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

Total Listings 1,127
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$1,135,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 212
-1.30% ($15,000) 1 Price Change : Last Change 106 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Davit Pads

Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor.... Lot to the east is available for sale at additional price. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking too. Quick commute to Key West, shopping, restaurants and all other conveniences. Excellent Oceanside boating access to the best fishing and diving spots in the Lower Keys. Enjoy the outdoors and gorgeous sunset skies on your screened porch facing the canal & Cudjoe Bay.....Great Home and Great Location!

$1,129,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,519 SqFt Days Listed: 27
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Meticulously maintained canal front CBS home situated in the tranquil Port Pine Heights neighborhood of Big Pine Key. This residence, offering 1519 sqft of living area and over 1500 sqft of fully permitted garage space, was designed and constructed by the present owners. Beyond the security of concrete construction, future owners will appreciate the strategic decision to elevate the building site by approximately 3 extra feet prior to construction. Already equipped with a metal roof and protected by impact windows and doors(2023), its ready for immediate occupancy to begin enjoying the Keys lifestyle.The upper level features a fully tiled, open concept living space and kitchen that features hardwood cabinetry and granite countertops. Both living area and kitchen connect to the porch via 8 ft sliding glass doors. Individual hallways extend to each bedroom with a practical utility and laundry room positioned between them. The bedrooms include spacious walk-in closets, with the master featuring an en-suite bathroom. Sliding doors from each bedroom access the wraparound balcony. The ground levels two garage doors reveal an expansive space for storing vehicles and water toys. Impact sliders connect to the fenced backyard where a boat lift stands at the dock. The dock underwent reconstruction in 2020 using Brazilian Cumaru hardwood, ensuring minimal maintenance and maximum durability.Situated four canals from open water, Pine Channel access is swift, convenient, and free of bridges. Water enthusiasts will find premier fishing, snorkeling, and sandbar locations within reach. Looe Key Reef, Content Key, Picnic Island, and Bahia Honda represent just a few nearby destinations. This home reflects the dedication and attention invested in its construction and upkeep. Schedule your viewing of this exceptional property today!

$1,125,000
Marathon
Fat Deer Key   - MM: 53.00
4 Bed, 4 Baths, 1,740 SqFt Days Listed: 252
-6.17% ($74,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock35ft.Co

Waterfront stilted newer construction home that combines modern luxury with the serene beauty of the Florida Keys. This 4-bedroom, 3-bathroom residence is priced to sell. Inside, youll find a beautifully appointed living space, fully furnished and rental-ready. The kitchen features granite countertops, stainless steel appliances, and ample cabinet space. The open floor plan, accentuated by tile flooring throughout, makes it perfect for both relaxation and entertaining. The large master suite boasts a luxurious bath with a dual vanity, a huge walk-in closet, and an additional linen closet. Wake up to breathtaking sunrise views from the east-facing balcony that overlooks open waters. Outside, the property offers covered parking for four cars or space for trailers. The home also accommodates up to a 35 ft boat, making it ideal for boating enthusiasts. Community amenities include kayaks available for everyone to use, a resort-sized heated pool surrounded by comfortable lounge chairs and a charming thatched-roof cabana. The boat docks cater to the avid angler, while a sandy beach area invites you to unwind and soak up the tropical ambiance. Additional features include a newer A/C installed in 2020, a hot tub, a bait freezer, and window treatments throughout the home. The lush tropical landscaping enhances the vacation-like atmosphere. The homes metal roof and stilted design add to its durability and charm. With its excellent rental history and many repeat visitors, this property is a fantastic investment opportunity. The assumable flood policy under a favorable rate further adds to its appeal. Dont miss out on this exceptional property that combines luxury with the natural beauty of the Florida Keys. Contact us today to schedule a private tour and experience this tropical haven for yourself!

$1,125,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 50
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

FANTASTIC BOAT ACCESS and peaceful open water views over the salt ponds ... the location of this meticulously maintained, oceanside home is hard to beat. Situated on the T of the 75 ft. wide canal system, boat maneuvering is very easy; tie up to the concrete seawall or use the boat lift. The walk-around porch and multiple porches (two of which are screened) provide extra outdoor living space, and the ground level offers an impressive outdoor shower, grilling area, and canal-side fire pit. The owners attention detail has been exceptional, including custom gates and stainless-steel cable railings. Hardie-board siding, impact-resistant windows and doors upstairs; accordion shutters protect the windows and sliding glass door of the 840 sq. ft. storage enclosure. Cathedral ceilings enhance the open feeling of this 1,056 sq. ft., 3 bedroom, 2 bath home; offered fully furnished. The primary suite has its own screened porch with views up the canal to Triton Sea Center where fuel, ice and more are available before heading out for a great day on the water.

