Key West, FL Homes

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  /42

  $1,094,000

  • 3 Beds
  • 3 Baths
  • 1,203 Sq Ft

  60 Golf Club Dr, Key West, FL 33040

  Welcome to 60 Golf Club Drive, Key West, FL - A Fully Furnished Tropical Retreat with Private Pool and Turnkey Rental OpportunityStep into island living at its finest in this beautifully appointed 3-bedroom, 2.5-bath home with well appointed den / office (could function as 4th bedroom) located in the sought-after Key West Golf Club community. This charming residence offers the perfect blend of

  

  Matthew Sheehan

  Ocean Sotheby's International Realty

  (786) 882-1587

  60 Golf Club Dr, Key West, FL 33040
• Explore Key West

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  /10

  $3,750 per month

  • 1 Bed
  • 1 Bath
  • 475 Sq Ft
  • Property for Rent

  621 Whitehead St, Key West, FL 33040

  Charming 1-Bedroom Home in Old Town with Bonus Loft Space! Fully renovated 1-bedroom, 1-bathroom rental home in the heart of Old Key West, featuring a bonus loft, one off-street parking space and a washer/dryer inside. Fully furnished, the property includes a cozy sitting room, a well-equipped kitchen, large bedroom, and updated bathroom with new shower. Relax on the porch, surrounded by lush

  

  Damian Vantriglia

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 882-1353

  621 Whitehead St, Key West, FL 33040
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  /64

  $3,243,000 Sold Apr 18, 2025

  1122 Seminary St, Key West, FL 33040

  • 4 Beds
  • 5 Baths
  • 2,650 Sq Ft
  • Built 1938

  Last Sold Summary

  • 10% Below List Price
  • $1,224/SF
  • 152 Days On Market

  Current Estimated Value $3,257,997

  Last Listing Agent Paul Brooks Compass Florida, LLC

  1122 Seminary St, Key West, FL 33040
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  /22

  Est $837,654 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 580 Sq Ft

  620 Thomas St Unit 286, Key West, FL 33040

  620 Thomas St Unit 286, Key West, FL 33040
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  /9

  $550,000

  • Land

  5950 Peninsular Ave Unit 629, Key West, FL 33040

  A beautiful 50' live aboard slip at Oceanside Marina (Oceans Edge Resort). Direct deep water access to the Atlantic Ocean make this a perfect Key West getaway for a passionate boater, vacation or permanent Key West home on a boat, or for a charter boat captain. Owners have full access to the resort facilities at Oceans Edge Resort, including six pools, a fitness center, full bath house with

  

  Cardenas & Krug Team

  Ocean Sotheby's International Realty

  (786) 876-8545

  5950 Peninsular Ave Unit 629, Key West, FL 33040
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  /25

  $3,900 - $4,650 per month

  NAS Key West Homes

  3 Beds

  800 Sigsbee Rd, Key West, FL 33040

  NAS Key West Homes is located in Key West, Florida. In addition to the prime location, we offer a variety of floor plans and neighborhoods to fit your needs. Our community is all-inclusive, with baseline utilities, exclusive recreational and fitness amenities, lawn care and an award-winning resident events program included in your monthly rent. Our community professional on-site property name

  800 Sigsbee Rd, Key West, FL 33040
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  /33

  $3,690,000 Sold Apr 02, 2025

  716 Duval St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1933

  Last Sold Summary

  • 14% Below List Price
  • $2,050/SF
  • 14 Days On Market

  Current Estimated Value $3,510,444

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

  716 Duval St, Key West, FL 33040
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  /35

  Est $1,897,369 Not Listed For Sale

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

  1430 Thompson St, Key West, FL 33040

  1430 Thompson St, Key West, FL 33040
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  /42

  $3,195,000

  • 4 Beds
  • 4 Baths
  • 1,653 Sq Ft

  512 Emma St, Key West, FL 33040

  Welcome to 512 Emma Street, an immaculate 4-bedroom, 4-bathroom home located behind the gates of the prestigious Truman Annex, widely regarded as Key West's premier neighborhood. From this coveted address, you're just steps from beaches, shops, restaurants, the amphitheater, nightlife, and all the charm of Old Town.Inside, the first floor offers bright, open living with luxury finishes

