Key West, FL Homes for Sale

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  /53

  $2,899,000

  • 3 Beds
  • 4 Baths
  • 2,286 Sq Ft

  814 Ashe St, Key West, FL 33040

  Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 981-0872

  814 Ashe St, Key West, FL 33040
• Explore Key West

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  /64

  $4,250,000

  • 5 Beds
  • 7 Baths
  • 2,681 Sq Ft

  1311 Grinnell St, Key West, FL 33040

  This stunning home in Casa Marina is a complete restoration of the original historic structure. Just 5 blocks from Higgs Beach and 6 blocks from Duval Street this property has a large master bedroom and two guest bedrooms on the main floor all with private baths and their own entrances opening to over 900 square feet of wraparound porches. The wide entrance hallway has an additional 1/2 bath and

  

  Jennifer Newman

  Truman & Co. (KW)

  (305) 330-1916

  1311 Grinnell St, Key West, FL 33040
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  /46

  $4,600,000

  • 3 Beds
  • 4 Baths
  • 2,421 Sq Ft

  1010 Olivia St, Key West, FL 33040

  Introducing The Twins on Olivia - a storied Key West treasure reborn. Once known locally as ''Olivia's Twins'' and documented on the 1892 Sanborn maps, this historic Old Town property has been meticulously reimagined and rebuilt to perfection after once being condemned by the City of Key West.Today, it stands proudly renewed - a testament to timeless design, craftsmanship and the enduring charm

  Suzanne Moore Suzanne Moore Real Estate

  1010 Olivia St, Key West, FL 33040
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  /45

  $3,195,000

  • 4 Beds
  • 5 Baths
  • 2,147 Sq Ft

  1522 Georgia St, Key West, FL 33040

  1522 Georgia St., a stunning retreat that captures the iconic charm of Key West with a modern twist, offering a lifestyle of unparalleled luxury. Located one block from the island's beaches and Casa Marina District, this newly built residence is a perfect combination of timeless island elegance & contemporary sophistication. Four exceptional bedrooms, each a private sanctuary of comfort and

  Suzanne Moore Suzanne Moore Real Estate

  1522 Georgia St, Key West, FL 33040
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  $2,499,000

  • 3 Beds
  • 3 Baths
  • 2,397 Sq Ft

  827 Eisenhower Dr, Key West, FL 33040

  Waterfront Old Town Oasis.This exceptional Key West residence is a rare offering in the Heart of Old Town and the Meadows. Just steps from a vibrant selection of renowned restaurants, lively bars and world-class galleries, the home also delivers the ultimate waterfront lifestyle - complete with deep water access and boat slip right from your front door.With over 2,300 square feet of interior

  Suzanne Moore Suzanne Moore Real Estate

  827 Eisenhower Dr, Key West, FL 33040
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  /50

  $3,499,000

  • 5 Beds
  • 4 Baths
  • 2,349 Sq Ft

  1114 Grinnell St, Key West, FL 33040

  Exquisite Old Town residence just completed!Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been rebuilt from the foundation up to create the perfect harmony of historic restoration, structural integrity and custom design. Luxurious 5 bed/ 4 bath including a detached poolside cabana and off-street

  Wendy Zintsmaster Truman & Co. (KW)

  1114 Grinnell St, Key West, FL 33040
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  /57

  $2,650,000 Open Tue 4PM - 6PM

  • 3 Beds
  • 4 Baths
  • 1,970 Sq Ft

  1124 Seminary St, Key West, FL 33040

  Beautiful home in the Casa Marina District. Completely remodeled in 2020 and the guest cottage is new construction. Main home has two bedrooms and two full bathrooms and one half bathroom , with one of the bedroom and bathroom located exclusively on the second floor. Living area and kitchen have vaulted ceilings with a beutiful open floor plan perfect for entertaining that opens up to the heated

  Michaele Meadows Ocean Sotheby's International Realty

  1124 Seminary St, Key West, FL 33040
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  /55

  $3,999,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,271 Sq Ft

  813 Thomas St, Key West, FL 33040

  Discover an extraordinary opportunity to own a luxurious sanctuary in the heart of Old Town Key West. Built in 2002 and a complete renovation in 2024, this impeccably 4BD/3BA home masterfully fuses island-contemporary style with timeless sophistication. Located on a rare double lot in the coveted X flood zone, the 3/2 main house welcomes you with wrap-around porches, soaring ceilings,

