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5 Bedroom Homes in Windermere, FL
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3 bedsWith a pool

5 Bedroom Homes in Windermere, FL

5 Bedroom Homes in Windermere, FL

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10 Listings
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5 Bedroom Homes in Windermere, FL

10 Listings

Your Windermere agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica
  1. 12722 S Lake Sawyer Ln — photoNew96Active

    $2,400,000

    5 bd · 4 ba · 5,139 sqft

    12722 S Lake Sawyer Ln, Windermere, FL

    Padgett McCormick · KELLY PRICE & COMPANY LLC

  2. 4301 Down Point Ln — photo61Active

    $2,950,000

    5 bd · 4 ba · 7,153 sqft

    4301 Down Point Ln, Windermere, FL

    Yuliya Mariani · MARIANI REALTY GROUP

  3. 6055 Louise Cove Dr — photoPrice Reduced82Active

    $6,900,000

    5 bd · 6 ba · 7,158 sqft

    6055 Louise Cove Dr, Windermere, FL

    Rob Rahter · STOCKWORTH REALTY GROUP

  4. 9904 Brentford Ct — photoPrice Reduced73Active

    $2,250,000

    5 bd · 5 ba · 4,504 sqft

    9904 Brentford Ct, Windermere, FL

    Kevin Sullivan · LAKESIDE REALTY WINDERMERE INC

  5. 800 W 2nd Ave — photoOpen house Sun, Oct 4 · 12:00 PM78Active

    $5,999,000

    5 bd · 5 ba · 5,511 sqft

    800 W 2nd Ave, Windermere, FL

    Julie Christensen · ONE LUXURY INTERNATIONAL LLC

  6. 9061 Ron Den Ln — photoPrice Reduced100Active

    $6,800,000

    5 bd · 7 ba · 6,300 sqft

    9061 Ron Den Ln, Windermere, FL

    Brynn Allen · CORCORAN PREMIER REALTY

  7. 6462 Deacon Cir — photoPrice Reduced46Active

    $6,595,000

    5 bd · 6 ba · 7,178 sqft

    6462 Deacon Cir, Windermere, FL

    Monica Lochmandy · ISLEWORTH REALTY LLC

  8. 9349 Tibet Pointe Cir — photoPrice Reduced90Active

    $6,995,000

    5 bd · 8 ba · 7,529 sqft

    9349 Tibet Pointe Cir, Windermere, FL

    Jay Martin · CORCORAN PREMIER REALTY

  9. 4226 Downeast Ln — photoPrice Reduced21Active

    $9,750,000

    5 bd · 3 ba · 5,316 sqft

    4226 Downeast Ln, Windermere, FL

    Thad Czapka · COLDWELL BANKER RESIDENTIAL RE

  10. 11002 Lake Butler Blvd — photoPrice Reduced71Active

    $3,950,000

    5 bd · 8 ba · 6,248 sqft

    11002 Lake Butler Blvd, Windermere, FL

    Sean Oakley · SERENDIPITY REALTY LLC

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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 97.2% 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.