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

Relish in contemporary, coastal luxury and Boot Key Harbor views at this recently upgraded waterfront three bedroom, three bathroom, 2,119 sf pool haven. Located on Logans Island, locally known as the old Millionaires Row, enjoy stunning sunsets, 50 feet of deep-water dockage, 20,000 lb boat lift, and 210 feet of shoreline on a 10,633 sf corner lot. You wont have to lift a finger as this groundlevel residence was completely renovated and professionally decorated in 2020. Licensed weekly vacation rental with over $70,000 in bookings for 2025, purchase with rentals in place for immediate return. Find the open concept great room complete with electric fireplace adorned with custom tile, Miami Dade pine and shiplap accents. The coastal kitchen is equipped with sleek Cafe appliances, white shaker cabinets, gold hardware, farmhouse sink, butcher block island, ice maker, dishwasher drawers and mosaic tile backsplash. A picture perfect window frames the ocean views. Lounge or dine in the expansive sunroom whilst surrounded by Boot Key Harbor views through the impact windows to feel one with island life. If thats not enough, venture outside to the breathtaking backyard that features a 13 x 26 in-ground concrete heated pool surrounded by tile decking, AstroTurf, river rock, multiple lounge areas, and all of the palm trees your heart desires. After a day on the water, rinse off in the custom-built outdoor shower. Inside, wake up in the spacious primary suite to serene ocean views. Primary bathroom is adorned with a large soaking tub, double vanity, step-in tiled shower, black hardware and geometric inspired tile. Two more bedrooms and bathrooms complete the home with luxurious mid-century modern features. With a Chicago brick pavered driveway, landscaped areas, up-lighting, plus rock pathways in the front yard, every square foot of this coastal haven has something for everyone. This Marathon sanctuary on Millionaires Row isnt just a property, its paradise!

This captivating property boasts the charm of a Classic Victorian Conch house, nestled in the sought-after Meadows neighborhood. With its two-story structure, this home offers a blend of timeless elegance and modern comfort. Featuring a heated pool, off-street parking, and residing in an X Flood Zone, it promises both convenience and peace of mind. Upon arrival, youre greeted by the grandeur of two spacious porches, hinting at the extraordinary interior within. Recently renovated, the home showcases a thoughtfully designed layout where the expansive kitchen, living, and dining areas seamlessly extend to the covered porch and pool area. Upgrades abound, including luxurious Quartzite countertops, sleek stainless steel appliances, and stylish plantation shutters. The property has undergone significant enhancements, including a complete remodel of the second floor, which encompassed new flooring, bathrooms, closets, and fresh paint throughout. Exterior improvements were also undertaken with a fresh coat of paint adorning the home, pool deck, and porches, accompanied by the addition of striking new exterior light fixtures. Furthermore, decking and siding were meticulously replaced as needed, ensuring both aesthetics and structural integrity. Additionally, both A/C units have been replaced within the past 12-18 months. With its blend of classic allure and contemporary comforts, this meticulously cared-for home stands as a testament to refined living.

This solid concrete home is located in one of Lower Matecumbes most sought-after subdivisions, offering 75 feet of prime waterfrontage on a peaceful canal with serene nature views--no neighboring homes across canal. The ground level features a permitted bath, a spacious workshop, and a carport with soaring high ceilings, providing ample storage.Enjoy your private slice of paradise with a dock complete with a Tiki hut for shade, and a 16,000 lb. 4-post boat lift, ideal for boating enthusiasts. The expansive backyard offers plenty of space to build your dream pool.With a little polish, this gem has endless potential to become your perfect waterfront oasis! Dont miss out on this unique opportunity!

Charmingly restored and updated historic home on a quiet street in the heart of Old Town, one of the best neighborhoods. This island oasis is spacious with plenty of storage and ample off street parking. The master bedroom with ensuite bath is on the first floor. There is plenty of room to entertain around the pool or relax on the front porch. The property is very private with a lush tropical landscape, visible from the open kitchen which has accordion hurricane impact windows and a full size hurricane impact pocket door that transforms the inside to outside.

