Florida Keys LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Nestled in the heart of Big Pine Key, this fantastic property offers 4 bedrooms, 2 baths, and 2,176 sq ft of living space. The living room boasts a charming open beam ceiling and a split floor plan. The fourth bedroom is a delightful bunk room. The kitchen, updated in 2017, features white cabinets, granite countertops, and stainless-steel appliances. The home is adorned with tile floors, impact windows, and a new metal roof installed in 2018.Situated on a half-acre, fenced yard with lush grass, this property includes a large saline chlorinated pool, two tikis, and a 75-foot seawall dockage and boat lift perfect for multiple boats. Easy access to the ocean or the gulf is available via Bogie Channel. Additional amenities include a dockside fish cleaning station, an outdoor shower with hot and cold water, and wiring for a portable generator. A 10x20 detached workshop/shed with power provides extra storage or workspace. This property also could be used as a monthly vacation rental.

Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 2623 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings.

This newly remodeled 3 bedroom, 3 bathroom home is located on upper Matecumbe in the heart of Islamorada, Florida. The home features a unique layout with 1 bedroom and 1 bathroom downstairs, and 2 bedrooms and 2 bathrooms upstairs. The home boasts high-quality construction and modern finishes throughout. The open-concept living area is perfect for entertaining, with a spacious kitchen featuring stainless steel appliances and granite countertops. The bedrooms are all generously sized and offer plenty of natural light. Outside, the home features a large deck perfect for enjoying the beautiful Florida weather. The property is within proximity to world-class restaurants and is accessible to some of the best fishing and diving spots in the world. This home is the perfect blend of luxury and convenience, making it an ideal choice for those looking to experience the best that Islamorada has to offer.

With its unbeatable new price and motivated sellers, this is the perfect time to make your move! Nestled in the sought-after Pine Channel Estates, this stunning coastal home blends relaxation, style, and functionality--ideal for your next chapter or a smart investment. Step inside to a bright, open living space designed to bathe the interior in natural light, creating a warm and cheerful atmosphere. The modern kitchen, featuring sleek countertops and high-end appliances, is ready for anything from quick snacks to gourmet meals. Each bedroom offers a cozy retreat, while the updated bathrooms boast elegant, contemporary finishes for a spa-like feel. Outside, your personal oasis awaits! Take a dip in the heated saltwater pool, unwind in the hot tub beneath the stars, or fire up the grill for weekend gatherings. Boating enthusiasts will love the private boat lift--perfect for spontaneous fishing trips or a day cruising the Florida Keys. The spacious backyard offers room for gardening, entertaining, or simply soaking up the sunshine. With a proven track record as a short-term rental, this property doubles as an incredible investment opportunity and personal escape. Use it as your vacation retreat and let it generate rental income when youre not in town. Pine Channel Estates offers a lifestyle thats hard to beat--just moments from the crystal-clear waters of Bahia Honda State Park, with friendly neighbors, a peaceful vibe, and easy access to shops, restaurants, and schools. Whether youre looking for adventure or relaxation, this is the perfect place to call home.

Experience the pinnacle of luxury living in this tropical Key West sanctuary. This elegant and expansive 2-bedroom, 2-bath pool home is a private haven, secured behind a solid concrete fence. Situated on a lush 6,000 sqft lot, the property boasts resort-style landscaping enhanced with sophisticated outdoor lighting.The expansive concrete pool and covered patio provide a sublime setting for entertaining guests, savoring morning coffee, or indulging in alfresco dining. Graceful wood walkways encircle the property, leading to a covered carport featuring a stylish wood ceiling.Step inside to discover a remodeled kitchen that exudes modern sophistication, equipped with high-end stainless steel appliances, pristine white cabinetry, striking black quartz countertops, custom wood shelving, and ample storage.The bathrooms have been meticulously renovated, showcasing luxurious new marble, tile, and bespoke glass. Both bedrooms offer generous closet space and open directly to an inviting outdoor patio sitting area.Just a short distance from the beach, this distinguished home is your ultimate Key West retreat.

