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

Total Listings 1,186
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$995,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,264 SqFt Days Listed: 195
-37.03% ($585,000) 3 Price Changes : Last Change 68 Days Ago
Single Family - Active - 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 West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 756 SqFt Days Listed: 155
-9.55% ($105,000) 1 Price Change : Last Change 17 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Uncover the possibilities of this classic Old Town Key West conch cottage! Beneath the shade of a mature mango tree, the front porch welcomes you to a 2-bedroom, 1-bath renovation project providing the ideal canvas to make it your own. With coveted gated off-street parking and an expansive backyard with space for a pool and outdoor living, this property has room to create the ultimate island retreat.Located in the highly desirable X Flood Zone and Transient License Receivership Zone, this property is just a half block from Duval Street, offering easy access to all of the amenities of Old Town. HNC-1 zoning allows this property to become a transient license receiver property (it currently does not include a transient license).

$995,000
Key West
Riviera Shores   - MM: 3.00
3 Bed, 3 Baths, 1,317 SqFt Days Listed: 136
-6.09% ($64,500) 1 Price Change : Last Change 33 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
Riviera Shores   - MM: 3.00
4 Bed, 4 Baths, 1,587 SqFt Days Listed: 101
-36.83% ($580,000) 7 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your dream retreat, nestled in one of Key Wests most sought-after neighborhoods. This meticulous 4-bedroom, 2-bath residence 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, designed to maximize both elegance and functionality. 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 envision creating your own private oasis with ample space for a stunning pool with mature landscaping already in place. The home is equipped with a whole house propane generator, ensuring uninterrupted comfort and peace of mind.Embrace the luxury of a residence where every detail is thoughtfully considered, providing you with an unparalleled Key West living experience.

$995,000
Key Largo
Blue Wtr Trailer Vill   - MM: 92.50
2 Bed, 2 Baths, 864 SqFt Days Listed: 142
-23.46% ($305,000) 4 Price Changes : Last Change 20 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.

$995,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
3 Bed, 3 Baths, 1,216 SqFt Days Listed: 10
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

La Petite Palma as it is so lovingly referred to by its owners. With its Tropical European Vibe, this gorgeous 3/1.5 Single Family is hitting the market at incredible value of $995,000. Just over 1220 interior Sq Ft. on 5100 Sq Ft. lot, Located in the Mid-town Key West Neighborhood with excellent access to Beaches, White St. Gallery District, Bayview Park & a Short Bike Ride to Duval St. Renovated with stunning updated Kitchen, large Island, gas stove and excellent appliance package. Three well appointed bedrooms and beautifully appointed bathrooms finished with ceramic tile and brass and nickel finished fixtures. Hard Wood Floors throughout with featured wood beams in the ceiling and arched doorways leading to the exterior Spacious yard that knows no boundaries. Lots of room for a pool, with quote in hand. Off Street Parking with plenty of storage for all your bikes, scooters and toys.

$992,000
Key West
Key West Golf Club Dev   - MM: 4.00
3 Bed, 3 Baths, 1,060 SqFt Days Listed: 22
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Stunning Key West Golf Club Home with Golf Course Views!Discover the perfect blend of luxury and tranquility in this beautifully updated 3-bedroom, 2.5-bathroom home, nestled within the sought-after Key West Golf Club community. Overlooking the manicured 6th fairway, this residence offers some of the most private outdoor spaces in the neighborhood, surrounded by lush professional landscaping.Inside, youll find a thoughtfully designed layout featuring luxury wood-look flooring, a bright and inviting living space, and a stylish kitchen with quartzite countertops and brand new stainless steel appliances. The fully furnished interior is move-in ready, enhanced with fresh paint and new insulation for added comfort. The primary suite boasts an ensuite bathroom and private balcony, while the second and third bedrooms share a well-appointed full bath, making this home perfect for guests or extended family. A convenient half bath on the main floor adds extra ease for everyday living.Enjoy spectacular golf course views from your private outdoor space, or take a short stroll to the quiet community pool, located just across the street. With impact-rated doors and windows, plentiful parking, and a serene setting, this home is a rare find in Key West. Dont miss out--schedule your private tour today!

$990,000
Key West
Pearlman Estates   - MM: 4.00
4 Bed, 4 Baths, 1,651 SqFt Days Listed: 16
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!

