Key West, FL Homes

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  /27

  $575,000

  $100K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 546 Sq Ft

  815 Pearl St Unit 2, Key West, FL 33040

  A little Key West retreat with a lot to love. Tucked away in the highly desirable Meadows neighborhood of Old Town, this charming ground-level one-bedroom, one-bath condo combines a peaceful residential setting with easy access to everything Key West has to offer.The thoughtfully arranged interior is filled with island character, featuring bamboo flooring, crown molding and a bright

  Tracey Stevens Gardiner Realty ONE Group Destination

  815 Pearl St Unit 2, Key West, FL 33040
• 

  

  

  /4

  $565,000

  Sold Nov 14, 2025

  1515 Rose St, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 1,083 Sq Ft
  • Built 1958

  Last Sold Summary

  • $522/SF
  • 0 Days On Market

  Current Estimated Value $802,424

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

  1515 Rose St, Key West, FL 33040
• 

  

  /2

  Est $914,121

  Not Listed For Sale

  3625 Seaside Dr Unit 402, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft
  • Built 2001

  3625 Seaside Dr Unit 402, Key West, FL 33040
• 

  

  

  /14

  $245,000

  5555 College Rd Unit 9, Key West, FL 33040

  OWNER FINANCING AND QUICK CLOSE AVAILABLE. Lowest cost liveaboard 45'X 16' slip in Key West. Live in Paradise for only $245,000 with HOA fee and property tax of less than $600 per month (plus utilities). This 120 slip marina is deeded real property where you own the bay bottom, desired floating concrete design, located in well-protected area and on leeward side of the island. Pool and fitness

  Jim Spreitzer RE/MAX Keys Connection (KW)

  5555 College Rd Unit 9, Key West, FL 33040
• 

  

  

  /13

  $685,000

  Sold Dec 19, 2025

  1901 S Roosevelt Blvd Unit 209W, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Below List Price
  • $623/SF
  • 5 Days On Market

  Current Estimated Value $694,521

  Last Listing Agent Elaine Coyle Keller Williams Key West Compass Realty

  1901 S Roosevelt Blvd Unit 209W, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  5950 Peninsular Ave Unit 619, Key West, FL 33040

  • 1 Bed
  • 40 Sq Ft
  • Built 1996

  5950 Peninsular Ave Unit 619, Key West, FL 33040
• 

  

  /38

  $1,175,000

  Open Sun 11AM - 1PM $224K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft

  617 Fleming St Unit 4, Key West, FL 33040

  Elegant, peaceful and turn-key, this light-filled, Old Town condo is just one block to Duval Street! This home shines with 23 windows on two levels and relaxes with its easy, breezy, tropical vibe, landscaped grounds and pool. Turn-key, renovated and furnished, this condo resides in the historic Campbell Building on Fleming Street, one of Old Town's most coveted. Enjoy a gorgeous interior with

  Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  617 Fleming St Unit 4, Key West, FL 33040
• 

  

  /34

  $470,000

  Sold Sep 08, 2025

  7 Ed Swift Rd, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 828 Sq Ft

  Last Sold Summary

  • 24% Below List Price
  • $568/SF
  • 168 Days On Market

  Last Listing Agent Justyn Ewald Expert Realty LLC (HQ)

  7 Ed Swift Rd, Key West, FL 33040
• 

  

  /12

  Est $556,277

  Not Listed For Sale

  3930 S Roosevelt Blvd Unit W-207, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,075 Sq Ft
  • Built 1991

  3930 S Roosevelt Blvd Unit W-207, Key West, FL 33040

  Last Sold Summary

  • 4 Days On Market

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

  

  /8

  $799,000

  $60K PRICE DROP

  951 Caroline St Unit 20, Key West, FL 33040

  Located in the heart of downtown Key West's Historic Seaport, Conch Harbor Marina is one of the premier marina destinations in the Key West Bight. Slip 20 accommodates vessels up to 50' LOA and includes deeded bay bottom ownership.Enjoy the flexibility to live aboard, keep the slip for your own boating, fishing, and island lifestyle, or take advantage of the marina's rental program when

