Recently Sold Old Town Homes

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  /35

  $1,470,000 Sold Nov 08, 2024

  • 2,020 Sq Ft
  • $728/SF
  • 22 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1924

  921 Eaton St, Key West, FL 33040

  Historic home in the heart of Old Town Key West. Which is very deceiving from the outside. This legal DUPLEX is perfect whether an investor wanting two rental properties, a family needing a lot of space, or someone who wants their own paradise while enjoying income from a separate legal apartment, this is the place for you. Built in the early 1900s, this house has gone through several

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

  921 Eaton St, Key West, FL 33040
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  /37

  $1,525,000 Sold Oct 25, 2024

  • 1,485 Sq Ft
  • $1,027/SF
  • 0 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2015

  1025 Simonton St, Key West, FL 33040

  *** Statistical Purposes Only***Beautiful 3 bedroom 3 bathroom townhouse.

  Bobby Coe RE/MAX Keys Connection (KW)

  1025 Simonton St, Key West, FL 33040
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  /6

  $1,625,000 Sold Oct 25, 2024

  • 1,980 Sq Ft
  • $821/SF
  • 27 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  715 Thomas St, Key West, FL 33040

  Modern living in Old Key West! 715 Thomas Street is a sanctuary of contemporary elegance boasting impact windows and doors, fresh paint inside and out, a brand new 2024 metal roof, 2022 Air Condition unit, and a prime location in Key West's vibrant Historic District. This meticulously maintained concrete block residence offers low-maintenance living with large interior spaces, porcelain tile

  Team Kaufelt Truman & Co. (KW)

  715 Thomas St, Key West, FL 33040
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  /22

  $1,725,000 Sold Oct 18, 2024

  • 1,325 Sq Ft
  • $1,302/SF
  • 66 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1987

  1075 Duval St Unit R14, Key West, FL 33040

  Beautifully furnished and tropically decorated, this transient licensed stand alone condo in Duval Square has it all. As one of only two stand alone condos this unit is bright and airy with windows on all sides. Two large bedrooms (both ensuite) and an open floor plan provides a comfortable place for those wishing to enjoy the Key West life. A rooftop pool and covered secure parking are among the

  Mike Caron Keller Williams Key West Compass Realty

  1075 Duval St Unit R14, Key West, FL 33040
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  /57

  $3,800,000 Sold Oct 15, 2024

  • 2,369 Sq Ft
  • $1,604/SF
  • 89 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1850

  704 Eaton St, Key West, FL 33040

  Ladies and Gentlemen, start your engines! The rare opportunity to own Dale Earnhardt Jr's iconic residence is now possible. Winning multiple awards for historic preservation and built in the 1850's, 704 Eaton Street is ideally located in the heart of Old Town, Key West. The home is a tribute to the meticulous preservation by Dale Earnhardt Jr. and interior designer wife Amy, who also curated the

  Team Kaufelt Truman & Co. (KW)

  704 Eaton St, Key West, FL 33040
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  /23

  $1,599,000 Sold Oct 11, 2024

  • 986 Sq Ft
  • $1,622/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1933

  823 Elizabeth St, Key West, FL 33040

  Step into this charming Key West home located on one of the island's most coveted streets! Beyond the quaint white picket fence, you'll find a beautifully updated 3-bedroom, 2-bathroom home, where classic elegance meets modern living. Rich hardwood floors, custom cabinetry, and fresh interior paint set the stage, while expansive windows fill the space with natural light. The kitchen seamlessly

  Team Spottswood/Vazquez Truman & Co. (KW)

  823 Elizabeth St, Key West, FL 33040
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  /26

  $1,017,500 Sold Oct 10, 2024

  • 915 Sq Ft
  • $1,112/SF
  • 110 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1928

  1114 Olivia St, Key West, FL 33040

  Nestled in the heart of Old Town Key West, this 2-Bedroom, 1-Bathroom residence is a timeless beauty, conveniently situated in the coveted X Flood Zone. With just under 1,000 sq. ft. of living space, this home offers the perfect blend of classic elegance and modern comfort. Its prime location places you within a leisurely stroll of Key West's finest dining establishments, art galleries, museums,

  Team Spottswood/Vazquez Truman & Co. (KW)

  1114 Olivia St, Key West, FL 33040
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  /33

  $1,150,000 Sold Oct 04, 2024

  • 1,380 Sq Ft
  • $833/SF
  • 289 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1928

  1108 Truman Ave, Key West, FL 33040

  Congratulations, you just discovered one the best priced historic homes in Old Town Key West located in the coveted X-Flood Zone!! You will be within walking and biking distance to all the amenities including the neighborhood grocery store and deli, shops, art galleries, cafes, fitness studios, bocce, tennis and pickleball courts, beaches, the Historic Seaport and the world famous Duval Street.