Indulge in the pinnacle of luxury at this stunning three-story Old Town Key West residence, a property that simply must be seen. Located directly across from the historic Key West Lighthouse and just steps from the renowned Duval Street, this home offers unparalleled access to Key Wests finest attractions. A leisurely stroll takes you to the Southernmost Point and the Atlantic Ocean, mere minutes away. Located in the coveted X Flood Zone, one of Key Wests highest elevation points and boasting over 3,000 square feet of meticulously designed living space, including four bedrooms and four bathrooms featuring two master suites, this home effortlessly blends sophistication with contemporary comfort. The first floor showcases a generous eat-in kitchen, a versatile guest bedroom or sitting room, and two full bathrooms, while the expansive great room provides an ideal retreat for relaxation or entertainment. French doors open to reveal a spacious in-ground pool, perfect for enjoying refreshing breezes and ample outdoor space. The second and third floors house two additional master suites, each offering privacy and opulence. Embrace a lifestyle of refinement and coastal allure in this exclusive Key West haven. Ideally situated for walking or biking to renowned restaurants, enjoying live music, exploring galleries, spending the day at Fort Zachary Taylor State Park or savoring the vibrant energy of Duval Street.

BIG TIME INVESTMENT OPPORTUNITY in the heart of the Historic District of Key West. Originally built as a former church, this 4 unit active rental property offers 3,383 square feet of living space, featuring 8 bedrooms and 4 bathrooms, and currently generates $10,908.50 in monthly rental income. (See below for a breakdown of beds and baths per unit) With versatile possibilities, it has the potential for improvement and the possibility of condominium conversion. Each unit is large and spacious by Key West standards and includes high ceilings. The building is of concrete block construction and currently had all concrete spalling issues resolved and painted. Off street parking for three cars, a rarity for Old Town, Key West. This property is located in one of the most desirable neighborhoods and is just a short walk to World famous Duval street, the islands best restaurants, shopping and more! Unit breakdown: (A) 3BD/1BA leased for $3,039.50 per month (B) STUDIO/1BA leased for $2,369 per month (C) 2BD/1BA leased for $2,700 per month (D) 2BD/1BA leased for $2,800 per month

MOTIVATED SELLERS all offers considered! Smugglers Cove is keys living at its finest, nestled in the mangroves exuding privacy. This unique gated custom-built waterfront property is located on Bogie Channel with easy access to the Gulf & Atlantic. Offering split level living with legal ground level accommodations featuring stainless steel appliances, induction stove, a hammered copper farmhouse style sink, and a distinct 16 concrete countertop, custom bath with washer and dryer. The second floor is the master suite; with its own petite kitchen area, living room, office, bonus room, and separate washer and dryer. This is a dream property for fishing & lobster enthusiasts or nature lovers, you are surrounded by a wildlife sanctuary! Moor your boat up to the jetdock with seagate or out of the water onto the custom jetdock with kayak launch in your private 20ft deep boat basin/lagoon brimming with sea life. The owner is including 2 kayaks & Penn fishing poles. This stunning property features 2 private beaches, a 60ft pool, and a hot tub island which is encompassed by bamboo to allow absolute privacy. You will enjoy lush mature landscaping with automated irrigation to make upkeep easy. This property is equipped with state of the art security system, fully customizable solar lighting, a 6 fence, circular drive offering ample off street parking to accommodates all of your guests and has plenty of space for a RV and all of your toys! Life Is Great Behind The Gate! Workshop, bar, banquet, bbq area and greenhouse. 10% allotment to add on is also available, buyer to verify.

Step into your own private tropical paradise as you pass through the gated entrance of this newly renovated 4-bed, 3.5-bath large, heated pool home. Set on an expansive double corner lot spanning over 9,000 sq ft, this home is cocooned by lush, mature foliage that provides ultimate privacy. Located in the midtown neighborhood of Key West, this home represents the pinnacle of luxury & elegance. Meticulously updated with a modern design, the ground-floor living space showcases impeccable craftsmanship & meticulous attention to detail. Sunlight floods the interior, highlighting the newly installed CGI impact-resistant windows, including large sliding glass doors that open to the inviting pool & covered deck area. The open-concept layout features vaulted ceilings made of native Cypress Wood, creating a welcoming and spacious atmosphere perfect for entertaining guests. Adding to the aesthetic charm are Spanish wood-planked porcelain tiles throughout the home, while the gourmet kitchen boasts custom wood cabinetry, high-end Fisher & Paykel appliances, & a stunning Calcutta gold quartz waterfall island w/plenty of seating and storage.Other notable features include a glass-enclosed reading room/office (which could also be used as a fourth bedroom), a laundry room w/ample storage, & a generously sized pantry. The primary suite in the main home is a luxurious retreat w/an ensuite bathroom that opens directly to the pool and gardens. Additionally, 2 guest bedrooms w/private baths have separate entrances accessible via the perimeter pebbled pathways. As evening approaches, the property comes alive w/tasteful illumination, perfect for hosting gatherings or enjoying moments of quiet reflection. With a covered 2-car carport & ample street parking, convenience & luxury blend seamlessly. Ideally positioned just a short walk from Higgs Beach, White Street Pier, art galleries, restaurants, & a quick bike ride to Old Town, this home offers a lifestyle of sophistication & comfor