$1,125,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
3 Bed, 3 Baths, 1,568 SqFt Days Listed: 61
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to the best property on the market within the exclusive Key Largo Ocean Resort community. This home offers easy functionality throughout, while maintaining a stylish contemporary design around every corner. As you enter you are welcomed by a spacious open concept layout that offers seamless contact with your family & guests. Each generous sized bedroom provides ample closet space & furnishings. Additionally, this home provides a large ground floor storage area, along with a fully constructed elevator shaft, making it Elevator ready. Located only steps away from the ocean offering you saltwater breezes & immediate access to all your watersport activities, this home offers all the amenities one would need from a Key Largo address. Community: Boat ramp, security, pool, marina ++.

$1,100,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
2 Bed, 2 Baths, 1,312 SqFt Days Listed: 63
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.

Welcome to your perfect coastal retreat! This inviting 2-bedroom, 2-bath home plus office offers the ideal blend of comfort and convenience for boating enthusiasts. Nestled on the Oceanside with no bridges to navigate, it boasts a private 15,000 lb boatlift on 80 ft concrete dock a generous 4-ft draft making it a dream for those who love the water. Relax and unwind in the screened patio, perfect for enjoying the gentle sea breeze. adventures and serene waterfront living. Dont miss the chance to make this slice of paradise your own!

$1,100,000
Plantation Key
Bay Ridge   - MM: 87.50
3 Bed, 3 Baths, 1,682 SqFt Days Listed: 152
-4.26% ($49,000) 1 Price Change : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Othe

Welcome to your charming ground-level concrete home nestled in the highly sought-after Bay Ridge subdivision in Islamorada! This property, situated on a corner lot, boasts a prime location within the coveted X flood zone. Step into this spacious abode offering 3 bedrooms, 2 bathrooms, and bonus room with a built-in bar, ideal for accommodating family gatherings and entertaining guests. The layout provides ample flexibility to tailor the space to your unique lifestyle preferences. Outside, you will enjoy the spacious corner lot offering mature landscaping and lush green lawn along with a brick-paved circular driveway. Immerse yourself in the incredible community amenities, including a beautiful marina, inviting pool, and convenient boat ramp, perfect for enjoying the lifestyle at your leisure. For outdoor enthusiasts, nearby Founders Park offers a sandy beach, olympic-size pool, boat ramp, ball fields, tennis/pickleball courts, and a dedicated dog park. Whether you choose to enjoy the property in its current state or embark on a journey of customization to fulfill your vision, the options are boundless.

$1,100,000
Marathon
Key Colony Subdivision   - MM: 53.00
3 Bed, 3 Baths, 1,275 SqFt Days Listed: 98
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift75ft.Concre

Welcome to 11300-1st Avenue Gulf. This 3 bedroom 2 bathroom single family, ground level, canal front home offers open water access to both the Gulf and the Atlantic Ocean, and a screened in, heat optional, 8x18 in ground pool. Open floor plan, master bedroom has ensuite bathroom, outdoor screened patio dining area next to pool. Conveniently located near great restaurants, post office, shopping. Call for more information and schedule a viewing of this home. Priced to sell!

$1,100,000
Key Largo
Blue Wtr Trailer Vill   - MM: 92.50
2 Bed, 2 Baths, 864 SqFt Days Listed: 86
-15.38% ($200,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.

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

$1,100,000
Marathon
Grassy Key   - MM: 58.90
3 Bed, 3 Baths, 1,509 SqFt Days Listed: 22
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

This place has it all! Open water views can be yours at this Ocean Front A-Frame in private Lions Lair of Marathon. Outdoor Amenities include a pool, dockage for boats of 25 and under, boat ramp, tiki hut, boat trailer storage, clubhouse, and a paved path out to the jetty point. The Ocean Views greet you as you walk in this well built half duplex with impact windows and doors, 3 bedrooms, 2 baths and an office loft bonus space. Large outdoor deck that is perfect for morning coffee or an evening cocktail while enjoying the view. This is one of the premiere locations in Lions Lair offering the most privacy and convenient location to the marina and amenities. Association fees are only $1500 per year and no rentals are allowed, so you do not have to worry about being surrounded by noisy vacation rentals. Truly a unique and well built home in a hard to beat location, book your showing today!

$1,100,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
4 Bed, 4 Baths, 1,344 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

In the heart of Breezeswept Beach Estates there is a fully remodeled, canal front escape just waiting to be called Home This beautifully renovated 4-bedroom, 2-bathroom canal front estate offers a harmonious blend of modern living and serene Florida Keys charm, making it the perfect retreat for outdoor and boating enthusiasts. With 90 feet of canal frontage, and a 10,000 pound boat lift, this is your fishing paradise. As you enter, you will instantly be impressed with the open floor plan and exquisite modern finishes. The vaulted ceilings add an airy feel to the spacious living area, which flows seamlessly into the freshly updated kitchen. Featuring luxurious granite countertops, new stainless steel appliances, and new cabinets, this culinary space is a chefs dream. Retreat to the lavish master suite, complete with a large walk-in closet and a spa-like master bath designed for relaxation. The additional bedrooms are generously sized, providing comfortable accommodations for family and guests. Each room is equipped with ample storage solutions, ensuring that everything has its place.Step outside to discover your own outdoor entertainment area, perfect for hosting gatherings or enjoying quiet evenings under the covered screened in patio. This home is ideally situated on a peaceful street, with waterfront access just moments away.With a new AC unit and stackable washer and dryer this property combines comfort and convenience in one of Floridas most scenic surroundings. With an impressive 9000 sq foot lot size, new brick paver driveway, and covered parking there is ample space for all of your vehicles and toys. For added protection this home has a newer metal roof that was installed in 2019. Dont miss the opportunity to make this breathtaking home your own! Call now to schedule your private showing and experience the tranquil lifestyle that awaits you!

$1,100,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 1,464 SqFt Days Listed: 82
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: DavitsConcrete

This home is located on a beautiful 75 ft wide canal and has approximately 60 ft of seawall. Triton Seas Center is located on the same canal, just putt over and fill the boat up for a day of fishing and diving. Features a newer roof (2021), impact doors and windows, A/C (2022), fenced yard and appliances. This unique home plan and location make this home a must see.

$1,100,000
Key West
La Brisa South   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 3
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Located across from Smathers Beach with breathtaking ocean views from this spacious 2-bedroom, 2-bathroom condo! Convenient covered parking and storage. La Brisa amenities include a heated swimming pool, hot tub, saunas, lighted tennis/pickleball court, car wash, BBQ area and an EV charging station. Beautiful straight open ocean view from 4th floor.Solid Condominium Association with many amenities.

$1,100,000
Summerland Key
Summerland Beach   - MM: 25.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 296
-8.33% ($100,000) 1 Price Change : Last Change 11 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: First Come Dock

Exquisite Summerland Key Oasis...Unparalleled Privacy & Ocean Views with an expansive lot of16,860 sq ft, walled and landscaped for ultimate PRIVACY. Though not directly waterfront, enjoy exclusive access to the community dock at Bergen Park a few blocks away, which is allocated only for use by these Summerland Key Owners. Step into a luminous living space, graced by soaring cathedral ceilings, channeling abundant natural light throughout, offering 3 spacious bedrooms and 2 well-appointed baths, designed for both comfort and style. For Sunrise to Sunset magical moments, an easily accessible rooftop sanctuary offers panoramic Ocean Views, perfect for relaxation or entertaining. Retreat to the Outdoor Living Room, a large covered porch overlooking the pristine in-ground pool, complemented by flourishing fruit and majestic palm trees. OR relax poolside at the perfectly shaded Lobster Trap Bar. Generous 1,680 sq ft of living space is enhanced by a large 2-car garage and additional ground-level storage, ensuring ample room for all your needs. 2021 Renovation included new impact windows and doors, hardi-siding, and roof, plus a custom T&G ceiling. Experience the epitome of coastal living in this meticulously crafted Summerland Key home, where unparalleled privacy meets spacious comfort. As the owner is currently preparing the property and organizing for the move, live showings are extremely limited until June 1st, however other showing options are available, contact your agent for details.

$1,100,000
Key Largo
Calusa Campground   - MM: 101.50
3 Bed, 3 Baths, 1,575 SqFt Days Listed: 146
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Start living the Keys life in this recently built 3 Bedroom, 2 Bathroom custom concrete Unit that is light filled with modern upgraded features & has the most spectacular Sunset Views on the Bay.Set up as a successful Short Term Vacation Rental with 2-3 night minimums & can negotiate furniture.1 hr drive from Miami & close to everything the Keys has to offer.

$1,100,000
Conch Key
Conch Key   - MM: 62.50
3 Bed, 3 Baths, 1,368 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

What an incredible retreat in this stunningly upgraded 3-beds, 2-bath fishing cottage on the iconic Conch Key, Florida. Every aspect of this home has been thoughtfully enhanced for both comfort and style. Impact windows and doors, a metal roof, while the interior shines with quartz countertops, bamboo hardwood floors, and exquisite cedar and Dade County pine accents throughout. The homes layout offers more than meets the eye, with an additional 896 square feet upstairs, providing ample space to accommodate your needs. Enjoy 50 feet of dockage on a pristine canal, perfect for large, deep-draft boats with quick access to both the Gulf and the ocean. Ideally located just north of Marathon and Duck Key. With weekly rentals allowed, this is perfect as an income-producing investment as well.

$1,100,000
Upper Matecumbe Key Islamorada
Hammock   - MM: 83.50
3 Bed, 3 Baths, 1,518 SqFt Days Listed: 268
-15.38% ($200,000) 3 Price Changes : Last Change 78 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This beautiful 4-year-old ground-level home features 3 bedrooms and 2 bathrooms. The kitchen boasts stunning all-wood cabinets, granite countertops, and stainless steel appliances. Marble tile floors extend throughout the house, creating a luxurious and cohesive feel.The home includes a large screened porch off the back two bedrooms, perfect for enjoying the surrounding tropical tree canopy. The house is well-lit with all LED lights and features ceiling fans inside and on the porches, providing comfort and energy efficiency.The bathrooms have been thoughtfully designed with backing that will allow for the installation of handicap bars, ensuring accessibility for all. The two-car garage with doors at the front and back provides easy access to the backyard. The low-maintenance landscaping is complemented by a sprinkler system, making upkeep a breeze.For those with a penchant for boating, the home is conveniently close to marinas. Additionally, it is near shopping facilities and some of the best restaurants in the Florida Keys, offering a blend of convenience and leisure.

$1,100,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,576 SqFt Days Listed: 56
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

Discover Conch Cottage, a charmingly updated 3-bedroom, 2-bathroom single-family home designed with a thoughtful split floor plan. This inviting retreat showcases bright, spacious rooms adorned with crown molding, recessed lighting, and elegant tile flooring throughout. The kitchen is a chefs delight, featuring granite and quartz countertops, stainless steel appliances, and plenty of cabinet space.Step outside to your private oasis, complete with 60 feet of dockage along a 50-foot-wide canal--perfect for boating enthusiasts with easy access to the ocean and bayside. The fenced backyard is packed with amenities, including a 312-square-foot screened patio, a tiki hut, a permitted detached gear storage/utility room, an outdoor shower, and a convenient fish cleaning station.Blending coastal charm with modern sophistication, Conch Cottage offers the ultimate in luxury and comfort. Fully furnished and turn-key, this home is ready for you to embrace the paradise lifestyle today!

$1,100,000
Big Pine Key
Palm Villa   - MM: 30.50
4 Bed, 4 Baths, 2,493 SqFt Days Listed: 978
-26.67% ($400,000) 2 Price Changes : Last Change 447 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

ONE-OF-A-KIND! Custom-built home on a large 31,250 sqft lot. Built in 2010. 4bd/3bth plus office or bonus room for a total 2493 sqft. Perfect for 2 working professionals from home or a big family. Good size bedrooms; 2 are en suite. Rooms are large. Below the house, there is a concrete slab (3,014 sqft) with covered parking or patio, and a nice large bar that can seat 15 people for entertaining. 20 KW propane generator. Large kitchen with custom concrete counter tops, custom edges, and inlays. Doorways have nice bamboo trim. Walk in pantry. 2 on-demand water heaters. Jetted tubs in two of the bathrooms. Commercial grade bamboo flooring. Surround sound system, Impact windows & doors. Back and front patio decks. Metal roof. Paver driveway. Plenty of room for a pool, vehicles, and boat. Three entrances to the five lots for additions or parking. 2 other large concrete slabs on property. County owned property across whole street. Only 3 homes on the street. Beach within 10 mins, public boat ramps, and parks. Rented, but able to break lease 30 days notice. $5000. mo. util. not included.

$1,100,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 269
-15.38% ($200,000) 2 Price Changes : Last Change 64 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip3

NOTICE TO CHC BUYERS: Coral Harbour reserves are funded to the amount required by law and passed 10 year Milestone inspection with the highest rating available. Step into luxury with this unique top-floor condo at Coral Harbour Club. The kitchen stands out with its custom design, offering modern appliances and plenty of space for culinary adventures. The master bedroom features a bespoke layout with high-end finishes, providing a serene retreat with stunning ocean views.Enjoy the convenience of partial furnishings, allowing you to easily add your personal touch to this beautiful home. The spacious living area is perfect for entertaining guests or relaxing after a day on the water. Speaking of water, the included deeded 35 slip is a rare find and a boaters dream, making this condo an ideal choice for those who love the ocean.Coral Harbour Club offers a range of amenities for residents, including a sparkling pool, a welcoming clubhouse, and private beach access. Located in a prime area, youll enjoy easy access to local shops, dining, and recreational activities, all while being steps away from the beautiful coastline.

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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