Key West, FL Homes

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  /15

  Not Listed For Sale

  1519 Florida St Unit 1400 Johnson St unit, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,041 Sq Ft

  1519 Florida St Unit 1400 Johnson St unit, Key West, FL 33040

  Last Sold Summary

  • 9 Days On Market
• 

  

  

  /7

  $399,000

  • Land
  • 6,722 Sq Ft
  • $2,585,605 per Acre

  2 Dolphin Rd, Key West, FL 33040

  ROGO Exempt lot just 10 minutes from Key West! This spacious lot is ideal for a family home or an investor looking to capitalize on strong rental potential due to its prime location.Enjoy close proximity to Geiger Key Marina & Restaurant, Geiger Key Beach, and convenient access to Big Coppitt Boat Ramp--less than a mile away! From there, it's a straight shot to local favorites like Snipes Key and

  

  Austin Kimbler

  Expert Realty LLC (HQ)

  2 Dolphin Rd, Key West, FL 33040
• 

  

  

  /42

  $1,000,000

  Sold Jul 07, 2026

  914 Windsor Ln, Key West, FL 33040

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

  Last Sold Summary

  • 9% Below List Price
  • $1,684/SF
  • 8 Days On Market

  Current Estimated Value $1,046,672

  Last Listing Agent Emily Lombard Ocean Sotheby's International Realty

  914 Windsor Ln, Key West, FL 33040
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  /2

  Est $811,047

  Not Listed For Sale

  951 Caroline St Unit 5, Key West, FL 33040

  • 1 Bed
  • Built 2003

  951 Caroline St Unit 5, Key West, FL 33040
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  /15

  $325,000

  Under Contract

  5950 Peninsular Ave Unit 622, Key West, FL 33040

  A beautiful 40' liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  5950 Peninsular Ave Unit 622, Key West, FL 33040
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  /18

  $900,000

  Sold Dec 01, 2025

  314 Southard St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft
  • Built 1901

  Last Sold Summary

  • 43% Below List Price
  • $620/SF
  • 156 Days On Market

  Current Estimated Value $1,233,536

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

  314 Southard St, Key West, FL 33040
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  /26

  Not Listed For Sale

  927 Thomas St Unit 3, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 716 Sq Ft
  • Built 1908

  927 Thomas St Unit 3, Key West, FL 33040

  Last Sold Summary

  • 53 Days On Market
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  /15

  $424,000

  $75K PRICE DROP

  • Land
  • 4,791 Sq Ft
  • $3,854,545 per Acre

  6 Beach Dr, Key West, FL 33040

  Rare DOUBLE SIZE LOT on OPEN WATER with BOATING ACCESS and ROGO EXEMPT LETTER IN HAND!! This lot offers magnificent sunset views over the open water and has plenty of room to add a dock for your boat. There is a canal cut around the perimeter of Saddlebunch Key giving the property shallow boating access to the Atlantic and Gulf. This subdivision has a nice park with tennis & pickleball courts,

  

  Anneliese Dietrick

  Coldwell Banker Schmitt RE Co.

  6 Beach Dr, Key West, FL 33040
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  /20

  $190,000

  Sold Jan 26, 2026

  5555 College Rd Unit KF7, Key West, FL 33040

  • Built 2000

  Last Sold Summary

  • 22% Below List Price
  • 503 Days On Market

  Current Estimated Value $193,919

  Last Listing Agent Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  5555 College Rd Unit KF7, Key West, FL 33040
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  /11

  Not Listed For Sale

  56 Palm Dr, Key West, FL 33040

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

  56 Palm Dr, Key West, FL 33040

  Last Sold Summary

  • 5 Days On Market
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  /84

  $2,600,000

  • 2 Beds
  • 2.5 Baths
  • 1,681 Sq Ft

  68 Sunset Key Dr, Key West, FL 33040

  Surprising water views combined with maximum privacy are the signature advantages of this luxurious & well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction & added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 & a half bath home has been well maintained & never rented. Years of planting &

  

  Dawn Thornburgh

  Beach Club Brokers (KW)

  68 Sunset Key Dr, Key West, FL 33040
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  /29

  $720,000

  Sold Oct 14, 2025

  3355 Flagler Ave, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,618 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $445/SF
  • 96 Days On Market

  Current Estimated Value $755,278

  Last Listing Agent Irina Pytlik Keys Top Realty LLC

  3355 Flagler Ave, Key West, FL 33040
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  /8

  Est $797,490

  Not Listed For Sale

  951 Caroline St Unit 1, Key West, FL 33040

  • 1 Bed
  • Built 2003

  951 Caroline St Unit 1, Key West, FL 33040

  Last Sold Summary

  • 58 Days On Market
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  /90

  $874,500

  • 3 Beds
  • 2.5 Baths
  • 1,160 Sq Ft

  56 Golf Club Dr, Key West, FL 33040

  A bougainvillea-covered trellis and cozy front gate welcome you! Charming, secluded island retreat overlooks the Key West Golf Course. Within the gated KW Golf Club community, this beautifully maintained home offers a rare combination of privacy, tropical ambiance, truly unique architectural features. One of the most exceptional attributes is its expansive wraparound verandas on both levels, a

