Lakeside Estates

Lakeside Estates is on Via Sangro Place and Vinsetta Court, along Garden Lake. Homes have Winter Park 32792 addresses but are in unincorporated Seminole County, outside Winter Park city limits.

Lakeside Estates has 39 single-family homes built from 2014 to 2016, according to state parcel records. Homes range from about 3,060 to 5,020 square feet on lots of about 0.19 to 0.58 acre, and MLS listings show 4 to 7 bedrooms. MLS listings name Meritage Homes as the builder. There are no townhomes or condos.

Over the past two years (MLS data, October 2026), homes in Lakeside Estates sold 8 times for a median of about $1.2 million, ranging from about $905,000 to $1.5 million. For today's listings, see the top of this page.

Lakeside Estates has a homeowners association, Lakeside Residential Community Association, Inc. MLS listings show association dues, but sources differ on how often they are billed, so confirm current dues with the association. Florida's official list of special districts doesn't show a community development district (CDD) for Lakeside Estates, but check the property tax bill for any special assessments.

Seminole County Public Schools' 2026-27 school zones place Lakeside Estates in Red Bug 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.

Yes. MLS listings describe a gated entrance with no guard. Association land on Garden Lake has a community pier, a dock for non-motorized boats and a playground, and about ten homes back onto the lake. Lakeside Estates is separate from Garden Lake Estates, the older neighborhood on the same lake, and from Lakeside Manor and The Vias.

No Lakeside Estates-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.