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

Total Listings 1,130
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$1,175,000
Long Key
Long Key Estates   - MM: 68.00
3 Bed, 3 Baths, 1,080 SqFt Days Listed: 128
-2.08% ($25,000) 2 Price Changes : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits50ft.Concrete

Introducing a first-time-ever listed canal front home in the highly sought after community of Layton on Long Key. This home was designed to withstand the elements. This home is rock solid. Built with concrete strength and durability like no other. Offering quick direct access to the pristine waters of the Atlantic. This one of a kind property, features a main living area with 2 bedrooms, 2 full bathrooms designed with the coastal lifestyle in mind. A striking spiral staircase leads to the loft with a convenient 1/2 bath offering flexible space for an office, studio or a quiet place to relax. On the ground level, a separate living area includes a 3rd bedroom with full bath, private entrance making it perfect for guests or in-law suite. This home also includes the luxury of a private elevator/cargo lift making it effortless to transport groceries, luggage or heavy items between floors. Tons of storage space in this home to include the oversized storage shed providing ample space for all of your boating and outdoor equipment. Situated directly across from Long Key State Park and Long Key Lake, this home is perfect for nature lovers & kayakers. Outdoor adventures are just a stones throw away with convenient access to Long Key Bight and Long Key Fishing Bridge making it an ideal spot for fishing enthusiasts and explorers alike. New metal roof in 2022 Dont miss your chance to own this rare slice of paradise in the heart of The Keys!

$1,175,000
Plantation Key
Key Heights   - MM: 88.50
3 Bed, 3 Baths, 1,358 SqFt Days Listed: 14
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover old Florida charm with this enchanting 1960s Florida Keys bungalow retreat, featuring a rare double lot. Convenient single level access is further enhanced by stunning Dade County Pine ceilings and classic Saltillo tile floors, exuding warmth and character throughout. The kitchen and bathrooms have been remodeled and upgraded with new appliances including an induction range and oven, quartz counter tops and tile backsplash, pairing classic architecture with modern style and convenience. The primary bedroom includes an en suite bathroom and walk in closet. Off the kitchen you will find an entertaining space and bar area which leads to your backyard paradise, complete with a lush turf lawn and 100 sqf Tiki hut perfect for entertaining complete with ambient lighting and fans. The entire property is surrounded by professional, mature landscaping which offers both privacy and a tropical oasis. Additional features include a versatile storage outbuilding for all your outdoor gear or extra flex space. The lot has plenty of room for parking your boat, vehicle, toys or transforming into your own personal retreat with a pool or addition. The neighborhood incudes an HOA park just a block away with a boat ramp or kayak access, dock, fish cleaning station or enjoy the breathtaking sunsets over the bay. This home is in a quiet residential neighborhood on Plantation Key and only a mile and half from Founders Park where you can enjoy pickleball, tennis, swimming, dog park and marina or many of Islamoradas local events. Dont miss this unique opportunity to own a slice of paradise.Owner is acting as sales agent.

$1,170,000
Saddlebunch
Bay Point Amd & 1st   - MM: 15.00
3 Bed, 3 Baths, 1,070 SqFt Days Listed: 24
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Exceptional waterfront Pool home in Key West!!.Great for Airbnb. The 3 bedroom and 2 bathroom home presents a unique opportunity for those seeking a tropical paradise lifestyle, completely remodeled and this meticulously maintained, Impact windows and doors, Beautiful custom Cabinets & Island, new appliances, modern bathrooms with the latest technology, pool with heater/chiller, floating dock for direct canal and ocean access, Fenced Yard, from the balcony you can enjoy the sunset. Located across from Saddlebunch Park and steps from the famous Babbys Coffee, Seller motivated!!

$1,170,000
Key West
Key West Fwdn Subdivision   - MM: 4.00
4 Bed, 4 Baths, 1,458 SqFt Days Listed: 252
-6.40% ($80,000) 2 Price Changes : Last Change 11 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

New and improved price; Key West home with mother-in-law Cottage! Welcome to your dream, family home in the heart New Town . This property offers plenty of off street gated parking. Here is everything you need for comfortable and luxurious island living. Step inside this spacious wood-frame home with hardy board siding, boasting high ceilings that create an airy and open feel. With four bedrooms and three bathrooms, theres plenty of room for everyone in the family. The bonus spaces include versatile sheds perfect for storage or hobbies, and a charming tiki bar ideal for entertaining guests. Outside, enjoy al fresco dining in your private oasis, surrounded by lush tropical landscaping. Off-street parking accommodates up to three cars, a rare find in this sought-after location. Nestled in a great neighborhood, youre just minutes away from the vibrant culture and beautiful beaches of Key West.Dont miss this opportunity to own a piece of paradise - schedule your private showing today!