INVESTORS! Fabulous Port Largo contemporary and charming 2-story 3 bedroom 4 bath beach villa in the heart of the center of downtown Key Largo. Solid concrete home features include interior foyer entry from ground level and over a little under 1,000 sq. ft. of lower level finished area large enough for a game room, gym, or endless possibilities. As you enter the main living area upstairs youll find a white and stainless steel kitchen and bar area with recessed lighting, skylights, pitched roof and open floor plan facing prestigious waters of Ocean Cay. Ocean views from the master bedroom deck with 3 more bedrooms and walk in closets. Only 3 homes from the opening of the ocean is one of the best features with this charming home with quick access to the best fishing, diving and snorkeling in the upper Keys. Boaters will love the deep water dockage on this 75 foot dock. Add a pool and summer kitchen and youre ready to enjoy! Jacob Aquatic center nearby features a Jr. Olympic pool, childrens water park, playground, tennis, basketball and pickle ball courts, baseball field and state of the art walking-workout trail all within a few minutes.

WATERFRONT FAMILY COMPOUND ESTATE will please multiple generations seeking the ultimate Keys life-style and offering something for everyone! This property encompasses a main home, a luxurious guest home, with elevator, and an incredible rooftop deck with never ending views. There is also a ground level full apartment. There is a generous backyard with a fire pit overlooking the water and plenty of room for a pool. This waterfront home includes two complete houses connected by a breeze way and is serviced by a luxurious elevator. The extraordinary 90 wide canal is a few homes from the open water of Largo Sound, ocean side, and is a boaters dream with 90 feet of waterfront and concrete dock. This is located in one of the most sought after neighborhoods in Key Largo, Largo Sound Village and boasts the unyielding strength of concrete construction, a concrete roof and impact glass windows and doors. Gated and fenced, the property also offers a Keystone raised garden area, expansive patios, carports and storage areas. The neighborhood has a private residents club and park that is non mandatory to join, however it is available with a private boat ramp for an incredibly low fee of $150 per year. Only one hour to Miami International Airport this Oceanside tropical paradise home offers easy boating access to both the ocean & the Bay as it is at the apex of Largo Sound, Pennekamp Coral Reef State Park, north and south creek and the world renowned Marvin D. Adams Waterway.

Tropical Paradise and Boaters Dream!Welcome to this custom-built 3-bedroom, 2-bathroom home in the prestigious Sugarloaf Shores, just 15 minutes from Key West and a short boat ride to the most stunning sandbars in the Florida Keys. Nestled on an expansive 15,000+ sq. ft. corner lot, this all-concrete home offers over 1,700 sq. ft. of beautifully designed living space. The property is fully fenced and surrounded by lush tropical landscaping, providing a private retreat with waterfront views. Step inside to an open-concept floor plan that seamlessly blends elegance and functionality, perfect for entertaining. The kitchen is a chefs dream, featuring custom cabinetry, granite countertops, and stainless-steel appliances. The spacious master suite includes private access to the large balcony overlooking the canal, a luxurious ensuite with a stunning walk-in shower, and dual walk-in closets. On the ground level, youll find a 3-car garage, a separate storage room, and a paved driveway. The outdoor space is an entertainers delight with a sparkling pool, a whole-home generator for peace of mind, and direct access to a wide canal, ideal for boating enthusiasts. With its impeccable design, premium features, and unbeatable location, this Florida Keys gem is truly a must-see. Dont miss your chance to own this slice of paradise!

