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4 Bedroom Homes in Windermere, FL
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82 listings
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3 bedsWith a pool

4 Bedroom Homes in Windermere, FL

4 Bedroom Homes in Windermere, FL

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24 of 82 Listings
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4 Bedroom Homes in Windermere, FL

24 of 82 Listings

Your Windermere agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica
  1. 4936 Wise Bird Dr — photoNewOpen house Sun, Oct 18 · 12:00 PM73Active

    $535,000

    4 bd · 3 ba · 2,361 sqft

    4936 Wise Bird Dr, Windermere, FL

    George Rahi · COLDWELL BANKER REALTY

  2. 5944 Caymus Loop — photo45Active

    $1,050,000

    4 bd · 3 ba · 2,984 sqft

    5944 Caymus Loop, Windermere, FL

    Teresa Stewart · SOUTHERN REALTY GROUP LLC

  3. 8576 Powder Ridge Trl — photo28Active

    $620,000

    4 bd · 4 ba · 2,661 sqft

    8576 Powder Ridge Trl, Windermere, FL

    Sara Alves Subira · WRA BUSINESS & REAL ESTATE

  4. 12785 Westside Village Loop — photoOpen house Sun, Oct 18 · 1:00 PM42Active

    $799,000

    4 bd · 4 ba · 2,996 sqft

    12785 Westside Village Loop, Windermere, FL

    Lisa Gould · KELLER WILLIAMS WINTER PARK

  5. 6533 Cartmel Ln — photo52Active

    $1,598,000

    4 bd · 4 ba · 3,751 sqft

    6533 Cartmel Ln, Windermere, FL

    Carolina Medeiros · PREMIER SOTHEBYS INT'L REALTY

  6. 8229 Tibet Butler Dr — photo56Active

    $1,999,000

    4 bd · 4 ba · 3,912 sqft

    8229 Tibet Butler Dr, Windermere, FL

    Teresa Stewart · SOUTHERN REALTY GROUP LLC

  7. 7030 Mapperton Dr — photo65Active

    $649,000

    4 bd · 3 ba · 2,455 sqft

    7030 Mapperton Dr, Windermere, FL

    Keith Conklin, LLC · FOLIO REALTY LLC

  8. 104 E 1st Ave — photo53Active

    $1,280,000

    4 bd · 3 ba · 2,441 sqft

    104 E 1st Ave, Windermere, FL

    Fernanda Negromonte · NOVA REAL ESTATE SERVICES INC

  9. 8524 Vivaro Isle Way — photo35Active

    $950,000

    4 bd · 3 ba · 2,680 sqft

    8524 Vivaro Isle Way, Windermere, FL

    Vincent Cordaro · SERHANT

  10. 5092 Isleworth Country Club Dr — photo63Active

    $8,500,000

    4 bd · 5 ba · 7,100 sqft

    5092 Isleworth Country Club Dr, Windermere, FL

    Michelle Corbin · ISLEWORTH REALTY LLC

  11. 11727 Delwick Dr — photoPrice Reduced37Active

    $860,000

    4 bd · 3 ba · 2,704 sqft

    11727 Delwick Dr, Windermere, FL

    Catherine Lambert PA · BHHS FLORIDA REALTY

  12. 4906 Aviva Garden Ct — photo100Active

    $3,850,000

    4 bd · 6 ba · 6,605 sqft

    4906 Aviva Garden Ct, Windermere, FL

    Simon Simaan · THE SIMON SIMAAN GROUP

  13. 11532 Waterstone Loop Dr — photoPrice Reduced74Active

    $2,199,000

    4 bd · 6 ba · 4,169 sqft

    11532 Waterstone Loop Dr, Windermere, FL

    Andrew Kincaid · BHHS FLORIDA REALTY

  14. 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

  15. 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

  16. 12809 Holdenbury Ln — photo100Active

    $625,000

    4 bd · 3 ba · 2,683 sqft

    12809 Holdenbury Ln, Windermere, FL

    Lois Ann Cox, PA · WATSON REALTY CORP

  17. 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

  18. 7252 Backwoods Trl — photo18Active

    $645,000

    4 bd · 3 ba · 2,214 sqft

    7252 Backwoods Trl, Windermere, FL

    Eliza Hawash · REALSOURCE PROPERTY MANGNT LLC

  19. 13424 Hopkinton Ct — photo38Active

    $500,000

    4 bd · 2 ba · 2,190 sqft

    13424 Hopkinton Ct, Windermere, FL

    Jenny Wemert · WEMERT GROUP REALTY LLC

  20. 12909 Cragside Ln — photoPrice Reduced38Active

    $625,000

    4 bd · 3 ba · 2,460 sqft

    12909 Cragside Ln, Windermere, FL

    Ashlee Hawk · FLORIDA IN MOTION REALTY INC

  21. 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

  22. 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

  23. 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

  24. 6309 Earthgold Dr — photo30Active

    $880,000

    4 bd · 3 ba · 2,648 sqft

    6309 Earthgold Dr, Windermere, FL

    Vanessa Bruno Juca · REALTY HUB

12…4

About 4 Bedroom Homes in Windermere, FL

4 Bedroom Homes in Windermere, FL: 82 active listings as of October 18, 2026, 17:36 UTC.

4 Bedroom Homes in nearby cities

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Listing data & MLS disclosures

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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.
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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

    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 · 44 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 29, 2026

    Median sale price
    $780,000$532,450–$1,219,535 typical range
    Price per sq. ft.
    $303
    Sales
    51
    Paid in cash
    47.1%

    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
    31 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.