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

Total Listings 686
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$869,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 325
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Two Car Garage, Impact Windows, Low Insurances. Welcome to paradise in the serene Eden Pines neighborhood of Big Pine Key, FL. Presenting 29207 Cypress Dr, a charming waterfront retreat offering the epitome of Florida Keys living.This home boasts 3 bedrooms and 2 bathrooms, providing ample space for comfortable living. The open floor plan seamlessly connects the living, dining, and kitchen areas, ideal for both relaxing evenings and entertaining guests.Venture outside to your own private oasis, where a spacious screened in deck overlooks the tranquil canal. Spend your days lounging or fishing off the seawall or exploring the nearby mangroves by kayak. With direct access to the Ocean or the Golf this property is a boaters dream come true.Conveniently located just minutes from shops, restaurants, and attractions, yet nestled in a quiet and peaceful neighborhood, this home truly offers the best of both worlds.Dont miss out on the chance to own a slice of paradise in the Florida Keys. Schedule your private tour today.

$870,000
Key West
Shipyard Ph 2   - MM: 1.00
2 Bed, 2 Baths, 604 SqFt Days Listed: 31
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Tropical Paradise Living in the Heart of Old Town, Key West.Discover your dream retreat with this beautifully updated 2-bedroom, 1-bath condo, perfectly situated in the exclusive Truman Annex. Just 2 short blocks from Duval Street.Step inside to a renovated kitchen featuring stunning marble countertops, stainless steel appliances & elegant wood cabinets--perfect for entertaining or enjoying quiet evenings at home. The home has also been upgraded with impact windows and doors and new flooring throughout. The bright & airy living spaces flow seamlessly into your private backyard, an ideal spot for morning coffee or evening cocktails. A large, shared pool is conveniently located just steps from your backyard. The property includes an assigned parking space.Come and enjoy the wonderful lifestyle that Key West offers! Walking distance to Duval Street, Fort Zachary Taylor (Beach), the newly built Coffee Butler amphitheater, and Truman Waterfront Park. Wonderful Farmers markets occur weekly, as well as seasonal events. A special Truman Annex Transient license with restrictions will convey with the sale. Home is listed fully furnished.Whether youre looking for a vacation home, rental property, or year-round residence, this is a chance to own a perfect condo in a great location. Schedule your private showing today & start living the island dream!

$875,000
Key West
Old Town Unlisted   - MM: 0.00
2 Bed, 2 Baths, 557 SqFt Days Listed: 151
-7.80% ($74,000) 3 Price Changes : Last Change 48 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

ACCEPTING BACKUP OFFERS!! Welcome to your dream getaway! This enchanting conch cottage is just two blocks from Duval Street, featuring a delightful pool house that enhances its charm and a desirable off street parking space. A Slice of Paradise featuring High ceilings with exposed beams and trapezoid transom windows create an airy, open atmosphere. Modern Upgrades include a beautifully updated kitchen and baths, complete with stainless steel appliances, including a gas stove, composite counters, and stylish cabinetry.A cozy loft area serves as extra sleeping space for kids or guests and offers incredible climate-controlled storage.Outdoor Oasis**: The fabulous outdoor space under canvas extends your living area and is prepped for an outdoor TV, perfect for entertaining. Gorgeous Shared Pool with a stunning pool adorned with distinctive mosaic tiles that reflect the colors of the sand and sea. The pool house includes a full-size futon, half bath, and a private outdoor shower ideal for guests who appreciate their own space. A rear shed and brick pavers provide extra storage options alongside the house.Square footage does not include loft (Approx 120sf) and detached Pool House (Approx. 80sf) Low monthly HOA fees, an X-zone flood designation, and insurance mitigations like hurricane-rated storm shutters make this a smart choice for Old Town living. Located just steps from the iconic Hemingway House, Blue Heaven, and Truman Annex, this cottage offers the perfect blend of comfort and convenience. Dont miss out on this exceptional opportunity!

