Divider
Content Divider

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

Total Listings 1,023
Order By:

$1,285,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,120 SqFt Days Listed: 27
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift

Welcome to your stunning 3-bedroom, 2-bathroom oasis, nestled at the end of a peaceful cul-de-sac on a double canal. Surrounded by lush fruit trees, this home offers the perfect blend of tranquility and luxury. Step inside to find a spacious open floor plan that creates a bright and airy atmosphere, ideal for entertaining. The chef-friendly kitchen is equipped with modern appliances, making it a culinary enthusiasts dream. The tranquil master retreat overlooks the pool and features a spacious bathroom complete with a jetted tub for ultimate relaxation. The guest bedroom offers its own access to the guest bath, along with a walk-in closet and serene water views. This home is truly a haven for outdoor lovers. With over 200 feet of waterfront, youll have ample space for all your water activities. Enjoy the convenience of a 14k boatlift and 10,000k davits, perfect for boating enthusiasts. For those who love to fish, theres a dedicated fish cleaning table and tackle storage. After a day on the water, refresh yourself in the outdoor heated shower. OFFER COMPLETELY FURNISED

$1,275,000
Big Pine Key
Whispering Pines   - MM: 30.50
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 51
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits65ft.

THIS UPDATED CBS POOL HOME on a 50 wide canal offers great boat access to the ocean and back country. 2 bedrooms/2 baths up and 1 bath down; the 1120 sq. ft. living area has been completely and tastefully renovated including impact-resistant windows and pocket-sliding doors. Porcelain tile wood plank floors extend onto the screened porch that runs the full length of the home overlooking the pool and canal. On the ground level youll appreciate the 1120 ft. garage / storage enclosure with the 3rd convenience bath. Abundant, well-planned solar lighting enhances the fenced, landscaped 10,568 sq. ft. corner property thats bordered by protected state-owned lands across both streets. Fruit trees include mango, lemon and lime, and youll find multiple colors of hibiscus and fragrant frangipanis. Additional features include a portable generator, metal roof, concrete seawall with step-down dock, davits and fish-cleaning station. 52 at the deep end, the 10 x 20 inground, gunite, salt system pool also has a swim jet. Theres an ideal spot for RV parking and room for a boat trailer, too. Meticulous attention has been given to a long list of details that the next owner will appreciate. Amenities for all ages can be found nearby at the Big Pine Community Park including tennis, adult bocce league, basketball, picnic pavilions, skate park, a new shaded playground, community building and so much more. Youll even be able to watch the annual 4th of July fireworks display at the park (one of several that can be seen from the inviting porch!)

$1,275,000
Key Largo
Lake Surprise Properties   - MM: 106.00
3 Bed, 3 Baths, 1,248 SqFt Days Listed: 234
-3.77% ($50,000) 1 Price Change : Last Change 126 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift60ft

Location, location, location... ideally situated in North Key Largo for boating, fishing, diving, dining, shopping & more. Convenient for commuting. Whether you are seeking a primary residence, vacation getaway, or an investment property, dont miss your opportunity to own this piece of paradise. Lovely 3/2 waterfront pool home located in desirable Lake Surprise Estates. Elevated by concrete columns w/ a spacious ground floor storage room. 60 concrete dock w/ lifts & an addl concrete pad. Easy access to the bay & ocean. Spacious floorplan, vaulted ceilings & tile throughout. Kitchen w/ granite countertops, stainless appliances & an expansive island. Completely fenced, electric gate & lots of room for all your water toys. Simple to maintain salt-water pool, accordion shutters up-stairs & newer metal roof. Large, covered wrap-around patio & 2nd floor porch, perfect for gorgeous sunset views. Plenty of space to enjoy w/ your loved ones.

