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

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

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

RARE double ocean front lot featuring 120 ft seawall with amazing views. Potential to build large new home and lot size allows for a separate building for mother-in-law apartment right on the ocean! Existing double wide trailer is livable or rentable-occupies 1/2 of property leaving plenty of space for boats, trailers, parking, even a pool!!Close to downtown and airport.

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. 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.

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. 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.

**Waterfront Paradise: Solid Concrete Home on Deep Water Canal**Nestled along a serene deep water canal, this exquisite solid concrete home awaits its new owner. Embark on a brick paver driveway that leads to a turn-key residence designed to impress.As a boaters paradise, this property boasts a private boat lift, davit, clean out station, and outdoor shower. Access to the communitys boat ramp allows for effortless excursions.Step inside and be captivated by the beautifully furnished interior with breathtaking canal views. The open floor plan seamlessly blends the gourmet kitchen, dining area, and living room, offering an inviting space for entertaining and relaxation. Top-of-the-line appliances and entertainment areas elevate the living experience.The spacious master bedroom and bathroom provide a luxurious oasis with access to a large screened balcony. The master bathroom features a soaking tub, separate shower, and double vanity.The downstairs level offers an enclosed garage with two bay doors and ample storage. A custom-made bar, full bathroom, and additional storage space create a versatile flex room perfect for various uses.The propertys tranquil exterior features lush landscaping, gardens, and a charming front porch. The rear stairs provide convenient access to the waterfront.With a straight shot to the bay and just around the corner from the ocean via Tavernier Creek, this home offers unparalleled access to the water. The neighborhood community offers a boat ramp for members.This dream home is a rare find. Dont miss this opportunity to own a piece of paradise. Call today to schedule a private showing and experience the beauty of this solid concrete waterfront residence. Call Today!

Romantic Venetian Bridge view and your own waterfront duplex in exclusive Duck Key. Live on one side and rent the other. Deep water dockage and quick access to the ocean by water. Each Side Features 2 Spacious Bedrooms and 2 Full Bathrooms. Beautifully Renovated Kitchens featuring: Custom Oak Cabinets, Marble Countertops, Custom Lighting, Stone Backsplash, Crown Molding, and Gorgeous Travertine Marble Flooring Throughout Both Sides. The Living Room area has an open floor plan with lots of nice custom features including Crown Molding, Plantation Shutters. Custom Built, Inground Heated Pool, LED Lighting. Brick Paver Decking. The large Tiki hut features a Summer Kitchen Built-In Grill. Tiki Hut also has a Dining Table and Chairs, Multiple Lounge Chairs, and Coffee tables. Beautifully Landscaped, Covered Parking, Room for Boat Trailers. Living your best life in the Keys on the water for $1.050M with income. B&BATVAI

Happy Hour takes a whole new twist at Pristine Bamboo Ter - Discover the ultimate waterfront oasis and fishermens retreat in this beautifully renovated concrete, single-level canal-front home. Situated on an oversized lot of 8000 sq. ft. ,this 3BD/3BA residence offers the perfect combination of peace, privacy and endless outdoor enjoyment.Located at Mile Marker 6, Key Haven offers excellent access to world class fishing and the open waters of both the Gulf and the Atlantic with no bridge restrictions, and a consistent 3ft draft. The tea-shaped canal provides easy navigation, while the 14,000 lb private boat lift and 80ft. of concrete seawall gives you all the protection and flexibility you need for a variety of watercraft vessels.After a day on the water, relax under the brand-new oversized tiki hut, the ideal spot to cool off and soak in the breathtaking waterfront views. The newly built pool adds a luxurious touch and creates an outdoor oasis with so much space to enjoy the beautiful weather that the Florida Keys is known for.Interior has been redesigned and remodeled and now offers a modern open plan concept with large kitchen at the epicenter of the home and water views from every rooms.Large private master suite with king bed and separate sitting area, large en-suite bathroom and oversized closet offers all the space you will need.Two additional bedrooms and 2 full baths, appointed with new finishes and furniture offer all the comforts for a growing family and all your visiting friends.Two new ACs, new hot water heater, all new appliances and finishes with a low maintenance exterior means a no Honey Do list for years to come, so that when you come to your Key West home, you can relax and enjoy.Plenty of room for parking an assortment of vehicles, trailers or an RV.Vacant and ready for immediate occupancy!

