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Quick Facts: Chambord & Regency Hills at a Glance

Price Range $1,500,000 to $2,500,000+
Bedrooms 2 to 3 bedrooms (some 4-bedroom configurations)
Square Footage Approximately 2,400 to 3,500 sq ft
Year Built 1997 to 2002
HOA Approximately $150 per month
Number of Homes Approximately 25 single-family residences
Gated No
School District Oak Park Unified School District (OPUSD)

Chambord & Regency Hills is one of the newest and most exclusive residential communities in Oak Park, California, combining generous square footage, elevated hillside positioning, and access to one of the highest-performing independent school districts in Ventura County.

What Is Chambord & Regency Hills Known For?

When buyers in Oak Park ask me about the newest, cleanest construction the community has to offer, the conversation almost always arrives at Chambord and Regency Hills. These two adjacent tracts, perched on the upper reaches of Oak Park and clustered around streets like Regency Hills Drive and Chambord Court, represent the tail end of the community's buildout period. Construction ran from roughly 1997 through 2002, which means that unlike the majority of Oak Park's housing stock from the 1970s and 1980s, these homes were designed with the modern family in mind from day one. Open-concept kitchens flowing into family rooms. Three-car garages. Primary suites with soaking tubs and walk-in closets large enough to live in. And views, because sitting at one of Oak Park's higher elevations, many of these lots look out over the Conejo Valley in a way that genuinely stops people mid-tour.

What sets this pocket apart from adjacent tracts is exclusivity through scarcity. With roughly 25 homes total across both tracts, inventory turns over slowly. I have watched buyers wait 18 months for the right address to come available here rather than settle elsewhere in Oak Park. The typical buyer is not a first-timer. They are usually a move-up household from within Oak Park itself, or a relocating executive family arriving from Los Angeles who has done their homework on schools and wants the newest product they can find. The Mediterranean and Spanish-influenced architectural styling gives the street a cohesive, polished feel you do not always see in newer construction. Walking the block on a quiet Tuesday morning, the curb appeal is striking: stone veneer accents, tile roofs, mature palm trees starting to come into their own after two-plus decades, and front yards that are clearly being maintained with pride.

Floor Plans and Home Styles in Chambord & Regency Hills

Both Chambord and Regency Hills were built by production builders during the same late-1990s era, and the homes share a consistent design vocabulary: two-story Spanish and Mediterranean-influenced exteriors with concrete tile roofing, stucco finishes, and some stone or brick detailing at the entry. Inside, the floor plans tend toward formal front rooms paired with open rear living spaces, a layout that was the premium standard of the period. You walk in through a two-story entry foyer, pass a formal living room and dining room on either side, and arrive into a large kitchen and family room combination at the back of the house. That rear great room typically opens to the rear yard through wide sliding or French doors, a layout that plays extremely well with the California climate.

The smaller floor plans in Chambord start around 2,400 square feet and typically offer three bedrooms with a large upstairs primary suite, two secondary bedrooms sharing a hall bath, and a dedicated office or bonus room that many owners have converted to a fourth bedroom over the years. The larger plans push toward 3,500 square feet and include four full bedrooms upstairs, a downstairs bedroom with bath, a formal office, and a three-car garage. Lot sizes vary but many run between 7,000 and 9,500 square feet, which is generous for this price tier in Oak Park. Several rear-facing lots back to open hillside space, which provides privacy and eliminates the rear-neighbor dynamic entirely.

Renovation patterns in these homes are predictable and, frankly, satisfying to see. Because the bones are modern, sellers are not ripping out galvanized pipe or replacing knob-and-tube wiring. The upgrades buyers are doing here are cosmetic and lifestyle-driven: quartz countertops replacing the original tile, hardwood or wide-plank LVP replacing carpet, primary bath remodels replacing the builder soaking tub with oversized shower configurations, and kitchen refreshes with high-end appliance packages. Homes with Wolf and Sub-Zero are not uncommon at this price point. A number of owners have also added owned solar, which is a meaningful selling point given the size of these houses.

What Is It Like to Live in Chambord & Regency Hills?

Saturday morning in Chambord and Regency Hills has a specific texture. By 8 a.m. you will see parents loading kids into SUVs headed to youth soccer at Deerhill Park. By 9 a.m. there are dog walkers doing the loop along the upper streets, pausing at the trailhead connectors that hook into Oak Park's broader open-space network. By 10 a.m. the neighborhood is in full swing: garage doors up, bikes in driveways, someone on their driveway washing a car. There is an easy, unhurried energy here that is characteristic of Oak Park's hillside neighborhoods. Nobody is on top of each other. The homes are sized right for privacy, and the lot depth between rear fences means you rarely hear your neighbors' conversations.

