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

Total Listings 1,143
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$995,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,195 SqFt Days Listed: 64
-5.15% ($54,000) 1 Price Change : Last Change 24 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift40ft.Concre

Welcome to Blackbeard Lane on Cudjoe Key, a stunning stilted home that perfectly combines modern elegance with the charm of the Florida Keys. Built in 2012 and thoughtfully updated, this property boasts 3 bedrooms and 2 bathrooms across 1,195 sq. ft. of beautifully designed living space.The heart of the home is the expansive open-concept living area, seamlessly connecting to a chefs kitchen adorned with high-end appliances, custom cabinetry, a pot filler, and a striking Dade County Pine hood. The primary suite features an ensuite bathroom with custom finishes and generous walk-in closets, while two additional guest rooms share a stylish guest shower.Attention to detail is evident throughout, from the contemporary flooring to the Dade County Pine accents. The home is equipped with impact-resistant windows and a newer roof (2018), ensuring low insurances and peace of mind. Set on a spacious 6,000 sq. ft. lot, this property is a true boaters paradise, featuring a 40-foot seawall and a 10,000 lb boat lift, making it easy to explore nearby destinations like the American Shoal Lighthouse and Looe Key Sanctuary. Additional amenities include an outdoor shower, ample parking, and a downstairs enclosed garage for extra storage.Experience the best of Florida Keys living in this exceptional home!Property is owned by a licensed Real Estate Agent.

$995,000
Key West
Riviera Shores   - MM: 3.00
3 Bed, 3 Baths, 1,317 SqFt Days Listed: 165
-6.09% ($64,500) 1 Price Change : Last Change 69 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

POOL HOME OPPORTUNITY in Riviera Shores - experience the feeling of privacy inside the gate of this New Town property! With 1317 sq. ft. of living space, 3 bedrooms and 2 baths, this updated CBS home offers low-maintenance living and a fantastic back yard complete with concrete pool, pool-side bar and storage. Historic Old Town Key West, beaches, shopping, schools, and more are within easy reach of this central location. Updated kitchen with granite counters and stainless-steel appliances, updated baths, tile floors throughout. New metal roof in 2023, covered parking, central A/C. 24-48 hours advance notice needed for showings. Come enjoy life in Key West!

$995,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,264 SqFt Days Listed: 224
-37.03% ($585,000) 3 Price Changes : Last Change 69 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Income producing opportunity on a quiet street that is close to Duval Street, Truman Waterfront Park, Hemingway Home and the Southernmost Point! If you are looking for a single family home with a rental unit that is like no other, youve found it in this charming and eclectic, restored, Conch home The restoration brought out the best blend of history, island flavor, comfort and useful design. Move right in. Everything is up to current code with new impact-rated windows and doors, new metal roof, and re-built foundations. The 2 bedroom, 2 bath main house with extra rooms has new, wood flooring, closets in every bedroom, lofts for extra sleeping or storage and a large, eat-in kitchen with lots of cabinetry. The main house has a welcoming and covered front porch plus 2 more porches off either end of the kitchen. The detached 1 bedroom, 1 bath cottage in the rear of the property is also beautifully renovated and furnished. It is deed restricted for workforce housing. The third building is an historic structure that was once a beloved neighborhood variety store. It has also been restored and includes a half bath and studio/creative space with a beautiful cedar ceiling. Theres an outdoor shower attached to this building.Drive right in to your off-street parking spot that will double as a patio for a party. Youll find rain barrels at the downspouts of the new gutter system. Theres a mature mango tree, an egg fruit tree, a papaya plant, a hog plum tree and several banana palms. The landscaping evokes a beach feeling with rock and seashells, a hammock and of course tropical plants making it ideal for beautiful, garden gatherings.