$875,000
Key West
Key West Golf Club Dev   - MM: 4.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 285
-5.41% ($50,000) 3 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Experience the serene luxury of this exquisite multilevel spa home, perfectly nestled within the prestigious Sanctuary at Key West Golf Course. This stunning 2 bedroom, 2.5 bathroom residence is a showcase of elegance and comfort. As you step inside, you are greeted by an open floor plan that seamlessly connects the living room, dining area, and kitchen, creating an inviting atmosphere for entertaining and relaxation. The living room features elegant French doors that lead to a private patio, an idyllic spot for enjoying your morning coffee while the soothing sounds of the spa pool enhance your tranquility.Each of the two upstairs bedrooms boasts its own en-suite bathroom, offering privacy and convenience for residents and guests alike. The homes tasteful decoration underscores a sense of sophistication throughout, making it a ready-to-move-in haven.Additional perks include one covered parking space, and access to the communitys shared lagoon pool--a perfect complement to the leisurely lifestyle that the Key West Golf Course community offers. This sanctuary home isnt just a place to live--its a lifestyle investment. Dont miss the opportunity to own this piece of paradise.

$875,000
Key West
Old Town Unlisted   - MM: 1.00
1 Bed, 1 Baths, 740 SqFt Days Listed: 94
-2.67% ($24,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

MOTIVATED SELLERS A must see this desirable beautiful bright condo located in the heart of historic Old Town area. This charming 1 bedroom 1 bath home offers high ceilings, with open spacious floor plan. The perfect spot within walking distance of great restaurants and a few blocks to the Historic Seaport and the famous Duval Street. SORRY NO PETS ALLOWED!

$875,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 664 SqFt Days Listed: 111
-2.78% ($25,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Sit back, relax, and enjoy the tranquility of this adorable condo! The beautiful and cozy interior features a modern kitchen with new cabinetry, stainless steel appliances, quartz countertops, and a tile backsplash. The cathedral ceilings in the kitchen/living area add a spacious vibe to your tropical setting. Two bedrooms, a newly renovated bathroom, and a private back deck with gated access to the community pool complete your piece of paradise! The great central location of this 5-unit condo complex in Old Town provides both easy access to all of Key Wests activities, plus privacy to enjoy quiet moments. The unit shares only one wall with another unit, and it also includes a coveted off-street parking spot. This condo is being sold turnkey, including all furniture, decor, linens, kitchenware, and 2 bicycles.

$875,000
Big Pine Key
Wickfield Acres   - MM: 30.50
3 Bed, 3 Baths, 1,724 SqFt Days Listed: 117
-6.42% ($60,000) 2 Price Changes : Last Change 52 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Sellers have an assumable VA loan with a 2.5% interest rate! Buyers must qualify. Only the remaining balance of approximately $390k can be assumed by qualified Buyer. A rare opportunity to own a fully cleared and partially fenced ACRE giving you your own private paradise on Big Pine Key! This exquisite Bahamian-style home exudes charm and elegance. As you approach, youll be captivated by the expansive wrap-around deck, ideal for soaking in the stunning views and enjoying warm tropical evenings. Step inside and be greeted by an inviting and spacious interior that boasts over 1,700 square feet of living space. This well-designed layout features three comfortable bedrooms, two bathrooms, and two small office areas, making it perfect for both relaxation and productivity. The heart of this home is a beautifully remodeled kitchen with modern amenities, perfect for preparing meals and entertaining loved ones. Recent upgrades include a metal roof installed in 2018 and a brand-new AC system from 2022, ensuring comfort year-round. The outdoor space is awesome, featuring a concrete pool that has just been refinished, creating an inviting spot for refreshing swims on sunny days. The expansive cabana adjacent to the pool deck provides a fantastic area to relax, entertain, or enjoy poolside gatherings. Additionally, this property boast an RV hookup, offering the perfect solution for accommodating guests. Conveniently located just minutes from Big Pine Park, this property is also approximately 30 minutes from Marathon and 40 minutes from Key West. Zoned for transient rental (Buyer to verify), this property presents an incredible investment opportunity in a highly sought-after location.

$875,000
Key West
La Brisa North   - MM: 2.00
3 Bed, 3 Baths, 1,386 SqFt Days Listed: 60
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This spacious 3-bedroom, 2-bath condo at La Brisa offers breathtaking views of the serene salt ponds, providing a tranquil retreat while still offering convenient access to both Old Town and New Town Key West.Step into resort-style living with amenities that cater to relaxation and recreation. Take a dip in the sparkling pool, unwind in the spa and sauna, or enjoy a friendly match on the tennis court. The beautifully landscaped grounds create a peaceful environment, perfect for evening strolls or morning coffee outdoors. La Brisa also offers a range of thoughtful conveniences, including a car wash station, designated pet area, EV charging stations, a grill area for entertaining, covered parking, and private storage. With oceanfront living at your fingertips, La Brisa presents the ideal blend of comfort, community, and coastal charm. This is more than just a home--its your Key West sanctuary.

