$1,000,000 - $2,000,000 Florida Keys Homes For Sale - Real Estate

Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

Step into the charm of this beautifully designed two-story Conch home, originally built in 1923 and thoughtfully expanded to offer the perfect amount of space.The historic character shines through with rare Dade County pine walls, while the open floor plan, Birch hardwood floors, and soaring 10-foot ceilings create a bright and inviting space. The kitchen is a chefs dream, featuring stainless steel appliances and an oversized split farmhouse sink. This home offers three ensuite bedrooms, each providing comfort and privacy.Step outside to enjoy the stunning Ipe wood decking, perfect for relaxing or entertaining. The newer heated and chilled pool is ideal for year-round enjoyment, whether youre cooling off in the summer or warming up on cooler nights.And you cant beat the location! Just one block from world-famous Duval Street and a few blocks from the Southernmost Point, this home puts you right in the heart of Key West. Stroll to galleries, dine at amazing restaurants, and enjoy some of the best local music in town--all just a short walk from your front door.Not only is this home perfect for personal use, but its also in a fantastic area for an investment property. With its prime location and desirable features, it has great potential for rental income.This home blends history with modern comfort--dont miss the chance to make it yours!

This 2,000 sq ft concrete fortress was designed and built by the current owner and sprawls over 3 waterfront lots boasting 325 of canal frontage. Enjoy fantastic fishing and diving just minutes away from the the 180 deep draft concrete dock complete with boat basin, private boat ramp and davits. Upon entering this 3 Bedroom, 3 Bath home, you are greeted with an oversized Great Room which opens to the Chefs Kitchen enhanced with sleek white cabinetry, stainless steel appliances, gas range, wall oven, walk-in pantry and center island for friends and family to gather around. The first floor is also home to a Guest Bedroom and Bath and the Primary Suite featuring a large bathroom, walk-in closet and direct access to the large screened veranda overlooking the water. The 2nd story offers an ensuite Guest Bedroom and Office/Den plus a Porch with amazing 360 degree sunrise to sunset views. Plenty of room for all off your toys with 1,450 sq. ft. of Garage and storage. The 2 additional adjoining lots is the perfect place for a pool, RV and accessories and ensures complete privacy. Storm ready with impact doors and windows and metal roof. Jolly Roger Estates is a small coastal community of waterfront homes just minutes to dining and shopping and the magic of Key West less than 30 minutes away.

Escape to your own slice of paradise at this Oceanfront retreat on the breathtaking shores of Big Pine Key. Perfectly situated on a 1/2-acre beachfront lot, this stunning home offers a rare blend of tranquility, elegance, and natural beauty. From unmatched sunrise to sunset views to the private sandy beach, this residence is the ultimate Florida Keys oasis. Step inside and be captivated by the expansive great room, featuring vaulted ceilings and a soaring 20 coral fireplace that serves as a dramatic focal point. Natural light floods the space, creating a warm and inviting atmosphere that seamlessly blends indoor and outdoor living. The spacious screened porch features a wet bar and provides the perfect vantage point to savor the coastal breeze while taking in the panoramic views of the Ocean. The split floor plan ensures privacy and comfort, with two generously sized bedrooms sharing an updated bathroom adorned with custom tile work. The primary suite is a true sanctuary, offering sweeping ocean views, a spa-like en-suite bathroom, and a walk-in closet. An additional loft space overlooks the great room, making it an ideal spot for a home office, reading nook, or a 4th bedroom. Designed for entertaining, the chefs kitchen boasts a large center island perfect for meal prep or hosting large gatherings. Outfitted with stainless steel appliances, this kitchen is a culinary dream come true. The outdoor living experience is unparalleled, with a rooftop deck perfect for sunbathing by day and stargazing by night. The private sandy beach and quiet neighborhood, home to the beloved Key Deer, provide an idyllic backdrop for relaxation. Built for peace of mind, this home features CBS construction, a standing seam metal roof, and a whole-house generator, ensuring safety and convenience year round. Whether youre looking to entertain guests, escape the hustle and bustle, or simply soak in the beauty of the Florida Keys, this retreat captures the essence of true coastal living!

Welcome to your private paradise in the Lower Keys! This beautifully updated 2 bed, 2 bath two-story home offers complete privacy with no direct neighbors on all sides, making it a peaceful escape surrounded by nature and the charm of the Key Deer.Step outside to your tropical oasis featuring a brand-new concrete heated pool, concrete dock with a boat lift and jet ski lift, plus an elevated sundeck perfect for soaking up the sun or enjoying canal views. The backyard is currently being transformed by a professional landscape designer set to be completed early May and WILL be included in the sale, adding lush, tropical vibes, tiki hut and pavers around the pool to complete your island retreat.The ground floor offers a fully enclosed and renovated space, perfect for guests and entertaining and storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, plus electronic roll-down screens for added shade.Whether youre boating, lounging poolside, or enjoying the wildlife, this home is designed for true Florida Keys living offering many upgrades and renovations.SALE CAN INCLUDE BRAND NEW CUSTOM FLATS BOAT.

