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Lower Keys Real Estate for Sale, Homes and Condos in the Florida Keys

Total Listings 709
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$1,299,000
Key West
New Town Unlisted   - MM: 2.00
3 Bed, 3 Baths, 1,850 SqFt Days Listed: 128
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Rare opportunity to purchase a stunning, only 7-year-old, 3 bedroom, 2 and 1/2 bath, 1,850 square foot, elevated home that is centrally located on the island. The Enclave on Riviera is a gated community that was built to the highest levels of the Florida Green building standards and includes a pool (complete with Tiki Hut!) and private access to kayaking and paddleboarding on the Riviera canal. The association is comprised of only 11 homeowners, yet the grounds are spacious as they include a protected conservation area that cannot ever be built upon. The home features an open floor plan with a gourmet kitchen, stainless steel appliances, quartz counter tops, center island and breakfast bar. There is also a large laundry room/pantry and half bath on the main living level. Upstairs you will find 2 guest rooms, guest bath, custom storage cabinets and the primary bedroom with bath ensuite, generous shower, commode room, and walk in closet. The elevated structure, impact windows and doors as well as impact Bahama shutters make for reasonable insurance costs. Most furniture is included, the air conditioning is brand new (2024) and upgrades include Toto toilets, Smart thermostat, Blink and Ring security systems, metal railings, completely screened in porches, garbage disposal (2022), and more.This home is unique in that it is away from the other homes in the community and laid out with two huge 300 square foot screened in porches that span the entire length of the home both upstairs and downstairs. Imagine yourself entertaining or unwinding as you take in the tranquil view overlooking the mangroves toward the Riviera Canal. There is also a garage and three car covered parking for all of your toys. This is stress-free living with a reasonable monthly association fee of $425 that covers the common area maintenance, security gates, landscaping, and pool service. This one really does tick all the boxes.

$1,299,000
Big Pine Key
Kyle Dyre   - MM: 28.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 30
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Enjoy your morning coffee taking in views of the Bay, and watching the boat traffic go by on your large covered deck. In the evening, enjoy a cocktail while watching the sunset. There is approximately 210 feet of concrete seawall to park your boats and water toys. This meticulously maintained home has a metal roof, impact doors and windows, newer A/C, and many updates. Low flood insurance premium. Sellers prefer afternoon showing appointments. No pets allowed in the house on showings.

$1,299,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
4 Bed, 4 Baths, 2,448 SqFt Days Listed: 143
-3.71% ($50,000) 1 Price Change : Last Change 22 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.Concrete

This stunning 4 bedroom, 3 bathroom canal front home offers the perfect blend of functionality and luxury. With 2,448 Sq. Ft. of living space this home is perfect for large familys, the property features an expansive covered balcony on both floors and a large kitchen / dining room for entertaining. The updated bathrooms and spacious master suite provide a comfortable retreat, while the exterior offers plenty of space for off-street parking and room for a pool. There is a downstairs enclosure for extra storage. Great water access to the Gulf and Atlantic. Awesome restaurants and bars within walking distance. Bring your boat and come enjoy the Florida Keys!

$1,299,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,361 SqFt Days Listed: 52
-4.42% ($60,000) 1 Price Change : Last Change 11 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Nestled in one of the Lower Keys most coveted boating communities, this meticulously renovated 3 bedroom 2 bathroom coastal retreat is more than just a home...its a gateway to endless aquatic adventures. Situated on a deep-draft, flow-through canal with direct access to both the Atlantic and Gulf, this property is a dream for fishing, diving, and island-hopping enthusiasts. The brand-new concrete dock is built for the serious boater, ensuring effortless departures for your next adventure. Step inside to find a seamless blend of modern elegance and island charm. The light-filled, open-concept living space is adorned with custom tile flooring throughout, sleek quartz countertops, and premium stainless steel appliances, creating an ambiance that is both stylish and functional. The spacious guest bedrooms offer plenty of room for family and friends, while the serene primary suite serves as a private retreat, complete with a spa-like ensuite bath. Designed for both beauty and resilience, this CBS-constructed home features impact windows and doors, giving you peace of mind during any season. Beyond your backyard paradise, Cudjoe Gardens Marina is just steps away, offering a full-service experience with a large boat ramp, fuel dock, convenience store, and the beloved Bent Prop Restaurant & Bar--perfect for enjoying a sunset cocktail after a day on the water.Whether youre seeking a full-time residence or the ultimate vacation getaway, this home delivers luxury, convenience, and some of the best boating access in the Lower Keys. Dont miss your chance to own this waterfront gem.

