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

Total Listings 1,016
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$1,645,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 1,421 SqFt Days Listed: 25
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled in a quiet lane in Old Town Key West, this charming 2-bedroom, 2-bathroom, low maintenance single-family Conch house is the perfect blend of historic charm and modern convenience. Located just a short stroll from the Historic Seaport, Duval Street, restaurants, and vibrant art galleries, this home offers an amazing combination of location and lifestyle. Relax on the cozy front porch, the perfect spot to watch the world go by while sipping a cocktail or just enjoying a quiet moment.Renovated to perfection in 2006, the house underwent a meticulous transformation adhering to FEMA and the Historic Architectural Review Commn. standards. This renovation earned the Historic Florida Keys Foundations highest preservation award for its seamless blend of timeless craftsmanship and modern reliability. It was restored to the same footprint it had in 1892.Inside, youll find warm Dade County Pine walls, vintage Bakelite doorknobs, and sleek Northstar appliances. Theres even a cozy dining nook, a sweet spot for sharing meals or sipping your morning coffee. The kitchen features custom cabinetry, stainless steel, marble countertops, and a design that balances function and style.Practical upgrades include a fully revamped foundation and substructure, elevation for added security (and lower Insurance), central air conditioning, new electrical and plumbing.Off-street parking is a rare perk in this sought-after neighborhood, making it easy to enjoy all that Key West has to offer. Whether youre seeking a full-time residence, a vacation getaway, or an investment opportunity, this home checks every box. Schedule your private showing today and own a piece of Key West history!

$1,625,000
Key Largo
Pirates Cove   - MM: 98.50
3 Bed, 3 Baths, 1,106 SqFt Days Listed: 29
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp100ft.Concr

Just what you have been looking for! Double Lot Canal Front Home in Pirates Cove. Enjoy over 100 feet of dockage and stunning Florida Bay views from this beautifully updated ground-level concrete home. Set on two spacious lots, the property offers the flexibility to separate the lots if desired. With 3 bedrooms, 2 bathrooms, and plenty of indoor and outdoor entertaining space, this home is perfect for boating enthusiasts and those who love sunsets. The home features a bright, open interior with natural light, a welcoming family room and open concept living, kitchen & dining. Outside, the low-maintenance, resort-style yard provides exceptional privacy and includes a tiki hut for relaxing or entertaining. Theres ample parking for an RV, boats and or multiple vehicles. Located in Pirates Cove, this home offers access to a community boat ramp, a charming beach, and a private clubhouse through a voluntary HOA. Conveniently situated near schools, top-rated local restaurants, and shopping, with quick access to the mainland, this property is ideal for vacationers or full-time residents. Dont miss the chance to own a piece of paradise in this welcoming neighborhood! Call today.

$1,625,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
3 Bed, 3 Baths, 1,170 SqFt Days Listed: 168
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your Rare 10,000+ Square Foot property - Nearly a quarter acre on the Island of Key West! Remodel the current existing home with a bonus detached garage or Build your Florida Island Dream compound. Developers this one is for you too! Excellent ultra private location. A Rare Opportunity, this exquisite property nestled in the prime location of Midtown East, spans over two lots and over 10,000 square feet of beautifully maintained and perfectly manicured grounds. Weather you envision building your dream house or renovating this iconic Arts and Crafts-style home currently existing, this property offers endless possibilities. The current home features an idyllic front porch, beautifully landscaped grounds, and mature landscaping that exudes charm and tranquility. A bonus structure on the property adds to its unique appeal, making this a rare and exceptional purchase. Dont miss this once-in-a-lifetime opportunity to own a piece of paradise in one of Key Wests most sought-after neighborhoods.

$1,620,000
Little Torch Key
Mates Beach   - MM: 28.50
3 Bed, 3 Baths, 1,707 SqFt Days Listed: 142
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat RampConcrete

