Key West, FL Homes

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  /12

  $750,000

  • 2 Beds
  • 1 Bath
  • 745 Sq Ft

  906 Truman Ave Unit 1, Key West, FL 33040

  This performing vacation rental sold as shown is a beautiful property which exudes a sense of warmth and character from the moment you set eyes on it. As you approach the home, you are greeted by a picturesque facade that captures the essence of Key West architecture. The vibrant colors and tropical landscaping create a welcoming atmosphere that invites you to step inside and explore further.

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (645) 238-6011

  906 Truman Ave Unit 1, Key West, FL 33040
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  /40

  $1,340,000 Sold Jul 09, 2025

  1911 Fogarty Ave, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,195 Sq Ft
  • Built 1953

  Last Sold Summary

  • 8% Below List Price
  • $1,121/SF
  • 14 Days On Market

  Current Estimated Value $1,314,506

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1911 Fogarty Ave, Key West, FL 33040
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  /18

  Not Listed For Sale

  • 2 Beds

  1801 N Roosevelt Blvd Unit Marlin 19, Key West, FL 33040

  1801 N Roosevelt Blvd Unit Marlin 19, Key West, FL 33040
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  /30

  $1,395,000

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  1719 Atlantic Blvd, Key West, FL 33040

  Location, Location, Location. Just a stones throw away from the Atlantic Ocean. Gorgeous 3BR/2B with bonus room/home office. Updated open floor plan with stunning kitchen and baths. NEW landscaping & turf, HVAC (2025) flooring, paint, Tesla charger & fans. Parking for 2 private driveway and tons of street parking. Property sits behind a privacy wall and encompasses an entire block with a heated

  

  Michelle Howerton

  Brenda Donnelly Real Estate LLC

  (786) 755-1893

  1719 Atlantic Blvd, Key West, FL 33040
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  /22

  $295,000 Sold Oct 24, 2025

  201 Coppitt Rd Unit 102, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft
  • Built 1974

  Last Sold Summary

  • $550/SF
  • 54 Days On Market

  Current Estimated Value $294,029

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  201 Coppitt Rd Unit 102, Key West, FL 33040
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  /18

  Not Listed For Sale

  • 1 Bed

  Unlisted Address

  Unlisted Address
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  /36

  $949,000

  • 4 Beds
  • 3 Baths
  • 1,400 Sq Ft

  2524 Patterson Ave, Key West, FL 33040

  Discover the charm and practicality of 2524 Patterson Dr., a delightful Conch-style Key West pool home tucked away in sought-after Mid Town. Set on a generous 5,000 sq ft corner lot with lush mature trees, this home offers rare outdoor privacy, highlighted by a sparkling private pool and fully fenced backyard oasis. Large glass doors in the living room and primary suite invite in natural light

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 783-4986

  2524 Patterson Ave, Key West, FL 33040
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  /26

  $600,000 Sold Oct 09, 2025

  1105 Watson St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,592 Sq Ft
  • Built 1943

  Last Sold Summary

  • 50% Below List Price
  • $377/SF
  • 237 Days On Market

  Current Estimated Value $623,031

  Last Listing Agent Francesca Santiago Keller Williams Realty Professionals (KW)

  1105 Watson St, Key West, FL 33040
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  /8

  Est $778,453 Not Listed For Sale

  • 1 Bed

  951 Caroline St Unit 1, Key West, FL 33040

  951 Caroline St Unit 1, Key West, FL 33040
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  /98

  $23,900,000

  • 4 Beds
  • 6 Baths
  • 6,532 Sq Ft

  19 Sunset Key Dr, Key West, FL 33040

  A truly one-of-one legacy estate set on Sunset Key, one of the most coveted and private islands in the Florida Keys. Just minutes by boat from Key West, this extraordinary waterfront residence offers unmatched privacy, scale, and architectural distinction.Positioned on nearly an acre and the largest homesite on the island, this classically inspired estate was designed by a renowned Naples-based

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (786) 980-9721

  19 Sunset Key Dr, Key West, FL 33040
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  /58

  $2,450,000 Sold Feb 03, 2026

  1526 Washington St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 2,042 Sq Ft
  • Built 1953

  Last Sold Summary

  • $1,200/SF
  • 1 Day On Market

  Last Listing Agent Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1526 Washington St, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 408 Sq Ft

  55 Boca Chica Rd Unit 39, Key West, FL 33040

  55 Boca Chica Rd Unit 39, Key West, FL 33040
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  /29

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 1,052 Sq Ft

  2911 Seidenberg Ave, Key West, FL 33040

  Welcome to your dream home in the heart of Key West's MidTown!This beautifully updated 3-bedroom, 2-bathroom residence blends modern comfort with island charm. Step inside to a spacious, open-concept living area designed for both relaxing and entertaining.The true highlight is the private backyard oasis -- featuring a sparkling pool surrounded by fresh tropical landscaping, an expansive deck, and