  Julia Besson Century 21 All Keys Inc (KW)

  951 Caroline St Unit 20, Key West, FL 33040
• 

  

  /38

  $1,070,000

  Sold Dec 29, 2025

  3722 Cindy Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 2,072 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Below List Price
  • $516/SF
  • 86 Days On Market

  Current Estimated Value $1,069,493

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  3722 Cindy Ave, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  6800 Maloney Ave Unit 106, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft
  • Built 1978

  6800 Maloney Ave Unit 106, Key West, FL 33040
• 

  

  /30

  $2,150,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  810 Carey Ln, Key West, FL 33040

  Tucked away on a quiet private lane, this charming classic Key West cottage offers the perfect blend of historic character and modern comfort. Thoughtfully renovated, the home features a spacious, light-filled kitchen with updated finishes--ideal for entertaining or relaxed island living. Step outside to your own tropical retreat, complete with a refreshing plunge pool surrounded by lush

  Mitzi Krabill Truman & Co. (KW)

  810 Carey Ln, Key West, FL 33040
• 

  

  /48

  $2,600,000

  Sold Sep 26, 2025

  626 Canfield Ln, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,223 Sq Ft
  • Built 1901

  Last Sold Summary

  • 26% Below List Price
  • $2,126/SF
  • 519 Days On Market

  Current Estimated Value $2,577,067

  Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

  626 Canfield Ln, Key West, FL 33040
• 

  

  /15

  Est $896,643

  Not Listed For Sale

  5950 Peninsular Ave Unit 685, Key West, FL 33040

  • 1 Bed
  • 80 Sq Ft
  • Built 1996

  5950 Peninsular Ave Unit 685, Key West, FL 33040

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent The Spottswood Team Truman & Co. (KW)
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  /51

  $485,000

  $50K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  55 Boca Chica Rd Unit 132, Key West, FL 33040

  WATERFRONT & SUNSHINE!A rare opportunity with 50 feet of dockage--this waterfront mobile home is your perfect entry into the laid-back Keys lifestyle. Whether you're dreaming of a full-time coastal escape or a tropical vacation retreat, this charming home offers the ideal blend of comfort, convenience, and coastal charm. Located in a gated condominium community known for its relaxed

  Donna Pezzi Keller Williams Key West Compass Realty

  55 Boca Chica Rd Unit 132, Key West, FL 33040
• 

  

  /40

  $679,000

  Sold Mar 06, 2026

  63 Seaside North Ct, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 825 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $823/SF
  • 43 Days On Market

  Current Estimated Value $695,519

  Last Listing Agent Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  63 Seaside North Ct, Key West, FL 33040
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  /2

  Not Listed For Sale

  42 Beach Dr, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft
  • Built 1977

  42 Beach Dr, Key West, FL 33040
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  /24

  $615,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  135 Golf Club Dr, Key West, FL 33040

  Updated 2-Bedroom Golf Club Home with First Fairway ViewsWelcome to this beautifully updated 2-bedroom, 1.5-bath home in the gated Key West Golf Club community. This two-story residence offers a peaceful tropical setting, modern comfort, and a prime location!The bright, open-concept interior features a spacious living and dining area with an updated kitchen, granite countertops,

  Richard Haskins Buy The Keys

  135 Golf Club Dr, Key West, FL 33040
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  /18

  $995,000

  Sold Mar 05, 2026

  606 Truman Ave Unit 10, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1988

  Last Sold Summary

  • 20% Below List Price
  • $864/SF
  • 118 Days On Market

  Current Estimated Value $1,078,074

  Last Listing Agent Krystal Thomas eXp Realty LLC

  606 Truman Ave Unit 10, Key West, FL 33040
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  /37

  Est $775,252

  Not Listed For Sale

  12 Pequena Ln, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,062 Sq Ft
  • Built 2022

  12 Pequena Ln, Key West, FL 33040

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Tara Cormack Century 21 Circle - Key West
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  /66

