Key West, FL Homes

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  /22

  $610,000

  Sold Nov 03, 2025

  2500 Harris Ave, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 810 Sq Ft
  • Built 1948

  Last Sold Summary

  • 3% Below List Price
  • $753/SF
  • 6 Days On Market

  Current Estimated Value $618,972

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

  2500 Harris Ave, Key West, FL 33040
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  /2

  Est $829,390

  Not Listed For Sale

  620 Thomas St Unit 261, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 513 Sq Ft
  • Built 1991

  620 Thomas St Unit 261, Key West, FL 33040
• 

  

  

  /21

  $859,000

  Open Sat 2PM - 4PM

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft

  927 Thomas St Unit 4, Key West, FL 33040

  Located in one of Key West's newer developments at The Captains House in Bahama Village, this second floor, single level condo blends crisp renovation with classic island style. Completed in 2023, the interiors pair hardwood and Spanish style tile flooring for an easy, low maintenance flow from living space to kitchen and bath. The kitchen is finished with quartz countertops, stainless steel

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  927 Thomas St Unit 4, Key West, FL 33040
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  /43

  $2,900,000

  Sold Aug 01, 2025

  149 Simonton St, Key West, FL 33040

  • 3 Beds
  • 3.5 Baths
  • 2,697 Sq Ft
  • Built 2017

  Last Sold Summary

  • 21% Below List Price
  • $1,075/SF
  • 124 Days On Market

  Current Estimated Value $3,180,153

  Last Listing Agent Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  149 Simonton St, Key West, FL 33040
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  /21

  Est $833,855

  Not Listed For Sale

  620 Thomas St Unit 257, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft
  • Built 1991

  620 Thomas St Unit 257, Key West, FL 33040

  Last Sold Summary

  • 102 Days On Market
• 

  

  /34

  $1,195,000

  $55K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 866 Sq Ft

  711 Galveston Ln, Key West, FL 33040

  Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining.Step into a beautifully landscaped backyard with a newly built pergola--ideal for dining and unwinding in the spa beneath the stars. Though

  Monique Thiel Sunshine State Realty Services

  711 Galveston Ln, Key West, FL 33040
• 

  

  /3

  $750,000

  Sold Dec 12, 2025

  2111 Flagler Ave, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,514 Sq Ft
  • Built 1958

  Last Sold Summary

  • 6% Below List Price
  • $495/SF
  • 23 Days On Market

  Current Estimated Value $765,116

  Last Listing Agent Behmke The Compass Realty (KW)

  2111 Flagler Ave, Key West, FL 33040
• 

  

  /7

  Est $836,063

  Not Listed For Sale

  620 Thomas St Unit 186, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft
  • Built 1991

  620 Thomas St Unit 186, Key West, FL 33040

  Last Sold Summary

  • 106 Days On Market
• 

  

  /48

  $3,850,000

  • 4 Beds
  • 4 Baths
  • 2,691 Sq Ft

  119 Simonton St, Key West, FL 33040

  Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and spanning a generous 2,691 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior features new white oak flooring that leads you through an open-concept

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  119 Simonton St, Key West, FL 33040
• 

  

  /5

  $1,469,500

  Sold Apr 21, 2026

  1409 Olivia St, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 1,053 Sq Ft
  • Built 1945

  Last Sold Summary

  • $1,396/SF
  • 6 Days On Market

  Current Estimated Value $1,445,029

  Last Listing Agent Terri Spottswood Truman & Co. (KW)

  1409 Olivia St, Key West, FL 33040
• 

  

  /6

  Est $791,998

  Not Listed For Sale

  620 Thomas St Unit 168, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 604 Sq Ft
  • Built 1991

  620 Thomas St Unit 168, Key West, FL 33040

  Last Sold Summary

  • 23 Days On Market
• 

  

  /65

  $5,500,000

  $250K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 3,751 Sq Ft

  906 Johnson St, Key West, FL 33040

  Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths

  Regan Butler Truman & Co. (KW)

  906 Johnson St, Key West, FL 33040
• 

  

  /59

  $4,000,000

  Sold Oct 24, 2025

  37 Cannon Royal Dr, Key West, FL 33040

  • 4 Beds
  • 4.5 Baths
  • 3,750 Sq Ft
  • Built 1998

  Last Sold Summary

  • 15% Below List Price
  • $1,067/SF
  • 157 Days On Market

  Current Estimated Value $4,044,729

  Last Listing Agent Dan Serban Key West Luxury Real Estate Inc (KW)

  37 Cannon Royal Dr, Key West, FL 33040
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  /41

  Est $969,744

  Not Listed For Sale

  616 Caroline St Unit 5, Key West, FL 33040

  • 1 Bed
  • 2 Baths
  • 754 Sq Ft
  • Built 1933

  616 Caroline St Unit 5, Key West, FL 33040

  Last Sold Summary

  • 8 Days On Market
• 

  

  /18

  $3,100,000

  $250K PRICE DROP

  • 7 Beds
  • 4 Baths
  • 2,940 Sq Ft

  12A 12th Ave, Key West, FL 33040

  Some opportunities require no explanation and this is one of them. A12, A13, and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 120 feet of canal frontage across three 4,800-square-foot parcels. A12 is set on 4,800 square feet with 40 feet of direct canal frontage. The three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the

  Krystal Thomas eXp Realty LLC Southernmost Branch

  12A 12th Ave, Key West, FL 33040
• 

  

  /34

  $525,000

  Sold Sep 30, 2025

  161 Golf Club Dr, Key West, FL 33040

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft
  • Built 1997

  Last Sold Summary

  • 11% Below List Price
  • $673/SF
  • 67 Days On Market

  Current Estimated Value $557,003

  Last Listing Agent Bobby Coe RE/MAX Keys Connection (KW)

  161 Golf Club Dr, Key West, FL 33040
• 

  /2

  Est $819,630

  Not Listed For Sale

  616 Caroline St Unit 1, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft
  • Built 1933

  616 Caroline St Unit 1, Key West, FL 33040
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  /12

  $4,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  36 Merganser Ln, Key West, FL 33040

  Stunning furnished two-bedroom Townhouse with tropical views, modern kitchen, and spacious living room available for a year-long lease. Pet-friendly community with security station, two community pools, gym, and butterfly garden. First-month rent, last month's rent, and security deposit are required at the lease signing. Utilities are not included. Background and financial screening also

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  36 Merganser Ln, Key West, FL 33040
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  /46

  $951,000

  Sold Sep 10, 2025

  76 Palm Dr, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,598 Sq Ft
  • Built 2016

  Last Sold Summary

  • 27% Below List Price
  • $595/SF
  • 194 Days On Market

  Current Estimated Value $978,721

  Last Listing Agent Margarita Villoch Island Group Realty (KW)

  76 Palm Dr, Key West, FL 33040
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  /49

  Est $1,514,707

  Not Listed For Sale

  10 Cormorant Ln, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 2,562 Sq Ft
  • Built 1973

  10 Cormorant Ln, Key West, FL 33040

  Last Sold Summary

  • 63 Days On Market

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