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3 bedsNew constructionWith a pool
Homes with a Pool in Key West, FL
31 listings

Homes with a Pool in Key West, FL

Homes with a Pool in Key West, FL

Hide Map
24 of 31 Listings
Map

Homes with a Pool in Key West, FL

24 of 31 Listings

  1. 1500 Atlantic Boulevard 414 — photo32

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$2,650,000

3 bd · 2 ba · 2,038 sqft

1500 Atlantic Boulevard 414, Key West, FL

The Behmke Group · Keller Williams Key West Compass Realty

  • 1800 Atlantic Boulevard 325C — photo43Active

    $995,000

    2 bd · 2 ba · 1,357 sqft

    1800 Atlantic Boulevard 325C, Key West, FL

    Bobby Baker · Brightwild Real Estate

  • 3206 Riviera Drive — photoPrice Reduced30Active

    $2,399,000

    3 bd · 4 ba · 2,149 sqft

    3206 Riviera Drive, Key West, FL

    Will Langley · Berkshire Hathaway HomeServices Knight & Gardner Realty

  • 1901 S Roosevelt Boulevard 104N — photo41Active

    $849,900

    2 bd · 2 ba · 1,176 sqft

    1901 S Roosevelt Boulevard 104N, Key West, FL

    Terrance Sullivan · Ocean Sotheby's International Realty

  • listing photo101Active

    $4,995,000

    4 bd · 5 ba · 4,224 sqft

    Address withheld · Key West, FL

    Lisa Ferringo · Coldwell Banker Schmitt Real E

  • 32 Sunset Key Drive — photo70Active

    $12,500,000

    6 bd · 7 ba · 3,635 sqft

    32 Sunset Key Drive, Key West, FL

    J. Michael Caron · Keller Williams Key West Compass Realty

  • 32 Hilton Haven Road Apt 5 — photo35Active

    $995,000

    2 bd · 2 ba · 1,036 sqft

    32 Hilton Haven Road Apt 5, Key West, FL

    Jenna Stauffer · Ocean Sotheby's International Realty

  • 1500 Atlantic Boulevard 308 — photo45Active

    $4,499,999

    3 bd · 3 ba · 2,309 sqft

    1500 Atlantic Boulevard 308, Key West, FL

    Corinne Held, PA · Preferred Properties (KW)

  • 1616 Atlantic Boulevard 11 — photo102Active

    $4,995,000

    4 bd · 5 ba · 4,224 sqft

    1616 Atlantic Boulevard 11, Key West, FL

    Lisa H Ferringo · Coldwell Banker Schmitt Real Estate Co

  • 1800 Atlantic Boulevard 218B — photo36Active

    $950,000

    2 bd · 2 ba · 1,469 sqft

    1800 Atlantic Boulevard 218B, Key West, FL

    Donna Pezzi · Keller Williams Key West Compass Realty

  • 9 McCoy Circle 9 — photoPrice Reduced63Active

    $1,375,000

    2 bd · 2 ba · 1,387 sqft

    9 McCoy Circle 9, Key West, FL

    Karen Verri · Ocean Sotheby's International Realty

  • 3750 Sunrise Lane — photoPrice Reduced67Active

    $6,200,000

    5 bd · 5 ba · 5,378 sqft

    3750 Sunrise Lane, Key West, FL

    Terri Spottswood · Truman & Co. (KW)

  • 1800 Atlantic Boulevard 427C — photo34Active

    $1,025,000

    2 bd · 2 ba · 1,311 sqft

    1800 Atlantic Boulevard 427C, Key West, FL

    Tommy Mack · Coastal Collection Real Estate Inc.

