16,010

Key West, FL Homes

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  • /50

    $1,295,000

    • 4 Beds
    • 2 Baths
    • 1,741 Sq Ft

    2827 Staples Ave, Key West, FL 33040

    Welcome to 2827 Staples Avenue, a beautifully updated Key West residence where timeless island charm meets modern living. From its manicured front lawn framed by tropical landscaping and a welcoming front porch, to its private backyard retreat, this home captures the essence of easy Key West living.Inside, the open layout flows effortlessly with vaulted ceilings, abundant natural light, and a

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    (786) 882-0419

    2827 Staples Ave, Key West, FL 33040
  • /15

    $6,500 per month

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    909 17th Terrace, Key West, FL 33040

    909 17th Terrace, Key West, FL 33040
  • /22

    $295,000 Sold Oct 24, 2025

    201 Coppitt Rd Unit 102, Key West, FL 33040

    • 1 Bed
    • 1 Bath
    • 536 Sq Ft
    • Built 1974

    Last Sold Summary

    • $550/SF
    • 54 Days On Market

    Current Estimated Value $287,865

    Last Listing Agent Jimmy Lane Island Life Realty Experts

    201 Coppitt Rd Unit 102, Key West, FL 33040
    • /16

      Est $699,191 Not Listed For Sale

      2601 S 2601 Roosevelt Blvd Unit 506A, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 980 Sq Ft
      • Built 1967
      2601 S 2601 Roosevelt Blvd Unit 506A, Key West, FL 33040

      Last Sold Summary

      • 1% Above List Price
      • $709/SF
      • 43 Days On Market

      Last Sold Price $695,000

      Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty

  • /45

    $1,298,000 Under Contract

    • 3 Beds
    • 2 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

    (305) 741-4999

    2828 Harris Ave, Key West, FL 33040
  • /38

    $4,275,000 Sold Mar 04, 2026

    231 E Shore Dr Unit 7, Key West, FL 33040

    • 5 Beds
    • 5.5 Baths
    • 4,103 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $1,042/SF
    • 173 Days On Market

    Last Listing Agent Stephanie Marinucci Serhant

    231 E Shore Dr Unit 7, Key West, FL 33040
    • /24

      Est $781,242 Not Listed For Sale

      2601 S 2601 Roosevelt Blvd Unit 221C, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,221 Sq Ft
      • Built 1967
      2601 S 2601 Roosevelt Blvd Unit 221C, Key West, FL 33040

      Last Sold Summary

      • 6% Above List Price
      • $602/SF
      • 73 Days On Market

      Last Sold Price $735,000

      Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty

  • /31

    $1,700,000

    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft

    1800 Atlantic Blvd Unit 327C, Key West, FL 33040

    Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a

    Agent Photo

    Tommy Mack

    Coastal Collection Real Estate Inc.

    (786) 744-6462

    1800 Atlantic Blvd Unit 327C, Key West, FL 33040
  • /26

    $600,000 Sold Oct 09, 2025

    1105 Watson St, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,592 Sq Ft
    • Built 1943

    Last Sold Summary

    • 50% Below List Price
    • $377/SF
    • 237 Days On Market

    Current Estimated Value $705,138

    Last Listing Agent Francesca Santiago Keller Williams Realty Professionals (KW)

    1105 Watson St, Key West, FL 33040
    • /25

      Not Listed For Sale

      1220 Seminary St, Key West, FL 33040

      • 3 Beds
      • 3 Baths
      • 1,268 Sq Ft
      • Built 1948
      1220 Seminary St, Key West, FL 33040

      Last Sold Summary

      • $946/SF
      • 2 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  • /79

    $2,600,000

    • 4 Beds
    • 3 Baths
    • 2,321 Sq Ft

    16 Azalea Dr, Key West, FL 33040

    Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated

    Agent Photo

    Tommy Mack

    Coastal Collection Real Estate Inc.