$995,000
Key Largo
Key Largo Beach   - MM: 100.00
5 Bed, 5 Baths, 2,129 SqFt Days Listed: 202
-21.96% ($280,000) 2 Price Changes : Last Change 19 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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

$995,000
Key Largo
Singletons Add Tavernier Cove   - MM: 92.00
2 Bed, 2 Baths, 1,188 SqFt Days Listed: 114
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to 221 Tarpon Street! This lovely Upper Keys residence, located in the sought-after charming neighborhood of Historic Tavernier, offers two bedrooms and two bathrooms upstairs and a bonus room and bathroom downstairs. With the Atlantic Ocean just steps away, this well-maintained home has a sense of Florida Keys charm, durability and timeless appeal. Enjoy breathtaking ocean views from the spacious front porch, complimented with remote controlled Armor Screens, which is perfect for entertaining guests. Downstairs, a large two-door garage provides ample storage space. Outside, you will find a cozy, picket-fenced backyard that also offers a nice space for entertaining. An ocean-side community boat ramp is conveniently just steps away from your front door. This offering is centrally located between Key Largo and Islamorada and is a short commute to Miami. Dont miss the opportunity to make this adorable Keys home yours!

$995,000
Key Largo
Blue Wtr Trailer Vill   - MM: 92.50
2 Bed, 2 Baths, 864 SqFt Days Listed: 171
-23.46% ($305,000) 4 Price Changes : Last Change 51 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!NOT a manufactured home.

$990,000
Key Largo
Harbor Shores   - MM: 99.00
3 Bed, 3 Baths, 1,785 SqFt Days Listed: 51
-17.50% ($210,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Walk into this beautiful entrance way with an open porch on the front of your ground level home into an oversized dining area with lots of windows to enjoy the dancing outdoor lighting into your rooms. Follow thru the wide hallway towards the living area and breakfast bar toward your gourmet kitchen with an abundance of cabinets for any gourmet chef to appreciate. The high vaulted ceilings will grab your enthusiasm at this roomy home. Beautiful outdoor space to enjoy the tropical setting at this three-bedroom home. All of the bedrooms are large with the high ceilings accenting the beautiful tile open ness this home offers. The outdoors offers plenty for the future project of a pool and Tiki Hut for your pleasure. Front yard boasts of plenty of parking for your cars and boats.

$989,000
Key Largo
Largo Sound Vill   - MM: 104.00
4 Bed, 4 Baths, 2,378 SqFt Days Listed: 265
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Discover the perfect blend of comfort and style in this two-story pool home nestled in the popular neighborhood of Largo Sound Village. Just down the street, enjoy access to the neighborhood homeowners park and boat ramp, offering effortless enjoyment of Key Largos crystal-clear waters.The main floor features the primary suite, an updated kitchen overlooking the backyard, an additional full bathroom, and flex space currently utilized as a laundry and utility room. Upstairs, each bedroom features expansive balconies that invite you to savor the island breezes and views of the resort-style backyard. The inground concrete pool promises a refreshing retreat year-round. An impressive lanai completes the backyard with an outdoor kitchen offering endless entertaining opportunities. Lush, mature landscaping provides ample privacy. Embrace the Key Largo lifestyle with this exceptional home where outdoor living meets refined indoor comfort. Dont miss your chance to experience it all--schedule your showing today!

$985,000
Key Colony
Key Colony Beach Botel   - MM: 53.50
2 Bed, 2 Baths, 1,290 SqFt Days Listed: 138
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.Concrete

A sought-after opportunity to own a single-family home in Key Colony Beach at this price point--an excellent alternative to a half-duplex. This bungalow-style 2-bedroom, 2-bath home features vaulted ceilings throughout and a bright, updated interior. The open living area extends to a back patio with beautiful sunset views, creating the perfect spot to unwind. With 40 feet of dockage and direct ocean access, boating, fishing, and exploring the water are right at your doorstep. Weekly vacation rentals are permitted, making it a great option for personal use or investment. Located in Key Colony Beach, a sought-after enclave offering a marina, golf course, pickleball and tennis courts, bocce, playgrounds, walking and biking paths, and waterfront dining, this home delivers the best of island living at an exceptional value.

$980,000
Marathon
Little Venice   - MM: 53.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 312
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 55ft.

