Key West, FL Homes

• 

  

  

  /60

  $1,385,000

  Sold Jun 10, 2026

  1230 5th St, Key West, FL 33040

  • 3 Beds
  • 3.5 Baths
  • 2,236 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $619/SF
  • 21 Days On Market

  Current Estimated Value $1,401,271

  Last Listing Agent Madeleine Young Island Welcome Real Estate LLC

  1230 5th St, Key West, FL 33040
• 

  

  

  /22

  Est $1,330,435

  Not Listed For Sale

  1205 11th St, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,778 Sq Ft
  • Built 1958

  1205 11th St, Key West, FL 33040

  Last Sold Summary

  • 71 Days On Market

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

  

  

  /36

  $3,495,000

  $100K PRICE DROP

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

  710 Caroline St, Key West, FL 33040

  Caroline Street, steps from the Historic Seaport. This is the Key West people picture before they ever get here.Built in the late 1800s as a cigar factory, when Key West was the cigar capital of the country. That origin is why it lives so much larger than the cottages around it: the volume, the ceiling height, the proportions of a working building rather than a bungalow. The Dade County

  jesse friedman Real Broker, LLC

  710 Caroline St, Key West, FL 33040
• 

  

  

  /45

  $4,325,000

  Sold May 27, 2026

  231 E Shore Dr Unit 3, Key West, FL 33040

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Above List Price
  • $1,054/SF
  • 266 Days On Market

  Last Listing Agent Stephanie Marinucci Serhant

  231 E Shore Dr Unit 3, Key West, FL 33040
• 

  

  /2

  Est $1,543,230

  Not Listed For Sale

  1500 Patricia St, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 2,240 Sq Ft
  • Built 1958

  1500 Patricia St, Key West, FL 33040
• 

  

  /21

  $1,400,000

  • 4 Beds
  • 2 Baths
  • 1,554 Sq Ft

  1105 17th St, Key West, FL 33040

  This one is a must see! Spacious FOUR bedroom, single family home in the 'Pearlman Heights' neighborhood of New Town KW that has undergone recent renovations-upgrades. New roof, kitchen (appliances, cabinets, counter tops), windows / doors (impact rated), bathrooms (fixtures, flooring, showers, faucets, vanities), on demand water heater, pool pump, Central AC condenser / air handler, light

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  1105 17th St, Key West, FL 33040
• 

  

  /16

  $3,000

  Sold Feb 23, 2026

  5051 Overseas Hwy, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2006

  Last Sold Summary

  • 50% Below List Price
  • $2/SF
  • 111 Days On Market

  Last Listing Agent Marla Sommers Coldwell Banker Realty

  5051 Overseas Hwy, Key West, FL 33040
• 

  

  /14

  Est $903,644

  Not Listed For Sale

  1226 Flagler Ave, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Built 1953

  1226 Flagler Ave, Key West, FL 33040

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Courtney Conley Serhant Florida LLC - Coconut Grove
• 

  

  /21

  $609,000

  $40K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  81 Golf Club Dr, Key West, FL 33040

  **Golf course frontage. No rear neighbors. Minutes to Old Town Key West.** Welcome to your island retreat in the sought-after Key West Golf Club community on Stock Island. Overlooking the first green of the Rees Jones-designed golf course, this beautifully updated 2-bedroom, 1.5-bath home offers a rare combination of privacy, scenic views, and resort-style living.Inside, the

  Nicole Gruenauer Key West Luxury Real Estate Inc (KW)

  81 Golf Club Dr, Key West, FL 33040
• 

  

  /44

  $665,000

  Sold Oct 17, 2025

  Unlisted Address

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

  Last Sold Summary

  • 17% Below List Price
  • $806/SF
  • 130 Days On Market

  Current Estimated Value $686,114

  Last Listing Agent Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  Unlisted Address
• 

  

  /43

  Est $2,084,485

  Not Listed For Sale

  3808 Eagle Ave, Key West, FL 33040

  • 4 Beds
  • 3.5 Baths
  • 2,942 Sq Ft
  • Built 1968

  3808 Eagle Ave, Key West, FL 33040

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Kirksten Irick Preferred Properties (KW)
• 

  /2

  $15,000

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  323 Whitehead St Unit 702 wks 12, Key West, FL 33040

  Own Week 12 at The Banyan Resort and enjoy one of the most sought-after times of year in Key West. Nestled in the heart of Old Town, this charming one-bedroom loft suite offers the perfect island getaway just steps from the energy of Duval Street. Unit 702 comfortably accommodates up to four guests and features a unique loft-style design with a spiral staircase leading to a semi-private bedroom

  Monika Rydzak eXp Realty LLC KW Branch

  323 Whitehead St Unit 702 wks 12, Key West, FL 33040
• 

  

  /41

  $1,685,000

  Sold Nov 25, 2025

  205 Virginia St, Key West, FL 33040

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Built 2019

  Last Sold Summary

  • 2% Below List Price
  • $1,170/SF
  • 126 Days On Market

  Current Estimated Value $1,678,501

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  205 Virginia St, Key West, FL 33040
• 