    (786) 957-4363

    16 Azalea Dr, Key West, FL 33040
  • /58

    $2,450,000 Sold Feb 03, 2026

    1526 Washington St, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 2,042 Sq Ft
    • Built 1953

    Last Sold Summary

    • $1,200/SF
    • 1 Day On Market

    Current Estimated Value $2,366,822

    Last Listing Agent Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

    1526 Washington St, Key West, FL 33040
    • /20

      Est $789,586 Not Listed For Sale

      620 Thomas St Unit 183, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 646 Sq Ft
      • Built 1991
      620 Thomas St Unit 183, Key West, FL 33040

      Last Sold Summary

      • 1% Below List Price
      • $1,238/SF
      • 30 Days On Market

      Last Sold Price $800,000

      Last Listing Agent Mike Caron Keller Williams Key West Compass Realty

  • /51

    $479,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    55 Boca Chica Rd Unit 447, Key West, FL 33040

    Welcome to Seaside Resort, a gated, waterfront community just 10 minutes from the heart of Key West! This bright, cheerful 2 bed, 2 bath home with 864 sq ft of updated living space is move-in ready and offered turn-key furnished. Step inside this impeccably kept home to discover an open-concept layout filled with natural light, coastal charm, and a spacious feel. The kitchen features crisp white

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (645) 230-1331

    55 Boca Chica Rd Unit 447, Key West, FL 33040
  • /2

    $1,175,000 Sold Apr 24, 2025

    16 Boulder Dr, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Built 2016

    Last Sold Summary

    • 6% Below List Price
    • $799/SF
    • 2 Days On Market

    Current Estimated Value $1,169,835

    Last Listing Agent Joe Bracciale Select Properties of NWFL

    16 Boulder Dr, Key West, FL 33040
    • /22

      Est $1,275,337 Not Listed For Sale

      800 Fleming St Unit C1, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 1,550 Sq Ft
      • Built 1910
      800 Fleming St Unit C1, Key West, FL 33040

      Last Sold Summary

      • 3% Below List Price
      • $845/SF
      • 53 Days On Market

      Last Sold Price $1,310,000

      Last Listing Agent Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  • /17

    $325,000

    • Land

    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.

    (888) 373-6027

    5950 Peninsular Ave Unit 708, Key West, FL 33040
  • /35

    $799,000 Sold Apr 08, 2025

    430 Avenue D, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,323 Sq Ft
    • Built 2012

    Last Sold Summary

    • 4% Below List Price
    • $604/SF
    • 58 Days On Market

    Current Estimated Value $817,304

    Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

    430 Avenue D, Key West, FL 33040
    • /2

      Est $476,693 Not Listed For Sale

      3930 S Roosevelt Blvd Unit W410, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 804 Sq Ft
      • Built 1991
      3930 S Roosevelt Blvd Unit W410, Key West, FL 33040

      Last Sold Summary

      • 3% Below List Price
      • $609/SF

      Last Sold Price $490,000

      Last Listing Agent Stacy Stahl Realty ONE Group Destination

  • /67

    $2,345,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 2,390 Sq Ft

    3605 Eagle Ave, Key West, FL 33040

    3605 Eagle Avenue | Key WestSituated on one of Key West's most desirable streets, this private compound on Eagle Avenue offers a rare combination of space, privacy, and refined island living. Set on a double corner lot totaling 12,000 sq ft, the property is fully enclosed, offering enhanced privacy and a tranquil, resort-like setting.The main residence features 3 bedrooms, 2.5 baths, and

    Agent Photo

    Terrance Sullivan

    Ocean Sotheby's International Realty

    (786) 981-4184

    3605 Eagle Ave, Key West, FL 33040
  • /11

    $250,000 Sold May 12, 2025

    56 Palm Dr, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Built 1973

    Last Sold Summary

    • 15% Below List Price
    • $372/SF
    • 5 Days On Market

    Last Listing Agent Debora Bent Coastal Collection Real Estate

    56 Palm Dr, Key West, FL 33040
    • /2

      Not Listed For Sale

      170 Mars Ln, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1979
      170 Mars Ln, Key West, FL 33040

      Last Sold Summary

      • $432/SF

      Last Sold Price $290,000

      Last Listing Agent Brett Smith Dreamwater Key Properties

  • /47

    $2,200,000

    • 3 Beds
    • 3 Baths
    • 1,690 Sq Ft

    1503 Johnson St, Key West, FL 33040

    Welcome to 1503 Johnson St a fully furnished turnkey Key West retreat blending island style, comfort, and effortless entertaining. This furnished three-bedroom, three-bath home sits on a fully fenced corner lot, offering privacy while keeping you just four blocks from the Atlantic and moments from Duval Street's shops and nightlife.Light-filled, open-concept living features bone tile flooring and

