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Winter Park

Why you'd want to live in Winter Park

If you’re looking for a vibrant community close to Orlando, check out Winter Park homes. The community was originally founded as a resort town in the late 19th and early 20th centuries. Today Park Avenue is the center of historic downtown Winter Park real estate. It’s a great place to go for unique shops and dining. On Saturdays from 7 a.m. to 1 p.m., residents head to the farmers market to get delicious produce and meet friends and neighbors. Central Park is a great place to enjoy some peace and quiet, with its huge, shady oak trees, comfortable benches, fountains, and fragrant rose garden. The park is also the site of several of the city’s signature events, including the Winter Park Sidewalk Art Festival, Winter Park Autumn Art Festival, and the Olde Fashioned 4th of July Celebration. Winter Park Real Estate Owners Love Their Great Public Schools People living in Winter Park homes have many other opportunities to enjoy the arts. The Charles Hosmer Morse Museum of American Art has a large collection of the work of Louis Comfort Tiffany. The Cornell Fine Arts Museum is considered to have one of the best collections in Florida, from Renaissance masterpieces to contemporary works. Education is an important part of life in Winter Park. Rollins College is a well-established liberal arts college. US News and World Report ranked it as the #2 regional college in the South. The local public schools are all very good, too. Winter Park High School earned the College Success Award in 2018 and 2019. There are also several excellent private schools in the city. In addition to the many attractions of Winter Park, it’s a good place to find a job. The publishing company Bonnier Corporation and Adventist Health System are both based in the city. Orlando is about seven miles to the south and is within a 15 to 20 minute drive.

Winter Park Market Report

$1,088,663

AVERAGE PRICE OF 416 HOMES

$2,550,133

AVERAGE PRICE OF 131 MULTI-MILLION DOLLAR HOMES

$2,817,046

AVERAGE PRICE OF 39 NEWLY BUILT HOMES

$2,124,734

AVERAGE PRICE OF 131 HOMES WITH A POOL

$1,274,937

AVERAGE PRICE OF 37 REDUCED PRICE HOMES

Average Home

Average Price $1,088,663
Avg Bedrooms 3.81 beds
Avg Bathrooms 3.33 baths

Average Price by Bedrooms

1 bedroom $194,318
2 bedrooms $355,322
3 bedrooms $671,851
4 bedrooms $901,422
5 bedrooms $2,242,816
Winter Park Home Price Trends
  2/2026 1/2026 12/2025 11/2025 10/2025
Total Listings 411 374 400 426 456
Average Price $1,073,629 $1,015,918 $1,002,061 $1,042,603 $1,046,309
Avg Price Change +5.68% +1.38% -4.05% -0.36% +2.24%
Median Price $561,419 $544,217 $546,098 $564,271 $559,371
Med Price Change +3.16% -0.35% -3.33% +0.88% -0.78%
Avg Bedrooms 3.61 beds 3.49 beds 3.5 beds 3.52 beds 3.52 beds
Avg Bathrooms 2.94 baths 2.82 baths 2.82 baths 2.84 baths 2.96 baths
Home Price by High School
School Name Total Homes Average Price Avg Days on Site
Winter Park High 186 $1,683,354 100 days
Total Homes Average Price Avg Days on Site
All Homes 416 $1,088,663 109 days
Multi-Million Dollar Homes 131 $2,550,133 117 days
Newly Built Homes 39 $2,817,046 133 days
Homes with a Pool 131 $2,124,734 189 days
Reduced Price Homes 37 $1,274,937 186 days
Strong Foundation Realty LLC | The Kazarian Team
Harry Kazarian
11602 Lake Underhill Rd #106
Orlando, FL 32825
407-272-2067

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