timeless charm.The ground level features a permitted, private 2-bedroom, 1-bath mother-in-law suite, ideal for guests or extended family. Outside, the private, lushly landscaped yard is adorned with fruit trees, creating a serene oasis. With its unbeatable location, abundant storage, and exceptional features, this home is a rare gem in the heart of the Florida Keys.Dont miss this opportunity to enjoy the best of waterfront living in Islamorada!

$1,999,900
Summerland Key
Summerland Cove Isle   - MM: 25.50
3 Bed, 3 Baths, 2,156 SqFt Days Listed: 306
-6.98% ($150,100) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Davit Pads64f

Exceptional waterfront pool home in Summerland Key! This beautifully updated 2156sqft concrete home is located in the desirable neighborhood of Summerland Cove, known for its incredible boating access, deep-water flow through canals and close location to Key West (just 24 miles). Enjoy the ocean and lagoon views from the kitchen, living room, dining room, loft and screened patio, or from the 64 long concrete dock! Dock comes equipped with boat davits, fish cleaning station with water and swim ladder. With no rear neighbors there is plenty of privacy to lounge by the pool (has a pool heater/chiller), throw in a paddle board or kayak and cruise the lagoon or take advantage of the incredible boating/ fishing that Summerland has to offer with quick access to the Atlantic Ocean and the Gulf! This newly updated home includes 2 bedrooms on the main level, 600 sqft loft upstairs used for a 3rd bedroom and 2 bathrooms, brand new kitchen with quartz counters and stainless appliances, impact windows and new impact sliders, 2016 metal roof, newer 263 sqft garage/storage and plenty of room for parking with a higher than usual 12 clearance under the house, able to park boats, trailers and/or RV (and yes there are RV hook ups!)

$1,999,999
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,422 SqFt Days Listed: 32
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits100ft.

Waterfront Retreat in Sugarloaf Key - A Boaters Dream!Located on prestigious Sugarloaf Key, only 20 minutes from Key West, this meticulously maintained 4-bedroom, 3-bathroom home offers seamless indoor-outdoor living with breathtaking water views and boating access to world-class fishing and diving. The 12,500 sqft lot is situated in a prime location only one in from open water on a crystal-clear, wide canal with a 100-foot concrete seawall, davits, and ample dockage. Surrounded by lush tropical landscaping, it feels like a private sanctuary, where swaying palms and rare bird sightings create a peaceful retreat. The open-concept living space features a well-appointed kitchen with stainless steel appliances, an island, and generous storage. A split-bedroom floor plan ensures privacy, with two primary suites on opposite ends of the home. The 2 guest rooms are separate with a shared bathroom which makes this home ideal for ultimate privacy for guests. Additional highlights include a home theater room and an expansive covered entertaining area beneath the home, complete with a custom-built bar and a cozy fire pit. Outdoor spaces include spacious decks, a screened in covered porch, a private rooftop terrace for sunset views and stargazing, and a one-of-a-kind outdoor shower, crafted from an original Key West ticket booth. A separate enclosed room on the ground level offers flexibility as a massage space or additional storage. A large garage, covered parking, and a circular driveway provide ample space for vehicles and guests. With plenty of room to add a pool, this home offers endless possibilities to enhance your outdoor living experience. Whether youre hosting a gathering or unwinding after a day on the water, this exceptional property captures the best of the Florida Keys lifestyle. Dont miss this rare opportunity to own a prime waterfront home in Sugarloaf Key! Check out the 3D floorplan to view the sprawling layout and video here https://tinyurl.com/4c46fzsm

$1,999,999
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,674 SqFt Days Listed: 166
-6.98% ($150,001) 1 Price Change : Last Change 35 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip31ft.

