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Windermere Real Estate Analysis

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Windermere with a population estimated to be around 2,300, Windermere has that small town feeling. It’s serene ways and great location have made it a desirable choice for families with children. Windermere has remained a popular town due to it’s numerous lakes and bordering, upscale communities. The picturesque, sandy bottom lakes of Lake Butler, Lake Bessie, and Lake Down along with other smaller lakes join together to form the Butler Chain of Lakes.
History: In 1885 Joseph Hill Scott purchased 150 acres in the Windermere area and supposedly named it after Lake Windermere in England. In 1889 a railroad was built from Kissimmee to Windermere. The city really started to grow in 1910 when two investors from Ohio decided to start developing the area.
Real Estate: The area slightly outside of Windermere is home to a growing real estate market for some of central Florida’s most expensive homes. The development of new real estate has led to a few pristine and upscale golf courses being created throughout the area.
Notable Nearby Communities:

  • Isleworth – Considered to be one of the countries premier country clubs and has a private golf course designed by Arnold Palmer. The estate homes in the 600 acre community range in price from 1 to 12 million dollars.
  • Butler Bay – Located between Lake Crescent and Lake Roberts. This community has an 18 hole golf course as well as many lake front properties. The lots are between half an acre and 2 acres.
  • Keene’s Point – A gated community containing 14 separate neighborhoods and is located on the shore of Lake Butler. The 250 acre private golf course is a signature design by Jack Nicklaus.

  • Stats: Population 2,300 70.3% married couples 11.1% of population over 65
    Location: Fourteen miles southwest of Orlando, six miles southeast of Winter Garden, two miles south of Ocoee.

    To find homes in Windermere, use our Real Estate Search with zip code 34786.

    Windermere Real Estate Listings

    Active Listings in Windermere

    11208 Macaw Court WINDERMERE, FL 34786
    Photo of 11208 Macaw Court, WINDERMERE, FL 34786 (MLS # O5792112)
    4 beds 5 baths 3,715 sqft $899,000
    7319 Derexa Drive WINDERMERE, FL 34786
    Photo of 7319 Derexa Drive, WINDERMERE, FL 34786 (MLS # O5791901)
    4 beds 4 baths 2,626 sqft $419,900
    9527 Pine Terrace Court WINDERMERE, FL 34786
    Photo of 9527 Pine Terrace Court, WINDERMERE, FL 34786 (MLS # O5791915)
    4 beds 2 baths 2,034 sqft $385,000
    1304 Estancia Woods Loop WINDERMERE, FL 34786
    Photo of 1304 Estancia Woods Loop, WINDERMERE, FL 34786 (MLS # O5778701)
    5 beds 6 baths 5,394 sqft $1,050,000
    1943 Katie Hill Way WINDERMERE, FL 34786
    Photo of 1943 Katie Hill Way, WINDERMERE, FL 34786 (MLS # O5791801)
    4 beds 3 baths 2,984 sqft $480,000
    8387 Bowden Way, Unit 1 WINDERMERE, FL 34786
    Photo of 8387 Bowden Way, Unit 1, WINDERMERE, FL 34786 (MLS # O5791643)
    4 beds 4 baths 3,364 sqft $669,000
    11014 Belmere Isles Court WINDERMERE, FL 34786
    Photo of 11014 Belmere Isles Court, WINDERMERE, FL 34786 (MLS # O5790547)
    4 beds 3 baths 2,184 sqft $425,000
    6127 S Hampshire Court WINDERMERE, FL 34786
    Photo of 6127 S Hampshire Court, WINDERMERE, FL 34786 (MLS # O5791838)
    6 beds 6 baths 5,948 sqft $1,499,000
    9642 Mccormick Place WINDERMERE, FL 34786
    Photo of 9642 Mccormick Place, WINDERMERE, FL 34786 (MLS # O5789326)
    3 beds 4 baths 5,006 sqft $1,850,000
    7336 Yoder Street WINDERMERE, FL 34786
    Photo of 7336 Yoder Street, WINDERMERE, FL 34786 (MLS # O5789990)
    2 beds 3 baths 1,345 sqft $249,999
    2507 Hempel Avenue WINDERMERE, FL 34786
    Photo of 2507 Hempel Avenue, WINDERMERE, FL 34786 (MLS # O5791609)
    4 beds 3 baths 2,298 sqft $459,000
    8292 Tibet Butler Drive WINDERMERE, FL 34786
    Photo of 8292 Tibet Butler Drive, WINDERMERE, FL 34786 (MLS # O5791143)
    5 beds 6 baths 6,616 sqft $1,579,000
    2515 Butler Bay Drive N WINDERMERE, FL 34786
    Photo of 2515 Butler Bay Drive N, WINDERMERE, FL 34786 (MLS # O5791741)
    4 beds 3 baths 3,101 sqft $779,000
    5220 Tildens Grove Boulevard WINDERMERE, FL 34786
    Photo of 5220 Tildens Grove Boulevard, WINDERMERE, FL 34786 (MLS # O5791400)
    6 beds 4 baths 4,549 sqft $850,000
    1558 Glenwick Drive WINDERMERE, FL 34786
    Photo of 1558 Glenwick Drive, WINDERMERE, FL 34786 (MLS # O5791620)
    6 beds 4 baths 3,582 sqft $624,900