$1,299,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 2,392 SqFt Days Listed: 418
-25.77% ($451,000) 4 Price Changes : Last Change 42 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.

Spacious canal front home in desirable Jolly Roger Estates on Little Torch Key! No details were spared in the recent renovation transformation, resulting in impeccable design and comfort, and the result is a serene and comforting destination, perfect for family getaways or as an income generating investment property. Kitchen updates include stainless steel appliances and granite countertops, making for a wonderful culinary experience. The split floor plan allows for tranquil privacy in both lower bedrooms. The spacious loft overlooks the living area and adds versatility and extra space for family or guests. Structural features include impact doors and windows throughout, and sturdy metal roof. An 80 dock (newly renovated with swim ladder) ensures plenty of room for your boat and there are no bridges to open water, making for a quick trip to world class fishing, diving and Looe Key Reef. Relax and enjoy the clear, clean flow-through canal view from the covered porch or the tiki hut. Owner financing will be considered.

$1,299,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,260 SqFt Days Listed: 135
-3.78% ($51,000) 1 Price Change : Last Change 66 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

Beautifully renovated 3bd/2.5ba townhouse incredibly located just 1.5 blocks from Duval Street with off street parking. The first floor is dedicated to an open concept living room and kitchen with built in custom banquette for dining and extra storage. Off the kitchen you will find a covered stone patio for outdoor living or dining. The second floor features 2 bedrooms , balcony and a newly renovated full bathroom. Enjoy custom fit closets throughout to maximize storage. The 3rd floor is a private oasis dedicated to the primary suite with newly renovated full bathroom, laundry and more custom storage. You will appreciate details that create a hassle free investment including CBS construction, new metal roof, central a/c, new recessed lighting, skylights and updated windows and doors with shutters. Come take a look at this perfectly located slice of paradise.

$1,299,000
Key West
La Brisa West   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 71
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This rare transiently licensed condo is designed to embrace tropical luxury exuding natural light, open concept, practicality and privacy thus creating a serene and inviting environment for you and your guests. Located at La Brisa, a gated condo community, just steps from the beach ,the updated and stylish unit lovingly named Moondance is the unforgettable retreat you have been dreaming of. Walk into the tranquil setting as you soak in the soothing colors and views from the preferred Salt Ponds location from your own balcony or make the most of the numerous desirable amenities such as saltwater pool, sauna, spa, bbq area, tennis & pickleball court, assigned covered parking space, storage, EV charging stations, car wash area and more!Offered turnkey- whether for long-term residence or short-term rental, this condo provides flexible living and is a true income producing gem. Ideally located just a few minutes away from White Street pier and Old Town.

$1,299,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 952 SqFt Days Listed: 13
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This beautifully renovated home greets you with a charming front porch perfect for enjoying the serenity of lane living. Step inside and you will find gorgeous vaulted ceilings and an open floor plan with top of the line finishes throughout. Custom cabinetry, quartz counters and stainless appliance package finish the open concept kitchen with bar seating. New electric, plumbing, impact windows/doors, ductless a/c, dehumifiers and a new metal roof ensure peace of mind for many years. The main level has a bedroom and full bath and the 2nd level is private to the primary suite. The backyard is an open canvas for your own ideas and currently finished in composite decking and covered by a custom awning complete with electrical for overhead ceiling fans. If you are seeking a no hassle Key West retreat the house is also available turnkey furnished. Stump Lane runs from Frances to White Street and you can both drive and park on this lane.