Weekly Rentals Allowed! Welcome to The Seagrape house on Conch Point- 690 Barry Avenue, A unique mixed-use zoned property offering endless possibilities! Nestled on a spacious 1/3-acre lot, with 277 sq foot of seawall and features an incredibly rare boat ramp, making it a boaters paradise. A unique gem in Little Torch Key, custom-built by renowned fly fisherman Stu Apte. With captivating stories woven into every corner, this residence offers a blend of historical charm and modern comfort. Experience the allure of a home with a distinguished past and create new memories in this one-of-a-kind property. Step into timeless elegance with this stunning home featuring pristine Dade County Pine throughout. Known for its durability and rich, warm tones, this rare wood graces every room, offering a blend of historic charm and natural beauty. The craftsmanship is evident in the meticulously preserved details, creating an inviting and cozy atmosphere. Perfect for those who appreciate classic Florida architecture, this home is a true testament to quality and style. Coastal living meets tranquility. Just a 35 second boat ride to open water, this home offers the perfect balance of quick ocean access and sheltered privacy. Protected from harsh winds and salt spray, youll enjoy serene surroundings. Whether youre envisioning a waterfront home, a vacation rental, or a business venture, this property provides the versatility to bring your dreams to life. Enjoy easy access to pristine waters for boating, fishing, and exploring the stunning Lower Keys. Ideal for boating enthusiasts seeking both convenience and comfort in a prime location. The property provides the perfect blend of residential comfort and commercial potential, ideal for anyone looking to create their own slice of paradise in the Florida Keys. The expansive lot offers ample space for development, with lush surroundings that capture the true essence of island living. Estimated insurance quotes of $11,000 annual

$1,600,000
Key Largo
Stillwright Point   - MM: 105.50
4 Bed, 4 Baths, 1,116 SqFt Days Listed: 62
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.

Your Island Paradise Awaits! Fully remodeled waterfront home featuring 4-bed, 2-bath + 2 guest-baths, with an outdoor shower for your convenience when enjoying the saltwater pool. Renovated with porcelain crystal floors, impact windows, new SS appliances & new AC unit. The washer/dryer machines & ample storage space in the utility room add comfort to your life. This captivating corner lot has 2 private docs that fit up to two 24 ft boats, new electric boat-lift, RV hook-up, EV charger & expansive space to park your cars, RVs & other toys! The 45ft yacht is included. Desirable location at the entrance of Key Largo/Black Water Sound, just moments away from national parks, restaurants, entertainment, grocery stores, air & water adventures, and all the best that the FL Keys have to offer! Great income-producing opportunity through short-term rentals!

$1,600,000
Marathon
Sombrero Cc Manor   - MM: 49.50
3 Bed, 3 Baths, 2,532 SqFt Days Listed: 50
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift75ft.Concre

Canalfront Paradise in the Heart of the Keys Welcome to this canal front home in Marathon, ideally located near Sombrero Beach, the golf course, and all essential amenities, including grocery stores and dining. Perfect as a primary residence, vacation home, or income-producing property, this home offers the ultimate Keys lifestyle. Featuring a brand-new metal roof and a proven vacation rental history, this property is as practical as it is beautiful. The spacious open floor plan is perfect for entertaining, while the large screened porch invites you to relax and enjoy the tropical breeze. The primary suite boasts an ensuite bathroom, providing a private retreat, while the outdoor living space takes center stage with a sparkling pool and convenient canal access for boating enthusiasts. Imagine quick trips to open waters for fishing, snorkeling, or simply cruising. This home is truly turnkey and ready for you to make it your piece of paradise in the Florida Keys. Dont miss out on this exceptional opportunity--schedule your showing today! 880 sq. ft of living space and 1 bathroom is downstairs. The enclosed area was approved by Monroe County in June 1996 as habitable area. The area is partitioned as a storage area and Limited home office. The area has compliant openings. The enclosed area is considered Legal Non-Conforming Habitable Area. -Per City of Marathon

$1,600,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,378 SqFt Days Listed: 207
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to this turn of the century conch house. This home has been in the same family since 1913 and is now available for a new owner who can appreciate its classic architectural style and expansive yard. The wrap around porch provides a wonderful place to relax in the shade and enjoy the Old Town neighborhood. There is a large living room, separate dining room and 3 bedrooms and 2 baths. The home has high ceilings and there is an attached carport for off street parking. This home is a rare find for a buyer looking to preserve the charm of our building heritage with such a sizeable yard.

