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

Total Listings 623
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$1,895,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
3 Bed, 3 Baths, 1,855 SqFt Days Listed: 33
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Built in 1926, located on a beautifully landscaped 9,912SF lot in midtown, this 3 bedroom 2 bath home is a prime example of historic Key West architecture. The single-story home features hardwood floors, plantation shutters, central A/C, well-appointed kitchen and a spectacular 10x32 foot heated swimming pool bathed in sunshine. Multiple French doors connect the open living/dining area to a large wrap-around porch. Primary bedroom with en-suite bath, two generously sized guest bedrooms share a large bath. Off street parking for 4-6 cars plus a large covered-gated carport with locked storage.

$1,899,500
Key West
Investment Co Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,251 SqFt Days Listed: 15
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Enjoy the perfect Key West location - Old Town bordering the Casa Marina neighborhood - in this 3 bedroom, 2.5 bath pool home. Youll have peace of mind knowing that the home was completely renovated from the ground up in 2019 while keeping with the historic style of the homes origins - tongue in groove ceilings, wood floors, pecky Cypress wall accent - but adding modern amenities such as impact windows, stainless steel appliances, granite countertops, tankless water heater, in-home laundry. The Main Home has an en suite Primary Bedroom; Guest Bath accessible from the hallway and Guest Bedroom; open concept Kitchen and Family Room with vaulted ceiling and a wall of accordian glass panels overlooking the pool courtyard. Opposite the pool is the Guest Cabana with Half Bath and Outdoor Shower. The property has been offered as a vacation rental and also kept part time for the owners use. Close to everything you could want in Key West - around the corner from world famous El Siboney Cuban Restaurant, 2 blocks from Truman, 4 blocks from Duval St., a quick walk to Higgs Beach and the White Street Pier. Home is being offered turnkey furnished.

$1,900,000
Key West
Waddells Subdivisiondivision   - MM: 2.00
3 Bed, 3 Baths, 1,667 SqFt Days Listed: 90
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to this charming home, nestled in the highly sought after, Historic, Meadows neighborhood in Key West. It features 3 bedrooms, 2 full baths and one 1/2 bath. Relax or entertain in the open floor plan living area. 2 sets of french doors flow seamlessly to the wraparound porch, pool and guest cottage/studio. Access to the 1/2 bath from the back porch and guest cottage make spending time in the tropical pool area a pleasure. Dade county pine and a stunning cathedral ceiling add to the spacious and historic ambiance. The spiral staircase brings you to the 3rd bedroom and den/music room. The primary bath is beautifully updated. This home has been meticulously maintained to retain the historic ambiance. For your convenience this home offers off street parking for one vehicle. Flood ins. $795 Homeowners $3,310.95 Easy to show.

$1,900,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,376 SqFt Days Listed: 5
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This property has been updated with two bedrooms and two full bath on the second floor. The first floor is an open floorplan with kitchen and breakfast bar, dining and living area. There is a guest cottage with bath overlooking the pool.

$1,925,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 90
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Experience the charm of Old Town living at 923 Eaton St, a beautifully updated historic home featuring three bedrooms and two full bathrooms, ideally situated just steps from the Historic Seaport and a short stroll to Duval Street. Offered turn-key, this property combines classic Key West architecture with modern enhancements, making it perfect for enjoying the local lifestyle.Inside, youll find Dade County Pine walls, hardwood floors, and renovated kitchen and bathrooms. The second floor boasts two inviting bedrooms, while the first floor offers a charming bunk room. Step outside to discover a spacious 10x20 ft heated pool and a private tropical backyard oasis, perfect for outdoor relaxation. Additional features include a newer metal roof, an impact-rated sliding glass door leading to the rear deck, and efficient ductless AC units.This charming home is fully furnished and ready for you to move right in or to generate a reliable income as an investment property, allowing you to enjoy all that Key West living has to offer!

$1,949,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 1017
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Condo living with hotel caliber amenities, this first floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/ gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors & windows are designed to exceed building codes & rated for 175 mph winds. On-site resort amenities include private beach, heated waterfront pool, spa, poolside bar/grill, valet parking, concierge, on-site management company, gourmet restaurant & the islands largest conference center.

