Key West, FL Homes

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  /36

  $3,595,000

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

  710 Caroline St, Key West, FL 33040

  An extraordinary opportunity to own one of Key West's most coveted addresses -- iconic Caroline Street in the Historic Seaport, just steps from Duval Street. Fully renovated in 2023, this stunning residence was completely redesigned, raised to modern flood standards, and upgraded with impact-rated windows and doors, delivering a rare combination of historic charm, modern luxury, and total peace

  jesse friedman Real Broker, LLC

  710 Caroline St, Key West, FL 33040
• 

  

  

  /55

  $5,000,000

  Sold Jul 14, 2025

  69 Cannon Royal Dr, Key West, FL 33040

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

  Last Sold Summary

  • 12% Below List Price
  • $943/SF
  • 67 Days On Market

  Current Estimated Value $5,321,484

  Last Listing Agent Jenna Stauffer Ocean Sotheby's International Realty

  69 Cannon Royal Dr, Key West, FL 33040
• 

  

  

  /39

  Est $635,135

  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
• 

  

  

  /21

  $624,500

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 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 private 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
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  /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 $734,245

  Last Listing Agent Laura McChesney Preferred Properties (KW)

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

  

  /34

  Est $1,032,577

  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
• 

  /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
• 

  /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 $1,007,183

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

  718 Chapman Ln, Key West, FL 33040
• 

  

  /20

  Est $1,106,311

  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
• 

  

  /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
• 

  

  /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 $2,028,729

  Last Listing Agent Behmke The Compass Realty (KW)

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

  

  /36

  Est $817,356

  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
• 

  

  /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
• 

  

  /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 $1,300,693

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

  2827 Staples Ave, Key West, FL 33040
• 

  

  /29

  Est $1,308,919

  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
• 

  

  /45

  $3,995,900

  New Construction $254K PRICE DROP Pending

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

  231 E Shore Dr Unit 1, Key West, FL 33040

  Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available—each starting at $4 million—this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West. Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

  Stephanie Marinucci Serhant

  231 E Shore Dr Unit 1, Key West, FL 33040
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  /48

  $1,300,000

  Sold Feb 19, 2026

  247 Golf Club Dr, Key West, FL 33040

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 2001

  Last Sold Summary

  • 6% Below List Price
  • $812/SF
  • 164 Days On Market

  Current Estimated Value $1,307,706

  Last Listing Agent Ted Stewart Truman & Co. (KW)

  247 Golf Club Dr, Key West, FL 33040
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  /24

  Est $979,507

  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
• 

  

  /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
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  /15

  $562,500

  Sold May 22, 2026

  712 Galveston Ln Unit 1, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 526 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $1,069/SF
  • 18 Days On Market

  Current Estimated Value $597,534

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

  712 Galveston Ln Unit 1, Key West, FL 33040
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  /57

  Est $2,986,288

  Not Listed For Sale

  1703 Seminary St, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 2,812 Sq Ft
  • Built 1958

  1703 Seminary St, Key West, FL 33040

  Last Sold Summary

  • 336 Days On Market
• 

  

  /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
• 

  

  /61

  $1,900,000

  Sold Apr 17, 2026

  413 Emma St Unit A, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 1,418 Sq Ft
  • Built 1991

  Last Sold Summary

  • 30% Below List Price
  • $1,340/SF
  • 279 Days On Market

  Current Estimated Value $1,880,519

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

  413 Emma St Unit A, Key West, FL 33040
• 

  /2

  Est $1,687,308

  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
• 

  

  /69

  $1,390,000

  • 3 Beds
  • 2 Baths
  • 1,462 Sq Ft

  16 Key Haven Blvd, Key West, FL 33040

  Introducing 16 Key Haven Boulevard--an exceptional canal-front residence offering refined island living in the exclusive community of Key Haven. Perfectly positioned along a canal with quick access to open water, this property embodies the ultimate Florida Keys boating lifestyle.Designed to capture natural light and tranquil water views, the home features spacious, open-concept living areas