$989,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,227 SqFt Days Listed: 85
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 100ft.Concrete

Big Pine Key Treasure, old time conch built in 1940s as a fishing cabin. Now Elevated.Large private fence property with secure gate and Keypad entry. Surrounded by mature palms and native vegetation. 180 degree waterfront view of Bogie Channel.Permits for observation dock submitted and approved. Suitable for all water sports, other than deep watercraft.Dade County Pine throughout. This is a turnkey property.2 bedrooms, 1 full bath and 1 outdoor shower, open concept living room/dining room.Guest Cottage connected by catwalk has 1 bedroom 1/2 bath with outdoor shower. Pine paneling throughout

$989,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,140 SqFt Days Listed: 187
-13.17% ($150,000) 5 Price Changes : Last Change 14 Days Ago
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!

$989,000
Key Largo
Largo Sound Vill   - MM: 104.00
4 Bed, 4 Baths, 2,378 SqFt Days Listed: 236
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: 109
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
Key Largo
Rock Harbor Estates   - MM: 98.00
5 Bed, 5 Baths, 2,100 SqFt Days Listed: 47
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.

$980,000
Marathon
Little Venice   - MM: 53.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 283
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!

$979,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 3
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
Key West
Gwynn Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,513 SqFt Days Listed: 21
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!

$975,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
2 Bed, 2 Baths, 960 SqFt Days Listed: 175
-2.40% ($24,000) 1 Price Change : Last Change 30 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.

Paradise found! You will fall in love with everything this ABOVE FLOOD TURN-KEY waterfront half duplex has to offer....situated in a prime location in renowned Key Colony Beach. Steps from the GOLF clubhouse, TENNIS/pickle ball courts, trailer storage area and only a quick boat ride to the Ocean or Gulf side (via the Vaca Cut). This CBS built 2 bed/ 2 bath home comes with your very own backyard POOL oasis and well maintained 37.5 Ft. CONCRETE dock. Privacy fencing and an expensive shaded LANAI make this home the perfect place to enjoy all the ocean breezes that surround you. Other notable features include; a METAL roof, IMPACT windows and doors, HIGH cathedral ceilings with character and a modern coastal kitchen with stainless steel appliances and stone counter tops. LOW insurances and plenty of room to park multiple cars and storage area under the home. Enjoy the bike/walking paths with a quick ride to sunset park. Island is very safe and family friendly. This property is currently a vacation rental and will make a great second home/primary home or investment property. Call today, because with so many PERKS under $1M, this property will NOT last!!!

$975,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,265 SqFt Days Listed: 16
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
Key Largo
Bowens Addn Riviera Village   - MM: 105.00
4 Bed, 4 Baths, 1,759 SqFt Days Listed: 135
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: First Come Dock,Basi

A Private Sanctuary for Nature Lovers and Boating Enthusiasts on 3 Lots with 72-Hour Dockage, Boat Ramp, and Separate 1B/1B Cottage.Nestled in the serene and highly desirable Bowens Riviera Village, this exceptional property offers the perfect blend of relaxation and adventure. Set on over half an acre of natural beauty, this 4Bed, 3Bath residence features a spacious 3b/2b main house with tall ceilings, alongside a separate 1b/1b cottage.This fully fenced home includes a durable metal roof, a carport/ storage garage, providing ample space for all your outdoor gear. The property creates a peaceful and private environment, ideal for nature lovers and the backyard is a true outdoor sanctuary, with both front and back screened-in porches that offer the perfect setting to enjoy the surrounding beauty in comfort. Relax in the hot tub after a day on the water. With 72-hour dockage and ramp access just minutes away, youll have easy access to the ocean via Adams Cut. The expansive homeowners park provides breathtaking nightly sunset views, adding to the charm of this special location.This property encompasses three lots: two cleared for the main house, cottage, and carport/garage storage, while the third remains untouched. Located within walking distance to Key Largo School, grocery stores, and other local conveniences.

$975,000
Big Coppitt
Porpoise Point Sec 6   - MM: 10.00
3 Bed, 3 Baths, 1,390 SqFt Days Listed: 124
-18.75% ($225,000) 2 Price Changes : Last Change 8 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsConcrete

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

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 04-04-2025.
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