A rare Keys find for this spectacular property in the heart of Little Torch Key. Enjoy world class fishing and diving from this meticulously maintained home on THREE oversized canal front lots (almost 2/3 of an acre!) with over 180 feet of concrete dockage, a boat basin, a boat ramp and davits, plus a vacant lot to add an accessory building, swimming pool, tiki hut or a pickleball court! All of this overlooking the sparkling flow through canals with quick water access to both the ocean and the gulf. Enjoy the privacy and serenity of the expansive lush landscaping perfect for outdoor living and enjoyment. Interior features include a brand-new gourmet kitchen sporting contemporary elegance, beautiful Corian countertops and sleek white cabinets enhanced by a true Chefs gas range and newer stainless appliances. Two nicely sized bedrooms on the main level with a wonderful, screened balcony. Up the central stairs lies a third bedroom with the additional benefit of a bonus room/office and full bath. Panoramic views from the upstairs balcony featuring sunrise and sunset views. Incredible downstairs storage of over 1450 sq ft with a garage and separate exercise room. Enjoy peace of mind with the enduring quality of this concrete fortress sporting impact windows and doors, and newer metal roof. Only 28 miles from the heart of vibrant Key West! Come and check out this charming sanctuary today!Low insurance rates:Wright Flood expires 3/12/25 - $1,636Citizens Wind expires 9/17/24 - $2,740Stillwater Property expires 3/2/25 - $1,339

Welcome to your dream home in the heart of the Florida Keys! 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.

This quintessential two story, 3/2 Key West home is situated in the Historic Seaport District on a quiet lane with coveted off street parking. The original structure can be traced back to the 1850s and has many beautiful historic features such as Dade County Pine walls and flooring. The home has a wonderful design with the kitchen overlooking the large, vaulted living/dining area. A wall of French doors welcomes you on to the spacious, newly renovated composite deck and covered porch overlooking the pool area. The sparkling 23ft heated, saltwater pool has a waterfall feature plus swim jets and is surrounded by a luxuriant yard. For added convenience there is a wet bar and outdoor shower. The kitchen has many desirable features such as stainless appliances, granite counters and wine cooler. On the main level there are 2 bedrooms and a full bathroom with a deep soaking tub and gorgeous Brazilian slate flooring as well as ample storage. The whole of the upstairs is dedicated to the main suite with a beautiful full bathroom that has Brazilian slate on the floors and in the shower. There are also two large closets with plenty of room for storage. Recent additions include new AC systems and a new on demand water heater. For peace of mind there are storm shutters for all windows and doors.

Welcome to your Keys dream home! This beautifully crafted residence, built in 2019, offers 2,464 square feet of luxurious living space, perfectly blending comfort and elegance. With 4 generously sized bedrooms, 3 full bathrooms, open floor plan kitchen and living area, and with deep waterfront balconies on both levels theres ample space for family and guests. Take advantage of outdoor living with expansive covered entertainment area, lounge by the sparkling swimming pool or enjoy direct access to open water from your own 100-foot composite dock. Situated on a serene canal, this home is a haven for water enthusiasts and for those seeking a tranquil retreat. Located just a short walk to beautiful sandy Sombrero Beach, this home offers a unique blend of modern luxury and waterfront living. Whether youre looking for a permanent residence, a vacation getaway, or an investment property, this house is sure to exceed your expectations. This is a currently active vacation rental with excellent income potential. Call today for information and to schedule a private walk-thru of your Keys dream home.

Discover the epitome of waterfront living at Tropical Bay Estates. This fully furnished, newly constructed 2023 home offers an unparalleled paradise for your family and friends. Begin your days with stunning sunrises, engage in world-class fishing, and soak in breathtaking water views from nearly every part of the house. Encounter the charming key deer in this serene neighborhood.Built with full CBS construction, this residence stands on 10-foot-high stilts and features 10-foot-high ceilings with 8-foot-high doors, ensuring both luxury and durability for tropical storms. The backyard is a haven for boating enthusiasts, featuring an 8-foot-deep boat slip and a 75-foot concrete seawall, complemented by a heated saltwater pool. Inside, the home spans over 2,000 square feet, showcasing an open floor plan that accentuates water views from almost every corner. Additionally, a versatile bonus room on the lower level can serve as an entertainment space or be converted into an extra bedroom.With impact windows, a durable metal roof, and all furnishings and appliances included, this residence is truly move-in ready--ideal for a family home or a high-end rental property. Contact us today for a private showing and experience the luxurious lifestyle that awaits you at Tropical Bay Estates.