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  56 Golf Club Dr, Key West, FL 33040
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  /45

  $995,000

  Sold Jul 01, 2026

  2601 S Roosevelt Blvd Unit 610B, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft
  • Built 1967

  Last Sold Summary

  • 15% Below List Price
  • $815/SF
  • 92 Days On Market

  Current Estimated Value $1,147,326

  Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty

  2601 S Roosevelt Blvd Unit 610B, Key West, FL 33040
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  /2

  Not Listed For Sale

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

  • 1 Bed
  • 1 Bath
  • 408 Sq Ft
  • Built 1990

  55 Boca Chica Rd Unit 39, Key West, FL 33040
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  /43

  $1,289,000

  $210K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft

  1712 Laird St, Key West, FL 33040

  Located in the heart of Key West, 1712 Laird Street offers a rare blend of central convenience and residential tranquility. Positioned within a short stroll of Smathers Beach, Higgs Beach Park, the Key West Nature Preserve, White Street Pier, and the island's beloved Garden Club and dog park, this home places the best of the island lifestyle quite literally at your doorstep. Duval Street and the

  

  Matthew Sheehan

  Ocean Sotheby's International Realty

  1712 Laird St, Key West, FL 33040
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  /27

  $525,000

  Sold Jun 04, 2026

  2601 S Roosevelt Blvd Unit 608, Key West, FL 33040

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

  Last Sold Summary

  • 19% Below List Price
  • $696/SF
  • 159 Days On Market

  Current Estimated Value $549,553

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

  2601 S Roosevelt Blvd Unit 608, Key West, FL 33040
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  /2

  Est $894,098

  Not Listed For Sale

  331 Avenue E, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,499 Sq Ft
  • Built 1953

  331 Avenue E, Key West, FL 33040
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  /21

  $495,000

  Pending

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  84 Sirius Ln, Key West, FL 33040

  Come discover one of the last hidden pockets of true Old Florida Keys charm--where life slows down, the ocean breeze takes over, and the spirit of classic Key West living is still very much alive.Perfectly positioned near Key West--close enough for a quick trip into town, yet far enough to feel like your own private escape--this property offers the best of both worlds. Here, the water isn't

  

  Margarita Villoch

  Island Group Realty (KW)

  84 Sirius Ln, Key West, FL 33040
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  /33

  $1,850,000

  Sold Jan 07, 2026

  216 Fleming St, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 1,312 Sq Ft
  • Built 1995

  Last Sold Summary

  • 5% Below List Price
  • $1,410/SF
  • 58 Days On Market

  Current Estimated Value $1,911,419

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  216 Fleming St, Key West, FL 33040
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  /2

  Est $585,888

  Not Listed For Sale

  1118 Curry Ln Unit 101, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 380 Sq Ft
  • Built 1935

  1118 Curry Ln Unit 101, Key West, FL 33040
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  /45

  $1,298,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  2828 Harris Ave, Key West, FL 33040

  Welcome to 2828 Harris Avenue, a private retreat nestled in the heart of Key West's highly desirable New Town neighborhood. Beautifully updated and thoughtfully designed, this single-family home blends modern comfort with timeless island charm, surrounded by lush, mature landscaping and a backyard that feels like your own personal resort.Designed for indoor-outdoor living, the property features a

  

  Bernice Schafer

  Vested Palm Real Estate and Home Services

  2828 Harris Ave, Key West, FL 33040
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  /45

  $1,635,000

  Sold Mar 20, 2026

  1613 Rose St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,309 Sq Ft
  • Built 1958

  Last Sold Summary

  • 12% Below List Price
  • $1,249/SF
  • 102 Days On Market

  Current Estimated Value $1,649,929

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

  1613 Rose St, Key West, FL 33040
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  /2

  Not Listed For Sale

  249 Geiger Rd, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,924 Sq Ft
  • Built 1970

  249 Geiger Rd, Key West, FL 33040
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  /33

  $1,699,000

  • 3 Beds
  • 3.5 Baths
  • 1,796 Sq Ft

  809 Washington St Unit 102, Key West, FL 33040

  Experience the best of Key West living at 809 Washington Street #102, located in the exclusive Casa Marina neighborhood. This exquisite 3-story townhome offers a 3-bedroom, 3.5-bath residence (sleeps 8-10) showcasing nearly 1,800 sq ft of sophisticated island style, featuring high-end finishes, bright open living spaces, a gourmet kitchen with stainless steel Viking appliances, seamless

