Westchester County Estates Woodland Hills is a gated community of 104 homes with 24-hour guard service, built between 1985 and 1989. That combination — a small, controlled-access enclave with a staffed gate — is uncommon in Woodland Hills, where most tracts are older and ungated. Because the community went up over a four-year window, the housing stock stays consistent rather than mixing eras and styles the way surrounding neighborhoods often do.
With only 104 homes, listings here come up a few at a time, and what varies most is condition: some owners have updated interiors since the late 1980s, others have not. Browse current listings below, or call The Knight Group directly for on- and off-market options — our team covers the full market, including inventory that never reaches Zillow or Redfin.
Westchester County Estates is a small gated community of 104 homes in Woodland Hills, built between 1985 and 1989 with 24-hour guard service. The neighborhood offers a consistent, newer housing stock and a level of security uncommon among Woodland Hills’ older, ungated tracts.
Browse current listings below, or call The Knight Group directly to access on- and off-market options in this area. Our team covers the full market, including inventory that never reaches Zillow or Redfin.
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The 104 homes in Westchester County Estates were built over a roughly four-year span from 1985 to 1989, giving the community a more uniform look than older tracts that developed in stages over decades. The gated entry includes 24-hour guard service, and an HOA of roughly $600 per month covers community upkeep and security.
Sale prices in Westchester County Estates have ranged from around $1,300,000 to $3,900,000, reflecting the premium placed on the combination of gated security, consistent 1980s-era construction, and the larger floor plans typical of homes built during that period (source: local real estate listings).
Homes in this area of Woodland Hills offer a combination of architectural character, established landscaping, and strong community identity that attracts buyers looking for something beyond a generic suburban tract. While the broader Woodland Hills market provides a range of options, this particular pocket has its own micro-market dynamics — often with faster absorption times and tighter inventory than comparable addresses across town.
gated communities and newer planned developments carry HOA fees; older Ranch-style neighborhoods typically are non-HOA Buyers who prioritize privacy, outdoor space, and a neighbors-who-wave culture consistently point to neighborhoods like this one as undervalued relative to the broader San Fernando Valley market.
The homes in this area range from post-war single-family residences to updated modern builds, with many properties undergoing significant renovations over the past decade. Lot sizes are competitive for Los Angeles County standards. Most homes feature private outdoor space, attached garages, and mid-century design cues that have become increasingly sought-after in Southern California real estate.
Buyers with specific taste — whether for Spanish Colonial, Craftsman, or Contemporary — will find homes here that meet that brief. The range of price points within the community also means that entry-level buyers and move-up buyers often shop the same streets, which keeps demand diversified across market cycles.
This area of Woodland Hills has tracked alongside or above the broader San Fernando Valley appreciation curve over the past several years. Rental demand is also strong — single-family homes in Woodland Hills attract quality long-term tenants, making buy-and-hold strategies viable even with current interest rate environments. The Knight Group tracks off-market opportunities in this area specifically because they rarely generate open-offer situations and tend to close with less friction than listed properties.
Westchester County Estates is the mid-century residential pocket in northern Woodland Hills that occupies the terrain between the Ventura Boulevard commercial corridor and the foothills of the Santa Monica Mountains. The neighborhood’s name reflects the aspirational East Coast residential character that many SFV developments adopted during the postwar era — the “county estates” designation conveying the large-lot residential ambition of the 1950s development. The current residential character is the standard western SFV mid-century ranch: 1,400-2,000 sq ft single-story homes on 6,000-9,000 sq ft lots with pool and the mature landscaping that six decades of residential occupation have produced. The neighborhood’s position in northern Woodland Hills creates the proximity to the foothill trailheads (the Calabasas Peak trail system and the Stunt Road trails are accessible within 15-20 minutes) that the outdoor recreation buyer values as the western SFV’s primary mountain access point. The Ventura Boulevard commercial corridor to the south provides the retail and dining infrastructure; the Pierce College campus (a community college with a working farm and equestrian center that opens its agricultural facilities to the public) creates the educational and open space resource that distinguishes the western SFV from the more purely residential eastern Valley communities.