$1,275,000
Big Coppitt
Porpoise Point Sec 6   - MM: 10.00
3 Bed, 3 Baths, 1,466 SqFt Days Listed: 18
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Welcome to 70 Tamarind Drive, a stunning canal-front property located in the serene community of Big Coppitt Key. This meticulously maintained 3-bedroom, 2-bathroom stilted single-family home combines modern comfort with quintessential Florida Keys charm.Key Features:Prime Location:Situated on a spacious 8,712 sq. ft. lot, this home offers 80 feet of canal frontage, providing direct boating access to open waters. The tranquil neighborhood is perfect for those seeking privacy while being just a short drive from the vibrant Key West lifestyle.Interior Highlights:Finished Living Space: 1,466 sq. ft. of thoughtfully designed interior living space.Open Concept Design: The living and dining areas boast abundant natural light, creating an airy and welcoming atmosphere.Bedrooms: Three generously sized bedrooms with ample closet space.Bathrooms: Two full bathrooms featuring ceramic tile finishes and modern fixtures.Kitchen: Fully equipped with quality appliances and ample cabinetry for storage.Exterior and Outdoor Living:Covered Parking: Spacious covered parking area, perfect for vehicles, boats, and storage.Outdoor Entertainment: A covered porch on the upper level and a newly installed deck provide plenty of space for relaxing or entertaining while enjoying stunning waterfront views.Fenced Yard with Remote-Controlled Gate: Two well-maintained fences surround the property, including a modern electric remote-controlled gate, offering added security, privacy, and convenience for easy access.Modern Upgrades:Elevator: A newly installed elevator (2023) connects the ground level to the balcony. Re-enforced concrete Sea Wall.New Air Conditioner and Water Heater:Dont miss this opportunity to own your slice of Paradise Schedule your Private tour today and experience the beauty and functionality of this waterfront gem today.

$1,275,000
Key West
Sunrise Shores   - MM: 4.00
3 Bed, 3 Baths, 1,655 SqFt Days Listed: 137
-9.57% ($135,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Seize this opportunity to own the lowest-priced pool home in desirable Sunrise Shores! Just 425 feet from Jimmy Buffetts former Sunrise Drive compound, enjoy scenic morning walks past multi-million dollar waterfront estates and magnificent ocean sunrises along South Roosevelt Blvd. This versatile property boasts an enormous front yard perfect for multiple vehicles, boats, and RVs - an entertainers dream. Youll find joy every day, walking into your welcoming open floor plan with ceramic tile throughout, including a second living area with striking open-beam wood ceilings and wall-to-wall French doors that invite the outdoors in (you can watch the sunset from your sofa). The private, fully-fenced backyard features mature tropical palms, space for your dream tiki bar, and a newer 8x8 storage shed. Cool off in the well-maintained black bottom pool with new equipment. Your private resort includes a spacious master bedroom with dual closets, a 90-bottle VintageView(r) commercial wine wall (removable if desired), and one of the only working fireplaces in Key West. Living in the classiest New Town neighborhood, youll enjoy peace and quiet, free from plane and rooster noise, the Riviera Boat ramp just a stones throw away, and biking to Roosevelt Boulevard or Stock Island for food and fun. Old Town is oh-so-close, offering you the perfect balance of serenity and convenience. This rare find offers ample space to remodel and create your ultimate tropical estate. Dont let this slice of paradise slip away!

$1,275,000
Key Largo
Key Largo Beach   - MM: 100.00
5 Bed, 5 Baths, 2,129 SqFt Days Listed: 87
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

New Modern Living! This is a 2024 new never lived in property with Solid concrete walls and roof. Full impact windows and doors and built in a high area with the latest FEMA elevation providing safety for storms and hurricanes. Second level main house offers Three bedrooms and two bathrooms, laundry and upgraded appliances. wine cooler wood cabinetry with LED lighting and stone tops (quartz). Island stove /oven with ample seating. A large covered terrace to let the outdoor natural light dance inside your beautiful home. High ceilings with eight foot doors makes the interior feel spacious and luxury is everywhere you turn. Ground level has two bedrooms with one full bathroom and a complete living area. All appliances are energy efficient. Two covered parking spaces with a vaulted beautiful ceiling in the carport. Out door kitchen/BBQ area and a large patio are all nestled in a variety of mature landscaping for your privacy. Walking distance to local Restaurants, markets, shopping boat ramps and marinas. And a Huge County Park with Pickle ball/ tennis courts ,pools and walking trails for your comfort.

$1,264,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,491 SqFt Days Listed: 314
-15.45% ($231,000) 12 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift34ft.

More for less in Islamorada? How about 3 bedrooms 3 baths, solid masonry construction with poured roof, impact doors and windows, fresh ac, fresh kitchen and stainless appliances, washer/dryer, 12x11 laundry/storage room, 34ft of concrete dock with 10,000 lbs lift, fully fenced with 3 gates, separate storage building, huge 16x20 chickee for outside entertaining, covered patio area approx. 30x12 for entertaining, floating laminate floor throughout home, screen enclosed balcony for entertaining top side and walk around balcony on this Keys charmer. There is also a community boat ramp and park for residents use for a modest annual fee. Centrally located on Plantation Key, this residence is close to shopping, dining, schools, medical care and hospital, recreation and Founders Park, Marinas and fish and dive charters. Come take a look and see for yourself what 203 Mohawk has to offer!