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (786) 656-0924

  2911 Seidenberg Ave, Key West, FL 33040
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  /2

  $1,175,000 Sold Apr 24, 2025

  16 Boulder Dr, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 2016

  Last Sold Summary

  • 6% Below List Price
  • $799/SF
  • 2 Days On Market

  Current Estimated Value $1,182,339

  Last Listing Agent Joe Bracciale Select Properties of NWFL

  16 Boulder Dr, Key West, FL 33040
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  /2

  Est $870,770 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,499 Sq Ft

  331 Avenue E, Key West, FL 33040

  331 Avenue E, Key West, FL 33040
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  /37

  $969,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 2,216 Sq Ft

  3357 Flagler Ave, Key West, FL 33040

  Experience the essence of island living in this light-filled, 4-bedroom, 4-bath retreat designed for those who love space, connection to the outdoors, and effortless entertaining. The expansive open-concept layout welcomes you with a bright living room surrounded by sliding glass doors that frame views of the private pool and lush tropical landscape -- the perfect backdrop for game days, family

  

  Bernice Schafer

  Vested Palm Real Estate and Home Services

  (786) 981-9073

  3357 Flagler Ave, Key West, FL 33040
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  /35

  $799,000 Sold Apr 08, 2025

  430 Avenue D, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft
  • Built 2012

  Last Sold Summary

  • 4% Below List Price
  • $604/SF
  • 58 Days On Market

  Current Estimated Value $806,890

  Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

  430 Avenue D, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,924 Sq Ft

  249 Geiger Rd, Key West, FL 33040

  249 Geiger Rd, Key West, FL 33040
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  /61

  $1,499,000

  • 7 Beds
  • 4 Baths
  • 2,699 Sq Ft

  1614 Dennis St, Key West, FL 33040

  1614 Dennis St is a rare income-producing triplex offering strong cash flow and flexible use in the heart of Key West. Generating over $125,000 annually in rental income, this well-configured property features three separate units, each with its own washer and dryer, making it highly desirable for long-term tenants and employee housing.The layout includes two spacious 2-bedroom / 1-bath units and

  

  Matthew Sheehan

  Ocean Sotheby's International Realty

  (855) 916-7690

  1614 Dennis St, Key West, FL 33040
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  /49

  $2,650,000 Sold Feb 19, 2025

  4 Coconut Dr, Key West, FL 33040

  • 4 Beds
  • 2.5 Baths
  • 2,388 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $1,110/SF
  • 29 Days On Market

  Current Estimated Value $2,740,071

  Last Listing Agent Michelle Forneris Coldwell Banker Realty

  4 Coconut Dr, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 855 Sq Ft

  55 Boca Chica Rd Unit 444, Key West, FL 33040

  55 Boca Chica Rd Unit 444, Key West, FL 33040
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  /46

  $1,395,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 1,578 Sq Ft

  2105 Fogarty Ave, Key West, FL 33040

  Discover the charm of 2105 Fogarty Ave--an inviting Key West gem that blends character, comfort, and an ideal island lifestyle. From the moment you step inside, you'll find bright, welcoming spaces filled with personality and warmth. Each room offers thoughtful details and natural light, creating an atmosphere that feels instantly like home.Enjoy the lush, sun-filled garden--a private outdoor

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (786) 432-5835

  2105 Fogarty Ave, Key West, FL 33040
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  /11

  $250,000 Sold May 12, 2025

  56 Palm Dr, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1973

  Last Sold Summary

  • 15% Below List Price
  • $372/SF
  • 5 Days On Market

  Last Listing Agent Debora Bent Coastal Collection Real Estate

  56 Palm Dr, Key West, FL 33040
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  /2

  Est $479,688 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 825 Sq Ft

  2 Seaside Ct S, Key West, FL 33040

  2 Seaside Ct S, Key West, FL 33040
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  /51

  $2,450,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 1,725 Sq Ft

  1724 Bahama Dr, Key West, FL 33040

  This fully renovated canal front home at 1724 Bahama Drive offers modern waterfront living in a highly convenient location in Key West.The property features four bedrooms and four bathrooms and includes a separate mother in law unit, making it well suited for guests, extended family, or flexible use. The home has been completely updated with a new kitchen featuring quartz countertops, custom

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (866) 729-9451

  1724 Bahama Dr, Key West, FL 33040
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  /36

  $1,300,000 Sold Aug 29, 2025

  1327 Duncan St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 2,019 Sq Ft
  • Built 1945

  Last Sold Summary

  • 41% Below List Price
  • $644/SF
  • 192 Days On Market

  Current Estimated Value $1,313,009

  Last Listing Agent Barbara Crespo Keller Williams Key West Compass Realty

  1327 Duncan St, Key West, FL 33040
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  /28

  Est $1,447,859 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  1800 Atlantic Blvd Unit 420C, Key West, FL 33040