  • 3612 Sunrise Drive — photoPrice Reduced31Active

    $2,499,000

    3 bd · 2 ba · 1,641 sqft

    3612 Sunrise Drive, Key West, FL

    Key West Sisters · Preferred Properties (KW)

  • 3108 Riviera Drive — photo47Active

    $2,380,000

    3 bd · 2 ba · 1,432 sqft

    3108 Riviera Drive, Key West, FL

    Richard Haskins · Buy The Keys

  • 2412 Linda Avenue — photoPrice Reduced36Active

    $1,799,999

    2 bd · 2 ba · 1,638 sqft

    2412 Linda Avenue, Key West, FL

    Key West Sisters · Preferred Properties (KW)

  • 3034 Riviera Drive — photo72Active

    $3,398,000

    3 bd · 4 ba · 2,386 sqft

    3034 Riviera Drive, Key West, FL

    Richard Haskins · Buy The Keys

  • 5605 College Road #E305 — photo40Active

    $3,100,000

    3 bd · 2 ba · 1,658 sqft

    5605 College Road #E305, Key West, FL

    Monika Rydzak · eXp Realty LLC KW Branch

  • 1620 Jamaica Drive — photoPrice Reduced30Active

    $1,975,000

    4 bd · 3 ba · 2,080 sqft

    1620 Jamaica Drive, Key West, FL

    Bascom L Grooms · Bascom Grooms Real Estate (KW)

  • 2924 Riviera Drive — photo56Active

    $2,549,000

    3 bd · 4 ba · 2,469 sqft

    2924 Riviera Drive, Key West, FL

    Walt Lee · Berkshire Hathaway HomeServices Knight & Gardner Realty

  • 1901 S Roosevelt Boulevard 202 W — photoPrice Reduced36Active

    $1,190,000

    2 bd · 2 ba · 1,099 sqft

    1901 S Roosevelt Boulevard 202 W, Key West, FL

    Robert J Donahue · Key West Luxury Real Estate Inc (KW)

  • 2601 S Roosevelt Boulevard 204a — photoPrice Reduced26Active

    $599,000

    1 bd · 1 ba · 754 sqft

    2601 S Roosevelt Boulevard 204a, Key West, FL

    Jaime M Caballero · Key West Vacation Properties & Realty, LLC (KW)

  • 1901 S Roosevelt Boulevard 401E — photoPrice Reduced40Active

    $1,425,000

    3 bd · 2 ba · 1,395 sqft

    1901 S Roosevelt Boulevard 401E, Key West, FL

    Emily Lombard · Ocean Sotheby's International Realty

  • 2613 Gulfview Drive — photo36Active

    $1,549,000

    3 bd · 3 ba · 1,320 sqft

    2613 Gulfview Drive, Key West, FL

    Cardenas & Krug Team · Coastal Collection Real Estate Inc.

  • 12

    Explore Key West homes

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    • With a pool
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Listing data & MLS disclosures

    Key West Association of REALTORS
    The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of The Key West Association of REALTORS®. MLS Real Estate listings held by brokerage firms other than this broker are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. Information deemed reliable but not guaranteed. Copyright ©2026 The Key West Association of REALTORS®. All Rights Reserved.
    MIAMI REALTORS MLS
    The multiple listing information is provided by MIAMI Association of Realtors® from a copyrighted compilation of listings. The compilation of listings and each individual listingare ©2026 MIAMI Association of Realtors®. All Rights Reserved.
    The information provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Last Updated: 2026-08-26 00:01:38 UTC

    Key West, FL community profile

    Population
    25,696
    Median income
    $84,673
    Housing units
    14,524
    People per sq. mi.
    179.2
    Area
    143.4 sq. mi.

    Source: HJN community data

    Key West housing market

    August 2026

    Key West 12-month median sale price trend

    Selling at 94.5% of asking price

    Buyers here are paying below asking. MLS · 34 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 31, 2026

    Median sale price
    $1,018,750$733,250–$1,625,000 typical range
    Price per sq. ft.
    $761
    Sales
    40
    Paid in cash
    67.5%

    Homes on the market · MLS, as of Aug 31, 2026

    Median days on market
    79 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    -17.7%