Welcome Home! Turnkey, Recently Remodeled and Ready to move in! This three (3) bedroom and two (2) bathroom property has been fully upgraded throughout. Including a brand new central A/C system, all new plumbing and updated electric system! The brand new kitchen is filled with natural light and welcomes you into the heart of the home, with new stainless steel appliances, a Farmhouse Sink, granite countertops and a walk-in pantry. Just beyond the kitchen island is a dining area and large sliding glass doors leading to the spacious backyard which comes complete with a brand new in-ground pool, with a new heater/chiller, outdoor backyard living and dining space, and a private outdoor shower. The Primary bedroom has its own brand new ensuite bathroom. The two additional bedrooms offer plenty of room for visiting houseguests or family members. Great Bahama Village location, close to Truman Waterfront, Coffee Butler Amphitheater, Ft Zachary Taylor State Park ( Locals favorite beach ) and walking distance to Duval Street! Completely furnished with modern furniture and furnishings included in sale and strong rental numbers on this excellent vacation rental property. Call today for your private showing! *Rented February 2025 $19k

Welcome to your dream oasis in the heart of the Florida Keys! Nestled in the sought-after neighborhood of Breezeswept Beach Estates, this exceptional 4-bedroom, 2-bathroom ocean-front pool home offers the perfect blend of luxury, comfort, and coastal living. With breathtaking open water views and blue hole dredge, this home offers excellent fishing for the whole family from your own back yard; this property is a true sanctuary for those seeking an idyllic lifestyle by the sea. Situated on a generous 6,000 Sq. Ft. lot, this ocean-front pool home features expansive outdoor living spaces, making it the perfect retreat for relaxation and entertaining. The backyard pool, boasting heater for winter months, offers an ideal escape to cool off on a warm, sunny day while enjoying the refreshing breeze from the waterfront. A boat ramp offers added convenience, ideal for shallow draft skiff or kayak launch. As you approach this beautiful home, you are greeted by a meticulously maintained yard that showcases vibrant tropical landscaping, creating a welcoming atmosphere. The fencing surrounding the backyard offers both privacy and security, making it the perfect haven for families or those who love to entertain. Step inside to discover a bright, airy living space designed to maximize natural light and comfort. The heart of the home features expansive impact-resistant windows that frame stunning views of the open water, seamlessly blending indoor and outdoor living. The thoughtfully designed layout creates an inviting atmosphere, perfect for larger families or hosting guests. Step outside onto the large open back deck, featuring composite Cool Decking, ideal for entertaining and spectacular sunsets. This expansive area offers breathtaking water views, creating a picturesque backdrop for gatherings with family and friends. Dont miss your chance to make this exquisite waterfront retreat your own!

Its Love at first sight! Experience all the extraordinary charm of historic Old Town Key West in your own super-private oasis. Just 3 blocks from Duval St ... but an entire world away, resides this breathtaking, gated, tropical treasure thats tucked away on a quiet, idyllic little lane. Love Lane. You will never want to leave! This home is timeless and stunning. A taste of the tropics coupled with modern comfort. Two very large split bedrooms offer exceptional guest privacy, and the elegant living room, with its sky-high exposed wood beam ceilings and gleaming wood floors, make for extremely comfortable living. Large kitchen ready for your gourmet touch with center cooking island, icemaker, and wine fridge. Enjoy year-round, alfresco dining on the back deck and relax in the wonderfully private lanai featuring a super refreshing dip pool. A major bonus is the attached one car garage! When youre ready, head out and enjoy all that Key West has to offer from the Duval Crawl with its bars and phenomenal live music to all the quaint charming streets and restaurants throughout Old Town. This Home is the perfect sanctuary to channel your inner Hemingway, Tennessee Williams, and Buffett. Relax, youre living on Key West time and youre on Love Lane. How perfect is that??

Welcome to your dream home in the heart of Tavernier, Florida! This stunning multi-story coastal property offers the perfect blend of relaxation and recreation. Featuring expansive balconies with breathtaking ocean views, the home is nestled among lush tropical landscaping, creating a serene and private oasis.The spacious outdoor area boasts a cozy fire pit surrounded by vibrant Adirondack chairs, ideal for entertaining or unwinding on cool evenings. The covered patio offers ample space for outdoor dining and relaxation, making it perfect for year-round enjoyment.This home offers a rare opportunity to experience the tranquil Florida Keys lifestyle with panoramic ocean views from the upper decks. Just steps away from the water, youll enjoy stunning sunrises, cool breezes, and easy access to boat ramp and homeowners park.Perfect for those seeking a peaceful retreat or a vibrant space for hosting, this Tavernier gem delivers on all fronts!