$1,600,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 2,100 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.Concrete

Nestled in the serene and sought-after community of Cudjoe Key, this stunning Glen Gray Build two-story home offers the perfect blend of comfort, luxury, and coastal living. With three spacious bedrooms and two beautifully appointed bathrooms, this home is designed for both relaxation and entertaining, featuring exceptional outdoor spaces, waterfront access, and breathtaking ocean views.Key Features:3 Bedrooms, 2 Bathrooms: The home boasts generously sized rooms, each designed with modern finishes and thoughtful details. The master suite provides a peaceful retreat, complete with scenic views and ample closet space.Glen Gray Build Construction: Known for its quality craftsmanship, this well-built home stands as a testament to durability and timeless design.Expansive Two-Story Layout: With its open concept living spaces, the home allows for seamless indoor-outdoor living. A large living room and dining area flow effortlessly into the kitchen, offering a bright and airy atmosphere, perfect for entertaining family and friends.Outdoor Living & Water Access:Private Pool: Step outside to your private oasis. The sparkling pool is surrounded by lush tropical landscaping, offering a tranquil setting to relax and unwind after a day on the water.Seawall & Boating: Located along the water, the home includes a 75ft seawall, providing easy access for boating, kayaking, or fishing. Whether youre an avid boater or simply enjoy waterfront views, this home is perfectly situated for outdoor adventures.Spacious Decks & Balconies: With multiple decks, including a large upper balcony, you can enjoy ocean views.. The decks offer ample space for dining, lounging, or simply taking in the beauty of the Florida Keys.

$1,600,000
Duck Key
Center Island   - MM: 61.00
3 Bed, 3 Baths, 2,399 SqFt Days Listed: 320
-20.00% ($400,000) 2 Price Changes : Last Change 144 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Dive into island living with brand new construction in Duck Key, Florida! Nestled between Marathon and Islamorada, this lavish island boasts some of the clearest waters in the Florida Keys. Enjoy shops, restaurants, bars, and a clubhouse just a golf cart ride away. This newly constructed home adheres to the highest codes with top-grade impact windows and doors. The property features a tropical landscape ensuring privacy for pool activities across its 8,322 sq ft.One of the few one-story homes in Duck Key, its perfectly situated outside flood zones. Enjoy 10.8 ft ceilings, 8 ft doors, a dream kitchen with chic marble countertops, updated appliances, a laundry room, and a one-car garage.Experience Floridas allure: no state income tax, an average of 230 sunny days per year, and stunning beaches. Duck Key also offers excellent public, private, and charter schools, plus a vibrant, welcoming community. Attached is a virtual tour to help you envision your new home in paradise!

$1,600,000
Upper Matecumbe Key Islamorada
Grove Park   - MM: 81.50
2 Bed, 2 Baths, 1,556 SqFt Days Listed: 13
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to one of downtown Islamoradas most exclusive properties- a spacious estate thats hitting the market for the first time in generations. This ranch-style home sits proudly on four contiguous lots in the peaceful Grove Park Subdivision, offering something thats increasingly scarce in the Keys: space to breathe. With two bedrooms and an oversized garage (50 x 26) thats perfect for an artists studio, boat and car storage plus a Workshop, and Utility buildings. Space to park your RV or Camper. This property gives you room to live and create.Step outside and youll find yourself in a tropical paradise. Fruit trees dot the landscape, and carefully planned gardens create a private sanctuary. Lounge in your Gazebo and an in-ground pool (25 x 40) beckons on those warm Florida afternoons, while the lush landscaping ensures your privacy from the world beyond.Location? It doesnt get better than this. Take a short stroll and youre in the vibrant heart of Islamorada. Wander through Artists Alley, browse local shops, or treat yourself to dinner at some of the Keys finest restaurants - all just minutes from your front door.This property isnt just a home - its a blank canvas of possibilities in paradise. And with properties like this becoming increasingly rare in the Keys, it wont be available for long.

$1,600,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,324 SqFt Days Listed: 305
-2.44% ($40,000) 1 Price Change : Last Change 144 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 317 Virgina Street, located in the heart of Old Town Key West. A few short blocks from the world-famous Duval Street and the Southernmost Point. This two-story home was constructed in 2021 above flood elevation with elegance and grace. Every detail was carefully planned from the 2-car driveway to the concrete pool. Each of the 3 bedrooms are spacious and inviting with lots of natural lighting. The 3.5 bathrooms are gorgeous statically positioned for convenience. The half bath offers additional entry from the exterior ideal for when enjoying outdoors. Front and rear covered patios allow you to enjoy the outdoor living experience of Key West at its best. Living is made easy at this residence with impact doors/windows, new metal roof, low maintenance yard and composite decking. Property is equipped with parking for two full sized vehicles with an electric vehicle (EV) charging station. Solid wood Cabinets, Quartz counter tops and professional Viking kitchen appliances create a top-of-the-line kitchen. Each floor level of the home is controlled by their own AC units and on demand tankless hot water heaters. Top of the line washer and dryer are located on each floor. The 1,324 square feet of living space is of exceptional craftsmanship. This home is a must see, you will not be disappointed.

