Winter Park, Florida

Population

Growing. Up 1.4% since 2020.

30,444

people, the 98th-largest of Florida's cities and towns.

Census Population Estimates, 2025. Rank among Florida's cities and towns computed by the Almanac. Sources: Census Population Estimates

The workday

Nearly every job here goes to someone who lives somewhere else.

95.3%

of 36,207 jobs located in Winter Park are filled by in-commuters.

Census LEHD LODES, 2023. Sources: Census LEHD LODES

Unemployment, 2026

The low came in March: 4.4%.

4.7%

in August 2026, the latest month released. A year earlier it was 4.4%.

BLS Local Area Unemployment Statistics, monthly, through August 2026. Not seasonally adjusted, so compare with the same month a year earlier. Sources: BLS Local Area Unemployment Statistics

Rent

Median rent is up 76% since the 2005–2009 survey, before inflation.

$1,738

a month. Florida's median is $1,669.

Census ACS 5-year, 2020-2024 (latest), with earlier 5-year windows. Sources: Census ACS 5-year

The seam

Cross one tract line and median rent doubles.

A $1,816 gap between neighbors, the sharpest rent edge between adjacent tracts in Orange County.

• $1,107 Tract 166.05
• $2,923 Tract 167.45

Census ACS 5-year, 2020-2024, adjacent tracts compared by the Almanac. Tract estimates carry wide margins of error. Sources: Census ACS 5-year

Room to build

The median rent is above what local wages can carry.

$1,062–$1,594

is the monthly rent range local workforce wages support.

• $1,738 median

Supportable rent computed by the Almanac from 2023 source wage data. Median rent: Census ACS 5-year, 2020-2024. Sources: Computed by the Almanac, Census ACS 5-year

Building

Most of the housing here is older than 2000.

• 1,223 homes permitted in ten years, 2016–2025
• 25% of those were in multifamily buildings
• 76% of all homes were built before 2000

Census Building Permits Survey, 2016–2025; Census ACS 5-year, 2020-2024. Sources: Census Building Permits Survey, Census ACS 5-year

Units needed

Closing the gap would add 0.3–2.5% to the 14,213 homes here.

43–362

is the estimated number of missing housing units, from the lowest to the highest of three estimates.

Range computed by the Almanac from 2023 jobs and household data, using three demand models: 1% of jobs located here, 1% of renter households, and a rate by town size applied to renters. The low end is the lowest of the three and the high end the highest. It is an estimate, not a count. Sources: Computed by the Almanac

Home value

A median home costs 104% more than Florida's.

$731,400

median home value in Winter Park.

• $731,400 Winter Park
• $359,000 Florida
• $332,700 U.S.

Census ACS 5-year, 2020-2024. Sources: Census ACS 5-year