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3 bedsWith a pool
Homes with a Pool in Longboat Key, FL
91 listings

Homes with a Pool in Longboat Key, FL

Homes with a Pool in Longboat Key, FL

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24 of 91 Listings
Map

Homes with a Pool in Longboat Key, FL

24 of 91 Listings

  1. 1591 Gulf Of Mexico Dr #618 — photo49

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$12,500,000

4 bd · 6 ba · 5,350 sqft

1591 Gulf Of Mexico Dr #618, Longboat Key, FL

Lynn Morris, PLLC · MICHAEL SAUNDERS & COMPANY

  • 6561 Bayou Hammock Rd — photo81Active

    $3,495,000

    4 bd · 4 ba · 2,604 sqft

    6561 Bayou Hammock Rd, Longboat Key, FL

    William Gryboski · RIDER REAL ESTATE

  • 3578 Fair Oaks Way — photo60Active

    $2,695,000

    3 bd · 4 ba · 3,118 sqft

    3578 Fair Oaks Way, Longboat Key, FL

    Bruce Myer · COLDWELL BANKER REALTY

  • 3617 Fair Oaks Pl — photo54Active

    $2,100,000

    3 bd · 4 ba · 2,950 sqft

    3617 Fair Oaks Pl, Longboat Key, FL

    Ryan Heers · COLDWELL BANKER REALTY

  • 795 Marbury Lane — photo82Active

    $3,495,000

    5 bd · 3 ba · 3,355 sqft

    795 Marbury Lane, Longboat Key, FL

    JoDene Moneuse, PA · MICHAEL SAUNDERS & COMPANY

  • 795 Marbury Ln — photo82Active

    $3,495,000

    5 bd · 3 ba · 3,355 sqft

    795 Marbury Ln, Longboat Key, FL

    JoDene Moneuse, PA · MICHAEL SAUNDERS & COMPANY

  • 560 Chipping Lane — photo37Active

    $3,999,990

    5 bd · 5 ba · 4,315 sqft

    560 Chipping Lane, Longboat Key, FL

    Monica Verinder · COLDWELL BANKER REALTY

  • 560 Chipping Ln — photo37Active

    $3,999,990

    5 bd · 5 ba · 4,315 sqft

    560 Chipping Ln, Longboat Key, FL

    Monica Verinder · COLDWELL BANKER REALTY

  • 592 Juan Anasco Dr — photo1Active

    $4,000,000

    5 bd · 6 ba · 3,600 sqft

    592 Juan Anasco Dr, Longboat Key, FL

    Cory Jursik · SHORE PROPERTY GROUP

  • 592 Juan Anasco Drive — photo1Active

    $4,000,000

    5 bd · 6 ba · 3,600 sqft

    592 Juan Anasco Drive, Longboat Key, FL

    Cory Jursik · SHORE PROPERTY GROUP

  • 2321 Harbour Oaks Drive — photo37Active

    $835,000

    3 bd · 3 ba · 2,478 sqft

    2321 Harbour Oaks Drive, Longboat Key, FL

    Susanna Condon · WHITE SANDS REALTY GROUP FL

  • 2321 Harbour Oaks Dr — photo37Active

    $835,000

    3 bd · 3 ba · 2,478 sqft

    2321 Harbour Oaks Dr, Longboat Key, FL

    Susanna Condon · WHITE SANDS REALTY GROUP FL

  • 455 Longboat Club Rd #905 — photo75Active

    $5,295,000

    3 bd · 4 ba · 2,880 sqft

    455 Longboat Club Rd #905, Longboat Key, FL

    Reid Murphy · DEVELOPERS REALTY LBK, INC

  • 455 Longboat Club Road 905 — photo75Active

    $5,295,000

    3 bd · 4 ba · 2,880 sqft

    455 Longboat Club Road 905, Longboat Key, FL

    Reid Murphy · DEVELOPERS REALTY LBK, INC

  • 1241 Gulf of Mexico Drive 303 — photo78Active

    $2,495,000

    3 bd · 4 ba · 3,045 sqft

    1241 Gulf of Mexico Drive 303, Longboat Key, FL

    Reid Murphy · DEVELOPERS REALTY LBK, INC

  • 1241 Gulf Of Mexico Dr #303 — photo78Active

    $2,495,000

    3 bd · 4 ba · 3,045 sqft

    1241 Gulf Of Mexico Dr #303, Longboat Key, FL

    Reid Murphy · DEVELOPERS REALTY LBK, INC

  • 614 Norton St — photoPrice Reduced60Active

    $2,794,900

    6 bd · 6 ba · 4,676 sqft

    614 Norton St, Longboat Key, FL

    Jordan Rye · COMPASS FLORIDA, LLC

  • 614 Norton Street — photoPrice Reduced60Active

    $2,794,900

    6 bd · 6 ba · 4,676 sqft

    614 Norton Street, Longboat Key, FL

    Jordan Rye · COMPASS FLORIDA, LLC

  • 711 Old Compass Road — photoPrice Reduced62Active

    $6,495,000

    4 bd · 6 ba · 4,274 sqft

    711 Old Compass Road, Longboat Key, FL

    JoDene Moneuse, PA · MICHAEL SAUNDERS & COMPANY

  • 711 Old Compass Rd — photoPrice Reduced62Active

    $6,495,000

    4 bd · 6 ba · 4,274 sqft

    711 Old Compass Rd, Longboat Key, FL

    JoDene Moneuse, PA · MICHAEL SAUNDERS & COMPANY

  • 525 Sloop Lane — photo31Active

    $1,999,000

    5 bd · 3 ba · 2,934 sqft

    525 Sloop Lane, Longboat Key, FL

    Steve Walter · MICHAEL SAUNDERS & COMPANY

  • 525 Sloop Ln — photo31Active

    $1,999,000

    5 bd · 3 ba · 2,934 sqft

    525 Sloop Ln, Longboat Key, FL

    Steve Walter · MICHAEL SAUNDERS & COMPANY

  • 657 Halyard Lane — photo35Active

    $4,300,000

    4 bd · 5 ba · 4,364 sqft

    657 Halyard Lane, Longboat Key, FL

    Judy Kepecz-Hays · COLDWELL BANKER REALTY

  • 657 Halyard Ln — photo35Active

    $4,300,000

    4 bd · 5 ba · 4,364 sqft

    657 Halyard Ln, Longboat Key, FL

    Judy Kepecz-Hays · COLDWELL BANKER REALTY

  • 12…4

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Listing data & MLS disclosures

    Stellar MLS
    Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

    Longboat Key housing market

    September 2026 · This period is still settling

    Selling at 93.1% of asking price

    Buyers here are paying below asking. MLS · 26 sales · as of Sep 30, 2026

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $995,500
    Homes for sale
    194
    Median days on market
    145 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,505 sq. ft.

    Longboat Key, FL community profile

    Population
    8,489
    Median income
    $133,076
    Housing units
    10,273
    People per sq. mi.
    1,179
    Area
    7.2 sq. mi.

    Source: HJN community data