  $7,500,000

  • 5 Beds
  • 4.5 Baths
  • 5,378 Sq Ft

  3750 Sunrise Ln, Key West, FL 33040

  At the end of prestigious Sunrise Lane, where land meets open water on 3 sides, 3750 Sunrise Lane stands as one of the most extraordinary waterfront offerings in Key West. Properties of this scale and setting rarely exist, and almost never come to market.Originally built in the 1950s and extensively rebuilt in 1999, this legacy estate sits on a 28,500sf peninsula, offering a rare scale,

  Terri Spottswood Truman & Co. (KW)

  3750 Sunrise Ln, Key West, FL 33040
• 

  

  /31

  $855,000

  Sold Jun 15, 2026

  53 Spoonbill Way, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,320 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Below List Price
  • $648/SF
  • 136 Days On Market

  Current Estimated Value $848,858

  Last Listing Agent Cindy Bensen Berkshire Hathaway HomeServices Knight & Gardner Realty

  53 Spoonbill Way, Key West, FL 33040
• 

  

  /8

  Est $270,770

  Not Listed For Sale

  5436 5th Ave, Key West, FL 33040

  • 2 Beds
  • Built 1965

  5436 5th Ave, Key West, FL 33040

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Jessica Forsythe eXp Realty LLC
• 

  

  /14

  $992,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,028 Sq Ft

  1119 Florida St, Key West, FL 33040

  Old Town 'Diamond in the Rough' near Bay View Park with the highly coveted Off-Street parking. Unique opportunity to acquire a corner lot of over 4,500 sq ft in quiet Old Town neighborhood. Good amount of yard space. No active or expired building permits or code cases. Being sold As-Is with no repair & no clean up. Does have an existing fiberglass pool surrounded by a wooden deck. There is an

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  1119 Florida St, Key West, FL 33040
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  /52

  $2,300,000

  Sold Dec 01, 2025

  1222 von Phister St, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 2,376 Sq Ft
  • Built 1953

  Last Sold Summary

  • $968/SF
  • 0 Days On Market

  Current Estimated Value $2,325,955

  Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

  1222 von Phister St, Key West, FL 33040
• 

  

  /5

  Est $3,241,367

  Not Listed For Sale

  1501 South St, Key West, FL 33040

  • 5 Beds
  • Built 2023

  1501 South St, Key West, FL 33040

  Last Sold Summary

  • 91 Days On Market

  Last Listing Agent Suzanne Moore Truman & Co. (KW)
• 

  

  /35

  $899,000

  $50K PRICE DROP

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

  3011 Riviera Dr, Key West, FL 33040

  Welcome to 3011 Riviera Drive, nestled in the sought-after Riviera Shores neighborhood of Key West! This delightful 3-bedroom, 2-bathroom home boasts versatility and space, featuring a spacious bonus room--ideal for guests or an in-law suite. The property sits on a generous 6,000 sq ft lot with a large fenced backyard, perfect for adding a pool. Relish in the tranquility of mature banana and

  Maria Sanchez LoKation Real Estate

  3011 Riviera Dr, Key West, FL 33040
• 

  

  /79

  $650,000

  Sold Apr 15, 2026

  45 Spoonbill Way, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Below List Price
  • $722/SF
  • 149 Days On Market

  Current Estimated Value $661,160

  Last Listing Agent Robin Mitchell Compass Realty Branch (KW)

  45 Spoonbill Way, Key West, FL 33040
• 

  

  /25

  Est $575,332

  Not Listed For Sale

  3930 S Roosevelt Blvd Unit E304, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1991

  3930 S Roosevelt Blvd Unit E304, Key West, FL 33040

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Dawn McComish Lokation Real Estate
• 

  

