Winter Park, FL Real Estate
Population 29,985 · Median home value $590,200
Winter Park Home Prices & New Construction
Based on 659 market home sales in Winter Park over the last 12 months. Figures as of September 2026.
New construction: 2 newly built homes sold in Winter Park over the last 12 months, starting around $1,375,000 (median $2,762,500). New construction under $300,000 is rare here — none sold in the last year. If you're shopping under $300k, you'll find far more among existing homes:
132 homes sold under $300,000 in Winter Park in the last 12 months.
| Price range | Homes sold (12 mo) |
|---|---|
| Under $200k | 93 |
| $200k–$300k | 39 |
| $300k–$400k | 44 |
| $400k–$500k | 53 |
| $500k–$700k | 86 |
| $700k+ | 344 |
Median sale price: $730,000 · Median price per sq ft: $406
The median sale price is down 11.5% from the prior 12 months ($825,150).
Source: ATTOM. As of September 2026. Market sales only (excludes transfers between family members and similar non-market deeds); individual transactions and owners are not shown.
About Winter Park
Winter Park is a city in Orange County, Florida, United States. The population was 29,795 at the 2020 census. It is part of the Orlando metropolitan area.
Your Local Winter Park Real Estate Agent
Richard Palmano is the featured agent for Winter Park, FL.
School Districts Serving Winter Park
- Orange County School District
Orange County School District serves grades PK–12 across 275 schools with about 205,853 students.
Grades PK–12 · 275 schools · 205,853 students