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

Total Listings 686
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$1,899,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,392 SqFt Days Listed: 37
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to this captivating historic Conch home, where the essence of Key West island luxury comes alive. This charming residence boasts a classic front porch that beckons you to sit back and enjoy the tropical breeze, making it an ideal space for leisurely mornings or cozy evenings. Upon entering, you are greeted by a sun-drenched interior adorned with exotic hardwood flooring and soaring high ceilings that create an inviting and spacious atmosphere, perfect for both relaxation and entertaining.The heart of this home lies in its kitchen, a culinary haven equipped with stainless steel appliances, ample pantry space, and a comfortable seating area. The open design allows for seamless flow from the kitchen to the back patio, making it effortless to host gatherings or enjoy quiet family meals. Step outside to discover a relaxing pool area, complete with an air-conditioned poolside guest cabana. This versatile space features a wet bar and a cozy seating area that easily transforms into a pull-out sofa bed, ideal for hosting friends and family or enjoying a peaceful afternoon by the pool. Ascend to the second floor to find a striking stained glass window that adds a touch of elegance to your arrival. Here, youll discover a generous master suite, boasting cathedral ceilings and an abundance of closet space, creating a serene retreat. Additionally, a bonus room is currently set up as a home office, providing flexibility for your lifestyle needs. A delightful guest bedroom completes this level, featuring access to a private rooftop terrace that overlooks the inviting pool, perfect for unwinding at sunset or enjoying morning coffee in solitude. This historic Conch home is not just a residence; it is a lifestyle, offering a harmonious blend of modern conveniences and timeless charm. With its ideal location, you are just moments away from all that Key West has to offer--vibrant nightlife, exquisite dining, and stunning beaches.

$1,900,000
Key West
Waddells Subdivisiondivision   - MM: 2.00
3 Bed, 3 Baths, 1,667 SqFt Days Listed: 129
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: 44
Single Family - Contingent - 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: 129
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 saltwater 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
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,533 SqFt Days Listed: 59
-2.26% ($45,000) 1 Price Change : Last Change 19 Days Ago
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.

$1,949,000
Key West
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,572 SqFt Days Listed: 16
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Essentially a Brand-New Home at an Unbeatable Price Per Square Foot!Nestled in the coveted X flood zone, this historic Key West gem has been completely reimagined from the inside out. With all-new plumbing, electrical, roof, and impact-resistant windows, this property offers the charm of the past with the peace of mind of modern construction.Step beyond the charming Caribbean gate and into a private oasis designed for relaxation. Inside, a modern organic aesthetic blends effortlessly with coastal elegance. The original Dade County pine exposed beam ceiling adds warmth and character, while a natural palette of recycled glass lighting, oak floors, Calacatta marble baths, and European quartz countertops creates a serene, upscale ambiance.Perfect for intimate gatherings, the spacious kitchen bar overlooks a heated and chilled Zen pool with a tranquil waterfall feature. The entertainment space transitions seamlessly to an expansive patio framed by lush greenery, including a mature Ruby Red mango tree--a true tropical retreat.Designed for comfort and privacy, the oversized first-floor primary suite is a luxurious escape with a spa-like bath. Upstairs, two guest bedrooms feature ensuite baths, while a main-floor half bath adds convenience. The home also offers ample storage and dedicated office space for two desktops.With a monthly rental license, this property is an ideal investment or vacation retreat, positioned just moments from Key Wests top attractions. Parking is available right out front.Schedule your private showing today to fully appreciate the exceptional details and craftsmanship that make this home truly one of a kind.

