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+
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    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
    $1,450,000
    Single Family Home For Sale
    Active
    5
    BEDS
    4
    TOTAL BATHS
    4,720
    SQFT
    1624 Roundelay Lane
    Winter Park, FL 32789
    Roundelay Subdivision
    New Listing - 3 days online
    $775,000
    Single Family Home For Sale
    Active
    5
    BEDS
    4
    TOTAL BATHS
    2,592
    SQFT
    1100-1102 Washington Avenue
    Winter Park, FL 32789
    Cherokee Park Subdivision
    New Listing - 2 days online
    $459,900
    Townhouse For Sale
    Active
    3
    BEDS
    3
    TOTAL BATHS
    2,019
    SQFT
    262 Balfour Drive
    Winter Park, FL 32792
    Merrie Oaks Village Ph 01 Subdivision
    New Listing - 2 days online
    $335,000
    Single Family Home For Sale
    Active
    3
    BEDS
    2
    TOTAL BATHS
    1,247
    SQFT
    5420 Ferrol Drive
    Winter Park, FL 32792
    Wrenwood Unit 3 4th Add Subdivision
    New Listing - yesterday
    $995,000
    Single Family Home For Sale
    Active
    4
    BEDS
    4
    TOTAL BATHS
    3,298
    SQFT
    1741 Edwin Boulevard
    Winter Park, FL 32789
    Campo Bello Subdivision
    New Listing - yesterday
    $160,000
    Condo For Sale
    Active
    2
    BEDS
    2
    TOTAL BATHS
    990
    SQFT
    3351 River View Way #41
    Winter Park, FL 32792
    Hidden Oaks Condo Ph 03 Subdivision
    New Listing - yesterday
    $487,000
    Single Family Home For Sale
    Active
    3
    BEDS
    2
    TOTAL BATHS
    1,472
    SQFT
    657 Brechin Drive
    Winter Park, FL 32792
    Kenilworth Shores Subdivision
    New Listing - yesterday
    $499,000
    Single Family Home For Sale
    Active
    4
    BEDS
    3
    TOTAL BATHS
    1,985
    SQFT
    355 Cambridge Boulevard
    Winter Park, FL 32789
    Glencoe Sub Subdivision
    New Listing - yesterday
    $429,000
    Single Family Home For Sale
    Active
    4
    BEDS
    2
    TOTAL BATHS
    1,776
    SQFT
    826 Guthrie Court
    Winter Park, FL 32792
    Winter Park Forest Subdivision
    New Listing - yesterday
    $225,000
    Single Family Home For Sale
    Active
    3
    BEDS
    2
    TOTAL BATHS
    1,188
    SQFT
    7314 Fieldcrest Avenue
    Winter Park, FL 32792
    Woodcrest Unit 02 Subdivision
    New Listing - yesterday
    $305,000
    Single Family Home For Sale
    Active
    3
    BEDS
    2
    TOTAL BATHS
    1,350
    SQFT
    5043 Goldenrod Place Road
    Winter Park, FL 32792
    Goldenrod Place Subdivision
    New Listing - 20 hours online
    $406,000
    Townhouse For Sale
    Active
    3
    BEDS
    3
    TOTAL BATHS
    1,964
    SQFT
    2241 Shadowland Loop
    Winter Park, FL 32792
    Enclave At Hawks Crest Subdivision
    New Listing - 13 hours online
    $379,000
    Single Family Home For Sale
    Active
    4
    BEDS
    3
    TOTAL BATHS
    1,883
    SQFT
    3401 Ferndell Drive
    Winter Park, FL 32792
    Eastbrook Sub Unit 8 Subdivision
    New Listing - 3 hours online
    $350,000
    Single Family Home For Sale
    Active
    3
    BEDS
    2
    TOTAL BATHS
    1,650
    SQFT
    1800 Gladiolas Drive
    Winter Park, FL 32792
    Garden Lake Estates Unit 1 Subdivision
    New Listing - 3 hours online
    $270,000
    Single Family Home For Sale
    Active
    2
    BEDS
    2
    TOTAL BATHS
    1,520
    SQFT
    4115 N Goldenrod Road
    Winter Park, FL 32792
     
    New Listing - 2 hours online
    $719,900
    Single Family Home For Sale
    Active
    4
    BEDS
    3
    TOTAL BATHS
    3,050
    SQFT
    2064 Wood Thrush Lane
    Winter Park, FL 32792
    Waters Edge At Hawks Crest Subdivision
    New Listing - an hour online
    $1,995,000
    Single Family Home For Sale
    Active
    5
    BEDS
    5
    TOTAL BATHS
    3,904
    SQFT
    1725 Spruce Avenue
    Winter Park, FL 32789
    Conwill Estates Subdivision

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