ANGLERS REEF OCEANFRONT HOME WITH DEEDED DOCK. RARE OPPORTUNITY to own an oceanfront home in the prestigious Anglers Reef development in Islamorada. Deeded boat slip accommodating up to a 31 ft boat included in offering. A beautiful 2-bedroom, 2.5-bath, 2-story home with 2 porches and a balcony overlooking the Atlantic Ocean. Located in the gated community of Anglers Reef on Windley Key approximately half way between Miami and Key West. This property contains 2 large bedroom suites with bathrooms on the 2nd floor. A living room, kitchen, dining room and powder room on the main level. Looks out on the community pool and marina (see included video). Upgrades include impact windows/doors, metal roof, composite decks/railings, granite counter tops with wood cabinets, tile floors downstairs and bamboo floors upstairs, shutters/blinds, brand new dishwasher and refrigerator. The community features 2 sandy beaches, pool, gated entry, marina, kayaks and paddle boards. Perfect home for primary residence, vacation family home or investment property. Call today for a showing

$2,000,000
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 1,666 SqFt Days Listed: 168
+11.11% ($200,000) 1 Price Change : Last Change 158 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

PANORAMIC OCEAN FRONT 2 story stilted home tucked away on desirable Long Beach Road on Big Pine Key. The Atlantic Ocean sits just before you with unobstructed views. Natural light floods the living spaces showcasing the serene beauty of the ocean just beyond your doorstep. Catch your own lobster in your backyard or watch the birds diving down. Govt land on either side of the home which is nice for preservation and continued privacy.Located on a 24,600 square foot lot lies a 2 story stilted property with impact glass and a metal roof. Youll be greeted by 2 entry gates and then your eye is immediately drawn to the ocean.A brand new kitchen was recently installed along with an LED fireplace, luxury vinyl floors, 2 new AC systems, smart home switches for appliances, and ceiling fans throughout with a freshly painted interior. Bathroom remodels complete. On the exterior, the rear deck has new composite and stair railings.Click on the 360 Degree Matterport Tour and use the play button to automatically scroll through the house.Come see it to believe it!

$2,000,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 1,500 SqFt Days Listed: 9
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 33ft.

Exclusive opportunity to own this canal-front duplex and the adjacent vacant lot in Indian Waterways subdivision of Islamorada, FL. Each unit features two bedrooms, one bathroom, original custom kitchen cabinetry, and terrazzo floors. A connecting interior door allows the property to function easily as one expansive home or continue to be used as two separate living spaces. There is an optional added-value opportunity to convert one of the units into a building right for another home. Boating enthusiasts will appreciate the 33-foot dock on a wide canal with direct access to the Florida Bay. The combined lots span 0.40 acres and are adorned with mature native plants and trees including Short Leaf Fig, Pigeon Plum, Mahogany, Locust Berry, and Crabwood -- creating a haven for birds and butterflies. Conveniently located near schools, Mariners hospital, grocery stores, shopping, entertainment, and Founders Park, which offers a swimming pool, bayfront beach, playground, pickle ball, tennis, and dog park. Whether youre seeking a primary residence, vacation home, investment, or redevelopment opportunity, this property invites you to live, work, and enjoy the tropical Florida Keys lifestyle.

$2,000,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 1,500 SqFt Days Listed: 9
Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 33ft.

Exclusive opportunity to own this canal-front duplex and the adjacent vacant lot in Indian Waterways subdivision of Islamorada, FL. Each unit features two bedrooms, one bathroom, original custom Cherry and Pine kitchen cabinetry, and terrazzo floors. A connecting interior door allows the property to function easily as one expansive home or continue to be used as two separate living spaces. There is an optional added-value opportunity to convert one of the units into a building right for another home. Boating enthusiasts will appreciate the 33-foot dock on a wide canal with direct access to the Florida Bay. The combined lots span 0.40 acres and are adorned with mature native plants and trees including Short Leaf Fig, Pigeon Plum, Mahogany, Locust Berry, and Crabwood -- creating a haven for birds and butterflies. Conveniently located near schools, Mariners hospital, grocery stores, shopping, entertainment, and Founders Park, which offers a swimming pool, bayfront beach, playground, pickle ball, tennis, and dog park. Whether youre seeking a primary residence, vacation home, investment, or redevelopment opportunity, this property invites you to live, work, and enjoy the tropical Florida Keys lifestyle.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 03-15-2025.
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