Easy Walk to Sombrero Beach in Marathon and Easy Ocean Access. Large Concrete Home with a Privacy Wall and roughly 50 of Concrete Dockage with a Boat Lift. Out back you will be greeted by a large wooden patio perfect for enjoying the Keys Weather, with a raised wooden deck outside with the Hot Tub. Inside you will see no detail has been spared. Beautiful tile floors, Quartz counters, Stainless Steel Appliances, Coffee Bar, Impact Windows and Doors, On Demand Water Heater, High Ceilings and more. House is a successful vacation rental and can be sold completely furnished. Walk to the Beach and less than 2 minutes out to Open Water. This is truly a must see with location and features that are hard to match.

Live the dream in the stunning Florida Keys! Welcome to your ideal coastal retreat at The Reserve at Sombrero Beach, one of the most coveted neighborhoods in the area. This exceptional waterfront residence offers the perfect blend of luxury and comfort, featuring five bedrooms and five and a half bathrooms. Each bedroom is equipped with its own private bathroom, ensuring convenience and privacy for both you and your guests.The spacious owners suite is a true sanctuary, complete with a walk-in closet and a spa-like bathroom with a walk-in shower. Ideal for entertaining, the first-floor living area boasts a large open-concept kitchen with granite countertops, top-of-the-line stainless-steel appliances, and a central island bar. Elegant crown molding and high-end vinyl plank flooring run throughout, enhancing the homes sophisticated atmosphere.Step outside to your private, fenced backyard, where a lushly landscaped paradise awaits. The heated pool and attached Jacuzzi, surrounded by a paved pool deck and lounge chairs, offer the perfect spot to bask in the Florida Keys sunshine. With three balconies to choose from, enjoy panoramic views of the Atlantic Ocean, canals, and waterways as you take in the stunning sunrises and sunsets.For water lovers, the private boat dock is equipped with water, electricity, and a fish cleaning station, making it easy to launch your boat and explore the open waters. Located in a secure, gated community of only eight residences, this home is just a short walk from Sombrero Beach and conveniently close to shopping, dining, and Marathons private airport.Professionally decorated and fully furnished, this home is ready for you to move in and experience unparalleled luxury. Dont miss the opportunity to make this dream home yours and live the Florida Keys lifestyle at its finest!

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!)

Welcome to Ocean Drive! This exquisite waterfront property is in the charming enclave of Tropical Atlantic Shores, where paradise awaits you. Nestled along a deepwater canal, this solid concrete construction and freshly painted home boasts unparalleled direct ocean and bayside access through Tavernier Creek. Step inside and experience the allure of a modern residence that has been meticulously designed to blend contemporary comforts with timeless elegance. Built with two separate apartment-style spaces downstairs, this property could serve as an excellent investment opportunity or vacation home for avid water enthusiasts. The main living level upstairs offers two bedrooms and one bathroom with an interior staircase leading downstairs to a studio-style apartment with a private entrance. The fourth bedroom is a separate apartment accessed by a private entryway. Expansive screened porches on either side of this home offer even more space to take in the fresh ocean breezes. The 70 concrete dock is equipped with two boat lifts, one 15,000 pound lift for center consoles and a 3,000 pound lift for smaller vessels, plus davits. Mature fruit trees, turf on both sides of the house plus tropical landscaping fleck this oversized lot, complete with a tiki hut for entertaining, two storage sheds, and room for a pool. Enjoy peek-a-boo sunset views from the rooftop observation deck. Updates to this coastal contemporary include impact resistant windows and doors, travertine marble and porcelain tile flooring and exposed pine ceilings. An opportunity to own an exceptional waterfront property in Plantation Key with its remarkable features and prime location.

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

Renovated, highest quality. New heated pool, ipe deck, new metal shingle roof, entire two bedroom is brand new.6,254 square feet of land, corner lot, park your RV, add guest house, etc. Two on site parking spaces. Home was renovated to convert to single family, currently set up as two units, one two bedroom, two bath with large sleeping loft and a one bedroom, one bath, (two legal units). Both floor plans attached, as is and the proposed conversion to single family. Tennis courts across the street. Keep as is and rent one side or easily finish conversion to single family. Room for your RV on the very large fenced lot. Current owners are licensed Florida Realtors.

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

LOCATION! LOCATION! LOCATION! You do not want to miss out on the opportunity to own one of the most sought after properties in Old Town Key West, a truly special home and lot that you MUST see in person. Permitted for transient license receivership HRCC1 (buyer to verify). The ONLY single family home on the market with DIRECT access to DUVAL Street via a walking lane. Remarkably secluded and completely hidden from view. The moment you step behind the gate, you will feel that you have entered your own tropical paradise. Add a pool and expand on this beautiful 4200 square foot lot. Zoned as a non contributing structure with HARC (buyer to verify), this is a restoration project. This is the first time the property has ever been on the market!

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.