This stunning 4 bedroom, 3 bathroom canal front home offers the perfect blend of functionality and luxury. With 2,448 Sq. Ft. of living space this home is perfect for large familys, the property features an expansive covered balcony on both floors and a large kitchen / dining room for entertaining. The updated bathrooms and spacious master suite provide a comfortable retreat, while the exterior offers plenty of space for off-street parking and room for a pool. There is a downstairs enclosure for extra storage. Great water access to the Gulf and Atlantic. Awesome restaurants and bars within walking distance. Bring your boat and come enjoy the Florida Keys!

Bring Your Boat and Start enjoying Keysliving at this Beautiful Bayside Home in Key Largo! 60 foot Concrete Dock with 10,000 lb Lift, completely Fenced in with Top of the Line Synthetic Grass and a Wonderful Tiki Hut for Outdoor Entertaining! Just Move in and bring your Clothes as this Home is fully furnished and Equipped to Enjoy right away or take over Monthly Rental Reservations. Less than an hour drive from Miami and Near all the best Restaurants and nearby Activities the Keys has to offer both on Land and by Water!

High performing vacation rental in the heart of Marathon, with Pool, 80 new dockage, and a straight shot out to the Atlantic Ocean. Property is 2 bedroom, 1 bath with 1,040 square feet and lovely outdoor living space. Property is being sold furnished as shown so new owner can rent immediately. Booking in place into 2025. See rental income summary in Documents Section. Seller is a licensed Real Estate Agent. Please call to schedule showings as this is an active vacation rental.

RARE OPPORTUNITY HERE! This home is perfect for a DIY, Flipper or builder. Its located in very desirable location of 2++ million dollar homes. It just needs a makeover but has great bones and many things you wont get now. Full 2 car garage with impact doors and shop. Legal downstairs bath. 70 wide flow through canal. Bay views. Room for pool. More information in the documents.

22521 Jolly Roger Drive offers a serene retreat nestled within the captivating beauty of the Lower Florida Keys. This charming 4 bedroom, 2 1/2 bath home boasts a quintessential coastal ambiance, inviting you to embrace the laid-back island lifestyle. As you approach the property, youre greeted by lush, tropical landscaping, swaying palms and the soothing sound of waves in the distance. The exterior reflects classic Keys architecture, with its vibrant colors and elevated design. It captures the essence of waterfront living, boasting a 15,000 lb. boat lift, 8 X 40 feet concrete dock with water and power station, and fish cleaning station. The pool is heated and chilled, with lighting for nighttime fun. Orchids, several bearing mango trees, and colorful tropical flowers surround the yard. An adjacent grassy area is fenced for pets. Walk up the stairs to a wrap-around porch then, stepping inside, you are welcomed by an open and airy interior that seamlessly blends modern comforts with coastal charm. This home offers large impact windows that invite abundant natural light, illuminating the space and highlighting the tasteful decor. All windows have blinds or custom shades. The living area is a cozy haven, perfect for relaxing after a day of exploring the surrounding waters. Imagine unwinding on plush furnishings while the gentle sea breeze drifts through open doors, creating a tranquil atmosphere or rocking on the porch waiting for the sunset. The kitchen features ample counter space, stylish finishes and a double oven for preparing a casual meal or a gathering of friends. Each of the four bedrooms provides a peaceful retreat for rest and relaxation. Outside, a spacious porch beckons you to soak up the sunshine and revel in the stunning waterfront views. With its idyllic location just a short ride in your boat to beautiful Cudjoe Bay, youll find this to be more than just a home--its a sanctuary where every day feels like a vacation.

COASTAL RETREAT in desirable SUMMERLAND KEY COVE situated on a prime canal! Boaters seek deep draft flow-through water such as this where youll be to the Atlantic or Gulf in minutes. Slip away to your Keys retreat - move-in ready! Youll love the remodeled kitchen and baths so you can spend your time splashing in the pool or sipping a cool drink under the tiki. Completely furnished with coastal decor.Lower the 10,000 lb lift from your 60 foot dock and off you go to catch your own lobster, mahi, or crab. Ask me about the local Summerland airstrip - fly in and boat out. Its a dream come true and one of the least expensive canal front properties in the Cove. Newly fenced and lots of storage.