$1,299,000
Key West
Riviera Shr Amd Plat   - MM: 3.00
5 Bed, 5 Baths, 2,005 SqFt Days Listed: 195
-16.14% ($250,000) 4 Price Changes : Last Change 6 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

This expansive 5-bedroom, 3-bathroom home is situated on a giant lot and offers a host of premium features, including a huge pool, outdoor kitchen, detached studio/office, and a mother-in-law lockout suite. With a neutral palette that exudes elegance and serenity, this home combines aesthetic charm with durable construction. Built to last, this home is protected with impact windows and doors, a sturdy metal roof, and solid concrete block construction, offering you peace of mind.The main house consists of 3 bedroom and 2 baths. Directly off the kitchen, youll find the perfect space for entertaining or relaxation--- a covered lanai with an outdoor kitchen that overlooks a luxurious sizable pool. A convenient pool shower is nearby, and a mudroom is thoughtfully positioned just off the pool, making post-swim clean-up a breeze. The mother-in-law lockout suite which includes 2 bedrooms and 1 bath offers privacy for your guests or can serve as a fantastic rental income opportunity. In addition to the mother-in-law suite is a detached studio ideal for a home office, art studio, or yoga room.The fully fenced yard is lined with lush tropical fruit trees, adding to the island charm. With off-street parking, a large garage, and ample storage space, this home is equipped to store all your toys, tools and more. Centrally located, this home provides the perfect balance--insulated from the island commotion, yet just minutes from shopping, schools, beaches, and a short bike ride to Old Town Key West. Additionally, its situated next to one of the islands rare nature preserves, giving you direct access to peaceful trails and beautiful natural surroundings. Dont miss out on this extraordinary opportunity piece of paradise which has it all.

$1,300,000
Key West
Harbour Lodge   - MM: 2.00
2 Bed, 2 Baths, 1,351 SqFt Days Listed: 832
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock26ft.

Closest living to OLD TOWN with a boat slip!! Peace and quiet and a boaters delight! This small condo complex located in the beautiful Meadows neighborhood has an ordinance against vacation rentals which ensures consistent tranquility with a virtually private pool. One of the only properties close to Old Town where you can keep your boat in the water with an assigned boat slip. With the rising cost of boat slips and marina rates, the slip can save you upwards of a $1000 per month. This third floor 2BR/2BA unit allows for panoramic views of the marina and Key West. The property has had many upgrades during this ownership including new decorative floors with a coastal feel, an upgraded bathroom, new AC, washer and dryer, and some appliances. Enjoy entering a cool car with the covered parking, a rare find in The Meadows. Large private exterior storage space is included. The views are a must see!

$1,300,000
Key West
Pearlman Heights   - MM: 4.00
5 Bed, 5 Baths, 2,016 SqFt Days Listed: 20
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. This well-maintained home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple situations. The exterior of the home is a testament to meticulous landscaping, creating a serene and inviting atmosphere. A large, detached storage unit provides additional space for a multitude of uses. The residence features a two central air conditioning systems, ensuring optimal comfort throughout the year. The home has been recently painted, adding to its fresh and well-kept appearance. The original ground level home was built in 1965; however, the second story addition was built in 1993. The home is equipped with storm rated windows and doors for your added protection Whether you are looking for a family home or a multi-family arrangement, this property at 1006 16th Terrace combines comfort, functionality and the charm of Key West living. Call today for your private showing.A Matterport virtual tour has just been added...Take a look

$1,300,000
Key West
Pearlman Heights   - MM: 4.00
5 Bed, 5 Baths, 2,016 SqFt Days Listed: 20
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. This well-maintained home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple situations. The exterior of the home is a testament to meticulous landscaping, creating a serene and inviting atmosphere. A detached storage unit provides additional space for a multitude of uses. The residence features a two-zone air conditioning system, ensuring optimal comfort throughout the year. The home has been recently painted, adding to its fresh and well-kept appearance. The original ground level home was built in 1965; however, the second story addition was built in 1993. The home is equipped with storm rated windows and doors for your added protection. Whether you are looking for a single-family home or a multi-family arrangement, this property at 1006 16th Terrace combines comfort, functionality and the charm of Key West living. Call today for your private showing.A Matterport virtual tour has just been added to be viewed