  

  Cardenas & Krug Team

  Ocean Sotheby's International Realty

  (786) 833-7181

  512 Emma St, Key West, FL 33040
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  /13

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 700 Sq Ft
  • Property for Rent

  810 Pearl St Unit B, Key West, FL 33040

  Cottage in the Meadows. Furnished 2 bedroom, 2 bath, Cute front porch, small back yard. Washer and dryer. Available now, wifi, cable, water included. Applications being accepted. Back ground check, $35. No smoking on the property, no pets. Owner is a Florida Licensed Realtor

  Elaine Coyle Keller Williams Key West Compass Realty

  810 Pearl St Unit B, Key West, FL 33040
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  /3

  $650,000 Sold Dec 04, 2025

  806 Pearl St, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,504 Sq Ft
  • Built 1933

  Last Sold Summary

  • $432/SF
  • 0 Days On Market

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

  806 Pearl St, Key West, FL 33040
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  /38

  Est $4,805,508 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,281 Sq Ft

  508 Virginia St, Key West, FL 33040

  508 Virginia St, Key West, FL 33040
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  /73

  $620,000

  • 2 Beds
  • 2 Baths
  • 806 Sq Ft

  138 Golf Club Dr, Key West, FL 33040

  Welcome to 138 GC Dr., located in the highly sought-after Key West Golf Club residential community. Surrounded by acres of open space w/Rees-Jones designed 18-hole Championship Golf Course. INVITING, Ready for Immediate Occupancy, ''Fresh as a Daisy,'' Townhome. Just waiting for you! Beautifully maintained home offers the perfect blend of island living and resort-style amenities. Featuring low

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  (786) 841-2596

  138 Golf Club Dr, Key West, FL 33040
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  /35

  $2,650 - $3,967 per month

  The Quarry

  1 - 3 Beds

  10 Betty Rose Dr, Key West, FL 33040

  Welcome to The Quarry, a residential community in Key West, FL featuring one, two, and three bedroom apartments. Spacious layouts welcome you home, along with exceptional service and an ideal location close to shopping, dining and entertainment.

  10 Betty Rose Dr, Key West, FL 33040
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  /4

  $1,200,000 Sold Nov 20, 2025

  1108 Whitehead St, Key West, FL 33040

  • Land

  Last Sold Summary

  • 0 Days On Market

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

  1108 Whitehead St, Key West, FL 33040
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  /34

  Est $1,974,631 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,794 Sq Ft

  1406 Pine St, Key West, FL 33040

  1406 Pine St, Key West, FL 33040
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  /42

  $749,000

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

  3841 N Roosevelt Blvd Unit 632, Key West, FL 33040

  Experience Ultimate Elegance at Key West's Marriott Beachside Resort. This offering includes two luxurious, fully furnished units--a Signature King Room and a Resort View Suite--each designed to deliver an exceptional blend of comfort and sophistication. Together, they provide flexibility as a full-time residence, vacation retreat, or income-producing rental property with two coveted TRANSIENT

  

  Tommy Mack

  Coastal Collection Real Estate Inc.

  (786) 422-5828

  3841 N Roosevelt Blvd Unit 632, Key West, FL 33040
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  /9

  $2,900 per month

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft
  • Property for Rent

  3930 S Roosevelt Blvd Unit N303, Key West, FL 33040

  Large 2/2 with new carpet, assigned covered parking for two autos, hurricane shutters, walkin closets, in unit laundry center. Very large kitchen for the cook! Fitness center available for additional fee, see condo manager. Assigned Storage unit ! No last months rent required for qualified tenants. No pets as per condominium regulations, background required by condominium association

  Darlene Thomas Beach Club Brokers (KW)

