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Homes Under $800K in Longboat Key, FL
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3 bedsWith a pool

Homes Under $800K in Longboat Key, FL

Homes Under $800K in Longboat Key, FL

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24 of 120 Listings
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Homes Under $800K in Longboat Key, FL

24 of 120 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 4485 Gulf Of Mexico Dr #402 — photoNewOpen house Sat, Oct 3 · 1:00 PM51Active

    $698,765

    2 bd · 2 ba · 1,022 sqft

    4485 Gulf Of Mexico Dr #402, Longboat Key, FL

    Paula Van De Ree · NEAL VAN DE REE & ASSOCIATES

  2. 1975 Gulf Of Mexico Dr #G4-203 — photoNew54Active

    $795,000

    2 bd · 2 ba · 1,257 sqft

    1975 Gulf Of Mexico Dr #G4-203, Longboat Key, FL

    Sandra Endres · COLDWELL BANKER REALTY

  3. 2600 Harbourside Dr #C3 — photoNew4Active

    $275,000

    1 bd · 1 ba · 1,302 sqft

    2600 Harbourside Dr #C3, Longboat Key, FL

    Steven Koleno · BEYCOME OF FLORIDA LLC

  4. 408 Gulf Of Mexico Dr #1206 — photo5Active

    $65,000

    — bd · 0 ba · — sqft

    408 Gulf Of Mexico Dr #1206, Longboat Key, FL

    Daniel Treiman · MICHAEL SAUNDERS & COMPANY

  5. 408 Gulf Of Mexico Dr #2207 — photo5Active

    $49,000

    — bd · 0 ba · — sqft

    408 Gulf Of Mexico Dr #2207, Longboat Key, FL

    Daniel Treiman · MICHAEL SAUNDERS & COMPANY

  6. 539 Forest Way #539 — photo62Active

    $639,000

    2 bd · 3 ba · 1,440 sqft

    539 Forest Way #539, Longboat Key, FL

    Sharon Austin · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  7. 408 Gulf Of Mexico Dr #2114 — photo5Active

    $39,000

    — bd · 0 ba · — sqft

    408 Gulf Of Mexico Dr #2114, Longboat Key, FL

    Daniel Treiman · MICHAEL SAUNDERS & COMPANY

  8. 2800 Harbourside Dr #E-21 — photo17Active

    $385,000

    — bd · 0 ba · — sqft

    2800 Harbourside Dr #E-21, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  9. 4600 Gulf Of Mexico Dr #301 — photoPrice Reduced28Active

    $660,000

    2 bd · 2 ba · 1,561 sqft

    4600 Gulf Of Mexico Dr #301, Longboat Key, FL

    Janice Buehl · FUTURE HOME REALTY INC

  10. 843 Bayport Way #843 — photo87Active

    $645,000

    2 bd · 2 ba · 1,260 sqft

    843 Bayport Way #843, Longboat Key, FL

    Jennifer Thompson, PA · COLDWELL BANKER REALTY

  11. 3453 Gulf Of Mexico Dr #237 — photo25Active

    $495,000

    0 bd · 1 ba · 368 sqft

    3453 Gulf Of Mexico Dr #237, Longboat Key, FL

    Rogers Moore · COLDWELL BANKER REALTY

  12. 521 Forest Way — photoOpen house Fri, Oct 2 · 11:00 AM48Active

    $599,900

    2 bd · 3 ba · 1,440 sqft

    521 Forest Way, Longboat Key, FL

    Jesse Griffin · CENTURY 21 BEGGINS ENTERPRISES

  13. 2020 Harbourside Dr #442 — photo56Active

    $699,000

    2 bd · 2 ba · 1,192 sqft

    2020 Harbourside Dr #442, Longboat Key, FL

    Steve Walter · MICHAEL SAUNDERS & COMPANY

  14. 2800 Harbourside Drive Dr #M-10 — photo20Active

    $289,000

    — bd · 0 ba · — sqft

    2800 Harbourside Drive Dr #M-10, Longboat Key, FL

    Jennifer Wilson · LBRE LLC

  15. 3802 Gulf Of Mexico Dr #a203 — photoOpen house Sun, Oct 4 · 12:00 PM69Active

    $399,000

    2 bd · 2 ba · 1,007 sqft

    3802 Gulf Of Mexico Dr #a203, Longboat Key, FL

    Holly Switow · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  16. 96 Twin Shores Blvd — photo9Active

    $399,000

    2 bd · 2 ba · 758 sqft

    96 Twin Shores Blvd, Longboat Key, FL

    Kyle Adams · EVENTIDE REALTY LLC

  17. 3453 Gulf Of Mexico Dr #242 — photo29Active

    $489,900

    1 bd · 1 ba · 528 sqft

    3453 Gulf Of Mexico Dr #242, Longboat Key, FL

    Eileen Saunders · MICHAEL SAUNDERS & COMPANY

  18. 5055 Gulf Of Mexico Dr #115 — photoPrice Reduced41Active

    $750,000

    3 bd · 2 ba · 1,484 sqft

    5055 Gulf Of Mexico Dr #115, Longboat Key, FL

    Cindy Fischer · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  19. 4370 Chatham Dr #304 — photoPrice Reduced52Active

    $425,000

    2 bd · 2 ba · 1,072 sqft

    4370 Chatham Dr #304, Longboat Key, FL

    Kevin Tai · PREFERRED SHORE LLC

  20. 729 Saint Judes Dr S #2 — photoPrice Reduced44Active

    $525,000

    2 bd · 2 ba · 840 sqft

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

    Esther Farber · KW COASTAL LIVING III

  21. 4800 Gulf Of Mexico Dr #Ph 3 — photo69Active

    $799,999

    2 bd · 2 ba · 1,312 sqft

    4800 Gulf Of Mexico Dr #Ph 3, Longboat Key, FL

    Paulina Vasiliev, PLLC · VRI HOMES

  22. 2600 Harbourside Dr #I-12 — photo16Active

    $200,000

    — bd · 0 ba · — sqft

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

    Jennifer Wilson · LBRE LLC

  23. 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

  24. 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

12…5

About Homes Under $800K in Longboat Key, FL

Homes Under $800K in Longboat Key, FL: 120 active listings as of October 2, 2026, 14:37 UTC.

Property types among these 120 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
Condominium6251.7%
Boat Slip4134.2%

Explore Longboat Key homes

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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.
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    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 93.9% 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.