  

  /39

  Est $631,367

  Not Listed For Sale

  1210 Bay St, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Built 1950

  1210 Bay St, Key West, FL 33040

  Last Sold Summary

  • 146 Days On Market

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

  

  /39

  $2,550,000

  $125K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,962 Sq Ft

  1017 Angela St, Key West, FL 33040

  Step into a residence that has captured the national spotlight. Recently honored as a Wall Street Journal ''House of the Week,'' 1017 Angela Street is a 118-year-old Old Town cottage masterfully reimagined for the modern connoisseur. Tucked away on a tranquil lane, yet moments from the Historic Seaport and Duval Street, this three bedroom, three and a half bath home is the ultimate blend of calm

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1017 Angela St, Key West, FL 33040
• 

  

  /56

  $1,950,000

  Sold Oct 17, 2025

  1 Emerald Dr, Key West, FL 33040

  • 4 Beds
  • 4.5 Baths
  • 2,523 Sq Ft
  • Built 1985

  Last Sold Summary

  • 22% Below List Price
  • $773/SF
  • 180 Days On Market

  Current Estimated Value $1,914,689

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  1 Emerald Dr, Key West, FL 33040
• 

  

  /34

  Est $1,010,744

  Not Listed For Sale

  1915 Fogarty Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft
  • Built 1963

  1915 Fogarty Ave, Key West, FL 33040

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Peter Geary Bascom Grooms Real Estate (KW)
• 

  

  /9

  $850,000

  • Land
  • 5,199 Sq Ft
  • $7,120,385 per Acre

  1720 United St, Key West, FL 33040

  Welcome to 1720 United Street -- a rare opportunity to own a spacious, build-ready lot in one of Key West's most desirable residential neighborhoods. Surrounded by mature palms and tropical greenery, this cleared parcel offers the perfect blank canvas to design your island dream home. Enjoy the quiet charm of a well-established neighborhood while being just minutes from beaches, restaurants,

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

  1720 United St, Key West, FL 33040
• 

  

  /27

  $930,000

  Sold Mar 13, 2026

  3707 Paula Ave, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,552 Sq Ft
  • Built 1963

  Last Sold Summary

  • 2% Below List Price
  • $599/SF
  • 27 Days On Market

  Current Estimated Value $935,760

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

  3707 Paula Ave, Key West, FL 33040
• 

  

  /20

  Est $1,104,431

  Not Listed For Sale

  2523 Seidenberg Ave, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 859 Sq Ft
  • Built 1969

  2523 Seidenberg Ave, Key West, FL 33040

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Jessica Celli Engel & Voelkers Key West
• 

  

  /12

  $3,200

  Pending

  • 2 Beds
  • 1.5 Baths
  • 600 Sq Ft

  2 Nassau Ln Unit 2, Key West, FL 33040

  Experience the laid-back charm of Key West in this delightful 2-bedroom, 1.5-bath residence. Ideally located within walking distance to Duval Street, this home places you near some of the island's best dining, entertainment, and cultural attractions. A perfect blend of comfort, convenience, and classic Key West character.

  Michelle Gonzalez Floridian First Realty

  2 Nassau Ln Unit 2, Key West, FL 33040
• 

  

  /10

  $2,950,000

  Sold Nov 10, 2025

  1812 Flagler Ave, Key West, FL 33040

  • 9 Beds
  • 11 Baths
  • 8,004 Sq Ft
  • Built 1966

  Last Sold Summary

  • 47% Below List Price
  • $369/SF
  • 267 Days On Market

  Current Estimated Value $3,038,431

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

  1812 Flagler Ave, Key West, FL 33040
• 

  

  /36

  Est $834,317

  Not Listed For Sale

  2027 Staples Ave, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft
  • Built 1958

  2027 Staples Ave, Key West, FL 33040

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Jessica Forsythe eXp Realty LLC
• 

  

  /45

  $1,649,000

  $26K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,589 Sq Ft

  6 Shore Dr, Key West, FL 33040

  Breathtaking sunset views! Million-dollar views set the tone for this beautifully crafted 3-bedroom, 3-bath home in Saddlebunch Key, just minutes from Key West. Designed for true Keys living, the home features three levels of balconies and porches, each offering sweeping panoramic water views and unforgettable sunsets. Inside, you'll find a fully turnkey residence with thoughtful updates and

  Holly Burger RE/MAX Keys Connection (KW)

  6 Shore Dr, Key West, FL 33040
• 

  

  /4

  $599,000

  Sold Apr 13, 2026

  8 Kestral Way, Key West, FL 33040

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1998

  Last Sold Summary

  • 5% Below List Price
  • $734/SF
  • 275 Days On Market

  Current Estimated Value $617,552

  Last Listing Agent The Behmke Group Keller Williams Key West Compass Realty

  8 Kestral Way, Key West, FL 33040
• 

  /2

  Est $1,077,430

  Not Listed For Sale

  2515 Staples Ave, Key West, FL 33040

  • 5 Beds
  • 3 Baths
  • 1,751 Sq Ft
  • Built 1955

  2515 Staples Ave, Key West, FL 33040
• 

  

  /47

  $2,999,999

  • 2 Beds
  • 4 Baths
  • 1,596 Sq Ft

  405 Petronia St, Key West, FL 33040

  Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

  Bobby Coe IV Coastal Collection Real Estate Inc.

