Recently Sold Homes near Monroe County Detention Center

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  /52

  $1,350,000 Sold Oct 28, 2024

  • 1,997 Sq Ft
  • $676/SF
  • 165 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  16 Azalea Dr, Key West, FL 33040

  Welcome to ''Keys to Island Life''. Located in the highly sought-after Key Haven community, this home is only a short drive from all the best that Key West has to offer. With its prime canal front location and limitless potential for updates and modernization, this property presents a rare opportunity to create your own dream home in paradise.''Keys to Island Life'' currently features 3 bedrooms,

  Miriam Novotny Compass Florida, LLC

  16 Azalea Dr, 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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  /29

  $695,000 Sold Oct 25, 2024

  • 1,450 Sq Ft
  • $479/SF
  • 120 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1958

  2023 Staples Ave, Key West, FL 33040

  Nestled within the vibrant Mid Town neighborhood and offering a perfect blend of comfort, style, and island living. 2023 Staples Ave begins with a white picket fence framing the spacious front yard and a carport for convenient off street vehicle, golf cart or scooter parking. As you step inside you will discover a cozy and airy atmosphere, accentuated by the natural light, giving the space a warm

  Terrance Sullivan Ocean Sotheby's International Realty

  2023 Staples Ave, Key West, FL 33040
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  /33

  $1,100,000 Sold Oct 25, 2024

  • 1,053 Sq Ft
  • $1,045/SF
  • 163 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1945

  1409 Olivia St, Key West, FL 33040

  Nestled in the prestigious Meadows Neighborhood of Key West, this beautiful conch home, built in 1945, offers the perfect blend of historic charm and modern luxury. Boasting 2 bedrooms and 2.5 bathrooms, this home was completely restored to perfection by renowned Architect Dennis Beebe and Interior Designer Michael Pelkey, and offers many signature Pelkey features along with amenities galore for

  Aryl and Pati Robison RE/MAX All Keys Real Estate

  1409 Olivia St, Key West, FL 33040
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  /23

  $840,000 Sold Oct 23, 2024

  • 798 Sq Ft
  • $1,053/SF
  • 178 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2001

  3625 Seaside Dr Unit 25101, Key West, FL 33040

  TRANSIENT LICENSED!!! If you're an investor looking to buy a nightly vacation rental condo here in Key West, look no farther. This is an excellent income producing transient licensed property located in the popular Sunrise Suites resort which allow for nightly rentals. This is a first floor corner unit and has 2 bedrooms and 2 bathrooms both ensuite. Reserved covered parking just steps away.

  Mike Caron Keller Williams Key West Compass Realty

  3625 Seaside Dr Unit 25101, Key West, FL 33040
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  /5

  $425,000 Sold Oct 21, 2024

  • 750 Sq Ft
  • $567/SF
  • 260 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1997

  3255 Flagler Ave Unit 406, Key West, FL 33040

  Centrally located 2/1 apartment in Key West with low condo dues. Great primary home, investment or employee housing.Leased to fantastic long term tenants with a 45 day move out clause paying $2,500 a month. Condo is mixed use (commercial down/residential up) so traditional/va/fha mortgages may not be available. No Showings without Prequal and discussion about type of financing, or Proof of Cash.

  Deborah Batty Location 3 Real Estate of KW Inc (KW)

  3255 Flagler Ave Unit 406, 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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  /40

  $750,000 Sold Oct 18, 2024

  • 1,760 Sq Ft
  • $426/SF
  • 49 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1953

  2309 Patterson Ave, Key West, FL 33040

  Welcome to your dream home in the heart of Midtown, Key West! This stunning 3-bedroom, 3-bathroom residence offers the perfect blend of modern comfort and tropical charm.As you step inside, you'll be greeted by beautiful tile floors that run throughout the entire home, adding both elegance and ease of maintenance. The spacious and open living area flows seamlessly into the gourmet kitchen, which

  Matthew Sheehan Ocean Sotheby's International Realty

  2309 Patterson Ave, Key West, FL 33040
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  /41

  $1,557,500 Sold Oct 18, 2024

  • 1,216 Sq Ft
  • $1,281/SF
  • 153 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1933

  1415 Petronia St, Key West, FL 33040

  This charming 2-bedroom, 2.5-bathroom Old Town Key West home in the quiet ''Meadows'' neighborhood, originally built in 1933, has undergone a complete renovation in 2018, essentially becoming a brand-new residence with updated foundations, roof, windows, and central AC. The interior features hardwood floors throughout, with a kitchen boasting high-end cabinets, quartz countertops, and top-quality