$1,259,000
Key West
Riviera Shores   - MM: 3.00
3 Bed, 3 Baths, 1,290 SqFt Days Listed: 35
-3.08% ($40,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Spanning 1,290 square feet, this refreshed property features 3 spacious bedrooms and 3 bathrooms, along with a versatile bonus room. Lovely terrazzo floors flow throughout the home, enhancing its classic Key West aesthetic. The main bathroom and pool bath have been thoughtfully remodeled, providing comfort and convenience.The sprawling backyard offers a tropical haven, complete with two large tiki huts and massive in-ground pool, perfect for entertaining. Including premium multiple car parking just off the side. With the detached man-cave or she-shed the creative space entices hobbies or zen.Located in peaceful Newtown, youre just a short walk or scooter ride away from the vibrant energy, shops, restaurants and lifestyle of Key West.With plenty of space for your personal touches and renovations, this Conch house is a fantastic opportunity to create your custom island home!

$1,259,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
3 Bed, 3 Baths, 1,376 SqFt Days Listed: 45
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Welcome to your dream home in the exclusive oceanside neighborhood of BreezeSwept Beach Estates on Ramrod Key, where island living meets modern luxury. This stunning home combines the charm of the Florida Keys with contemporary design, offering unparalleled comfort and convenience. Step into an open and airy floorplan accentuated by soaring cathedral ceilings and gleaming tile flooring. Every detail has been carefully curated, from the smart lighting system to the hurricane-rated impact windows and doors, ensuring peace of mind and low insurance costs. The heart of the home is the chefs dream kitchen, featuring custom cabinetry, luxurious quartzite countertops, a massive island with seating and storage, and top-of-the-line appliances ready for entertaining or family gatherings. With three spacious bedrooms and two elegantly appointed baths, youll enjoy the ultimate retreat. The bathrooms feature marble vanities and premium fixtures, while Cat V and HDMI wiring are thoughtfully installed throughout the home for modern connectivity.Outdoors, immerse yourself in your own tropical oasis. The lushly landscaped backyard invites relaxation and fun, with a 40 ft. concrete dock and a 16,000 lb. boat lift for seamless water adventures. Whether youre a seasoned angler or a diving enthusiast, the quick access to turquoise ocean waters promises world-class fishing and diving opportunities just minutes from your doorstep. Unwind on the screened-in balcony overlooking the tranquil canal, where travertine tiles and gentle sea breezes create the perfect setting for morning coffee or evening cocktails. This home truly captures the essence of island living with its modern coastal design, durable metal roof, and high-end finishes throughout. Whether youre searching for a permanent residence or a vacation escape, this property offers the ultimate combination of style, function, and breathtaking beauty.

$1,250,000
Key West
Pearlman Estates   - MM: 4.00
2 Bed, 2 Baths, 1,680 SqFt Days Listed: 28
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 3715 Pearlman Ct, a stunning oasis nestled in the vibrant heart of Key West, FL! This delightful property perfectly blends tropical charm with modern living, making it an ideal retreat for those seeking the quintessential island lifestyle.As you step outside, youll be captivated by the gorgeous pool area that serves as the centerpiece of this outdoor paradise. Surrounded by lush landscaping, the pool is perfect for relaxing on sun-drenched days or enjoying refreshing swims under the warm Florida sun. Whether youre hosting summer barbecues or simply unwinding with a good book, the spacious pool deck offers plenty of room for lounging and entertaining, creating lasting memories with family and friends.Inside, this home features a thoughtfully designed layout that includes a versatile space that can easily be transformed into a third bedroom. This additional room boasts its own private entrance, providing a sense of independence and comfort. Its perfect for accommodating guests or creating a cozy home office or art studio. The possibilities are endless, allowing you to customize the space to fit your lifestyle.The main living areas are filled with natural light, enhancing the welcoming ambiance throughout the home. The open-concept design seamlessly connects the living, dining, and kitchen spaces, making it ideal for both daily living and entertaining.Located in a friendly neighborhood, 3715 Pearlman Ct is just moments away from the vibrant culture, dining, and entertainment that Key West has to offer. This property is a true sanctuary that offers both relaxation and the allure of island living. Dont miss the opportunity to make this enchanting home your own!