Blue Moon Tavernier - A Stunning Waterfront RetreatEscape to Blue Moon Tavernier, a newly renovated, spacious getaway in the Florida Keys, just an hour south of the mainland. This 5-bedroom, 2.5-bath home offers plenty of space for the whole family, plus a bonus loft/den and two fully equipped kitchens.Step inside and enjoy abundant natural light, stylish finishes, and open concept living. The first floor features an eat-in kitchen, four bedrooms, 1.5 baths, and a cozy living area--perfect for unwinding after a day on the water. The second floor boasts a full kitchen with a dry bar, a large dining table for 8, a spacious living area with an oversized sectional, and a master suite with a walk-in closet and ensuite bath.Enjoy breathtaking sunsets from the expansive second-floor balcony, complete with dining and lounge areas. The third-floor loft/den is an ideal hideaway for kids and teens, featuring a sofa bed, TV, and board games.Dock your boat right outside on a 60ft concrete dock and access open water in minutes. After a day of fishing, clean your catch on the dock, then relax in one of two outdoor lounge areas. The home features a newly built lanai and a spacious tiki hut with cozy seating.Additional amenities include a large laundry room with full-size washer/dryer and smart TVs in every bedroom.This home is being offered fully furnished.Ready for the ultimate Keys escape? Blue Moon Tavernier is waiting for you!

Welcome to this charming Old Florida-style cottage, an ideal weekend retreat nestled on Lower Matecumbe Key in Islamorada! This property is set on nearly half an acre, boasting an impressive 100 ft of private beach frontage directly on the crystal-clear ocean. This cottage is a perfect fixer-upper opportunity, offering you the chance to renovate and personalize the existing structure or build your dream home on this stunning piece of prime real estate. Step inside to discover two spacious bedrooms and two full bathrooms. The interior features beautiful beamed and tongue-and-groove ceilings, adding a touch of character and warmth to the space. Imagine starting your mornings with a cup of coffee or unwinding in the evenings with a glass of wine, all while enjoying breathtaking views of the magnificent Atlantic Ocean. The gentle ocean breezes create a serene atmosphere, perfect for quiet contemplation and entertaining friends and family. With its prime location and charming features, this cottage is a rare find that invites you to embrace the laid-back Florida Keys lifestyle. Dont miss your chance to make this idyllic getaway your own!

Welcome to paradise at 22562 Jolly Roger Dr in beautiful Cudjoe Key! This custom built, 4-bedroom, 2-bath home features open water views, a designer kitchen with high-end finishes and Viking appliances. In addition, on the first floor there are two guest bedrooms, an office and bathroom. The second floor is where you will find the third bedroom as well the primary bedroom complete with private balcony, ensuite bathroom and walk in closet. Outside the property boasts double decker porches, covered hot tub, full swim spa, and new dock. In addition to the garage there is ample room for vehicles, boats and extra storage. The property is equipped with RV electrical and sewer hookups for added convenience. The property features impact windows and doors and is a stones throw from American Shoal, Lighthouse, Looe Key Reef, and Square Grouper restaurant.

JUST REDUCED! Brand New Custom built spacious 3 bed 2 1/2 bath Waterfront home w/a private dock situated in the quaint well established Oceanside Harborage community! Sturdy & beautiful; built to withstand the unknown w/ 8 thick concrete walls including a concrete roof & a bouquet of large impact windows w/10 ceilings throughout and well appointed with luxurious finishes and an elevator. Be the first to enjoy sunrises & sunsets from your choice of 3 patios and 2 floors of living space. This home offers a large open kitchen w/balcony access for entertaining, Master suite w/ incredible sunsets, an extravagant master bath,an additional entertainment/family room, wet bar, laundry room, elevator & more.Hop on your boat from your 41 private dock w/ Davits, & be in the Ocean/Sandbar in less than 5 mins!The Harborage is a quaint beautiful, 2 street community known for its deep water. Maintenance includes yard, clubhouse w/waterfront pool, ice machine, laundry, boat ramp, boat trailer storage, and best of all LOCATION.