The Westchester County Estates residential community sustains its neighborhood identity through the community associations and the neighborhood council engagement that the northern Woodland Hills residents have organized to represent the interests of the foothill-adjacent residential communities within the LAUSD and the City of LA’s planning and service delivery systems. The community’s engagement with the open space management of the adjacent Pierce College campus and the Santa Monica Mountains Conservancy land creates the ongoing relationship between the residential community and the public land managers that the foothill-adjacent neighborhoods in the northern SFV have developed as the governance interface for the open space boundary issues (brush clearance, trail access, wildlife corridor management) that the mountain-front residential position creates as the ongoing civic work of the foothill residential community. The western SFV’s real estate market benefits from the dual-employment corridor access that the Westchester County Estates position creates: the US-101 to the south provides the Conejo Valley and Westlake Village employment access (approximately 20-25 minutes west); the San Fernando Valley’s studio employment complex (Universal, Warner Bros., Disney, NBC) is accessible in 30-40 minutes east via the 101. For the dual-income household where one partner works in Ventura County and one in the Valley studio complex, the western Woodland Hills geography creates the balanced commute access that few SFV neighborhoods can provide at both employment corridors simultaneously.
The Los Angeles Pierce College campus creates an unusual residential amenity for the Westchester County Estates community: the working farm (with its citrus and fruit orchards, its vegetable fields, and the livestock that the college’s agricultural programs maintain), the equestrian center (one of the SFV’s few remaining public equestrian facilities), and the college’s 426-acre campus grounds provide the open green space that the densely developed Valley residential communities typically lack at this scale. The college’s continuing education programs, the community events, and the public access to the campus facilities (the tennis courts, the swimming pool, the cultural performances at the Performing Arts Center) create the community resource that the Westchester County Estates residential population benefits from as the permanent educational and cultural institution that the campus geography has preserved alongside the residential development.
Fire Risk:
Climate: As a gated community built in the 1980s, Westchester County Estates has had several decades for landscaping to mature, providing more shade along interior streets than newer developments while still experiencing typical San Fernando Valley summer heat.
Getting Around: The community is positioned for convenient access to Woodland Hills’ main commercial corridors, with Ventura Boulevard, Topanga Canyon Boulevard, and the 101 freeway all reachable within a short drive, and the gated perimeter means through-traffic from surrounding streets does not pass directly by individual homes.
Schools:
Water: Water service is provided by the Los Angeles Department of Water and Power (LADWP).
Los Angeles Unified School District (LAUSD) serves this area. Within the neighborhood’s draw zone, families typically access Haynes Charter, Robert Frost Middle, and El Camino Real Charter. LAUSD and private school options are also available for families pursuing specialized programs in math, arts, or bilingual education. The availability of strong public schools at multiple grade levels is a consistent driver of demand in this area.
Residents commute primarily via Ventura Blvd, the 101 Freeway, and De Soto Ave, with typical drive times of 25–50 minutes to Warner Center, Burbank, and Century City. For buyers who prioritize non-freeway alternatives, local surface streets and rideshare coverage are solid. Remote work has reduced the commute calculus for many buyers in this market, but access to major employment corridors still factors into pricing at the neighborhood level.
Day-to-day conveniences are handled by The Village at Westfield Topanga, Ventura Blvd restaurant corridor, and Warner Center. Grocery options, pharmacies, fitness studios, and coffee shops are accessible without significant driving. The mix of national brands and local independents gives the area a lived-in feel that distinguishes it from purely commercial suburban centers.
Outdoor recreation centers on Topanga State Park, the Nash Bridges filming locations, and Westfield Topanga. Year-round outdoor activity is the norm in Southern California, and this neighborhood’s access to trails, parks, and recreational facilities is a meaningful part of the value proposition for active buyers. Nearby options expand the range further for buyers who prioritize specific activities like cycling, hiking, or swimming.
Pricing Snapshot: As of mid-June 2026, Woodland Hills citywide has a median sale price around $1,340,000, up 6.3% year over year, or about $614 per square foot (down 1.8% year over year), with a median list price around $1,470,000, or about $640 per square foot. About 223 homes were on the market with 67 recently sold, homes typically going pending in around 53 days at about 99.8% of list price, buyers averaging roughly four offers per home, and a typical down payment around 17.0% (source: Redfin).
