15,575

Key West, FL Homes

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  • /85

    $1,060,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 1,320 Sq Ft

    20 Kingfisher Ln, Key West, FL 33040

    At the end of wide, quiet cul-de-sac, life naturally slows, sunsets linger, 20 Kingfisher reveals itself as a private island retreat @ KW Golf Club. Inviting brick walkway, lush tropical landscaping, river rock, lead to freshly painted front steps, welcoming front veranda that set the tone, refined, thoughtfully cared for. This home feels loved the moment you arrive. Inside, warmth &

    Agent Photo

    Robin Mitchell

    Keller Williams Key West Compass Realty

    20 Kingfisher Ln, Key West, FL 33040
  • /13

    $3,400

    Total Monthly Price

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

    3312 Northside Dr Unit 111, Key West, FL 33040

    Available NOW !Welcome to paradise in Santa Clara Condominiums — a beautifully renovated, fully furnished 2 Fully renovated kitchen & bathroomsHurricane-impact windows & doorsSpacious walk-in storage/closet spacePrivate patio & secluded yard areaDirect access to tennis courts & poolOn-site laundry & secure entryJust minutes from beaches, shopping, dining, downtown

    3312 Northside Dr Unit 111, Key West, FL 33040
  • /12

    $155,000

    Sold May 29, 2026

    7025 Shrimp Rd, Key West, FL 33040

    • Land
    • 0 Sq Ft

    Last Sold Summary

    • 8% Below List Price
    • 18 Days On Market

    Last Listing Agent Randy Moss Coldwell Banker Schmitt RE Co

    7025 Shrimp Rd, Key West, FL 33040
    • /24

      Est $542,929

      Not Listed For Sale

      3930 S Roosevelt Blvd Unit S405, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,069 Sq Ft
      • Built 1991
      3930 S Roosevelt Blvd Unit S405, Key West, FL 33040

      Last Sold Summary

      • 59 Days On Market

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

  • /63

    $1,095,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    2309 Flagler Ave, Key West, FL 33040

    Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room.The three-bedroom, two-bath floor plan features clean modern lines,

    Agent Photo

    Jennifer Newman

    Truman & Co. (KW)

    2309 Flagler Ave, Key West, FL 33040
  • /19

    $4,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft
    • Townhouse for Rent

    3318 Harriet Ave, Key West, FL 33040

    PRIVATE, LUSH TOWNHOUSE in New Town with 2 bedrooms and 2 baths available this month! Offers new hardwood floors, new appliance package, new ductless AC units, bright, spacious bedrooms w/ built-in closet systems, beautiful fixtures, ample storage inside and out and washer/ dryer. Close to dining, shopping, and great schools. Available for long term lease with F & S, credit and background check.

    Regan Butler Truman & Co. (KW)

    3318 Harriet Ave, Key West, FL 33040
  • /24

    $2,362,000

    Sold Apr 14, 2026

    506 Emma St, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,608 Sq Ft
    • Built 1994

    Last Sold Summary

    • 5% Below List Price
    • $1,469/SF
    • 27 Days On Market

    Current Estimated Value $2,412,313

    Last Listing Agent Wendy Zintsmaster Truman & Co. (KW)

    506 Emma St, Key West, FL 33040
    • /51

      Not Listed For Sale

      55 Boca Chica Rd Unit 111, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 816 Sq Ft
      • Built 1993
      55 Boca Chica Rd Unit 111, Key West, FL 33040

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Caroline Bauer Key West Sales, LLC

  • /19

    $1,299,000

    Under Contract
    • 7 Beds
    • 4 Baths
    • 2,699 Sq Ft

    1614 Dennis St, Key West, FL 33040

    Investment Opportunity - Income-Producing Triplex!Don't miss this excellent income-producing triplex located in a convenient, high-demand area close to schools, shopping, dining, parks, and just minutes from downtown Key West. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers outstanding

