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

Total Listings 707
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$1,440,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,296 SqFt Days Listed: 120
-3.36% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Now priced to sell with this $50,000 price improvement! Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property with separate water & electric accounts, however easily returned to a single family residence. The current configuration is upstairs (large 1 BR & 1 BA with a sleeping loft) and downstairs (2 BR & 1.5 BA) units, with an exterior staircase. Both units have a front & rear porch, balcony, or deck. For your parking convenience, an off-street spot is in front of the property. Lease information available upon request. Competitively priced for just $1,440,000.

$1,440,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,296 SqFt Days Listed: 120
-3.36% ($50,000) 1 Price Change : Last Change 2 Days Ago
Duplex - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Now priced to sell with this $50,000 price improvement! Rare 2 unit property in Old Town! Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property with separate water & electric accounts. The configuration is upstairs (large 1 BR & 1 BA with a sleeping loft) and downstairs (2 BR & 1.5 BA) units, with an exterior staircase. Both units have a front & rear porch, balcony, or deck. For your parking convenience, an off-street spot is in front of the property. Lease information available upon request. Competitively priced for just $1,440,000.

$1,449,000
Key West
Riviera Shores   - MM: 3.00
3 Bed, 3 Baths, 1,684 SqFt Days Listed: 470
-14.76% ($251,000) 5 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Walking into this stunning three bedroom and two bathroom, completely remodeled home and youll say I am home. An entertainers dream come true. Upgraded kitchen will greet you at your front door where any top chef can work their magic in. The kitchen is connected to a very comfortable living room to watch any game or favorite show in, lock the world away and just enjoy. Two very good sized guest rooms with a remodeled guest bathroom, that any friends or family would love to stay in. The Primary/Master Bedroom is saved for the Kings and Queens of this domain, large room with a total spa atmosphere completely redone primary/master bathroom, wash all your troubles away and forget about the day in this part of the house. Step outside to a brand new pool thats big enough to enjoy but a perfect size for you to just chill. Large backyard with engineered wood decking for all your entertaining needs. A wonderful Key West neighborhood that is still very close to everything, but just an arms reach out of the hustle and bustle of the island to make this home a perfect place to just call it home. Owner is a licensed real estate agent in Florida, and listing agent.

$1,450,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 20
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Quite Active Community! Stunning waterfront 3-bedroom, -bathroom home nestled on a serene canal with breathtaking ocean views and abundant natural light. Completely renovated in 2022, this residence showcases exceptional quality throughout. The open-concept kitchen features a spacious island, all-new premium cabinetry, and top-of-the-line appliances, perfect for entertaining. The luxurious master suite includes a large walk-in closet and an elegant ensuite bath boasting a new vanity, stylish tile, and frameless glass shower.Meticulously updated with new plumbing and electrical systems, the home also includes a newer roof, AC, and water heater (all replaced in 2018) for worry-free living. Outdoors, experience your personal resort oasis featuring a beautifully landscaped, fully fenced yard, complete with a new heated and cooled pool and spa, inviting Tiki Hut grill area, and convenient outdoor shower.Enjoy peaceful mornings or relaxing evenings on the expansive wrap-around porch offering picturesque water views. A bonus 320 sq. ft. screened-in living space below provides versatile options for storage, a workspace, or relaxation area, including a charming additional bathroom with a delightful surfer-inspired design.Ideal for boating enthusiasts, the property includes a 10,000 lb. boat lift for easy ocean access. Situated in a quiet and friendly neighborhood located conveniently behind the renowned Square Grouper, the home offers both tranquility and proximity--only 20-25 minutes to vibrant Key West.With neighbors who are rarely present and do not rent their homes, youll appreciate exceptional privacy and quiet. This property is perfect for those seeking a peaceful full-time residence, vacation home, or investment rental opportunity. Motivated sellers--dont miss your chance to own this tropical paradise in the heart of the Florida Keys!

