Thousand Oaks Neighborhood Guide
Westgate Estates
Built 1957–1958 · about 60 houses on half-acre lots on Strawberry Hill Road and Montgomery Road
Listing photo: Engel & Voelkers, Westlake Village · CSMAR MLS
Westgate Estates is about 60 houses in Thousand Oaks, south of Janss Road on Strawberry Hill Road, Montgomery Road, Windsor Drive, Briar Cliff Road and Equestrian Avenue. Most were built in 1957 and 1958 as single-story houses on lots of about 20,000 square feet, close to half an acre. Houses are about 2,000 to 3,100 square feet today.
Highlighted area is the approximate footprint of Westgate Estates, drawn from the parcels in Ventura County records and the subdivision named on MLS sales. Labels mark the other Thousand Oaks neighborhoods; click one to open its guide.
Not gatedWestgate Estates is not a gated community.
Homes for sale and recently sold in Westgate Estates
Listings and sales inside the Westgate Estates outline on the map above, from the CSMAR multiple listing service. They update as agents post them.
For sale in Westgate Estates right now
Active listings inside the neighborhood.
Loading…
In escrow in Westgate Estates
Under contract but not yet closed — the closest read on what buyers are paying today.
Loading…
Sold in Westgate Estates in the last two years
Closed sales inside the neighborhood, newest first.
Loading…
The homes
The houses
Westgate Estates was laid out in 1957 and 1958 with lots of about 20,000 square feet. The houses are single-story ranch houses, most enlarged over the years to about 2,000 to 3,100 square feet. Equestrian Avenue was added later on its own tract map, with lots of the same size.
Owning here
No association
No association fee shows on sales. City of Thousand Oaks rules govern changes, including second units.
Schools
Westgate Estates is in the Conejo Valley Unified School District. The closest campuses are Glenwood Elementary School (about 0.3 mile), Thousand Oaks High School (about 1 mile) and Redwood Middle School (about 1.1 miles). Attendance is set by address, so confirm the assignment with the district.
What to check
Most houses are 68 to 69 years old. Check the sewer line, the electrical panel, and permits for additions and guest units. On the large lots, check drainage and tree roots near the house.
Prices
Recent sales
2 sales in the last two years: a 2,050-square-foot four-bedroom on Strawberry Hill Road for $1,635,000 in March 2025 and a 2,780-square-foot house on Windsor Drive for $1,725,000 in May 2025. In 2022 a 2,704-square-foot house on Montgomery Road sold for $1,800,000.
Nearby neighborhoods