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  813 Thomas St, Key West, FL 33040
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  /44

  $4,130,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 4 Baths
  • 2,744 Sq Ft

  3741 Eagle Ave, Key West, FL 33040

  Experience refined island living in this BRAND NEW residence perfectly situated on a generous 10,800 square foot lot and elevated at an impressive 10.5 feet. This 3 bedroom, 3.5 bath home is a testament to modern coastal luxury, where timeless design meets effortless functionality.Constructed entirely of concrete, the open concept layout is framed by soaring cathedral ceilings and expansive

  Jenny Perry Preferred Properties (KW)

  3741 Eagle Ave, Key West, FL 33040
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  /31

  $3,695,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 5 Baths
  • 2,628 Sq Ft

  1610 South St, Key West, FL 33040

  This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builder's constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between

  Rob Severin Rob Severin Real Estate Co

  1610 South St, Key West, FL 33040
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  /54

  $5,000,000

  • 5 Beds
  • 6 Baths
  • 2,230 Sq Ft

  627 Caroline St, Key West, FL 33040

  5 Beds | 6 Baths | Pool & Spa | Prime Historic Location627 Caroline Street is a rare opportunity to own a turnkey masterpiece in one of Key West's most coveted neighborhoods. Just steps from vibrant Duval Street and the iconic Historic Seaport, this fully furnished home perfectly blends timeless island charm with modern luxury.Completely rebuilt from the studs, this residence has been

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  627 Caroline St, Key West, FL 33040
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  /81

  $4,395,000

  • 3 Beds
  • 4 Baths
  • 4,045 Sq Ft

  51 Cannon Royal Dr, Key West, FL 33040

  Waterfront luxury meets timeless architecture in this stunning Shark Key residence, located within one of the most exclusive and private neighborhoods in the Florida Keys. This refined home showcases wide-open water views, elegant design, and a seamless connection to the natural beauty surrounding it.Step inside and be captivated by sky-high ceilings, walls of glass, and an open layout that

  Jenna Stauffer Ocean Sotheby's International Realty

  51 Cannon Royal Dr, Key West, FL 33040
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  /48

  $3,299,000

  • 5 Beds
  • 3 Baths
  • 2,608 Sq Ft

  1420 White St, Key West, FL 33040

  Stunning Grand Key West Historic Home Newly Renovated into a Gorgeous Single Family Home with High Ceilings, Architectural Moldings, and Imported Tiles . This Home has undergone a Massive Transformation with the current owners paying great attention to New Spaces and Natural Light. There are so many possibilities to enjoy this Classic European Inspired Home. There are two Primary Suites, one on

  Lisa Lennon Berkshire Hathaway HomeServices Knight & Gardner Realty

  1420 White St, Key West, FL 33040
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  $3,295,000

  • 3 Beds
  • 4 Baths
  • 2,746 Sq Ft

  1126 von Phister St, Key West, FL 33040

  Beautiful. Historic. Ideal for Entertaining When you walk through the beautiful front door of this stunning two-story historic home, you will be amazed by the high ceilings, large open concept living area with original hardwood floors. High arches separate the entryway and the two different seating areas.Host all your gatherings in the large dining room that has a vaulted ceiling with wood

  Jody Clark Key West Luxury Real Estate Inc (KW)

  1126 von Phister St, Key West, FL 33040
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  $3,399,000

  • 4 Beds
  • 3 Baths
  • 1,734 Sq Ft

  1501 White St, Key West, FL 33040

  Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot

  Miriam Novotny Compass Florida, LLC

  1501 White St, Key West, FL 33040
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  /32

  $3,499,000

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft

  1405 United St, Key West, FL 33040

  Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

  Bobby Coe RE/MAX Keys Connection (KW)

  1405 United St, Key West, FL 33040
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  /48

  $3,595,000

  • 4 Beds
  • 5 Baths
  • 4,102 Sq Ft

  33 Cypress Ave, Key West, FL 33040

  Enjoy sweeping water views from this exceptional Key Haven home overlooking Cypress Lake. With 4 spacious bedrooms and 4.5 baths, the residence blends comfort and luxury in every detail. Built in 2007 with superior materials and craftsmanship, highlights include a standing seam copper roof, Saturnia stone, and hickory wood floors throughout.From the grand foyer, water views unfold throughout the

