15,801

Key West, FL Homes

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  • /2

    $2,800,000 Sold Mar 04, 2025

    • 2,068 Sq Ft
    • $1354/SF
    • 54 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1938

    1409 White St, Key West, FL 33040

    Discover the ultimate island retreat at 1409 White Street, a meticulously designed 4-bedroom, 4.5-bathroom home nestled on a charming tree-lined street just steps from Key West's renowned art galleries, beaches, and outdoor amenities. This property seamlessly blends timeless charm with modern elegance, offering an unparalleled living experience.Beyond the white picket fence, lush tropical

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    1409 White St, Key West, FL 33040
    • /2

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 720 Sq Ft

      451 Avenue B, Key West, FL 33040

      451 Avenue B, Key West, FL 33040
  • /25

    $699,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040

    Experience the ultimate island lifestyle in this beautifully renovated, top-floor oceanfront condo at the sought-after Key West by the Sea. This unit directly faces the ocean, offering breathtaking views--perfect for relaxing on the balcony and watching the sunrise over the Atlantic.Every detail of this unit has been thoughtfully updated, blending modern comfort with coastal elegance. The

    Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

    2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040
  • /27

    $900,000 Sold Mar 03, 2025

    • 1,016 Sq Ft
    • $886/SF
    • 12 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1958

    1509 Rose St, Key West, FL 33040

    Delightful, concrete KW home just 3 blocks from the beach! This is the ONLY single family home on the island (not part of an assoc) with a POOL under $1m!!! Sitting in a wonderful, quiet neighborhood on an oversized 5500 sf lot, there is a huge driveway for all of your vehicles and house is fully fenced in. This location can't be beat. Just 3 blocks away, you will find Atlantic Ocean beaches

    Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

    1509 Rose St, Key West, FL 33040
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,120 Sq Ft

      55 Boca Chica Rd Unit 420, Key West, FL 33040

      55 Boca Chica Rd Unit 420, Key West, FL 33040
  • /38

    $6,500,000

    • 6 Beds
    • 8 Baths
    • 3,010 Sq Ft

    421-423 Simonton St, Key West, FL 33040

    Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    421-423 Simonton St, Key West, FL 33040
  • /23

    $900,000 Sold Mar 03, 2025

    • 2,001 Sq Ft
    • $450/SF
    • 238 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1958

    1511 18th Terrace, Key West, FL 33040

    Diamond in the rough. This home and guest house sit on a quiet tree lined street on a large 8,250 sq foot lot. First time on the market in over 50 years! The original ground level home has 2 bedrooms 2 baths, a new roof in 2022, laundry room, and a carport. In the back yard there is an elevated 1bedroom 1 bath guest house built in 1998, a 12x15 shed, and plenty of room to add a pool in the

    Deborah Batty Location 3 Real Estate of KW Inc (KW)

    1511 18th Terrace, Key West, FL 33040
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,110 Sq Ft

      42 Beach Dr, Key West, FL 33040

      42 Beach Dr, Key West, FL 33040
  • /12

    $865,000

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    3711 Eagle Ave, Key West, FL 33040

    On a beautiful street this duplex is located on the desirable upper end of Eagle Avenue. The main house is a full renovation project, offering a prime opportunity for customization or redevelopment. This property comes with a build-back letter from the City of Key West, offering a rare chance to create a custom home in a prime residential area. The property can also be purchased with the

    Terri Spottswood Truman & Co. (KW)

    3711 Eagle Ave, Key West, FL 33040
  • /29

    $3,675,000 Sold Mar 03, 2025

    • 1,870 Sq Ft
    • $1965/SF
    • 387 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1923

    533 Petronia St, Key West, FL 33040

    Located in the Heart of Old Town, this Rare Home has It all. 3 Bedrooms with 3.5 Baths in the Main House plus a Guest Cottage with Bedroom & Bath and Outdoor Shower. Completed in 2021 to the Highest Standards with Design by Matthew Stratton Architecture, Landscape and Pool Design by Craig Reynolds Landscape Architecture, and Custom Cabinetry by Hansen and Bringle. No Expense was Spared. All

    Ralph Sanchez Century 21 All Keys Inc (KW)