Updated cottage in Charming Little Venice named for its canals and quaint bridges. New impact windows and doors, new roof, A/C and freshly painted! located on a clear blue canal seconds from the Ocean, just one street away. Vacation Rental licensed for income!

$980,000
Key Largo
Rock Harbor Estates   - MM: 98.00
5 Bed, 5 Baths, 2,100 SqFt Days Listed: 76
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

INVESTMENT OPPORTUNITY!!! Oversize Corner Lot 2 Story-home offering fully-furnished five bedrooms and three full bathrooms. Three bedrooms and two baths on second floor with high ceilings, full size kitchen, family room, dining room and laundry room. All wood cabinetry with Carrara quartz counter tops and premium stainless steal appliances. All closets have wood built-ins, LED lighting, High Efficiency AC systems, tankless water heater, Spanish porcelain flooring throughout. Downstairs unit with separate entrance perfect for in-laws or rental income offering two bedrooms, full bath, kitchen and living area. Full Impact doors, windows and metal roof. Covered parking with paver driveway, large yard with mature trees that shades rear and side area to enjoy the outdoors. Optional Homeowners Park with ramp and boat parking. Long Term Tenants in place with a $7500 monthly rental income.

$979,900
Key West
Pearlman Estates   - MM: 4.00
4 Bed, 4 Baths, 1,651 SqFt Days Listed: 45
-1.02% ($10,100) 1 Price Change : Last Change 16 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This beautifully updated ranch-style CBS home offers both modern comfort and versatility. Designed with a split-bedroom layout, its perfect for a growing family, those seeking affordability, or anyone in need of a private mother-in-law or guest suite.Key renovations include: metal roof, impact windows for added security and energy efficiency, a tasteful combination of travertine and wood flooring throughout the home, upgraded appliances, stunning epoxy countertops, and instant hot water heater - all added in 2018, as well as central A/C added in 2020, and a mini-split A/C system for the left side of the home added in 2025. The homes layout is thoughtfully designed, with two bedrooms, a full bathroom, a laundry room, a living room, a kitchen, and a dining area on one side. The opposite side boasts a spacious bedroom, an additional full bathroom with a tiled shower, a washer/dryer, a kitchenette, and a bonus room that can be used as an office or extra bedroom.Step outside to enjoy the large back deck, screened-in porch, and a fenced side yard--ideal for outdoor living and entertaining. The property also features new landscaping and an irrigation system, with plenty of space to add a pool.Three off-street parking spots on this corner lot make parking a breeze.This home combines practicality and charm, making it a fantastic opportunity for any buyer. Dont miss out!

$979,000
Key West
Gwynn Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,513 SqFt Days Listed: 50
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Nestled on a charming street in the heart of Old Town Key West, 1115 Varela Street is the renovation project that you have been waiting for. This historic treasure would be a perfect project for an investor, developer or anyone looking to restore a historic Key West gem. Currently configured as a 3BD/2BA with a large outside deck and an ideal positioned detached unfinished utility shed. The lot dimensions are 21 x 111. This will allow you the ability to build a pool and create an outdoor tropical oasis. Centrally located and in an X-flood zone make this property highly desirable. Schedule your private tour today!

$979,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,140 SqFt Days Listed: 13
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp130ft.Concr

Boaters Paradise in Big Pine Key! This immaculate waterfront home boasts beautiful bayviews and 130 feet of canalfront dockage, perfect for offshore Atlantic Ocean fishing or Florida Bay adventures. Located in a prime area, youll enjoy some of the best boating experiences in the Keys, with Looe Key Coral Reef, Picnic Island, and Content Keys just minutes away. Set on a spacious corner-like lot, this property features a private boat ramp where you can launch your boat with a straight shot to the bay and beyond. Additionally, ample downstairs storage for all your fishing gear and water toys. Inside, the 3-bedroom, 2-bath home offers impact windows and doors, granite countertops, and an open-concept layout for bright, comfortable living. Step outside to a brand-new raised concrete heated pool, or relax in the screened downstairs patio, perfect for entertaining. Situated in a desirable subdivision, youll be close to local restaurants, parks, and all the natural beauty of Big Pine Key. Dont miss this exceptional waterfront opportunity!