$1,599,000
Key West
Key West Golf Club Dev   - MM: 4.00
4 Bed, 4 Baths, 1,600 SqFt Days Listed: 288
-15.80% ($300,000) 4 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Motivated Seller, priced to sell. Come take a look at this beautiful home located in the Sanctuary at the coveted gate community of Key West Golf Club. This unique property with views of the 17th fairway boasts with an oversized lot with a private pool, with new equipment and has been recently resurfaced. The pool and side yard are surrounded by an enormous deck offering ample outdoor space for relaxing or entertaining complete with sunshades. Lush tropical landscaping makes you feel that you are in an oasis while offering plenty of privacy. Upon entering you will see this home is ready to move in complete with furnishings. The upgrades are plentiful, complete with new luxury vinyl flooring, quartz countertops, fresh painting complete, stainless steel appliances and more. Screened porches off the living room and master bedroom offer additional outdoor living space with views of the lake and the golf course. 3 bedrooms are located upstairs, and a bonus room/den or office on the first floor. Convenient half bath downstairs leads to a private outdoor shower. Off street parking for two vehicles, one covered, additional parking spot prefect for golf cart, moped, bicycles. The community offers 24 hour manned gate, additional gates at the entry to the Sanctuary, two community pools and gym for residents. Security system in place for your convenience. Come and take a look at this home you wont want to miss this one.

$1,599,000
Key West
Key West Golf Club Dev   - MM: 4.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 56
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

MOTIVATED SELLERS Turn-key home with a history of rentals. Beautifully maintained, fully furnished Golf Club home overlooking the 17th hole in the Sanctuary. This lot is one of the largest in the development and is approved by the HOA to build your dream pool! Upgrades include new flooring upstairs, a new cooktop stove, a new kitchen sink, new light fixtures, and freshly painted exterior within the past 3 years. The home features a private carport for two vehicles and a detached storage shed. It is currently being used as a vacation rental and will be sold fully equipped to continue rentals. The Key West Golf Club community features two gorgeous pools surrounded by lush tropical landscaping, a gym at the clubhouse, and on-site security and managers.

$1,599,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 1,155 SqFt Days Listed: 311
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Presenting an established 2-bedroom, 2-bathroom vacation rental nestled along a serene canal in Key Colony Beach, offering effortless ocean access. Meticulously renovated to provide you or your guests with an unforgettable experience, this property exudes tropical charm.The main level features an updated kitchen and living area, complemented by a primary suite with full bath, and a convenient laundry area with additional full bath,. Ascend to the second floor to find an open loft area with another bedroom, perfect for accommodating additional guests.Outside, the patio beckons for leisurely backyard BBQs after a rewarding day of fishing. The 50 dock offers ample space for guests to bring their own boat, and includes a tackle room with an extra refrigerator, ensuring their gear and bait are safely secured for easy loading.This property boasts all new impact windows, a new a/c unit, and underwent a complete interior renovation in 2019. Additionally, all wood dock planks have been replaced, ensuring a seamless blend of comfort and style in this tropical oasis.

$1,599,000
Key Largo
Twin Lakes   - MM: 103.00
4 Bed, 4 Baths, 1,646 SqFt Days Listed: 30
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Paradise found in this waterfront concrete home with an excellent Key Largo location! Located just a few homes in from the open bay, and very close to the Adams Cut Waterway, allowing fast ocean and bay access. Upstairs is a wide open concept floor plan, sit up bar, kitchen with pantry, vaulted tongue and groove ceilings, tiled floors, 3 bedrooms and 2 bathrooms, and an expansive screen porch. Downstairs is a large covered entertainment area with barbeque, commercial ice machine, bar and seating area, a full garage and a 1 bedroom 1 bath apartment with separate entry. The large dock has 75 feet on the water, a new 17,000 pound boat lift, a hot tub spa, and room for a generous sized pool. The deep water canal is 60 feet wide. Adams drive is being renewed and repaved to raise the street and work is well under way! Completion should be early in the year. 1 hour to Miami International airport and yet a tropical world away!

