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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    Lifestyle

    Winter Park Chamber of Commerce

    25 Things to Do In Winter Park

    Just Listed Winter Park Homes For Sale:

    Open House Sun, May 22, 6 PM UTC
    Please verify times due to COVID-19
    $1,695,000
    Single Family Home For Sale
    Active
    5
    BEDS
    5
    TOTAL BATHS
    3,721
    SQFT
    2630 Park Place Drive
    Winter Park, FL 32789
    Winter Park Place Subdivision
    New Listing - yesterday
    $2,749,000
    Single Family Home For Sale
    Active
    4
    BEDS
    5
    TOTAL BATHS
    3,617
    SQFT
    2015 N Park Avenue
    Winter Park, FL 32789
    N Park Ave Subdivision
    New Listing - yesterday
    $180,000
    Condo For Sale
    Active
    2
    BEDS
    2
    TOTAL BATHS
    1,105
    SQFT
    2923 Antique Oaks Circle #37
    Winter Park, FL 32792
    Parkview Village Subdivision
    New Listing - 24 hours online
    $469,000
    Single Family Home For Sale
    Active
    4
    BEDS
    3
    TOTAL BATHS
    2,186
    SQFT
    4031 Quenita Drive
    Winter Park, FL 32792
    Lake Waunatta Woods Subdivision
    New Listing - 19 hours online
    $475,000
    Condo For Sale
    Active
    3
    BEDS
    4
    TOTAL BATHS
    2,000
    SQFT
    1020 Minnesota Ave #11
    Winter Park, FL 32789
    Casa Cielo Condo Or 6314 6111 Subdivision
    New Listing - 19 hours online
    $560,000
    Single Family Home For Sale
    Active
    4
    BEDS
    2
    TOTAL BATHS
    1,876
    SQFT
    2700 Cady Way
    Winter Park, FL 32792
    Winter Park Pines Unit 4 Subdivision
    New Listing - 18 hours online
    $899,000
    Single Family Home For Sale
    Active
    4
    BEDS
    3
    TOTAL BATHS
    2,110
    SQFT
    2149 Lake Drive
    Winter Park, FL 32789
    Killarney Point Subdivision
    New Listing - 16 hours online
    $199,900
    Condo For Sale
    Active
    2
    BEDS
    2
    TOTAL BATHS
    1,037
    SQFT
    618 Saint Johns Court #S
    Winter Park, FL 32792
    Winter Park Villas Bldg 23 Subdivision

    Upcoming Open Houses:

    Open House Thu, May 19, 9 PM UTC
    Please verify times due to COVID-19
    $1,150,000
    Single Family Home For Sale
    Active
    4
    BEDS
    4
    TOTAL BATHS
    2,540
    SQFT
    1673 Mayfield Avenue
    Winter Park, FL 32789
    Temple Estates Subdivision
    Open House Sat, May 21, 5 AM UTC
    Please verify times due to COVID-19
    $689,000
    Single Family Home For Sale
    Active
    3
    BEDS
    2
    TOTAL BATHS
    2,032
    SQFT
    1770 Anzle Avenue
    Winter Park, FL 32789
    Sylvan Heights Subdivision
    Open House Sun, May 22, 6 PM UTC
    Please verify times due to COVID-19
    $1,695,000
    Single Family Home For Sale
    Active
    5
    BEDS
    5
    TOTAL BATHS
    3,721
    SQFT
    2630 Park Place Drive
    Winter Park, FL 32789
    Winter Park Place Subdivision