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Luxury Homes in Longboat Key, FL
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141 listings
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3 bedsWith a pool

Luxury Homes in Longboat Key, FL

Luxury Homes in Longboat Key, FL

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24 of 141 Listings
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Luxury Homes in Longboat Key, FL

24 of 141 Listings

  1. 595 Bowsprit Ln — photo49Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$2,950,000

4 bd · 3 ba · 2,550 sqft

595 Bowsprit Ln, Longboat Key, FL

Melissa Gissinger · MICHAEL SAUNDERS & COMPANY

  • 2425 Gulf Of Mexico Dr #2C — photoNew45Active

    $1,575,000

    2 bd · 2 ba · 1,472 sqft

    2425 Gulf Of Mexico Dr #2C, Longboat Key, FL

    Robert Delaney · MICHAEL SAUNDERS & COMPANY

  • 575 Sanctuary Dr #a303 — photoNew25Active

    $1,495,000

    3 bd · 3 ba · 1,823 sqft

    575 Sanctuary Dr #a303, Longboat Key, FL

    Jamie Tillman · NINE LINE REALTY LLC

  • 1241 Gulf Of Mexico Dr #506 — photo59Active

    $3,750,000

    3 bd · 3 ba · 2,650 sqft

    1241 Gulf Of Mexico Dr #506, Longboat Key, FL

    Tyler Sajan · LPT REALTY, LLC

  • 5 Winslow Pl — photoNewOpen house Sun, Nov 15 · 12:00 PM61Active

    $2,495,000

    4 bd · 4 ba · 2,544 sqft

    5 Winslow Pl, Longboat Key, FL

    Cindy Fischer · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 3602 Fair Oaks Ln — photo59Active

