Key West, FL Homes

• 

  

  

  /5

  Est $2,796,693

  Not Listed For Sale

  929 United St, Key West, FL 33040

  • 3 Beds
  • 2.5 Baths
  • 1,812 Sq Ft
  • Built 2008

  929 United St, Key West, FL 33040

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Team Kaufelt Truman & Co. (KW)
• 

  

  /2

  $4,500

  $9K PRICE DROP Pending

  • 2 Beds
  • 2 Baths

  200 Sunset Harbor Week 21 Unit 121, Key West, FL 33040

  Hyatt Sunset Harbor, Week 21, Unit 121, Best location in Key West. Walk to the attractions. Motivated Seller!

  Don Heisler Sea Winds Realty Inc. (KW)

  200 Sunset Harbor Week 21 Unit 121, Key West, FL 33040
• 

  

  

  /20

  $580,000

  Sold Nov 05, 2025

  3362 Pearl Ave, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • Built 1980

  Last Sold Summary

  • 11% Below List Price
  • $444/SF
  • 65 Days On Market

  Current Estimated Value $614,925

  Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

  3362 Pearl Ave, Key West, FL 33040
• 

  

  

  /30

  Est $1,400,929

  Not Listed For Sale

  1122 Margaret St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1938

  1122 Margaret St, Key West, FL 33040

  Last Sold Summary

  • 125 Days On Market

  Last Listing Agent Wendy Zintsmaster Truman & Co. (KW)
• 

  

  

  /26

  $625,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040

  Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery.The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and

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

  2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040
• 

  

  /3

  $875,000

  Sold Mar 27, 2026

  2007 Flagler Ave, Key West, FL 33040

  • 6 Beds
  • 5 Baths
  • 2,102 Sq Ft
  • Built 1938

  Last Sold Summary

  • 33% Below List Price
  • $416/SF
  • 196 Days On Market

  Current Estimated Value $875,126

  Last Listing Agent Stephanie Wise Keller Williams Key West Compass Realty

  2007 Flagler Ave, Key West, FL 33040
• 

  

  /60

  Est $4,032,151

  Not Listed For Sale

  41 Cannon Royal Dr, Key West, FL 33040

  • 3 Beds
  • 4 Baths
  • 3,355 Sq Ft
  • Built 2012

  41 Cannon Royal Dr, Key West, FL 33040

  Last Sold Summary

  • 214 Days On Market

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

  

  /33

  $1,949,000

  • 2 Beds
  • 2.5 Baths
  • 1,357 Sq Ft

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040

  Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

  The Spottswood Team Truman & Co. (KW)

  3841 N Roosevelt Blvd Unit 315, Key West, FL 33040
• 

  

  /27

  $1,245,000

  Sold Apr 01, 2026

  528 Porter Ln, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 960 Sq Ft
  • Built 1994

  Last Sold Summary

  • 11% Below List Price
  • $1,297/SF
  • 68 Days On Market

  Current Estimated Value $1,251,200

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  528 Porter Ln, Key West, FL 33040
• 

  

  /13

  Est $1,110,414

  Not Listed For Sale

  1025 Thompson Ln, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,066 Sq Ft
  • Built 1933

  1025 Thompson Ln, Key West, FL 33040

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent William Brown Southernmost Realty (KW)
• 

  

  /25

  $649,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  30 Kingfisher Ln, Key West, FL 33040

  Beautiful ''Bungalow'' style townhome in the highly sought after Key West Golf Club. Professionally landscaped yard and new paver walkway with landscape lighting and irrigation system invites you into this fully furnished 2 bedroom and 1.5 bath home with quartz countertops, stainless appliances and brand new 2026 central A/C. Relax on the screened in porch over looking the fairway of the

  Wendy Zintsmaster Truman & Co. (KW)

  30 Kingfisher Ln, Key West, FL 33040
• 

  

  /17

  $715,000

  Sold Jun 01, 2026

  3321 Harriet Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $559/SF
  • 39 Days On Market

  Current Estimated Value $709,023

  Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  3321 Harriet Ave, Key West, FL 33040
• 

  

  /87

  Est $5,000,963

  Not Listed For Sale

  55 Two Turtles Ln, Key West, FL 33040

  • 5 Beds
  • 4.5 Baths
  • 6,325 Sq Ft
  • Built 2002

  55 Two Turtles Ln, Key West, FL 33040

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Jenna Stauffer Ocean Sotheby's International Realty
• 

  

  /41

  $2,685,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,160 Sq Ft

  1316 Royal St Unit 6, Key West, FL 33040

  Brand-new construction in one of Key West's most desirable residential neighborhoods, the Casa Marina area of Old Town, just blocks from upper Duval Street and four blocks from the beach. This 4 bedroom, 4.5 bath single-family home blends modern durability with relaxed island living, offering the ease of low-maintenance ownership in the highly sought-after X flood zone. Built in 2026 to Florida's

  1316 Royal St Unit 6, Key West, FL 33040
• 

  