$979,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 32
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 24ft.

Welcome to your dream waterfront retreat! This 1,120 sq. ft. 2-bedroom, 2-bath home offers million-dollar open water views, with two sets of sliders from the dining area and living room leading to a spacious screened patio--perfect for enjoying stunning sunsets.Features include: 3 split A/C units for optimal comfort Wraparound walkway for easy access around the home812 sq ft downstairs enclosure 25-ft dock just seconds from Pine Channel--ideal for boating, fishing, and exploring the Content Keys Vacant lots on both sides for ultimate privacy✅ Walking distance to a scenic waterfront community park✅ Nearby bike paths for outdoor enthusiastsLaunch your boat and head to the Atlantic, explore nearby sandbars, or enjoy world-class fishing and lobstering. This home is a rare find for those seeking the perfect mix of adventure and tranquility.Dont miss this opportunity--schedule a viewing today!

$979,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,028 SqFt Days Listed: 238
-10.59% ($116,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Discover the ultimate boaters retreat in beautiful Summerland Key! This stilted canal-front home features 3 bedrooms and 2 baths and easy access to the both the Atlantic Ocean and Gulf of Mexico After a day on the water unwind in the pool or relax under a palm tree in your hammock. The ground-level storage area is perfect for your boating gear and outdoor furniture. A commercial ice maker is ready to chill your catch of the day or beverages for your sandbar excursions.Enjoy the convenience of a Coast Guard-marked channel, providing a safe and enjoyable transit to and from your dock. The wide 60-foot canal makes maneuvering a breeze, and marine fuel is just 2 minutes away by boat--no more long trips to the fuel dock.Inside the home, youll find an open-concept design centered around the kitchen, dining room, and living area. Off the dining room is a screened-in porch, perfect for enjoying happy hour cocktails or taking in another incredible sunset in paradise.This home boasts three generously sized bedrooms and two baths along with a laundry room. Recent upgrades include a new AC system installed in 2022, a new hot water heater in summer 2024, and a new roof added in 2018. The furniture can be sold with the home, making it move-in or rental ready!The home is conveniently located near many stores, restaurants, and other conveniences. This location offers everything you need in tranquil Summerland Key. This home is truly a boaters dream!

$975,000
Rockland Key
Calle Uno   - MM: 9.00
3 Bed, 3 Baths, 1,202 SqFt Days Listed: 242
-22.00% ($275,000) 2 Price Changes : Last Change 35 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 40ft.

Welcome to 38 Calle Uno, a delightful boating canal-front property nestled in the serene surroundings of Rockland Key, Florida. This beautiful Three (3) bedroom, Two (2) bathroom home with twelve hundred two (1202) square ft. of living area and a large seventy two hundred (7200) square ft. lot offers the perfect blend of island living and modern convenience, making it an ideal retreat for those seeking tranquility and easy access to the exciting Key West lifestyle just a short drive away.Step inside to discover an open-concept living area filled with natural light, featuring vaulted ceilings and an inviting layout perfect for entertaining or relaxing. The well-appointed kitchen boasts stainless steel appliances, ample counter space, and a breakfast bar, creating a seamless flow for casual dining. The kitchen comes complete with a separate spacious laundry room/walk-in-pantry.The primary bedroom is a private enclave with an en-suite bathroom, offering a peaceful retreat after a day spent on the water. Sliding glass doors allow tons of natural light, brightening the room, and gives access to the second story balcony. The second and third guest bedrooms are equally spacious, perfect for guests or as a home office. Both bathrooms are tastefully updated with modern fixtures and finishes.Outside, the large deck overlooks the canal, providing a picturesque setting for morning coffee or evening cocktails. With 60 feet of canal frontage, this property is a boaters dream, offering quick access to the Atlantic Ocean and the Gulf of Mexico.Additional features include a covered carport, ample storage space, and a low-maintenance yard, making this home perfect for year-round living or as a vacation getaway.Dont miss your chance to own a piece of paradise on Rockland Key. Schedule a showing today and start living the Florida Keys dream!

