15,575

Key West, FL Homes

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  • /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
  • /12

    $5,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft
    • House for Rent

    56 Golf Club Dr, Key West, FL 33040

    Property Id: 1807699 3 bedroom, 2.5 bath home for rent starting November 1, 2026. Everyone tells us they feel right at home there. Beautiful setting in a quiet neighborhood. Close to all that Key West offers. We may consider a small dog. The home has a beautiful setting. There is a hot tub in the backyard that we provide weekly maintenance on.

    56 Golf Club Dr, Key West, FL 33040
  • /2

    $1,920,000

    Sold Oct 10, 2025

    1116 Packer St, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,473 Sq Ft
    • Built 1938

    Last Sold Summary

    • 7% Below List Price
    • $1,303/SF
    • 318 Days On Market

    Current Estimated Value $2,004,490

    Last Listing Agent Vic Musmanno Coldwell Banker Schmitt RE Co

    1116 Packer St, Key West, FL 33040
    • /30

      Est $896,046

      Not Listed For Sale

      3612 Northside Dr, Key West, FL 33040

      • 4 Beds
      • 2 Baths
      • 1,651 Sq Ft
      • Built 1970
      3612 Northside Dr, Key West, FL 33040

      Last Sold Summary

      • 87 Days On Market

      Last Listing Agent Kiya Tabb Brightwild Real Estate

  • /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
  • /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 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

    629 Elizabeth St Unit SI ID1297833P, 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 $836,670

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

    1401 Simonton St Unit 20, Key West, FL 33040
    • /27

      Est $1,130,740

      Not Listed For Sale

      12 Aster Terrace, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,280 Sq Ft
      • Built 1961
      12 Aster Terrace, Key West, FL 33040

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Connor Nelson Berkshire Hathaway HomeServices Knight & Gardner Realty

  • /31

    $625,000

    $5K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 871 Sq Ft

    1 Spoonbill Way, Key West, FL 33040

    One owner since new, this Key West Golf Club townhome has been maintained with a new roof, new A/C, and an updated kitchen and baths -- the major systems and finishes are already done. Tile runs throughout the first floor, which opens across the kitchen, dining, and living space, plus a half bath for guests. Upstairs holds two bedrooms and a full bath finished with durable, eco-friendly cork

    Agent Photo

    Dustan Carpenter

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    1 Spoonbill Way, Key West, FL 33040
  • /16

    $9,148

    Total Monthly Price

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

    169 Golf Club Dr Unit SI FL1-ID1545690P, Key West, FL 33040

    The advertised rate of $9,149/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 23, 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

    169 Golf Club Dr Unit SI FL1-ID1545690P, 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 $1,522,145

    Last Listing Agent Laura McChesney Preferred Properties (KW)

    404 Porter Ln Unit 16, Key West, FL 33040
    • /35

      Est $1,271,879

      Not Listed For Sale

      1617 Jamaica Dr, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1972
      1617 Jamaica Dr, Key West, FL 33040

      Last Sold Summary

      • 134 Days On Market

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

  • /41

    $42,000

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

    617 Front St Unit B41 Week 1, Key West, FL 33040

    Views of the famous Key West Sunset, Gulf of Mexico and pool await you when you arrive at this 4th-floor end- deeded timeshare unit. The live music from the Tiki bar saunters up to the balconies. This highly desirable winter week is magical enjoy the warm weather and Christmas boat parades while Key West is all dressed up for the holidays. Enjoy the private beach, pool, hot tub, sauna, outdoor

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit B41 Week 1, Key West, FL 33040
  • /34

    $3,595

    Total Monthly Price

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

    818 White St Unit 5, Key West, FL 33040

    Rate: $3,595/mo. Plus utilities (for a 3–6 month lease)Refundable Security Deposit: $1,500.00(Note: First month's rent, last month's rent, and security deposit are due upfront for long-term rentals).

    818 White St Unit 5, 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 $1,183,886

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

    283 Golf Club Dr, Key West, FL 33040
    • /2

      Est $741,330

      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

  • /45

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,216 Sq Ft

    3715 Flagler Ave, Key West, FL 33040

    Welcome to this charming 2-bedroom, 2-bath Conch house offering 1,216 sq. ft. of comfortable living space in one of Key West's most convenient locations. The home is filled with warmth and character, highlighted by vaulted wood ceilings with exposed beams that create an inviting coastal atmosphere. Natural light pours through the impact windows and full wall of sliding glass doors, while the

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    3715 Flagler Ave, Key West, FL 33040
  • /14

    $3,300

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • House for Rent

    441 Avenue F, Key West, FL 33040

    Please read before inquiring. No pets and no smoking, Long term rental on a gated property in Big Coppitt Key, just a short drive from Key West. Features include high celling, flex room washer and dryer, patio/ yard. Please note: PET-FREE PROPERTY.max 3 people parking for 1 vehicle only. First , last , security 2000 required at move in. Phone screening required before any showing.