Amazing, well built home, located in Sombrero Isle. Home is a weekly vacation rental with many bookings and repeat guests. All kitchen white cabinets and new granite countertops are being fabricated to complete this coastal inspired renovation. There is an unexpected element of privacay from this oversized corner lot not often found in the Florida Keys. This home is being sold rental ready right down to the silverware and advanced bookings for a true turnkey experience. Please be patient as showings will need to be scheduled around the vacation guests. Cash sales only please

YACHT FRIENDLY! Dont miss this affordable opportunity to own a charming three-bedroom, two-bath home in the desirable Duck Key community, complete with 93 feet of deepwater dockage where the water color is always stunning and clean. The spacious backyard is perfect for outdoor living, featuring a tiki hut, a stunning heated and chilled swimming pool with royal blue ceramic tiles, and a step-down concrete dock for easy access to your paddle boards, kayaks, and a 10,000 lb boat lift. Surrounded by lush tropical foliage, the oversized seawall offers space to accommodate up to three boats, depending on their size.Inside, the home exudes a bright and inviting ambiance, with wood laminate flooring, stainless steel appliances, impact-resistant windows and doors, and panoramic water views from the canal side. The dining room opens to a generous balcony, ideal for soaking in the beautiful scenery and sunsets.Duck Key is a golf-cart-friendly island with access to a private social club offering wellness amenities. Youre just a short walk to Club Duck Key, several resort restaurants, markets and a marina. With the home currently serving as a successful vacation rental, its a smart investment opportunity you wont want to miss! B&BATVAI

Discover the perfect blend of quality craftsmanship and waterfront convenience in this stunning 3-bedroom, 3-bathroom home. Built with solid CBS construction, this residence is designed to last and offers an inviting, open layout. Just minutes from open water access, the property is a boaters dream, featuring a boat lift that accommodates up to a 35 boat, multiple docking spaces, and a large dock box for convenient storage.Inside, the beautifully designed kitchen boasts granite countertops, enhancing both style and durability. Custom tilework throughout the home adds unique charm, while a working elevator and cozy fireplace provide additional comfort. The spacious four-car garage ensures ample storage, and the 10,000 gallon cistern with a pump offers additional water security.For added privacy and security this property is enclosed with concreate walls on both sides with gated access to the rear of the home. A versatile downstairs, currently housing a commercial ice maker, provides endless possibilities- whether for storage, tackle room ,or extra recreational space. Plus there is ample room to add a pool, creating your own private oasis.Every detail in this home has been carefully designed and fully permitted, offering peace of mind and a solid, well- built feel from the moment you walk in!

Huge Price Reduction, Seller says get it sold! Located in the sought-after Sombrero Beach community of Marathon, this exceptional property offers 3 bedrooms, 3 baths, and nearly 3,000 square feet of living space. Elevated, concrete construction, impact windows, and doors, and topped with a durable metal roof, this home provides both beauty and peace of mind. The outdoor space is an entertainers paradise, featuring a brand-new saltwater pool with an integrated hot tub. Both the pool and spa include smart technology and LED lighting, and they can be heated or chilled for year-round comfort. The outdoor space has built in seating for large gatherings.Inside, the home offers a bright, open floor plan. Upstairs, youll find two spacious bedrooms, including a luxurious master suite with a newly remodeled ensuite bath. A second remodeled bathroom is conveniently located off the hallway, adjacent to the large guest bedroom. The family and dining areas flow seamlessly into a well-appointed kitchen, which features an adjacent pantry and laundry room. On the lower level, the fully enclosed, above-flood living space includes an additional bedroom, a full bath, and a kitchenette, perfect for hosting guests or extended family. The downstairs has plenty of room to expand and add another bedroom. The property also includes an oversized two-car garage with an attached workshop, providing ample storage and workspace. Set on a wide canal, the home offers 115 feet of water frontage and a 75-foot dock with davits, allowing for large vessel access. Boating enthusiasts will appreciate the direct route to the Atlantic Ocean, reachable in just 8 minutes at idle speed, with no fixed bridges to navigate. Located across the street from a golf course fairway, this home offers a tranquil setting with no front-facing neighbors, while being just minutes from grocery stores, dining, and other conveniences. This property is a rare find, offering luxury, functionality.

