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

4 Bedroom Homes in Longboat Key, FL

4 Bedroom Homes in Longboat Key, FL

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24 of 26 Listings
Map

4 Bedroom Homes in Longboat Key, FL

24 of 26 Listings

  1. 560 Harbor Point Rd — photo65Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$9,500,000

4 bd · 5 ba · 5,245 sqft

560 Harbor Point Rd, Longboat Key, FL

Meghan Leiter · MICHAEL SAUNDERS & COMPANY

  • 415 L Ambiance Dr #Ph-F — photo65Active

    $12,995,000

    4 bd · 4 ba · 4,912 sqft

    415 L Ambiance Dr #Ph-F, Longboat Key, FL

    Roger Pettingell · COLDWELL BANKER REALTY

  • 6610 Gulf Of Mexico Dr — photo100Active

    $22,000,000

    4 bd · 7 ba · 6,891 sqft

    6610 Gulf Of Mexico Dr, Longboat Key, FL

    Reid Murphy · DEVELOPERS REALTY LBK, INC

  • 1916 Harbourside Dr #804 — photo86Active

    $1,599,000

    4 bd · 3 ba · 2,846 sqft

    1916 Harbourside Dr #804, Longboat Key, FL

    Kathy Callahan · MICHAEL SAUNDERS & COMPANY

  • 1591 Gulf Of Mexico Dr #618 — photo49Active

    $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 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

  • 765 Saint Judes Dr N — photo56Active

    $1,350,000

    4 bd · 2 ba · 1,900 sqft

    765 Saint Judes Dr N, Longboat Key, FL

    Kalison Nix · PREFERRED SHORE LLC

  • 3530 Mistletoe Ln — photo55Active

    $2,675,000

    4 bd · 4 ba · 3,102 sqft

    3530 Mistletoe Ln, Longboat Key, FL

    Roger Pettingell · COLDWELL BANKER REALTY

  • 608 Saint Judes Dr — photoPrice Reduced64Active

    $935,000

    4 bd · 3 ba · 2,106 sqft

    608 Saint Judes Dr, Longboat Key, FL

    Lisa Burnette · THE AGENCY FL

  • 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 Ln — photo35Active

    $4,300,000

    4 bd · 5 ba · 4,364 sqft

    657 Halyard Ln, Longboat Key, FL

    Judy Kepecz-Hays · COLDWELL BANKER REALTY

  • 7143 La Lenaire Dr — photoPrice Reduced79Active

    $5,895,000

    4 bd · 4 ba · 2,721 sqft

    7143 La Lenaire Dr, Longboat Key, FL

    Michelle Ward · COMPASS FLORIDA LLC

  • 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 Ln — photoPrice Reduced87Active

    $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 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

  • 578 Companion Way — photoPrice Reduced51Active

    $900,000

    4 bd · 3 ba · 1,792 sqft

    578 Companion Way, Longboat Key, FL

    Linh Pham · NEXTHOME EXCELLENCE

  • 651 Jungle Queen Way — photoPrice Reduced54Active

    $780,000

    4 bd · 3 ba · 2,242 sqft

    651 Jungle Queen Way, Longboat Key, FL

    Lori Campbell · ALLEGIANT REAL ESTATE GROUP

  • 1571 Harbor Cay Ln — photoPrice ReducedOpen house Sun, Oct 25 · 1:00 PM93Active

    $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

  • 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

  • 640 Lyons Ln — photo13Active

    $2,850,000

    4 bd · 5 ba · 3,030 sqft

    640 Lyons Ln, Longboat Key, FL

    Adrian Johnson · SEA BREEZE REAL ESTATE LLC

  • 5005 Gulf Of Mexico Dr #4 — photoPrice Reduced60Active

    $7,495,000

    4 bd · 5 ba · 4,630 sqft

    5005 Gulf Of Mexico Dr #4, Longboat Key, FL

    Reid Murphy · DEVELOPERS REALTY LBK, INC

  • 12

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    Your local brokerage

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    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

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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

    Longboat Key 12-month median sale price trend

    Selling at 93.8% of asking price

    Buyers here are paying below asking. MLS · 27 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 23, 2026

    Median sale price
    $887,500$655,000–$962,750 typical range
    Price per sq. ft.
    $516
    Sales
    10
    Paid in cash
    80.0%

    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
    128 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    40.1%

    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.