  3930 S Roosevelt Blvd Unit N303, Key West, FL 33040
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  /24

  $525,000 Sold Aug 15, 2025

  3930 S Roosevelt Blvd Unit S405, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,069 Sq Ft
  • Built 1991

  Last Sold Summary

  • $491/SF
  • 59 Days On Market

  Current Estimated Value $556,918

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

  3930 S Roosevelt Blvd Unit S405, Key West, FL 33040
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  /3

  Est $1,251,395 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft

  908 Windsor Ln, Key West, FL 33040

  908 Windsor Ln, Key West, FL 33040
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  /44

  $1,250,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  283 Golf Club Dr, Key West, FL 33040

  Nestled along the lush 16th fairway of the Key West Golf Club, this beautifully upgraded 3-bedroom, 2.5-bath residence offers the perfect blend of privacy, style, and island charm. A rare find, the home also includes a versatile office space that can easily serve as a fourth bedroom , ideal for guests or a growing family.Step inside the 1600 sqft area to discover a bright, open floor plan with an

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 746-8259

  283 Golf Club Dr, Key West, FL 33040
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  /35

  $2,348 - $4,219 per month

  Ocean Walk

  Studio - 3 Beds

  3900 S Roosevelt Blvd, Key West, FL 33040

  Ocean Walk apartments are located on the peaceful Atlantic side of the island, nestled among lush natural vegetation, just steps away from the beach. Ideally located just minutes from the best dining, shopping and entertainment Key West has to offer, Ocean Walk Apartment Homes boast spacious one, two, and three bedroom apartments, spectacular views, and first-rate amenities. Each recently

  3900 S Roosevelt Blvd, Key West, FL 33040
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  /66

  $3,400,000 Sold Feb 04, 2025

  28 Aster Terrace, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 2,057 Sq Ft
  • Built 1968

  Last Sold Summary

  • 13% Below List Price
  • $1,653/SF
  • 57 Days On Market

  Current Estimated Value $3,110,219

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  28 Aster Terrace, Key West, FL 33040
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  /7

  Est $681,012 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 810 Sq Ft

  148 Golf Club Dr, Key West, FL 33040

  148 Golf Club Dr, Key West, FL 33040
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  /13

  $250,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  1801 N Roosevelt Blvd Unit M28, Key West, FL 33040

  LIVEABOARD Houseboat & Slip (Package) at Garrison Bight Marina (Houseboat Row). It's a Leasehold to the City of Key West and with the Transfer of Title to your name. NO RENTALS, VRBO/AIRBNB! This community is Historic. It's a TRUE KEY WEST LIFESTYLE... CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. Absolutely adorable. This community

  

  Annie Rivera

  Berkshire Hathaway Florida Realty

  (786) 565-6353

  1801 N Roosevelt Blvd Unit M28, Key West, FL 33040
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  /25

  $4,500 per month

  • 2 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Property for Rent

  728 Ashe St, Key West, FL 33040

  Charming Historic Home in Old Town Key West - Annual Lease RequiredStep into the charm of Old Town Key West with this spacious and beautifully maintained historic home. This two-bedroom, one-and-a-half-bath residence blends classic island character with modern comfort.Both bedrooms are generously sized, each offering ample closet space. The primary bedroom features direct access to the full bath

  Jody Clark Key West Luxury Real Estate Inc (KW)

  728 Ashe St, Key West, FL 33040
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  /18

  $170,000 Sold Aug 25, 2025

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040

  • Land
  • 0 Acre

  Last Sold Summary

  • 26% Below List Price
  • 105 Days On Market

  Last Listing Agent Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040
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  /2

  Est $811,759 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 651 Sq Ft

  51 Riviera Dr, Key West, FL 33040

  51 Riviera Dr, Key West, FL 33040
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  /33

  $1,799,000

  • 3 Beds
  • 4 Baths
  • 1,796 Sq Ft

  809 Washington St Unit 102, Key West, FL 33040

  Experience the best of Key West living at 809 Washington Street #102, located in the exclusive Casa Marina neighborhood. This exquisite 3-story townhome offers a 3-bedroom, 3.5-bath residence (sleeps 8-10) showcasing nearly 1,800 sq ft of sophisticated island style, featuring high-end finishes, bright open living spaces, a gourmet kitchen with stainless steel Viking appliances, seamless