$1,300,000
Key West
Delancey Hall Condominium   - MM: 1.00
2 Bed, 2 Baths, 1,185 SqFt Days Listed: 114
-11.86% ($175,000) 2 Price Changes : Last Change 6 Days Ago
Condo - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

TIME TO MAKE AN OFFER! Motivated seller must part with this beautiful, comfortable, spacious condominium in historic Delancey Hall. Located on a premier Old Town street a few short blocks from the Key West Seaport and Duval Street (and in the X-flood zone), this condo offers the historic features youd expect from a pedigreed Key West house -- Dade County Pine, crown molding, high ceilings, shutters, wide front porch -- combined with the modern features you need, seamlessly integrated to give you the quintessential Key West experience. Whip up a tasty breakfast in the light-filled kitchen and enjoy it on your large private deck leading to your outdoor shower and the shared pool, or take an easy stroll to Harpoon Harrys or Sarabeths for a little morning pampering. With ample storage and even the option for a one-bedroom lockout, this home serves as the perfect retreat or vacation rental investment property. Its Key West living at its best -- make it yours!

$1,300,000
Key West
Lime Grove   - MM: 3.00
3 Bed, 3 Baths, 1,052 SqFt Days Listed: 164
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your dream home in the heart of Key Wests New Town! This beautiful 3-bedroom, 2-bathroom residence offers the perfect blend of comfort and convenience. Step inside to discover a spacious and inviting interior, featuring an open-concept living area. The true highlight of this property is the private backyard oasis. Imagine spending your days lounging by the pool, hosting gatherings on the expansive deck, or simply enjoying the serene surroundings. The outdoor area is perfect for both entertaining guests and unwinding in your own private paradise. Parking will never be a hassle with off-street parking available, providing convenience and peace of mind. Recently renovated with new impact doors and windows and hardiboard siding! Located in the desirable New Town neighborhood, this home is just a short distance from an array of dining and shopping options, ensuring you are never far from the vibrant lifestyle Key West has to offer. Dont miss the opportunity to own this slice of paradise. Schedule a showing today and experience the best of Key West living! Great opportunity for investors or 1031 exchange buyers. Long term renters in place. Call for details.

$1,318,800
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,109 SqFt Days Listed: 51
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in the heart of historic Key West in the X Flood Zone (no flood insurance required), this beautifully renovated conch cottage offers a perfect blend of classic charm and modern comfort. Just three blocks from Duval Street and half a block from the Truman Annex, it sits in a quiet yet walkable neighborhood close to top attractions. This flexible two- or three-bedroom home features tall ceilings, new impact windows, 3/4 inch wood flooring, and rich Dade County pine walls. The dining room flows into the well appointed kitchen, where Dade County pine counters complement high-end appliances, including a Sub-Zero refrigerator, Big Chill gas stove, and dishwasher. A rare oversized laundry and utility room provides extra space for projects or storage. Originally built between 1899 -1907, as a Henry Flagler Railroad home, this historic gem has a classic front porch where the song The Beautiful Isle of Key West by Ellen Sanchez was composed. The private backyard is filled with fruit trees--mango, avocado, and Key lime, its a butterflys haven and there is even room to add a small pool. With the Truman Water Park, Amphitheater, and Fort Zachary Taylor Beach just moments away, this is island living at its finest!