$1,450,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
3 Bed, 3 Baths, 1,932 SqFt Days Listed: 82
-14.66% ($249,000) 4 Price Changes : Last Change 2 Days Ago
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

This home offers a unique opportunity for flexible living or investment! Currently configured as a single-family residence, it has been approved by the City of Key West to be reverted back to a Multi-family, allowing for up to 4 units. Easily convert the home back to two studios with bath, 1 bedroom 1 bath and a 2 bedroom 1 bath. Welcome to 1409 Truman Avenue, a stunning Key West Eyebrow home that combines historical charm with modern amenities. The spacious layout and design make it easy to transition back to a mult-family configuration of a duplex, triplex or 4 units.. Each potential unit could offer comfortable living spaces, with the square footage allowing for a range of layouts to suit tenants needs.Based on comparable rentals in the area and the square footage of this property, each unit could command an estimated monthly rent of $3k to 6k monthly, each unit (seasonal variables) providing a lucrative investment opportunity. With the strong rental demand in Key West, this property is perfectly positioned to maximize its potential.Whether youre looking to generate income, create a multi-generational living space, or invest in the vibrant Key West market, this property is a rare find. Contact us for more details and to schedule a showing!

$1,450,000
Key West
Bay Manor   - MM: 3.00
4 Bed, 4 Baths, 1,778 SqFt Days Listed: 348
-13.43% ($225,000) 4 Price Changes : Last Change 43 Days Ago
Duplex - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

KEY WEST DUPLEX! CORNER LOT! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

$1,450,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
3 Bed, 3 Baths, 1,932 SqFt Days Listed: 192
-19.40% ($349,000) 5 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1409 Truman Avenue, a stunning Key West Eyebrow home that combines historical charm with modern amenities. Key Features, Historical Architecture, Enjoy high ceilings, beautiful Dade County Pine throughout, an open staircase, all signature elements of this classic Key West home. Spacious Layout, The home boasts 3 bedrooms one being a large master bedroom with a walk in closet, each with its own en suite bathroom, plus an additional half bath on the first floor. A bonus room on 2nd. floor which can be a 4th. bedroom, office, etc. Modern Kitchen, The kitchen, remodeled in 2019, features ample cabinetry, soapstone countertops, and two wine coolers. Bright and Open Living Spaces: A wall of floor-to-ceiling windows and French doors at the back of the house open onto a covered porch and a shaded yard. Upgrades, The property includes a brand new treated lumber fence on three sides, a whole-house generator, two separate central HVAC systems (4-ton for downstairs and 2-ton for upstairs), two on-demand electric water heaters, a RING home security system, and a CAT 5 network interface module station hardwired throughout. Location, Situated in the desirable Meadows neighborhood, the home is in the X flood zone and has a low portable flood insurance policy (buyer to verify). Its directly across from Bayview Park, offering recreational opportunities. Additional Benefits, Privacy and Security, The fully fenced lot ensures privacy, while the RING security system adds a layer of safety. Climate Control, With two separate HVAC systems, you can efficiently manage the climate on each floor. Neighborhood, The Meadows neighborhood is known for its charming streets and community feel. Being in the X flood zone provides peace of mind re: flood risks, and the proximity to Bayview Park means youll have access to green space, sports facilities, and community events. A short bike ride or walk to Duval St. to enjoy the many nuances that Key West offers.

