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3 bedsWith a pool
157 listings

Homes Under $2.25M in Windermere, FL

Homes Under $2.25M in Windermere, FL

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24 of 157 Listings
Map

Homes Under $2.25M in Windermere, FL

24 of 157 Listings

  1. 8524 Vivaro Isle Way — photo35Active

$950,000

4 bd · 3 ba · 2,680 sqft

8524 Vivaro Isle Way, Windermere, FL

Vincent Cordaro · SERHANT

  • 11727 Delwick Dr — photoNew37Active

    $875,000

    4 bd · 3 ba · 2,704 sqft

    11727 Delwick Dr, Windermere, FL

    Catherine Lambert PA · BHHS FLORIDA REALTY

  • 7271 Londale Blvd — photoOpen house Thu, Oct 1 · 9:00 AM47Active

    $565,000

    3 bd · 2 ba · 2,147 sqft

    7271 Londale Blvd, Windermere, FL

    Karen Albright · OPENDOOR BROKERAGE LLC

  • 12721 Jacob Grace Ct — photo51Active

    $1,488,000

    4 bd · 4 ba · 3,763 sqft

    12721 Jacob Grace Ct, Windermere, FL

    Cathy Williams · LAKE NONA REALTY LLC

  • 11446 Jasper Kay Terrace #202 — photo32Active

    $295,000

    2 bd · 2 ba · 1,161 sqft

    11446 Jasper Kay Terrace #202, Windermere, FL

    Elly Kennedy · KELLER WILLIAMS REALTY AT THE PARKS

  • 14350 Bridgewater Crossings Blvd — photo27Active

    $405,000

    4 bd · 3 ba · 2,294 sqft

    14350 Bridgewater Crossings Blvd, Windermere, FL

    Dawn Briggs · BLUE MAGNOLIA REALTY LLC

  • 11543 Charnock Dr — photo25Active

    $560,000

    4 bd · 3 ba · 2,214 sqft

    11543 Charnock Dr, Windermere, FL

    Angela Mavarez Suarez · PM ELITE REALTY LLC

  • 6727 Merrick Landing Blvd — photo97Active

    $769,000

    5 bd · 3 ba · 2,773 sqft

    6727 Merrick Landing Blvd, Windermere, FL

    Stephanie Demantova Correa · AUTHENTIC REAL ESTATE TEAM

  • 13738 Eden Isle Blvd — photoPrice Reduced47Active

    $530,000

    4 bd · 2 ba · 2,020 sqft

    13738 Eden Isle Blvd, Windermere, FL

    Kathryn Shevlin · THE PROPERTY FIRM

  • 13317 Lush Lime Aly — photo20Active

    $586,846

    3 bd · 3 ba · 1,699 sqft

    13317 Lush Lime Aly, Windermere, FL

    Reed Williams · ASHTON WOODS FLORIDA REALTY LLC

  • 13535 Bramham Ln — photo53Active

    $489,900

    3 bd · 2 ba · 1,820 sqft

    13535 Bramham Ln, Windermere, FL

    Scarlett Williams, PA · CENTURY 21 CARIOTI

  • 9010 Reflection Pointe Dr — photo45Active

    $945,000

    4 bd · 4 ba · 3,264 sqft

    9010 Reflection Pointe Dr, Windermere, FL

    Dawn Giachetti · PREMIER SOTHEBYS INT'L REALTY

  • 12934 Vennetta Way — photo46Active

    $369,000

    3 bd · 3 ba · 1,680 sqft

    12934 Vennetta Way, Windermere, FL

    Karen Grau · REVEL REALTY LLC

  • 11021 Hawkshead Ct — photo39Active

    $1,100,000

    5 bd · 4 ba · 3,557 sqft

    11021 Hawkshead Ct, Windermere, FL

    Heather Unger, PA · ACME REAL ESTATE FLORIDA LLC

  • 7252 Backwoods Trl — photo18Active

    $645,000

    4 bd · 3 ba · 2,214 sqft

    7252 Backwoods Trl, Windermere, FL

    Eliza Hawash · REALSOURCE PROPERTY MANGNT LLC

  • 101 Lee St — photo63Active

    $1,395,000

    5 bd · 4 ba · 4,186 sqft

    101 Lee St, Windermere, FL

    Julie Bettosini, PA · STOCKWORTH REALTY GROUP

  • 8608 Brookvale Dr — photo46Active

    $379,900

    3 bd · 3 ba · 1,480 sqft

    8608 Brookvale Dr, Windermere, FL

    Carola Garcia De Montenegro · AGENT TRUST REALTY CORPORATION

  • 6614 Bridgewater Village Rd — photo45Active

    $689,900

    5 bd · 3 ba · 3,006 sqft

    6614 Bridgewater Village Rd, Windermere, FL

    Khristian Padilla · MY REALTY GROUP, LLC.

  • 13324 Jervey St — photo61Active

    $649,000

    4 bd · 4 ba · 2,750 sqft

    13324 Jervey St, Windermere, FL

    Simon Simaan · THE SIMON SIMAAN GROUP

  • 628 Forest St — photo33Active

    $700,000

    1 bd · 1 ba · 750 sqft

    628 Forest St, Windermere, FL

    Darrell Nunnelley · VINTAGE REALTY GROUP LLC

  • 611 Butler St — photo1Active

    $775,000

    3 bd · 2 ba · 1,774 sqft

    611 Butler St, Windermere, FL

    Darrell Nunnelley · VINTAGE REALTY GROUP LLC

  • 12333 Via Derna Pl — photo53Active

    $449,000

    3 bd · 3 ba · 1,919 sqft

    12333 Via Derna Pl, Windermere, FL

    Marco Romero · KARDOSH REALTY

  • 12909 Cragside Ln — photo38Active

    $639,500

    4 bd · 3 ba · 2,460 sqft

    12909 Cragside Ln, Windermere, FL

    Ashlee Hawk · FLORIDA IN MOTION REALTY INC

  • 13424 Hopkinton Ct — photo38Active

    $500,000

    4 bd · 2 ba · 2,190 sqft

    13424 Hopkinton Ct, Windermere, FL

    Jenny Wemert · WEMERT GROUP REALTY LLC

  • 12…7

    About Homes Under $2.25M in Windermere, FL

    Homes Under $2.25M in Windermere, FL: 157 active listings as of October 1, 2026, 22:52 UTC.

    Property types among these 157 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
    Single Family Residence11573.2%
    Townhouse3421.7%
    Condominium85.1%

    Explore Windermere homes

    By price

    • Homes Under $500K
    • Homes Under $600K
    • Homes Under $700K
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    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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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

    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 97.2% of asking price

    Buyers here are paying below asking. MLS · 42 sales · as of Sep 29, 2026

    Homes that sold · County records, as of Sep 15, 2026

    Median sale price
    $767,500$548,400–$995,000 typical range
    Price per sq. ft.
    $285
    Sales
    30
    Paid in cash
    36.7%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 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.
    Homes Under $2.25M in Windermere, FL