$1,949,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 1056
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: 1056
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
2 Bed, 2 Baths, 1,312 SqFt Days Listed: 31
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Experience the epitome of Key West living in this exquisitely renovated 2-bedroom, single family home nestled within the exclusive gated community of Truman Annex. The first floor of this beautifully renovated Coastal designed home features a gourmet kitchen with top-of-the-line appliances, a spacious sun-filled Living Room and Dining Room made for hosting unforgettable gatherings. The private back patio offers outdoor entertaining space for dining, grilling, and soaking up the sun. Both elegantly appointed bedrooms are located on the second floor, each with their own dedicated bathroom. A truly unique feature of this home is the elevator, allowing for easy access and transport to the second floor. The prime location of this home makes it easy to take a quick Stroll to all that Key West has to offer - the nearby Truman Waterfront Park, first-class restaurants, art galleries, shopping, and the lively music scene. Additional benefits include one designated parking space, access to the community pool, a private outdoor shower, Impact Resistant Windows & Doors, and weekly transient rental license. Being offered turn-key, this home is ready to move right in and enjoy your slice of paradise!

$1,950,000
Key West
Key West Beach Club 2   - MM: 2.00
3 Bed, 3 Baths, 1,505 SqFt Days Listed: 29
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Rare opportunity to own a highly sought after upper level end unit in the Key West Beach Club. This condo is located on the third floor (fourth level) and has wonderful ocean views from many parts of the unit. Natural light (and ocean breezes) flood the condo from throughout. The kitchen has been updated with stainless steel appliances. Have your morning coffee on the large ocean view balcony accessed by the living room and primary bedroom. With three bedrooms (one currently being used as a den) and two full bathrooms theres plenty of room. The Beach Club is a gated community that has two ocean view pools, gym, tennis court and one covered parking spot in the garage. This is the perfect spot for waterfront island living, make it your piece of paradise.

$1,975,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 1,837 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

Tranquility meets coastal living, discover this stunning concrete constructed home built in 1993. Located in the desirable subdivision of Tropical Bay Estates this elevated waterfront residence offers unparalleled access to both the ocean and bay, just 15 minutes by boat. The iconic No Name Pub is just a 2-minute drive or a 15-minute walk away for some of the best pizza in the Keys. A few property highlights to include: 50 Concrete seawall & concrete patio, lush, low-maintenance landscaping featuring bamboo and a fruit-bearing mango tree. 900 sq. ft. enclosed courtyard entrance, two oversized screened lanais (800 sq. ft. each) - one upstairs & one ground level, 1,100 sq. ft. enclosed 3-car garage, all impact windows/doors for storm protection. More updates: New metal roof, central A/C system & two mini-splits. Large primary suite with California closet system, whirlpool tub, walk-in shower, & dual sinks. Kitchen updates: Samsung 4-door refrigerator, LG dishwasher, GE Cafe induction double oven range w/downdraft exhaust and wine cooler. Also installed throughout the home are new ceiling fans, LED lighting and bi-fold doors. Waterside and outdoor features include a 15k boat lift, bait cleaning station, underwater fish lights at the dock, crank-out awning dockside, outdoor sink with stainless steel cabinet in the downstairs lanai. A few more items to add to the list: 1,000 lb. Cargo lift, whole-house water filtration & softener system, tankless hot water system, Samsung front-load washer & dryer. In the garage, a refrigerator with ice maker, auxiliary power panel for generator, 13,000-watt dual-fuel generator, 250 lb. ice maker, two deep freezers, two insulated hurricane-rated garage doors with openers. This meticulously maintained home offers a blend of comfort, durability, and waterfront convenience. Whether youre an avid boater, angler, or just seeking a peaceful retreat, this home is a rare find in the Florida Keys.