$1,949,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 1017
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage,None

Condo living with hotel caliber amenities, this 3rd floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors/windows are designed to exceed building codes & rated for 175 mph winds. On-site resort amenities include private beach, heated waterfront pool, spa, poolside bar/grill, valet parking, concierge, on-site management company, gourmet restaurant & the islands largest conference center.

$1,950,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 1,680 SqFt Days Listed: 12
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 613 Olivia Street, a charming single-family home nestled in the heart of Old Town, Key West. Built in 1933, and located in the X Flood Zone, this historic residence offers 1,680 square feet of living space on two floors and on a 3,240 square foot lot. This property has been owner occupied for over 30 years. First time on the market in generations. Here is your chance to have that location, location, location home in Historic Old Town Key West.With a white picket fence and spacious front porch framed by stately palm trees, this home features four (4) bedrooms and one and a half (1.5) bathrooms. Its classic architecture, which includes custom crown moulding and Dade County Pine walls, reflects the rich heritage of Key West.Enter the home into the light-filled living room, which connects to the spacious kitchen with vaulted ceilings and wall-to-wall sliders leading to the private and fenced-in backyard. Two bedrooms on the ground floor and two on the second floor. There is also an unused cistern pool in the backyard, with a concrete pad that once was a second structure. The creative possibilities for this home are endless, just steps away from the vibrant culture, dining, and entertainment that Old Town Key West is renowned for. Embrace the potential of this historic gem and envision the possibilities that await at 613 Olivia Street.

$1,985,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 175
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Excellent opportunity whether looking for a private residence or an investment. This condo will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private residence. Assigned off street parking right in front of the unit. This property is being offered turnkey. Vacation Rental history available .This home has all hurricane impact windows and doors. making the unit noiseless.

$1,994,000
Key West
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,533 SqFt Days Listed: 20
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Experience luxury living in this meticulously renovated historic residence nestled within the prestigious gated community of Grinell Gardens. Boasting all-new impact windows and doors, hardy board siding, and a new metal roof, this home exudes charm and durability. Delight in the serenity of two private side yards adorned with vibrant landscaping, creating a tranquil outdoor oasis. Inside, three spacious bedrooms each paired with a full bath offer a harmonious blend of comfort and elegance. Embrace the perfect fusion of historic appeal and modern convenience in this inviting and carefully crafted home. Enjoy convenient off-street parking and seamless access to the vibrant amenities of Old Town Key West. This prime location offers an array of bars and restaurants just a leisurely walk away, as well as nearby beaches for added leisure and relaxation.

$1,995,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
6 Bed, 6 Baths, 3,197 SqFt Days Listed: 148
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

$1,995,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,845 SqFt Days Listed: 62
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Beautiful 3 bedroom 2.5 bath home being offered Turn-key, perfect walking location to restaurants, historic waterfront, shopping and all the nightlife on Duval St . Spacious open floor plan for easy living and entertaining friends and family includes the ever important first floor bedroom, half bath and laundry room. Just off the kitchen/ dining area sneak out to the hot tub to relax, or outdoor patio for dining with plenty of shade and privacy. Back inside, make your way up the gorgeous staircase to the second level to find an oversized master bedroom with walk in closet and ensuite bath. The second floor also includes the third bedroom and second full bathroom! 400 White St is a home you wont want to leave ! Call today to schedule your private tour.

$1,995,000
Key Haven
Key Haven 10th Add   - MM: 5.00
4 Bed, 4 Baths, 2,036 SqFt Days Listed: 58
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 33ft.

This elevated above flood 4/3 Key Haven home is renovated throughout and move in ready. There are soaring 10 ceilings on both floors with large dual master suites upstairs, one with freestanding tub. The home is built of solid concrete, has a metal roof and two central ACs. Recently painted and on one of the most desirable streets in Key Haven. There is plenty of off street parking, and even room for an RV! The yard is fully irrigated and there is enough dock space for 2 boats of approximately 30 feet each. Easy to add a boat lift (quote for a15k pound boat lift for $26,000). Listing price is below current appraised value. Showings only with pre-qualification or proof of funds. Listing agent is owner.

