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3 bedsNew constructionWith a pool
4 Bedroom Homes in Windermere, FL
41 listings

4 Bedroom Homes in Windermere, FL

4 Bedroom Homes in Windermere, FL

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24 of 41 Listings
Map

4 Bedroom Homes in Windermere, FL

24 of 41 Listings

  1. 12721 Jacob Grace Ct — photo51Active

Your Windermere agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica

$1,488,000

4 bd · 4 ba · 3,763 sqft

12721 Jacob Grace Ct, Windermere, FL

Cathy Williams · LAKE NONA REALTY LLC

  • 13738 Eden Isle Blvd — photo47Active

    $540,000

    4 bd · 2 ba · 2,020 sqft

    13738 Eden Isle Blvd, Windermere, FL

    Kathryn Shevlin · THE PROPERTY FIRM

  • 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

  • 6243 Andreozzi Ln — photo85Active

    $720,000

    4 bd · 2 ba · 2,516 sqft

    6243 Andreozzi Ln, Windermere, FL

    Steven Koleno · BEYCOME OF FLORIDA LLC

  • 515 W 2nd Ave — photo74Active

    $3,300,000

    4 bd · 6 ba · 3,966 sqft

    515 W 2nd Ave, Windermere, FL

    Darrell Nunnelley · VINTAGE REALTY GROUP LLC

  • 5050 Isleworth Country Club Dr — photo23Active

    $3,189,000

    4 bd · 5 ba · 3,365 sqft

    5050 Isleworth Country Club Dr, Windermere, FL

    Toni Cafferty · COMPASS FLORIDA LLC

  • 12989 Westside Village Loop — photoPrice Reduced33Active

    $1,159,000

    4 bd · 4 ba · 2,665 sqft

    12989 Westside Village Loop, Windermere, FL

    Ramon Brandao · WEBB FLORIDA REALTY LLC

  • 6309 Earthgold Dr — photo30Active

    $880,000

    4 bd · 3 ba · 2,648 sqft

    6309 Earthgold Dr, Windermere, FL

    Vanessa Bruno Juca · REALTY HUB

  • 9043 Horizon Pointe Trl — photo53Active

    $870,000

    4 bd · 3 ba · 3,746 sqft

    9043 Horizon Pointe Trl, Windermere, FL

    Matine Pawlicki · CENTURY 21 CARIOTI

  • 8291 Procida Isle Ln — photo79Active

    $775,000

    4 bd · 3 ba · 2,224 sqft

    8291 Procida Isle Ln, Windermere, FL

    Anastasiia Zbihla · KELLER WILLIAMS REALTY AT THE LAKES

  • 6102 S Hampshire Ct — photo53Active

    $2,240,000

    4 bd · 6 ba · 4,812 sqft

    6102 S Hampshire Ct, Windermere, FL

    Teresa Stewart · SOUTHERN REALTY GROUP LLC

  • 12102 Montalcino Cir — photo74Active

    $3,100,000

    4 bd · 5 ba · 4,296 sqft

    12102 Montalcino Cir, Windermere, FL

    Kristy Cook · EXP REALTY LLC

  • 8241 Tibet Butler Dr — photoPrice Reduced84Active

    $1,740,000

    4 bd · 4 ba · 3,680 sqft

    8241 Tibet Butler Dr, Windermere, FL

    Robert Guidice · GOLFPARK PROPERTIES

  • 5524 Worsham Ct — photo81Active

    $3,500,000

    4 bd · 6 ba · 7,669 sqft

    5524 Worsham Ct, Windermere, FL

    Ayoub Aitelhaj · ATLIS REALTY GROUP LLC

  • 12417 Montalcino Cir — photo100Active

    $1,595,000

    4 bd · 4 ba · 3,166 sqft

    12417 Montalcino Cir, Windermere, FL

    Aziz Elbrak · LA ROSA REALTY LLC

  • 2009 Woody Dr — photoPrice Reduced43Active

    $1,150,000

    4 bd · 3 ba · 3,540 sqft

    2009 Woody Dr, Windermere, FL

    Rebekkah Boskovich · REVEL REALTY LLC

  • 2512 Tryon Pl — photoPrice Reduced65Active

    $980,000

    4 bd · 3 ba · 3,478 sqft

    2512 Tryon Pl, Windermere, FL

    Jamie Stolinas Crame, LLC · CENTURY 21 CARIOTI

  • 1238 Lake Whitney Dr — photoPrice Reduced55Active

    $1,900,000

    4 bd · 6 ba · 5,515 sqft

    1238 Lake Whitney Dr, Windermere, FL

    Jason Crane · JASON CRANE REAL ESTATE LLC

  • 4205 Clarice Estates Dr — photoPrice Reduced77Active

    $2,450,000

    4 bd · 5 ba · 4,136 sqft

    4205 Clarice Estates Dr, Windermere, FL

    Cynthia Casola · DALTON WADE INC

  • 11994 McKinnon Rd — photoPrice Reduced56Active

    $799,900

    4 bd · 5 ba · 2,450 sqft

    11994 McKinnon Rd, Windermere, FL

    Gloria Alvarez · CENTURY 21 CARIOTI

  • 5073 Latrobe Dr — photoPrice Reduced34Active

    $2,800,000

    4 bd · 6 ba · 4,706 sqft

    5073 Latrobe Dr, Windermere, FL

    Michelle Corbin · ISLEWORTH REALTY 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

  • 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.

  • 12

    Explore Windermere homes

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    By type

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    By feature

    • New construction
    • With a pool
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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

    August 2026

    Windermere 12-month median sale price trend

    Selling at 95.7% of asking price

    Buyers here are paying below asking. MLS · 54 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 31, 2026

    Median sale price
    $835,000$498,000–$1,800,000 typical range
    Price per sq. ft.
    $299
    Sales
    57
    Paid in cash
    29.8%

    Homes on the market · MLS, as of Aug 31, 2026

    Median days on market
    57 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    -9.5%