Key West, FL Homes

• 

  

  

  /30

  $1,150,000

  Sold Mar 23, 2026

  1221 20th St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft
  • Built 1965

  Last Sold Summary

  • 10% Below List Price
  • $630/SF
  • 57 Days On Market

  Current Estimated Value $1,149,173

  Last Listing Agent Jennifer Newman Truman & Co. (KW)

  1221 20th St, Key West, FL 33040
• 

  

  

  /69

  Est $1,453,511

  Not Listed For Sale

  2601 S Roosevelt Blvd Unit 505, Key West, FL 33040

  • 5 Beds
  • 2 Baths
  • 2,207 Sq Ft
  • Built 1967

  2601 S Roosevelt Blvd Unit 505, Key West, FL 33040

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.
• 

  

  

  /88

  $3,950,000

  $250K PRICE DROP

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

  3 Evergreen Ave, Key West, FL 33040

  New 2025 waterfront construction on the final canal in Key Haven--an architectural entertainer designed for seamless indoor-outdoor living just 5 minutes from Key West.Unlike typical Keys homes, this residence was designed around outdoor living, offering over 2,400 Sq.Ft. of covered entertaining space seamlessly connected to the interior. Completed in 2025, this striking modern waterfront

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  3 Evergreen Ave, Key West, FL 33040
• 

  

  

  /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 $618,422

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

  2500 Harris Ave, Key West, FL 33040
• 

  

  

  /40

  Est $626,188

  Not Listed For Sale

  2601 S Roosevelt Blvd Unit 407A, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft
  • Built 1967

  2601 S Roosevelt Blvd Unit 407A, Key West, FL 33040

  Last Sold Summary

  • 217 Days On Market

  Last Listing Agent Moe Smyth Century 21 Circle - Key West
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  /64

  $1,799,999

  $200K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 2,501 Sq Ft

  1504 Flagler Ave, Key West, FL 33040

  Endless possiblities! Two units to rent for the investor or live in one and produce income from the other unit. Downstairs you have a 3/1.5 with an open floor plan and covered porch with a patio. Upstairs you have a 2/1 floor plan and a mother in law lock out. All units have W/D hook ups and central air. Low maintence yardcare. Covered and dedicated parking with street parking as well. Great

  Michaele Meadows Saltwater Real Estate Florida Keys, Inc

  1504 Flagler Ave, Key West, FL 33040
• 

  

  /11

  $7,250,000

  Sold Aug 13, 2026

  616 Eaton St, Key West, FL 33040

  • 5 Beds
  • 7 Baths
  • 4,000 Sq Ft
  • Built 1939

  Last Sold Summary

  • 3% Below List Price
  • $1,812/SF
  • 104 Days On Market

  Current Estimated Value $6,180,078

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

  616 Eaton St, Key West, FL 33040
• 

  

  /23

  Est $587,750

  Not Listed For Sale

  2601 S Roosevelt Blvd Unit 208, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft
  • Built 1967

  2601 S Roosevelt Blvd Unit 208, Key West, FL 33040

  Last Sold Summary

  • 164 Days On Market

  Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty
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  /35

  $1,095,000

  • 4 Beds
  • 3 Baths
  • 2,250 Sq Ft

  211 Shore Ave, Key West, FL 33040

  Room to gather, room to grow-211 Shore Avenue is a beautifully built 2018 retreat offering the space, security, and peace of mind today's Keys families are searching for. Set on a fully fenced 7,500-square-foot lot behind an electric sliding driveway gate, 211 Shore Avenue offers the rare combination of privacy, space, and everyday livability that growing families search years for in the Keys,

  The Spottswood Team Truman & Co. (KW)

  211 Shore Ave, 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 $770,972

  Last Listing Agent Behmke The Compass Realty (KW)

  2111 Flagler Ave, Key West, FL 33040
• 

  /2

  Est $1,702,374

  Not Listed For Sale

  1609 Seminary St, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,513 Sq Ft
  • Built 1953

  1609 Seminary St, Key West, FL 33040
• 

  

  /4

  $299,000

  5555 College Rd Unit 4, Key West, FL 33040

  55' X 18' floating boating boat slip at Sunset Marina in Key West. Quality slip located on the leeward side of Key West, has deep water 6' draft and no bridges. Since this is a deeded condominium property it allows use of the 1/8 mile newly constructed private waterfront boardwalk for viewing marine life, taking a stroll or walking your dog. The pool and hot tub are at your disposal along with

  Jim Spreitzer RE/MAX Keys Connection (KW)

  5555 College Rd Unit 4, 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 $1,438,051

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

  1409 Olivia St, Key West, FL 33040
• 

  

  /18

  Est $530,852

  Not Listed For Sale

  1209 William St Unit 4, Key West, FL 33040

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

  1209 William St Unit 4, Key West, FL 33040

  Last Sold Summary

  • 448 Days On Market

  Last Listing Agent Gwendolyn Esbensen Berkshire Hathaway HomeServices Knight & Gardner Realty
• 

  

  /31

  $1,700,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040

  Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a

  Tommy Mack Coastal Collection Real Estate Inc.

  1800 Atlantic Blvd Unit 327C, 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 $4,112,254

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

  37 Cannon Royal Dr, Key West, FL 33040
• 

  

  /34

  Est $645,247

  Not Listed For Sale

  1205 Newton St Unit 1, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 427 Sq Ft
  • Built 1938

  1205 Newton St Unit 1, Key West, FL 33040

  Last Sold Summary

  • 85 Days On Market

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

  

  /4

  $2,649,000

  New Construction

  • 4 Beds
  • 4 Baths
  • 2,410 Sq Ft

  3409 Eagle Ave, Key West, FL 33040

  Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  3409 Eagle 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 $563,279

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

  161 Golf Club Dr, Key West, FL 33040
• 

  

  /17

  Est $800,396

  Not Listed For Sale

  1901 S Roosevelt Blvd Unit 104W, Key West, FL 33040

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

  1901 S Roosevelt Blvd Unit 104W, Key West, FL 33040

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

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