Windermere, FL
    All Communities

    Florida

    Windermere

    Lakefront luxury and family living.

    Median Price

    $725,000

    Avg. Days on Market

    35

    YoY Price Change

    +3.1%

    Market Trend

    Stable

    About Windermere

    Windermere is one of Central Florida's most sought-after addresses. Known for its Butler Chain of Lakes, gated communities, and proximity to top-rated schools, it draws families and professionals looking for space and privacy.

    What Makes It Stand Out

    • Butler Chain of Lakes access
    • A-rated school district
    • Minutes from Disney and major employment centers
    • Strong long-term appreciation

    Lifestyle

    Living in Windermere

    Walkability & Transit

    15

    Walk

    8

    Transit

    22

    Bike

    Local Amenities

    • Butler Chain of Lakes recreation
    • Windermere Dining District & local shops
    • Top-rated A-schools within 5 miles
    • Dr. Phillips Center for Performing Arts nearby

    Cost of Living

    100 = National Average

    Overall

    112/ 100

    Housing

    140/ 100

    Groceries

    103/ 100

    Transportation

    98/ 100

    Education

    Schools in Windermere

    Orange County Public Schools — Windermere Zone

    A

    Elementary

    A

    Middle

    A

    High

    Windermere High School — top-rated in Orange County

    Neighborhoods

    Where to Live in Windermere

    Isleworth

    Ultra-luxury

    Isleworth

    Exclusive gated community on the Butler Chain of Lakes.

    Keene's Pointe

    Golf & country club

    Keene's Pointe

    Resort-style amenities with lakefront homesites.

    Windermere Trails

    Modern family

    Windermere Trails

    Newer construction with modern floor plans.

    Windermere, Florida

    Local Insight

    Broker Tips for Windermere

    For Buyers

    Inventory is tight in Windermere. Be pre-approved and ready to move quickly when lakefront or Isleworth listings hit the market.

    For Sellers

    Windermere buyers are discerning. Professional staging and drone photography showcasing lake and lot views will set your listing apart.

    Direct Line

    Speak with a Windermere broker

    Cora A. Johnson and the Wynnmore team will reach out personally — no call center, no form-bots.

    Ready to Explore Windermere?

    Connect with Wynnmore for expert guidance in the Windermere market.

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