$1,450,000
Key West
Bay Manor   - MM: 3.00
4 Bed, 4 Baths, 1,778 SqFt Days Listed: 348
-13.43% ($225,000) 4 Price Changes : Last Change 43 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

LARGE CORNER PROPERTY! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

$1,450,000
Key West
Key West Golf Club Dev   - MM: 4.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 11
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

New Listing! This stunning Sanctuary Home is truly a showstopper! Featuring three bedrooms plus a den, Home overlooks the 18th fairway. Experience resort-style living in the gated Key West Golf Club, Conveniently located just minutes from Old Town Key West, beaches, dining, and more. This immaculate property has been lovingly maintained by its owners.The desirable floor plan includes an upgraded, spacious kitchen equipped with NEW appliances, custom cabinets offering extra storage, and a generously-sized island thats perfect for meal preparation, dining, and entertaining. The main level features new flooring, a bright living and dining area, and a den that serves as an ideal home office or guest space, along with an updated powder room.On the upper level, youll find a spacious primary suite with large closets featuring custom built-ins, French doors leading to a covered deck that overlooks the golf course, and an en suite bath. The primary bathroom has been modernized with double sinks and a stunning glass shower adorned with custom tile. There are also two additional bedrooms with their own balconies and a full hall bathroom. Step outside to a fenced yard that boasts a beautiful private pool, covered deck space, and lush tropical landscaping. For convenient parking and peace of mind, theres a covered carport. The KWGC gated community offers two swimming pools, a fitness center, a clubhouse, on-site management, security, and beautifully manicured tropical grounds. HOA fee includes cable, high speed internet, common area maintenance, & security.

$1,450,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 2,068 SqFt Days Listed: 94
-3.27% ($49,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin

Enjoy absolutely stunning open water views and spectacular sunrises every morning from this gorgeous open waterfront property in Tropical Bay Estates. This spacious 3-bedroom, 2-bath home was completely remodeled in 2020 with beautiful finishes throughout. Enjoy a chefs kitchen, with top of the line appliances, and an abundance of cabinets and counter space, ideal for entertaining. Flooded with natural light, this gorgeous layout was designed to capture breathtaking views of the open water from every angle in the main living area, a tranquil backdrop, perfect for any occasion. Enjoy peace of mind with all new plumbing and all new updated electrical throughout. The concrete block construction with impact windows, metal roof, and foamed roof deck insulation, make this home an absolute fortress. Situated on Bogie Channel with excellent boating access to both the Atlantic and Gulf where you can enjoy world class fishing and diving in only a short run. You are also just around the bend by boat or car, from Bahia Honda State Park voted one of the best beaches in the U.S by Trip Advisor.

$1,450,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
4 Bed, 4 Baths, 1,554 SqFt Days Listed: 2
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Tropical charm, flexible living, and a fantastic location--welcome to 2109 Seidenberg Avenue in the heart of Key Wests New Town. This updated 3-bedroom, 2-bath home includes a separate, fully equipped guest cottage--perfect for visiting friends and family or as a private space for extended stays.From the moment you arrive, youll feel the laid-back island vibe. Light flows through the homes open and airy layout, accented by beautiful hardwood floors and a remodeled kitchen with stainless steel appliances. The main home invites relaxation, while the tropical landscaping, mango tree, and welcoming front and back porches make enjoying island life a breeze.Enjoy peace of mind with hurricane impact windows and doors, plus a brand-new roof completed in July 2024. The low-maintenance turf front yard keeps things clean and green all year round, and the detached garage adds extra storage or parking flexibility.Whether youre looking for a primary residence, tropical retreat, or a Key West home with guest space built in, 2109 Seidenberg delivers. Just minutes from beaches, schools, shopping, and all the fun the island has to offer. The home comes fully furnished (minus a few personal paintings), so you can settle in and start enjoying island life from day one.

$1,460,000
Key West
Key West Fwdn Subdivision   - MM: 4.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 48
-4.26% ($65,000) 1 Price Change : Last Change 23 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Seller is offering an assumable VA loan, buyer does not have to be a Veteran, please call for details. Updated 3-bedroom, 3-bath concrete block home with a spacious open floor plan, featuring a private marble pool area with a coral waterfall, mature trees, off-street parking, and more.Schedule your private tour today and discover your perfect, spacious, low-maintenance Key West home. Furnishings may be negotiable too.