    Agent Photo

    Matthew Sheehan

    Ocean Sotheby's International Realty

    1614 Dennis St, Key West, FL 33040
  • /23

    $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
  • /19

    $5,500

    Sold Jun 01, 2026

    1800 Atlantic Blvd Unit 122C, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft
    • Built 1984

    Last Sold Summary

    • $4/SF
    • 24 Days On Market

    Last Listing Agent Kenneth Herzbrun Formula Realty

    1800 Atlantic Blvd Unit 122C, Key West, FL 33040
    • /29

      Not Listed For Sale

      6 Verde Dr, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 810 Sq Ft
      • Built 1954
      6 Verde Dr, Key West, FL 33040

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Margarita Villoch Island Group Realty (KW)

  • /22

    $619,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    804 South St Unit 3, Key West, FL 33040

    This is a must see unique and airy tropical second story condo in the Southpark Condominium Association. Lush vegetation surrounds the property and the private pool area located in the beautiful Casa Marina neighborhood. This upstairs one Bedroom/ one Bathroom condo offers relaxation on either the front covered porch or the rear private deck with a motorized awning for your comfort and

    Agent Photo

    J. Michael Caron

    Keller Williams Key West Compass Realty

    804 South St Unit 3, Key West, FL 33040
  • /15

    $5,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft
    • Apartment for Rent

    218 Whitehead St Unit Apartment, Key West, FL 33040

    Rare opportunity to lease a spacious 1,407-square-foot second-floor apartment in the heart of Old Town Key West. This 3-bedroom, 2-bath residence features an expansive open-concept floor plan, generous living and dining areas, and two private balconies overlooking one of the city's most iconic intersections. Filled with natural light and offering ample space for comfortable living, the apartment

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    218 Whitehead St Unit Apartment, Key West, FL 33040
  • /13

    $3,300

    Sold Jun 18, 2026

    828 Fleming St, Key West, FL 33040

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Built 1899

    Last Sold Summary

    • 6% Below List Price
    • $7/SF
    • 77 Days On Market

    Last Listing Agent Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

    828 Fleming St, Key West, FL 33040
    • /28

      Est $695,433

      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

      Last Listing Agent Stephen Hachey Flat Fee MLS Realty

  • /57

    $59,900

    $9K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit C41 Week 50, Key West, FL 33040

    Own a deeded 4th-floor Gulf and waterfront corner end unit at the highly desirable Galleon Resort in the heart of Old Town Key West! This beautifully maintained 2-bedroom, 2-bath condo sleeps six and features new 2026 furnishings, a king bed, two twins (convertible to a queen), sleeper sofa, two full baths, and a private balcony with marina, gulf, live-music, and sunset views. Everything you love

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit C41 Week 50, Key West, FL 33040
  • /9

    $3,000 Per Month

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

    1315 First St Unit 1315-2, Key West, FL 33040

    This 2nd floor, 2 bedroom/1 bath apartment is centrally located in Mid Town and conveniently located near shops, restaurants, and beaches. This apartment features central AC, an updated kitchen with custom cabinets, microwave, and 1 assigned off-street parking space. Approx. 750 sq. ft. Available in August for a 12 month rental. $3,000/mo plus water & electric. First/Last/Security. 3 person

    1315 First St Unit 1315-2, Key West, FL 33040
  • /15

    $562,500

    Sold May 22, 2026

    712 Galveston Ln Unit 1, Key West, FL 33040

    • 1 Bed
    • 1 Bath
    • 526 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $1,069/SF
    • 9 Days On Market

    Current Estimated Value $568,426

    Last Listing Agent Sean Farrer Coldwell Banker Schmitt RE Co

    712 Galveston Ln Unit 1, Key West, FL 33040
    • /47

      Est $1,277,737

      Not Listed For Sale

      1408 Johnson St Unit A & B, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1958
      1408 Johnson St Unit A & B, Key West, FL 33040

      Last Sold Summary

      • 100 Days On Market

      Last Listing Agent Megan McDowell Berkshire Hathaway HomeServices Knight & Gardner Realty