    533 Petronia St, Key West, FL 33040
    • /26

      Est $964,784 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,092 Sq Ft

      1613 Josephine St, Key West, FL 33040

      1613 Josephine St, Key West, FL 33040
  • /3

    $865,000

    • Land

    3705 Eagle Ave, Key West, FL 33040

    Excellent opportunity to purchase a vacant, buildable 6,000 square foot lot in the heart of Key West's desirable New Town neighborhood. Located on prestigious Eagle Avenue it offers a rare chance to create a custom home in a prime residential area - beneficial use allocation granted from the City of Key West Planning Department. This lot can also be purchased with the adjacent property at 3711

    Terri Spottswood Truman & Co. (KW)

    3705 Eagle Ave, Key West, FL 33040
  • /51

    $2,600,000 Sold Feb 28, 2025

    • 2,164 Sq Ft
    • $1201/SF
    • 2 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1977

    11 Coconut Dr, Key West, FL 33040

    Waterfront Paradise in Key Haven - A Rare Opportunity! Nestled on a quiet cul-de-sac this stunning 4-bedroom, 2-bathroom home offers the ultimate waterfront lifestyle. Situated on a sprawling 12,500 sq. ft. lot with open water views and direct access to two private canals, this is a true boater's paradise!Enjoy breathtaking sunrises and sunsets from your backyard, where you can dock your boat,

    Michele Grahl Keller Williams Key West Compass Realty

    11 Coconut Dr, Key West, FL 33040
    • /37

      Est $798,854 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,062 Sq Ft

      12 Pequena Ln, Key West, FL 33040

      12 Pequena Ln, Key West, FL 33040
  • /32

    $975,000

    • 4 Beds
    • 2 Baths
    • 1,587 Sq Ft

    3359 Riviera Dr, Key West, FL 33040

    Welcome to your dream retreat, nestled in one of Key West's most sought-after neighborhoods. This meticulous 4-bedroom, 2-bath residence guarantees luxury and comfort. The property features a spacious open floor plan with lots of natural light through the plantation shutters in the living room and bedrooms, designed to maximize both elegance and functionality. This residence is an easy lock and

    Sean Farrer Coldwell Banker Schmitt RE Co

    3359 Riviera Dr, Key West, FL 33040
  • /26

    $620,000 Sold Feb 28, 2025

    • 486 Sq Ft
    • $1276/SF
    • 9 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1928

    1209 William St Unit 7, Key West, FL 33040

    Unique stand alone cottage in a 7 unit condo community in Old Town Key West! Provides the privacy of a single family home with the shared maintenance of a condominium. Charming unit, fantastic walkable Old Town location, a private backyard outdoor space and sizable storage loft give this condo multiple reasons to consider this as your Key West home. One bedroom plus bonus second room ideal for

    Gwendolyn Esbensen Berkshire Hathaway HomeServices Knight & Gardner Realty

    1209 William St Unit 7, Key West, FL 33040
    • /2

      Not Listed For Sale

      2950 Overseas Hwy Unit 3, Key West, FL 33040

      2950 Overseas Hwy Unit 3, Key West, FL 33040
  • /12

    $1,575,000

    • 3 Beds
    • 2 Baths
    • 1,451 Sq Ft

    314 Southard St, Key West, FL 33040

    Located in the heart of Old Town, this historic property offers a rare chance to restore a true gem to its original splendor. Set on a 5,025 sq ft lot in the desirable X flood zone, the home was originally built as two separate residences, now connected by a breezeway. Owned by the same family for generations, the property sits less than two blocks from Duval Street, three blocks from the

    Terri Spottswood Truman & Co. (KW)

    314 Southard St, Key West, FL 33040
  • /32

    $689,000 Sold Feb 28, 2025

    • 1,290 Sq Ft
    • $534/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1963

    1404 Boca Chica Rd, Key West, FL 33040

    Welcome to ''Pelican Retreat''. This beautiful 2 bedroom, 1 bath canal front home is located in Geiger Key, only few miles north from Key West. This property is tucked away from US-1, with no highway noise and just a short walk or bike ride to a popular Geiger Key Marina, our local's favorite waterfront restaurant. One of the great features of this elevated home is additional downstair's