$1,250,000
Duck Key
The Sanctuary At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,760 SqFt Days Listed: 87
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

Indulge in the luxury of this prestigious single-family home, complete with your own pool, nestled within the gates of the Sanctuary at Hawks Cay. The expansive great room concept, encompassing the living room, dining area, and kitchen, provides ample space for entertaining. The primary suite features a spacious ensuite bathroom equipped with a tiled shower, water closet, double-sink vanity, and a tub ideal for soaking after a long day on the water. With 3 bedrooms and 2.5 bathrooms, this pool home offers comfort and convenience for a large family and guests. Established rental property with strong rental income history. You can continue managing independently or explore the rental opportunities at Hawks Cay Resort, which provide access to a complete range of amenities on the resort property. Schedule a private tour today. Dont miss the VIRTUAL TOUR!

$1,250,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,188 SqFt Days Listed: 102
-3.77% ($49,000) 1 Price Change : Last Change 46 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Step into this bright and airy two-story single-family move in ready home nestled in the heart of Historic Old Town Key West. Boasting 3 inviting bedrooms, 2 baths, and an open floor plan with a spacious kitchen and dining or bonus room, this residence offers the perfect blend of comfort and entertainment space. With the added convenience of off-street parking for 2 vehicles and its prime location within walking distance to an array of restaurants, clubs, and the waterfront, this home presents a wealth of flexibility for your ideal living experience.

$1,250,000
Key Largo
Largo Sound Park   - MM: 103.50
3 Bed, 3 Baths, 2,496 SqFt Days Listed: 125
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Spacious floorplan home with lovely natural light. Split bedrooms. Solid concrete built. The pool will need to be resurfaced. Nice location on the upper deck patio. Property is in an X flood zone. This is a home for a large family to enjoy and is located in one of the premier sought after neighborhoods. The Great waterfront park with beach and boat ramp. Located near the school and also to shopping. Easy commute to Miami. The extra lot offers plenty of parking for all your vehicles and other toys, as well as a nice privacy

$1,250,000
Key Largo
Pirates Cove   - MM: 98.50
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 70
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 40ft.

Dont miss this CHARMING ground level CBS Home that sits on a large corner lot with 40 of concrete dockage and a very wide canal basin. Featuring 2 bedrooms, 2 bathrooms, tongue and groove ceilings, Luxury vinyl flooring, impact windows, metal roof , and modern fencing surrounding the property. This home is offered Turn-Key, furniture and furnishings included. Come sit and relax on the back patio while watching the Manatees play in the basin. Desirable neighborhood with private boat ramp, clubhouse, and beach area only 30 minutes from the mainland. Easy to show!

$1,250,000
Marathon
Edmonds Acre Tracts   - MM: 50.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 20
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift80ft.

Immerse yourself in island living with instant ocean access from an 80-ft concrete dock with a 15,000 lb. boat lift and step-down for easy boat loading or kayak launching, this home is a boaters dream! Relax in the fully fenced, private pool oasis surrounded by lush landscaping, pergolas and shaded paver patio that will make outdoor entertaining a delight. Inside, enjoy a bright, airy space with soaring wood ceilings, skylights, and a modern granite kitchen that flows into the updated living areas and spacious screened porch. Three bedrooms, a sizeable bath, and upstairs laundry add convenience, while hurricane-impact windows & doors, a 2018 metal roof, and 2022 A/C updates ensure peace of mind. With ample storage in the lower level bonus zone, RV/boat parking, and a well-suited weekly rental setup, this home is move-in ready for your coastal escape!

$1,250,000
Duck Key
The Sanctuary At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,620 SqFt Days Listed: 87
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

Discover the elegance of The Sanctuary at Hawks Cay with this sophisticated 3 bedroom, 2.5 bath single-family home. This residence boasts numerous upgrades including remodeled kitchen, bathrooms, updated porcelain flooring throughout, quartz countertops, and Samsung stainless steel appliances. Tranquility awaits just beyond the exquisite landscaping that surrounds a paved deck, which encircles your private pool, providing both relaxation and enjoyment. This stunning home is nestled within a resort community, which offers convenience to resort amenities for those interested in exploring the Hawks Cay Resorts rental management, which allows you to take advantage of a comprehensive array of amenities through participation. Create memorable vacation memories with your family and friends by owning a second home or simply utilize it as an investment property. This property has strong rental income history. A VIRTUAL TOUR is available for further exploration.