  • /33

    $1,150,000

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,091 Sq Ft

    709 Chapman Ln, Key West, FL 33040

    Tucked away on a quiet lane in Old Town Key West, this historic island home offers a rare combination of architectural character, elevated location, and walkable convenience. Positioned in the desirable X-flood zone near the highest natural elevation on the island, the property sits just steps from the energy of Duval Street while maintaining a peaceful residential feel. Originally constructed

    Agent Photo

    Terrance Sullivan

    Saltwater Real Estate Florida Keys, Inc

    709 Chapman Ln, Key West, FL 33040
  • /9

    $2,500 Per Month

    • 1 Bed
    • 1 Bath
    • 330 Sq Ft
    • Townhouse for Rent

    800 Elizabeth St Unit 624, Key West, FL 33040

    Available now through March 31, 2027Enjoy Old Town Key West living in this charming 1 bedroom, 1 bathroom apartment at 624 Elizabeth Street. This bright and airy home features an open concept living room and kitchen with soaring high ceilings, creating a spacious and inviting atmosphere. A washer and dryer are conveniently located inside the unit for your everyday comfort.Rent is

    Jenny Perry Preferred Properties (KW)

    800 Elizabeth St Unit 624, Key West, FL 33040
  • /10

    $749,000

    Sold Mar 11, 2026

    304 Amelia St, Key West, FL 33040

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1938

    Last Sold Summary

    • $800/SF
    • 9 Days On Market

    Current Estimated Value $918,682

    Last Listing Agent Marilyn Wilbarger Berkshire Hathaway HomeServices Knight & Gardner Realty

    304 Amelia St, Key West, FL 33040
    • /21

      Est $601,771

      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

      • 23 Days On Market

      Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty

  • /28

    $1,029,000

    • 4 Beds
    • 2 Baths
    • 2,274 Sq Ft

    2809 Flagler Ave, Key West, FL 33040

    2809 Flagler Ave -2,274 Square Feet of Space, Priced to MoveRarely does a home this size come up in Key West at this price point. At 2,274 square feet, this 4-bedroom, 2-bathroom residence offers significantly more room than the typical Old Town or Mid Town property -- and it's priced well below what comparable square footage commands elsewhere in the 33040 zip code.Originally built in

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    2809 Flagler Ave, Key West, FL 33040
  • /17

    $3,250 Per Month

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

    3675 Seaside Dr Unit 337, Key West, FL 33040

    Two bedroom, two bathroom third floor condo in SaltPonds with view of the saltponds. Split floorplan, each bedroom has bathroom ensuite. Washer/dryer in unit. Pool and tennis courts on site. No pets allowed. No last month required with decent credit and back ground check ($50 per applicant, all adults living in the condo must be on the lease). You must view the

    3675 Seaside Dr Unit 337, Key West, FL 33040
  • /20

    $660,000

    Sold Jul 22, 2026

    1704 Duncan St, Key West, FL 33040

    • 3 Beds
    • 1 Bath
    • 1,079 Sq Ft
    • Built 1953

    Last Sold Summary

    • 6% Below List Price
    • $612/SF
    • 39 Days On Market

    Current Estimated Value $749,953

    Last Listing Agent Justyn Ewald Expert Realty LLC (HQ)

    1704 Duncan St, Key West, FL 33040
    • /21

      Est $558,304

      Not Listed For Sale

      3314 Northside Dr Unit 93, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 1,050 Sq Ft
      • Built 1986
      3314 Northside Dr Unit 93, Key West, FL 33040

      Last Sold Summary

      • 98 Days On Market

      Last Listing Agent Gerald Hughes Old Town Realty

  • /39

    $849,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    27 Barcelona Dr, Key West, FL 33040

    Tucked away in Big Coppitt Key is 27 Barcelona Drive - an amazing waterfront property where privacy and breathtaking views abound. With no neighbors across the canal, you'll enjoy a backdrop of protected state land and sparkling bay waters creating a peaceful island setting that's hard to find. This beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    27 Barcelona Dr, Key West, FL 33040
  • /9

    $5,800 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    14 Aster Terrace, Key West, FL 33040