$975,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,265 SqFt Days Listed: 45
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Fixed Bridge60ft.

Nestled in the heart of the stunning Florida Keys and perfect for anyone looking to escape the hustle and bustle of everyday life, this two-bedroom, two-bath home is a sanctuary of serenity and keys living. This property boasts an extra-large lot, providing ample space for outdoor activities, relaxation, and entertainment and there is lots of room for a pool and Tiki hut. The tropical landscaping enhances the sense of privacy and tranquility. Step inside to find interiors that perfectly blend modern convenience with island charm. The home features bamboo and tile floors, offering a cool and clean space with beautiful wood cathedral ceilings. The open floor plan makes the space feel even larger and more inviting. There is a large L-shaped dock overlooking a wide swimming canal that offers crystal-clear waters that are perfect for a refreshing dip. Whether youre an experienced swimmer or just looking to cool off, the canal provides a safe and enjoyable environment for water activities. Another benefit is the unparalleled access to the pristine waters of the Florida Keys, making it perfect for boating, swimming, and fishing. Whether you prefer a day at the beach, flats fishing in the backcountry, or the ocean, imagine stepping out of your home and onto your boat for a day of exploration and adventure. The dock is also an excellent spot for sunbathing, reading, gorgeous sunsets, or enjoying a quiet evening under the stars. Located in the heart of the Florida Keys, this property provides easy access to all the attractions and amenities the Keys and Key West offers. From world-class dining and shopping to outdoor adventures like snorkeling, diving, and fishing, there is something for everyone to enjoy. Explore the vibrant local culture with visits to nearby museums, art galleries, and historic sites. Dont miss the opportunity to experience the beauty and charm of the Keys in this exceptional home. Call for a showing today and start creating unforgettable memories.

$975,000
Marathon
Little Venice   - MM: 53.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 29
-15.88% ($184,000) 1 Price Change : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

The Gem of Little Venice -- Where Sunrise Meets the Sea and Dreams Find a Dock. 1168 6th Ave Ocean, Marathon, FL Welcome to your Cottage. Flood/Wind/FF is in the Document Section.Imagine waking up every morning to the soft sound of ocean waves and the gentle glow of the sunrise right outside your back door. This home, known as The Gem of Little Venice, gives you that feeling every single day.From your private 50-foot dock, you can fish, hop on your boat, or just sit and watch the moonlight dance on the water. Youre looking straight out at the Atlantic Ocean, with easy access to the Gulf of Mexico/America through Vaca Cut. Its the best of both worlds for anyone who loves the sea.This home was updated after Hurricane Irma. Everything -- from the plumbing to the electrical, flooring, and kitchen -- was rebuilt with permits and passed inspection by the City of Marathon. That means you can move in with peace of mind and enjoy every moment.Inside, its bright, fresh, and beautifully decorated. The kitchen has granite countertops. The sewer assessment is already paid in full -- no surprise costs. You can rent out this property min 7 days vacation rental or live here full time, use it as a relaxing getaway, or investment property. Its furnished, decorated, and ready for you.To schedule a private showing, youll need to send a pre-approval letter or proof of funds. This home has already attracted attention, Motivated Seller Must Sell.If youve been looking for something special, this could be it.

$975,000
Key West
Riviera Shores   - MM: 3.00
4 Bed, 4 Baths, 1,587 SqFt Days Listed: 130
-38.10% ($600,000) 8 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in one of Key Wests most sought-after neighborhoods, this meticulous 4-bedroom home guarantees luxury and comfort. The property features a spacious open floor plan with lots of natural light through the plantation shutters in the living room and bedrooms. A large laundry room with built in cabinetry adds additional space and convenience. This residence is an easy lock and go home with impact windows and doors, metal roof and concrete block construction. Enjoy the convenience of covered off-street parking with electric gate, and ample space for a stunning pool with mature landscaping and irrigation already in place. The home is equipped with a whole house propane generator, ensuring peace of mind.

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 05-03-2025.
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