Winter Park, FL Real Estate & Homes For Sale
367 homes
- NEW - 4 HRS AGONEW CONSTRUCTION0.64 ACRESPREMIER SOTHEBY'S INTL. REALTY
- NEW - 8 HRS AGOMegan Hedrick, Mark Spain Real Estate
- NEW - 10 HRS AGO3D VIEWCOMPASS FLORIDA LLC
- NEW CONSTRUCTIONBUILDABLE PLAN$902,400+4 Beds3 Baths3,008 sqftBrookshire 1 - Build On Your Lot Plan in Mitchell Mckee Sales Center,
Winter Park, FL 32789 - NEW - 1 DAY AGO3D VIEWAFFINITY REALTY LLC
- NEW - 1 DAY AGOAUCTION0.26 ACRES
- NEWCOMING SOONCOLDWELL BANKER REALTY
- PREMIER SOTHEBY'S INTL. REALTY
- CEPEDA REAL ESTATE LLC
- EXP REALTY LLC
- COLDWELL BANKER REALTY
- KELLY PRICE & COMPANY LLC
- PREMIER SOTHEBY'S INTL. REALTY
- FANNIE HILLMAN & ASSOCIATES
- KELLER WILLIAMS REALTY AT THE PARKS
- FANNIE HILLMAN & ASSOCIATES
- STOCKWORTH REALTY GROUP
- KELLER WILLIAMS WINTER PARK
- RE/MAX TOWN & COUNTRY REALTY
- ACME REAL ESTATE FLORIDA LLC
- BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
- KELLER WILLIAMS WINTER PARK
- KELLER WILLIAMS REALTY AT THE PARKS
- KARDOSH REALTY
- SIMPLICITY: A RE BROKERAGE CO
- KELLER WILLIAMS ADVANTAGE III
- KELLER WILLIAMS ADVANTAGE REALTY
- UNITED REAL ESTATE PREFERRED
- COLDWELL BANKER REALTY
- FANNIE HILLMAN & ASSOCIATES
Winter Park, FL Real Estate Trends
Learn about the Winter Park, FL housing market through trends and averages.Affordability of Living in Winter Park, FL
| Month | Median home value |
|---|---|
| June 2025 | $470k |
| July 2025 | $467k |
| August 2025 | $463k |
| September 2025 | $462k |
| October 2025 | $462k |
| November 2025 | $464k |
| December 2025 | $466k |
| January 2026 | $468k |
| February 2026 | $469k |
| March 2026 | $470k |
| April 2026 | $470k |
| May 2026 | $469k |
Trends and affordability stats are provided by third party data sources.
Average Home Value in Winter Park, FL, by Home Size
Currently, there are 33 new listings in Winter Park, FL and 367 homes for sale.
| Home Size | Home Value* |
|---|---|
| 1 bedroom (22 homes) | $143,522 |
| 2 bedrooms (56 homes) | $269,529 |
| 3 bedrooms (110 homes) | $430,748 |
| 4 bedrooms (110 homes) | $711,687 |
Explore Neighborhoods in Winter Park, FL
Neighborhood stats provided by third party data sources.
What Locals Say about Winter Park
Review Highlights
Winter Park: established, tree-lined haven with strong schools, low crime, and enduring value. Residents love safety, good schools, clean parks, walkability, and community events. Drawbacks include heavy traffic, limited transit, some noise, and rising costs.
AI-generated summary of moderated reviews.

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.