$1,975,000
Big Pine Key
Sea View   - MM: 28.00
4 Bed, 4 Baths, 1,940 SqFt Days Listed: 26
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Exclusive Open Water Retreat - A Secluded Slice of Paradise -Harken back to what The Florida Keys used to be like when Jimmy first discovered them. Escape to your own private sanctuary with this open-water oasis, perfect for those who cherish solitude and natural beauty. Set on over an acre of pristine land, this property boasts an open water point lot complete with a direct entrance into the ocean ideal for swimming, kayaking, and all your favorite water activities. With your very own canal and lush native vegetation, this property offers an unparalleled connection to nature.At the heart of this idyllic haven lies a 1,940 sq. ft. multi-level home thats both unique and inviting. Featuring 4 bedrooms, 2 baths, and multiple expansive decks, the home seamlessly blends modern comfort with outdoor living. Thoughtful updates include 4 ductless A/C units for tailored climate control and an on-demand water heater for convenience.Indulge in the beauty of nature from sunrise to sunset, with breathtaking sunset views from the point as your daily meditation. For boating and fishing enthusiasts, the property provides direct access to both the ocean and backcountry, making it an adventurers dream. Endless space to store your RVs, trailers and boats.Listing 613800- 3231 Pompano St-sits just across the street. This 2-bedroom, 1-bath newly renovated home is a perfect compliment. Owning both homes would make you the sole homeowner in this entire untouched nature preserve--a truly unparalleled opportunity. Though separately owned, acquiring both properties would grant you a secluded estate unlike any other in the Florida Keys. This is an opportunity you wont find again.Whether youre looking for a peaceful retreat, a waterfront playground, or a private residence, this secluded property offers a rare opportunity to live the life Jimmy Buffett sings about and that youve always dreamed of.

$1,975,000
Key West
Waddells Subdivisiondivision   - MM: 2.00
3 Bed, 3 Baths, 1,512 SqFt Days Listed: 3
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Magical in the Meadows! An exceptional opportunity to own this charming Conch cottage, originally built in 1892 and meticulously renovated to preserve its historic character while offering modern comforts.Currently configured as two bedrooms plus a versatile office/third bedroom and two bathrooms, this beautifully maintained home is nestled in a highly sought-after, quiet, and friendly neighborhood--just moments from everything Key West has to offer.This quintessential property showcases exquisite craftsmanship, including custom built-ins, crown molding, and trim handcrafted by a master shipbuilder. Architectural highlights include soaring ceilings, stunning Dade County Pine throughout, custom skylights. For exterior enhancements, welcoming front porch, privacy fencing, plus copper gutters and elegant outdoor lighting. The fully fenced property has been recently painted, enhancing its pristine curb appeal.Step into your private backyard oasis, where Ipe wood decking surrounds a sparkling pool with a brand-new heater and chiller. An outdoor shower completes the experience, perfect for embracing the laid-back luxury of island living.This one-of-a-kind home embodies the epitome of Key West charm and style--dont miss your chance to make it yours and enjoy the ultimate in Key West living!

$1,985,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 214
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.

$1,990,000
Key West
New Town Unlisted   - MM: 4.00
3 Bed, 3 Baths, 2,085 SqFt Days Listed: 98
-31.38% ($910,000) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

3731 Eagle Avenue is an exceptionally crafted two-story masterpiece on one of Key Wests most sought-after blocks in New Town. Built by a locally renowned contractor for their personal family home, this property stands out for its superior quality and attention to detail featuring pressure treated pine framing, hardie board siding, and double insulated windows. A grand tropical entrance reveals a secluded oasis complete with mature native landscaping surrounding a custom heated swimming pool, water feature, two outdoor showers, covered outdoor grill, and beautifully maintained IPE decking. Nestled at the rear of the property and elevated well above ground level, the home enjoys both privacy and stunning tropical views. The first floor boasts a spacious, open layout featuring a large living room with custom-built cabinetry, a formal dining area, and a gourmet kitchen fitted with elegant Poggenpohl cabinetry. Two guest bedrooms and two guest bathrooms complete this level, offering ample space for family or visitors. Upstairs, the primary bedroom offers a large covered porch overlooking the pool and gardens, walk in closet, and beautiful en suite bathroom. Additional features include covered parking with an electric impact rated garage door and exquisite design details throughout, making this tropical hideaway a rare find on one of the best blocks in Key West.

$1,995,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,845 SqFt Days Listed: 101
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: 97
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 and easy to show. Listing agent is owner.

$1,995,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
6 Bed, 6 Baths, 3,197 SqFt Days Listed: 187
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.

$1,999,999
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,368 SqFt Days Listed: 266
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
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 1,666 SqFt Days Listed: 148
+11.11% ($200,000) 1 Price Change : Last Change 130 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

*Valentines Special - execute a contract in February 2025 and the Seller will install a fiberglass POOL valued at up to $50K (upon Closing)! 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 recently 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!

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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