Tropical Elegance Awaits discover your ultimate island escape in the exclusive paradise of Duck Key! This impressive 1,974-square-foot home offers the perfect balance of luxury, comfort, and tropical charm, nestled on an expansive 21,875-square-foot property. With its ideal location and incredible amenities, this property delivers the Florida Keys lifestyle at its finest. Step inside to an inviting open floor plan, perfectly designed for entertaining family and friends. The main living area flows effortlessly into an additional living room with a bar, creating a versatile space for gatherings. A cozy fireplace adds warmth and ambiance, making this home a comfortable retreat year-round. The 3 generously sized bedrooms and 2 baths provide ample space for relaxation. Outdoor Oasis with Every Detail Covered. The exterior of the home is a showstopper! A new concrete pool with both a heater and chiller takes center stage in the beautifully landscaped yard, offering year-round enjoyment. Relax under the tiki hut, the perfect spot for sunset cocktails or shaded afternoons. A circular driveway and 3-car garage provide ample parking and storage for vehicles and water toys alike. Duck Key is an exclusive and welcoming community where golf carts are a common mode of transportation. Enjoy a short ride to local attractions like Angler and Ale, Hawks Cay Marina, and the luxurious Hawks Cay Resort. For even more perks, consider joining Club Duck Key, which offers a pool, hot tub, tennis and pickleball courts, social events, and a clubhouse with a full kitchen for an annual membership fee. Short drive from Marathon, where youll find grocery stores, restaurants, and other essential conveniences. Just over a hour drive to Key West and 2 hours to Miami. Dont miss your opportunity to own on Duck Key!

A genuine boaters paradise, this property is perfectly situated with eastern exposure on the last canal from the open water with convenient access to Tavernier Creek to access the Bay and the very best diving, fishing, and snorkeling opportunities around. Enjoy peek-a-boo ocean views from the wide sun deck that is perfect for entertaining, cooking out, or for dining al fresco. Master your inner captain, with a 40 concrete dock and a 10k lift. Plus, the association maintains the channel and pilings for guiding lights back home. Take advantage of the shady deck in the afternoons, daily views of the glorious sunrise, and tranquil surroundings at this quiet cul-de-sac location. A newer metal roof, accordion shutters, and an abundance of enclosed storage for all your water toys, gear, and essentials compliment this freshly painted and charming home. Positioned just around the corner from Harry Harris Park that offers an easy to launch boat ramp, beach and ball fields, this location provides easy living with quick access to shopping, dining, and local activities. Dont miss this chance to embrace the Keys lifestyle and make this unique property yours!

Beautiful Downtown Islamorada Cottage! This newly constructed home is located on an oversized lot with a pool, outdoor entertaining area, plenty of storage, parking, and handicap access. The home features 3 bedrooms & 3 bathrooms with two of the bedrooms ensuite. The home offers a great floor plan and has been tastefully decorated with a beautiful kitchen including stainless steel appliances. This is a great investment with rental history. Dont miss the opportunity to own where you can walk and ride your bike to all the places downtown Islamorada has to offer including shopping, restaurants, bars, and all the amenities The Sports Fishing Capital of the World has to offer!

Welcome to your tropical retreat! This delightful cottage-style completely remodeled home boasts 4 spacious bedrooms and 2 updated bathrooms, perfect for family and friends. The open, airy layout is designed for easy living and entertaining. Step outside to your private oasis, featuring a sparkling pool and a charming tiki hut--ideal for relaxing or hosting gatherings. Enjoy a short walk to Sombrero beach, where you can soak up the sun and embrace the laid-back island lifestyle. Whether youre looking to entertain guests or simply unwind, this home offers a serene escape with all the comforts you need. Dont miss out on this exceptional opportunity to own a slice of paradise! This home runs as a successful vacation rental Airb&b and is booked through next year! Sold fully furnished!

This stunning property offers a rare opportunity with two lots and over 24,000 square feet of space, situated in the heart of Islamorada. This property is one of the sixteen durable Red Cross homes constructed in Islamorada. Built with solid poured concrete, these homes are designed to withstand hurricanes. features ample room for EXPANSION, allowing you to customize the space to suit your needs and desires.This 2-bedroom, 1-bathroom home has been completely renovated in 2023 with modern upgrades. The bathroom features custom cabinetry and a walk-in shower with a glass enclosure. The updated kitchen includes stainless steel appliances--a propane range, microwave, dishwasher, and refrigerator--along with custom cabinets. Plus, the entire property is fully fenced, offering both privacy and security.The expansive outdoor space offers endless possibilities--whether you envision adding a pool, tennis court, or a beautiful garden, the choice is yours.Dont miss the chance to own a home where you can easily walk or bike to all the attractions downtown Islamorada has to offer, including shopping, restaurants, bars, farmers markets, and everything that makes The Sports Fishing Capital of the World so special!