  405 Petronia St, Key West, FL 33040
• 

  

  /7

  $695,000

  Sold Jan 29, 2026

  308 Margaret St Unit 2, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft
  • Built 1954

  Last Sold Summary

  • $1,655/SF
  • 74 Days On Market

  Current Estimated Value $758,244

  Last Listing Agent Laura McChesney Preferred Properties (KW)

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

  

  /29

  Est $1,316,830

  Not Listed For Sale

  2318 Staples Ave, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,481 Sq Ft
  • Built 1955

  2318 Staples Ave, Key West, FL 33040

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Tyler Sheff Future Home Realty, Inc.
• 

  

  /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 Saltwater Real Estate Florida Keys, Inc

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

  /2

  $970,000

  Sold Sep 25, 2025

  718 Chapman Ln, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,026 Sq Ft
  • Built 1938

  Last Sold Summary

  • 3% Below List Price
  • $945/SF
  • 55 Days On Market

  Current Estimated Value $1,031,990

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

  718 Chapman Ln, Key West, FL 33040
• 

  

  /24

  Est $924,950

  Not Listed For Sale

  2210 Staples Ave, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 1,225 Sq Ft
  • Built 1938

  2210 Staples Ave, Key West, FL 33040

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Patricia Quasney Keller Williams Key West Compass Realty
• 

  

  /34

  $1,199,000

  $166K PRICE DROP

  • 2 Beds
  • 3.5 Baths
  • 1,824 Sq Ft

  33 Seaside South Ct, Key West, FL 33040

  Welcome to Seaside Residences, one of Key West's most sought-after gated communities. This beautifully updated three-story townhome is one of the largest residences in the community, offering 2 bedrooms, 3.5 bathrooms, 1,824 square feet of thoughtfully designed living space, making it the second-largest property in Seaside Residences. A private elevator services all three levels, providing both

  Stephanie Marinucci Serhant Florida LLC - Delray Beach Office

  33 Seaside South Ct, Key West, FL 33040
• 

  

  /21

  $480,000

  Sold Jul 08, 2026

  84 Sirius Ln, Key West, FL 33040

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

  Last Sold Summary

  • 3% Below List Price
  • $714/SF
  • 23 Days On Market

  Last Listing Agent Margarita Villoch Island Group Realty (KW)

  84 Sirius Ln, Key West, FL 33040
• 

  

  /27

  Est $2,986,117

  Not Listed For Sale

  1703 Seminary St, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 2,791 Sq Ft
  • Built 1958

  1703 Seminary St, Key West, FL 33040

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty
• 

  

  /17

  $775,711

  $54K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,446 Sq Ft

  331 Avenue F, Key West, FL 33040

  Versatile single-family home featuring a private in-law suite, currently configured as two separate 2-bedroom, 1-bath units--ideal for multi-generational living or income potential. Each unit offers its own outdoor space, granite countertops, central A/C, and tile flooring throughout. Property also includes convenient off-street parking. Assumable Mortgage with aprox $473k with an interest rate

  Dasha Ray Conch Realty LLC (KW)

  331 Avenue F, Key West, FL 33040
• 

  

  /3

  $2,035,000

  Sold Dec 29, 2025

  107 Front St Unit 215, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 1,350 Sq Ft
  • Built 1991

  Last Sold Summary

  • 15% Below List Price
  • $1,507/SF
  • 214 Days On Market

  Current Estimated Value $2,032,634

  Last Listing Agent Behmke The Compass Realty (KW)

  107 Front St Unit 215, Key West, FL 33040
• 

  /2

  Est $1,666,063

  Not Listed For Sale

  1700 Seminary St, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 2,282 Sq Ft
  • Built 1956

  1700 Seminary St, Key West, FL 33040
• 

  

  /26

  $868,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  3625 Seaside Dr Unit 25410, Key West, FL 33040

  Rare opportunity to own a transiently licensed 2-bedroom, 2-bathroom condo in Key West, offering exceptional flexibility for personal use and short-term vacation rental income. Located within the sought-after Sunrise Suites community, this beautifully updated residence combines modern coastal style with a prime island location just minutes from beaches, Old Town, and Key West's most popular

  Richard Haskins Buy The Keys

  3625 Seaside Dr Unit 25410, Key West, FL 33040
• 

  

  /50

  $1,150,000

  Sold Jun 17, 2026

  2827 Staples Ave, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,741 Sq Ft
  • Built 1958

  Last Sold Summary

  • 18% Below List Price
  • $661/SF
  • 101 Days On Market

  Current Estimated Value $1,238,581

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

  2827 Staples Ave, Key West, FL 33040

Showing Results 441 - 480, Page 12 of 18