  Alain Majeau Berkshire Hathaway HomeServices Knight & Gardner Realty

  1108 Truman Ave, Key West, FL 33040
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  /56

  $2,900,000 Sold Oct 03, 2024

  • 2,392 Sq Ft
  • $1,212/SF
  • 81 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1908

  714 Passover Ln, Key West, FL 33040

  Discover a perfect blend of brand new and historic charm in this exquisite compound, nestled in the heart of Old Town. This 5-bedroom estate spans a generous 6,547 SF lot, featuring three luxurious structures surrounding a stunning heated saltwater pool with a waterfall and fire feature. The property is a synergistic combination of a 1-bedroom, 1.5-bath primary residence, a 1-bedroom, 1-bath VIP

  Terri Spottswood Truman & Co. (KW)

  714 Passover Ln, Key West, FL 33040
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  /60

  $850,000 Sold Sep 30, 2024

  • 720 Sq Ft
  • $1,181/SF
  • 14 Days On Market

  • 2 Baths
  • Built 1938

  312 Catherine St, Key West, FL 33040

  Charming Duplex on a Large and Lush Lot in Old Town Key West -Discover the allure of Key West living at 312 Catherine Street, a stunning 2-Studio Pied-'a-terre duplex situated in the heart of Old Town. This unique property combines the charm of historic Key West architecture on an expansive lot that offers endless possibilities. Keep one unit for yourself and rent the other. Or open it up and

  Tommy Mack Coastal Collection Real Estate Inc.

  312 Catherine St, Key West, FL 33040
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  /50

  $1,430,000 Sold Sep 30, 2024

  • 2,280 Sq Ft
  • $627/SF
  • 84 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  528 Grinnell St, Key West, FL 33040

  This single-family historic home in Old Town Key West, spanning 3 stories, is a piece of Key West charm! Such a property boasts the architectural style and character that the area is known for. With its historical significance, it is nestled within one of Key West's charming neighborhoods, with its own unique atmosphere and history. Grinnell Street is a charming walk to old town activities, the

  Barbara Crespo Keller Williams Key West Compass Realty

  528 Grinnell St, Key West, FL 33040
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  /24

  $1,225,000 Sold Sep 27, 2024

  • 1,120 Sq Ft
  • $1,094/SF
  • 38 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  606 Truman Ave Unit 3, Key West, FL 33040

  Old Town Oasis just one block off Duval St with Very Large Pool! This updated and freshly remodeled home is ready for a new owner to enjoy all amenities Historical Key West has to offer!Home is nestled in a serene and charming small community, featuring 2 master bedrooms, one on each level, a nicely remodeled kitchen, new low maintenance floors, new furniture, new kitchen appliances, new electric

  Haydee Stewart Bascom Grooms Real Estate (KW)

  606 Truman Ave Unit 3, Key West, FL 33040
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  /26

  $753,300 Sold Sep 27, 2024

  • 718 Sq Ft
  • $1,049/SF
  • 42 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1928

  900 White St Unit 1, Key West, FL 33040

  Welcome to 900 White St Unit 1! A charming and stylish condo in Key West Florida!Discover the allure of Old Town Key West with this beautifully renovated condo. An elegant 2-bedroom, 1-bathroom gem with a gorgeously designed reading room for the reading enthusiast. Offering 10 ft ceilings along with a perfect blend of historic charm and modern convenience. Nestled in one of the most sought-after

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  900 White St Unit 1, Key West, FL 33040
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  /6

  $500,000 Sold Sep 20, 2024

  • 726 Sq Ft
  • $689/SF
  • 35 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1938

  612 Petronia St Unit Rear, Key West, FL 33040

  Best priced single family home for sale in Old Town! Enjoy Key West living in the heart of the historic district and just 1.5 blocks from all the excitement of Duval St for only $594k. A new survey, floor plan of the existing home with measurements, and accessibility easement have been prepared to give you the all resources to start reimagining your pied-a-terre in the Southermost City. This

  Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  612 Petronia St Unit Rear, Key West, FL 33040
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  /43

  $915,000 Sold Sep 19, 2024

  • 860 Sq Ft
  • $1,064/SF
  • 47 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1938

  409 Catherine St, Key West, FL 33040

  Steps away from Duval Street, perfectly located between Bahama Village and Old Town, this two bedroom two bath Gato Village cottage was completely rebuilt and tastefully remodeled in 2011. Hidden behind the thick tropical gardens and beautiful white lattice is a gracious entry and enclosed front porch. The living and dining room features 10 foot ceilings, lots of windows and a natural flow to the

  Mike Caron Keller Williams Key West Compass Realty

  409 Catherine St, Key West, FL 33040
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  /22

  $1,485,000 Sold Sep 18, 2024

  • 796 Sq Ft
  • $1,866/SF
  • 63 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1938

  628 Margaret St, Key West, FL 33040

  Welcome to 628 Margaret St. Stunning Key West Cottage Featuring the Winning Trifecta Combination of Ideal Old Town Location, Pool and off-street Parking. Scoring a Full 10 on the walkability score, this residence is the perfect Winter Getaway/Vacation rental with no Honey Do's, just relax and unwind.A Rare find of Concrete Construction, the owners lovingly restored the home with a complete

  Suzanne Moore Suzanne Moore Real Estate

  628 Margaret St, Key West, FL 33040
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  /3

  $3,300,000 Sold Aug 28, 2025

  • 2,697 Sq Ft
  • $1,224/SF
  • 0 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2018

  129 Simonton St, Key West, FL 33040

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  129 Simonton St, Key West, FL 33040
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  /5

  $1,825,000 Sold Nov 19, 2024

  • 1,400 Sq Ft
  • $1,304/SF
  • 0 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1933

  607 Elizabeth St, Key West, FL 33040

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  607 Elizabeth St, Key West, FL 33040
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  /2

  $440,000 Sold Sep 25, 2024

  • 115 Sq Ft
  • $3,826/SF
  • 0 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1938

  1016 Howe St Unit 11, Key West, FL 33040

  Richard Haskins Brightwild Real Estate

  1016 Howe St Unit 11, Key West, FL 33040

Showing Results 121 - 139, Page 4 of 4