Bear Gully Pointe
Bear Gully Pointe: Local Questions Answered
Where is Bear Gully Pointe in Winter Park?
Bear Gully Pointe is next to Bear Gully Road on the southwest shore of Bear Gully Lake, on Old Castle Drive, Gilder Rose Place, Scarlet Iris Place and Wild Ginger Court. Homes have Winter Park 32792 addresses but are in unincorporated Seminole County, outside Winter Park city limits. Trinity Bay is to the south.
What types of homes are in Bear Gully Pointe?
Bear Gully Pointe has 60 single-family homes, according to state parcel records, built mainly from 1991 to 1999. Homes range from about 3,000 to 7,900 square feet, most on lots of about half an acre, with larger lakefront lots. MLS listings describe custom-built homes with 4 to 5 bedrooms. There are no townhomes or condos.
How much do homes cost in Bear Gully Pointe?
Over the past two years (MLS data, October 2026), homes in Bear Gully Pointe sold 6 times for a median of about $1.1 million, ranging from about $893,000 to $1.2 million. For today's listings, see the top of this page.
What are the HOA fees in Bear Gully Pointe?
Recent MLS listings show HOA dues of about $500 per quarter (about $166 per month) as of October 2026. Florida's official list of special districts doesn't show a community development district (CDD) for Bear Gully Pointe, but check the property tax bill for any special assessments. The association is Bear Gully Pointe Homeowners' Association, Inc.
What schools serve Bear Gully Pointe?
Seminole County Public Schools' 2026-27 school zones place Bear Gully Pointe in Eastbrook 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 Bear Gully Pointe a gated community?
Yes. Bear Gully Pointe is gated, with no guard, and its streets are a private tract owned by the association. Eleven homes on Scarlet Iris Place are on Bear Gully Lake. Bear Gully Pointe is separate from Bear Gully Bay and Bear Gully Forest, which are different plats nearby, and from Trinity Bay on Lake Burkett.
Can you rent homes in Bear Gully Pointe short term?
No Bear Gully Pointe-specific rental rules turned up in our research. HOA documents often limit leasing, so confirm the current rules with the association before buying if you plan to rent.