    Sold Listings in Windermere

    5838 Soter Lane WINDERMERE, FL 34786
    Photo of 5838 Soter Lane, WINDERMERE, FL 34786 (MLS # J904718)
    3 beds 3 baths 1,913 sqft $293,607
    125 North Drive WINDERMERE, FL 34786
    Photo of 125 North Drive, WINDERMERE, FL 34786 (MLS # O5790142)
    3 beds 2 baths 1,862 sqft $867,500
    125 North Drive WINDERMERE, FL 34786
    Photo of 125 North Drive, WINDERMERE, FL 34786 (MLS # J904813)
    3 beds 2 baths 1,862 sqft $867,500
    11120 Lake Butler Boulevard WINDERMERE, FL 34786
    Photo of 11120 Lake Butler Boulevard, WINDERMERE, FL 34786 (MLS # J904772)
    3 beds 3 baths 3,189 sqft $1,100,000
    11450 Claymont Circle WINDERMERE, FL 34786
    Photo of 11450 Claymont Circle, WINDERMERE, FL 34786 (MLS # O5726909)
    4 beds 3 baths 2,357 sqft $505,000
    MLS # T3112709 WINDERMERE, FL 34786
    Photo of WINDERMERE, FL 34786 (MLS # T3112709)
    3 beds 2 baths 2,477 sqft $409,990
    13773 Beckman WINDERMERE, FL 34786
    Photo of 13773 Beckman, WINDERMERE, FL 34786 (MLS # J904390)
    3 beds 3 baths 2,113 sqft $317,768
    1127 Oakdale Street WINDERMERE, FL 34786
    Photo of 1127 Oakdale Street, WINDERMERE, FL 34786 (MLS # J904363)
    4 beds 4 baths 3,916 sqft $1,350,000
    MLS # O5776510 WINDERMERE, FL 34786
    Photo of WINDERMERE, FL 34786 (MLS # O5776510)
    3 beds 3 baths 1,997 sqft $246,000
    5874 Soter Lane WINDERMERE, FL 34786
    Photo of 5874 Soter Lane, WINDERMERE, FL 34786 (MLS # J904252)
    3 beds 3 baths 1,913 sqft $305,064
    11214 Ledgement Lane WINDERMERE, FL 34786
    Photo of 11214 Ledgement Lane, WINDERMERE, FL 34786 (MLS # O5783675)
    5 beds 4 baths 3,399 sqft $580,000
    6970 Swinscoe Lane WINDERMERE, FL 34786
    Photo of 6970 Swinscoe Lane, WINDERMERE, FL 34786 (MLS # O5782912)
    4 beds 4 baths 2,827 sqft $362,000
    13762 Summer Harbor Court WINDERMERE, FL 34786
    Photo of 13762 Summer Harbor Court, WINDERMERE, FL 34786 (MLS # O5783138)
    3 beds 3 baths 2,231 sqft $314,500
    14282 Bridgewater Crossings Boulevard WINDERMERE, FL 34786
    Photo of 14282 Bridgewater Crossings Boulevard, WINDERMERE, FL 34786 (MLS # O5782742)
    3 beds 3 baths 1,628 sqft $279,000
    13272 Roxboro Road WINDERMERE, FL 34786
    Photo of 13272 Roxboro Road, WINDERMERE, FL 34786 (MLS # O5782725)
    4 beds 4 baths 2,469 sqft $420,000

    Windermere School Data

    Windermere School Districts

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    Windermere Schools

    Windermere Elementary School
    K-5, public
    Gotha Middle School
    6-8, public
    Buena Vista Academy
    PK-8, private
    Premier Academy
    K-1, private
    http://premieracademyschools.com/
    Windermere Preparatory School
    PK-12, private
    http://www.windermereprep.com/
    The Crenshaw School
    PK-12, private
    http://www.crenshawschool.com
    Sunset Park Elementary School
    K-5, public
    Keenes Crossing Elementary School
    PK-5, public
    The New Academy
    1-12, private