$1,159,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,859 SqFt Days Listed: 351
-22.73% ($340,900) 18 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift55ft.

Iconic Key West Character at this sprawling 1,859 Sq. Ft. CBS Canal Front home in desirable Sugarloaf Shores! Located on the no-bridge side of Sugarloaf Key, with a generous 55 dock with 10K boat lift, enjoy world-class fishing and diving from this ideal location. Upon entry, the Great Room is open and airy with soaring cathedral ceilings, and is flooded with natural light. Striking hardwood floors, wood-burning fireplace, 6 baseboards, and fluted doorjamb trim add warmth and vibrance to the space. Five sets of pocket sliding glass doors open onto an expansive veranda, oriented to take advantage of sublime Eastern sea breezes, for year round indoor-outdoor living. Entertain for the masses in the spacious kitchen, featuring abundant storage and prep space, wood cabinetry with custom built-ins, and stainless steel appliances. A generous dining room offers space for gathering with family and friends, and boasts serene Canal Views. A spacious bonus room provides potential for personalization, and could easily be utilized as a home office, media room, or additional bedroom. Two large bedrooms provide comfortable accommodation and come complete with generous closet space. An upstairs laundry room offers added convenience and storage. Downstairs, the attached, permitted two-car garage is truly a rare find! Enjoy an abundance of secure parking, as well as open parking and trailer storage in the front yard. An additional, sizable downstairs storage room allows for keeping tools and equipment out of the elements. The large screened-in patio boasts a jetted, heated swim spa for relaxing with evening cocktails. The backyard offers well-maintained green space and mature trees; this property feels abundantly quiet and private! This home was made for enjoying the outdoors; your ideal Florida Keys lifestyle awaits at this exceptional home in sought-after Sugarloaf Key!

$1,159,000
Marathon
Venice   - MM: 52.00
3 Bed, 3 Baths, 1,562 SqFt Days Listed: 108
-3.34% ($40,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

This stunning waterfront property is an ideal coastal retreat for those seeking both relaxation and adventure. Situated on a prime lot with easy access to the Gulf, the home boasts a 60 dock, perfect for boating enthusiasts. The dock includes 50-amp shore power, a fish-cleaning station, and a bait freezer, making it a fishermans paradise. Step outside into your private oasis. The highlight of the backyard is the oversized swim spa/pool measuring 8x12 feet, perfect for a relaxing soak or a refreshing swim. The pool is heated for year-round enjoyment, and theres also an outdoor shower to rinse off after a day on the water. A spacious screened-in porch allows for comfortable outdoor living, free from pests. For those who love to entertain, the property includes a tiki hut complete with a gas grill and plenty of seating for a laid-back barbecue.Home is sold rental ready with advanced bookings in place. Youll find no shortage of activities, with cornhole and beach equipment available for use. Spend your days lounging by the pool, fishing off the dock, or enjoying a game of cornhole with friends and family.

$1,159,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
3 Bed, 3 Baths, 1,356 SqFt Days Listed: 114
+5.46% ($60,000) 2 Price Changes : Last Change 40 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover the ultimate in low-maintenance living with this charming, move-in ready single-level home, ideally located just a short stroll from the prestigious Key West Yacht Club, vibrant shops, top-tier restaurants, marinas, and the shimmering waters of the Gulf of Mexico. Enjoy the quintessential Key West lifestyle with easy access to beaches, downtown, and the islands endless attractions--all just a leisurely bike ride away.This rare gem boasts a spacious master suite with three closets, including a generous walk-in closet and two additional single closets for all your storage needs. A set of elegant French doors opens directly onto a serene back patio, creating a peaceful retreat that seamlessly blends with the private backyard, offering ample space for future enhancements like a pool.Built with durability in mind, this solid concrete block home features a metal roof that has withstood high winds with no damage, providing peace of mind for years to come. A tall privacy fence encircles the property, ensuring seclusion while still offering large side yard space for RV parking--a true rarity in this prime location.Dont miss this exceptional opportunity to own a slice of paradise in Key West!