$1,250,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,200 SqFt Days Listed: 68
-1.96% ($25,000) 1 Price Change : Last Change 31 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift75ft

This well desired location and immaculately maintained home is 5 minutes from world class boating, fishing, diving and snorkeling. Located in Pine Channel Estates for the fastest and easiest direct access to the ocean or the endless options of bay-side boating adventures. Boasting a 75 concrete seawall with a 16K lb boat lift, davits, and drop-down on/off boat access, there is even a dive board for canal swimming and neighborhood floats. The well appointed home with cedar siding, wrap around decking, dual access wide stairs, double garage with storage and endless views off the back open patio with outdoor kitchen providing an entertainment spot with spectacular sunset views. The fenced yard with tropical landscaping, multiple storage areas, a tackle/dive storage room, bike racks and a dreamy pergola swing overlooking the canal gives plenty of tropical vibes and if that isnt enough enjoy private hot tube time surrounded by lush tropical vegetation. Inside the home is open concept main living with a large living/dining/kitchen area, walk-in pantry, and rated skylights in every room giving plenty nature light. Each bedroom offers sliders to the walk-around porch and deck and stunning barn door entry bathrooms. The owners have created ample storage options for every need or want. There are multiple parking areas for cars, boat trailers and any other toys. This home has been a full-time residence and very well maintained and cared for. Dont miss this perfect island paradise and your chance to create your own family and friend memories. Call today for your home tour.

$1,250,000
Big Coppitt
Porpoise Point Sec 6   - MM: 10.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 16
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift80ft.

Welcome to 17 Emerald Drive, a stunning 2-bedroom, 2-bathroom canal-front retreat located just 6 miles from Key West.Perfect for families or as a vacation rental, this completely turn-key home was fully renovated and upgraded in 2021 and offers direct access to both the Gulf of Mexico and the Atlantic Ocean, as well as local favorite sandbars like Snipes Key and Marvin Key.This meticulously maintained property boasts:AMENITIESPrivate Saltwater Pool (heated to ~85F Nov-Apr)80 of Waterfront of Concrete Dockage and New 14K lb Boat LiftFish Cleaning Station10x20 Tiki Hut with lights and TVOutdoor seating areas for relaxing and entertaining Pellet BBQ GrillParking for up to 4 vehicles, including boat trailers (RV and boat trailer pictured are parked on the property)FEATURES & UPGRADESFully renovated in 2021:New cabinets with granite countertopsNew interior and exterior paintNew stainless steel appliancesNew hurricane impact windows and doorsNew Hardie plank sidingDeep water access to the Gulf and Atlantic for boaters and anglersA screened-in outdoor patio extending the living space from the kitchen and family room50-amp RV outlet for additional flexibilityFully furnished with all-new indoor and outdoor furniture - move-in ready!This home is currently in a Vacation Rental Program, rented only a few months each year to offset costs, making it ideal for those seeking investment opportunities or a family getaway.This boaters paradise is not just a home; its a lifestyle, offering direct Gulf and Atlantic access, breathtaking waterfront amenities, and proximity to all that Key West has to offer.Dont miss the opportunity to own this exceptional Florida Keys getaway!EASY TO SEE!

$1,250,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,528 SqFt Days Listed: 220
-7.41% ($100,000) 2 Price Changes : Last Change 45 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Cut/Natural

This lovely, beautifully landscaped waterfront home, is located on a quiet street in the very desirable neighborhood of Sugarloaf Key. Move-in ready and equipped for easy Keys living. This CB constructed home features granite countertops , stainless appliances, impact windows, a large screened in porch and storage-up and down. With 3 bedrooms, one with a murphy bed and 2 baths, this low maintenance home allows you to enjoy all the Keys has to offer. Located on a peaceful canal, you are just minutes from the back country and ocean waters. Dock Permit is ready. Close to Sugarloaf schools and just minutes from Key West.

$1,250,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 14
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift204f

This home has a lot to offer! Great home, great neighborhood, great lot! This home is situated on a 8,400 SF corner lot, with canal on two sides. Plenty of concrete seawall equipped with both a boat lift, and davits. There are no bridges to worry about getting under, and a short ride to the open water. The home has been recently updated, and there is plenty of room for people and fishing gear/water toys. Easy to see! More pictures coming soon.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 01-08-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA