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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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$1,285,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 864 SqFt Days Listed: 131
-3.02% ($40,000) 1 Price Change : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

COASTAL RETREAT in desirable SUMMERLAND KEY COVE situated on a prime canal! Calling all BOATERS that seek deep draft flow-through water - youll be to the Atlantic or Gulf in minutes. Slip away to your Keys retreat - move-in ready! Youll love the remodeled kitchen and baths so you can spend your time splashing in the pool or sipping a cool drink under the tiki. Completely furnished with coastal decor.Lower the 10,000 lb lift from your 60 foot dock and off you go to catch your own lobster, mahi, or crab. Ask me about the local Summerland airstrip - fly in and boat out. Its a dream come true and one of the least expensive canal front properties in the Cove. Newly fenced and lots of storage.

$1,275,000
Key Largo
Lake Surprise Properties   - MM: 106.00
3 Bed, 3 Baths, 1,248 SqFt Days Listed: 264
-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 Pine Key
Whispering Pines   - MM: 30.50
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 81
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
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 22
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits30ft.

Paradise Found: Boaters Dream & Poolside Oasis!Welcome to your slice of island paradise! This fully furnished, turn key 3-bedroom, 2-bathroom coastal retreat offers the perfect blend of luxurious living and peace of mind, designed for those who love the water, sunshine, and ultimate relaxation.Step into a spacious, open-concept layout. Flooded with natural light, thanks to hurricane impact windows and 2 sets of slider doors, ensuring safety and energy efficiency. The modern kitchen boasts stainless steel appliances, ample storage, and a layout that lends itself to entertaining on a wonderful covered porch after a day on the water.Outdoors, you will find your private sanctuary: a sparkling pool surrounded by low maintenance tropical landscaping, ideal for sunbathing or hosting gatherings. Boating enthusiasts will love the direct water access just moments away, with the 10,000 pound boat lift on a concrete seawall.This home is built to last, featuring a durable metal roof and low insurance costs, thanks to its storm-ready construction. Enjoy the convenience of extra storage space downstairs for all your gear and toys, plus access to great neighborhood amenities such as Looe Key tiki bar, Boondocks mini golf bar and grill, grocery, coffee and ice cream shops nearby. Whether its fishing, paddleboarding, or simply soaking up the serenity of island living, this home has it all.The sellers are generously leaving this home fully furnished and stocked, ensuring a seamless and stress-free move-in experience for the lucky buyer. From the carefully chosen furniture to the dishes, cookware, and every essential tucked neatly into the cabinets, everything you need to start living is already here. Simply bring your personal belongings, and youll be ready to enjoy your new home immediately!Dont miss your chance to experience the best of island living, where every day feels like a vacation. Schedule your private showing today!

$1,275,000
Key West
Sunrise Shores   - MM: 4.00
3 Bed, 3 Baths, 1,655 SqFt Days Listed: 167
-9.57% ($135,000) 3 Price Changes : Last Change 29 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Seize this opportunity to own the well 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!

$1,259,000
Key West
Riviera Shores   - MM: 3.00
3 Bed, 3 Baths, 1,290 SqFt Days Listed: 65
-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!

$1,250,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
2 Bed, 2 Baths, 1,331 SqFt Days Listed: 15
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Experience the pinnacle of luxury living in this tropical Key West sanctuary. This elegant and expansive 2-bedroom, 2-bath pool home is a private haven, secured behind a solid concrete fence. Situated on a lush 6,000 sqft lot, the property boasts resort-style landscaping enhanced with sophisticated outdoor lighting.The expansive concrete pool and covered patio provide a sublime setting for entertaining guests, savoring morning coffee, or indulging in alfresco dining. Graceful wood walkways encircle the property, leading to a covered carport featuring a stylish wood ceiling.Step inside to discover a remodeled kitchen that exudes modern sophistication, equipped with high-end stainless steel appliances, pristine white cabinetry, striking black quartz countertops, custom wood shelving, and ample storage.The bathrooms have been meticulously renovated, showcasing luxurious new marble, tile, and bespoke glass. Both bedrooms offer generous closet space and open directly to an inviting outdoor patio sitting area.Just a short distance from the beach, this distinguished home is your ultimate Key West retreat.

$1,250,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 20
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift40ft.

Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean and Gulf of Mexico, making it a dream come true for those who enjoy fishing, cruising, or simply relaxing by the water.Featuring a spacious layout with multiple outdoor living areas (540 sqft of porches), this property is designed to maximize your waterfront lifestyle.Enjoy breathtaking sunset views over the salt ponds, tranquil breezes, and the peaceful surroundings of this serene neighborhood. Whether youre looking for a weekend getaway or a year-round retreat, this is the ultimate location for enjoying all that the Florida Keys have to offer.Built to the latest building code, this home provides peace of mind with robust construction that makes insurance a breeze - the lowest rates possible.Photos of listing do not fully depict to be built home. See additional photos for plans and layout. Seller is a FL licensed real estate agent. More photos to be uploaded February 8th, 2025. Plans in documents tab.

$1,250,000
Duck Key
The Sanctuary At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,760 SqFt Days Listed: 117
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
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 44
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. Renters in the home until March 1, please give 48 hours notice to show.

$1,250,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,528 SqFt Days Listed: 250
-7.41% ($100,000) 2 Price Changes : Last Change 71 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. All insurances under 5K and is assumable. 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 private peaceful canal, you are just minutes from the back country and ocean waters. Dock Permit is ready with a $10,000.00 credit to buyer at closing. Close to Sugarloaf schools and just minutes from Key West.

$1,250,000
Key Largo
Largo Sound Park   - MM: 103.50
3 Bed, 3 Baths, 2,496 SqFt Days Listed: 155
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: 100
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
Duck Key
The Sanctuary At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,620 SqFt Days Listed: 117
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
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 1,700 SqFt Days Listed: 52
-20.63% ($325,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

OLD TOWN CONCH HOUSE on a lovely Lane tucked away but close to all of your favorite shops, cafes and Key West attractions! First time on the market in over 45 years! This historic home built by the Roberts Family is located on a quiet cul-de-sac lane in Old Town Key West. Tucked away and just off Frances St, 608 Roberts Lane (formerly known as Cates Lane as well as Darwin Court dates back to the late 1800s. This is a classic Conch home with light filled rooms, Dade County Pine, and hard wood flooring is classic Key West architecture. The main level with spacious foyer opens to the living room and separate kitchen with table space. There is main level bedroom and full bath. The second floor boasts an expansive home office, art studio, possible 3rd bedroom, or lounge space along with primary bedroom and full bath. There is ample storage space with custom built-in closets throughout the upper floor. Low maintenance yard with tropical landscape, deck area is perfect for dining el fresco or relaxing in paradise. The shed has a full size washer & dryer along with room for tools. Absolutely charming home that has been owner-occupied and never used as a rental. This lovely gem of a home hidden in Old Town near fine dining, shopping and just blocks to famous Duval Street. Dade county pine, ductless central AC, tall ceilings, and a classic front porch & yard with picket fence all make this home the perfect island residence. Desirable X Flood Zone and low assumable flood insurance $809/yr! (Tax record shows year built 1933, home is shown on older Sanborn maps Circa 1899)

$1,250,000
Key West
Elamar Estates   - MM: 3.00
4 Bed, 4 Baths, 1,608 SqFt Days Listed: 30
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Nestled on an elevated corner lot overlooking the peaceful and picturesque Lake McKillip, 2801 Fogarty Avenue offers a unique opportunity to own a home in one of Key Wests most tranquil neighborhoods. This concrete home is just steps away from the lake, which features a shallow draft boat launch, providing a rare combination of waterfront access and serene surroundings. Its the perfect spot to relax at after a long day.This 4-bedroom, 2-bathroom home is thoughtfully designed with a split floor plan that includes a private guest suite with its own exterior entrance. The spacious living room boasts a stunning redwood tongue-and-groove ceiling, while the full dining room is ideal for gatherings. Cedar-lined closets in three of the bedrooms add to the homes enduring charm. While the home is ready for its next chapter, it provides a solid foundation and endless potential to create your vision. Impact windows and doors will also convey in sale- all new, pre-purchased, and ready to be installed.The fully fenced yard is a lush tropical retreat featuring mature banana trees and plenty of space to unwind or entertain. With ample room to add a pool in the future, this outdoor space is full of possibilities. A covered patio provides the perfect spot to enjoy tranquil sunset lake views, while a covered carport offers parking for multiple vehicles and additional storage.Located in New Town, this home is far removed from the hustle and bustle of downtown Key West, yet close enough to enjoy the islands vibrant amenities. Whether youre looking for a peaceful retreat or a home to customize to your taste, 2801 Fogarty Avenue is a rare find that offers both charm and opportunity in Key West.

