16,111

Key West, FL Homes

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  • /55

    $2,859,000

    $40K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,286 Sq Ft

    814 Ashe St, Key West, FL 33040

    Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    814 Ashe St, Key West, FL 33040
  • /35

    Starting at $3,146 Per Month

    • 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.

    The Quarry

    10 Betty Rose Dr, Key West, FL 33040
  • /42

    $975,000

    Sold Jun 26, 2026

    60 Golf Club Dr, Key West, FL 33040

    • 3 Beds
    • 2.5 Baths
    • 1,203 Sq Ft
    • Built 1996

    Last Sold Summary

    • 15% Below List Price
    • $810/SF
    • 38 Days On Market

    Current Estimated Value $971,312

    Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

    60 Golf Club Dr, Key West, FL 33040
    • /5

      Est $499,350

      Not Listed For Sale

      3930 S 3930 Roosevelt Blvd Unit S113, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 802 Sq Ft
      • Built 1991
      3930 S 3930 Roosevelt Blvd Unit S113, Key West, FL 33040

      Last Sold Summary

      • 0 Days On Market

  • /106

    $9,999,000

    Under Contract
    • 5 Beds
    • 4.5 Baths
    • 4,622 Sq Ft

    87 Cannon Royal Dr, Key West, FL 33040

    Introducing an extraordinary and completely custom Polynesian-inspired estate designed by the owner with finishes imported from all over the world. Perfectly positioned on the most premier lot within the exclusive gated enclave of Shark Key, offering an exceptional blend of privacy and waterfront luxury. Set on a sprawling 1.56-acre lot with an impressive 850 feet of water frontage, this custom

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    87 Cannon Royal Dr, Key West, FL 33040
  • /35

    Starting at $2,380 Per Month

    • 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

    Ocean Walk

    3900 S Roosevelt Blvd, Key West, FL 33040
  • /45

    $2,900,000

    Sold Jan 09, 2026

    1224 Florida St, Key West, FL 33040

    • 5 Beds
    • 5.5 Baths
    • 2,760 Sq Ft
    • Built 2006

    Last Sold Summary

    • 9% Below List Price
    • $1,051/SF
    • 56 Days On Market

    Current Estimated Value $2,894,232

    Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

    1224 Florida St, Key West, FL 33040
    • /7

      Est $824,070

      Not Listed For Sale

      112 Avenue G, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 2013
      112 Avenue G, Key West, FL 33040

      Last Sold Summary

      • 0 Days On Market

  • /45

    $2,499,000

    $300K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,124 Sq Ft

    156 Sea Ln, Key West, FL 33040

    Experience modern waterfront living at this exceptional 2-Bed, 2.5-Bath oceanfront home on Geiger Key, where striking contemporary design meets one of the Florida Keys' most thoughtfully engineered homes. Designed to maximize breathtaking open water views, this architecturally striking residence, envisioned by original owner and renowned author Reese Palley, seamlessly blends contemporary design,

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    156 Sea Ln, Key West, FL 33040
  • /32

    $2,800

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    400 Simonton St, Key West, FL 33040

    400 Simonton St, Key West, FL 33040
  • /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

    Current Estimated Value $788,388

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

    806 Pearl St, Key West, FL 33040
    • /28

      Est $681,541

      Not Listed For Sale

      210 Southard St Unit 2, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 580 Sq Ft
      • Built 1991
      210 Southard St Unit 2, Key West, FL 33040

      Last Sold Summary

      • 52 Days On Market

  • /68

    $65,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040

    Experience elevated waterfront ownership with this deeded timeshare in the highly desirable Building C at the Galleon Resort. This penthouse end-corner unit boasts one of the most sought-after spots in the resort, showcasing unobstructed, head-on views of the Gulf of Mexico.The residence features vaulted ceilings, extra windows for enhanced natural light, and multiple balconies designed to

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040
  • /32

    $2,800

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    400 Simonton St, Key West, FL 33040

    400 Simonton St, Key West, FL 33040
  • /10

    $560,000

    Sold Dec 26, 2025

    2433 Linda Ave, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 2,099 Sq Ft
    • Built 1953

    Last Sold Summary

    • 7% Below List Price
    • $267/SF
    • 96 Days On Market

    Current Estimated Value $613,444

    Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    2433 Linda Ave, Key West, FL 33040
    • /37

      Est $904,761

      Not Listed For Sale

      2513 Staples Ave, Key West, FL 33040

      • 4 Beds
      • 2 Baths
      • 1,224 Sq Ft
      • Built 1954
      2513 Staples Ave, Key West, FL 33040

      Last Sold Summary

      • 54 Days On Market

  • /58

    $49,900

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lockout unit deeded timeshare week 46- where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
  • /18

    Starting at $3,200 Per Month

    • 2 Beds

    5555 College Rd, Key West, FL 33040

    Sunset Marina Apts

    5555 College Rd, Key West, FL 33040
  • /4

    $1,200,000

    Sold Nov 20, 2025

    1108 Whitehead St, Key West, FL 33040

    • Land
    • 3,998 Sq Ft
    • $13,071,268 per Acre

    Last Sold Summary

    • 0 Days On Market

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

    1108 Whitehead St, Key West, FL 33040
    • /15

      Est $894,653

      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

  • /66

    $32,500

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040

    Top floor unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard vessels and iconic pirate