Dona Calabash - Located just a half a block from the upper end of Duval Street this charming Old Town beauty has it all! Three bedrooms including a luxurious master suite with spa bath, two guest bedrooms and two full baths. The gourmet kitchen features commercial grade stainless appliances, granite countertops and plenty of storage. Rear French doors open to a covered deck and the refreshing pool and surrounding lush gardens. The adjacent cabana house has a beautifully appointed bath and cozy sleeping/sitting area. Features here also include high ceilings, hardwood Brazilian cherry floors, Dade County pine feature walls, gorgeous grounds and a convenient electric gate for the off street parking for multiple vehicles. This property has been meticulously designed and maintained for the discerning new owners! Walking distance to the ocean, restaurants, shops and nightlife and still have privacy & quiet, this special fully appointed property is a must see.! Very easy to show!

3801 Flagler Ave is a rare Key West property offering exceptional value for a one-of-a-kind property. Situated on a spacious 9500 SF corner lot, this home features two separate structures with room for expansion. The 1000-plus SF main house boasts 18-foot vaulted ceilings, a chefs kitchen with premium finishes, a serene bedroom, and a spa-inspired bath. A sleek concrete and metal stair leads to a versatile loft space. A standout feature is the oversized climate-controlled two-car garage. This space provides unmatched flexibility, ideal for car enthusiasts, a home gym, a workshop, or a studio. The driveway provides off-street parking for two vehicles. The garage currently houses a restored 1974 Toyota Land Cruiser available for purchase under separate negotiation. Above the garage, nestled among the treetops, is a 696 SF guest suite with flexible living and office space, a bedroom, full bath, coffee bar, and large walk-in closet. Unlike many homes in the area, this property is built above the FEMA flood zone AE-8, reducing insurance costs and providing long-term peace of mind. Additional features include all impact windows and doors for storm protection and a backup generator ensuring uninterrupted power during outages. Recent renovations ensure durability and style. Outdoor spaces are designed to capture coastal breezes, with lush, mature landscaping creating a tropical oasis. The two-tiered pool provides a postcard-like setting, offering the perfect space for relaxation and entertaining. A custom corrugated metal and wood shiplap fence offers privacy, security, and a distinctive architectural statement. Offered turnkey minus artwork and owners personal items. Call for a private showing today.

This is not just a waterfront home, its an investment opportunity! Boasting over $163,000 in rental history WITH partial owner use, you can capitalize on its potential and share the tropical luxury of this paradise property! This stunning 5-bedroom home offers the perfect blend of luxury, comfort, and fortified functionality. Prominently placed on a spacious 7385 sq ft lot, with 2450 sq ft of meticulously designed indoor-outdoor living space. Inside youre greeted by beautiful hardwood floors throughout the main living area. Impact-rated doors and windows provide not only durability but also peace of mind, ensuring your entire home is well-protected against the elements and artfully silencing the outside world. Telescoping sliding glass doors open completely for elegant indoor/outdoor living. The exterior boasts Hardie Board siding, a testament to the homes quality construction and reinforcement. Two grand balconies spanning the full width of the home offer breathtaking open water views of the Lower Sugarloaf Sound, providing the perfect setting for enjoying unforgettable sunsets. With a private beach, this home offers direct access to kayaking right from your own backyard. The private dock, which has easily hosted a 32 ft boat, opens up endless opportunities for water activities like deep Atlantic fishing and the Gulfside Backcountry at your fingertips. Relax by the in-ground pool, entertain guests at the tiki bar, or simply unwind on the all-weather Trex composite decking on one of two sunset-facing balconies! For ultimate convenience, this home comes with a 4-person elevator ensuring everyone can enjoy all floors without a single step to climb, covered parking, a storage room, and an oversized garage. The gated yard creates privacy and security around a tranquil, mature oasis. Dont miss the chance to own this waterfront haven with its coveted features, unparalleled views, and a lifestyle most can only dream of. Schedule a showing today!