Endless Possibilities. This well-built waterfront home, offering 110 feet of deep-water canal frontage, a private boat ramp, and dock space for multiple LARGE vessels, is ready for its next chapter. With easy ocean access and a 200-foot wide canal, its the perfect setting to embrace the island lifestyle. Conveniently located within walking distance of Coco Plum Beach adds to the homes appeal both on and off the water. The main living area features an expansive open-concept design, with vaulted ceilings that amplify the already ample space across the living, dining, and kitchen areas. Multiple sliding glass doors lead to a sprawling screened-in lanai spanning over 700 square feet-- offering additional outdoor living space perfect for relaxing, dining, or hosting while enjoying peaceful water views and refreshing ocean breezes. The generously sized primary suite includes a spacious en-suite bath, walk-in closet, and direct lanai access. A second bedroom also connects to the lanai, enhancing the homes seamless indoor-outdoor flow. A third bedroom, two additional full baths, and laundry room complete the main living level. The lower level features a legal one-bedroom, one-bath suite with a private entrance, its own screened-in patio, a kitchenette, laundry room, and 9-foot ceilings--ideal for accommodating in-laws, guests or crew with privacy and comfort. While the home is structurally sound and move-in ready, cosmetic updates would elevate its appeal and transform it into a truly show-stopping island retreat. The expansive lot also offers ample room to add a pool, further enhancing its outdoor living possibilities. Not a Drive-By! The true scale, layout, and impressive outdoor spaces must be experienced in person to appreciate this remarkable homes potential. This property presents an exceptional opportunity for motivated buyers or contractors to transform it into a show-stopping Keys retreat. Bring Your Vision. Live the Dream.

Experience the epitome of Florida Keys living in this stunning luxury waterfront home on Cudjoe Key. The back of the home has a South West Exposure, for endless ocean views and spectacular nightly sunsets. Constructed with poured concrete for unmatched durability and featuring a poured concrete floor, this home is a sanctuary of modern design and functionality. The property boasts impact-rated windows and doors installed in 2016, including custom 5-panel EuroWall stacking doors that create a seamless indoor-outdoor flow. Modern elegance is evident throughout, with stainless cable railings and a zero-grout tiled walk-around porch. Offered furnished with Restoration Hardware and Room & Board pieces valued at approximately $45,000 (art excluded), also includes TVs.The outdoor spaces feature a heated pool featuring a Coralina stone deck sourced from the Dominican Republic, designed to stay cool underfoot. New pool equipment, including a heater and pump installed in 2018. Boating enthusiasts will appreciate the 21.5 wood dock with a Slide-Moor Dock system, complete with water access, as well as a floating dock system perfect for kayaking and paddleboarding. The propertys tropical landscaping, accented with solar yard lighting & cozy lounge areas create wonderful, private space to enjoy serenity or entertain guests.The gourmet kitchen, updated in 2022, features quartz countertops, modern blue cabinets, and Samsung Bespoke appliances. Dont miss your chance to own this luxury retreat in the heart of Cudjoe Key. Just 22 miles to Key West and 3 hours from Miami. Fantastic bar/ restaurant/ and coffee shop within walking distance!

This home is not a drive by! Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainers dream place. All new paint inside. New Roof as of 01/2025.This home is NOT a drive by- must see inside. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding .... Home features 3 bedroom suites with full baths plus a powder room too. Impact doors and windows, tile floors throughout, Viking appliances, chefs kitchen, wet bar, icemaker & additional drink fridges. Large Tiki Hut with fans, concrete heated pool and chiller too. Bring your big Boat and Smaller one too.....2 boat lifts (20K and 12K), boat house, outdoor shower, swat mosquito system, RV hookup, Terminix warranty, video surveillance, large storage shed, full home surge protection, ample storage inside and out. All tropically landscaped, paver driveways & yard fenced for your pets and privacy. Full concrete seawall & covered boat slip. Home is offered mostly furnished and outdoor furniture is included too. Location! Location! Location! New Paint inside-neutral color. And New Roof 2025.

Island Elegance and Open Water Access with Bonuses!Wake up to ocean breezes, endless sunshine, and the sound of gentle waves--this turn-key waterfront retreat in Marathon is your ticket to island living! Whether youre seeking a laid-back second home, a tropical full-time escape, or a vacation home that can offset expenses, this 6-bedroom, 4-bath beauty has everything you need.Set just 4 houses from open water, youll be cruising the Atlantic in minutes from your 75-foot dock--perfect for boaters, anglers, and watersports lovers! After a day on the water, unwind in your heated saltwater pool, sip cocktails on the shaded patio, or take in the stunning open-water views from the upstairs balcony.Inside, enjoy coastal-chic updates with a new metal roof, impact windows & doors, fresh flooring, and designer finishes. The separate owners lockout suite adds extra flexibility, and the huge garage + RV parking ensures plenty of space for all your toys.With 7-day rentals allowed, this home offers the perfect balance of relaxation and opportunity--a place to create memories and let island life work for you. Whether youre fishing at sunrise, biking to local restaurants, or watching the sunset from your private dock, this is the Keys lifestyle at its finest!