16,105

Key West, FL Homes

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  • /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

    $6,617

    Total Monthly Price

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

    28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040

    The advertised rate of $6,618/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 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

    28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040
  • /22

    $1,565,000

    Sold Apr 17, 2026

    404 Porter Ln Unit 16, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,002 Sq Ft
    • Built 1991

    Last Sold Summary

    • 7% Below List Price
    • $1,562/SF
    • 125 Days On Market

    Current Estimated Value $1,517,850

    Last Listing Agent Laura McChesney Preferred Properties (KW)

    404 Porter Ln Unit 16, Key West, FL 33040
    • /30

      Est $1,839,256

      Not Listed For Sale

      214 Fleming St, Key West, FL 33040

      • 2 Beds
      • 2.5 Baths
      • 1,312 Sq Ft
      • Built 1995
      214 Fleming St, Key West, FL 33040

      Last Sold Summary

      • 136 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
  • /14

    $5,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft
    • Condo for Rent

    1800 Atlantic Blvd Unit C127, Key West, FL 33040

    Property Id: 2599443As one of the most coveted condominium properties in Key West, 1800 Atlantic is iconic for its oceanfront location, lush gardens, and spectacular pool setting overlooking the ocean. The heated, salt-water, Olympic-sized pool, jacuzzi hot-tub and lounge seating area is the centerpiece of this beautifully cared-for property. Tennis enthusiasts, will have access to 3

    1800 Atlantic Blvd Unit C127, Key West, FL 33040
  • /44

    $1,125,000

    Sold Jan 16, 2026

    283 Golf Club Dr, Key West, FL 33040

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Built 1999

    Last Sold Summary

    • 13% Below List Price
    • $703/SF
    • 37 Days On Market

    Current Estimated Value $1,187,781

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

    283 Golf Club Dr, Key West, FL 33040
    • /29

      Est $545,284

      Not Listed For Sale

      3212 Harriet Ave, Key West, FL 33040

      • 2 Beds
      • 1.5 Baths
      • 1,032 Sq Ft
      • Built 1984
      3212 Harriet Ave, Key West, FL 33040

      Last Sold Summary

      • 100 Days On Market

  • /90

    $874,500

    • 3 Beds
    • 2.5 Baths
    • 1,160 Sq Ft

    56 Golf Club Dr, Key West, FL 33040

    A bougainvillea-covered trellis and cozy front gate welcome you! Charming, secluded island retreat overlooks the Key West Golf Course. Within the gated KW Golf Club community, this beautifully maintained home offers a rare combination of privacy, tropical ambiance, truly unique architectural features. One of the most exceptional attributes is its expansive wraparound verandas on both levels, a

    Agent Photo

    Robin Mitchell

    Keller Williams Key West Compass Realty

    56 Golf Club Dr, Key West, FL 33040
  • /12

    $3,550 Per Month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    115 Front St Unit 103, Key West, FL 33040

    Property Id: 2719337Wonderful waterfront condo in the Truman Annex! Enjoy spectacular sunsets from this 1st floor floor unit with 2 BD/ 2 BA and over 2,000 sq. ft. of living space. With an open, spacious floor plan, this unit is perfect for entertaining family and friends all within a fabulous location. Relax by the water at the harbor front pool and walk to all of the fine restaurants,

    115 Front St Unit 103, Key West, FL 33040
  • /44

    $1,675,000

    Sold Jul 30, 2025

    2605 Gulfview Dr, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,320 Sq Ft
    • Built 1999

    Last Sold Summary

    • 7% Below List Price
    • $1,269/SF
    • 116 Days On Market

    Current Estimated Value $1,699,474

    Last Listing Agent Paige Bethel Island Home Realty Inc.

    2605 Gulfview Dr, Key West, FL 33040
    • /24

      Est $768,661

      Not Listed For Sale

      19 Whistling Duck Ln, Key West, FL 33040

      • 3 Beds
      • 2.5 Baths
      • 1,060 Sq Ft
      • Built 1995
      19 Whistling Duck Ln, Key West, FL 33040

      Last Sold Summary

      • 98 Days On Market

  • /43

    $1,289,000

    $210K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,378 Sq Ft

    1712 Laird St, Key West, FL 33040

    Located in the heart of Key West, 1712 Laird Street offers a rare blend of central convenience and residential tranquility. Positioned within a short stroll of Smathers Beach, Higgs Beach Park, the Key West Nature Preserve, White Street Pier, and the island's beloved Garden Club and dog park, this home places the best of the island lifestyle quite literally at your doorstep. Duval Street and the