    $2,595,000

    3 bd · 4 ba · 3,007 sqft

    3602 Fair Oaks Ln, Longboat Key, FL

    Michael Nink, PA · MICHAEL SAUNDERS & COMPANY

  • 6603 Gulfside Rd — photo100Active

    $15,900,000

    5 bd · 6 ba · 4,925 sqft

    6603 Gulfside Rd, Longboat Key, FL

    Reid Murphy · DEVELOPERS REALTY LBK, INC

  • 536 Ketch Ln — photo98Active

    $2,895,000

    3 bd · 3 ba · 2,960 sqft

    536 Ketch Ln, Longboat Key, FL

    Kathy Callahan · MICHAEL SAUNDERS & COMPANY

  • 3541 Fair Oaks Ln — photoOpen house Sun, Nov 15 · 1:00 PM65Active

    $1,799,000

    3 bd · 3 ba · 2,483 sqft

    3541 Fair Oaks Ln, Longboat Key, FL

    Kathy Callahan · MICHAEL SAUNDERS & COMPANY

  • 531 Broadway St — photo17Active

    $3,750,000

    4 bd · 4 ba · 3,472 sqft

    531 Broadway St, Longboat Key, FL

    Joshua Freed · PREFERRED SHORE LLC

  • 521 Broadway St — photo23Active

    $3,500,000

    4 bd · 4 ba · 3,386 sqft

    521 Broadway St, Longboat Key, FL

    Joshua Freed · PREFERRED SHORE LLC

  • 700 Gulf Bay Rd — photo68Active

    $3,495,000

    3 bd · 2 ba · 3,012 sqft

    700 Gulf Bay Rd, Longboat Key, FL

    JoDene Moneuse, PA · MICHAEL SAUNDERS & COMPANY

  • 360 Gulf Of Mexico Dr #333 — photo61Active

    $1,575,000

    3 bd · 4 ba · 2,581 sqft

    360 Gulf Of Mexico Dr #333, Longboat Key, FL

    Sherry Dominick · MICHAEL SAUNDERS & COMPANY

  • 760 Marbury Ln — photoOpen house Sun, Nov 15 · 1:30 PM77Active

    $2,800,000

    4 bd · 3 ba · 2,611 sqft

    760 Marbury Ln, Longboat Key, FL

    Fondren Watts · COLDWELL BANKER REALTY

  • 3235 Gulf Of Mexico Dr #a201 — photoOpen house Sun, Nov 15 · 12:00 PM51Active

    $1,195,000

    2 bd · 2 ba · 1,505 sqft

    3235 Gulf Of Mexico Dr #a201, Longboat Key, FL

    Shana Hamel, PLL · NEXTHOME EXCELLENCE

  • 501 Norton St — photo68Active

    $2,850,000

    5 bd · 3 ba · 3,042 sqft

    501 Norton St, Longboat Key, FL

    Keith Redding · COLDWELL BANKER REALTY

  • 6151 Gulf Of Mexico Dr — photoOpen house Sat, Nov 14 · 3:00 PM67Active

    $7,595,000

    3 bd · 3 ba · 3,080 sqft

    6151 Gulf Of Mexico Dr, Longboat Key, FL

    Eileen Saunders · MICHAEL SAUNDERS & COMPANY

  • 40 Lighthouse Point Dr — photo71Active

    $20,000,000

    7 bd · 8 ba · 6,800 sqft

    40 Lighthouse Point Dr, Longboat Key, FL

    Roger Pettingell · COLDWELL BANKER REALTY

  • 569 Bayview Dr — photoOpen house Thu, Nov 19 · 4:00 PM96Active

    $4,450,000

    6 bd · 6 ba · 4,106 sqft

    569 Bayview Dr, Longboat Key, FL

    Andrew Azzarello · PREFERRED SHORE LLC

  • 1050 Longboat Club Rd #901 — photo37Active

    $1,249,000

    2 bd · 2 ba · 1,409 sqft

    1050 Longboat Club Rd #901, Longboat Key, FL

    Jamie Tillman · NINE LINE REALTY LLC

  • 1561 Gulf Of Mexico Dr #301 — photo69Active

    $19,995,000

    3 bd · 5 ba · 5,895 sqft

    1561 Gulf Of Mexico Dr #301, Longboat Key, FL

    Lynn Morris, PLLC · MICHAEL SAUNDERS & COMPANY

  • 5422 Sandhamn Pl — photo87Active

    $3,400,000

    3 bd · 3 ba · 2,802 sqft

    5422 Sandhamn Pl, Longboat Key, FL

    Richard Perlman · MICHAEL SAUNDERS & COMPANY

  • 6930 Longboat Dr S — photoOpen house Sun, Nov 15 · 12:00 PM61Active

    $2,995,000

    4 bd · 5 ba · 2,541 sqft

    6930 Longboat Dr S, Longboat Key, FL

    Cindy Fischer · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 435 L Ambiance Dr #L707 — photo56Active

    $2,850,000

    2 bd · 3 ba · 2,525 sqft

    435 L Ambiance Dr #L707, Longboat Key, FL

    Pam Charron · COMPASS FLORIDA LLC

  • 12…6

    About Luxury Homes in Longboat Key, FL

    Luxury Homes in Longboat Key, FL: 141 active listings as of November 14, 2026, 21:25 UTC.

    Property types among these 141 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
    Property typeListingsShare
    Single Family Residence7251.1%
    Condominium6747.5%

    Explore Longboat Key homes

    By price

    • Homes Under $300K
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    • Homes Under $900K
    • Homes Under $1M
    • Homes Under $1.25M
    • Homes Under $1.5M
    • Homes Under $1.75M
    • Homes Under $2M
    • Homes Under $2.25M
    • Homes Under $2.5M
    • Homes Under $2.75M
    • Homes Under $3M
    • Homes Over $3M
    • Luxury Homes

    By bedrooms

    • 2 Bedroom Homes
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    By type

    • Single-Family Homes
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    By feature

    • Homes with a Pool
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    • Open Houses
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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, 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

    October 2026 · This period is still settling

    Longboat Key 12-month median sale price trend

    Selling at 93.4% of asking price

    Buyers here are paying below asking. MLS · 36 sales · as of Oct 30, 2026

    Homes that sold · County records, as of Oct 16, 2026

    Median sale price
    $1,857,500$852,500–$2,323,250 typical range
    Price per sq. ft.
    $684
    Sales
    14
    Paid in cash
    71.4%

    Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

    Median list price
    $1,092,500
    Homes for sale
    222
    Median days on market
    41 days

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

    Year-over-year
    74.8%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,505 sq. ft.