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Luxury Homes in Longboat Key, FL
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3 bedsWith a pool

Luxury Homes in Longboat Key, FL

Luxury Homes in Longboat Key, FL

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24 of 117 Listings
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Luxury Homes in Longboat Key, FL

24 of 117 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. 3010 Grand Bay Blvd #416 — photoNew55Active

    $2,495,000

    3 bd · 4 ba · 2,925 sqft

    3010 Grand Bay Blvd #416, Longboat Key, FL

    Roger Pettingell · COLDWELL BANKER REALTY

  3. 415 L Ambiance Dr #Ph-F — photo65Active

    $12,995,000

    4 bd · 4 ba · 4,912 sqft

    415 L Ambiance Dr #Ph-F, Longboat Key, FL

    Roger Pettingell · COLDWELL BANKER REALTY

  4. 677 Lands End Dr — photoOpen house Sun, Oct 18 · 1:00 PM39Active

    $2,500,000

    3 bd · 3 ba · 4,182 sqft

    677 Lands End Dr, Longboat Key, FL

    Jennifer Linehan · MICHAEL SAUNDERS & COMPANY

  5. 615 Dream Island Pl #212 — photoOpen house Sun, Oct 18 · 1:00 PM44Active

    $1,089,000

    2 bd · 2 ba · 1,293 sqft

    615 Dream Island Pl #212, Longboat Key, FL

    Judy Mitchell · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6. 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

  7. 660 Penfield St — photo53Active

    $2,693,000

    3 bd · 2 ba · 2,461 sqft

    660 Penfield St, Longboat Key, FL

    Cathy Meldahl, PA · MICHAEL SAUNDERS & COMPANY

  8. 1281 Gulf Of Mexico Drive Dr #707 — photo97Active

    $3,550,000

    3 bd · 4 ba · 3,273 sqft

    1281 Gulf Of Mexico Drive Dr #707, Longboat Key, FL

    Moriah Taliaferro · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  9. 775 Longboat Club Rd #304 — photo32Active

    $1,295,000

    2 bd · 2 ba · 1,602 sqft

    775 Longboat Club Rd #304, Longboat Key, FL

    Larry Brzostek · RE/MAX ALLIANCE GROUP

  10. 2151 Gulf Of Mexico Dr #4 — photo97Active

    $4,100,000

    3 bd · 4 ba · 3,800 sqft

    2151 Gulf Of Mexico Dr #4, Longboat Key, FL

    Sharon Meier · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  11. 2141 Harbourside Dr #1203 — photo44Active

    $1,450,000

    3 bd · 3 ba · 2,204 sqft

    2141 Harbourside Dr #1203, Longboat Key, FL

    Judy Mitchell · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  12. 1916 Harbourside Dr #804 — photo86Active

    $1,599,000

    4 bd · 3 ba · 2,846 sqft

    1916 Harbourside Dr #804, Longboat Key, FL

    Kathy Callahan · MICHAEL SAUNDERS & COMPANY

  13. 2550 Harbourside Dr #334 — photo64Active

    $1,400,000

    3 bd · 3 ba · 3,083 sqft

    2550 Harbourside Dr #334, Longboat Key, FL

    Wendy Ross, PA · COLDWELL BANKER REALTY

  14. 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

  15. 6529 Gulfside Rd — photo35Active

    $15,000,000

    5 bd · 5 ba · 6,500 sqft

    6529 Gulfside Rd, Longboat Key, FL

    Reid Murphy · DEVELOPERS REALTY LBK, INC

  16. 6960 Poinsetta Avenue — photoPrice Reduced20Active

    $1,149,000

    2 bd · 2 ba · 1,461 sqft

    6960 Poinsetta Avenue, Longboat Key, FL

    Emma McLeod · Emerald Seascapes Properties LLC

  17. 100 Sands Point Rd #219 — photo50Active

    $1,325,000

    2 bd · 2 ba · 1,492 sqft

    100 Sands Point Rd #219, Longboat Key, FL

    Diane Smith · KELLER WILLIAMS ON THE WATER S

  18. 3060 Grand Bay Blvd #162 — photo50Active

    $1,595,000

    3 bd · 4 ba · 2,250 sqft

    3060 Grand Bay Blvd #162, Longboat Key, FL

    Bruce Myer · COLDWELL BANKER REALTY

  19. 2550 Harbourside Dr #333 — photoPrice Reduced44Active

    $1,395,000

    3 bd · 3 ba · 3,067 sqft

    2550 Harbourside Dr #333, Longboat Key, FL

    Lee Mirman · INVESTMENTS IN SARASOTA

  20. 5461 Gulf Of Mexico Dr #304 — photo50Active

    $1,495,000

    2 bd · 2 ba · 1,516 sqft

    5461 Gulf Of Mexico Dr #304, Longboat Key, FL

    Maggie Hicks · COLDWELL BANKER REALTY

  21. 340 Gulf Of Mexico Dr #136 — photo65Active

    $2,995,000

    3 bd · 4 ba · 2,880 sqft

    340 Gulf Of Mexico Dr #136, Longboat Key, FL

    Roger Pettingell · COLDWELL BANKER REALTY

  22. 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

  23. 3100 Gulf Of Mexico Dr — photo76Active

    $5,295,000

    5 bd · 5 ba · 4,361 sqft

    3100 Gulf Of Mexico Dr, Longboat Key, FL

    Reid Murphy · DEVELOPERS REALTY LBK, INC

  24. 1445 Gulf Of Mexico Dr #101 — photoOpen house Sun, Oct 18 · 1:00 PM43Active

    $1,090,000

    3 bd · 3 ba · 2,092 sqft

    1445 Gulf Of Mexico Dr #101, Longboat Key, FL

    Ryan Ackerman, PA · COLDWELL BANKER REALTY

12…5

About Luxury Homes in Longboat Key, FL

Luxury Homes in Longboat Key, FL: 117 active listings as of October 18, 2026, 12:45 UTC.

Property types among these 117 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
Condominium5950.4%
Single Family Residence5547.0%

Explore Longboat Key homes

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Listing data & MLS disclosures

Central Panhandle Association of REALTORS
IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.
Listing information ©2026 Central Panhandle Association of Realtors®. All Rights Reserved. Last Updated: 2026-10-18 06:37:24 UTC
Stellar MLS
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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    Your local brokerage

    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.