$1,475,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,378 SqFt Days Listed: 295
-7.81% ($125,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to this turn of the century conch house. This home has been in the same family since 1913 and is now available for a new owner who can appreciate its classic architectural style and expansive yard. The wrap around porch provides a wonderful place to relax in the shade and enjoy the Old Town neighborhood. There is a large living room, separate dining room and 3 bedrooms and 2 baths. The home has high ceilings and there is an attached carport for off street parking. This home is a rare find for a buyer looking to preserve the charm of our building heritage with such a sizeable yard.

$1,475,000
Key West
Filer Boyle Subdivision   - MM: 1.00
2 Bed, 2 Baths, 958 SqFt Days Listed: 54
-1.34% ($20,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Luxury Condo with Transient Nightly Rental in Key West now at exceptional Value. With a projection of $200,000 plus in revenue in 2025, this Investment offers an excellent return. In additional, the new owner will receive a $51,000 refurbishment bonus that will transfer at closing. Buyer can choose their own management company or choose to negotiate with the existing on-site company. All current reservations up to 180 days from closing must be honored. Santa Maria Resort was built in 2006, a contemporary design with comfort and Luxury as the center of its design and continues to be one of the Top Resorts on the Island year after Year. This unit was one of the few one level units overlooking the pool and captures a sense of serene tranquil living where you can relax on the Poolside porch and enjoy all the fruits of Resort Style Living. Being Sold Turn Key with all reservations in place allowing a seamless transition to the new owner. Resort Features include, Off Street Parking, 24 Hr Gym, Concierge, large Heated Pool and so much more.

$1,475,000
Key Haven
Key Haven 3rd Add   - MM: 5.00
2 Bed, 2 Baths, 941 SqFt Days Listed: 40
-3.28% ($50,000) 1 Price Change : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.Concrete

This fully upgraded 2 bedroom 1 bathroom canal front home offers open water views and deep water access. Completely renovated, plumbing, electrical, impact doors and windows, custom cabinetry in kitchen and bath, porcelain countertops and backsplash, built in closets and electric water heater. A brand-new 60 x 8 concrete seawall adds durability and value. Enjoy coastal living and island life just minutes from Key West!

$1,475,000
Key West
Old Town Unlisted   - MM: 1.00
1 Bed, 1 Baths, 1,660 SqFt Days Listed: 35
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Prime Old Town Mixed-Use Property - Live, Work, or Invest! Ideally situated in Old Town Key West, this Historic Residential Office (HRO) zoned property offers a rare opportunity for both residential and commercial use. Previously, home to a successful spa, its perfectly suited for continuing as a business or transforming into a private residence. Filled with character, the space features stunning Dade County Pine walls, adding warmth and historic charm. The layout includes a one-bedroom apartment with a private rear entrance, making it ideal for someone who wants to run a business in the front while living on-site or creating an additional rental opportunity. One interesting piece of history was that this building was previously owned by a well known attorney here in Key West by the name of Helio Gomez. He served as Judge from 1963 to 1977 and he was the attorney for the infamous John Bum Farto. Located just one block from Duval Street, two blocks from the Hemingway House, and steps from the courthouse, this property offers prime visibility and accessibility. Whether youre an entrepreneur looking for a turnkey business location, an investor seeking a valuable addition to your portfolio, or a homeowner ready to bring your vision to life, this space is full of possibilities. Dont miss this chance to own a piece of Key West history in an unbeatable location.

