Thousand Oaks Neighborhood Guide
Oakbrook Highlands
Built 1970–1976 · about 250 houses on Woodside Drive, Sweet Briar Place, Summer Cloud Drive and Morningside Drive
Listing photo: The ONE Luxury Properties · CSMAR MLS
Oakbrook Highlands is about 250 houses built from 1970 to 1976 in Thousand Oaks, north of Pederson Road and west of Erbes Road, on Woodside Drive, Sweet Briar Place, Alder Wood Place, Summer Cloud Drive, Morningside Drive, Eveningside Drive, Brooktree Court and Laurelwood Court. Most are about 1,360 to 2,200 square feet on lots of about 6,500 to 10,000 square feet.
Highlighted area is the approximate footprint of Oakbrook Highlands, 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 gatedOakbrook Highlands is not a gated community.
Homes for sale and recently sold in Oakbrook Highlands
Listings and sales inside the Oakbrook Highlands outline on the map above, from the CSMAR multiple listing service. They update as agents post them.
For sale in Oakbrook Highlands right now
Active listings inside the neighborhood.
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In escrow in Oakbrook Highlands
Under contract but not yet closed — the closest read on what buyers are paying today.
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Sold in Oakbrook Highlands in the last two years
Closed sales inside the neighborhood, newest first.
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The homes
The plans
Oakbrook Highlands was built from 1970 to 1976. Brooktree Court, Morningside Drive and part of Summer Cloud Drive are the oldest (1970–1971); Sweet Briar Place, Alder Wood Place, Eveningside Drive, Woodside Drive and the rest of Summer Cloud Drive followed from 1974 to 1976. The 1,486-square-foot three-bedroom and 1,750-square-foot four-bedroom single-stories are the plans that sell most often; there are also two-story plans of about 2,190 to 2,350 square feet.
Owning here
Association
Listings show an association fee of about $350 to $357 in 2025 and 2026, up from about $315 in 2023. That is high for a detached-house tract, so ask what it covers (common areas, pools, landscaping), read the reserve study, and ask about planned assessments. The custom houses on parcel maps may not be in the association.
Schools
Oakbrook Highlands is in the Conejo Valley Unified School District. The closest campuses are Lang Ranch Elementary School (about 0.7 mile), Los Cerritos Middle School (about 0.9 mile) and Thousand Oaks High School (about 1.6 miles). Attendance is set by address, so confirm the assignment with the district.
What to check
The houses are 50 to 56 years old. Check the sewer line, the electrical panel, and permits for additions. On sloped lots, check drainage.
Prices
Recent sales
9 sales between October 2024 and September 2026. The 1,486-square-foot three-bedrooms sold for $920,000 to $990,000, and the 1,750-square-foot four-bedrooms for $975,000 and $995,000. A 1,360-square-foot house on Brooktree Court sold for $989,000 and a 1,721-square-foot house on Summer Cloud Drive for $1,200,000. A 2,187-square-foot two-story sold for $910,000. A 2001 custom house of 3,362 square feet on Eveningside Drive sold for $1,350,000. The median was $989,000.
Nearby neighborhoods