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040
  • /20

    Starting at $3,145 Per Month

    • 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

    Lofts at Bahama Village

    750 Fort St, Key West, FL 33040
  • /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 $551,658

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

    3930 S Roosevelt Blvd Unit S405, Key West, FL 33040
    • /57

      Est $2,950,837

      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

  • /68

    $37,500

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit B-24 Week 45, Key West, FL 33040

    Experience deeded ownership of the same week, each year (Week 45) at the highly desirable Galleon Resort with this premier timeshare opportunity. This unit showcases a wonderful location and some of the most spectacular sunsets in all of Key West.Filled with natural light, the residence also features a private balcony perfectly positioned to capture the stunning waterfront scenery above the

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit B-24 Week 45, Key West, FL 33040
  • /19

    $3,200 Per Month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    3625 Seaside Dr Unit 25110, Key West, FL 33040

    Property Id: 2572967Escape to Cat Island Suite, a serene, beautifully updated, and well-appointed 2-bedroom condo located in the peaceful Sunrise Suites community on the east side of Key West. Just a mile from the beach, this charming getaway provides the perfect combination of relaxation and adventure. Whether you're lounging by the pool, exploring nearby attractions, or enjoying the

    3625 Seaside Dr Unit 25110, Key West, FL 33040
  • /61

    $2,660,000

    Sold Jun 04, 2026

    1416 White St, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 2,458 Sq Ft
    • Built 2004

    Last Sold Summary

    • 8% Below List Price
    • $1,082/SF
    • 94 Days On Market

    Current Estimated Value $2,772,962

    Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    1416 White St, Key West, FL 33040
    • /24

      Est $1,557,187

      Not Listed For Sale

      737 Olivia St, Key West, FL 33040

      • 3 Beds
      • 3 Baths
      • 1,860 Sq Ft
      • Built 1979
      737 Olivia St, Key West, FL 33040

      Last Sold Summary

      • 42 Days On Market

  • /44

    $65,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040

    Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted Building C at the Galleon Resort. This PENTHOUSE, end-corner unit offers one of the most desirable locations in the resort, featuring unobstructed, straight-on views of the Gulf of Mexico. The residence boasts soaring vaulted ceilings, additional windows for abundant natural light, and multiple

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040
  • /20

    $6,838

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,388 Sq Ft
    • Condo for Rent

    31 Palm Dr Unit SI FL1-ID1546457P, Key West, FL 33040

    The advertised rate of $6,838/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 3, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    31 Palm Dr Unit SI FL1-ID1546457P, Key West, FL 33040
  • /4

    $2,315,000

    Sold Feb 20, 2026

    1309 Petronia St, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,675 Sq Ft
    • Built 1938

    Last Sold Summary

    • 2% Below List Price
    • $1,382/SF
    • 30 Days On Market

    Current Estimated Value $2,301,256

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

    1309 Petronia St, Key West, FL 33040
    • /21

      Est $678,392

      Not Listed For Sale

      208 Southard St Unit 3, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 513 Sq Ft
      • Built 1991
      208 Southard St Unit 3, Key West, FL 33040

      Last Sold Summary

      • 168 Days On Market

  • /66

    $26,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040

    Penthouse, top floor, end unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit delivers a truly unforgettable Key West sunset experience, among the finest views in Key West. The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
  • /20

    $19,382

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 2,023 Sq Ft
    • Condo for Rent

    536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040

    The advertised rate of $19,382/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
  • /12

    $1,050,000

    Sold Mar 03, 2026

    619 Front St Unit 21, Key West, FL 33040

    • Built 1985

    Last Sold Summary

    • 5% Below List Price
    • 86 Days On Market

    Last Listing Agent Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

    619 Front St Unit 21, Key West, FL 33040
    • /37

      Est $1,179,018

      Not Listed For Sale

      8 Coral Way, Key West, FL 33040

      • 3 Beds
      • 3 Baths
      • 1,420 Sq Ft
      • Built 2004
      8 Coral Way, Key West, FL 33040

      Last Sold Summary

      • 107 Days On Market

  • /70

    $49,900

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lock door unit - where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café--everything you need for a

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040
  • /5

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    2102 Staples Ave, Key West, FL 33040

    Property Id: 1785777Key West, FL (Midtown) - available July 1Private furnished bedroom and bathroom with private entrance for rent for a single person. Room comes furnished including microwave, refrigerator and window AC. Walking distance to the beach.  Ready to move in!$1400/month for month-to-month.Month to month lease… First plus $1400 security

    2102 Staples Ave, Key West, FL 33040
  • /32

    $835,000

    Sold Apr 13, 2026

    1401 Simonton St Unit 20, Key West, FL 33040

    • 2 Beds
    • 2.5 Baths
    • 907 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $921/SF
    • 160 Days On Market

    Current Estimated Value $1,224,552

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

    1401 Simonton St Unit 20, Key West, FL 33040
    • /42

      Est $1,951,967

      Not Listed For Sale

      26 Bamboo Terrace, Key West, FL 33040

      • 3 Beds
      • 3 Baths
      • 1,610 Sq Ft
      • Built 1965
      26 Bamboo Terrace, Key West, FL 33040

      Last Sold Summary

      • 66 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$1,160,000
Median Single Family Sale Price
$1,300,000
Median Townhouse Sale Price
$665,000
Median 2 Bedroom Sale Price
$934,500
Median 1 Bedroom Sale Price
$625,000
Average Price Per Sq Ft
$1,002
Number of Homes for Sale
265
Last 12 months Home Sales
397
Months of Supply
8.00
Median List Price
$1,355,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
5%
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