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3 bedsWith a pool
Homes Under $2.25M in Longboat Key, FL
209 listings

Homes Under $2.25M in Longboat Key, FL

Homes Under $2.25M in Longboat Key, FL

Show Map
24 of 209 Listings
Map

Homes Under $2.25M in Longboat Key, FL

24 of 209 Listings

  1. 605 Sutton Pl #101 — photoNew45

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$595,000

2 bd · 2 ba · 1,148 sqft

605 Sutton Pl #101, Longboat Key, FL

Gloria Bracciano · DOUGLAS ELLIMAN

  • 2141 Harbourside Dr #1203 — photoOpen house Sun, Oct 11 · 1:00 PM36Active

    $1,450,000

    3 bd · 3 ba · 2,204 sqft

    2141 Harbourside Dr #1203, Longboat Key, FL

    Judy Mitchell · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 2055 Gulf Of Mexico Dr #G2-213 — photoNew56Active

    $595,000

    1 bd · 2 ba · 1,094 sqft

    2055 Gulf Of Mexico Dr #G2-213, Longboat Key, FL

    Derek Eisenberg · CONTINENTAL REAL ESTATE GROUP

  • 845 Spanish Dr N #845 — photo58Active

    $450,000

    2 bd · 2 ba · 1,357 sqft

    845 Spanish Dr N #845, Longboat Key, FL

    Laura Rode · KW COASTAL LIVING III

  • 1916 Harbourside Dr #804 — photoOpen house Sun, Oct 11 · 1:00 PM86Active

    $1,599,000

    4 bd · 3 ba · 2,750 sqft

    1916 Harbourside Dr #804, Longboat Key, FL

    Kathy Callahan · MICHAEL SAUNDERS & COMPANY

  • 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

  • 2600 Harbourside Drive — photo4Active

    $275,000

    0 bd · 0 ba · 1,302 sqft

    2600 Harbourside Drive, Longboat Key, FL

    STEVEN KOLENO · BEYCOME OF FLORIDA LLC

  • 6960 Poinsetta Avenue — photo18Active

    $1,200,000

    2 bd · 2 ba · 1,461 sqft

    6960 Poinsetta Avenue, Longboat Key, FL

    Emma McLeod · Emerald Seascapes Properties LLC

  • 1955 Gulf Of Mexico Dr #G6-407 — photo31Active

    $769,000

    2 bd · 2 ba · 1,257 sqft

    1955 Gulf Of Mexico Dr #G6-407, Longboat Key, FL

    Judy Mitchell · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 100 Sands Point Rd #219 — photoOpen house Sun, Oct 11 · 1:00 PM50Active

    $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

  • 554 Spanish Dr S — photo74Active

    $425,000

    2 bd · 2 ba · 1,326 sqft

    554 Spanish Dr S, Longboat Key, FL

    Kimberly Freiwald · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 3060 Grand Bay Blvd #162 — photo59Active

    $1,595,000

    3 bd · 4 ba · 2,250 sqft

    3060 Grand Bay Blvd #162, Longboat Key, FL

    Bruce Myer · COLDWELL BANKER REALTY

  • 600 Sutton Pl #101B — photo53Active

    $319,000

    1 bd · 1 ba · 883 sqft

    600 Sutton Pl #101B, Longboat Key, FL

    Jill Baldwin · MARINA PARK REALTY LLC

  • 4380 Exeter Dr #101 — photo82Active

    $389,500

    2 bd · 2 ba · 1,376 sqft

    4380 Exeter Dr #101, Longboat Key, FL

    Kimberly Freiwald · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 3710 Gulf Of Mexico Dr #a3 — photoOpen house Sun, Oct 11 · 11:00 AM58Active

    $525,000

    2 bd · 2 ba · 720 sqft

    3710 Gulf Of Mexico Dr #a3, Longboat Key, FL

    Sharon Austin · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 2550 Harbourside Dr #333 — photo44Active

    $1,495,000

    3 bd · 3 ba · 3,067 sqft

    2550 Harbourside Dr #333, Longboat Key, FL

    Lee Mirman · INVESTMENTS IN SARASOTA

  • 546 Spanish Dr S — photo55Active

    $529,990

    2 bd · 2 ba · 1,393 sqft

    546 Spanish Dr S, Longboat Key, FL

    Jackie Griese · MICHAEL SAUNDERS & COMPANY

  • 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

  • 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

  • 4485 Gulf Of Mexico Dr #402 — photoPrice ReducedOpen house Sun, Oct 18 · 1:00 PM51Active

    $543,210

    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

  • 1975 Gulf Of Mexico Dr #G4-203 — photo53Active

    $795,000

    2 bd · 2 ba · 1,257 sqft

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

    Sandra Endres · COLDWELL BANKER REALTY

  • 6330 Laguna Dr — photoOpen house Sun, Oct 11 · 12:00 PM87Active

    $1,999,000

    3 bd · 3 ba · 2,856 sqft

    6330 Laguna Dr, Longboat Key, FL

    Danielle Dietrich, PA · COLDWELL BANKER REALTY

  • 3808 Gulf Of Mexico Dr #E412 — photo49Active

    $1,175,000

    3 bd · 3 ba · 2,544 sqft

    3808 Gulf Of Mexico Dr #E412, Longboat Key, FL

    Roger Pettingell · COLDWELL BANKER REALTY

  • 775 Longboat Club Rd #405 — photo51Active

    $1,095,000

    2 bd · 2 ba · 1,602 sqft

    775 Longboat Club Rd #405, Longboat Key, FL

    Bruce Myer · COLDWELL BANKER REALTY

  • 12…9

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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: 2026-10-09 18:55:03 UTC
    realMLS (Northeast Florida Multiple Listing Service)
    IDX information is provided exclusively for personal, non-commercial use, and 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 NEFMLS.
    Listing information ©2026 Northeast Florida Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-10-07 19:16:02 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.

    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 93.1% of asking price

    Buyers here are paying below asking. MLS · 26 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
    145 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.