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Longboat Key, FL Homes for Sale — Page 3 | Realty.com
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255 listings
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3 bedsWith a pool

Homes for Sale in Longboat Key, FL

Homes for Sale in Longboat Key, FL

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24 of 255 Listings
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Homes for Sale in Longboat Key, FL

24 of 255 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 2600 Harbourside Dr #I-12 — photo16Active

    $200,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #I-12, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  2. 1075 Gulf Of Mexico Dr #303 — photo50Active

    $925,000

    2 bd · 2 ba · 1,503 sqft

    1075 Gulf Of Mexico Dr #303, Longboat Key, FL

    Michael Moulton · MICHAEL SAUNDERS & COMPANY

  3. 3453 Gulf Of Mexico Dr #200 — photo30Active

    $390,000

    1 bd · 1 ba · 876 sqft

    3453 Gulf Of Mexico Dr #200, Longboat Key, FL

    Kelly Baldwin · COLDWELL BANKER REALTY

  4. 707 Saint Judes Dr S #1 — photoPrice Reduced60Active

    $364,000

    1 bd · 1 ba · 630 sqft

    707 Saint Judes Dr S #1, Longboat Key, FL

    Kristy Gentile · RE/MAX ALLIANCE GROUP

  5. 1906 Harbourside Dr #303 — photoOpen house Sun, Oct 4 · 1:00 PM55Active

    $799,000

    2 bd · 3 ba · 1,590 sqft

    1906 Harbourside Dr #303, Longboat Key, FL

    Bruce Myer · COLDWELL BANKER REALTY

  6. 3320 Gulf Of Mexico Dr #206C — photoPrice Reduced51Active

    $589,900

    2 bd · 2 ba · 1,186 sqft

    3320 Gulf Of Mexico Dr #206C, Longboat Key, FL

    Steve Walter · MICHAEL SAUNDERS & COMPANY

  7. 4310 Falmouth Dr #307 — photo47Active

    $520,000

    2 bd · 2 ba · 1,072 sqft

    4310 Falmouth Dr #307, Longboat Key, FL

    Rachel Rademacher · HOUSE MATCH

  8. 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

  9. 713 Saint Judes Dr S #2 — photo45Active

    $565,000

    2 bd · 2 ba · 1,215 sqft

    713 Saint Judes Dr S #2, Longboat Key, FL

    Rex Glasson · DOUGLAS ELLIMAN

  10. 2600 Harbourside Dr #Q-10 — photo15Active

    $225,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #Q-10, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  11. 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

  12. 36 Twin Shores Blvd — photoPrice Reduced46Active

    $139,000

    1 bd · 1 ba · 564 sqft

    36 Twin Shores Blvd, Longboat Key, FL

    Sharon Austin · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  13. 408 Gulf Of Mexico Dr #2126 — photo10Active

    $39,900

    — bd · 0 ba · — sqft

    408 Gulf Of Mexico Dr #2126, Longboat Key, FL

    Beverly St Hilaire · MICHAEL SAUNDERS & COMPANY

  14. 2600 Harbourside Dr #O-07 — photo3Active

    $216,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #O-07, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  15. 2675 Gulf Of Mexico Dr #204 — photo62Active

    $1,595,000

    3 bd · 3 ba · 2,180 sqft

    2675 Gulf Of Mexico Dr #204, Longboat Key, FL

    Milan Fiser · RE/MAX HARBOR REALTY

  16. 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

  17. 5320 Gulf Of Mexico Dr #204 — photo100Active

    $875,000

    3 bd · 2 ba · 1,323 sqft

    5320 Gulf Of Mexico Dr #204, Longboat Key, FL

    Suzanne Welch · EXP REALTY LLC

  18. 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

  19. 711 Spanish Dr S #211 — photo31Active

    $450,000

    2 bd · 2 ba · 1,327 sqft

    711 Spanish Dr S #211, Longboat Key, FL

    Geoff Scalera · AUM FLORIDA REAL ESTATE LLC

  20. 2425 Gulf Of Mexico Dr #3a — photo48Active

    $1,595,000

    2 bd · 2 ba · 1,639 sqft

    2425 Gulf Of Mexico Dr #3a, Longboat Key, FL

    Roger Pettingell · COLDWELL BANKER REALTY

  21. 5310 Gulf Of Mexico Dr #16 — photo46Active

    $689,000

    2 bd · 2 ba · 1,014 sqft

    5310 Gulf Of Mexico Dr #16, Longboat Key, FL

    Miguel Rosa · WAGNER REALTY

  22. 4545 Gulf Of Mexico Dr #311 — photoPrice Reduced36Active

    $1,095,000

    2 bd · 2 ba · 1,398 sqft

    4545 Gulf Of Mexico Dr #311, Longboat Key, FL

    Janis Collier · MICHAEL SAUNDERS & COMPANY

  23. 448 Gulf Of Mexico Dr #a104 — photo68Active

    $725,000

    2 bd · 2 ba · 1,194 sqft

    448 Gulf Of Mexico Dr #a104, Longboat Key, FL

    Diana Kryszak · MICHAEL SAUNDERS & COMPANY

  24. 508 Forest Way — photoPrice Reduced43Active

    $574,900

    2 bd · 3 ba · 1,440 sqft

    508 Forest Way, Longboat Key, FL

    Kevin Hanley · KELLER WILLIAMS ISLAND LIFE REAL ESTATE

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    Thomas O'Leary

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    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 93.9% of asking price

    Buyers here are paying below asking. MLS · 23 sales · as of Sep 29, 2026

    Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

    Median list price
    $995,500
    Homes for sale
    194
    Median days on market
    148 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.

    Nearby areas

    ZIP codes

    • 34219 (1,507)
    • 34221 (976)
    • 34211 (849)
    • 34236 (633)
    • 34293 (590)
    • 34209 (575)
    • 34275 (556)
    • 34210 (548)

    Cities

    • Sarasota (2,299)
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    • VENICE (632)