  Barbara Crespo Keller Williams Key West Compass Realty

  16 Key Haven Blvd, Key West, FL 33040
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  /39

  $1,325,000

  Sold May 22, 2026

  1616 Atlantic Blvd Unit 13, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 2,016 Sq Ft
  • Built 1980

  Last Sold Summary

  • 11% Below List Price
  • $657/SF
  • 9 Days On Market

  Current Estimated Value $1,458,205

  Last Listing Agent Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1616 Atlantic Blvd Unit 13, Key West, FL 33040
• 

  

  /35

  Est $1,843,068

  Not Listed For Sale

  1430 Thompson St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft
  • Built 1933

  1430 Thompson St, Key West, FL 33040

  Last Sold Summary

  • 28 Days On Market
• 

  

  /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
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  /26

  $1,050,000

  Sold May 15, 2026

  5601 College Rd Unit A201, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,558 Sq Ft
  • Built 2000

  Last Sold Summary

  • 34% Below List Price
  • $674/SF
  • 226 Days On Market

  Current Estimated Value $1,155,037

  Last Listing Agent Key West Luxury Finders Preferred Properties (KW)

  5601 College Rd Unit A201, Key West, FL 33040
• 

  

  /10

  Est $2,741,937

  Not Listed For Sale

  1304 White St, Key West, FL 33040

  • 7 Beds
  • 7 Baths
  • 3,336 Sq Ft
  • Built 1953

  1304 White St, Key West, FL 33040

  Last Sold Summary

  • 37 Days On Market
• 

  

  /34

  $1,365,000

  • 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
• 

  

  /17

  $463,125

  Sold Sep 05, 2025

  44 7th Ave, Key West, FL 33040

  • 3 Beds
  • 2.5 Baths
  • 1,274 Sq Ft
  • Built 2007

  Last Sold Summary

  • $364/SF
  • 8 Days On Market

  Current Estimated Value $513,653

  Last Listing Agent Monika Rydzak eXp Realty LLC KW Branch

  44 7th Ave, Key West, FL 33040
• 

  

  /26

  Not Listed For Sale

  721 South St, Key West, FL 33040

  • 8 Beds
  • 7 Baths
  • 3,605 Sq Ft
  • Built 1953

  721 South St, Key West, FL 33040

  Last Sold Summary

  • 23 Days On Market
• 

  

  /18

  $799,711

  $30K 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
• 

  

  /97

  $1,400,000

  Sold Mar 26, 2026

  5960 Peninsular Ave Unit 111, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 2003

  Last Sold Summary

  • 12% Below List Price
  • $1,036/SF
  • 71 Days On Market

  Current Estimated Value $1,406,233

  Last Listing Agent Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  5960 Peninsular Ave Unit 111, Key West, FL 33040
• 

  

  /24

  Not Listed For Sale

  719 South St, Key West, FL 33040

  • 6 Beds
  • 5 Baths
  • 2,430 Sq Ft
  • Built 1958

  719 South St, Key West, FL 33040

  Last Sold Summary

  • 23 Days On Market
• 

  

  /26

  $868,000

  • 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
• 

  

  /43

  $1,450,000

  Sold Nov 17, 2025

  1332 Duncan St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,644 Sq Ft
  • Built 1943

  Last Sold Summary

  • 26% Below List Price
  • $882/SF
  • 182 Days On Market

  Current Estimated Value $1,783,864

  Last Listing Agent Derek Epperly, PA Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
• 

  

  /5

  Est $1,447,715

  Not Listed For Sale

  1319 Elizabeth St, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 1,040 Sq Ft
  • Built 1948

  1319 Elizabeth St, Key West, FL 33040

  Last Sold Summary

  • 0 Days On Market
• 

  

  /11

  $2,900

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft

  1120 Elgin Ln Unit B, Key West, FL 33040

  Available August 1st, this 1/1 cottage in the heart of Old Town offers walkability to world class dining, shopping, and the world-famous Duval Street. Off street parking for up to 2 cars. First month's rent and security deposit due up front.

  Justyn Ewald Expert Realty LLC

  1120 Elgin Ln Unit B, Key West, FL 33040

Showing Results 481 - 520, Page 13 of 18