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

What a great location! Discover Serenity at Manatee Crossing, nestled along the picturesque waterways of Islamorada, where over 200 feet of waterfront embrace you from two sides. Immerse yourself in an outdoor haven, boasting a captivating pool, charming Chickee-hut, and indulgent hot tub area - each offering front-row seats to the wonders of nature. From manatees to graceful migratory birds, the surrounding mangroves create a natural sanctuary for this remarkable property. Step inside this timeless CBS home, where modern comfort harmonizes with island charm. The lower level welcomes you with a living area and full bath, while three bedrooms and three baths await on the upper level. As the sun sets, ascend to the expansive concrete roof and toast to another day in paradise, with panoramic views painting the sky in hues of orange and pink. For boating enthusiasts, get ready to launch into your aquatic adventures, while nature lovers can explore the bay at their own pace, taking in the unique beauty of Tavernier Creek and beyond. Whether you seek thrilling ocean escapades or peaceful backcountry journeys, this property offers the perfect launchpad for all your Florida Keys dreams. Dont miss the chance to experience the magic of Manatee Crossing - schedule your private tour today and discover why this property is truly special.

Experience unparalleled luxury in this rare, three-story concrete oceanfront home overlooking the Atlantic. Nestled in an exclusive gated community, this stunning residence features 2 bedrooms, 3 full bathrooms, and breathtaking ocean views from all four balconies, the living room, and the primary suite. Designed for modern living, this exquisite home boasts impact windows and doors, upgraded framing, plumbing, electrical, insulation, soundproofing, and concrete board. Enjoy premium features such as recessed LED lighting, a whole-home surround sound system and outdoor speakers. The gourmet kitchen is a chefs dream, featuring granite countertops, custom cabinetry, stainless steel KitchenAid appliances, and a wine cooler. All bathrooms showcase floor-to-ceiling tile, an oversized spa tub, a stone-lined shower floor with a rainfall showerhead, and elegant fixtures. Additional highlights include vaulted ceilings, custom stainless steel cable stair railings, two walk-in closets, and high-end finishes throughout. Step outside to a beautifully tiled carport with recessed lighting, a private hot tub, and a stylish outdoor entertainment area complete with a TV. The meticulously maintained, low-maintenance backyard offers privacy and tranquility. A spacious storage room with built-in shelving provides ample space for all your needs. Located in Casa Caselles, a private, 20-home Mediterranean-inspired enclave directly on the Atlantic between two nature preserves, this home offers gorgeous ocean views.The beachfront pool provides VIP seating for stargazing, fireworks, and watersports. This owner-occupied community does not permit rentals, ensuring a peaceful and exclusive atmosphere. Dont miss this rare opportunity--schedule your private tour today. One owner is a licensed Florida Realtor but not the Listing Agent. Check out video https://tinyurl.com/5n7xdn6s and 3D Floorplan for layout.

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.

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!

Fishermans Delight! This concrete fortress is nestled in a lush tropical setting, located on the Oceanside on a deep, clean, wide canal. 70 concrete dock accommodates larger boats. Solidly built CBS construction with reinforced concrete roof. Spacious rooms and living areas throughout. The first floor features a guest quarter with separate entrances, seller has set up as two apartments. Take the stair lift upstairs to the generous sized rooms and a large balcony overlooking a custom built zero entry inground pool and spa surrounded by custom murals. Newly thatched Tiki entertainment area. Direct ocean access and easy bay access through Tavernier Creek. Completely fenced for privacy. Close to schools grades K-12, shopping, restaurants, and easy commute to Miami or Marathon. Potential for adding bedroom and bath. Shown by appointment. Best boating in the Upper Keys.

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!

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.

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

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

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!

Fully Furnished and updated. Just bring your boat! This spacious 3 bedroom 2.5 bath house features large common areas and an additional den. The relaxed themes of this house will make you feel like you have entered a peaceful paradise. Seller financing available.

Guaranteed to impress! You will not find another one like this solid, custom-built, fully furnished, waterfront island home located on crystal-clear waters filled with tropical fish. Room for pool and seller offering POOL CREDIT! From the moment you enter this large, luxury, British West Indies Island inspired home thru the custom 8ft solid mahogany arched double doors into a stunning foyer, you will fall in love. Custom details are everywhere. Look for dolphins, manatees, and sea turtles from you wrap-around porches which offer AMAZING WIDE WATER ocean and bay views and spectacular sunsets. 4 bedrooms each with its own full bath, and a beautiful, professionally designed chefs kitchen with quartz countertops, mother-of-pearl backsplash, induction cooktop, fully vented stainless-steel hood, double Wolf wall ovens, counter-depth frig, and custom Shaker style cabinetry. Protected boat dockage directly behind the house with easy access to the Atlantic Ocean and the Gulf of Mexico with NO bridges, owner kept his 36ft inboard sportfish boat there for trips directly to the Dry Tortugas, Bahamas and more! Has its own boat ramp! Private master suite and office space boasts a spectacular 180-degree view of the bay and ocean from its private deck. Relax and entertain with a 120 Inch motorized drop-down Movie Theater System with an 11-speaker, ATMOS surround sound audio system. Spacious lot with plenty of room for parking multiple vehicles AND a spot for an RV/Boat/trailer parking. Parking under house includes Tesla/EV vehicle charging station installed and a large storage room for your tools, bait and tackle, plus room for a pool. Just bring your toothbrush... this gorgeous island home is move in ready!

SOLD TURN KEY! This 2 bedroom, 2.5 bath Harbour Place condo is located on the first floor (2nd floor as parking is on ground level) The first-floor units have the largest decks with plenty of room for entertaining, relaxing and watching the sunsets and boats coming in out of the Key West harbor. The elevator is conveniently located, and the community pool is steps away. Covered parking. Conveniently located in Truman Annex, close to Mallory Square, Fort Zachery Taylor beach, and famous Duval Street.

Happy Hour takes a whole new twist at Pristine Bamboo Ter - Discover the Ultimate Waterfront Oasis and Fishermans 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 cancel 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!

SPECTACULAR OPEN WATER POINT & SUNSET VIEW. Enjoy waterfront living in this Classic 3 Bed/2 Bath wood frame home featuring vaulted ceilings and panoramic views overlooking Lower Sugarloaf Sound. Desirable SW exposure, 250 of protected waterfrontage providing quick boating access to both Atlantic and Gulf. Large ground level covered carport and patio plus secured storage room. Highly desirable Sugarloaf Location