Oak Park is an unincorporated community of Ventura County, and it was built out as a sequence of tracts from the late 1960s to the early 2000s under the county’s planning. Metropolitan Development Corporation bought the ranch land in the 1960s and the first houses went up on the valley floor in the late 1960s; the Municipal Advisory Council formed in 1975 and persuaded the county to cut the planned build-out from 26,000 residents to about 15,000, and the community seceded from Simi Valley Unified to form its own school district in 1977. The tracts of the 1980s and 1990s filled the slopes on either side of Kanan Road, and the last of them, above Deerhill Road, were finished in 2002.

Bent Tree belongs to the second wave, the late-1980s tracts on the west side of Kanan Road toward the Westlake Village line. The recorded sales are built 1987 and 1988, the county records show about 160 parcels inside the outline, and the MLS files the tract as Bent Tree. The builder is not named in any source Gary Jacobs has been able to verify; a secondary source describes it as the work of a single developer with two or three plans, which the sale record supports.

The sale record shows three plans: a 1,950-square-foot single-story three-bedroom, a 2,475- to 2,609-square-foot two-story four-bedroom, and a 2,815-square-foot two-story five-bedroom. The top of the record is $1,639,500 on Evanwood Avenue in January 2026 for a 2,475-square-foot four-bedroom, $1,435,000 on Blackpool Avenue in September 2023 for the 2,815-square-foot five-bedroom, and $1,425,000 on Evanwood Avenue in August 2025 for a 2,609-square-foot four-bedroom. The single story traded at $815,000 in September 2020 and $1,220,000 in July 2023, both on 1,950 square feet. Four of the eight sales are four-bedrooms, two are three-bedrooms and two are five-bedrooms.

No plan sheet for Bent Tree is in the Conejo Simi Moorpark Association of Realtors archive that this guide series draws on, so there is no drawing to reproduce. The sale record shows homes of 1,950 to 2,815 square feet, median 2,609, with four bedrooms in four of the eight, three in two, five in two, and two of the eight recorded sales are single story.

Two streets carry the record: Evanwood Avenue, a long loop that runs through the middle of the tract and accounts for six of the eight sales, and Blackpool Avenue along its north side. The lots run about 5,000 to 7,400 square feet, median about 6,000, which is a traditional lot for Oak Park and a size larger than the zero-lot-line tracts of the 1990s next door. A secondary source notes the tree-lined streets and the mountain views from the higher lots; Indian Springs Park and Red Oak Elementary are a few blocks away.

The first reason is the absence of a fee, which in Oak Park is rarer than it sounds: most of the tracts from the 1980s onward carry an association. The second is the lot, a traditional 6,000-square-foot lot with room for a pool on most of them. The third is the location, walking distance to Red Oak Elementary and Indian Springs Park on the Westlake Village side of the community. The fourth is the single-story plan, which most of the neighboring tracts do not have.

No association fee appears in any of the eight recorded sales, and two secondary sources agree that Bent Tree has no homeowners association.

No association fee appears in the recorded sales, which means the constraint on an owner is the city and county permit process rather than an architectural committee. Confirm with the title report that no association or CC&Rs attach to the specific parcel.

Oak Park is its own school district, Oak Park Unified, a small independent K–12 district formed in 1977 and one of the main reasons buyers choose the community. The district publishes an elementary boundary street list, and every street in this tract’s sale record — Evanwood Avenue and Blackpool Avenue — is assigned to Red Oak Elementary. The district has one middle school, Medea Creek, and one high school, Oak Park High, so there is no boundary question above fifth grade. The street list this guide relies on is dated 2017; confirm the current assignment with the district office before relying on it.

Indian Springs Park, with its ball fields, tennis and basketball courts and playground, and Red Oak Elementary are within walking distance, and the Medea Creek trail is a few minutes away. Oak Park runs on its parks, its trails and its one shopping center: the Oak Park Plaza at Kanan Road and Lindero Canyon Road for the supermarket, the pharmacy and the everyday errands, Oak Canyon Community Park with the duck pond and the splash pad, Deerhill Park and Medea Creek Park for youth sports, the Medea Creek trail down the middle of the community, and the Palo Comado and Cheeseboro trailheads into the Santa Monica Mountains National Recreation Area. Everything else is in Agoura Hills or Westlake Village, five to ten minutes away, and the Ventura Freeway is reached down Kanan Road to the Kanan interchange or down Lindero Canyon Road to the Lindero interchange.

