Guide to Winter Park

There is nowhere quite like Winter Park - a district located in the heart of Orlando; it is truly a one-of-a-kind neighborhood. With a current population of over 30,000, Winter Park is full of character and rich with history. Winter Park was established in 1882, incorporated in 1925 and has become the premiere neighborhood of Orlando. Those looking to move to Winter Park will be neighbors with varying residents such as Doctors, Lawyers and Business Executives. There is one main distinction to be made about Winter Park - the Historic Winter Park and the East Aloma area. Most Orlando residents when referring to “Winter Park,” are referring to the Historic Winter Park. 

Historic Winter Park is home to Rollins College - a very prestigious liberal arts college whose unique architecture alone is worth the visit. Along with Rollins, you will find the gorgeous Park Avenue - a remarkable street with many restaurants, cafes, and retail shops. Additionally, you will encounter many parks, lakes and cobblestone streets that truly make this area a picturesque juxtaposition between a beautifully preserved past and a state of the art modern present.

Countless activities can be found in addition to its vast number of restaurants and shops. Winter Park is known for its rich culture which can be discovered in many art shows throughout the year, world class music festivals and countless museums that are open year-round.  If you are more interested in sports, some of the more popular sports in Winter Park include golf, dance, and boating. 

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  • Orlando Science Elementary Charter School  A+
  • Dommerich Elementary School  A+
  • Winter Park High School  A+
  • Lake Highland Preparatory School  A+

    Lifestyle

    Winter Park Chamber of Commerce

    25 Things to Do In Winter Park

    Just Listed Winter Park Homes For Sale:

    New Listing - 3 days online
    $1,950,000
    Condo For Sale
    Active
    3
    BEDS
    4
    TOTAL BATHS
    2,290
    SQFT
    662 Osceola Avenue #201
    Winter Park, FL 32789
    Perle Du Lac Condo Or 5843/4848 Subdivision
    New Listing - 3 days online
    $399,000
    Single Family Home For Sale
    Active
    3
    BEDS
    2
    TOTAL BATHS
    1,592
    SQFT
    346 S Ranger Boulevard
    Winter Park, FL 32792
    Winter Park Pines Subdivision
    New Listing - 2 days online
    $450,000
    Single Family Home For Sale
    Active
    2
    BEDS
    1
    TOTAL BATH
    1,627
    SQFT
    2038 N Park Avenue
    Winter Park, FL 32789
    Dixie Terrace Subdivision
    New Listing - 16 hours online
    $599,990
    Single Family Home For Sale
    Active
    4
    BEDS
    3
    TOTAL BATHS
    2,087
    SQFT
    1670 Palm Avenue
    Winter Park, FL 32789
    Winter Park Heights Subdivision
    New Listing - 15 hours online
    $600,000
    Single Family Home For Sale
    Active
    3
    BEDS
    1
    TOTAL BATH
    1,036
    SQFT
    1380 Michigan Avenue
    Winter Park, FL 32789
    H Vanwies Sub Subdivision
    New Listing - 13 hours online
    $1,599,000
    Single Family Home For Sale
    Active
    5
    BEDS
    4
    TOTAL BATHS
    4,545
    SQFT
    1540 Glencoe Road
    Winter Park, FL 32789
    Virginia Heights Subdivision
    New Listing - 13 hours online
    $520,000
    Single Family Home For Sale
    Active
    3
    BEDS
    3
    TOTAL BATHS
    2,020
    SQFT
    1737 Oakhurst Avenue
    Winter Park, FL 32789
    Jenkins Second Add Subdivision
    New Listing - 9 hours online
    $345,000
    Single Family Home For Sale
    Active
    3
    BEDS
    3
    TOTAL BATHS
    1,874
    SQFT
    1364 Tierra Circle
    Winter Park, FL 32792
    Casa Aloma Subdivision
    New Listing - 6 hours online
    $330,000
    Single Family Home For Sale
    Active
    3
    BEDS
    2
    TOTAL BATHS
    1,573
    SQFT
    5528 Garden Grove Circle
    Winter Park, FL 32792
    Garden Grove Subdivision

    Upcoming Open Houses:

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