$1,150,000
Key Largo
Harborage   - MM: 97.50
3 Bed, 3 Baths, 1,704 SqFt Days Listed: 202
-8.00% ($100,000) 1 Price Change : Last Change 25 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Welcome to your dream home in the highly desirable Harborage subdivision in Key Largo! This brand new, tri-level waterfront home offers the perfect blend of luxury and functionality with an open floor plan designed for modern living and perfect for entertaining. Features 3 Bedrooms, 2.5 bathrooms. The Harborage subdivision is known for its exclusive amenities, including direct ocean access, a boat ramp, a sparkling pool, and a welcoming clubhouse. This is waterfront living at its finest! Dont miss your chance to own this incredible waterfront property in one of Key Largos most sought-after neighborhoods.

$1,150,000
Duck Key
The Sanctuary At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,760 SqFt Days Listed: 29
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage,None

Welcome to Your Private Paradise in the Florida Keys. Discover the ultimate retreat at Hawks Cay Sanctuary, a prestigious and rare gem at Hawks Cay. This stunning tropical oasis boasts a serene private pool surrounded by lush foliage, offering the perfect blend of privacy and relaxation. Step inside to find spacious living and entertaining areas, both indoors and out, designed to maximize comfort and luxury. With three expansive bedrooms with an additional bonus room, three full bathrooms. This home is tailor-made for hosting guests or enjoying your personal haven. Located within the private gated area of The Sanctuary and permits nightly rentals, this property offers unmatched flexibility and investment potential, an incredibly rare opportunity in the Florida Keys. Whether youre seeking a tranquil escape, a lucrative vacation rental, or both, this property truly has it all. Dont miss your chance to own a piece of paradise. Schedule your private showing today!

$1,150,000
Big Coppitt
Porpoise Point Sec 6   - MM: 10.00
3 Bed, 3 Baths, 1,390 SqFt Days Listed: 68
-4.17% ($50,000) 1 Price Change : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsConcrete

This custom-built, well-maintained 3-bedroom, 2-bath waterfront stilted home offers the perfect tropical retreat just 6 miles from Key West. Elevated on stilts, the property features 80 feet of concrete seawall, complete with davits and stunning emerald waters. The rear of the house faces west, allowing you to enjoy breathtaking sunsets from your screened-in balcony or while relaxing by the water. Ideal for both indoor and outdoor entertaining, the home boasts updated bathrooms, tile flooring throughout, and a cathedral ceiling. With two screened-in decks and a garage, this move-in ready home is surrounded by lush tropical landscaping. The canal provides easy access for swimming, paddleboarding, and kayaking. In addition, its just a short boat ride to Snipe Keys, Mud Keys, and Marvin Keys--an excellent spot for outdoor enthusiasts seeking a peaceful coastal lifestyle.

$1,150,000
Key Largo
Ocean Isle Estates   - MM: 106.00
5 Bed, 5 Baths, 2,400 SqFt Days Listed: 28
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

$1,150,000
Key Largo
Bermuda Shores   - MM: 103.00
2 Bed, 2 Baths, 800 SqFt Days Listed: 87
-8.00% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift45ft

This is a turnkey traditional Keys house perfect for the outdoor/boating enthusiast or those simply seeking a cozy, peaceful retreat. Nestled on a small footprint with huge amenities, you can have it all, just an hour from the hustle and bustle of Miami. The home is available fully furnished with tasteful, whimsical decor. Featuring two bedrooms and one bath upstairs, you can enjoy the views from the wrap-around second story balcony or enjoy coffee and sunsets on the screened-in porch. Downstairs is a 506 sq ft enclosed bonus area/guest quarters. Enjoy the various covered sitting areas or play pool and table tennis, go for a swim in the fitness/swim spa or sit under the chickee hut and enjoy the breeze. For the Sportsman, the dock is set for all your needs. Keep the boat high and dry on the 10,000lb boat lift with boarding step and upgraded high-speed motor. There is also one davit, perfect for jetskis. Clean and prep your catch at the covered, powered and plumbed fish station. A SWAT Mosquito misting system is installed throughout the property to control mosquitos and no-seeums. Zero maintenance landscaping. Direct bay access plus quick ocean access via Adams Cut. Roll in, fill the pantry and coolers and enjoy your time!