    Agent Photo

    Leslie Howard

    Coldwell Banker Schmitt Real Estate Co. (KW)

    (877) 692-1660

    1503 Johnson St, Key West, FL 33040
  • /36

    $1,300,000 Sold Aug 29, 2025

    1327 Duncan St, Key West, FL 33040

    • 4 Beds
    • 2 Baths
    • 2,019 Sq Ft
    • Built 1945

    Last Sold Summary

    • 41% Below List Price
    • $644/SF
    • 192 Days On Market

    Current Estimated Value $1,721,009

    Last Listing Agent Barbara Crespo Keller Williams Key West Compass Realty

    1327 Duncan St, Key West, FL 33040
    • /22

      Est $744,819 Not Listed For Sale

      620 Thomas St Unit 286, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 580 Sq Ft
      • Built 1991
      620 Thomas St Unit 286, Key West, FL 33040

      Last Sold Summary

      • 10% Below List Price
      • $1,431/SF
      • 88 Days On Market

      Last Sold Price $830,000

      Last Listing Agent Darrin Smith Key West Luxury Real Estate Inc (KW)

  • /39

    $30,000

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

    617 Front St Unit A34 Week 19, Key West, FL 33040

    A-34 Week 19 is an incredible opportunity to own this deeded week timeshare at the Galleon Resort, third-floor end unit facing the Gulf of Mexico. You may access the Gulf by using the Galleon's own private beach. The property also has a swimming pool, a hot tub, and an elevator in the parking garage that takes you to your floor. These fully furnished units were all updated with brand-new

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (786) 963-3219

    617 Front St Unit A34 Week 19, Key West, FL 33040
  • /29

    $1,400,000 Sold May 29, 2025

    1117 Whitehead St, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1923

    Last Sold Summary

    • 6% Below List Price
    • $1,273/SF
    • 94 Days On Market

    Current Estimated Value $1,410,022

    Last Listing Agent Robin Nilsson Keller Williams Key West Compass Realty

    1117 Whitehead St, Key West, FL 33040
    • /17

      Est $788,703 Not Listed For Sale

      620 Thomas St Unit 151, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 604 Sq Ft
      • Built 1991
      620 Thomas St Unit 151, Key West, FL 33040

      Last Sold Summary

      • 7% Below List Price
      • $1,407/SF
      • 3 Days On Market

      Last Sold Price $850,000

      Last Listing Agent Robert Donahue Key West Luxury Real Estate Inc (KW)

  • /37

    $3,600,000

    • 5 Beds
    • 6 Baths
    • 3,667 Sq Ft

    400 Aronovitz Ln, Key West, FL 33040

    Discover a rare investment and lifestyle opportunity at 'Zen Villa,' a prestigious compound anchored in the coveted X-Flood Zone of Old Town, Key West. Spanning a spacious 5,891 SF lot, this unique offering encompasses three distinct residences: the luxurious main estate at 400 Aronovitz Lane and two charming, income-generating cottages at 621 and 623 Whitehead Street.The main residence is a

    Agent Photo

    Damian Vantriglia

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (786) 699-6375

    400 Aronovitz Ln, Key West, FL 33040
  • /25

    $975,000 Sold Jul 30, 2025

    2418 Linda Ave, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,613 Sq Ft
    • Built 1953

    Last Sold Summary

    • 19% Below List Price
    • $604/SF
    • 85 Days On Market

    Current Estimated Value $991,816

    Last Listing Agent Tonya Cabanas Truman & Co. (KW)