  Terri Spottswood Truman & Co. (KW)

  33 Cypress Ave, Key West, FL 33040
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  /29

  $3,295,000

  • 2 Beds
  • 3 Baths
  • 1,650 Sq Ft

  806 Southard St, Key West, FL 33040

  Welcome to your private oasis in the heart of Old Town Key West, where modern luxury meets historic charm. This beautifully renovated home perfectly blends timeless island architecture with sleek, contemporary comforts, offering an unparalleled living experience just steps from the Seaport and world-renowned Duval Street. Behind its classic facade, an airy, open floor plan awaits, thoughtfully

  Richard Patten Your Keys Real Estate, LLC

  806 Southard St, Key West, FL 33040
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  /98

  $3,395,000

  • 5 Beds
  • 5 Baths
  • 2,721 Sq Ft

  1114 Packer St, Key West, FL 33040

  X FLOOD ZONE! Luxurious Old Town Key West Family Compound with separate Guest House! Nestled in the heart of Key West's historic district, this impeccably remodeled property redefines island elegance. Situated in the coveted X Flood Zone, this home boasts an unparalleled location just steps from iconic Duval Street, world-class dining, vibrant galleries, and pristine beaches. Step inside to

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1114 Packer St, Key West, FL 33040
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  $3,750,000

  • 4 Beds
  • 5 Baths
  • 2,585 Sq Ft

  1233 Washington St, Key West, FL 33040

  BRAND NEW CONSTRUCTION. Four bedrooms, 4.5 bathrooms including guest quarters and pool. High end trim package includes Thermador appliances with wet bar, 58 bottle dual temperature wine cooler, beverage center, ice maker, induction stovetop. Upstairs and downstairs laundry. Riva European white oak wood flooring manufactured in Spain, white Thassos marble in primary first floor bath. Free standing

  Ralph Sanchez Century 21 All Keys Inc (KW)

  1233 Washington St, Key West, FL 33040
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  $6,895,000 Open Thu 4PM - 7PM

  • 6 Beds
  • 7 Baths
  • 3,340 Sq Ft

  317 Whitehead St, Key West, FL 33040

  Discover unparalleled luxury in the heart of Old Town, Key West. Comprised of a main house and guest cottage, this newly built ''Smart'' property infuses casual island elegance with modern sophistication. With a total of 6 bedrooms and 6.5 bathrooms, this home is an award winning architect-designed, custom-built luxurious property, complete with off-street parking, impact windows and doors, and

  Bobby Coe RE/MAX Keys Connection (KW)

  317 Whitehead St, Key West, FL 33040
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  /45

  $5,595,000

  • 4 Beds
  • 5 Baths
  • 3,336 Sq Ft

  1008 Fleming St, Key West, FL 33040

  Exceptional Old Town compound with pool, gardens, and two guest houses in the heart of Key West. This impeccable property blends timeless architecture with modern updates across three beautifully appointed structures. Behind a privacy wall and gate, the estate includes a grand main residence and two fully equipped guest houses, offering four bedrooms and four-and-a-half baths. The main house

  Terri Spottswood Truman & Co. (KW)

  1008 Fleming St, Key West, FL 33040
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  /39

  $2,188,000

  • 4 Beds
  • 3 Baths
  • 2,276 Sq Ft

  1719 Laird St, Key West, FL 33040

  Discover refined island living at 1719 Laird Street, a beautifully reimagined Mid-Century CBS residence offering 4 bedrooms and 3 bathrooms on a sprawling double lot. Designed for comfort and privacy, the home features impact-rated windows and doors, a newer roof, new A/C, many new appliances, and a whole-house generator for effortless peace of mind.Inside, open-concept living flows seamlessly to

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1719 Laird St, Key West, FL 33040
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  /39

  $2,249,000

  • 3 Beds
  • 3 Baths
  • 1,938 Sq Ft

  1706 Seminary St, Key West, FL 33040

  Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid-back Key West living. Set on a generous 7,480 square foot lot, this 3-bedroom, 3-bathroom (two en suite) home offers nearly 2,000 square feet of indoor space that has been completely reimagined to deliver easy, breezy island living with all the modern updates already done for you.