$1,150,000
Duck Key
Village At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,620 SqFt Days Listed: 29
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Discover the ultimate sanctuary youve been searching for, located in the exclusive gated community of Hawks Cay Resort. This stunning property combines luxury, space, and elegance with the added bonus of your own private tropical pool, surrounded by lush landscaping for complete serenity. Whether youre looking for a dream vacation home, a second residence, or a premium income-generating rental, this property has it all. With the ability to comfortably accommodate up to10 guests, its perfectly designed to maximize nightly rental income while offering an unforgettable experience for you or your guests. Step inside to find an expansive open-concept layout featuring a fully equipped kitchen, a spacious dining area and multiple sitting areas, perfect for entertaining or relaxing with family and friends. The downstairs den is thoughtfully set up as an additional sleeping area, adding to the homes flexibility. Outside, the deck and private pool create the ideal setting for family gatherings or relaxing afternoons in your tropical oasis. Few properties in Hawks Cay offer this blend of size, luxury, and rental income potential. Dont miss your chance to own this exceptional sanctuary, its everything youve been dreaming of and more!

$1,149,000
Key Colony
Key Colony Beach Yacht   - MM: 53.50
2 Bed, 2 Baths, 990 SqFt Days Listed: 100
-6.96% ($86,000) 1 Price Change : Last Change 2 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat R

This beautifully remodeled half duplex offers an escape right on the widest canal in Key Colony Beach! Enjoy an electric screened in porch equipped with water misters or relax in your salt water heated or chilled pool. Unobstructed views to a generous 200 ft of canal, youll have access to both the Ocean and Bay from your finger slip dock with 18,000 LBS boat lift. Inside discover a fully furnished space 2/2 with extra bonus sleeping areas, allowing this property to easily host 8-10 people. Fully remodeled with impact windows/doors for peace of mind. Just a quarter mile from pickleball courts, bocce ball, a playground, and dog park, adding to the convenience of this prime location. An incredible investment opportunity with all necessary rental licenses, street legal golf cart included!

$1,149,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,875 SqFt Days Listed: 8
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Nestled along a serene boating canal, this exceptional 2-bedroom, 2-bathroom home is a true masterpiece, crafted entirely from luxurious teak wood. With its timeless beauty and durable design, this home perfectly complements its natural surroundings, offering a tranquil retreat for water lovers.Step inside to find soaring cathedral ceilings that elevate the spacious living areas, flooding the space with natural light and creating a warm, open atmosphere. The heart of the home includes a beautifully designed living area that flows seamlessly into the screened-in back porch, ideal for enjoying year-round outdoor living.Enjoy a unique, carved swimming area, perfect for cooling off or simply relaxing by the water. With direct access to the canal, this home is perfect for boating enthusiasts, offering convenience and charm right at your doorstep.Additional perks include ample parking and abundant storage space, making this home as practical as it is stunning.Dont miss your chance to own this one-of-a-kind teak beauty. Schedule your showing today and experience waterfront living at its finest!

$1,149,000
Key West
Coral Reef Estates   - MM: 3.00
2 Bed, 2 Baths, 1,155 SqFt Days Listed: 68
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Your Tropical Oasis Awaits!Discover the perfect island retreat with this elevated home featuring a private pool in one of the most sought-after family-friendly neighborhoods. Nestled in a peaceful, quiet area, this property offers both tranquility and convenience, while still being close to everything the island has to offer.As you approach, youll appreciate the bricked-off street parking and lush tropical landscaping that leads you to the entrance, where youll be greeted by vibrant orchids nestled among the palms. Inside, an open-concept kitchen and living area create an inviting space, perfect for both family gatherings and entertaining. The kitchen is equipped with high-end Viking appliances and includes a built-in wine cooler that holds over 100 bottles, ideal for any wine enthusiast.Step through the double glass sliding doors into your private backyard oasis. Enjoy the fully fenced yard, featuring a travertine patio, covered sitting area, and a saltwater plunge pool that is both heated and chilled for year-round comfort. Also tucked int he back is an inviting outdoor shower.This meticulously maintained home offers two bedrooms and two bathrooms. The spacious primary bedroom boasts its own private porch and an ensuite bathroom with a large walk-in shower. The second bathroom, fully remodeled just this summer, includes a bathtub with a shower for added convenience.Recent updates include a new on-demand water heater, new bathroom counters and outdoor shower. The home is elevated, with impact windows and doors throughout, plus durable V Crimp metal roofing, ensuring lower insurance costs.Off-street parking adds to the convenience.Dont miss the chance to own this exceptional tropical retreat. Note: Seller is a local licensed real estate agent.

