16,041

Key West, FL Homes

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  • /45

    $2,799,000

    • 2 Beds
    • 3 Baths
    • 2,124 Sq Ft

    156 Sea Ln, Key West, FL 33040

    Welcome to 156 Sea Lane, a residence that stands as a testament to architectural integrity and the vibrant history of the Florida Keys. This home was conceived and brought to life by its original owner, the legendary Reese Palley, who envisioned a sanctuary that combined the permanence of a fortress with the soul of an adventurer. Unlike the standard construction found throughout the islands, 156

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (855) 361-0652

    156 Sea Ln, Key West, FL 33040
  • /35

    Starting at $2,799 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

    (786) 933-4302

    10 Betty Rose Dr, Key West, FL 33040
  • /45

    $2,900,000

    Sold Jan 09, 2026

    1224 Florida St, Key West, FL 33040

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

    Last Sold Summary

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

    Current Estimated Value $2,878,559

    Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

    1224 Florida St, Key West, FL 33040
    • /3

      Est $495,260

      Not Listed For Sale

      3930 S Roosevelt Blvd Unit W214, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 806 Sq Ft
      • Built 1991
      3930 S Roosevelt Blvd Unit W214, Key West, FL 33040

      Last Sold Summary

      • 1% Below List Price
      • $620/SF
      • 38 Days On Market
      • Last Sold Price $500,000
      • May 09, 2025

      Last Listing Agent Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  • /55

    $2,859,000

    $40K PRICE DROP
    • 3 Beds
    • 4 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

    (866) 972-3334

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

    Starting at $2,405 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

    (786) 971-2112

    3900 S Roosevelt Blvd, 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 $767,979

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

    806 Pearl St, Key West, FL 33040
    • /11

      Not Listed For Sale

      56 Palm Dr, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1973
      56 Palm Dr, Key West, FL 33040

      Last Sold Summary

      • $372/SF
      • 5 Days On Market
      • Last Sold Price $250,000
      • May 12, 2025

      Last Listing Agent Debora Bent Coastal Collection Real Estate

  • /44

    $69,000

    • 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

    (645) 236-8896

    617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040
  • /18

    Starting at $3,300 Per Month

    • 2 Beds

    5555 College Rd, Key West, FL 33040

    Sunset Marina Apts

    (786) 751-3820

    5555 College Rd, 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 $581,759

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

    2433 Linda Ave, Key West, FL 33040
    • /4

      Not Listed For Sale

      2950 Overseas Hwy Unit 13, Key West, FL 33040

      2950 Overseas Hwy Unit 13, Key West, FL 33040

      Last Sold Summary

      • 1 Day On Market
      • Last Sold Price $730,000
      • May 14, 2025

      Last Listing Agent Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  • /66

    $31,000

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

    617 Front St Unit D-54 Penthouse Week, 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)

    (645) 233-3593

    617 Front St Unit D-54 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

    (786) 706-4309

    750 Fort St, Key West, FL 33040
  • /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
    • /22

      Est $635,387

      Not Listed For Sale

      1126 Olivia St Unit 412, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 340 Sq Ft
      • Built 1992
      1126 Olivia St Unit 412, Key West, FL 33040

      Last Sold Summary

      • 14% Above List Price
      • $1,632/SF
      • 32 Days On Market
      • Last Sold Price $555,000
      • May 14, 2025

      Last Listing Agent Paige Bethel Island Home Realty Inc.

  • /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)

    (855) 450-7168

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040
  • /20

    $3,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,071 Sq Ft
    • Condo for Rent

    3930 S Roosevelt Blvd Unit N204, Key West, FL 33040

    Property Id: 2388877Annual Lease. Option to renew excellent Key West location along Smathers Beach. UnfurnishedSpacious 3 Bedroom, 2 Bath at Las Salinas overlooking community pool, private balcony. Washer/dryer in units. Stainless appliances, several upgrades: new HVAC unit, fresh paint, solid wood cabinets, granite countertops, custom Container Store Elfa closets and tankless

    (656) 232-1043

    3930 S Roosevelt Blvd Unit N204, 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 $549,523

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

    3930 S Roosevelt Blvd Unit S405, Key West, FL 33040
    • /28

      Est $815,465

      Not Listed For Sale

      2021 Harris Ave, Key West, FL 33040

      • 3 Beds
      • 1 Bath
      • 1,028 Sq Ft
      • Built 1958
      2021 Harris Ave, Key West, FL 33040

      Last Sold Summary

      • $790/SF
      • 16 Days On Market
      • Last Sold Price $812,000
      • May 12, 2025

      Last Listing Agent Jimmy Lane Island Life Realty Experts

  • /59

    $31,000

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

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

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await you from this desirable PENTHOUSE, top-floor end-unit deeded Timeshare week 37! 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.Enjoy front-row views as Coast Guard