$1,996,230
Key West
Gardens Of Key West   - MM: 1.00
3 Bed, 3 Baths, 2,160 SqFt Days Listed: 62
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Hidden in the heart of Old Town Key West, this exceptional home in the Gardens of Key West combines privacy and prime location, just one block from vibrant Duval Street. Located in desirable Flood Zone X, this 3-bedroom, 3.5-bath residence offers off-street parking and a thoughtful layout perfect for relaxation or entertaining. The inviting open floor plan seamlessly connects the kitchen, dining, and living areas, with highlights including granite countertops, stainless steel appliances, and tile flooring on the main level. Upstairs, Brazilian Tigerwood flooring enriches the 2nd and 3rd floors, adding warmth and sophistication. Each spacious bedroom has an ensuite bath, 12-foot ceilings, and elegant crown molding for added charm. Outdoors, a 24 x 8 heated pool with a new heater and a covered porch provides a perfect retreat. Fully fenced for privacy, the home is within walking distance of top restaurants, galleries, shops, and attractions. This property is ideal as a full-time residence, a vacation home, or a high-demand vacation rental.

$1,999,000
Key West
Gwynn Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,897 SqFt Days Listed: 20
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Step into Key West history with a modern twist at the Kali Zoi House, a meticulously maintained gem nestled in lush tropical surroundings in Old Town Key West. Originally built in the early 1900s & updated in 1988, this fully furnished home offers nearly 1,900sqft of spacious living. Located near everything (Duval Street, beaches, etc.), this home combines historic charm with unbeatable convenience.Experience the charm of Old Town with the inviting covered front porch, an ideal spot to enjoy your morning coffee. The first floor features 3 bedrooms & 2 bathrooms. Two of the bedrooms include ensuite bathrooms, with one also offering a second entrance for guest access. The primary suite has a private exit to the backyard. Upstairs, youll find an expansive living room, dining area, & a stunning open kitchen with beautiful striped Mahogany cabinets. A third full bath completes the layout. Enjoy the island breezes from the newly redone wraparound balcony, tucked up in the treetops, offering a tranquil retreat. Unwind in the private backyard, ideal for entertaining or relaxing in the (heated or chilled) cocktail pool. The yard is fully fenced.Features Youll Love:X-Flood ZoneNew Roof (2022)New Hot Water HeaterRecently Upgraded Upstairs Porches & DeckFully Furnished (Indoor & Outdoor): Move-In or Vacation Rental Ready!Currently part of a successful vacation rental program with a wonderful reputation, Kali Zoi House is perfect as a family getaway or a promising investment opportunity.

$1,999,999
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,368 SqFt Days Listed: 227
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

LOCATION! LOCATION! LOCATION! You do not want to miss out on the opportunity to own one of the most sought after properties in Old Town Key West, a truly special home and lot that you MUST see in person. Permitted for transient license receivership HRCC1 (buyer to verify). The ONLY single family home on the market with DIRECT access to DUVAL Street via a walking lane. Remarkably secluded and completely hidden from view. The moment you step behind the gate, you will feel that you have entered your own tropical paradise. Add a pool and expand on this beautiful 4200 square foot lot. Zoned as a non contributing structure with HARC (buyer to verify), this is a restoration project. This is the first time the property has ever been on the market!

$2,000,000
Key West
Prog Land Imp Co Diag   - MM: 2.00
3 Bed, 3 Baths, 2,436 SqFt Days Listed: 181
-17.90% ($436,000) 2 Price Changes : Last Change 103 Days Ago
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