$1,149,000
Marathon
Little Venice   - MM: 53.00
2 Bed, 2 Baths, 1,090 SqFt Days Listed: 53
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 100ft.

Charming Waterfront Cottage in Little Venice. This beautifully updated 2-bedroom, 2-bathroom conch cottage is located in the highly desirable Little Venice neighborhood of Marathon. Perfectly situated on clear, deep, flow-through canals on two sides, the property offers approximately 100 feet of dock space, accommodating up to three boats. With easy access to Vaca Cut, the Atlantic Ocean, and the Gulf of Mexico in just five minutes, this home is a true fishermans and divers dream.The home has been tastefully updated with impact windows, a durable metal roof, sleek blinds, and stainless steel kitchen appliances. The thoughtful design includes a garage and off-street parking for added convenience. Whether youre relaxing on the water or heading out for an adventure, this home is perfectly positioned in the heart of Marathon, close to local attractions. Its just an hour away from the vibrant nightlife, fine dining, and airport in Key West, and a two-hour drive to Miami and Fort Lauderdale.Licensed as a vacation rental and with a strong rental history and future bookings available, its an excellent investment opportunity as well as a private retreat. Contact us today to learn more about this stunning waterfront gem!

$1,145,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,541 SqFt Days Listed: 278
-28.39% ($454,000) 5 Price Changes : Last Change 29 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 880ft.

SPECTACULAR OCEANVIEWS!!! Just a few houses in from the Wide Open Ocean & Bay- CBS House 3 Bed/2 Bath - 80 ft. Concrete Dock on a Deep - Water -Wide - Canal. Beautifully Landscaped Yard. This home features - Cathedral Ceilings, Custom Cabinets & Island. Great Layout, & Impeccable Craftmanship on the Front Door & Tile through out. Plenty of Room for a Pool, RV, & All your toys. Quiet neighborhood - But close enough to Key West for all the Entertainment & Fun. Truly a Fishermans Dream.

$1,145,000
Key West
Pearlman Heights   - MM: 4.00
3 Bed, 3 Baths, 1,230 SqFt Days Listed: 41
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Look no further than this impeccably maintained single family home in the heart of New Town. Youll love how meticulously cared for it is and how the fabulous tropical living centers around a beautiful heated pool with water feature, a pool cabana featuring ceiling fans allowing for dining and lounging. The lighted tropical gardens further enhance this feeling. Theres a workshop storage building, storm shutters and total privacy fencing. The nice sized corner location provides plenty of room with covered two car parking, metal roof and storm rated windows.Inside there is custom cabinetry by Hansen & Bringle, large laundry room, tankless water heater, stainless steel appliances and three bedrooms with the primary having a limestone bathroom and the guest bathroom with Travertine tile. This is the home youre looking for to fit a relaxing Key West lifestyle. Call for your private showing!

$1,140,000
Key West
Sunset Marina   - MM: 5.00
2 Bed, 2 Baths, 1,171 SqFt Days Listed: 9
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Scenic view of Sunset Marina, Key West, and the Gulf of America! Imagine retreating to the tranquility of this spectacular waterfront haven from the bustle of the tourist district of Key West, while still having all the excitement of our fun little island at your convenience. All this with boating possibilities at your doorstep and a nearby 18 hole golf course. The modernly constructed, open-concept 2 BR and 2 BA condominium offers volume ceilings, a large kitchen with a premium suite of appliances, and functionality rare to most Key West communities. Overlooking the picturesque marina, a private balcony serves as the centerpiece of the main living area, with additional access from the spacious master suite. In ideal condition, the home is ready for your immediate occupancy, allowing you to enjoy our famous winter weather without any delays posed by seller continued use or existing leases common during this high demand time of year. The manicured tropical setting of Sunset Marina features a private entrance, scenic boardwalk to enjoy leisurely sunset strolls, heated pool, hot tub, and clubhouse complete with a kitchen to cook your catch. With easy unit access to the elevator and stairs, covered parking and enclosed storage are assigned to the unit, with common areas handy for kayaks, scooters, and bicycles. Sunset Marina is a full-service marina with an ultra-modern concrete floating dock system offering direct open water access. Boat slips of all sizes are readily available for an additional purchase in the mid $200s. Whether you are an avid boater or simply enjoy the waterfront lifestyle, Sunset Marina provides the perfect gateway to the pristine waters of Key West.

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 02-07-2025.
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