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

4 Bedroom Homes in Windermere, FL

4 Bedroom Homes in Windermere, FL

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24 of 26 Listings
Map

4 Bedroom Homes in Windermere, FL

24 of 26 Listings

  1. 14350 Bridgewater Crossings Blvd — photo27

Your Windermere agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica
Active

$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

  • 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

  • 7252 Backwoods Trl — photo18Active

    $645,000

    4 bd · 3 ba · 2,214 sqft

    7252 Backwoods Trl, Windermere, FL

    Eliza Hawash · REALSOURCE PROPERTY MANGNT 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

  • 13424 Hopkinton Ct — photo38Active

    $500,000

    4 bd · 2 ba · 2,190 sqft

    13424 Hopkinton Ct, Windermere, FL

    Jenny Wemert · WEMERT GROUP REALTY LLC

  • 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

  • 13239 Jervey St — photoPrice Reduced56Active

    $699,990

    4 bd · 4 ba · 2,745 sqft

    13239 Jervey St, Windermere, FL

    Jay Winston · LPT REALTY, LLC

  • 6828 Helmsley Cir — photo21Active

    $575,000

    4 bd · 3 ba · 2,064 sqft

    6828 Helmsley Cir, Windermere, FL

    Abdallah Fawaz · LPT REALTY, LLC

  • 5421 Gemgold Ct — photoPrice Reduced35Active

    $673,000

    4 bd · 3 ba · 2,754 sqft

    5421 Gemgold Ct, Windermere, FL

    Maria Poleo · IRM INVEST., REAL EST.& MGMT.

  • 13831 Farella Aly — photo72Active

    $510,000

    4 bd · 3 ba · 1,831 sqft

    13831 Farella Aly, Windermere, FL

    Maryelle Gama · TALENT REALTY SOLUTIONS

  • 7668 Fairgrove Ave — photoPrice Reduced36Active

    $485,000

    4 bd · 3 ba · 1,866 sqft

    7668 Fairgrove Ave, Windermere, FL

    Andrea Munoz · VESTI LLC

  • 12749 Garridan Ave — photo36Active

    $610,000

    4 bd · 5 ba · 2,192 sqft

    12749 Garridan Ave, Windermere, FL

    Jose Ricardo Cerqueira · JR CERQUEIRA REALTY CORP

  • 11938 Silverlake Park Dr — photoPrice Reduced45Active

    $519,900

    4 bd · 3 ba · 2,074 sqft

    11938 Silverlake Park Dr, Windermere, FL

    Steven Koleno · BEYCOME OF FLORIDA LLC

  • 8001 Enchantment Drive 1001 — photoPrice Reduced34Active

    $395,000

    4 bd · 4 ba · 1,792 sqft

    8001 Enchantment Drive 1001, Windermere, FL

    Misty Moody · RE/MAX of Stuart

  • 8386 Iron Mountain Trl — photoPrice Reduced49Active

    $438,000

    4 bd · 3 ba · 1,631 sqft

    8386 Iron Mountain Trl, Windermere, FL

    Hilda Teran Nava · MY REALTY GROUP, LLC.

  • 7537 Brofield Ave — photoPrice Reduced30Active

    $659,000

    4 bd · 4 ba · 2,610 sqft

    7537 Brofield Ave, Windermere, FL

    Ping Song · SUNSHINE GROUP USA, INC

  • 11429 Brownstone St — photoPrice Reduced40Active

    $439,000

    4 bd · 3 ba · 1,910 sqft

    11429 Brownstone St, Windermere, FL

    Jenny Wemert · WEMERT GROUP REALTY LLC

  • 13786 Summer Harbor Ct — photo72Active

    $625,000

    4 bd · 3 ba · 2,236 sqft

    13786 Summer Harbor Ct, Windermere, FL

    Deborah Garson · DEBORAH E GARSON PA

  • 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

  • 9011 Chapman Oak Ct — photoPrice Reduced30Active

    $584,900

    4 bd · 2 ba · 2,050 sqft

    9011 Chapman Oak Ct, Windermere, FL

    Shiran Moyal · TOWNE CENTER REALTY

  • 4627 Blue Major Dr — photoPrice Reduced40Active

    $549,000

    4 bd · 3 ba · 2,411 sqft

    4627 Blue Major Dr, Windermere, FL

    Daniel DeLuca · DENIZ REALTY PARTNERS LLC

  • 9319 Woodbreeze Blvd — photoPrice Reduced41Active

    $554,555

    4 bd · 2 ba · 1,798 sqft

    9319 Woodbreeze Blvd, Windermere, FL

    Steven Looper · CHARLES RUTENBERG REALTY ORLANDO

  • 13339 Roskin Ln — photoPrice Reduced59Active

    $679,999

    4 bd · 3 ba · 2,947 sqft

    13339 Roskin Ln, Windermere, FL

    Karla Price · COLDWELL BANKER REALTY

  • 12

    Explore Windermere homes

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    • 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

    BeachesMLS
    All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
    Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-09-23 12:15:15 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.

    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%