    Miriam Novotny Compass Florida, LLC

    1404 Boca Chica Rd, Key West, FL 33040
    • /2

      Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 2,166 Sq Ft

      1120 Elgin Ln Unit and 2 Stickney Lane, Key West, FL 33040

      1120 Elgin Ln Unit and 2 Stickney Lane, Key West, FL 33040
  • /36

    $1,125,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,049 Sq Ft

    716 Elizabeth St Unit Rear, Key West, FL 33040

    Tucked away in the heart of historic Old Town Key West near Solares Hill, this enchanting property is a rare treasure that perfectly captures the charm and allure of Island Living. The front unit, a delightful two-bedroom, one-bath haven, features an inviting porch that exudes timeless Key West charm and affords the perfect perch to unwind amidst the vibrant tropical surroundings. Beyond, a

    Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

    716 Elizabeth St Unit Rear, Key West, FL 33040
  • /22

    $820,000 Sold Feb 28, 2025

    • 1,307 Sq Ft
    • $627/SF
    • 60 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2016

    93 Palm Dr, Key West, FL 33040

    Enjoy waterfront views of the canal from this beautiful home. The outdoor living areas are designed to embrace the beauty of paradise, with a covered balcony off the living room and a private balcony off the owner's suite, perfect for relaxing. The kitchen features granite countertops and stainless steel appliances. This home is in excellent shape and ready for you to enjoy coastal living.

    Cliff Glansen FlatFee.com

    93 Palm Dr, Key West, FL 33040
    • /5

      Est $3,364,630 Not Listed For Sale

      • 5 Beds

      1501 South St, Key West, FL 33040

      1501 South St, Key West, FL 33040
  • /65

    $5,195,000

    • 5 Beds
    • 4 Baths
    • 4,176 Sq Ft

    24 Cannon Royal Dr, Key West, FL 33040

    Tucked behind swaying palms and lush tropical landscaping, this elegant and timeless waterfront estate captures the essence of Florida Keys living--from breathtaking sunset views to exceptional outdoor spaces. Whether you're lounging on your private beach or entertaining by the pool, every moment here is a reminder of why you chose island life.Inside, sun-drenched living areas showcase wide-open

    Jenna Stauffer Ocean Sotheby's International Realty

    24 Cannon Royal Dr, Key West, FL 33040
  • /50

    $1,450,000 Sold Feb 28, 2025

    • 1,558 Sq Ft
    • $931/SF
    • 22 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2000

    5607 College Rd Unit A101, Key West, FL 33040

    Welcome to luxury waterfront living at Sunset Marina Residence! This unique corner unit offers breathtaking open water and sunset views. Nestled in a premium gated community, enjoy the spaciousness of the largest 2-bed, 2-bath model, spanning 1,558 sq ft of elegantly designed space. The glass-fronted living area floods the home with natural light, complemented by 9' ceilings and an open concept

    Maria Sanchez LoKation Real Estate

    5607 College Rd Unit A101, Key West, FL 33040
    • /42

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 846 Sq Ft

      18 Shore Dr, Key West, FL 33040

      18 Shore Dr, Key West, FL 33040
  • /25

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft

    317 Cross St, Key West, FL 33040

    This 3 bedroom, 2 bathroom home is a great family home or investment opportunity; situated on a large 5625 sf corner lot within walking distance of the neighborhood park. It is currently configured with the main section having 2 bedrooms, living area, kitchen and a full bathroom plus an adjoining guest section that has it's own living area, kitchen, bedroom, full bathroom and it's own separate

    Rob Severin Rob Severin Real Estate Co

    317 Cross St, Key West, FL 33040
  • /17

    $525,000 Sold Feb 28, 2025

    • 1,032 Sq Ft
    • $509/SF
    • 57 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    3322 Harriet Ave, Key West, FL 33040

    KEY WEST HOME WITH FENCED PRIVATE LOT & PARKING! This townhouse is centrally located in Key West. This is the perfect starter home, investment property or would be ideal for employee housing. Two story townhouse has a spacious kitchen/dining area, living room and powder room on first floor. Upstairs offers two large bedrooms with abundant closet space and a full bath. Balcony off bedrooms was

    Bascom Grooms Bascom Grooms Real Estate (KW)

    3322 Harriet Ave, Key West, FL 33040
    • /4

      Not Listed For Sale

      241 Overseas Hwy, Key West, FL 33040

      241 Overseas Hwy, Key West, FL 33040
  • /24

    $1,450,000

    • 3 Beds
    • 3 Baths
    • 2,080 Sq Ft

    611 Simonton St, Key West, FL 33040

    NEW LISTING! Fantastic Key West location in the heart of Old Town Key West. Close to famous Duval Street, Historic Seaport, fine dining, galleries and more. Spacious two story home with 2,080 sq ft of living space. Three bedrooms and three full baths. Fenced yard. Patio Space. French Doors. Lanai area.