  

  Bernice Schafer

  Vested Palm Real Estate and Home Services

  809 Washington St Unit 102, Key West, FL 33040
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  /16

  $3,100,000

  Sold Jun 30, 2026

  1230 South St, Key West, FL 33040

  • 5 Beds
  • 5.5 Baths
  • 2,033 Sq Ft
  • Built 1948

  Last Sold Summary

  • 21% Below List Price
  • $1,525/SF
  • 111 Days On Market

  Current Estimated Value $2,821,743

  Last Listing Agent Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  1230 South St, Key West, FL 33040
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  /2

  Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 855 Sq Ft
  • Built 1981

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

  

  /17

  $325,000

  5950 Peninsular Ave Unit 708, Key West, FL 33040

  A beautiful 45' liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  5950 Peninsular Ave Unit 708, Key West, FL 33040
• 

  

  /25

  $640,000

  Sold Mar 26, 2026

  317 Cross St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1964

  Last Sold Summary

  • 8% Below List Price
  • $580/SF
  • 140 Days On Market

  Current Estimated Value $629,690

  Last Listing Agent Rob Severin Rob Severin Real Estate Co

  317 Cross St, Key West, FL 33040
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  /39

  Not Listed For Sale

  2950 Overseas Hwy Unit 39, Key West, FL 33040

  2950 Overseas Hwy Unit 39, Key West, FL 33040

  Last Sold Summary

  • 154 Days On Market
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  /35

  $450,000

  $25K PRICE DROP Under Contract

  • 2 Beds
  • 1.5 Baths
  • 648 Sq Ft

  3 Riviera Dr, Key West, FL 33040

  Discover laid back island living in this canal front, two bedroom home located in Big Coppitt Key, just minutes to Key West. Positioned on a wide canal this property is a boaters dream, complete with a 50 foot concrete seawall. With ample parking, storage for your gear and low maintenance tropical landscaping, this home is designed for easy Keys living.

  

  Emily Lombard

  Ocean Sotheby's International Realty

  3 Riviera Dr, Key West, FL 33040
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  /66

  $1,800,000

  Sold May 26, 2026

  1030 James St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,700 Sq Ft
  • Built 1933

  Last Sold Summary

  • 8% Below List Price
  • $1,059/SF
  • 7 Days On Market

  Current Estimated Value $1,723,874

  Last Listing Agent Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  1030 James St, Key West, FL 33040
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  /24

  Est $463,184

  Not Listed For Sale

  2 Seaside Ct S, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 825 Sq Ft
  • Built 2005

  2 Seaside Ct S, Key West, FL 33040

  Last Sold Summary

  • 77 Days On Market
• 

  

  /18

  $6,000

  $2K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,304 Sq Ft

  6 Calle Dos, Key West, FL 33040

  RENT ONLY!!!AVAILABLE MAY 1ST, 2026 The Rockland Key Resort is an amazing waterfront home only minutes from Key West. This beautifully renovated home is the perfect Keys oasis. Private fenced yard with mature landscape, new artificial turf, lanai, pool, and covered outdoor space. Ideal open floor plan with light-filled spaces overlooking the canal and pool. The kitchen offers stainless steel

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  6 Calle Dos, Key West, FL 33040
• 

  

  /31

  $840,000

  Sold Jan 14, 2026

  2601 S Roosevelt Blvd Unit 305, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Below List Price
  • $857/SF
  • 54 Days On Market

  Last Listing Agent Stacy Stahl Realty ONE Group Destination

  2601 S Roosevelt Blvd Unit 305, Key West, FL 33040
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  /28

  Est $1,434,894

  Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft
  • Built 1984

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

  Last Sold Summary

  • 45 Days On Market
• 

  

  /27

  $1,850,000

  $338K PRICE DROP

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

  1719 Laird St, Key West, FL 33040

  Pool. Space. Privacy. -- Rare Double Lot Living in Key West1719 Laird Street offers the space and upgrades buyers search for but rarely find in Key West. Set on an oversized double lot, this renovated 4-bedroom, 3-full- bathroom CBS home features generous living spaces, wide hallways, and abundant storage, creating a comfortable layout that feels open, functional, and easy to live in.The

  

  Dustan Carpenter

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  1719 Laird St, Key West, FL 33040
• 

  

  /45

  $3,800,000

  Sold Apr 21, 2026

  1314 Johnson St, Key West, FL 33040

  • 4 Beds
  • 6 Baths
  • 3,400 Sq Ft
  • Built 2025

  Last Sold Summary

  • 12% Below List Price
  • $1,118/SF
  • 60 Days On Market

  Current Estimated Value $2,937,969

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, Key West, FL 33040
• 

  /2

  Est $659,777

  Not Listed For Sale

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

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

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

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