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Homes Under $2M in Longboat Key, FL — Page 6
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3 bedsWith a pool

Homes Under $2M in Longboat Key, FL

Homes Under $2M in Longboat Key, FL

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24 of 214 Listings
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Homes Under $2M in Longboat Key, FL

24 of 214 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 2185 Gulf Of Mexico Dr #212 — photoPrice Reduced54Active

    $1,895,000

    3 bd · 3 ba · 2,448 sqft

    2185 Gulf Of Mexico Dr #212, Longboat Key, FL

    Steve Walter · MICHAEL SAUNDERS & COMPANY

  2. 1211 Gulf Of Mexico Dr #105 — photo53Active

    $1,648,000

    2 bd · 2 ba · 1,598 sqft

    1211 Gulf Of Mexico Dr #105, Longboat Key, FL

    Leah George · COLDWELL BANKER REALTY

  3. 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

  4. 2600 Harbourside Dr #B-13 — photoPrice Reduced20Active

    $400,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #B-13, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  5. 2600 Harbourside Drive #H-04 — photo17Active

    $275,000

    — bd · 0 ba · — sqft

    2600 Harbourside Drive #H-04, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  6. 791 Broadway St — photoPrice Reduced59Active

    $1,525,000

    2 bd · 2 ba · 2,236 sqft

    791 Broadway St, Longboat Key, FL

    Matthew Voss · PREFERRED SHORE LLC

  7. 3710 Gulf Of Mexico Dr #G20 — photo41Active

    $349,900

    2 bd · 2 ba · 1,052 sqft

    3710 Gulf Of Mexico Dr #G20, Longboat Key, FL

    Bill Shuttleworth · EDGEWATER REAL ESTATE, INC

  8. 4325 Gulf Of Mexico Dr #103 — photo33Active

    $1,100,000

    2 bd · 2 ba · 1,336 sqft

    4325 Gulf Of Mexico Dr #103, Longboat Key, FL

    Dennis Girard · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  9. 1050 Longboat Club Rd #903 — photo59Active

    $995,000

    2 bd · 2 ba · 1,409 sqft

    1050 Longboat Club Rd #903, Longboat Key, FL

    Bruce Myer · COLDWELL BANKER REALTY

  10. 1095 Gulf Of Mexico Dr #102 — photoPrice Reduced46Active

    $600,000

    2 bd · 2 ba · 1,392 sqft

    1095 Gulf Of Mexico Dr #102, Longboat Key, FL

    Rich Polese · COMPASS FLORIDA LLC

  11. 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

  12. 6700 Gulf Of Mexico Dr #143 — photoPrice Reduced18Active

    $410,000

    1 bd · 1 ba · 936 sqft

    6700 Gulf Of Mexico Dr #143, Longboat Key, FL

    Brooke Moran · DALTON WADE INC

  13. 2600 Harbourside Dr #B-06 — photo19Active

    $425,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #B-06, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  14. 2600 Harbourside Dr #B-08 — photo19Active

    $425,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #B-08, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  15. 5311 Gulf Of Mexico Dr #5 — photo40Active

    $799,000

    2 bd · 2 ba · 1,110 sqft

    5311 Gulf Of Mexico Dr #5, Longboat Key, FL

    Roger Pettingell · COLDWELL BANKER REALTY

  16. 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

  17. 250 Sands Point Rd #5106 — photoPrice Reduced37Active

    $899,000

    1 bd · 1 ba · 634 sqft

    250 Sands Point Rd #5106, Longboat Key, FL

    Ian Addy, PA · MICHAEL SAUNDERS & COMPANY

  18. 4325 Gulf Of Mexico Dr #305 — photo38Active

    $999,000

    2 bd · 2 ba · 1,336 sqft

    4325 Gulf Of Mexico Dr #305, Longboat Key, FL

    Daniel Goldman · COMPASS FLORIDA LLC

  19. 448 Gulf Of Mexico Dr #a205 — photoPrice Reduced46Active

    $569,000

    2 bd · 2 ba · 1,306 sqft

    448 Gulf Of Mexico Dr #a205, Longboat Key, FL

    Kathleen Wingate · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  20. 900 Spanish Dr N — photo69Active

    $750,000

    2 bd · 2 ba · 1,423 sqft

    900 Spanish Dr N, Longboat Key, FL

    Kimberly Freiwald · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  21. 1000 Longboat Club Rd #304 — photoPrice Reduced84Active

    $863,900

    2 bd · 2 ba · 1,409 sqft

    1000 Longboat Club Rd #304, Longboat Key, FL

    Judy Kepecz-Hays · COLDWELL BANKER REALTY

  22. 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

  23. 408 Gulf Of Mexico Dr #1214 — photoPrice Reduced10Active

    $95,000

    — bd · 0 ba · — sqft

    408 Gulf Of Mexico Dr #1214, Longboat Key, FL

    Daniel Treiman · MICHAEL SAUNDERS & COMPANY

  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

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BeachesMLS
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Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-10-20 14:45:49 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

    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.