$875,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 864 SqFt Days Listed: 79
-7.80% ($74,000) 3 Price Changes : Last Change 8 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 35ft.Concrete

Dream Island Living Awaits!Discover this move-in ready, fully furnished 2 bed/2bath canal front home in the secure gated community of Venture Out in CUDJOE KEY. This beautifully appointed property features a 35 ft concrete seawall, perfect for boaters and water enthusiasts, offering stunning open water views that create a serene backdrop for your island lifestyle. Enjoy ample downstairs space, ideal for entertaining family and friends in a laid-back atmosphere. Take advantage of the exceptional amenities within the community, including a heated oceanfront swimming pool, spa, pickleball and tennis courts - perfect for fun and relaxation. Convenience is key with a boat ramp located next to the on-site store and marina, which also includes a fuel station.Nightly rentals allowed.Dont miss out on this incredible opportunity to embrace the best of Florida Keys living! Call me today to schedule a showing.

$875,000
Big Pine Key
Port Pine Heights   - MM: 30.50
2 Bed, 2 Baths, 1,042 SqFt Days Listed: 126
-1.69% ($15,000) 1 Price Change : Last Change 30 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: 50ft.

For Sale: Beautifully Renovated Single-Family Home in the Florida KeysThis stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a 2018 roof and a brand-new AC installed in 2024. Rentals are permitted, making it a great investment opportunity. For a full-price offer, the home comes fully furnished, including all pool tables. Dont miss out on this dream home in the Keys! Seller offering $10,000.00 towards buyer closing costs.

$890,000
Key West
Key West Golf Club Dev   - MM: 4.00
2 Bed, 2 Baths, 975 SqFt Days Listed: 126
-3.78% ($35,000) 1 Price Change : Last Change 75 Days Ago
Townhouse - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Luxury awaits at this exquisite corner 2-story townhouse in Key West Golf Club, featuring a spacious 2563 SF lot with a private pool and jetted hot tub. Enjoy open living spaces, a chefs kitchen with top-notch appliances, and granite countertops. Retreat to two beautifully appointed bedrooms with private remodeled bathrooms. Hurricane-proof windows ensure security. Relax on the screened porch or in the pool while soaking in the scenic golf club views. Located just 10 minutes from downtown Key West, with club amenities like a family pool, adult-only pool, and a gym. A perfect blend of comfort and elegance in a prime Key West location.

$890,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.10
3 Bed, 3 Baths, 1,922 SqFt Days Listed: 54
-6.32% ($59,995) 2 Price Changes : Last Change 13 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your dream home in the heart of Newtown, Key West! This carefully maintained 3-bedroom, 3-bathroom property offers the perfect blend of tropical charm and modern convenience. A flexible living space is included with a mother-in-law lockout with separate entrance, a full kitchen, living room/dining combo and a full bath. Off street parking and a garage for storage. The counter tops are a combination of quartz and travertine. The furnishings are negotiable

$895,000
Key West
Key West Golf Club Dev   - MM: 4.00
4 Bed, 4 Baths, 1,320 SqFt Days Listed: 306
-8.67% ($85,000) 2 Price Changes : Last Change 13 Days Ago
Townhouse - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

