Key West, FL Homes

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  /20

  $854,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  620 Thomas St Unit 176, Key West, FL 33040

  Ground floor end unit! Two-bedroom, one bath Shipyard condo. Updated kitchen with stainless steel appliances. Updated bath with shower. New impact windows and doors. The Shipyard is in the Truman Annex in Old Town Key West. Great location with easy walking and biking to all the action and great restaurants, beaches and sunsets that Key West offers.

  The Behmke Group Keller Williams Key West Compass Realty

  620 Thomas St Unit 176, Key West, FL 33040
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  /2

  $400,000 Sold Nov 15, 2025

  10 Dolphin Rd, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 764 Sq Ft
  • Built 1960

  Last Sold Summary

  • $524/SF
  • 8 Days On Market

  Last Listing Agent Irina Pytlik Keys Top Realty LLC

  10 Dolphin Rd, Key West, FL 33040
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  /2

  Est $286,209 Not Listed For Sale

  • 1 Bed
  • 40 Sq Ft

  5950 Peninsular Ave Unit 619, Key West, FL 33040

  5950 Peninsular Ave Unit 619, Key West, FL 33040
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  /26

  $1,825,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,681 Sq Ft

  531 Frances St, Key West, FL 33040

  Welcome home to 531 Frances Street, located in the heart of old town Key West within walking distance to shops, restaurants, harbor walk and Duval. From the white picket fence to the wide front porch, this charming home is a classic. This home is being sold completely furnished and equipped. The first floor features an open floor plan with high ceilings and gorgeous natural light. The living

  Laura McChesney Preferred Properties (KW)

  531 Frances St, Key West, FL 33040
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  /4

  $565,000 Sold Nov 14, 2025

  1515 Rose St, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 1,083 Sq Ft
  • Built 1958

  Last Sold Summary

  • $522/SF
  • 0 Days On Market

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  1515 Rose St, Key West, FL 33040
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  /12

  Est $595,802 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,075 Sq Ft

  3930 S Roosevelt Blvd Unit W-207, Key West, FL 33040

  3930 S Roosevelt Blvd Unit W-207, Key West, FL 33040
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  /39

  $1,999,000

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

  1719 Laird St, Key West, FL 33040

  Experience elevated island living at 1719 Laird Street--a redesigned Mid-Century CBS home offering 4 bedrooms, 3 bathrooms, and exceptional indoor-outdoor living on a rare double lot. This move-in-ready property delivers the ideal blend of modern updates, storm-ready features, and low-maintenance coastal living.Step inside to an open-concept floor plan with abundant natural light, enhanced by

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1719 Laird St, Key West, FL 33040
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  /40

  $1,880,000 Sold Aug 15, 2025

  1212 Watson St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1923

  Last Sold Summary

  • 6% Below List Price
  • $1,175/SF
  • 0 Days On Market

  Current Estimated Value $1,879,255

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

  1212 Watson St, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft

  6800 Maloney Ave Unit 106, Key West, FL 33040

  6800 Maloney Ave Unit 106, Key West, FL 33040
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  /39

  $1,895,900

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft

  1121 Whitehead St, Key West, FL 33040

  Step into the charm of this beautifully designed two-story Conch home, originally built in 1923 and thoughtfully expanded to offer the perfect amount of space.The historic character shines through with rare Dade County pine walls, while the open floor plan, Birch hardwood floors, and soaring 10-foot ceilings create a bright and inviting space. The kitchen is a chef's dream, featuring stainless

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

  1121 Whitehead St, Key West, FL 33040
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  /13

  $1,325,000 Sold Jun 10, 2025

  710 William St, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 1,120 Sq Ft
  • Built 1933

  Last Sold Summary

  • 22% Below List Price
  • $1,183/SF
  • 145 Days On Market

  Current Estimated Value $1,395,306

  Last Listing Agent David Austin Anchor Line Realty (KW)

  710 William St, Key West, FL 33040
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  /2

  Est $860,461 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft

  10 Beach Dr, Key West, FL 33040

  10 Beach Dr, Key West, FL 33040
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  /28

  $869,000

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  204 Southard St Unit 5, Key West, FL 33040

  Welcome to your perfect island retreat! This beautifully maintained 2-bedroom, 1-bathroom condo is ideally situated on the second floor, offering the best of Key West living. Step out onto one of the two private balconies--one in the front and one in the rear--which are perfect for enjoying the ocean breeze and tropical treetop views.Inside, you'll find an inviting layout, featuring a modern

