Oak Park Neighborhood Guide
Hillcrest Estates
Built 1989 · about 77 two-story houses on Benedict Court, Bellagio Court, Trousdale Street, Covewood Street and Durant Court, on the west side of Oak Park
Listing photo: David B Purkey, RE/MAX ONE · CSMAR MLS
Hillcrest Estates is about 77 two-story houses built in 1989 on Benedict Court, Bellagio Court, Trousdale Street, Covewood Street and Durant Court, on the hillside on the west side of Oak Park. Homes are about 2,040 to 2,380 square feet in three plans, on lots of about 3,500 to 6,800 square feet. Dues are about $110 a month.
Highlighted area is the footprint of Hillcrest Estates, drawn from the parcels in Ventura County records. Labels mark the other Oak Park neighborhoods; click one to open its guide.
Not gatedHillcrest Estates is not a gated community. Oak Park has no gated communities.
Homes for sale and recently sold in Hillcrest Estates
Listings and sales inside the Hillcrest Estates outline on the map above, from the CSMAR multiple listing service. They update as agents post them.
For sale in Hillcrest Estates right now
Active listings inside the tract.
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In escrow in Hillcrest Estates
Under contract but not yet closed — the closest read on what buyers are paying today.
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Sold in Hillcrest Estates in the last two years
Closed sales inside the tract, newest first.
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The homes
The plans
Hillcrest Estates was built in 1989. Nearly every home is one of three two-story plans: 2,041, 2,095 or 2,382 square feet. The same plans were used in both Hillcrest tracts. Lots are small, mostly 3,300 to 7,000 square feet.
Owning here
Association
Sales in 2025 and 2026 show $110 a month; a pending listing shows $120. Confirm what the association maintains.
Schools
Hillcrest Estates is in the Oak Park Unified School District. Listings and the district’s street list place it at Oak Hills Elementary. Middle school is Medea Creek and high school is Oak Park High. Confirm the assignment for a specific address with the district.
What to check
The houses are 33 to 37 years old. Check the roof, windows, heating and air systems, and permits for additions. Lots backing to the hillside need brush clearance.
Prices
Recent sales
Two homes sold in the last two years: a 2,382-square-foot four-bedroom on Benedict Court for $1,240,000 in October 2025, and a 2,041-square-foot four-bedroom on Bellagio Court for $1,245,000 in April 2026. A 2,041-square-foot home on Benedict Court listed at $1,475,000 is pending.
Nearby neighborhoods