Tanglewood

Tanglewood is on Lake Howell Road, Linden Road, Maywood Road, Willow Lane, Ivy Lane, Elsinore Avenue, Briarcliff Road and Dover Road. Homes have Winter Park 32792 addresses but are in unincorporated Seminole County, outside Winter Park city limits.

Tanglewood has 207 single-family homes, according to state parcel records, built from 1951 to 1972, mostly in the 1950s, plus six rebuilds since 2014. Most range from about 1,100 to 2,300 square feet on lots of about a quarter acre, and MLS listings show 3 to 5 bedrooms.

Over the past two years (MLS data, October 2026), homes in Tanglewood sold 21 times for a median of about $410,000, with most between about $340,000 and $566,000. Two homes rebuilt in 2014 and 2025 sold for about $1.1 million. For today's listings, see the top of this page.

No mandatory HOA was found. MLS listings describe Tanglewood as having no HOA, and nearly all show no HOA fee. Florida's official list of special districts doesn't show a community development district (CDD) for Tanglewood, but check the property tax bill for any special assessments.

Seminole County Public Schools' 2026-27 school zones place Tanglewood 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.

No. Winter Woods is a separate neighborhood nearby in Seminole County. Tanglewood in Winter Park is also unrelated to the Tanglewood neighborhood in the Hunter's Creek area of Orlando. This page covers the 207 Tanglewood homes on Lake Howell Road and nearby streets.

No Tanglewood-specific rental rules turned up in our research, and no mandatory HOA was found. Deed restrictions and Seminole County rules can still apply, so confirm them before buying if you plan to rent short term.