  Stacy Stahl Realty ONE Group Destination

  204 Southard St Unit 5, Key West, FL 33040
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  /13

  $685,000 Sold Dec 19, 2025

  1901 S Roosevelt Blvd Unit 209W, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Below List Price
  • $623/SF
  • 5 Days On Market

  Last Listing Agent Elaine Coyle Keller Williams Key West Compass Realty

  1901 S Roosevelt Blvd Unit 209W, Key West, FL 33040
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  /19

  Est $1,230,783 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  615 Duval St Unit 1, Key West, FL 33040

  615 Duval St Unit 1, Key West, FL 33040
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  /36

  $869,000

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

  3841 N Roosevelt Blvd Unit 415, Key West, FL 33040

  Experience the pinnacle of island sophistication with these beautifully appointed courtyard residences at the sought-after Beachside Condominiums in Key West. With two TRANSIENT RENTAL LICENSES, this turnkey property offers exceptional flexibility as a personal retreat, full-time residence, or lucrative vacation rental. WITH 50% SELLER FINANCING OFFERED = AN EXCEPTIONAL OPPORTUNITY! Thoughtfully

  Michelle Blades Realty Executives Florida Keys Old Town

  3841 N Roosevelt Blvd Unit 415, Key West, FL 33040
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  /34

  $470,000 Sold Sep 08, 2025

  7 Ed Swift Rd, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 828 Sq Ft

  Last Sold Summary

  • 24% Below List Price
  • $568/SF
  • 168 Days On Market

  Last Listing Agent Justyn Ewald Expert Realty LLC (HQ)

  7 Ed Swift Rd, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  17 Palm Dr, Key West, FL 33040

  17 Palm Dr, Key West, FL 33040
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  /49

  $1,999,990

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  1022 Fleming St, Key West, FL 33040

  Invest in Key West with this Duplex which can be also easily used as a single family home! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary

  Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
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  /42

  $797,000 Sold Aug 05, 2025

  3739 Duck Ave, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,677 Sq Ft
  • Built 1963

  Last Sold Summary

  • $475/SF
  • 5 Days On Market

  Current Estimated Value $815,498

  Last Listing Agent Christopher Orth Berkshire Hathaway HomeServices Knight & Gardner Realty

  3739 Duck Ave, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 3,918 Sq Ft

  710 Washington St, Key West, FL 33040

  710 Washington St, Key West, FL 33040
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  /53

  $1,175,000

  • Land

  2950 Overseas Hwy Unit 63, Key West, FL 33040

  Rare Platinum RV Lot in Prestigious Bluewater Key - Bayside Lot #63Opportunities like this are truly rare. Located in the highly sought-after Bluewater Key RV Resort in Saddlebunch Key, Bayside Lot #63 offers an exceptional luxury RV lifestyle just minutes from Key West, within one of the top-ranked RV resorts in the United States.This Platinum Lot is among the most extensively improved sites in

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 63, Key West, FL 33040
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  /10

  $134,000 Sold Jul 18, 2025

  1801 N Roosevelt Blvd Unit Wahoo 43, Key West, FL 33040

  • Land
  • 0 Acre

  Last Sold Summary

  • 25% Below List Price
  • 372 Days On Market

  Last Listing Agent Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Wahoo 43, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft

  5031 5th Ave Unit 32, Key West, FL 33040

  5031 5th Ave Unit 32, Key West, FL 33040
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  /12

  $1,100,000 Under Contract

  • Land

  619 Front St Unit 21, Key West, FL 33040

  BEST MARINA LOCATION IN KEY WEST!Coveted and rarely available slip at the Galleon Resort in Historic Key West Harbor is now available.At the Galleon Resort, enjoy stunning sunset vistas, viewings of lighted boat parades and a two-block walk to Duval Street! The Historic Key West Seaport district is a stone's throw away where you can dine, drink and listen to live music at a multitude of great

  Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  619 Front St Unit 21, Key West, FL 33040
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  /30

  $2,900,000 Sold Jun 16, 2025

  27 Sunset Key Dr, Key West, FL 33040

  • Land

  Last Sold Summary

  • 16% Below List Price
  • 349 Days On Market

  Current Estimated Value $2,975,728

  Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

  27 Sunset Key Dr, Key West, FL 33040
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  /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
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  /47