$1,345,000
Key West
Key West Golf Club Dev   - MM: 4.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 69
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover your dream home in the prestigious Sanctuary at the Key West Golf Club. This 3-bedroom, 2.5-bath single-family residence overlooks the 18th fairway with a spacious private backyard.Inside, the open-concept floor plan offers bright and airy living spaces, including a flexible downstairs bedroom--ideal as a sitting area or office. The large kitchen includes a convenient half bath, while the generous living area opens through French doors to a large covered porch and private pool--perfect for entertaining and unwinding in a serene setting.Upstairs, two bedrooms share a covered balcony and full bath, while the expansive primary suite features a private en suite bath and its own large porch. Additional highlights include off-street parking for two vehicles and a carport.Located in a gated, private community, residents enjoy access to two resort-style pools, a fitness center, and 24-hour security.Dont miss this rare opportunity--schedule your private showing today!

$1,349,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,520 SqFt Days Listed: 230
-3.30% ($46,000) 2 Price Changes : Last Change 122 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 2623 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Seller financing possible. Please note that advanced notice is required to arrange showings.

$1,349,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 191
-9.77% ($146,000) 4 Price Changes : Last Change 5 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: BasinConcrete

Dream Home Alert in Little Torch Key!365 Pirates Rd, Jolly Rogers Estates.Escape to paradise in this stunning concrete gem nestled in the highly desirable neighborhood of Jolly Rogers Estates on the serene Little Torch Key! This charming house is your canvas, ready for your personal touch and stylish furnishings.Property Highlights include,* Modern Amenities: Enjoy all stainless steel appliances, impact doors and windows, and a durable metal roof that ensures peace of mind.* Breathtaking Views: Overlook the picturesque salt ponds to the west, where you can unwind with breathtaking sunsets that paint the sky.* Relaxing Oasis: Dive into your sparkling custom pool surrounded by lush landscaping and hand-selected palms, all accented by beautiful silver travertine that wraps the pool area.* Boaters Paradise: With solid concrete docking just steps away, your boat is ready for adventure! In just 3 minutes, you can be out in open water, exploring some of the cleanest waters teaming with wildlife in the Lower Keys.*Endless Outdoor Adventures: Fish offshore, explore the tranquil flats of the Gulf chain islands, or venture out to the Gulf wrecks and towers for some great fishing. Prefer a leisurely day? Relax on a sandbar, gaze at the clouds, and let the worries of daily life drift away.After a day on the water, treat yourself to a meal at a local restaurant, showcase your fresh catch, and enjoy live music--perfect for winding down and savoring the island lifestyle.This house is more than just a home; its a lifestyle waiting for you to embrace! Dont miss your chance to own a piece of paradise in Little Torch Key. Schedule your viewing today and start your journey to coastal living!

$1,349,000
Key West
Riviera Shr Amd Plat   - MM: 3.00
3 Bed, 3 Baths, 1,512 SqFt Days Listed: 61
-15.42% ($246,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

NEW PRICE!! CANAL HOME IN KEY WEST!! Fabulous Canal Home in Key West. Spacious CBS three bedroom, two bath home in Riviera Shores. Perfect island home is private and offers plenty of indoor and outdoor living areas including bricked courtyards, verandas, and deck spaces. This home has beautiful grounds and tropical landscape for relaxing in your hammock or enjoying the canal. The primary bedroom offers dressing area, en suite bath and access to the backyard. Detached cottage with storage, laundry or would make a perfect home office. Additional highlights of this elegant home include Saltillo tile flooring, central air conditioning, covered parking, and a seawall equipped with a boat lift, making it a perfect haven for those who love the water. This canal home is a unique opportunity to embrace the quintessential Key West lifestyle.

$1,350,000
Key West
Riviera Shores   - MM: 3.00
5 Bed, 5 Baths, 1,488 SqFt Days Listed: 12
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

With five bedrooms and three bathrooms, it seems perfect for families or hosting guests. The location ensures easy access to fantastic dining, coffee shops, and shopping, along with recreational options like sports venues and schools. The emphasis on beautiful finishes and an inviting floor plan suggests a luxurious yet comfortable living space, ideal for entertaining. Plus, the proximity to the beach and downtown, complemented by lush landscaping and tropical breezes, adds to its charm.

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 04-12-2025.
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