Key West, FL Homes

• 

  

  

  /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 $1,229,845

  Last Listing Agent Barbara Crespo Keller Williams Key West Compass Realty

  1327 Duncan St, Key West, FL 33040
• 

  

  

  /22

  Est $1,682,293

  Not Listed For Sale

  800 Fleming St Unit C1, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 1910

  800 Fleming St Unit C1, Key West, FL 33040

  Last Sold Summary

  • 53 Days On Market
• 

  

  

  /71

  $585,000

  $35K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 806 Sq Ft

  138 Golf Club Dr, Key West, FL 33040

  VALUE now is even SWEETER! Adjusted Price! Welcome to 138 GC Dr. in the highly sought-after Key West Golf Club residential community. Surrounded by acres of open space, Rees-Jones designed 18-hole Championship Golf Course. INVITING, Ready for Immediate Occupancy, ''Fresh as a Daisy,'' Townhome. Waiting for you! Beautifully maintained home offers the perfect blend of island living, resort-style

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  138 Golf Club Dr, Key West, FL 33040
• 

  

  

  /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 $1,015,376

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

  2418 Linda Ave, Key West, FL 33040
• 

  

  /2

  Est $507,827

  Not Listed For Sale

  3930 S Roosevelt Blvd Unit W410, Key West, FL 33040

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

  3930 S Roosevelt Blvd Unit W410, Key West, FL 33040
• 

  

  /44

  $1,475,000

  $20K PRICE DROP

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

  1211 Knowles Ln, Key West, FL 33040

  Timeless Old Town Charm!Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades.1211 Knowles Lane features a versatile 300 sq. ft. loft currently

  

  Emily Lombard

  Ocean Sotheby's International Realty

  1211 Knowles Ln, Key West, FL 33040
• 

  

  /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

  Current Estimated Value $1,188,778

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

  1730 Flagler Ave, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  170 Mars Ln, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1979

  170 Mars Ln, Key West, FL 33040
• 

  

  /36

  $1,549,000

  • 3 Beds
  • 3 Baths
  • 1,320 Sq Ft

  2613 Gulfview Dr, Key West, FL 33040

  Rare WATERFRONT home on the island of Key West, an incredible value priced well below the last comparable sale. Tucked behind the gates of the exclusive Gulf View Pointe community, a rare opportunity awaits to own a waterfront townhome in Key West. This three-bedroom, three-full-bath residence offers the luxury of a private pool and includes a dedicated carport. As you step through the front

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  2613 Gulfview Dr, Key West, FL 33040
• 

  

  /7

  $3,700

  Sold May 18, 2026

  311 Amelia St Unit 1, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Below List Price
  • $5/SF
  • 46 Days On Market

  Current Estimated Value $1,793,000

  Last Listing Agent Joyce Craul Expert Realty LLC (HQ)

  311 Amelia St Unit 1, Key West, FL 33040
• 

  

  /22

  Est $799,283

  Not Listed For Sale

  620 Thomas St Unit 286, Key West, FL 33040

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

  620 Thomas St Unit 286, Key West, FL 33040

  Last Sold Summary

  • 88 Days On Market
• 

  

  /47

  $7,000,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,528 Sq Ft

  5 Sunset Key Dr, Key West, FL 33040

  Escape to Sunset Key, a private island sanctuary where refined elegance meets effortless tranquility. Just a four-minute ferry ride--operating 24 hours a day--from the vibrant charm in the heart of downtown Key West, this serene enclave offers the rare balance of seclusion and accessibility, keeping the energy of Old Town within effortless reach at any hour. This exquisite three-bedroom,

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  5 Sunset Key Dr, Key West, FL 33040
• 

  

  /31

  $2,425,000

  Sold Sep 30, 2025

  37 Evergreen Ave, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 2,685 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $903/SF
  • 138 Days On Market

  Current Estimated Value $2,560,613

  Last Listing Agent Jenny Perry Preferred Properties (KW)

  37 Evergreen Ave, Key West, FL 33040
• 

  

  /17

  Est $844,658

  Not Listed For Sale

  620 Thomas St Unit 151, Key West, FL 33040

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

  620 Thomas St Unit 151, Key West, FL 33040

  Last Sold Summary

  • 3 Days On Market
• 

  

  /27

  $575,000

  $100K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 546 Sq Ft

  815 Pearl St Unit 2, Key West, FL 33040

  Quaint Key West Condominium - Discover 815 Pearl Street Unit 2, a charming 1-bedroom, 1-bath residence in the heart of Old Town. Light fills the open-concept living area, which flows seamlessly to a lush brick-paved courtyard via French doors. The efficient kitchen offers modern appliances, while the bedroom is a comfortable retreat with an en-suite bath. Enjoy your private fenced yard with space

  

  Matthew Carlson

  Realty ONE Group Destination

  815 Pearl St Unit 2, Key West, FL 33040
• 

  