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 238-9517

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
  • /14

    $3,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,032 Sq Ft
    • House for Rent

    3218 Harriet Ave, Key West, FL 33040

    Property Id: 2515960Welcome home to 3218 Harriet Avenue! This well maintained, move-in ready home, awaits its new owners!! This home has been recently updated with new flooring, paint, and AC units throughout! Solid home with impact windows and doors. Within the privacy fence, there is a giant, refinished deck with a built in bar, which is amazing for entertaining! Decking may be modified

    (786) 751-7629

    3218 Harriet Ave, Key West, FL 33040
  • /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 $661,822

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

    2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040
    • /24

      Est $624,044

      Not Listed For Sale

      3209 Eagle Ave, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 1,032 Sq Ft
      • Built 1984
      3209 Eagle Ave, Key West, FL 33040

      Last Sold Summary

      • 2% Above List Price
      • $591/SF
      • 31 Days On Market
      • Last Sold Price $610,000
      • May 12, 2025

      Last Listing Agent Emily Lombard Ocean Sotheby's International Realty

  • /58

    $32,500

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

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040

    Top floor Penthouse end unit! Experience premium waterfront ownership with this deeded timeshare week 36 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

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 230-1832

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040
  • /20

    $7,920

    Total Monthly Price

    • 2 Beds
    • 3 Baths
    • 1,345 Sq Ft
    • Condo for Rent

    629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040

    The advertised rate of $7,920/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 8, 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

    (786) 998-1981

    629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040
  • /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 $1,599,581

    Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real E

    1400 Virginia St, Key West, FL 33040
    • /36

      Est $892,096

      Not Listed For Sale

      2100 Patterson Ave, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,222 Sq Ft
      • Built 1953
      2100 Patterson Ave, Key West, FL 33040

      Last Sold Summary

      • 1% Below List Price
      • $736/SF
      • 87 Days On Market
      • Last Sold Price $900,000
      • May 12, 2025

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

  • /68

    $69,000

    • 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)

    (645) 231-4457

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040
  • /18

    $5,617

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 893 Sq Ft
    • Condo for Rent

    120 Angela St Unit SI ID1384034P, Key West, FL 33040

    The advertised rate of $5,617/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 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

    (645) 239-2206

    120 Angela St Unit SI ID1384034P, 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 $2,288,291

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

    1309 Petronia St, Key West, FL 33040
    • /2

      Est $806,865

      Not Listed For Sale

      51 Riviera Dr, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 651 Sq Ft
      • Built 2011
      51 Riviera Dr, Key West, FL 33040

      Last Sold Summary

      • 1% Below List Price
      • $1,229/SF
      • Last Sold Price $800,000

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

  • /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

    (833) 427-4068

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
  • /20

    $10,512

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • Condo for Rent

    169 Golf Club Dr Unit SI ID1307305P, Key West, FL 33040

    The advertised rate of $10,512/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 8, 2027.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

    (645) 300-3126

    169 Golf Club Dr Unit SI ID1307305P, Key West, FL 33040
  • /64

    $3,000,000

    Sold May 16, 2025

    51 Sunset Key Dr, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • Built 2005

    Last Sold Summary

    • 19% Below List Price
    • $1,562/SF
    • 254 Days On Market

    Current Estimated Value $3,273,338

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

    51 Sunset Key Dr, Key West, FL 33040
    • /2

      Est $1,725,717

      Not Listed For Sale

      40 Sunset Key Dr, Key West, FL 33040

      • Studio
      40 Sunset Key Dr, Key West, FL 33040

      Last Sold Summary

      • 15% Below List Price
      • Last Sold Price $1,500,000

      Last Listing Agent Bob Cardenas Coastal Collection Real Estate Inc.

  • /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)

    (645) 231-3562

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

    $18,964

    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 $18,964/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 30, 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

    (305) 419-2644

    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

    • Land

    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
    • /21

      Est $589,804

      Not Listed For Sale

      2601 S 2601 Roosevelt Blvd Unit 119C, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 754 Sq Ft
      • Built 1967
      2601 S 2601 Roosevelt Blvd Unit 119C, Key West, FL 33040

      Last Sold Summary

      • 5% Below List Price
      • $821/SF
      • 23 Days On Market
      • Last Sold Price $619,000
      • May 02, 2025

      Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty

Showing Results 1 - 40, Page 1 of 18

Home Trends in Key West, FL

Housing Trends

Median Sale Price
$1,150,000
Median Single Family Sale Price
$1,350,000
Median Townhouse Sale Price
$725,000
Median 2 Bedroom Sale Price
$840,000
Median 1 Bedroom Sale Price
$587,000
Average Price Per Sq Ft
$998
Number of Homes for Sale
284
Last 12 months Home Sales
390
Months of Supply
8.70
Median List Price
$1,350,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
8%
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