Median Age
44 Years
Largest Age Group
60-69 Years
Approximately 13% of Residents
Under 20
20%
Over 65
25%
Area Guide
Avg Rent
$1,445
Population
33,932
Renter Mix
40% Rent
Nestled in Central Florida, Winter Park combines historic charm with cultural amenities. Tree-lined brick streets wind through the city, where live oaks draped with Spanish moss create a natural canopy over the downtown area. Park Avenue serves as the city center, offering boutiques, cafes, and art galleries, while Rollins College enhances the community's educational landscape. The city's chain of lakes, connected by scenic canals, provides opportunities for water activities, and Mead Botanical Garden spans 47.6 acres of natural beauty. Current rental trends show moderate stability, with one-bedroom apartments averaging $1,482 per month and two-bedroom units at $1,766, reflecting slight increases of 0.7% and 0.6% respectively over the past year.
The rental market in Winter Park features properties ranging from lakefront apartments to garden-style communities near Park Avenue. The northeastern section typically commands higher rates, while western neighborhoods offer more accessible price points. The city hosts notable attractions like the Charles Hosmer Morse Museum of American Art, home to the world's most comprehensive collection of Tiffany glass, and the Winter Park Sidewalk Art Festival, a prestigious annual event. Adding to the city's character are its peacocks, introduced in 1945, which have become such an integral part of Winter Park's identity that they appear on the official city seal.
The Bulla Gastrobar brings a touch of Spain to Winter Park
Dine on the patio at the Shake Shack
The Rose Garden is located on the south side of Central Park
Park Avenue is a beautiful shopping district
Median Household Income
$88,702
Average: $124,633
Education
16,659
Residents Have a Degree
Job Market
16,401
Workers Employed
Median Age
44 Years
Largest Age Group
60-69 Years
Approximately 13% of Residents
Under 20
20%
Over 65
25%
Housing Distribution
Winter Park has more homeowners than renters.
Education Distribution
Review this city's overall education levels.
As of May 2026, the average apartment rent in Winter Park, FL is $1,399 for a studio, $1,441 for one bedroom, $1,753 for two bedrooms, and $2,040 for three bedrooms. Apartment rent in Winter Park has decreased by -5.4% in the past year.
Explore how walkable, bikeable, drivable, and transit-friendly Winter Park, FL is for everyday living.
Moderately Walkable
Walkability
Good Public Transit
Transit
Moderately Drivable
Drivability
Moderately Bikeable
Bikeability
Public
Grades PK-5
625 Students
Public
Grades PK-5
611 Students
Public
Grades PK-5
600 Students
Public
Grades PK-5
559 Students
Public
Grades PK-5
512 Students
Public
Grades 6-12
366 Students
Public
Grades 9-12
3,369 Students
Public
Grades 9-12
3,304 Students
Public
Grades 9-12
2,239 Students
Public
Grades 6-12
366 Students
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by
GreatSchools.org
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† Our analysis of utilities, groceries, transportation, healthcare, home prices, and other goods and services is sourced from the Cost of Living Index, a respected benchmark published by the Council for Community and Economic Research (C2ER) that provides a thorough overview of living expenses across different regions.
Rent data is provided by CoStar Group’s Market Trend reports. As the industry leader in commercial real estate information, analytics, and news, CoStar conducts extensive research to produce and maintain a comprehensive database of commercial real estate information. We combine this data with public record to provide the most up-to-date rental information available.
Consumer goods, services, and home prices are sourced from the Cost of Living Index published by the Council for Community and Economic Research (C2ER). The data on this page is updated quarterly. It was last published in February 2026.
Demographic information comes from Neustar and combines detailed address data with U.S. Census and American Community Survey statistics to produce reliable local estimates.