  /35

  $2,750,000

  Sold Apr 30, 2026

  1511 Johnson St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,615 Sq Ft
  • Built 1958

  Last Sold Summary

  • 15% Below List Price
  • $1,703/SF
  • 122 Days On Market

  Current Estimated Value $2,687,206

  Last Listing Agent Ellen Gvili Ocean Sotheby's International Realty

  1511 Johnson St, Key West, FL 33040
• 

  

  /55

  Est $5,369,438

  Not Listed For Sale

  69 Cannon Royal Dr, Key West, FL 33040

  • 4 Beds
  • 4.5 Baths
  • 5,300 Sq Ft
  • Built 2004

  69 Cannon Royal Dr, Key West, FL 33040

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Jenna Stauffer Ocean Sotheby's International Realty
• 

  

  /90

  $5,950,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 4,094 Sq Ft

  723 Eaton St, Key West, FL 33040

  A gorgeous Old Town retreat offering exceptional space, privacy, and flexibility for family and guests. Ideally located within walking distance of the Historic Seaport, Fausto's grocery store, and Duval Street, this gated property features three distinct residences centered around a lush tropical courtyard and pool.The spacious rear residence offers 3 bedrooms and 3.5 baths with direct

  Kirksten Irick Preferred Properties (KW)

  723 Eaton St, Key West, FL 33040
• 

  

  /45

  $1,590,000

  Sold Jan 22, 2026

  626 Margaret St, Key West, FL 33040

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft
  • Built 1943

  Last Sold Summary

  • 4% Below List Price
  • $1,142/SF
  • 66 Days On Market

  Current Estimated Value $1,643,584

  Last Listing Agent Shad Knapp Beach Club Brokers (KW)

  626 Margaret St, Key West, FL 33040
• 

  /2

  Est $6,485,389

  Not Listed For Sale

  79 Cannon Royal Dr, Key West, FL 33040

  • 5 Beds
  • 6 Baths
  • 4,853 Sq Ft
  • Built 1991

  79 Cannon Royal Dr, Key West, FL 33040
• 

  

  /24

  $849,900

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

  34 Golf Club Dr, Key West, FL 33040

  Welcome to island living in the highly sought-after Key West Golf Club community! This beautifully maintained home at 34 Golf Club Drive offers the perfect blend of comfort, upgrades, and convenience in a gated neighborhood just minutes from Old Town Key West. This light-filled home features an open-concept living area with soaring ceilings, luxury vinyl plank flooring, and sliding glass doors

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

  34 Golf Club Dr, Key West, FL 33040
• 

  

  /4

  $849,000

  Sold Apr 15, 2026

  620 Thomas St Unit 268, Key West, FL 33040

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

  Last Sold Summary

  • $1,314/SF
  • 27 Days On Market

  Current Estimated Value $842,939

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

  620 Thomas St Unit 268, Key West, FL 33040
• 

  

  /68

  Est $3,104,124

  Not Listed For Sale

  4 Cannon Royal Dr, Key West, FL 33040

  • 3 Beds
  • 3.5 Baths
  • 2,763 Sq Ft
  • Built 1989

  4 Cannon Royal Dr, Key West, FL 33040

  Last Sold Summary

  • 310 Days On Market

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

  

  /9

  $825,000

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft

  3711 Eagle Ave, Key West, FL 33040

  Prime redevelopment opportunity in the coveted upper section of Eagle Avenue, now offered with owner financing. This legal duplex is situated on one of the most desirable blocks in Key West, within a well-established residential neighborhood, presenting a compelling opportunity for investors, builders, or end users looking to create value.The main house is ready for a full renovation, offering a

  Terri Spottswood Truman & Co. (KW)

  3711 Eagle Ave, Key West, FL 33040
• 

  

  /48

  $3,250,000

  Sold Feb 12, 2026

  33 Cypress Ave, Key West, FL 33040

  • 4 Beds
  • 4.5 Baths
  • 4,102 Sq Ft
  • Built 2007

  Last Sold Summary

  • 12% Below List Price
  • $792/SF
  • 182 Days On Market

  Current Estimated Value $3,343,194

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

  33 Cypress Ave, Key West, FL 33040
• 

  

  /37

  Est $1,330,685

  Not Listed For Sale

  4 Emerald Dr, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,765 Sq Ft
  • Built 1981

  4 Emerald Dr, Key West, FL 33040

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Keys Team Bryant and Kat Expert Realty LLC (HQ)
• 

  

  /30

  $1,195,000

  $130K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 875 Sq Ft

  1126 Grinnell St, Key West, FL 33040

  Tucked into the heart of Old Town Key West, this beautifully renovated duplex offers two distinct 1-bedroom, 1-bath residences, each finished with a refined European style kitchen. Clean lines, quality cabinetry, and thoughtful detailing give both sides a fresh, elevated feel while preserving the easygoing island character that makes Old Town so sought after.Each unit lives comfortably and

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1126 Grinnell St, Key West, FL 33040
• 

  