    Bascom Grooms Bascom Grooms Real Estate (KW)

    611 Simonton St, Key West, FL 33040
  • /20

    $865,000 Sold Feb 28, 2025

    • 1,221 Sq Ft
    • $708/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    2601 S 2601 Roosevelt Blvd Unit 115C, Key West, FL 33040

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

    Patricia McGrath Keller Williams Key West Compass Realty

    2601 S 2601 Roosevelt Blvd Unit 115C, Key West, FL 33040
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 880 Sq Ft

      5031 5th Ave Unit 35, Key West, FL 33040

      5031 5th Ave Unit 35, Key West, FL 33040
  • /44

    $1,600,000

    • 3 Beds
    • 3 Baths
    • 2,671 Sq Ft

    602 Southard St, Key West, FL 33040

    NEW LISTING! Tri-Plex in Old Town Key West. Close to famous Duval Street. This historic Circa 1901 property offers almost 2700 sf ft of living space. Currently configured as three apartments but would make a grand conversion to a single-family home. Main floor offers two apartments, and the upper level has a spacious apartment with access to finished 3rd story attic space. Ideal location in

    Bascom Grooms Bascom Grooms Real Estate (KW)

    602 Southard St, Key West, FL 33040
  • /24

    $665,000 Sold Feb 28, 2025

    • 900 Sq Ft
    • $739/SF
    • 108 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1996

    101 Golf Club Dr, Key West, FL 33040

    This beautiful townhome is filled with coastal charm and has amazing views of the #1 fairway. Main level offers hardwood floors with an open floor plan. Upper level offers bedroom suites w/private attached baths. Verandas, new Central AC, impact slider on upper level, storm shutters. KWGC offers pools, fitness room, club house, & gated entry.This is the place if you're looking for a Key West home

    Mike Caron Keller Williams Key West Compass Realty

    101 Golf Club Dr, Key West, FL 33040
    • /2

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 745 Sq Ft

      541 Avenue D, Key West, FL 33040

      541 Avenue D, Key West, FL 33040
  • /22

    $795,000

    • 1 Bed
    • 1 Bath
    • 805 Sq Ft

    1222 Florida St, Key West, FL 33040

    Tucked away in the tranquil heart of Mid Town, this spacious one-bedroom concrete home offers both comfort and privacy. The open floor plan is filled with natural light, accentuating the warmth with brand new floors throughout. Step outside to a tropical retreat, where a serene deck area is enveloped by lush bamboo fencing, creating the perfect environment for relaxation or outdoor

    Derek Epperly Keys Atlantic Realty

    1222 Florida St, Key West, FL 33040
  • /4

    $1,650,000 Sold Feb 27, 2025

    • 1,658 Sq Ft
    • $995/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2000

    5601 College Rd Unit E105, Key West, FL 33040

    3 bedroom corner unit- this is the largest and most desirable floor plan here. Located at Sunset Marina, Key West.

    James Spreitzer RE/MAX Keys Connection (KW)

    5601 College Rd Unit E105, Key West, FL 33040
    • /24

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 784 Sq Ft

      6620 Maloney Ave Unit 14, Key West, FL 33040

      6620 Maloney Ave Unit 14, Key West, FL 33040
  • /34

    $1,949,000

    • 2 Beds
    • 3 Baths
    • 1,357 Sq Ft

    3841 N Roosevelt Blvd Unit 332, Key West, FL 33040

    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

    Team Spottswood/Vazquez Truman & Co. (KW)

    3841 N Roosevelt Blvd Unit 332, Key West, FL 33040
  • /48

    $2,300,000 Sold Feb 27, 2025

    • 1,620 Sq Ft
    • $1420/SF
    • 276 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1933

    623 Grinnell St, Key West, FL 33040

    Charmingly restored and updated historic home on a quiet street in the heart of Old Town, one of the best neighborhoods. This island oasis is spacious with plenty of storage and ample off street parking. The master bedroom with ensuite bath is on the first floor. There is plenty of room to entertain around the pool or relax on the front porch. The property is very private with a lush

    Marc Ulanowski Equestrian Sotheby's International Realty

    623 Grinnell St, Key West, FL 33040

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