  Ted Stewart Truman & Co. (KW)

  1706 Seminary St, Key West, FL 33040
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  /99

  $5,800,000

  • 8 Beds
  • 9.5 Baths
  • 6,611 Sq Ft

  39 Evergreen Ave, Key West, FL 33040

  Tucked within an exclusive Key Haven cul-de-sac, Casa di Sempre is a European-inspired waterfront estate offering more than 260 linear feet of water frontage across two sides of the property, including 200 feet of concrete dockage for boating enthusiasts. Resting on over 15,000 square feet of land, this residence showcases superior craftsmanship and thoughtful design throughout more than 6,500

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  39 Evergreen Ave, Key West, FL 33040
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  /38

  $2,745,000

  • 3 Beds
  • 4 Baths
  • 1,962 Sq Ft

  1017 Angela St, Key West, FL 33040

  The perfect embodiment of Key West located on a quiet lane in Old Town just a stroll from Duval Street and Historic Seaport. This cozy newly renovated, 3-bedroom, 3.5-bathroom home is the ultimate blend of calm island style inside and out. From the moment you arrive, 1017 Angela Street welcomes you with bold colors and playful design. The front porch offers an idyllic spot to start or end your

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1017 Angela St, Key West, FL 33040
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  $5,395,000

  • 5 Beds
  • 6 Baths
  • 3,597 Sq Ft

  18 Hilton Haven Rd, Key West, FL 33040

  Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront

  The Behmke Group Keller Williams Key West Compass Realty

  18 Hilton Haven Rd, Key West, FL 33040
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  /10

  $4,300,000

  • 4 Beds
  • 6 Baths
  • 3,400 Sq Ft

  1314 Johnson St, Key West, FL 33040

  Step into sophisticated, maintenance-free living with this pristine newly-constructed home, where luxury, comfort, and design converge in perfect harmony. Spanning 3,400 square feet of interior living space and 2,892 square feet of outdoor decking, this gated residence offers an exceptional indoor-outdoor lifestyle. This thoughtfully designed turnkey home features four spacious bedrooms, each

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, Key West, FL 33040
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  /50

  $6,995,000

  • 5 Beds
  • 6 Baths
  • 4,279 Sq Ft

  326 Caroline St, Key West, FL 33040

  GRAND KEY OASIS is the epitome of luxurious island living, featuring two separate homes connected by a covered pavilion that overlooks the exceptional backyard and resort-style private pool. This fabulous compound is being offered fully furnished and the interior design will leave you marveling at the attention to detail and the sheer luxury of every room. You'll notice from the moment you enter

  Christopher Santry Last Key Realty, Inc (KW)

  326 Caroline St, Key West, FL 33040
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  /32

  $2,050,000

  • 3 Beds
  • 3 Baths
  • 1,839 Sq Ft

  1625 Patricia St, Key West, FL 33040

  MODERN MIDTOWN RETREAT offers the perfect balance of privacy and proximity--just minutes from Key West's finest dining, beaches, and nightlife. The open-concept floor plan welcomes you with high ceilings, light-filled living spaces, designer finishes, and seamless indoor-outdoor flow through retractable impact glass doors. The updated kitchen features quartz countertops, tile backsplash, premium

  Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  1625 Patricia St, Key West, FL 33040
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  $2,599,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,916 Sq Ft

  312 Margaret St, Key West, FL 33040

  Welcome to your perfect Island Escape! Nestled in the heart of old town, this beautiful home is one you're sure to fall in love with. Featuring two off-street parking spaces and a private pool, it blends luxury, comfort, and convenience, perfect for both vacation getaways and year-round living. Inside, you'll find three spacious bedrooms and three modern bathrooms, designed to provide everything

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  312 Margaret St, Key West, FL 33040
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  /36

  $3,245,000

  • 3 Beds
  • 3 Baths
  • 1,615 Sq Ft

  1511 Johnson St, Key West, FL 33040

  A rare opportunity to own a fully licensed short-term rental property in one of Key West's most desirable neighborhoods. This stunning 3-bedroom, 3-bath home is beautifully designed on one level easy living space on a lushly landscaped lot, combining island charm with exceptional investment potential. In 2024, the property generated an impressive $200,000 in gross rental income, making it a true