The households skew heavily toward families with school-age children, and the Oak Park Unified School District connection is a constant topic at any gathering in this neighborhood. Parents here are highly engaged at the school level, and the community has a self-selecting quality: people move here deliberately because of the schools, and that shared priority creates a cohesive social fabric. Halloween is genuinely remarkable in Chambord and Regency Hills. The wide, flat streets, the illuminated front landscaping, and the high density of families make it one of the better trick-or-treating destinations in all of Oak Park. I have had buyers tell me that seeing the neighborhood on Halloween sold them on it more than any listing appointment.

For daily errands and coffee, residents are well positioned. The Pavilions grocery store on Kanan Road is roughly one mile away, handling most of the weekly shopping needs without requiring a freeway. Cafe Sapientia at Oak Park Plaza is the go-to morning stop for pastries, coffee, and casual weekend breakfasts. For dinner, Charcoal Niku on Kanan has built a strong following in the community for its steaks and Japanese-influenced menu. Both are under a ten-minute drive. For outdoor time, the neighborhood connects quickly to the Medea Creek Natural Park trail system, a linear paved and natural-surface trail that runs through the heart of Oak Park and makes for an easy after-dinner walk with the dog or a morning run before work.

Traffic in the neighborhood itself is minimal. These are not cut-through streets, and the hillside configuration keeps casual traffic out naturally. The Kanan Road and Lindero Canyon Road corridors handle the main volume, and access to the 101 Freeway runs cleanly via either route, typically taking eight to twelve minutes from Chambord or Regency Hills depending on the time of day. Noise levels inside the tract are low. These are well-built homes, and the surrounding open space provides additional buffer from any ambient traffic sound. People who buy here tend to stay for years, which is about the clearest endorsement a neighborhood can get.

Chambord & Regency Hills Market Snapshot

Chambord and Regency Hills are operating in what I would describe as a persistently tight seller's market, not because of aggressive speculation but because of structural scarcity. With roughly 25 homes across both tracts, turnover in any given year might bring two to four listings to market. That means any motivated, qualified buyer is competing for a very small pool of available inventory. Pricing in this range, $1.5 million to $2.5 million plus, is naturally self-selective, but within that buyer pool the demand is consistent and the community's reputation for newer construction and top-tier schools keeps it well-supported.

Comparing Chambord and Regency Hills to the broader Oak Park median, which sits around $1,050,000, these homes trade at a significant premium. That premium is justified by the combination of newer construction, larger floor plans, better views on hillside lots, and the near-complete absence of the deferred maintenance concerns that come with Oak Park's older tracts. When a well-presented home in Chambord or Regency Hills hits the market at the right price, it typically does not last long.

Metric Value
Current Median Price $1,750,000 to $2,100,000 (typical closed range)
Typical Days on Market 14 to 35 days for well-priced listings
Price Trend (Last 12 Months) Stable to modestly appreciating; holding premium over Oak Park median
Typical Buyer Profile Move-up families, executive relocations, school-focused buyers
Inventory Level Tight

The negotiation dynamic in this micro-market is worth understanding going in. Because inventory is so constrained, sellers here carry real leverage, and homes that are priced accurately rarely see aggressive buyer discounting. That said, at $1.5 million to $2.5 million, the buyer pool is inherently narrower than in the core Oak Park price range, so overpriced listings do sit. The sweet spot for buyers is catching a listing that is either slightly overpriced and has gone stale, or acting quickly and cleanly on a new listing before the first weekend is over. The broader Oak Park market is competitive; in Chambord and Regency Hills, that competition is amplified by the limited supply, and buyers who hesitate typically lose.

Who Should Look in Chambord & Regency Hills?

The move-up Oak Park family. If you bought in Oak Park five to ten years ago, have built equity, and are ready to trade into more square footage, newer systems, and a home that does not need a kitchen gut, this is where the conversation ends. Chambord and Regency Hills represent the top tier of what Oak Park single-family construction has to offer without leaving the school district you already love. I've worked with several families who started in Country Glen or Bent Tree and graduated here when the timing was right.

The executive relocating from Los Angeles. Buyers transferring from the west side of Los Angeles or from the San Fernando Valley who want to trade traffic and density for space, schools, and a quieter pace of life are a natural fit here. The commute to Century City or Encino via the 101 is real but manageable, and what these buyers get in return is a 3,000-plus-square-foot home with a three-car garage and Ventura County property taxes. The newer construction is also important for this buyer, who is accustomed to newer product in higher-cost markets and will not settle for a 1978 original with a single-pane windows.

