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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

    5443 Walsh Pond Court WINDERMERE, FL 34786
    Photo of 5443 Walsh Pond Court, WINDERMERE, FL 34786 (MLS # O5786983)
    5 beds 4 baths 3,070 sqft $468,888
    4567 Blue Major Drive WINDERMERE, FL 34786
    Photo of 4567 Blue Major Drive, WINDERMERE, FL 34786 (MLS # S5022364)
    5 beds 3 baths 2,965 sqft $385,000
    8618 Greenbank Boulevard WINDERMERE, FL 34786
    Photo of 8618 Greenbank Boulevard, WINDERMERE, FL 34786 (MLS # O5807814)
    3 beds 2 baths 1,726 sqft $309,900
    11042 Bridge House Road WINDERMERE, FL 34786
    Photo of 11042 Bridge House Road, WINDERMERE, FL 34786 (MLS # O5807641)
    5 beds 6 baths 7,796 sqft $2,388,888
    8304 Lake Burden Circle WINDERMERE, FL 34786
    Photo of 8304 Lake Burden Circle, WINDERMERE, FL 34786 (MLS # O5807082)
    8 beds 10 baths 8,781 sqft $3,649,000
    2924 Butler Bay Drive N, Unit 3 WINDERMERE, FL 34786
    Photo of 2924 Butler Bay Drive N, Unit 3, WINDERMERE, FL 34786 (MLS # O5796059)
    5 beds 4 baths 5,067 sqft $712,500
    8605 Brookvale Drive WINDERMERE, FL 34786
    Photo of 8605 Brookvale Drive, WINDERMERE, FL 34786 (MLS # O5806947)
    3 beds 3 baths 1,480 sqft $232,500
    13731 Calera Alley WINDERMERE, FL 34786
    Photo of 13731 Calera Alley, WINDERMERE, FL 34786 (MLS # O5807520)
    3 beds 3 baths 2,113 sqft $336,900
    8752 Powder Ridge Trail WINDERMERE, FL 34786
    Photo of 8752 Powder Ridge Trail, WINDERMERE, FL 34786 (MLS # O5807514)
    4 beds 4 baths 2,931 sqft $510,000
    13704 Summerport Village Parkway WINDERMERE, FL 34786
    Photo of 13704 Summerport Village Parkway, WINDERMERE, FL 34786 (MLS # O5807221)
    3 beds 3 baths 1,913 sqft $309,555
    12558 Foynes Avenue WINDERMERE, FL 34786
    Photo of 12558 Foynes Avenue, WINDERMERE, FL 34786 (MLS # G5019351)
    3 beds 3 baths 2,053 sqft $335,000
    13076 Kegan Street WINDERMERE, FL 34786
    Photo of 13076 Kegan Street, WINDERMERE, FL 34786 (MLS # O5806827)
    3 beds 3 baths 2,002 sqft $359,000
    11627 Vicolo Loop WINDERMERE, FL 34786
    Photo of 11627 Vicolo Loop, WINDERMERE, FL 34786 (MLS # O5806795)
    4 beds 3 baths 2,251 sqft $439,000
    8420 Abbotsbury Drive WINDERMERE, FL 34786
    Photo of 8420 Abbotsbury Drive, WINDERMERE, FL 34786 (MLS # O5807237)
    4 beds 2 baths 2,209 sqft $300,000
    5127 Latrobe Drive WINDERMERE, FL 34786
    Photo of 5127 Latrobe Drive, WINDERMERE, FL 34786 (MLS # O5805322)
    6 beds 8 baths 6,933 sqft $2,694,000

    Sold Listings in Windermere

    11704 Vinci Drive, Unit 11 WINDERMERE, FL 34786
    Photo of 11704 Vinci Drive, Unit 11, WINDERMERE, FL 34786 (MLS # J906920)
    5 beds 6 baths 4,922 sqft $1,400,000
    6019 SAVANNA OAK Savanna Oak Alley WINDERMERE, FL 34786
    Photo of 6019 SAVANNA OAK Savanna Oak Alley, WINDERMERE, FL 34786 (MLS # J906603)
    4 beds 3 baths 2,088 sqft $324,083
    6015 Savanna Oak Savanna Oak Alley WINDERMERE, FL 34786
    Photo of 6015 Savanna Oak Savanna Oak Alley, WINDERMERE, FL 34786 (MLS # J906602)
    3 beds 3 baths 1,978 sqft $299,885
    6011 Savanna Oak Alley WINDERMERE, FL 34786
    Photo of 6011 Savanna Oak Alley, WINDERMERE, FL 34786 (MLS # J906601)
    3 beds 3 baths 1,931 sqft $291,900
    13708 Summerport Village Parkway WINDERMERE, FL 34786
    Photo of 13708 Summerport Village Parkway, WINDERMERE, FL 34786 (MLS # J906567)
    3 beds 3 baths 1,978 sqft $307,480
    6363 Blu Knight Lane, Unit 633 WINDERMERE, FL 34786
    Photo of 6363 Blu Knight Lane, Unit 633, WINDERMERE, FL 34786 (MLS # O5802904)
    3 beds 3 baths 1,471 sqft $235,000
    13327 Fernow Street WINDERMERE, FL 34786
    Photo of 13327 Fernow Street, WINDERMERE, FL 34786 (MLS # J906043)
    5 beds 6 baths 3,598 sqft $410,500
    10508 Park Ridge Gotha Road WINDERMERE, FL 34786
    Photo of 10508 Park Ridge Gotha Road, WINDERMERE, FL 34786 (MLS # O5758549)
    3 beds 2 baths 2,347 sqft $538,500
    5468 Gemgold Court WINDERMERE, FL 34786
    Photo of 5468 Gemgold Court, WINDERMERE, FL 34786 (MLS # O5799852)
    4 beds 3 baths 2,719 sqft $385,000
    12927 Cragside Lane WINDERMERE, FL 34786
    Photo of 12927 Cragside Lane, WINDERMERE, FL 34786 (MLS # O5798462)
    5 beds 3 baths 2,925 sqft $365,000
    9046 Reflection Pointe Drive WINDERMERE, FL 34786
    Photo of 9046 Reflection Pointe Drive, WINDERMERE, FL 34786 (MLS # S5020270)
    4 beds 3 baths 2,528 sqft $440,000
    7321 Brightland Street WINDERMERE, FL 34786
    Photo of 7321 Brightland Street, WINDERMERE, FL 34786 (MLS # O5797314)
    3 beds 3 baths 1,464 sqft $275,000
    12530 Climbing Vine Court WINDERMERE, FL 34786
    Photo of 12530 Climbing Vine Court, WINDERMERE, FL 34786 (MLS # J905522)
    5 beds 4 baths 3,827 sqft $604,260
    8265 Maritime Flag Street, Unit 109 WINDERMERE, FL 34786
    Photo of 8265 Maritime Flag Street, Unit 109, WINDERMERE, FL 34786 (MLS # O5780039)
    3 beds 3 baths 1,476 sqft $205,000
    9168 Outlook Rock Trail WINDERMERE, FL 34786
    Photo of 9168 Outlook Rock Trail, WINDERMERE, FL 34786 (MLS # O5795327)
    4 beds 3 baths 2,987 sqft $460,900

    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