  Ellen Gvili Ocean Sotheby's International Realty

  1511 Johnson St, Key West, FL 33040
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  /45

  $3,200,000

  • 5 Beds
  • 6 Baths
  • 2,760 Sq Ft

  1224 Florida St, Key West, FL 33040

  Nestled in a quiet Old Town neighborhood, this elevated three-story home blends timeless craftsmanship with contemporary design. Thoughtfully constructed for style and strength, 1224 Florida features five spacious bedrooms--each with its own en-suite bath--and an open, light-filled layout that flows seamlessly from indoors to out. The recently renovated chef's kitchen is equipped with premium

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1224 Florida St, Key West, FL 33040
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  $2,599,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 1,854 Sq Ft

  1320 Eliza St, Key West, FL 33040

  Welcome to the School House on Eliza!1320 Eliza Street is a stunning corner-lot property that exudes old-world charm and proudly served as a historic schoolhouse in Key West.This four (4) bedroom with two (2) full bathrooms with two (2) half bathrooms home sits on a tropically landscaped corner lot with great outdoor living and a perfect heated pool. A brand new roof was just installed.The main

  Bobby Coe RE/MAX Keys Connection (KW)

  1320 Eliza St, Key West, FL 33040
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  /19

  $2,095,000

  • 8 Beds
  • 4 Baths
  • 3,383 Sq Ft

  905 Grinnell St, Key West, FL 33040

  Located in the heart of Key West's Historic District, 905 Grinnell Street is a distinctive multi-unit property that blends architectural character with strong investment performance. Originally built as a church, the structure has been thoughtfully converted into four residential units totaling 3,383 square feet. Each unit is individually metered and currently leased, offering a stable and

  Team Kaufelt Truman & Co. (KW)

  905 Grinnell St, Key West, FL 33040
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  /41

  $2,550,000 Open Sat 1PM - 4PM

  • 3 Beds
  • 4 Baths
  • 1,818 Sq Ft

  1231 Washington St, Key West, FL 33040

  Prime Mid-Town location - walk or bike to White Street pier, Tennis and Pickle ball, and Higgs Beach. Spanning over 1800 square feet, This home is easy one level living, completely fenced, has multiple off street parking spaces- covered and uncovered, and a remote control entrance gate for parking. The Main home has 2 bedrooms, 2 full bathrooms,, an additional private jetted tub area and an

  Elaine Coyle Keller Williams Key West Compass Realty

  1231 Washington St, Key West, FL 33040
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  /38

  $2,400,000

  • 3 Beds
  • 4 Baths
  • 1,724 Sq Ft

  1109 Stump Ln, Key West, FL 33040

  Nestled on a tranquil lane in Old Town Key West, this classic Conch home is designed for relaxed island living. The property offers multiple entertainment spaces both indoors and out, with the expansive living area and kitchen opening to a great covered patio . Enjoy a large pool surrounded by spacious decks and lush landscaping for lounging and privacy. Inside, you'll find 3 bedrooms 2.5 baths

  Terri Spottswood Truman & Co. (KW)

  1109 Stump Ln, Key West, FL 33040
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  /47

  $2,999,999

  • 2 Beds
  • 4 Baths
  • 1,596 Sq Ft

  405 Petronia St, Key West, FL 33040

  Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

  Bobby Coe RE/MAX Keys Connection (KW)

  405 Petronia St, Key West, FL 33040
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  /42

  $4,595,000

  • 4 Beds
  • 5 Baths
  • 2,985 Sq Ft

  1113 Stump Ln, Key West, FL 33040

  Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old Town, this 4-bedroom, 4.5-bath home offers 2,985 square feet of thoughtfully designed living space. Inside, soaring cathedral ceilings and rich Dade County pine walls create a warm, timeless aesthetic.

  Terri Spottswood Truman & Co. (KW)

  1113 Stump Ln, Key West, FL 33040
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  /113

  $2,195,500

  • 4 Beds
  • 4 Baths
  • 2,454 Sq Ft

  78 Bay Dr, Key West, FL 33040

  Set on a quater-acre lot in Bay Point, a quiet residential enclave celebrated for its natural surroundings, water views, and relaxed tropical lifestyle, this waterfront estate embodies the very best of Keys living. Residents enjoy the serenity of a low-density neighborhood framed by mangroves and open water, while remaining just minutes from the world-class dining, shopping, and entertainment of

  Jenny Benson Coastal Collection Real Estate Inc.

  78 Bay Dr, Key West, FL 33040

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