CONSIDERABLE PRICE IMPROVEMENT! Only a HANDFUL of 4/3 COTTAGE-TOWNHOMES constructed @ KWGC! This is your opportunity to seize the moment! Prime location, quiet 1-way lane, long, private, picturesque boardwalk entry to your front door! Nestled amongst lush tropical foliage in front/rear yards. The walkway to enter the gorgious pool is just across the street. ORIGINAL OWNER, enjoyed this lovely home as a vacation retreat, w/only 3-4 separate weeks/yr. Never utilized as a rental! Equivalent to 1.5 yrs. of fabulous enjoyment! Lovingly maintained. ALL IMPACT DOORS, SLIDERS, WINDOWS, quiet as can be & energy efficient. The lower level of the home offers a 4th bdrm./den w/full bathrm., shower, upgraded quartz vanity top, accessed from the hallway. Kitchen has been remodeled, lovely quartz countertops, Subway tiled brick backsplash, upgraded GE stainless range/oven, stainless GE dishwasher, Frigidaire Gallery microwave, Kenmore Elite French door refrig./freezer...all only about 3-yrs. old w/extremely low use! Newer cottage design has deeper kitchen/taller ceilings compared to original model. There are IMPACT French doors off dining rm. /liv. rm., leads to a glorious sidewrap open veranda. The expansive impact sliding glass doors allow the outside world in from the extended open rear veranda, nestled in golf course greenery along the #2 fairway/sandtrap. There is attractive brick rear yard area, side yard, wrapping to the front yard. Front walkway/steps & rear steps are new composite Trex. The primary suite, gracious in size, accommodates king-size bed, lovely vaulted ceiling, 2 sets of double windows (impact) and en-suite primary bathrm., ceramic tiled shower/double vanity sinks. Guest bathrm. services the 2 front guest bdrms., French doors lead to a sweet veranda overlooking streetscape. Only about 20 nights guest stay upstairs/1 wk. downstairs, like new! Truly Nolen termite protection warranty. KWGC offers wonderful amenities/ Security/2 pools/more!

$895,000
Key West
La Brisa West   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 67
-2.72% ($25,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to the serene West building of La Brisa, a tropical oasis located directly across the street from Smathers Beach and Sunset Watersports. Nestled amidst lush surroundings, this beachside condo offers resort-style amenities and coastal living at its finest.This beautifully updated, first-floor unit is perched above flood level and offers easy access via stairs or elevator. With its own dedicated parking spot conveniently located nearby, getting in and out is a breeze. The kitchen features custom Hanson & Bringle cabinets, induction cooktop, and modern appliances, making it both stylish and functional. The 2022 AC ensures comfort year-round, while custom-built cabinetry in the guest room, primary ensuite bathroom, and master closet provides exceptional storage and organization.The primary bedroom is a tranquil retreat, boasting elegant bamboo flooring and Bahama shutter window treatments. Sliding glass doors from both the living area and the primary bedroom lead to a private covered balcony. From here, enjoy stunning views of the serene salt ponds and the vibrant tropical wildlife that call this sanctuary home.Move-in ready, this turn-key unit comes fully furnished in coastal style, complete with dishes and linens--just bring your flip-flops and start living the island life. A covered parking spot and individual storage room add to the convenience of this charming condo.The resort-like amenities are unparalleled, including a sparkling, salt water heated pool, hot tub, saunas in mens and womens locker rooms, poolside tiki huts, pickleball and tennis courts, dog-walking areas, car charging stations, car washing station and a grilling area with picnic tables.Located within walking distance of White Street Pier, the world-famous Sandys Cafe, and a host of local hot spots, this property places you in the heart of Key Wests vibrant beachside community. Dont miss your chance to experience the ultimate in tropical living at La Brisa Beachside Condo.

$898,000
Big Pine Key
Palm Villa   - MM: 30.50
3 Bed, 3 Baths, 1,513 SqFt Days Listed: 151
-2.39% ($22,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Experience the charm of this beautifully renovated split-level home, designed with privacy and elegance in mind. The elevated master suite ensures a peaceful retreat, while additional spaces offer the versatile of an office or separate family room perfect for relaxation or entertaining. Step through the bedroom doors onto a spacious deck, where you can enjoy views of the meticulously landscaped backyard and expansive pool. Nestled on a generous double lot, this property features wonderfully lush greenery, providing seclusion in the tranquil setting of Big Pine Key. Every detail has been thoughtfully considered, from the stylish Plantation shutters and open-concept living area to the new metal roof and AC system. This home truly offers everything you could wish for. Schedule your showing today and experience all the beauty this home has to offer!

