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3 bedsWith a pool
Homes Under $2.25M in Windermere, FL — Page 5
156 listings

Homes Under $2.25M in Windermere, FL

Homes Under $2.25M in Windermere, FL

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24 of 156 Listings
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Homes Under $2.25M in Windermere, FL

24 of 156 Listings

  1. 13786 Summer Harbor Ct — photo72

Your Windermere agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica
Active

$625,000

4 bd · 3 ba · 2,236 sqft

13786 Summer Harbor Ct, Windermere, FL

Deborah Garson · DEBORAH E GARSON PA

  • 2128 Lake Crescent Ct — photoPrice Reduced19Active

    $751,400

    4 bd · 2 ba · 2,987 sqft

    2128 Lake Crescent Ct, Windermere, FL

    Jamarr Zellner · REALHOME SERVICE & SOLUTIONS INC

  • 11768 Hampstead St — photo61Active

    $1,318,000

    6 bd · 4 ba · 3,900 sqft

    11768 Hampstead St, Windermere, FL

    Caroline De Castro Marcellini · COMPASS FLORIDA, LLC

  • 11035 Schooner Way — photo4Active

    $1,500,000

    4 bd · 3 ba · 3,517 sqft

    11035 Schooner Way, Windermere, FL

    Channing Harrison · LAKESIDE REALTY WINDERMERE INC

  • 2503 Butler Bay Dr N — photoPrice Reduced98Active

    $1,750,000

    4 bd · 3 ba · 3,297 sqft

    2503 Butler Bay Dr N, Windermere, FL

    Simon Simaan · THE SIMON SIMAAN GROUP

  • 11861 Vermillion Ave — photo98Active

    $475,000

    3 bd · 3 ba · 1,600 sqft

    11861 Vermillion Ave, Windermere, FL

    Frederico Hexsel · KARDOSH REALTY

  • 1407 Hempel Ave — photo95Active

    $1,090,000

    4 bd · 3 ba · 2,842 sqft

    1407 Hempel Ave, Windermere, FL

    Lina Abi Hanna De El Bonney · MY REALTY GROUP, LLC.

  • 14442 Desert Haven St #4305 — photo19Active

    $359,900

    3 bd · 3 ba · 1,534 sqft

    14442 Desert Haven St #4305, Windermere, FL

    Umberto Da Cunha Neto · WRA BUSINESS & REAL ESTATE

  • 7867 Berkshire Oak Aly — photoPrice Reduced39Active

    $499,990

    4 bd · 3 ba · 2,221 sqft

    7867 Berkshire Oak Aly, Windermere, FL

    James Song · MULTI CHOICE REALTY LLC

  • 2230 Ridgewind Way — photoPrice Reduced48Active

    $1,169,900

    5 bd · 4 ba · 3,064 sqft

    2230 Ridgewind Way, Windermere, FL

    Tim Frush · COLDWELL BANKER REALTY

  • 11326 Ledgement Ln — photoPrice Reduced63Active

    $879,000

    5 bd · 4 ba · 3,182 sqft

    11326 Ledgement Ln, Windermere, FL

    Jingjing Guan · AAA GLOBAL VENTURES PA

  • 9527 Queensbury Ct — photoPrice Reduced44Active

    $1,375,000

    5 bd · 6 ba · 5,378 sqft

    9527 Queensbury Ct, Windermere, FL

    Tamar Hill · THE PROPERTY PROS REAL ESTATE, INC

  • 14341 Crest Palm Ave — photoPrice ReducedOpen house Sat, Oct 10 · 1:00 PM48Active

    $1,090,990

    4 bd · 4 ba · 3,153 sqft

    14341 Crest Palm Ave, Windermere, FL

    Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

  • 9548 Crown Prince Ln — photoPrice Reduced41Active

    $1,395,000

    4 bd · 4 ba · 3,997 sqft

    9548 Crown Prince Ln, Windermere, FL

    Dianna Desboyaux · DOUGLAS ELLIMAN

  • 8866 Herencia Aly — photoPrice Reduced31Active

    $415,000

    3 bd · 3 ba · 1,577 sqft

    8866 Herencia Aly, Windermere, FL

    Priscila Lima · WRA BUSINESS & REAL ESTATE

  • 33 Main St — photoPrice Reduced4Active

    $1,572,000

    4 bd · 2 ba · 2,130 sqft

    33 Main St, Windermere, FL

    Bruce Higgins · SAND DOLLAR REALTY GROUP INC

  • 1554 Lake Rhea Dr — photoPrice Reduced57Active

    $1,275,000

    4 bd · 3 ba · 3,427 sqft

    1554 Lake Rhea Dr, Windermere, FL

    Adam Shuler, II · PREMIER SOTHEBYS INT'L REALTY

  • 7612 Fairgrove Ave — photo33Active

    $440,000

    3 bd · 3 ba · 1,742 sqft

    7612 Fairgrove Ave, Windermere, FL

    Maribel Minarro · FLORIDA FANTASY REAL ESTATE INC

  • 8525 Bowden Way — photoPrice Reduced44Active

    $940,000

    4 bd · 3 ba · 2,357 sqft

    8525 Bowden Way, Windermere, FL

    Teresa Stewart · SOUTHERN REALTY GROUP LLC

  • 9119 Balmoral Mews Sq — photoPrice Reduced65Active

    $1,375,000

    4 bd · 4 ba · 4,052 sqft

    9119 Balmoral Mews Sq, Windermere, FL

    Seana Abdelmajid · LA ROSA REALTY BEACHES LLC

  • 11051 Hawkshead Ct — photoPrice Reduced66Active

    $1,795,000

    5 bd · 6 ba · 3,728 sqft

    11051 Hawkshead Ct, Windermere, FL

    Ken Pozek · REAL BROKER, LLC

  • 14353 Crest Palm Ave — photoPrice ReducedOpen house Sat, Oct 10 · 1:00 PM73Active

    $979,990

    4 bd · 3 ba · 2,740 sqft

    14353 Crest Palm Ave, Windermere, FL

    Cindy Sapp · OLYMPUS EXECUTIVE REALTY INC

  • 12411 Montalcino Cir — photoPrice Reduced65Active

    $1,395,000

    4 bd · 5 ba · 3,399 sqft

    12411 Montalcino Cir, Windermere, FL

    Mauro Costa · WILLIAM RAVEIS FLORIDA, LLC

  • 12718 Windermere Isles Pl — photoPrice Reduced64Active

    $1,365,000

    5 bd · 4 ba · 3,487 sqft

    12718 Windermere Isles Pl, Windermere, FL

    Patricia Zimath, LLC · CHARLES RUTENBERG REALTY ORLANDO

  • 1…4567

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    Your Windermere agent

    VF

    Veronica Figueroa

    The Figueroa Team LLC. eXp Realty, LLC

    The Figueroa Team LLC. eXp Realty, LLCCall Veronica

    Listing data & MLS disclosures

    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.

    Windermere, FL community profile

    Population
    3,301
    Median income
    $148,077
    Housing units
    1,328
    People per sq. mi.
    115
    Area
    28.7 sq. mi.

    Source: HJN community data

    Windermere housing market

    September 2026 · This period is still settling

    Windermere 12-month median sale price trend

    Selling at 97.1% of asking price

    Buyers here are paying below asking. MLS · 46 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 22, 2026

    Median sale price
    $780,000$532,450–$1,125,000 typical range
    Price per sq. ft.
    $285
    Sales
    39
    Paid in cash
    41.0%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $1,090,000
    Homes for sale
    248
    Median days on market
    32 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -20.4%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    2,645 sq. ft.