    441 Avenue F, 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 $524,983

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

    3930 S Roosevelt Blvd Unit E104, Key West, FL 33040
    • /30

      Est $3,133,195

      Not Listed For Sale

      27 Sunset Key Dr, Key West, FL 33040

      27 Sunset Key Dr, Key West, FL 33040

      Last Sold Summary

      • 349 Days On Market

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

  • /61

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft

    1911 Seidenberg Ave, Key West, FL 33040

    With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two separately metered 1-bedroom, 1-bath units, it offers exceptional flexibility--ideal for investors seeking strong rental potential, business owners looking for employee housing, or owner-occupants wanting to offset costs by renting

    Agent Photo

    Everett Smith

    Ocean Sotheby's International Realty

    1911 Seidenberg Ave, Key West, FL 33040
  • /7

    $3,000

    Total Monthly Price

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

    818 Elizabeth St Unit 1, Key West, FL 33040

    Upstairs and Downstairs units available NOW!Experience island living in our newly constructed apartments, perfectly nestled in the heart of Key West. Unwind in style with a spacious 1 bedroom, 1 bathroom layout that blends modern comfort with the charm of the old town.Brand new construction!Generous 1 bedroom, 1 bathroom floor planWalking distance to the vibrant Duval

    818 Elizabeth St Unit 1, 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 $854,362

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

    1428 Virginia St, Key West, FL 33040
    • /2

      Est $1,637,294

      Not Listed For Sale

      40 Sunset Key Dr, Key West, FL 33040

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

  • /38

    $1,079,000

    $96K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 1,948 Sq Ft

    2926 Flagler Ave, Key West, FL 33040

    Welcome to 2926 Flagler Avenue! This single-family home has four bedrooms and two baths, a swimming pool and is nestled on a 6,360 square foot lot located in a wonderful New Town central location. The spacious interior affords you the opportunity to entertain family, friends, and truly relax in comfort. Having been well maintained throughout the years, this CBS home has a v-crimp metal roof,

    Agent Photo

    Terry Garcia

    Keller Williams Key West Compass Realty

    2926 Flagler Ave, Key West, FL 33040
  • /15

    $3,800

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    1505 White St Unit Large Two bedroom, Key West, FL 33040

    This unit is unique at 1505 White large two bedroom and one bathroom, with private large deck & grill washer dryer Located two blocks from ocean The unit comes furnished and includes air conditioning for climate control. The smoke-free environment ensures a healthy living space. Exterior amenities include a gated entry for added security, a grill for outdoor cooking, and a deck for

    1505 White St Unit Large Two bedroom, Key West, FL 33040
  • /18

    $770,000

    Sold Jul 29, 2026

    620 Thomas St Unit 171, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 610 Sq Ft
    • Built 1991

    Last Sold Summary

    • 8% Below List Price
    • $1,262/SF
    • 37 Days On Market

    Current Estimated Value $799,040

    Last Listing Agent Baris Leyla Coastal Collection Real Estate Inc.

    620 Thomas St Unit 171, Key West, FL 33040
    • /2

      Est $918,947

      Not Listed For Sale

      620 Thomas St Unit 186, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 680 Sq Ft
      • Built 1991
      620 Thomas St Unit 186, Key West, FL 33040

  • /40

    $649,000

    $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,666 Sq Ft

    104 Sirius Ln, Key West, FL 33040

    Deep Water Dockage just 15 minutes from Key West! This rare corner canal-front property in Tamarac Park offers approximately 152' of dockage with 5' control depth and quick ocean access, a true boater's opportunity. Situated on one of the largest lots in the neighborhood (7,017 sq ft), this 3 Bedroom, 2 Bathroom home features 1,666 sq ft including a dramatic 2-story Great Room addition with

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    104 Sirius Ln, Key West, FL 33040
  • /10

    $2,300

    Total Monthly Price

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

    3314 Northside Dr Unit 21A, Key West, FL 33040

    1 bedroom condo available in Solano Village. W/D in unit, $2300+utilities. No pets or smoking.1st month+equal deposit to move in. Please message me for more info and pictures/video tour.

    3314 Northside Dr Unit 21A, 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 $591,014

    Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

    3314 Northside Dr Unit 86, Key West, FL 33040
    • /4

      Not Listed For Sale

      55 Boca Chica Rd, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 408 Sq Ft
      • Built 1990
      55 Boca Chica Rd, Key West, FL 33040

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Natallie Liz Expert Realty LLC

  • /59

    $2,395,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    319 Grinnell St, Key West, FL 33040

    Introducing 319 Grinnell Street, a captivating residence in the heart of Key West's Historic Seaport, where charm and character abound. This beautifully framed Key West-style home reflects the rich tapestry of the area's history, showcasing classic architecture with inviting porches and intricate details that honor the past. Nestled among a collection of historic homes, 319 Grinnell Street offers

    Agent Photo

    Darrin Smith

    Key West Luxury Real Estate Inc (KW)

    319 Grinnell St, 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 $924,837

    Last Listing Agent Laura McChesney Preferred Properties (KW)

    2601 S Roosevelt Blvd Unit 301, Key West, FL 33040
    • /5

      Est $487,062

      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

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

  • /34

    $5,500

    • 3 Beds
    • 3 Baths
    • 1,380 Sq Ft

    37 Palm Dr, Key West, FL 33040

    Turnkey Waterfront Living in Saddlebunch Key - $5,500/month This fully furnished 3 bed, 3 bath canal-front home offers the ultimate Keys lifestyle just behind Baby's Coffee. Enjoy quick access to open water with your own boat lift, perfect for fishing or sunset cruising. Spacious open-concept living, updated kitchen, and outdoor entertaining areas make this a perfect getaway or full-time

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    37 Palm Dr, Key West, FL 33040
  • /7

    $2,400

    Total Monthly Price

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

    2406 Harris Ave Unit 2406, Key West, FL 33040

    AVAILABLE NOW, Charming, unfurnished 2-bedroom, 1-bathroom condo is now available for rent. Large open area, with living room, kitchen and dining. Nestled in a quiet and friendly neighborhood, this home offers everything you need for comfortable and convenient living. With off-street parking. Washer and dryer hook-up. Great yard. $45 Application fee (anyone 18 years of age and older

    2406 Harris Ave Unit 2406, 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 $1,599,543

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

    1311 Pine St, Key West, FL 33040
    • /7

      Est $873,400

      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

      Last Listing Agent Jenny Perry Preferred Properties (KW)

Showing Results 41 - 80, Page 2 of 18

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