  

  Bernice Schafer

  Vested Palm Real Estate and Home Services

  (645) 900-9570

  809 Washington St Unit 102, Key West, FL 33040
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  /18

  $3,300 - $3,800 per month

  Sunset Marina Apts

  2 Beds

  5555 College Rd, Key West, FL 33040

  5555 College Rd, Key West, FL 33040
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  /36

  $835,000 Sold Feb 10, 2025

  809 Southard St, Key West, FL 33040

  • 3 Beds
  • 1.5 Baths
  • 953 Sq Ft
  • Built 1915

  Last Sold Summary

  • 27% Below List Price
  • $876/SF
  • 44 Days On Market

  Current Estimated Value $929,250

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  809 Southard St, Key West, FL 33040
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  /2

  Est $1,828,873 Not Listed For Sale

  • Studio

  40 Sunset Key Dr, Key West, FL 33040

  40 Sunset Key Dr, Key West, FL 33040
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  /26

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,552 Sq Ft

  3707 Paula Ave, Key West, FL 33040

  Opportunities like this don't come around often. Discover the perfect blend of an income-producing legal duplex and the privacy of a beautifully renovated primary home in New Town, Key West.The primary home offers 2 bedrooms and 2 baths, featuring many upscale touches throughout, including a gorgeous, renovated gourmet kitchen ideal for entertaining or everyday living. The very spacious primary

  

  Cardenas & Krug Team

  Ocean Sotheby's International Realty

  (786) 675-5912

  3707 Paula Ave, Key West, FL 33040
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  /18

  $4,000 per month

  • 2 Beds
  • 1 Bath
  • 775 Sq Ft
  • Property for Rent

  1116 Truman Ave Unit 1, Key West, FL 33040

  Beautifully renovated Old Town second floor condo, furnished. High ceilings, freshly painted, and a wonderful front porch to relax on. Walk or Bike to everything Old Town, local restaurants, steps to Sandy's Cafe for your morning cuban coffee, Walk on White event, food store, and more! This unit has a beautiful kitchen with a dish washer, an in unit washer and dryer, and access to a shared pool.

  Elaine Coyle Keller Williams Key West Compass Realty

  1116 Truman Ave Unit 1, Key West, FL 33040
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  /25

  $685,000 Sold Jun 10, 2025

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft
  • Built 1967

  Last Sold Summary

  • 10% Below List Price
  • $908/SF
  • 25 Days On Market

  Current Estimated Value $677,743

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

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040
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  /37

  Est $2,350,927 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,581 Sq Ft

  1701 Laird St, Key West, FL 33040

  1701 Laird St, Key West, FL 33040
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  /30

  $799,000

  • 2 Beds
  • 1 Bath
  • 604 Sq Ft

  620 Thomas St Unit 175, Key West, FL 33040

  This fully furnished first-floor end unit in Shipyard offers comfort, style, and an unbeatable location. Tucked along the quiet back row near the community's gorgeous pool and tropical gardens, this condo truly has it all.Two sets of impact French doors open onto a lushly landscaped Trex deck equipped with a Rainbird irrigation system--perfect for relaxing or entertaining. Inside, you'll find an

  

  Jennifer Newman

  Truman & Co. (KW)

  (786) 791-7051

  620 Thomas St Unit 175, Key West, FL 33040
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  /25

  $2,854 - $3,961 per month

  Lofts at Bahama Village

  1 - 3 Beds

  750 Fort St, Key West, FL 33040

  Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a

  750 Fort St, Key West, FL 33040
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  /34

  $1,550,000 Sold Jun 02, 2025

  1400 Virginia St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Built 1923

  Last Sold Summary

  • 3% Below List Price
  • $1,160/SF
  • 124 Days On Market

  Current Estimated Value $1,614,928

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real E

  1400 Virginia St, Key West, FL 33040
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  /29

  Est $1,470,176 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,360 Sq Ft

  1219 Grinnell St Unit B, Key West, FL 33040

  1219 Grinnell St Unit B, Key West, FL 33040

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