Thousand Oaks Neighborhood Guide
Rolling Oaks
1960s–1990s · about 40 houses on two- to three-acre lots, unincorporated
Listing photo: Beverly and Company Inc. · CSMAR MLS
Rolling Oaks is about 40 houses on large lots south of Thousand Oaks Boulevard, on Rimrock Road, Sundown Road, Colt Lane, Saddle Trail and Rolling Oaks Drive. Most lots are two to three acres. It is unincorporated Ventura County, surrounded by the City of Thousand Oaks. Houses range from about 1,600-square-foot 1960s ranch houses to custom homes over 5,000 square feet.
Highlighted area is the approximate footprint of Rolling Oaks, 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 gatedRolling Oaks is not a gated community.
Homes for sale and recently sold in Rolling Oaks
Listings and sales inside the Rolling Oaks outline on the map above, from the CSMAR multiple listing service. They update as agents post them.
For sale in Rolling Oaks right now
Active listings inside the neighborhood.
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In escrow in Rolling Oaks
Under contract but not yet closed — the closest read on what buyers are paying today.
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Sold in Rolling Oaks in the last two years
Closed sales inside the neighborhood, newest first.
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The homes
The lots
Rolling Oaks was laid out on one county tract map with lots of about two to three acres, rare this close to the center of Thousand Oaks. The houses are a mix of 1960s ranch houses and later custom homes; the middle size is about 3,400 square feet.
Owning here
County, not city
Rolling Oaks is an unincorporated island of Ventura County inside Thousand Oaks. Permits, zoning and code enforcement go through the County of Ventura. The mailing address is still Thousand Oaks, and the schools are Conejo Valley Unified.
Association
One listing showed a $375 fee. Ask whether there is a road or community association, what it covers, and how often it is billed.
Schools
Rolling Oaks is in the Conejo Valley Unified School District. The closest campuses are Colina Middle School (about 1 mile); confirm the elementary and high school. Attendance is set by address, so confirm the assignment with the district.
What to check
Confirm the septic or sewer situation, well or water service, and county permits for additions, barns and guest houses. On large lots, check brush clearance and fire-zone requirements.
Prices
Recent sales
No sales in the last two years. The last was a 4,435-square-foot five-bedroom on Sundown Road, built in 1990 on about 2.5 acres, for $1,950,000 in March 2021.
Nearby neighborhoods