Recent Sales and Inventory: Sale prices in Westchester County Estates have ranged from around $1,300,000 to $3,900,000, placing the community above the Woodland Hills citywide median, with the gated entry, 24-hour guard service, and larger 1980s-era floor plans accounting for much of the premium.
Price Trends: The roughly $600 per month HOA fee covers security and common area upkeep, and buyers comparing Westchester County Estates to ungated neighborhoods of similar size and price typically weigh that ongoing cost against the added security and consistency of the gated, single-era construction. Because the community is fully built out at 104 homes, resale activity depends entirely on existing owners listing, which keeps inventory tight relative to demand.
Woodland Hills is the western SFV’s most diverse housing market by price tier: the Warner Center high-rise condo zone trades $450K-$850K; the south-of-Ventura flat residential grid trades $1.0M-$1.8M for single-family; and the north-of-Ventura hillside estates command $2.0M-$5.5M+ for the view properties above the boulevard. The Warner Center employment hub (home to major employers including Warner Bros. Games, Anthem Blue Cross, and the many commercial office tenants in the WB Building and adjacent towers) creates a walk-or-bike-to-work buyer profile from the adjacent residential neighborhoods that few SFV communities can match. The Ventura Boulevard commercial corridor provides the retail and dining infrastructure; the US-101 freeway access at multiple Woodland Hills interchanges connects the western SFV to Downtown (30-35 minutes), the Westside via the 405 interchange at Calabasas (20-25 minutes), and the Conejo Valley employment corridor to the west. Woodland Hills’ appreciation over the past decade has outpaced the broader SFV average due to the Warner Center employment growth and the continued investment in the western boulevard commercial corridor.
What is Westchester County Estates?
It is a small gated community of 104 homes in Woodland Hills, built between 1985 and 1989 with 24-hour guard service.
Is there an HOA in Westchester County Estates?
Yes, the HOA is roughly $600 per month and covers community security, including the 24-hour guard service, and common area upkeep.
What is the price range for homes in Westchester County Estates?
Sale prices have ranged from around $1,300,000 to $3,900,000, reflecting the premium for gated security and the larger floor plans typical of homes built between 1985 and 1989.
Competition varies significantly by price point and condition. Turnkey single-family homes in desirable pockets of Woodland Hills often attract multiple offers — particularly when listed under $900K. Fixer-uppers and properties with deferred maintenance see much softer competition. Working with an agent who has real-time visibility into days-on-market and offer-history data is critical to calibrating your bid strategy correctly.
Woodland Hills has demonstrated consistent appreciation over the past decade, supported by Woodland Hills offers more square footage per dollar than most Valley markets, attracting value-driven buyers. While no market guarantees future returns, the fundamentals here — limited land supply, strong school performance, and proximity to employment — align with the characteristics that historically underpin sustained appreciation in Southern California. The Knight Group can provide a detailed appreciation analysis for specific streets or sub-neighborhoods on request.
A meaningful percentage of transactions in Woodland Hills — particularly in the upper price tiers — never hit the MLS. Sellers who want privacy, convenience, or to avoid the preparation costs of a listed sale often prefer a direct buyer introduction. The Knight Group maintains an active off-market network in Woodland Hills and can present qualified buyers to sellers before a property is listed. If your target property type is not available on-market, a conversation with our team about off-market options is worth having.
Woodland Hills contains multiple distinct micro-neighborhoods, each with its own character, price range, and amenity profile. The differences between a north-of-Ventura address and a south-of-Ventura address in this area, for example, can be meaningful in terms of pricing, lot size, and school assignment. The Knight Group provides neighborhood-level guidance — not just city-level — to ensure buyers understand exactly what they are buying into before making an offer.
Westchester County Estates is among the closest residential neighborhoods to the Woodland Hills section of the Santa Monica Mountains trail network. The Stunt Road/Mulholland Highway trailheads and the Calabasas Peak area are accessible within 15-20 minutes by car, and some upper-neighborhood streets connect to informal trail access points along the mountain front. The area is popular with hikers and mountain bikers who value the western SFV’s mountain trail access within the suburban residential context.
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