  /50

  $1,900,000

  Sold Mar 30, 2026

  1015 Eaton St, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,738 Sq Ft
  • Built 1899

  Last Sold Summary

  • 4% Below List Price
  • $1,093/SF
  • 26 Days On Market

  Current Estimated Value $1,874,545

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

  1015 Eaton St, Key West, FL 33040
• 

  

  /37

  Est $818,836

  Not Listed For Sale

  381 Avenue C, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,378 Sq Ft
  • Built 2008

  381 Avenue C, Key West, FL 33040

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Dawn McComish Lokation Real Estate
• 

  

  /6

  $624,900

  $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  E6 11th Ave, Key West, FL 33040

  Discover the opportunity to own a piece of the Lower Florida Keys in this 3-bedroom, 2-bath home located on Stock Island. Offering approximately 1,418 square feet of living space, this home features a functional floor plan ready for your personal updates and vision. A storage building provides additional space for tools, hobbies, or recreational equipment.Conveniently located near

  Tanikki Jones Fathom Realty NC

  E6 11th Ave, Key West, FL 33040
• 

  

  /17

  $565,000

  Sold Aug 04, 2026

  2601 S Roosevelt Blvd Unit 207, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1967

  Last Sold Summary

  • 13% Below List Price
  • $577/SF
  • 88 Days On Market

  Current Estimated Value $645,105

  Last Listing Agent Elaine Coyle Keller Williams Key West Compass Realty

  2601 S Roosevelt Blvd Unit 207, Key West, FL 33040
• 

  /2

  Est $460,323

  Not Listed For Sale

  5030 5th Ave Unit 23, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 938 Sq Ft
  • Built 2008

  5030 5th Ave Unit 23, Key West, FL 33040
• 

  

  /24

  $1,499,000

  $149K PRICE INCREASE

  • 3 Beds
  • 3 Baths
  • 1,489 Sq Ft

  1505 Johnson St, Key West, FL 33040

  POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. A newly constructed elevated 256 sq ft guesthouse with a kitchenette and bathroom. Professional landscaping, pavers and low maintenance artificial grass lead to the brand new heated pool. Irrigation and

  Wendy Zintsmaster Truman & Co. (KW)

  1505 Johnson St, Key West, FL 33040
• 

  

  /82

  $1,825,000

  Sold Mar 04, 2026

  1626 Sirugo Ave, Key West, FL 33040

  • 5 Beds
  • 3 Baths
  • 2,192 Sq Ft
  • Built 1976

  Last Sold Summary

  • 19% Below List Price
  • $833/SF
  • 43 Days On Market

  Current Estimated Value $1,858,673

  Last Listing Agent Derek Epperly, PA Keys Atlantic Realty

  1626 Sirugo Ave, Key West, FL 33040
• 

  /2

  Est $1,506,019

  Not Listed For Sale

  1318 William St, Key West, FL 33040

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

  1318 William St, Key West, FL 33040
• 

  

  /69

  $3,100,000

  $200K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,262 Sq Ft

  524 Southard St, Key West, FL 33040

  Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character. Inside, soaring 14'

  Tommy Mack Coastal Collection Real Estate Inc.

  524 Southard St, Key West, FL 33040
• 

  

  /27

  $525,000

  Sold Oct 01, 2025

  9 Boca Chica Rd, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,583 Sq Ft
  • Built 1984

  Last Sold Summary

  • 34% Below List Price
  • $332/SF
  • 160 Days On Market

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

  9 Boca Chica Rd, Key West, FL 33040
• 

  

  /68

  Est $6,152,884

  Not Listed For Sale

  400 South St, Key West, FL 33040

  • 5 Beds
  • 5.5 Baths
  • 4,008 Sq Ft
  • Built 1958

  400 South St, Key West, FL 33040

  Last Sold Summary

  • 268 Days On Market

  Last Listing Agent Ellen Gvili Ocean Sotheby's International Realty
• 

  

  /10

  $525,000

  $50K PRICE DROP

  • Land
  • 3,484 Sq Ft
  • $6,562,500 per Acre

  906 Williams Aly, Key West, FL 33040

  Ready to Build! Create your ideal home in Old Town Key West! This lot comes with a beneficial use designation and has received HARC approval for a new single-family residence complete with a pool. This is a rare chance to build and customize your dream home in the heart of historic Key West. Prime Location! This fantastic property is close to the Amphitheater, beach, shopping, exceptional dining

  Bascom Grooms Bascom Grooms Real Estate (KW)

  906 Williams Aly, Key West, FL 33040
• 

  

  /43

  $750,000

  Sold Aug 24, 2026

  8 Emerald Dr, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,275 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $588/SF
  • 7 Days On Market

  Current Estimated Value $805,767

  Last Listing Agent Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  8 Emerald Dr, Key West, FL 33040
• 

  /2

  Est $852,881

  Not Listed For Sale

  634 Louisa St Unit 2, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft
  • Built 2007

  634 Louisa St Unit 2, Key West, FL 33040

Showing Results 601 - 640, Page 16 of 18