$899,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 936 SqFt Days Listed: 104
-30.79% ($400,000) 2 Price Changes : Last Change 1 Day Ago
Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This charming Old Town property offers the perfect blend of historic character and future potential just steps from world-famous Duval Street. Rich with the classic charm of Old Key West, this property is a blank canvas waiting for your personal touch. The permitted main home features two spacious bedrooms, a bonus den that can easily function as an additional bedroom or office, a full bathroom, and living and kitchen areas. A private courtyard leads to a non-conforming 2nd building which includes a kitchenette, living area, two additional bedrooms and 2 bathrooms which possibly could be converted to legal living quarters which would have to be applied for through the City of Key West and which additional fees would have to be paid. A covered carport provides shaded parking for one vehicle, with additional street parking available. Located just a short walk from iconic Duval Street, the Ernest Hemingway House, the historic Key West Lighthouse, Truman Waterfront Park, and the tranquil shores of Fort Zachary Taylor State Park, this Old Town retreat offers an unparalleled Key West lifestyle nestled in a prime location. Just a short stroll to world-renowned dining, vibrant nightlife, picturesque parks and the historic seaport with endless dining, entertainment, and cultural attractions nearby, this property is the perfect blend of convenience and charm.

$899,000
Key West
Key West By The Sea   - MM: 3.00
3 Bed, 3 Baths, 1,221 SqFt Days Listed: 108
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Step into this iconically Key West condo with a cozy, comfortable, right-at-home feeling! Lovely hues of blues & greens highlight the tropical vibe this condo emits!Beautifully renovated with white bright built-ins that compliment the bright colors that make this the ULTIMATE in Key West Living!Pack your bag and move right in, toes in the sand and margarita in hand....you are home!

$899,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 105
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Discover the ultimate fusion of luxury and part time usage with this transient-licensed, 2-bedroom, 2.5-bath condo in Key West. Perfectly suited for vacation rentals, it offers the flexibility of a personal coastal retreat and a robust source of passive income. Fully furnished with sleek, modern decor, high-end appliances, and refined details throughout, this turnkey property is ready to impress guests and owners alike from day one. Situated in the entrance to Key West, the condo provides easy access to a lively array of shops, restaurants, entertainment, and the beautiful waterfront and beaches just moments away. Designed for seamless rental management, this property maximizes returns with minimal effort, making it ideal for buyers seeking consistent income or anyone desiring an elegant island escape. Two onsite restaurants as well as a small marina where slips can be rented while you are in town. The beauty of this particular unit is that is is setup with 1BR/1BA as a lockout unit so you can rent one side for the other while still being able to use your vacation home yourself. Embrace the best of Key West living--your island getaway awaits!

$899,000
Big Pine Key
Punta Brisa   - MM: 31.00
3 Bed, 3 Baths, 1,549 SqFt Days Listed: 123
-2.28% ($21,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.

Discover Key West Charm in this Canal Front Gem! Welcome to this stunning 3-bedroom, 2-bathroom home, perfectly situated on a serene canal. This property embodies the essence of Florida living with its inviting features and picturesque surroundings.Charming Interior: Step into a spacious living area with wood beams and Chicago brick flooring, seamlessly connecting the sitting room and family room for a warm, open feel.Gourmet Kitchen: Enjoy cooking in a stylish kitchen featuring elegant granite counters and a charming bay window that offers beautiful views down the canal.Outdoor Oasis: Glass sliders lead you to an expansive outdoor patio, complete with an outdoor cook station, misting system and landscape lighting perfect for entertaining and enjoying the tropical breeze. Beautiful fenced in gardens filled with a variety of native plants and flowers and a charming brick walkway.Fishing Enthusiasts Dream: A detached fish station and a generous 75 ft concrete dock provide direct access to the water, making it ideal for boating and fishing. Just minutes from Bogie Channel!Peace of Mind: Equipped with impact windows for added security and energy efficiency.Dont miss your chance to own this slice of paradise. Schedule your private showing today!

$899,000
Key West
Moffats Subdivision   - MM: 2.00
3 Bed, 3 Baths, 1,444 SqFt Days Listed: 109
-9.10% ($90,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1201 Thompson St, Key West, Florida! A beautiful 3 bedroom 2 bath single family home, tucked away in a quiet neighborhood. Located on a spacious corner lot with concrete privacy wall, two driveways and plenty of outdoor entertaining areas. Enter the home to find an open floor plan, living room, dining, kitchen and BONUS room just off the dining area for additional entertaining space or maybe a home office !Three generous sized bedrooms and two large bathrooms, laundry room and plenty of storage for all of your needs! Dont miss out on this exceptional home that is priced to sell. Call today for a private tour !

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 02-23-2025.
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