  1800 Atlantic Blvd Unit 420C, Key West, FL 33040
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  /32

  $325,000

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft

  201 Coppitt Rd Unit 202, Key West, FL 33040

  Newly remodeled waterfront condo--VA buyer ready and also now conventional financing approved!! just minutes from NAS Key West and Old Town.This light and bright 1-bedroom, 1-bath residence has been completely updated, offering the perfect combination of modern comfort and unbeatable location. Whether you're stationed at the base or simply looking for a move-in ready island retreat, this condo

  

  Matthew Sheehan

  Ocean Sotheby's International Realty

  (786) 751-3959

  201 Coppitt Rd Unit 202, Key West, FL 33040
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  /29

  $1,400,000 Sold May 29, 2025

  1117 Whitehead St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1923

  Last Sold Summary

  • 6% Below List Price
  • $1,273/SF
  • 94 Days On Market

  Current Estimated Value $1,427,364

  Last Listing Agent Robin Nilsson Keller Williams Key West Compass Realty

  1117 Whitehead St, Key West, FL 33040
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  /2

  Est $625,094 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 304B, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 304B, Key West, FL 33040
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  /26

  $1,199,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  2525 Patterson Ave, Key West, FL 33040

  This is the home that truly checks all the boxes. Upstairs, you'll find three comfortable bedrooms and two full bathrooms, while the spacious, usable lower level offers the perfect setup for a guest room, office, or additional living space. A two-car garage plus extra off-street parking provide rare convenience in Key West, and the tall privacy wall creates a serene, secluded setting.Outside,

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (305) 419-1662

  2525 Patterson Ave, Key West, FL 33040
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  /25

  $975,000 Sold Jul 30, 2025

  2418 Linda Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,613 Sq Ft
  • Built 1953

  Last Sold Summary

  • 19% Below List Price
  • $604/SF
  • 85 Days On Market

  Current Estimated Value $1,002,828

  Last Listing Agent Tonya Cabanas Truman & Co. (KW)

  2418 Linda Ave, Key West, FL 33040
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  /2

  Est $2,857,693 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,653 Sq Ft

  900 Seminary St, Key West, FL 33040

  900 Seminary St, Key West, FL 33040
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  /62

  $2,600,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,514 Sq Ft

  215 Whitehead St, Key West, FL 33040

  Welcome to 215 Whitehead Street, a captivating Mediterranean Revival home that artfully blends historic charm with sophisticated updates in one of Old Town Key West's most iconic locations. Once the beloved residence of Burt and Hazel Burnett, the property carries a rich legacy. Burt Burnett, a renowned artist, actor, and passionate supporter of the local theatre scene, infused the home with a

  

  Tommy Mack

  Coastal Collection Real Estate Inc.

  (786) 833-7580

  215 Whitehead St, Key West, FL 33040
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  /40

  $1,550,000 Sold Feb 18, 2025

  406 Porter Ln, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 1,036 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Below List Price
  • $1,496/SF
  • 10 Days On Market

  Current Estimated Value $1,588,791

  Last Listing Agent Rodney Culiver Last Key Realty, Inc (KW)

  406 Porter Ln, Key West, FL 33040
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  /2

  Est $982,520 Not Listed For Sale

  • Studio
  • 2 Baths
  • 1,180 Sq Ft

  1411 White St, Key West, FL 33040

  1411 White St, Key West, FL 33040
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  /47

  $374,000

  • 2 Beds
  • 1 Bath
  • 885 Sq Ft

  55 Boca Chica Rd Unit 85, Key West, FL 33040

  Updated and ready for you. This 2 Br/1 Bath unit is spacious and now looks like a million dollars! Fresh paint throughout, new floors in DR, Kitchen, bedrooms & bath, new plumbing and water heater, new bath vanity. The spacious Florida Room is the place to be, it invites you to relax, get comfortable and enjoy the day or evening. Check the Document Tab above and see much more information. Unit

  

  Margarita Villoch

  Island Group Realty (KW)

  (305) 889-7849

  55 Boca Chica Rd Unit 85, Key West, FL 33040
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  /34

  $1,150,000 Sold Dec 15, 2025

  1730 Flagler Ave, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,764 Sq Ft
  • Built 1955

  Last Sold Summary

  • 19% Below List Price
  • $652/SF
  • 67 Days On Market

  Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

  1730 Flagler Ave, Key West, FL 33040
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  /6

  Est $783,667 Not Listed For Sale

  1210 17th St, Key West, FL 33040

  1210 17th St, Key West, FL 33040
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  /44

  $1,495,000

  • 3 Beds
  • 3 Baths
  • 1,284 Sq Ft

  1211 Knowles Ln, Key West, FL 33040

  Discover the timeless charm of this beautifully remodeled historic home located in Old Town, Key West. This fully furnished 3 bedroom, 2.5 bath property boasts lovingly restored Dade County Pine, and combines classic craftsmanship with modern comforts. 1211 Knowles Ln features a 300 sq.ft. loft currently used as a 3rd bedroom, office and storage ! Both front and side porches invite you to relax

  

  Emily Lombard

  Ocean Sotheby's International Realty

  (786) 788-0660

  1211 Knowles Ln, Key West, FL 33040

Showing Results 161 - 200, Page 5 of 18