  /53

  $1,650,000

  Sold May 05, 2026

  1416 Catherine St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft
  • Built 1938

  Last Sold Summary

  • 13% Below List Price
  • $736/SF
  • 45 Days On Market

  Current Estimated Value $1,873,702

  Last Listing Agent Jody Clark Key West Luxury Real Estate Inc (KW)

  1416 Catherine St, Key West, FL 33040
• 

  

  /80

  Est $1,594,545

  Not Listed For Sale

  162 Sun Ln, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft
  • Built 2011

  162 Sun Ln, Key West, FL 33040

  Last Sold Summary

  • 126 Days On Market
• 

  

  /13

  $3,600

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  514 Margaret St Unit 2, Key West, FL 33040

  It doesn't get more Key West than this. Tucked behind a white picket fence on one of Old Town's most coveted streets, this 2BD/1BA condo is pure island charm -- about 900 sq ft with soaring vaulted ceilings, a skylight, and rich hardwood floors throughout. French doors open to a lush, private tropical patio with a deck and garden -- the kind of outdoor space you'll actually use every day. The

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  514 Margaret St Unit 2, Key West, FL 33040
• 

  

  /31

  $1,000,000

  Sold Mar 25, 2026

  1800 Atlantic Blvd Unit 337C, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Built 1984

  Last Sold Summary

  • 9% Below List Price
  • $763/SF
  • 128 Days On Market

  Current Estimated Value $1,036,793

  Last Listing Agent Laura McChesney Preferred Properties (KW)

  1800 Atlantic Blvd Unit 337C, Key West, FL 33040
• 

  

  /38

  Est $570,615

  Not Listed For Sale

  3930 S Roosevelt Blvd Unit E204, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft
  • Built 1991

  3930 S Roosevelt Blvd Unit E204, Key West, FL 33040

  Last Sold Summary

  • 67 Days On Market
• 

  

  /22

  $769,000

  $31K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,057 Sq Ft

  1102 Whitehead St, Key West, FL 33040

  Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden

  

  Margarita Villoch

  Island Group Realty (KW)

  1102 Whitehead St, Key West, FL 33040
• 

  

  /54

  $1,550,000

  Sold Nov 05, 2025

  15 Bay Dr, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft
  • Built 1990

  Last Sold Summary

  • 18% Below List Price
  • $764/SF
  • 248 Days On Market

  Current Estimated Value $1,594,959

  Last Listing Agent Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

  15 Bay Dr, Key West, FL 33040
• 

  

  /36

  Not Listed For Sale

  3930 S Roosevelt Blvd Unit S311, Key West, FL 33040

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

  3930 S Roosevelt Blvd Unit S311, Key West, FL 33040

  Last Sold Summary

  • 41 Days On Market
• 

  

  /41

  $59,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  617 Front St Unit A52 Penthaus Week 32, Key West, FL 33040

  PENTHOUSE! Beautiful straight-on views of the Gulf, Pool, Beach, Sunsets, and Tiki Bar. Enjoy week 32 in this Timeless Timeshare and celebrate Lobster Week and the Rum Festival. The Galleon resort has Elevators, a rooftop deck, a gated parking garage, a sauna, an exercise room, and the Pirates Cove Cafe and Outdoor gas grills, which are located on the Marina side of the Galleon. Stay or rent it

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit A52 Penthaus Week 32, Key West, FL 33040
• 

  

  /42

  $2,522,000

  Sold Oct 30, 2025

  8 Floral Ave, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 2,521 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $1,000/SF
  • 15 Days On Market

  Current Estimated Value $2,556,194

  Last Listing Agent Bobby Baker Brightwild Real Estate

  8 Floral Ave, Key West, FL 33040
• 

  

  /17

  Est $589,846

  Not Listed For Sale

  3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft
  • Built 1991

  3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

  Last Sold Summary

  • 12 Days On Market
• 

  

  /16

  $245,000

  $5K PRICE DROP

  • Land
  • 871 Sq Ft
  • $12,250,000 per Acre

  1801 N Roosevelt M-28 Blvd, Key West, FL 33040

  LIVE IN PARADISE AFFORDABLE LIVEABOARD Houseboat & Slip! It's a TRUE KEY WEST LIFESTYLE... POF CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. 2018 Aqua Lodge Catamaran Houseboat 12'X42 2' Draft Molded Pontoon, FRP Hull No Motors, No batteries 50-amp shore service connection with pump out included with slip Fee $830 a month, parking,

  

  Annie Rivera

  Berkshire Hathaway Florida Realty

  1801 N Roosevelt M-28 Blvd, Key West, FL 33040
• 

  

  /3

  $1,500,000

  Sold Sep 29, 2025

  951 Caroline St Unit 34, Key West, FL 33040

  • Built 2003

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $1,544,374

  Last Listing Agent Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

  951 Caroline St Unit 34, Key West, FL 33040
• 

  

  /14

  Not Listed For Sale

  6515 5th St, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 500 Sq Ft
  • Built 1962