  $4,200,000

  • 4 Beds
  • 4 Baths
  • 2,458 Sq Ft

  3 Evergreen Ave, Key West, FL 33040

  Experience the ultimate Key West lifestyle in this new construction (2025) waterfront home in the exclusive Key Haven community. Situated on the coveted final canal, this 4BR+office/4BA entertainer's paradise offers 2,458 sqft of luxury living and 2,400 sqft of covered outdoor space. This home features a completely private top-floor guest quarters offering ultimate flexibility--perfect as a

  Steven Koleno Beycome of Florida, LLC

  3 Evergreen Ave, Key West, FL 33040
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  /46

  $6,500,000 Sold Apr 14, 2025

  6 Sunset Key Dr, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 2,558 Sq Ft
  • Built 1996

  Last Sold Summary

  • 6% Below List Price
  • $2,541/SF
  • 16 Days On Market

  Current Estimated Value $6,550,194

  Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

  6 Sunset Key Dr, Key West, FL 33040
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  /7

  Est $406,768 Not Listed For Sale

  • 1 Bed
  • 50 Sq Ft

  5950 Peninsular Ave Unit 640, Key West, FL 33040

  5950 Peninsular Ave Unit 640, Key West, FL 33040
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  /44

  $350,000

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft

  201 Coppitt Rd Unit 203, Key West, FL 33040

  Sold fully furnished, this waterfront home is perfect for full-time living, a weekend escape, or a savvy investment property to add to your portfolio boasting a healthy competitive rental history. Being a VA approved condo adds flexibility for qualified buyers and the building's location makes it's a standout choice close enough to enjoy Key West and far enough away for peace and quiet. Seller

  Stephanie Wise Keller Williams Key West Compass Realty

  201 Coppitt Rd Unit 203, Key West, FL 33040
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  /38

  $1,070,000 Sold Dec 29, 2025

  3722 Cindy Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 2,072 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Below List Price
  • $516/SF
  • 86 Days On Market

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  3722 Cindy Ave, Key West, FL 33040
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  /26

  Est $956,668 Not Listed For Sale

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

  1613 Josephine St, Key West, FL 33040

  1613 Josephine St, Key West, FL 33040
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  /25

  $999,999 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,740 Sq Ft

  1210 Virginia St, Key West, FL 33040

  SOLD AS IS. This property has been a rental property for many years and needs repairs and renovations. The downstairs is vacant and easy to see. There are tenants upstairs, and we will not disturb them on initial showings. Currently this is a two-story legal duplex in the popular Bayview Park neighborhood in Old Town. It could be converted back to the original single-family home. There are a

  The Behmke Group Keller Williams Key West Compass Realty

  1210 Virginia St, Key West, FL 33040
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  /48

  $2,600,000 Sold Sep 26, 2025

  626 Canfield Ln, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,223 Sq Ft
  • Built 1901

  Last Sold Summary

  • 26% Below List Price
  • $2,126/SF
  • 519 Days On Market

  Current Estimated Value $2,640,071

  Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

  626 Canfield Ln, Key West, FL 33040
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  /37

  Est $793,874 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
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  /44

  $6,850,000

  • 3 Beds
  • 3 Baths
  • 4,200 Sq Ft

  103 Front St, Key West, FL 33040

  103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. A dramatic staircase leads to a second floor walkway which is open to the main level. On one end is

  Laura McChesney Preferred Properties (KW)

  103 Front St, Key West, FL 33040
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  /41

  $861,700 Sold Aug 19, 2025

  611 Grinnell St Unit 6, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 610 Sq Ft
  • Built 1928

  Last Sold Summary

  • 9% Below List Price
  • $1,413/SF
  • 56 Days On Market

  Current Estimated Value $866,721

  Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  611 Grinnell St Unit 6, Key West, FL 33040
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  /15

  Est $326,323 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 580 Sq Ft

  5436 5th Ave, Key West, FL 33040

  5436 5th Ave, Key West, FL 33040
• 

  

  /22

  $1,596,000

  • 2 Beds
  • 2 Baths
  • 1,002 Sq Ft

  404 Porter Ln Unit 16, Key West, FL 33040

  404 Porter Lane is located in the sought after Porter Court community inside the Truman Annex. Duval, shops and restaurants are only a short stroll away. Homes rarely come on the market at Porter Court and 404 Porter Lane is a rare find. This corner unit is flooded with natural light from windows on three sides. It features private front and rear porches plus a separate gate to the deeded

  Laura McChesney Preferred Properties (KW)

  404 Porter Ln Unit 16, Key West, FL 33040

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