The empty-nester upsizing for quality. Counterintuitive as it sounds, empty-nesters and near-empty-nesters are an active buyer profile in this tract. Some are downsizing from a larger estate elsewhere in the Conejo Valley but want to stay in Oak Park for the community and access. A 2,800-square-foot home in Chambord gives a couple the kitchen, the primary suite, and the outdoor space they want without the maintenance burden of a half-acre lot. The low HOA keeps carrying costs predictable, and the newer construction means fewer unwelcome surprises in the inspection.

The long-term value buyer. Pure investors seeking short-term rental yield will not find this to be their market, but buyers who recognize the structural value of scarce newer construction in a landlocked, high-performing school district are making a sound long-term hold. Oak Park is fully built out, meaning no future competing inventory will depress values through oversupply. The entry price is high, but the combination of scarcity, school district quality, and lifestyle amenity has historically provided strong appreciation relative to the broader Conejo Valley.

Pros and Cons of Chambord & Regency Hills

Pros

  • Newest construction in Oak Park, built 1997 to 2002, meaning modern floor plans and updated systems from the ground up.
  • Generous square footage, ranging from approximately 2,400 to 3,500 square feet, with large primary suites and open rear living areas.
  • Hillside positioning delivers Conejo Valley views from a number of lots, particularly those backing to open space.
  • Access to Oak Park Unified School District, an independent, high-performing TK through 12 district consistently ranked among the top in California.
  • Low HOA at approximately $150 per month, providing neighborhood maintenance without the expense of a resort-level association.
  • Three-car garages are common across both tracts, a genuine differentiator at this price point.
  • Quiet, low-traffic streets with no natural cut-through patterns, keeping the neighborhood calm and safe for families with children.
  • Strong long-term value retention driven by structural scarcity: approximately 25 total homes across both tracts means limited resale competition.

Cons

  • Inventory is extremely limited. Buyers who are not flexible on timing or not prepared to move quickly will miss opportunities regularly.
  • HOA approval is required for exterior modifications, which can add time and paperwork to renovation or addition projects.
  • Price point is a genuine filter. At $1.5 million to $2.5 million plus, these homes sit above the Oak Park median and require substantial equity or income to underwrite.
  • Hillside orientation means some lots have sloped rear yards that limit usable outdoor entertaining space, though this varies significantly by address.

Schools Serving Chambord & Regency Hills

  • Brookside Elementary (Grades K through 5) — Oak Park Unified School District
  • Red Oak Elementary (Grades K through 5) — Oak Park Unified School District
  • Oak Hills Elementary (Grades K through 5) — Oak Park Unified School District
  • Medea Creek Middle School (Grades 6 through 8) — Oak Park Unified School District. Recognized as a 2026 California Distinguished School.
  • Oak Park High School (Grades 9 through 12) — Oak Park Unified School District

School District: Oak Park Unified School District (OPUSD)

Parents who move to Chambord and Regency Hills for the schools are rarely disappointed. OPUSD is an independent K through 12 district, meaning it operates outside the larger Ventura County unified systems, and it has cultivated a culture of academic rigor and community investment that shows in outcomes. All of the district's schools hold California Gold Ribbon recognition and have been nationally recognized as Blue Ribbon schools. What I hear from parents consistently is not just that the academics are strong, but that the community around the schools is tight: parents volunteer at high rates, extracurricular programs are well-funded and well-attended, and the transition from elementary to Medea Creek to Oak Park High feels intentional and supported. For buyers who are serious about public school education, this district is a primary reason to be in Oak Park at any price point, and Chambord and Regency Hills sit squarely within it.

Nearby Amenities and Local Favorites

Grocery

  • Pavilions — approximately 1.0 mile. The primary full-service grocery for Oak Park. Well-stocked, clean, and close enough for a quick weeknight run.

Coffee & Cafes

  • Cafe Sapientia — approximately 1.1 miles at Oak Park Plaza. Sandwiches, pastries, specialty coffee, and Korean shaved ice. A genuine neighborhood gathering spot.
  • Starbucks (Kanan Road location) — approximately 1.0 mile. Consistent, convenient, and regularly busy with Oak Park families on the school-run.

Restaurants

  • Charcoal Niku — approximately 1.2 miles. Steaks, sushi, and Japanese-influenced plates. One of the more popular dinner destinations in Oak Park for residents who do not want to drive to Westlake.
  • Additional casual dining options are clustered along Kanan Road at Oak Park Plaza, covering pizza, Mexican, and American options within a mile.

