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

Homes with a Pool in Longboat Key, FL

Homes with a Pool in Longboat Key, FL

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24 of 46 Listings
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Homes with a Pool in Longboat Key, FL

24 of 46 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 560 Harbor Point Rd — photo70Active

    $9,500,000

    4 bd · 5 ba · 5,245 sqft

    560 Harbor Point Rd, Longboat Key, FL

    Meghan Leiter · MICHAEL SAUNDERS & COMPANY

  2. 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

  3. 3488 Mistletoe Ln — photo81Active

    $3,275,000

    3 bd · 3 ba · 3,341 sqft

    3488 Mistletoe Ln, Longboat Key, FL

    Kim Ogilvie · MICHAEL SAUNDERS & COMPANY

  4. 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

  5. 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

  6. 3617 Fair Oaks Pl — photoOpen house Sun, Oct 18 · 1:00 PM54Active

    $2,100,000

    3 bd · 4 ba · 2,950 sqft

    3617 Fair Oaks Pl, Longboat Key, FL

    Ryan Heers · COLDWELL BANKER REALTY

  7. 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

  8. 560 Chipping Ln — photoOpen house Sun, Oct 18 · 1:00 PM37Active

    $3,999,990

    5 bd · 5 ba · 4,315 sqft

    560 Chipping Ln, Longboat Key, FL

    Monica Verinder · COLDWELL BANKER REALTY

  9. 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

  10. 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

  11. 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

  12. 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

  13. 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

  14. 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

  15. 657 Halyard Ln — photoOpen house Sun, Oct 18 · 12:00 PM35Active

    $4,300,000

    4 bd · 5 ba · 4,364 sqft

    657 Halyard Ln, Longboat Key, FL

    Judy Kepecz-Hays · COLDWELL BANKER REALTY

  16. 626 Buttonwood Dr — photoPrice ReducedOpen house Sun, Oct 18 · 12:00 PM91Active

    $4,395,000

    6 bd · 6 ba · 4,106 sqft

    626 Buttonwood Dr, Longboat Key, FL

    Joshua Freed · PREFERRED SHORE LLC

  17. 3606 Fair Oaks Pl — photoOpen house Sun, Oct 18 · 1:00 PM81Active

    $4,999,000

    5 bd · 3 ba · 3,842 sqft

    3606 Fair Oaks Pl, Longboat Key, FL

    Renee Preininger · SARASOTA TRUST REALTY COMPANY

  18. 3527 Fair Oaks Ln — photoPrice ReducedOpen house Sun, Oct 18 · 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

  19. 617 Rountree Dr — photoPrice Reduced44Active

    $2,150,000

    3 bd · 2 ba · 1,972 sqft

    617 Rountree Dr, Longboat Key, FL

    Judi Taulbee · FINE PROPERTIES

  20. 524 Hornblower Ln — photoOpen house Sun, Oct 25 · 1:00 PM59Active

    $2,900,000

    3 bd · 4 ba · 3,045 sqft

    524 Hornblower Ln, Longboat Key, FL

    Joel Schemmel · DOUGLAS ELLIMAN

  21. 1600 Harbor Sound Dr — photo4Active

    $11,900,000

    5 bd · 6 ba · 5,689 sqft

    1600 Harbor Sound Dr, Longboat Key, FL

    Rinat Sikdar · COLDWELL BANKER REALTY

  22. 7125 Gulf Of Mexico Unit 22 — photoPrice Reduced48Active

    $1,200,000

    2 bd · 2 ba · 1,170 sqft

    7125 Gulf Of Mexico Unit 22, Longboat Key, FL

    Luziele A DeAraujo · Realty 100

  23. 615 Dream Island Pl #105 — photoPrice Reduced37Active

    $949,000

    2 bd · 2 ba · 1,293 sqft

    615 Dream Island Pl #105, Longboat Key, FL

    Jesse Griffin · CENTURY 21 BEGGINS ENTERPRISES

  24. 6701 Gulf Of Mexico Dr #332 — photoPrice Reduced30Active

    $649,000

    1 bd · 2 ba · 990 sqft

    6701 Gulf Of Mexico Dr #332, Longboat Key, FL

    Faye Doyle · COLDWELL BANKER REALTY

12

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BeachesMLS
All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-10-15 14:55:46 UTC
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    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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 93.8% of asking price

    Buyers here are paying below asking. MLS · 27 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
    128 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.