    Agent Photo

    Matthew Sheehan

    Ocean Sotheby's International Realty

    1712 Laird St, 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
  • /4

    $515,000

    Sold Apr 16, 2026

    3930 S Roosevelt Blvd Unit E104, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • Built 1991

    Last Sold Summary

    • 11% Below List Price
    • $485/SF
    • 229 Days On Market

    Current Estimated Value $516,423

    Last Listing Agent Ted Stewart Truman & Co. (KW)

    3930 S Roosevelt Blvd Unit E104, Key West, FL 33040
    • /27

      Est $1,367,210

      Not Listed For Sale

      1514 19th St, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 1,528 Sq Ft
      • Built 1958
      1514 19th St, Key West, FL 33040

      Last Sold Summary

      • 229 Days On Market

  • /21

    $495,000

    Pending
    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    84 Sirius Ln, Key West, FL 33040

    Come discover one of the last hidden pockets of true Old Florida Keys charm--where life slows down, the ocean breeze takes over, and the spirit of classic Key West living is still very much alive.Perfectly positioned near Key West--close enough for a quick trip into town, yet far enough to feel like your own private escape--this property offers the best of both worlds. Here, the water isn't

    Agent Photo

    Margarita Villoch

    Island Group Realty (KW)

    84 Sirius Ln, 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
  • /30

    $930,000

    Sold Aug 01, 2025

    608 Roberts Ln, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1933

    Last Sold Summary

    • 41% Below List Price
    • $547/SF
    • 189 Days On Market

    Current Estimated Value $1,052,990

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

    608 Roberts Ln, Key West, FL 33040
    • /43

      Est $3,170,625

      Not Listed For Sale

      1421 White St, Key West, FL 33040

      • 4 Beds
      • 4.5 Baths
      • 2,663 Sq Ft
      • Built 1943
      1421 White St, Key West, FL 33040

      Last Sold Summary

      • 19 Days On Market

  • /45

    $1,298,000

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,416 Sq Ft

    2828 Harris Ave, Key West, FL 33040

    Welcome to 2828 Harris Avenue, a private retreat nestled in the heart of Key West's highly desirable New Town neighborhood. Beautifully updated and thoughtfully designed, this single-family home blends modern comfort with timeless island charm, surrounded by lush, mature landscaping and a backyard that feels like your own personal resort.Designed for indoor-outdoor living, the property features a

    Agent Photo

    Bernice Schafer

    Vested Palm Real Estate and Home Services

    2828 Harris Ave, 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
  • /53

    $3,500,000

    Sold Aug 08, 2025

    407-415 Olivia St, Key West, FL 33040

    • 6 Beds
    • 5 Baths
    • 3,171 Sq Ft
    • Built 1964

    Last Sold Summary

    • 18% Below List Price
    • $1,104/SF
    • 134 Days On Market

    Current Estimated Value $3,556,263

    Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

    407-415 Olivia St, Key West, FL 33040
    • /27

      Est $960,966

      Not Listed For Sale

      1728 Laird St, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,086 Sq Ft
      • Built 1958
      1728 Laird St, Key West, FL 33040

      Last Sold Summary

      • 29 Days On Market

  • /33

    $1,699,000

    • 3 Beds
    • 3.5 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

    Agent Photo

    Bernice Schafer

    Vested Palm Real Estate and Home Services

    809 Washington St Unit 102, 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. Ā 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
  • /31

    $750,000

    Sold Oct 03, 2025

    1428 Virginia St, Key West, FL 33040

    • 4 Beds
    • 2 Baths
    • 2,236 Sq Ft
    • Built 1933

    Last Sold Summary

    • 16% Below List Price
    • $335/SF
    • 111 Days On Market

    Current Estimated Value $809,971

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

    1428 Virginia St, Key West, FL 33040
    • /61

      Est $2,776,868

      Not Listed For Sale

      39 Cannon Royal Dr, Key West, FL 33040

      • 3 Beds
      • 2.5 Baths
      • 3,329 Sq Ft
      • Built 2007
      39 Cannon Royal Dr, Key West, FL 33040

      Last Sold Summary

      • 233 Days On Market

  • /17

    $325,000

    5950 Peninsular Ave Unit 708, Key West, FL 33040

    A beautiful 45' liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    5950 Peninsular Ave Unit 708, Key West, FL 33040
  • /7

    $2,875

    Total Monthly Price

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

    1315 Laird St Unit C, Key West, FL 33040

    One bedroom apartment on the 2nd floor at 1315 Laird Street. 5 minute walk to White Street Pier. Located on a quiet street in the beautiful Casa Marina neighborhood. Reserved parking spot in front of apartment. Water, sewer, trash, and parking included in monthly rent. First/last/security needed for move in.