Parks & Trails

  • Medea Creek Natural Park Trail — under 0.5 miles. A paved and natural-surface linear trail running through the heart of Oak Park. Connects to multiple neighborhoods via Conifer Street, Oak Hills Drive, and Kanan Road trailheads. Highly walkable for families with strollers and dogs.
  • Oak Canyon Community Park (5600 Hollytree Drive) — approximately 1.5 miles. A 38-acre park with amphitheater, dog park, playground, covered shelters, and bike paths. Managed by the Rancho Simi Recreation and Park District.
  • Deerhill Park (6700 Doubletree Road) — approximately 1.2 miles. Tennis courts, lighted ball fields, basketball, and one of the main youth sports venues for Oak Park families.
  • Chesebro and Palo Comado Canyon (Santa Monica Mountains National Recreation Area) — approximately 3.0 miles. Miles of open hiking, equestrian, and mountain bike trails through native oak woodland and chaparral.

Fitness

  • Orange Theory Fitness and LA Fitness are both located in the Thousand Oaks and Agoura Hills corridors within approximately 10 to 12 minutes by car.
  • The Medea Creek Trail itself functions as a free, accessible fitness circuit with workout stations along the path.

Shopping

  • Oak Park Plaza on Kanan Road handles most daily needs within approximately one mile. The Promenade at Westlake and The Oaks mall in Thousand Oaks expand retail options significantly within a 15-minute drive.

Medical

  • Los Robles Regional Medical Center in Thousand Oaks is the nearest full-service hospital, approximately 12 miles via the 101 Freeway. Urgent care and pediatric practices are available along the Kanan Road and Agoura Road corridors within 5 to 10 miles.

What to Expect When Buying in Chambord & Regency Hills

Buying in Chambord or Regency Hills requires a different kind of patience and preparation than buying in a larger tract. Because only two to four homes come to market in a typical year, the buyer who wins here is not the one who has been casually browsing Zillow. It is the one who has a pre-approval in hand, has toured enough of Oak Park to know that this is the neighborhood, and has a clear understanding of their own timeline. I tell buyers interested in this pocket to get fully underwritten well before any listing appears, because when the right home hits, the window between list date and accepted offer can be 10 days or fewer.

On the inspection side, these homes are newer enough that the most common deferred-maintenance issues plaguing Oak Park's 1970s and 1980s inventory simply do not apply. You will not be dealing with galvanized plumbing, aluminum wiring, or original shake roofs. What inspectors do flag in this era of construction includes early-generation HVAC systems that are reaching end of life, some original builder-grade windows that have begun to lose their seal, and in a handful of cases, concrete driveway heaving or settling associated with hillside lot conditions. None of these are deal-breakers, but they are negotiation points worth understanding. The HOA adds a layer of due diligence: request the CC&Rs, current reserve study, and meeting minutes as part of your standard review period. The association is small and the dues are modest, but confirming reserve funding adequacy is basic homework on any HOA purchase.

Appraisals at this price point in a micro-market of 25 homes require a skilled lender with experience finding appropriate Ventura County comps. Because turnover is so limited within the tract itself, appraisers frequently draw on comparable sales from Morrison Sutton, Sterling Oaks Ranch, and the upper end of the broader Oak Park market to support value. Buyers financing at or near the upper end of the price range should have that conversation with their lender before writing an offer. Cash buyers and those with large down payments have a meaningful structural advantage in multiple-offer situations here, though well-qualified conventional buyers with clean terms regularly compete and win.

Frequently Asked Questions About Chambord & Regency Hills

Is Chambord & Regency Hills a good investment?

Yes, by most measures that apply to long-term residential real estate. Oak Park is a fully built-out community, meaning no future supply will erode land value, and OPUSD continues to attract relocating families willing to pay a premium for the school district. Chambord and Regency Hills benefit from the additional scarcity premium of roughly 25 total homes, which structurally limits resale competition. These are not high-yield rental investments, but as long-term appreciating assets in a desirable, supply-constrained community, they have a strong track record.

What are the HOA fees in Chambord & Regency Hills?

HOA dues run approximately $150 per month. This is a relatively low monthly figure for a community at this price point, reflecting the fact that there is no gate infrastructure, no resort-level amenity package to maintain, and a small total homeowner base. Review the current reserve study during escrow to confirm that the association is adequately funded for future common-area needs.

How are the schools in Chambord & Regency Hills?

Exceptional by virtually every public benchmark. Oak Park Unified School District is an independent TK through 12 district and every school in the district holds California Gold Ribbon recognition and has received national Blue Ribbon school designation. Medea Creek Middle School was recognized as a 2026 California Distinguished School. For school-driven buyers, OPUSD is one of the primary reasons to pay the Oak Park premium, and Chambord and Regency Hills sit well within district boundaries.

