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3 bedsWith a pool
4 Bedroom Homes in Longboat Key, FL
32 listings

4 Bedroom Homes in Longboat Key, FL

4 Bedroom Homes in Longboat Key, FL

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24 of 32 Listings
Map

4 Bedroom Homes in Longboat Key, FL

24 of 32 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

  • 6840 Longboat Drive S — photo51Active

    $2,398,000

    4 bd · 4 ba · 2,665 sqft

    6840 Longboat Drive S, Longboat Key, FL

    Rafal Wazio · COLDWELL BANKER REALTY

  • 6840 Longboat Dr S — photo51Active

    $2,398,000

    4 bd · 4 ba · 2,665 sqft

    6840 Longboat Dr S, Longboat Key, FL

    Rafal Wazio · COLDWELL BANKER REALTY

  • 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

  • 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

  • 3301 Bayou Road — photoPrice Reduced64Active

    $1,100,000

    4 bd · 3 ba · 2,827 sqft

    3301 Bayou Road, Longboat Key, FL

    Michele Tanner · PREFERRED SHORE LLC

  • 523 Juan Anasco Drive — photoPrice Reduced52Active

    $1,690,000

    4 bd · 3 ba · 2,899 sqft

    523 Juan Anasco Drive, Longboat Key, FL

    Reid Murphy · DEVELOPERS REALTY LBK, INC

  • 523 Juan Anasco Dr — photoPrice Reduced52Active

    $1,690,000

    4 bd · 3 ba · 2,899 sqft

    523 Juan Anasco Dr, Longboat Key, FL

    Reid Murphy · DEVELOPERS REALTY LBK, INC

  • 3527 Fair Oaks Lane — photo91Active

    $2,550,000

    4 bd · 5 ba · 4,154 sqft

    3527 Fair Oaks Lane, Longboat Key, FL

    Miriam Pearson · COLDWELL BANKER REALTY

  • 3527 Fair Oaks Ln — photoPrice ReducedOpen house Sun, Oct 11 · 1:00 PM91Active

    $2,300,000

    4 bd · 5 ba · 4,154 sqft

    3527 Fair Oaks Ln, Longboat Key, FL

    Miriam Pearson · COLDWELL BANKER REALTY

  • 3040 Gulf of Mexico Drive 3 — photo88Active

    $1,899,000

    4 bd · 3 ba · 3,009 sqft

    3040 Gulf of Mexico Drive 3, Longboat Key, FL

    Frank Lambert · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 3040 Gulf Of Mexico Dr #3 — photo88Active

    $1,899,000

    4 bd · 3 ba · 3,009 sqft

    3040 Gulf Of Mexico Dr #3, Longboat Key, FL

    Frank Lambert · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 610 Hibiscus Way — photo7Active

    $2,650,000

    4 bd · 5 ba · 2,788 sqft

    610 Hibiscus Way, Longboat Key, FL

    Rinat Sikdar · COLDWELL BANKER REALTY

  • 610 Hibiscus Way — photo7Active

    $2,650,000

    4 bd · 5 ba · 2,788 sqft

    610 Hibiscus Way, Longboat Key, FL

    Rinat Sikdar · COLDWELL BANKER REALTY

  • 6610 Gulf of Mexico Drive — photo83Active

    $22,000,000

    4 bd · 7 ba · 6,891 sqft

    6610 Gulf of Mexico Drive, Longboat Key, FL

    Katy McBrayer · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 1571 Harbor Cay Lane — photoPrice Reduced93Active

    $4,400,000

    4 bd · 4 ba · 4,209 sqft

    1571 Harbor Cay Lane, Longboat Key, FL

    Julie Klick · MICHAEL SAUNDERS & COMPANY

  • 1571 Harbor Cay Ln — photoPrice Reduced93Active

    $4,400,000

    4 bd · 4 ba · 4,209 sqft

    1571 Harbor Cay Ln, Longboat Key, FL

    Julie Klick · MICHAEL SAUNDERS & COMPANY

  • 6489 Gulfside Rd — photoPrice Reduced78Active

    $13,995,000

    4 bd · 5 ba · 6,616 sqft

    6489 Gulfside Rd, Longboat Key, FL

    Nicholle McKiernan · COLDWELL BANKER REALTY

  • 6489 Gulfside Road — photoPrice Reduced72Active

    $13,995,000

    4 bd · 5 ba · 6,616 sqft

    6489 Gulfside Road, Longboat Key, FL

    Nicholle McKiernan · COLDWELL BANKER REALTY

  • 562 Ranger Ln — photoPrice Reduced96Active

    $3,299,000

    4 bd · 3 ba · 3,149 sqft

    562 Ranger Ln, Longboat Key, FL

    Cheri Mazan Castro · MICHAEL SAUNDERS & COMPANY

  • 562 Ranger Lane — photo96Active

    $3,499,900

    4 bd · 3 ba · 3,149 sqft

    562 Ranger Lane, Longboat Key, FL

    Cheri Mazan Castro · MICHAEL SAUNDERS & COMPANY

  • 12

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    Your local brokerage

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    Realty.com

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    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, 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

    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.