    1315 Laird St Unit C, Key West, FL 33040
  • /22

    $575,000

    Sold May 29, 2026

    3314 Northside Dr Unit 86, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1985

    Last Sold Summary

    • 18% Below List Price
    • $548/SF
    • 176 Days On Market

    Current Estimated Value $638,388

    Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

    3314 Northside Dr Unit 86, Key West, FL 33040
    • /26

      Est $1,592,348

      Not Listed For Sale

      1414 Leon St, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 1,936 Sq Ft
      • Built 1948
      1414 Leon St, Key West, FL 33040

      Last Sold Summary

      • 399 Days On Market

  • /35

    $450,000

    $25K PRICE DROP Under Contract
    • 2 Beds
    • 1.5 Baths
    • 648 Sq Ft

    3 Riviera Dr, Key West, FL 33040

    Discover laid back island living in this canal front, two bedroom home located in Big Coppitt Key, just minutes to Key West. Positioned on a wide canal this property is a boaters dream, complete with a 50 foot concrete seawall. With ample parking, storage for your gear and low maintenance tropical landscaping, this home is designed for easy Keys living.

    Agent Photo

    Emily Lombard

    Ocean Sotheby's International Realty

    3 Riviera Dr, Key West, FL 33040
  • /18

    $5,900

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft
    • Townhouse for Rent

    634 Louisa St, Key West, FL 33040

    Newly Renovated, furnished Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a

    634 Louisa St, Key West, FL 33040
  • /14

    $3,900

    Sold Apr 28, 2026

    2601 S Roosevelt Blvd Unit 301, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 1967

    Last Sold Summary

    • $4/SF
    • 6 Days On Market

    Current Estimated Value $939,583

    Last Listing Agent Laura McChesney Preferred Properties (KW)

    2601 S Roosevelt Blvd Unit 301, Key West, FL 33040
    • /12

      Est $875,071

      Not Listed For Sale

      1800 Atlantic Blvd Unit 227C, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 1,311 Sq Ft
      • Built 1984
      1800 Atlantic Blvd Unit 227C, Key West, FL 33040

      Last Sold Summary

      • 211 Days On Market

  • /18

    $6,000

    $2K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft

    6 Calle Dos, Key West, FL 33040

    RENT ONLY!!!AVAILABLE MAY 1ST, 2026 The Rockland Key Resort is an amazing waterfront home only minutes from Key West. This beautifully renovated home is the perfect Keys oasis. Private fenced yard with mature landscape, new artificial turf, lanai, pool, and covered outdoor space. Ideal open floor plan with light-filled spaces overlooking the canal and pool. The kitchen offers stainless steel

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    6 Calle Dos, Key West, FL 33040
  • /16

    $2,995

    Total Monthly Price

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

    825 Eaton St Unit C, Key West, FL 33040

    OLD TOWN ACROSS FROM EATON BIKES - 1/1 AVAILABLE IMMEDIATELY. PAYMENT ARRANGEMENTS AVAILABLE.Second floor, PRIVATE entrance and apartment, across from Eaton Bikes. Nice rooms and storage. Ample room for scooters and bikes. W/D coin-operated on premises.Refrigerator, oven, stove and ceiling fans. A/C in living room and bedroom. Newer renovation last year.Looking for long term steady

    825 Eaton St Unit C, Key West, FL 33040
  • /25

    $1,550,000

    Sold Dec 01, 2025

    1311 Pine St, Key West, FL 33040

    • 3 Beds
    • 2.5 Baths
    • 1,368 Sq Ft
    • Built 1938

    Last Sold Summary

    • 3% Below List Price
    • $1,133/SF
    • 13 Days On Market

    Current Estimated Value $1,580,748

    Last Listing Agent Sabrina Acevedo Internet Realty of the Florida Keys Inc

    1311 Pine St, Key West, FL 33040
    • /25

      Est $807,036

      Not Listed For Sale

      2420 Patterson Ave Unit B, Key West, FL 33040

      • 2 Beds
      • 3 Baths
      • 1,504 Sq Ft
      • Built 2012
      2420 Patterson Ave Unit B, Key West, FL 33040

      Last Sold Summary

      • 139 Days On Market

Showing Results 41 - 80, Page 2 of 18

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