Winter Woods
Winter Woods: Local Questions Answered
Where is Winter Woods in Winter Park?
Winter Woods is along Winter Woods Boulevard, Nottingham Drive, Sussex Road, Coventry Drive and Hampton Circle, plus several King-named courts. Homes have Winter Park 32792 mailing addresses but are in unincorporated Seminole County, not inside City of Winter Park limits.
What types of homes are in Winter Woods?
Winter Woods has 282 single-family homes, nearly all built from 1968 to 1974, according to county parcel records. Homes range from about 1,200 to 5,700 square feet on lots of about 7,900 to 24,100 square feet, and MLS listings show 3 to 5 bedrooms. There are no townhomes or condos.
How much do homes cost in Winter Woods?
Over the past two years (MLS data, October 2026), homes in Winter Woods sold 22 times for a median of about $450,000, ranging from about $335,000 to $570,000. For today's listings, see the top of this page.
Is there an HOA in Winter Woods?
Winter Woods Homeowners Association, Incorporated lists dues of $25 a year on its website, and it runs a newsletter and neighborhood events. MLS records show about $2 a month, and some listings say there is no HOA, so confirm the current status with the association. Florida's official list of special districts doesn't include a community development district (CDD) for Winter Woods, but check the property tax bill for any special assessments.
What schools serve Winter Woods?
Seminole County Public Schools' 2026-27 school zones place Winter Woods in English Estates Elementary, Tuskawilla Middle and Lake Howell High School.
Zoning can change and varies by street, so confirm a specific address with Seminole County Public Schools' School Zone Search, and compare school grades in the Florida School Accountability Reports.
Is Winter Woods the same as Winter Park Woods?
No. Winter Park Woods is a separate condominium community in Orange County, built in 1974 on Scottsdale Square. Winter Woods is a Seminole County neighborhood of 282 single-family homes. It is also separate from neighboring plats such as Winter Green, Tanglewood and Casa Aloma.
Can you rent homes in Winter Woods short term?
No Winter Woods-specific rental rules turned up in our research. Deed restrictions and Seminole County rules can apply, so confirm them before buying if you plan to rent.
