Winter Park, FL Real Estate & Homes For Sale
353 homes
- NEW - 2 MIN AGO0.38 ACRESFANNIE HILLMAN & ASSOCIATES
- NEW - 2 HRS AGO0.29 ACRESITS REALTY
- NEW - 21 HRS AGOAUCTION0.27 ACRESJamie L Boone LLC
- NEW - 23 HRS AGOKELLY PRICE & COMPANY LLC
- NEW - 1 DAY AGOCOLDWELL BANKER REALTY
- NEW - 1 DAY AGOCORCORAN PREMIER REALTY
- KELLER WILLIAMS CLASSIC
- NOVA REAL ESTATE SERVICES INC
- RIVA REALTY GROUP LLC
- PREMIER SOTHEBY'S INTL. REALTY
- KELLY PRICE & COMPANY LLC
- PREMIER SOTHEBY'S INTL. REALTY
- PREMIER SOTHEBY'S INTL. REALTY
- FANNIE HILLMAN & ASSOCIATES
- COLDWELL BANKER REALTY
- COMMUNITY REALTY ASSOCIATES
- EXP REALTY LLC
- KELLER WILLIAMS WINTER PARK
- CORCORAN PREMIER REALTY
- REALCOM REAL ESTATE SERVICES INC
- PREMIER SOTHEBYS INT'L REALTY
- The Keyes Company
- PREMIER SOTHEBY'S INTL. REALTY
- CHARLES RUTENBERG REALTY ORLANDO
- $913,200+4 Beds3 Baths3,044 sqftSandspur - Build On Your Lot Plan in Mitchell Mckee Sales Center,
Winter Park, FL 32789 - JC FLORIDA REALTY LLC
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 |
|---|---|
| May 2025 | $470k |
| June 2025 | $466k |
| July 2025 | $462k |
| August 2025 | $459k |
| September 2025 | $458k |
| October 2025 | $458k |
| November 2025 | $460k |
| December 2025 | $462k |
| January 2026 | $464k |
| February 2026 | $465k |
| March 2026 | $466k |
| April 2026 | $466k |
Trends and affordability stats are provided by third party data sources.
Average Home Value in Winter Park, FL, by Home Size
Currently, there are 29 new listings in Winter Park, FL and 353 homes for sale.
| Home Size | Home Value* |
|---|---|
| 1 bedroom (19 homes) | $143,752 |
| 2 bedrooms (62 homes) | $269,062 |
| 3 bedrooms (106 homes) | $428,707 |
| 4 bedrooms (96 homes) | $705,570 |
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

All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2026 Beaches Multiple Listing Service, Inc. Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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.