Is Chambord & Regency Hills family-friendly?

It is as family-friendly a neighborhood as Oak Park offers. The streets are quiet and low-traffic by design, the school district pipeline is one of the best in Ventura County, and the culture of the neighborhood is genuinely oriented toward families with school-age children. Halloween foot traffic, youth sports activity at nearby Deerhill Park, and visible community engagement in OPUSD school events all reinforce that character. It is also dog-friendly, with direct access to Medea Creek trail from the neighborhood.

How close is Chambord & Regency Hills to the 101 Freeway?

Approximately 8 to 12 minutes by car depending on the address and time of day. Kanan Road and Lindero Canyon Road both provide clean, direct connections to the 101 Freeway at the Kanan Road interchange. There is no complicated routing required, and the morning commute window from this neighborhood to the freeway on-ramp is consistently manageable compared to more congested Conejo Valley tracts.

What is the commute to Los Angeles from Chambord & Regency Hills?

Plan for 45 to 75 minutes to most West Los Angeles and Westside destinations during typical morning commute hours, depending on the 101 corridor and your specific destination. Agoura Hills, Calabasas, and the western San Fernando Valley are closer to 30 to 45 minutes in most conditions. Many residents use the LADOT Commuter Express bus service accessible from nearby Thousand Oaks Boulevard stops to avoid driving altogether on heavy commute days.

Are there views in Chambord & Regency Hills?

Many homes, particularly those on upper portions of Regency Hills Drive and corner lots in Chambord, have meaningful Conejo Valley views owing to the community's hillside elevation. Not every home has a dramatic view, and the specific lot position matters considerably. When touring, specifically ask about the rear yard orientation and any neighboring construction that could affect long-term view corridors. View lots at this price point typically carry a premium within the tract that is well-supported at resale.

How does Chambord & Regency Hills compare to Morrison Sutton?

Morrison Sutton is generally considered the most exclusive address in Oak Park, with prices pushing above $2.5 million and homes ranging toward 4,000 square feet and beyond on larger lots. Chambord and Regency Hills occupy the tier just below, offering similar newer construction and elevated positioning at a slightly more accessible entry point. For buyers who want the newest Oak Park product and the community feel of a small, established tract without the very top of the market pricing, Chambord and Regency Hills is the natural first stop.

Similar Communities to Chambord & Regency Hills

If Chambord and Regency Hills are not quite the right fit in terms of price, timing, or lot configuration, Oak Park has a strong roster of other single-family and attached communities worth knowing. The tracts below all share some overlap with Chambord and Regency Hills, whether through proximity, school district access, or buyer profile, but each offers its own distinct tradeoffs on price, construction era, and lifestyle.

  • Morrison Sutton ($1.75M to $2.5M+) — Similar because it is the other top-tier newer estate neighborhood in Oak Park, with comparable prestige and the same school district access, but with larger lots and higher price floors.
  • Sterling Oaks Ranch ($1.6M to $2M+) — Similar because it occupies the premium single-family tier just below Chambord and Regency Hills, with newer construction and strong curb appeal in a small-tract setting.
  • Oak Park Tract ($950K to $1.6M) — Similar because it is the core of Oak Park's single-family inventory and serves the same school district, though at a lower price point with older 1970s and 1980s vintage homes.
  • Hillcrest Pointe ($1.1M to $1.4M) — Similar because it offers a hillside orientation and single-family detached living within OPUSD at a more accessible price point for buyers not yet at the Chambord level.
  • Bent Tree ($1.2M to $1.6M) — Similar because it represents the mid-tier Oak Park move-up market, with solid square footage and school district access at a step below Chambord pricing.
  • Country Glen ($1M to $1.5M+) — Similar because it is a larger single-family tract within OPUSD offering competitive square footage for buyers who want more home for the money and are flexible on construction era.
  • Country Meadows III ($800K to $1M) — Similar because it serves the same school district at a significantly lower entry price, making it a realistic stepping stone for buyers building toward a future Chambord purchase.
  • Country Village Townhomes ($750K to $900K) — Similar because it keeps buyers within OPUSD boundaries while offering an attached-living alternative for those prioritizing school access over detached ownership.
  • Shadow Oaks Townhomes ($600K to $750K) — Similar because it is an Oak Park HOA community within the same school district at a dramatically lower price point, well-suited for buyers who need to enter the market before trading up.
  • Shadow Ridge Townhomes ($500K to $650K) — Similar because it provides the OPUSD school district access at the most accessible price point in the Oak Park market, a genuine entry-level option for school-driven buyers.

About Davis Bartels

Davis Bartels is the founder of the DB Real Estate Group with Pinnacle