  /6

  $829,000

  $120K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,501 Sq Ft

  1432 Eliza St, Key West, FL 33040

  EXCELLENT OPPORTUNITY! EXCELLENT LOCATION!This duplex offers several terrific options for the buyer -- from building a brand new home in a prime location to a top to bottom renovation project. In either case, you could choose to make it your own, or make it an income producing investment by living in one side and renting out the other or even renovating it to sell. Additionally, this

  Ralph Sanchez Century 21 All Keys Inc (KW)

  1432 Eliza St, Key West, FL 33040
• 

  

  /50

  $2,030,000

  Sold Nov 13, 2025

  1322 George St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,831 Sq Ft
  • Built 1949

  Last Sold Summary

  • 3% Below List Price
  • $1,109/SF
  • 73 Days On Market

  Current Estimated Value $1,853,345

  Last Listing Agent Ellen Gvili Ocean Sotheby's International Realty

  1322 George St, Key West, FL 33040
• 

  

  /42

  Not Listed For Sale

  18 Shore Dr, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 846 Sq Ft
  • Built 1988

  18 Shore Dr, Key West, FL 33040

  Last Sold Summary

  • 138 Days On Market

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
• 

  

  /7

  $899,000

  • 1 Bed
  • 1 Bath

  2330 Staples Ave, Key West, FL 33040

  Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached

  Giancarlo Espinosa Virtual Realty Group FL Keys Inc

  2330 Staples Ave, Key West, FL 33040
• 

  

  /25

  $525,000

  Sold Sep 05, 2025

  304 Pisces Ln, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1999

  Last Sold Summary

  • 27% Below List Price
  • $324/SF
  • 534 Days On Market

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  304 Pisces Ln, Key West, FL 33040
• 

  

  /86

  Est $2,502,440

  Not Listed For Sale

  1519 Florida St, Key West, FL 33040

  • 9 Beds
  • 9 Baths
  • 4,037 Sq Ft
  • Built 1958

  1519 Florida St, Key West, FL 33040

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Jessica Celli Engel & Voelkers Key West
• 

  

  /30

  $1,150,000

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  263 Golf Club Dr, Key West, FL 33040

  Property has been rented under a long term lease at $4600 month. Excellent tenant! Buyer must assume the rental. BEST PRICE and LOCATION for a three bedroom home in the Sanctuary at the Key West Golf Club!BRAND NEW impact windows and doors!This charming single family home features 3 bedrooms, 2.5 baths and gorgeous first floor open floor plan.Enjoy the large rear covered deck over

  Behmke The Compass Realty (KW)

  263 Golf Club Dr, Key West, FL 33040
• 

  

  /86

  $799,000

  Sold Jun 22, 2026

  37 Spoonbill Way, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 930 Sq Ft
  • Built 1997

  Last Sold Summary

  • $859/SF
  • 54 Days On Market

  Current Estimated Value $798,004

  Last Listing Agent Robin Mitchell Keller Williams Key West Compass Realty

  37 Spoonbill Way, Key West, FL 33040
• 

  

  /19

  Est $900,042

  Not Listed For Sale

  6 Tern Ln, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 2024

  6 Tern Ln, Key West, FL 33040

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Mark MacLaughlin Expert Realty LLC
• 

  

  /64

  $2,550,000

  • 4 Beds
  • 3.5 Baths
  • 1,674 Sq Ft

  1202 Royal St, Key West, FL 33040

  Welcome to 1202 Royal Street, a beautifully reimagined and rebuilt Key West residence where thoughtful design, modern construction, and exceptional Old Town location come together. Featuring four (4) bedrooms and three-and-a-half (3.5) bathrooms, this property has been rebuilt from the ground up with meticulous attention to detail. Located in coveted Historic Old Town and the highly desirable X

  Bobby Coe RE/MAX Keys Connection (KW)

  1202 Royal St, Key West, FL 33040

Showing Results 401 - 440, Page 11 of 18