  Matthew Carlson Realty ONE Group Destination

  1415 Petronia St, Key West, FL 33040
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  /23

  $599,000 Sold Oct 18, 2024

  • 166 Days On Market

  • Built 1996

  5950 Peninsular Ave Unit 664, Key West, FL 33040

  Oceanside Marina at Ocean's Edge Resort.... The place to dock your boat and enjoy time in Key West.... From world class fishing to tropical surroundings, nightlife, fine dining, tons of history and more.... Slip is 18.80 x 61. Current Owner has a 60 Ocean Alexander. Boat size is 17x64 with the platform. Amenities feature fitness center, restaurants, parking, fuel dock, dog park, showers,

  Beata Sharpe COLDWELL BANKER VANGUARD REALTY

  5950 Peninsular Ave Unit 664, Key West, FL 33040
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  /35

  $599,000 Sold Oct 18, 2024

  • 346 Days On Market

  • Built 1996

  5950 Peninsular Ave Unit 664, Key West, FL 33040

  Oceanside Marina at Ocean's Edge Resort.... The place to dock your boat and enjoy time in Key West.... From world class fishing to tropical surroundings, nightlife, fine dining, tons of history and more.... Slip is 18.80 x 61. Current Owner has a 60 Ocean Alexander. Boat size is 17x64 with the platform. Amenities feature fitness center, restaurants, parking, fuel dock, dog park, showers,

  Beata Sharpe Coldwell Banker Vanguard Realty

  5950 Peninsular Ave Unit 664, Key West, FL 33040
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  /2

  $850,000 Sold May 29, 2025

  • 646 Sq Ft
  • $1,316/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1991

  104 Southard St Unit 4, Key West, FL 33040

  for statical purposes

  Tommy Mack Coastal Collection Real Estate Inc.

  104 Southard St Unit 4, Key West, FL 33040
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  /2

  $1,640,000 Sold Feb 07, 2025

  • 1,492 Sq Ft
  • $1,099/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  1800 Atlantic Blvd Unit C338, Key West, FL 33040

  Imagine waking up to this stunning view of the Atlantic Ocean! Take advantage of this enviable opportunity in Key West to enjoy an ocean view from every main room in the home with floor to ceiling glass doors from this rare extended size 2 BA & 2 BA model at 1800 Atlantic Condominiums. The preferred floor plan has a unique picture window in the master suite to capture the view and functional

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

  1800 Atlantic Blvd Unit C338, Key West, FL 33040
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  /2

  $1,050,000 Sold Dec 30, 2024

  • 1,482 Sq Ft
  • $709/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  1717 George St, Key West, FL 33040

  Don't miss out on this new Key West listing that ticks all the boxes! 3 BR & 2 BA, nearly 1500 sq. ft. of elevated interior living area, a heated swimming pool, covered off street parking, and a whole house generator.As you walk through the gated entrance to this well constructed elevated home, you'll pass a magnificent black bottom pool surrounded by local coral and tropical landscaped yard. The

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

  1717 George St, Key West, FL 33040
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  /2

  $826,000 Sold Nov 14, 2024

  • 1,099 Sq Ft
  • $752/SF
  • 151 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1995

  1901 S Roosevelt Blvd Unit 101S, Key West, FL 33040

  New lower price and now the best priced condo on Smathers Beach! Offering 2 bedrooms and 2 baths, enjoy one of the best priced ocean views on Key West with all the activity and fun of the beach directly across the street. The condo has a modern open floorplan, spacious master suite with a large walk in closet, and a private balcony to enjoy the view. There is ultimate convenience from the condo

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

  1901 S Roosevelt Blvd Unit 101S, Key West, FL 33040
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  /2

  $560,000 Sold Nov 07, 2024

  • 1,344 Sq Ft
  • $417/SF
  • 77 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  32G Miriam St, Key West, FL 33040

  Come take a look at this unit in the Lincoln Gardens community in Key West, FL. Double wide unit ready for a new owner to enjoy and bring designer touches to make it the perfect year-round or vacation home! This community does not have an association, and you own the land. There is a separate guest space that came with the property when seller purchased.

  Natalia Pineda The Keyes Company

  32G Miriam 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

  $750,000 Sold Sep 12, 2025

  • 518 Sq Ft
  • $1,448/SF
  • 0 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1994

  1011 Howe St, Key West, FL 33040

  Tommy Mack Coastal Collection Real Estate Inc.

  1011 Howe St, Key West, FL 33040

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