  6515 5th St, Key West, FL 33040

  Last Sold Summary

  • 16 Days On Market
• 

  

  /40

  $1,425,000

  $150K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  1901 S Roosevelt Blvd Unit 401, Key West, FL 33040

  Discover the rare opportunity to own a premier developer's unit in one of Key West's most desirable waterfront communities. Perfectly positioned just across the street from world-famous Smathers Beach, this spacious 3-bedroom, 2-bath condo blends coastal luxury with unbeatable island convenience.Inside, expansive living spaces open to large windows and glass doors showcasing ocean views and

  

  Emily Lombard

  Ocean Sotheby's International Realty

  1901 S Roosevelt Blvd Unit 401, Key West, FL 33040
• 

  

  /43

  $2,300,000

  Sold Mar 16, 2026

  1616 Atlantic Blvd Unit 15, Key West, FL 33040

  • 4 Beds
  • 5.5 Baths
  • 3,118 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Below List Price
  • $738/SF
  • 57 Days On Market

  Current Estimated Value $2,318,724

  Last Listing Agent Elizabeth Chamberlain Truman & Co. (KW)

  1616 Atlantic Blvd Unit 15, Key West, FL 33040
• 

  

  /24

  Est $851,140

  Not Listed For Sale

  2421 Fogarty Ave Unit 1 &2, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,594 Sq Ft
  • Built 1949

  2421 Fogarty Ave Unit 1 &2, Key West, FL 33040

  Last Sold Summary

  • 37 Days On Market
• 

  

  /14

  $3,400

  Pending

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  32 Merganser Ln, Key West, FL 33040

  Discover your perfect long-term rental in the heart of Key West Golf Club! This charming 780 sqft property offers an ideal blend of comfort and convenience, perfect for those looking to embrace the vibrant lifestyle of this tropical haven. For some work distances it is 2.5 miles from Naval Air Station Boca Chica, 5.1 miles from US Coast Guard Sector Key West Trumbo Point, 6.1 miles from JIATF

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  32 Merganser Ln, Key West, FL 33040
• 

  

  /5

  $3,250,000

  Sold May 27, 2026

  906 Southard St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 2,188 Sq Ft
  • Built 1943

  Last Sold Summary

  • 18% Below List Price
  • $1,485/SF
  • 173 Days On Market

  Current Estimated Value $3,706,688

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

  906 Southard St, Key West, FL 33040
• 

  

  /19

  Est $574,446

  Not Listed For Sale

  3930 S Roosevelt Blvd Unit S208, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft
  • Built 1991

  3930 S Roosevelt Blvd Unit S208, Key West, FL 33040

  Last Sold Summary

  • 10 Days On Market
• 

  

  /32

  $599,000

  $26K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  3205 Pearl Ave, Key West, FL 33040

  Located in one of Key West's most desirable townhome communities, this inviting residence offers comfort, flexibility, and value — all with no HOA and no monthly fees. The main level features a full bathroom with a shower, along with washer and dryer conveniently located on the outside porch. The living area flows seamlessly into a well-sized kitchen and dining space, creating an easy and

  

  Miriam Novotny

  Compass Florida, LLC

  3205 Pearl Ave, Key West, FL 33040
• 

  

  /49

  $770,000

  Sold Aug 12, 2025

  1800 Atlantic Blvd Unit 116B, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $524/SF
  • 7 Days On Market

  Current Estimated Value $800,630

  Last Listing Agent Paul Hayes Beach Club Brokers (KW)

  1800 Atlantic Blvd Unit 116B, Key West, FL 33040
• 

  

  /19

  Est $2,039,996

  Not Listed For Sale

  1316 Royal St Unit 3, Key West, FL 33040

  • 4 Beds
  • 3.5 Baths
  • 1,743 Sq Ft
  • Built 2023

  1316 Royal St Unit 3, Key West, FL 33040

  Last Sold Summary

  • 60 Days On Market
• 

  

  /38

  $910,000

  $165K PRICE DROP Under Contract

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  1606 Flagler Ave, Key West, FL 33040

  Renovated Midtown Key West Home | 2BR/2BA | 1,118 SF | Taken to Studs in 2021 | Off-Street Parking | Private Yard with Hot Tub. Just 5 Blocks to the Atlantic Ocean and beaches.Priced at $950,000, this single-level Midtown Key West home was taken to the studs and fully renovated in 2021, including new plumbing, new electric, roof, and impact windows and doors. 1,118 square feet of living space

  

  Dustan Carpenter

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  1606 Flagler Ave, Key West, FL 33040
• 

  

  /13

  $475,000

  Sold May 08, 2026

  801 Waddell Ave Unit 3, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 378 Sq Ft
  • Built 1958

  Last Sold Summary

  • 10% Below List Price
  • $1,257/SF
  • 73 Days On Market

  Current Estimated Value $527,254

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  801 Waddell Ave Unit 3, Key West, FL 33040

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