$1,599,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 1,344 SqFt Days Listed: 214
-5.89% ($100,000) 1 Price Change : Last Change 105 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Fantastic Old Town home located in the historic neighborhood of Bahama Village. Enjoy this downtown location in a worry free home built in 2019 boasting modern building codes, above flood & impact doors and windows. This home ticks many boxes with a heated pool, off Street parking for 2, 3 covered porches, luxurious finishes and furnishings included. The downstairs boasts an open concept floor plan overlooking a covered porch and an oasis of tropical vegetation surrounding the pool with waterfall. The upstairs is private to a sprawling primary suite with gorgeous vaulted ceilings, covered balcony, spa style bathroom and generous walk in closet. Come see this tropical sanctuary awaiting someone seeking a peaceful, worry and hassle free Key West retreat!

$1,599,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,127 SqFt Days Listed: 42
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp54ft.

Breathtaking Open Water Home in Cudjoe Key Welcome to paradise! This stunning 2-bedroom, 2-bath home offers magnificent open water views and the ultimate Florida Keys lifestyle.Main Floor: Spanning 784 sq. ft., the first floor features an open-concept kitchen, living room, and dining area, all bathed in natural light. A full bath completes this level, providing convenience and comfort.Second Floor Master Suite: Retreat to your private sanctuary--a 343 sq. ft. master suite with panoramic water views to greet you every morning.Outdoor Living: Enjoy a full wrap-around porch, offering ample space to unwind and take in the stunning open water views and the refreshing ocean breeze. This expansive porch is ideal for outdoor living, whether relaxing or entertaining.Prime Location: Located in a highly sought-after area with easy access to open water, plus a boat ramp for added convenience+50AMP RV Service w/ room to park a class A motor home on side.This home is perfect for those who love boating, fishing, or simply savoring the beauty of the Keys. Dont miss your opportunity to own this waterfront gem!Comes with 6 exterior security cameras with room to add 10 more

$1,598,000
Marathon
Venice   - MM: 52.00
3 Bed, 3 Baths, 1,546 SqFt Days Listed: 194
-6.00% ($102,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.Cut/Na

Discover your own piece of paradise with this luxurious 3 bedroom, 2 bath waterfront home in Marathon! Completely renovated and turn-key ready, this property is currently a successful weekly vacation rental with bookings in place into 2025, making it an ideal investment opportunity.Step inside to find modern coastal furnishings, an open-concept layout, and a new kitchen with custom cabinets, granite counters, and stainless-steel appliances. The home features impact windows and doors, ample storage, and parking for cars and boat trailers. Outside, the custom-tiled backyard boasts a pool, Tiki Hut lounge, and an outdoor stainless-steel kitchen equipped with a gas grill, griddle, oven, sink, and cooler. Enjoy the landscaped surroundings and relax in the temperature-controlled pool and custom paver patio after a day on the water. Boaters will appreciate the 60ft dockage, deep water canal, quick access to both the Gulf and the Ocean, and a convenient boat lift. The property also includes a covered fish cleaning station with power, water, and light, as well as an ice maker and freezer for storing your catch.Located in a family-friendly neighborhood in the heart of Marathon, this home not only offers high-end coastal features and turn-key condition but also serves as an excellent second home or permanent residence. Owner/Agent. Dont miss out on this opportunity--schedule your showing today!

$1,595,000
Key West
Island City Subdivision   - MM: 2.00
3 Bed, 3 Baths, 1,428 SqFt Days Listed: 358
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Historic diamond in the rough. Bring your vision and offers! Great location in old town across from Bayview Park. Legal duplex but can easily be used as a single-family residence. 2/1 downstairs and 1/1 upstairs. Separate water and electric meters. Nice size yard with room for a pool. Off street parking and in the X flood zone too.

$1,595,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 1,377 SqFt Days Listed: 726
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This is a classic Conch cottage located on a quiet Old Town lane. Beautiful Dade County pine throughout from walls and ceilings to hardwood floors. Updated open kitchen with quartz countertops and stainless steel appliances. French doors open to the landscaped backyard with saltwater pool, deck, outdoor shower and privacy fence. This home is just a short walk or bike ride to all of Key Wests best restaurants, galleries & shops.

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 01-06-2025.
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