MOTIVATED SELLER. This is not a property to be missed! Prestigious Johnson Street LEGAL TRIPLEX, just four blocks from beach and the White Street Pier. Live your best life in this wonderful neighborhood. Peaceful and quiet, it is only 3/4 mile to downtown Duval action. This property sits on an enormous corner (double) lot, walled in for privacy, it encompasses over 8600 square feet. Parking outside fence for 5+ vehicles (no permit required), plus electric gate with driveway parking AND room for RV. Mature trees, lush grass and flowering shrubs abound. This is a MONEY MAKER with a huge 1 bedroom home downstairs (options to create an additional bedroom), multiple living areas, Chefs kitchen with gas range, granite counters, SS appliances, breakfast bar, undercabinet lighting, soft close drawers. Enjoy views of the pool from every room. TWO 1-bedroom/1-bath apartments upstairs, approx 550-600 SF each. All units have been renovated and windows are impact rated. Each unit is separated for privacy and has their own access stairs and balcony plus grassy outside areas to enjoy. The crowning jewel of this property is the 16 x 32 foot heated, saltwater pool and spa with waterfalls. It is glorious and one of the largest Ive seen in town. An expansive side yard sits next to the pool offering plenty of room for outside play, pets and gatherings, perhaps even a pool house, outdoor kitchen & living! Come see for yourself why this home is so spectacular. It doesnt need a thing except you! Rent out all three units or rent out two and keep one for yourself! All of these units can be rented long term or by the month. Recent elevation cert has first floor at 5.8 - can provide.

$2,000,000
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 1,666 SqFt Days Listed: 109
+11.11% ($200,000) 1 Price Change : Last Change 105 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

REMODEL COMPLETE! PANORAMIC OCEAN FRONT 2 story stilted home tucked away on desirable Long Beach Road on Big Pine Key. The Atlantic Ocean sits just before you with unobstructed views. Natural light floods the living spaces showcasing the serene beauty of the ocean just beyond your doorstep. Catch your own lobster in your backyard or watch the birds diving down. Govt land on either side of the home which is nice for preservation and continued privacy.Located on a 24,600 square foot lot lies a 2 story stilted property with impact glass and a metal roof. Youll be greeted by 2 entry gates and then your eye is immediately drawn to the ocean.A brand new kitchen was just installed along with an LED fireplace, luxury vinyl floors, 2 new AC systems, smart home switches for appliances, and ceiling fans throughout with a freshly painted interior. Bathroom remodels complete. On the exterior, the rear deck has new composite and stair railings.Click on the 360 Degree Matterport Tour and use the play button to automatically scroll through the house.Come see it to believe it!

$2,000,000
Key West
Filer Boyle Subdivision   - MM: 1.00
2 Bed, 2 Baths, 958 SqFt Days Listed: 90
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This second-floor luxury condo is ideally situated just one block from the beach and the iconic Southernmost Point, offering the perfect balance of vacation living and income potential. As a high-demand rental property with an impressive occupancy rate, it presents an excellent opportunity for a 1031 exchange, especially with on-site management ensuring seamless service for guests.The propertys amenities elevate the experience--guests can unwind at the poolside open bar, where beer, wine, and soft drinks are served to enhance their stay. With prime proximity to renowned fine dining, vibrant Duval Street, and the beach just steps away, this condo is positioned to attract affluent vacationers looking for a premium experience.Whether youre seeking a luxurious getaway for yourself or an income-generating investment, this exceptional condo promises both lifestyle and return on investment.

$2,095,000
Key West
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 132
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

1212 Watson Street, aka Island Bliss, is a quintessential Old Town Key West home. This beautiful one-and-a-half-story home has been thoughtfully restored with a mix of modern touches and traditional Key West influences. From the stylish LVT flooring throughout to the stunning kitchen to the new mini split ACs, theres isnt a bit of this home that hasnt been updated. The primary suite occupies the entire second floor, with a spacious bathroom and closet, as well as direct access to the rooftop deck. The two guest bedrooms are located on the first floor and share a full bathroom. The outdoor space is just as impressive, featuring a saltwater heated pool, outdoor kitchen and grill, AZEK decking on the patio and on the upstairs sun deck, and turf yard. And dont forget about the outdoor shower, a Key West staple! Situated on one of the quieter blocks in Old Town, Island Bliss gives you the feeling of being away from it all yet is only a short stroll from everything that Old Town has to offer. The charming front porch with classic gingerbread is the perfect place to relax in the island sun and an off-street parking spot is waiting for you in the driveway.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 01-15-2025.
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