    This beautiful Key Haven home is situated on one of the area's most desirable boating and swimming canals, offering a peaceful setting on a quiet residential street just a few homes from open water and less than a mile from Key West.The seawall is in excellent condition, making this an ideal property for boating and enjoying the surrounding waterways. Inside, the home features a formal dining

    Daniel Coll Coll & Coll Inc

    14 Aster Terrace, Key West, FL 33040
  • /50

    $4,250,000

    Sold May 28, 2026

    1320 Grinnell St, Key West, FL 33040

    • 3 Beds
    • 3.5 Baths
    • 2,833 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $1,500/SF
    • 27 Days On Market

    Current Estimated Value $4,153,630

    Last Listing Agent Elizabeth Chamberlain Truman & Co. (KW)

    1320 Grinnell St, Key West, FL 33040
    • /2

      Not Listed For Sale

      1800 Atlantic Blvd Unit 220C, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 1,424 Sq Ft
      • Built 1984
      1800 Atlantic Blvd Unit 220C, Key West, FL 33040

  • /50

    $799,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,518 Sq Ft

    87 Sirius Ln, Key West, FL 33040

    Welcome to your Geiger Key retreat, where exceptional boating, thoughtful updates, and island charm come together just 10 miles from Key West. This beautifully updated 3-bedroom, 2.5-bath home offers 1,518 sq. ft. of comfortable living space, designed for those who want to spend as much time on the water as they do relaxing at home. Inside, a bright, inviting interior is enhanced by modern

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    87 Sirius Ln, Key West, FL 33040
  • /16

    $2,650 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    725 Southard St, Key West, FL 33040

    Welcome to this great Old Town Location, a charming 1 bed / 1 bath apartment nestled in the heart of Key West. This cozy and well-maintained home offers a convenient and desirable location. Step inside and discover a thoughtfully designed living space that includes a stove, refrigerator, AC Mini Splits, washer/dryer, microwave, and a private deck. With its prime location, you'll have easy access

    725 Southard St, Key West, FL 33040
  • /29

    $1,075,000

    Sold Oct 07, 2025

    1127 Packer St, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 1928

    Last Sold Summary

    • 14% Below List Price
    • $1,280/SF
    • 108 Days On Market

    Current Estimated Value $1,096,387

    Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

    1127 Packer St, Key West, FL 33040
    • /29

      Est $647,278

      Not Listed For Sale

      3314 Northside Dr Unit 53, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,050 Sq Ft
      • Built 1985
      3314 Northside Dr Unit 53, Key West, FL 33040

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  • /49

    $2,999,999

    $191K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,863 Sq Ft

    1501 White St, Key West, FL 33040

    Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot

    Agent Photo

    Miriam Novotny

    Compass Florida, LLC

    1501 White St, Key West, FL 33040
  • /7

    $4,100 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,000 Sq Ft
    • Townhouse for Rent

    208 Olivia St, Key West, FL 33040

    Offered for yearly rental in one of Key West's most iconic and desirable neighborhoods. This charming two-story townhouse features 2 bedrooms and 2½ bathrooms, storage attic, along with a welcoming front porch perfect for enjoying the relaxed island lifestyle. Located in a quiet Old Town residential neighborhood, the property is surrounded by Key West's history, character, and timeless charm.

    Maria Sanchez LoKation Real Estate

    208 Olivia St, Key West, FL 33040
  • /17

    $1,265,000

    Sold May 27, 2026

    24 Aster Terrace, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 1,926 Sq Ft
    • Built 1958

    Last Sold Summary

    • 1% Below List Price
    • $657/SF
    • 0 Days On Market

    Current Estimated Value $1,282,290

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

    24 Aster Terrace, Key West, FL 33040
    • /26

      Est $582,224

      Not Listed For Sale

      1209 William St Unit 7, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 486 Sq Ft
      • Built 1928
      1209 William St Unit 7, Key West, FL 33040

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Gwendolyn Esbensen Berkshire Hathaway HomeServices Knight & Gardner Realty

Showing Results 81 - 120, Page 3 of 18

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