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Homes Under $2M in Longboat Key, FL — Page 7
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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 213 Listings
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Homes Under $2M in Longboat Key, FL

24 of 213 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 2600 Harbourside Dr #L-11 — photo19Active

    $425,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #L-11, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  2. 2800 Harbourside Dr #E-07 — photo17Active

    $300,000

    — bd · 0 ba · — sqft

    2800 Harbourside Dr #E-07, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  3. 1915 Harbour Links Cir #6 — photo45Active

    $1,950,000

    3 bd · 4 ba · 2,476 sqft

    1915 Harbour Links Cir #6, Longboat Key, FL

    Cathy Palmer · DOUGLAS ELLIMAN

  4. 1281 Gulf Of Mexico Dr #111 — photo51Active

    $1,050,000

    2 bd · 3 ba · 1,392 sqft

    1281 Gulf Of Mexico Dr #111, Longboat Key, FL

    Kathleen Ucci · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5. 5055 Gulf Of Mexico Dr #421 — photoPrice Reduced36Active

    $549,000

    2 bd · 2 ba · 1,484 sqft

    5055 Gulf Of Mexico Dr #421, Longboat Key, FL

    Bruce Myer · COLDWELL BANKER REALTY

  6. 2600 Harbourside Dr #C13 — photo23Active

    $489,500

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #C13, Longboat Key, FL

    Rian Stogsdill · FINE PROPERTIES

  7. 2301 Gulf Of Mexico Dr #43N — photoPrice Reduced62Active

    $950,000

    2 bd · 2 ba · 1,235 sqft

    2301 Gulf Of Mexico Dr #43N, Longboat Key, FL

    Steve Nursey · MICHAEL SAUNDERS & COMPANY

  8. 3240 Gulf Of Mexico Dr #B402 — photoPrice Reduced48Active

    $880,000

    2 bd · 2 ba · 1,505 sqft

    3240 Gulf Of Mexico Dr #B402, Longboat Key, FL

    Monica DeSomma · PREFERRED SHORE LLC

  9. 948 Spanish Dr S — photo77Active

    $1,199,000

    2 bd · 2 ba · 1,399 sqft

    948 Spanish Dr S, Longboat Key, FL

    Kimberly Freiwald · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  10. 3710 Gulf Of Mexico Dr #F2 — photo55Active

    $475,000

    2 bd · 2 ba · 740 sqft

    3710 Gulf Of Mexico Dr #F2, Longboat Key, FL

    Marsha Winegarden · WAGNER REALTY

  11. 825 Tarawitt Dr — photoPrice Reduced45Active

    $1,499,000

    2 bd · 3 ba · 1,882 sqft

    825 Tarawitt Dr, Longboat Key, FL

    Ian Greenberg, LLC · BRISTA REALTY LLC

  12. 2600 Harbourside Dr #L-05 — photo20Active

    $425,000

    — bd · 0 ba · — sqft

    2600 Harbourside Dr #L-05, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  13. 775 Longboat Club Rd #401 — photoPrice Reduced29Active

    $1,395,000

    2 bd · 2 ba · 1,510 sqft

    775 Longboat Club Rd #401, Longboat Key, FL

    Larry Brzostek · RE/MAX ALLIANCE GROUP

  14. 2800 Harbourside Dr #E-08 — photo18Active

    $250,000

    — bd · 0 ba · — sqft

    2800 Harbourside Dr #E-08, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  15. 550 De Narvaez Dr — photoPrice Reduced43Active

    $1,275,000

    3 bd · 2 ba · 1,758 sqft

    550 De Narvaez Dr, Longboat Key, FL

    Dean Hinterstoisser · KELLER WILLIAMS ON THE WATER S

  16. 4720 Gulf Of Mexico Dr #Villa 2 — photoPrice ReducedOpen house Sat, Oct 24 · 11:00 AM59Active

    $585,000

    2 bd · 2 ba · 912 sqft

    4720 Gulf Of Mexico Dr #Villa 2, Longboat Key, FL

    Sharon Austin · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  17. 563 Spanish Dr S — photoPrice Reduced44Active

    $589,000

    2 bd · 2 ba · 1,516 sqft

    563 Spanish Dr S, Longboat Key, FL

    Victoria Campbell · LPT REALTY LLC

  18. 2450 Harbourside Dr #234 — photoPrice Reduced49Active

    $1,800,000

    3 bd · 3 ba · 3,383 sqft

    2450 Harbourside Dr #234, Longboat Key, FL

    Beverly St Hilaire · MICHAEL SAUNDERS & COMPANY

  19. 578 Companion Way — photoPrice Reduced51Active

    $900,000

    4 bd · 3 ba · 1,792 sqft

    578 Companion Way, Longboat Key, FL

    Linh Pham · NEXTHOME EXCELLENCE

  20. 26Oo Harbourside Dr #O-06 — photo13Active

    $265,000

    — bd · 0 ba · — sqft

    26Oo Harbourside Dr #O-06, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  21. 834 Jungle Queen Way — photo51Active

    $1,050,000

    2 bd · 2 ba · 1,346 sqft

    834 Jungle Queen Way, Longboat Key, FL

    Joey Hutchinson · DUNCAN REAL ESTATE, INC.

  22. 1211 Gulf Of Mexico Dr #403 — photo56Active

    $1,695,000

    2 bd · 2 ba · 1,585 sqft

    1211 Gulf Of Mexico Dr #403, Longboat Key, FL

    Lauren Holt, PLLC · COMPASS FLORIDA LLC

  23. 531 Sutton Pl — photoPrice Reduced30Active

    $529,000

    2 bd · 2 ba · 1,248 sqft

    531 Sutton Pl, Longboat Key, FL

    Sherri Mills · MICHAEL SAUNDERS & COMPANY

  24. 4835 Gulf Of Mexico Dr #106 — photoPrice Reduced22Active

    $675,000

    2 bd · 2 ba · 1,393 sqft

    4835 Gulf Of Mexico Dr #106, Longboat Key, FL

    Toni Giliberti · COLDWELL BANKER REALTY

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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.