    2418 Linda Ave, Key West, FL 33040
    • /38

      Est $542,844 Not Listed For Sale

      3930 S Roosevelt Blvd Unit E204, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,071 Sq Ft
      • Built 1991
      3930 S Roosevelt Blvd Unit E204, Key West, FL 33040

      Last Sold Summary

      • 3% Below List Price
      • $523/SF
      • 67 Days On Market

      Last Sold Price $560,000

      Last Listing Agent Geri Martin Keller Williams Key West Compass Realty

  • /35

    $199,000 Pending

    • Land

    55 Boca Chica Rd Unit 53, Key West, FL 33040

    Welcome to Seaside Resort, a gated waterfront community just 10 minutes from the heart of Key West. This RV lot offers the perfect option for a full time setup or a seasonal home base between travels, with the added flexibility to generate rental income when not in use. The property features a beautifully landscaped courtyard that creates a private outdoor retreat, ideal for relaxing evenings

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (645) 218-6631

    55 Boca Chica Rd Unit 53, Key West, FL 33040
  • /34

    $1,150,000 Sold Dec 15, 2025

    1730 Flagler Ave, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,764 Sq Ft
    • Built 1955

    Last Sold Summary

    • 19% Below List Price
    • $652/SF
    • 67 Days On Market

    Current Estimated Value $1,170,424

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

    1730 Flagler Ave, Key West, FL 33040
    • /36

      Not Listed For Sale

      3930 S Roosevelt Blvd Unit S311, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 807 Sq Ft
      • Built 1991
      3930 S Roosevelt Blvd Unit S311, Key West, FL 33040

      Last Sold Summary

      • $682/SF
      • 41 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Miriam Novotny Compass Florida, LLC

  • /37

    $1,375,000

    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft

    524 White St, Key West, FL 33040

    Welcome to ParotHdHideaway!Located in the heart of the Historic District, just steps to world famous Duval Street, 5 minutes to Higgs Beach, and Garrison Bight Marina being literally around the corner, this location is UNBEATABLE.Featuring almost 1700 Square Feet of indoor living space, this Gem mixes Old Town Conch Charm with contemporary living and comfortably sleeps 6 adults.On the first floor

    Agent Photo

    Mike Kane

    Internet Realty of the Florida Keys

    (305) 853-8613

    524 White St, Key West, FL 33040
  • /31

    $2,425,000 Sold Sep 30, 2025

    37 Evergreen Ave, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 2,685 Sq Ft
    • Built 1990

    Last Sold Summary

    • 3% Below List Price
    • $903/SF
    • 138 Days On Market

    Current Estimated Value $2,446,290

    Last Listing Agent Jenny Perry Preferred Properties (KW)

    37 Evergreen Ave, Key West, FL 33040
    • /17

      Est $567,147 Not Listed For Sale

      3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,070 Sq Ft
      • Built 1991
      3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

      Last Sold Summary

      • 4% Below List Price
      • $550/SF
      • 12 Days On Market

      Last Sold Price $588,000

      Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty

  • /40

    $62,000

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

    617 Front St Unit A-52 Week 52, Key West, FL 33040

    Penthouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year, Week 52- one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Celebrations, including live music, fireworks, and iconic Duval Street events.

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (844) 967-2396

    617 Front St Unit A-52 Week 52, Key West, FL 33040
  • /26

    $680,000 Sold Mar 31, 2025

    24 Jade Dr Unit 4, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1986

    Last Sold Summary

    • 14% Below List Price
    • $567/SF
    • 234 Days On Market

    Current Estimated Value $719,301

    Last Listing Agent Patti Child Keller Williams Key West Compass Realty

    24 Jade Dr Unit 4, Key West, FL 33040
    • /14

      Not Listed For Sale

      6515 5th St, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 500 Sq Ft
      • Built 1962
      6515 5th St, Key West, FL 33040

      Last Sold Summary

      • $680/SF
      • 16 Days On Market

      Last Sold Price $340,000

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

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