Oak Park has no freeway of its own. Kanan Road runs south to the Ventura Freeway at Agoura Hills in about eight to twelve minutes from most streets, and Lindero Canyon Road runs south to the Lindero Canyon interchange in Westlake Village; the north-side tracts add a few minutes to either. Errands are at the Oak Park Plaza on Kanan Road or in Agoura Hills and Westlake Village; the Westside is forty-five minutes on a good day and ninety on a bad one, and a buyer who commutes should time it at 7:30 in the morning before deciding.

The figures in this section were current when this guide was last reviewed. The sale record in the facts above and the listings below are drawn live from the MLS each time the page loads.

In the two years through August 2026, 3 homes in the tract sold through the MLS, at prices from $1,372,500 to $1,639,500 and a median of $1,425,000. Over the longer record, eight sales from September 2020 through August 2026 ran from $815,000 to $1,639,500 with a median of $1,400,000. The top of the record is $1,639,500 on Evanwood Avenue in January 2026 for a 2,475-square-foot four-bedroom; $1,435,000 on Blackpool Avenue in September 2023 for a 2,815-square-foot five-bedroom; $1,425,000 on Evanwood Avenue in August 2025 for a 2,609-square-foot four-bedroom. The bottom is $815,000 on Blackpool Avenue in September 2020; $885,000 on Evanwood Avenue in October 2020; $1,220,000 on Evanwood Avenue in July 2023. Single-story homes account for two of the eight sales, at a median of $1,220,000.

Eight sales in six years from $815,000 to $1,639,500 is two plans in two bands: the 1,950-square-foot single story, which traded at $815,000 in 2020 and $1,220,000 in 2023, and the two-story four- and five-bedrooms, which have traded from $1,425,000 to $1,639,500 since 2023. The 2020 sales at $815,000 and $885,000 are the pre-run baseline; everything since 2023 is $1,220,000 and up. Gary Jacobs keeps the full sale-by-sale history and can say where a given house sits in it.

No lease is recorded in the MLS sources this guide draws on, so it does not quote a rent for Bent Tree; a current figure should come from the leasing agents who work these streets. A detached house in this district at this size is a scarce rental, and the tenants it draws are families relocating for the schools who want a year or two to buy.

These homes date from 1987 to 1988, and the inspection carries the 1980s list: original furnaces and condensers at end of life, tile-roof underlayment nearing the end of its span, failed dual-pane seals, and for 1985 to 1989 the possibility of polybutylene supply lines, which a plumber should be asked about by name. Slope lots add drainage and retaining-wall questions that a general inspector will flag but a geotechnical engineer should answer; pools of this age often have original equipment and plaster. None of this is unusual; all of it is negotiable if it is found before the contingency comes off rather than after.

In a tract of this era the remodels that return their cost are the ones that bring a 1980s plan to the way people live now: the kitchen opened to the family room, the primary bath and closet, the floors and the glass, and, on the right lot, the pool. What does not return its cost is the addition that pushes the house past what the street will support; the record shows the top sales are renovated versions of the original plans on the better lots, not the biggest houses.

The comparison is the other no-fee and low-fee detached tracts on the west side. Monaco, 1989 to 1992 and also without a fee, is 1,694- to 2,387-square-foot houses at a median of $1,175,000. Monte Carlo, 1993 to 1994 with a fee under $100 a month, is 1,581- to 2,358-square-foot houses at a median of $1,250,000. Rolling Hills Estates, 1988 to 1989 without a fee, is larger houses of up to 3,136 square feet at a median of $1,185,000. Bent Tree’s median of $1,400,000 is the highest of the four, on a record that is weighted toward recent sales of the larger plans.

Start with the plan and the level, since the single story and the two-story trade as different markets. Then the lot and its exposure: the higher lots have the views and the wind. Then the house, briefed for the late 1980s, with a plumber asked by name about polybutylene supply lines. Then the title report, to confirm that no association or CC&Rs attach to the parcel.

Families first, for the schools, the park and the yard. Buyers who want a single story second, since Bent Tree has one and Monaco and Hillcrest Pointe do not. Buyers moving over from Westlake Village third, who want the Oak Park district without the association fee.

For a buyer, read the plan off the square footage and the level, walk the lot before the house, and brief the inspector for the 1980s. Pull the permit history of any addition, pool or converted garage from the county. Confirm the school assignment for the exact address.

For a seller, the comparable is the same plan and level, and the top of the record — $1,639,500 — is the renovated house on the better lot. Price to the record for the plan, say the association fee and the school assignment in the first lines of the listing, and let the condition argue for the top of the band.