$1,250,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,416 SqFt Days Listed: 24
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Charming Historic Home in Old Town Key West = Renovators Dream Property!Step back in time with this 3-bedroom, 1.5-bathroom historic gem nestled in the heart of Old Town Key West. Conveniently located just minutes from the seaport and bustling downtown, this property offers the perfect combination of classic charm and prime location.Featuring traditional Key West architecture, this home is brimming with potential for restoration and customization. Original details such as hardwood floors, vintage windows, and a spacious front porch evoke the rich history of the island. While the property requires significant renovation, it provides a rare opportunity to create your dream home or a stunning vacation retreat.With three bedrooms and ample living space, this property offers the flexibility to design a layout that suits your lifestyle. The full bathroom downstairs and half bath upstairs add convenience, while the private backyard invites the creation of a tropical oasis.Whether youre an experienced renovator or a visionary ready to bring this historic home back to life, this is your chance to own a piece of Old Town Key West history.Dont miss the opportunity to restore this treasure and make it your own!Contact us today to explore the possibilities.

$1,250,000
Key Largo
Buccaneer Point   - MM: 98.00
4 Bed, 4 Baths, 2,252 SqFt Days Listed: 9
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp

This spot is an absolute dream! Imagine a home with stunning lake views, peek-a-boo bay views, and unforgettable sunsets--all wrapped into one. Enjoy the spacious second-floor screened porch, perfect for gatherings with family and friends, or retreat to the third-story screened porch off the master suite for a serene place to soak in the islands beauty in private solitude. This home strikes the perfect balance between luxury and tranquility. Located in a high-end, upscale neighborhood with a boat ramp and clubhouse, it truly checks all the boxes!Completely updated with high-end finishes, this home is a concrete hurricane fortress featuring impact windows and doors, along with a metal roof less than a year old. Offering peace of mind, it also qualifies for valuable insurance discounts.The main living area boasts an expansive open floor plan, seamlessly blending indoor and outdoor living with a large screened porch overlooking the lake--ideal for morning coffee or evening relaxation. The spacious primary bedroom includes its own screened porch, providing the ultimate private retreat for soaking in sunsets and unwinding.On the ground floor, youll find a one-car garage, a storage room, and an oversized 10,780 sq. ft. yard with a beach area perfect for launching kayaks, pedal boats, and paddleboards. This outdoor space is ideal for entertaining, relaxing, or creating your very own oasis. The large lot offers ample room for your boat and other toys.Recently remodeled, this 2002 CBS concrete home is built to last and exudes modern style. Updates include a stunning new three-story staircase, all-new flooring, fully remodeled bathrooms, a modernized kitchen, a new metal roof, a tankless water heater, an outdoor shower with hot water, kayak racks, a new garage door, and much more.Your dream home awaits--schedule a tour today and experience the magic of Buccaneer Point living!

$1,250,000
Key Largo
Largo Sound Park   - MM: 103.50
3 Bed, 3 Baths, 1,936 SqFt Days Listed: 5
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to this stunning new construction home offering modern luxury and resort-style living! With nearly 2,000 sq. ft. of beautifully designed living space, this spacious 3-bedroom, 3 1/2-bathroom home is the perfect blend of comfort and style. Each of the three bedrooms includes its own private en suite bathroom, providing ultimate convenience and privacy for family or guests. The open-concept layout features high-end finishes, a bright and airy living area, and a gourmet kitchen ideal for entertaining. The master suite is a true retreat, boasting a large walk-in closet and a luxurious en suite bathroom.Step outside to your private oasis, complete with a sparkling swimming pool - the perfect place to unwind or host family and friends. With optional membership, residents also enjoy exclusive access to a beautiful homeowners park with a sandy beach and boat ramp, offering endless opportunities for outdoor recreation and water activities.Located in a desirable community, this home provides the perfect blend of privacy and convenience. Dont miss out on this rare opportunity to own a piece of paradise. Schedule your private tour today!

$1,249,000
Key West
Pearlmans Subdivisiond   - MM: 2.00
2 Bed, 2 Baths, 1,189 SqFt Days Listed: 297
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This rare eight-foot stilted 2BR/2BA home near the beach could be your very own piece of paradise. The fully fenced private back yard and a full-sized pool make this property seem like a private resort. You will also appreciate the off-street parking space, storage area under the house and whole house generator. Its a great location for nice walks down the block to Higgs Beach, White Street Pier and the Dog Park.

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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