$1,475,000
Big Pine Key
Hollerich Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,598 SqFt Days Listed: 8
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

***BACK UP OFFERS WELCOME!!** Views abound in this new Topsider home, surrounded by water on three sides with 110 ft. of east-facing frontage overlooking Bogie Channel providing easy access to the back country and ocean. The property has 134 ft. of frontage along the 40 ft. wide canal on south side. One step inside the 1592 sq. ft. living area and theres no denying the views! With cathedral ceilings and abundant windows throughout, its light and bright inside. The great room opens to the east-facing deck from which to watch the sunrises or moonrises and feel the tropical breezes. Offering 3 bedrooms and 2 baths, the split-bedroom floor plan has an elevator that opens opposite the kitchen island; the well planned kitchen features wood cabinets and stunning granite counters. Located close the community park for easy access to amenities for all ages including tennis courts, bocce, playground, skate park, the community center, picnic pavilions, and much more. Impact-resistant windows and doors, metal roof, Hardie-board siding. The Certificate of Occupancy was issued on 3/7/2025, replacing an older home that was previously onsite. Note: the concrete dock/seawall is in disrepair and will convey As-Is.

$1,480,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,705 SqFt Days Listed: 1
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This stunning, one-of-a-kind home, completed in 2019, offers unparalleled craftsmanship and attention to detail. From the moment you step inside, youll be captivated by the luxurious features and custom finishes throughout. The rich, solid Caribbean Heart Pine floors add warmth and elegance, while the striking 20-foot pickled pine ceilings create an open, airy atmosphere. The custom-built kitchen cabinets are designed with both style and functionality in mind, perfect for any chef.Built with the highest standards, this home was constructed by the original contractor to meet all current building codes. With a foam-insulated roof and impact-resistant glass and doors, the property is designed for both comfort and durability. Situated above base flood elevation, you can feel confident in its resilience and safety.Featuring two spacious bathrooms and an additional half bath, the home offers ample space and convenience for everyday living. Whether youre relaxing in the beautifully designed interiors or enjoying the meticulously planned exterior, this property is truly in a league of its own.Dont miss out on the chance to own this exceptional home!

$1,485,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,100 SqFt Days Listed: 89
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Completely transformed by its new owner into a one-of-a-kind masterpiece. Every inch of the house has been meticulously renovated, including a breathtaking $50,000 custom mermaid bath with a mermaid mural crafted entirely from exquisite tile. The home now features impeccable Dade County pine details throughout, while preserving the original Spanish cedar kitchen cabinets that add a touch of historic charm. The outdoor space has a full restaurant style bar, an outdoor kitchen and, offering an outdoor shower and a soaking pool. The outdoor living area is nothing short of extraordinary, perfect for relaxing or entertaining.This corner property is located just five houses from Duval Street, this home is a once in a lifetime opportunity. Use while youre in town and rent seasonally or monthly if you like. So many wonderful options. Call now for your private in person or video showing. Proof of funds required. The seller has renovated an approximately 500-square-foot patio deck, transforming it into an exceptional outdoor living area. This space includes a fully equipped outdoor kitchen, a cocktail soaking pool, an outdoor shower, and a restaurant-style sports bar, creating a unique and expansive space for relaxation and entertainment. These features significantly enhance the functionality and livability of the home, making it feel and function like a much larger property. The house itself offers (((3))) bedrooms, including the spacious Master Bedroom with private lockout entrance and a beautifully renovated full en suite bath, for a total of ((2)) two large full bathrooms, providing comfort and convenience for guests.

$1,490,000
Key West
Gwynn Subdivision   - MM: 1.00
2 Bed, 2 Baths, 1,462 SqFt Days Listed: 143
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

This light-filled and airy home is priced at appraisal price, and is being offered furnished, excluding some artwork and personal items. With 2 bedrooms and 2 baths, 1,242 sq ft of indoor living space (per appraisal), it boasts a vaulted ceiling in the living and kitchen area, the kitchen as the heart of the home. With a view of the pool from the kitchen, entertain your family and friends in a wide open space. The master bedroom, en suite, has a view of the rear garden with French doors opening onto the cozy and covered back porch sitting area. Situated on a corner lot of 4,842 sq ft, theres bricked off-street parking leading into a garage with electrical and plumbing. Appraisal and Floor Plan are found in the Documents.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 04-04-2025.
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