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Winter Park Florida

Courteous of the Boston Public Library

Courteous of the Boston Public Library

Winter Park features open park space, residential neighborhoods, golf courses, and a street-side shopping district along Park Avenue. Wealthy businessmen established the city as a resort community in the late nineteenth century. The community developed slowly, but progressively became a popular destination with the addition of the railroad, connecting the city with surrounding cities. Eventually the town became a beautiful winter resort for northern visitors.

Winter Park is never lacking in fun activities and historic scenery, many of the town’s old buildings still remain and brick paved streets still in tact. Visitors and locals enjoy walking the old brick paved streets and gazing upon the carefully constructed architectural buildings of the past. The Hannibal Square is also an interesting place to tour; the square was once home to African Americans who worked the groves. Memoirs from the past can also be viewed at local museums; the most popular are the Enzian Theatre and the Albin Polasek Museum and Sculpture Gardens. Take a walk down the Cady Way Trail, distancing a total of six and a half miles long; the trail features the most beautiful homes of Winter Park.

Walking through the city, one can appreciate the ideas of great minds that became realities with the purchase of the small town. Once a developing resort community now exists as a suburb just minutes from Orlando, Kissimmee, etc.

Fast Facts

State: Florida
Founded: 1882
Incorporated: 1887
Population: 29203


Important Links


  1. 3 beds, 2 baths
    Home size: 1,000 sq ft
    Lot size: 8,276 sqft
    Year built: 1959
    Days on market: 1
  2. 3 beds, 2 baths
    Home size: 2,132 sq ft
    Lot size: 10,018 sqft
    Year built: 1991
    Days on market: 1
  3. 2 beds, 1 bath
    Home size: 860 sq ft
    Lot size: 9,583 sqft
    Year built: 1928
    Days on market: 1
  4. 3 beds, 4 baths
    Home size: 3,199 sq ft
    Lot size: 10,890 sqft
    Year built: 1992
    Days on market: 1
  5. 3 beds, 2 baths
    Home size: 2,210 sq ft
    Lot size: 11,325 sqft
    Year built: 1981
    Days on market: 1
  6. 3 beds, 2 baths
    Home size: 1,676 sq ft
    Lot size: 6,534 sqft
    Year built: 1986
    Days on market: 2
  7. 4 beds, 3 baths
    Home size: 2,267 sq ft
    Lot size: 6,098 sqft
    Year built: 2014
    Days on market: 2
  8. 3 beds, 2 baths
    Home size: 1,382 sq ft
    Lot size: 9,583 sqft
    Year built: 1952
    Days on market: 2
  9. 3 beds, 3 baths
    Home size: 2,239 sq ft
    Lot size: 16,988 sqft
    Year built: 1971
    Days on market: 2
  10. 4 beds, 2 baths
    Home size: 1,728 sq ft
    Lot size: 8,712 sqft
    Year built: 1973
    Days on market: 3

See all City of Winter Park - Property Search.
(all data current as of 8/17/2018)

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Copyright © 2018 Mid Florida MLS. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Mid Florida MLS. Information provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Megan Dowdy Realty participates in the MFRMLS Internet Data Exchange (IDX) program, allowing display of other MFRMLS broker’s listings on this site. However, may not include all listings currently available. Information is deemed reliable but not guaranteed. Information last updated on 8/17/18 7:26 PM PDT.

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