Twenty Oaks is a gated hilltop enclave of just 20 homes built between 2015 and 2018, sitting above Janss Marketplace with open land at the edges and the Thousand Oaks Library a short walk away. It suits buyers who want a newer, larger home in the center of town behind a gate, and who are patient enough to wait for one of the rare resales. Homes run about 2,900 to 4,000 square feet on lots averaging around 14,000 square feet, with recent pricing starting around $2.2M.
Most of central Thousand Oaks was built decades ago, so a street of homes finished in 2016 behind a private gate, with mountain and valley views and protected open land at the back fence, is an unusual thing to find about half a mile from the city's first shopping mall. That is Twenty Oaks. You can walk down the hill to the library or to dinner at Janss, then come back up to a quiet street where the only traffic is your neighbors. Twenty households, one gate, and almost nothing ever for sale.
| Homes | 20 single-family homes |
|---|---|
| Built | 2015 to 2018 by The New Home Company |
| Size | 3 to 4 bedrooms, about 2,900 to 4,050 sq ft |
| Lots | Average about 14,000 sq ft, some closer to 10,000 |
| Price range | From about $2.2M |
| HOA | Around $440 per month |
| Gated | Yes, private gate at the entry |
| Schools | Acacia Magnet, Redwood Middle, Thousand Oaks High |
Life on the hill: quiet, new and close to everything
Twenty Oaks occupies about 25 acres at Mayflower Street and Warwick Avenue, but only a fraction of that is rooftops. The homes sit on a rise with mountain and valley views, and the rest of the acreage is slope and open land. The result is a neighborhood that feels private and semi rural from the back yard while the front gate is close to Moorpark Road.
With 20 households on two streets, Mayflower Street and Mayflower Court, there is no through traffic and very little turnover. The builder opened the community in April 2015 and sold the last homes around 2018, and since then resales have come up only every few years. People who buy here tend to stay.
It is one of the very few newer gated enclaves in central Thousand Oaks, which is the whole appeal: a 2016 house in a long-established part of town. For context on the older neighborhoods around it, see our guides to Shadow Oaks and the Thousand Oaks Eichler homes.
The homes: two sizes, single-story and two-story, big lots for new build
The New Home Company built two basic home sizes here. The smaller plans are three bedrooms with three and a half baths at roughly 2,900 to 3,000 square feet. The larger plans are four bedrooms with four and a half or more baths at about 4,050 to 4,100 square feet. Both single-story and two-story homes exist, which matters to downsizers who want newer construction without stairs. Garages are two or three cars.
Lots are generous for anything built in the last decade. Homesites average around 14,000 square feet, though individual lots range from roughly 10,000 square feet up to about a third of an acre, so check the specific property if yard space is a priority. Every home was finished between 2015 and 2018, which means recent construction and no deferred maintenance from a prior generation of owners.
When the community opened in 2015, prices started in the low $1 millions. More recently a three bedroom of about 2,900 square feet sold for roughly $2.2M, and a four bedroom of about 4,050 square feet asked close to $2.4M. With so few sales, each one effectively resets the market, so expect pricing to be set by the last transaction rather than a deep comparable set. Our Thousand Oaks home values page tracks the broader trend.
Schools: Acacia Magnet, Redwood and Thousand Oaks High
Twenty Oaks is in Conejo Valley Unified. The assigned elementary is Acacia Magnet School for Enriched Learning on Norman Avenue, a K through 5 school with about 350 students. Because Acacia is a magnet, enrollment can work differently from a standard neighborhood school, and CVUSD also offers open enrollment across the district, so confirm current placement rules directly with the district before you rely on a specific school.
Middle school is Redwood Middle and high school is Thousand Oaks High, both long-established central Thousand Oaks campuses.
Getting around: Janss, the library and the heart of town
Janss Marketplace is about half a mile south at Moorpark Road and Hillcrest Drive. It opened in 1961 as the city's first mall and is now an open-air center with roughly 39 stores, a large outdoor eating area, an interactive water fountain and a kids' play area. Lazy Dog, California Fish Grill, Sharky's, Dave & Buster's, Phil's and Buca di Beppo are all at or near the center. The Thousand Oaks Library is a short walk from the gate.
The neighborhood sits north of the 101, with freeway access by way of the Moorpark Road corridor. The trade-off for being this central is that the Moorpark and Hillcrest commercial node is directly downhill, so this is not a neighborhood buried deep in open space the way some east and west Conejo neighborhoods are. It is open land on one side and the heart of town on the other.
That protected land is the main amenity. No community pool or clubhouse appears in builder or resale material, so assume none and confirm with the association; the gate, the private streets and the slopes are what it maintains.
Who it suits, and what to check before you write an offer
Twenty Oaks fits three kinds of buyers. Move-up families who want a four bedroom, 4,000 square foot home that is a decade old rather than fifty years old. Downsizers who want single-story newer construction with a gate and a manageable lot. And anyone who values being able to walk to the library and dinner from a quiet street. It is a poor fit for buyers in a hurry, because a listing here may be the only one for years.
Before buying, we would look at these items:
- Association budget and reserves. Dues were about $440 a month on the most recent recorded sale. The association footprint covers roughly 25 acres, far more than the building pads, so landscape, fuel modification and gate maintenance are real line items. Read the budget, reserve study and CC&Rs, including any rental and architectural rules, and confirm current dues and what they cover.
- Fire zone and insurance. A hilltop ringed by open space should be checked against the current fire hazard severity map, and insurance quotes should be in hand before contingencies are removed.
- Tax bill. Pull the county tax bill and natural hazard disclosure to check for any special assessments.
- Nearby development. A long-running proposal would replace the former church site on Warwick Avenue overlooking Moorpark Road with 23 townhomes. It is outside the gate but close enough to matter.
- Address confusion. Lower-numbered homes on Mayflower Street are older houses outside the gate. Make sure the property you are pricing is actually inside Twenty Oaks.
If the wait here is too long, comparable gated or estate-style options in central Thousand Oaks are limited, but Carriage Square Estates is worth a look, and our full Thousand Oaks neighborhoods index covers the rest of the city.
Owning in Twenty Oaks
What a typical home costs to own
About $14,451/month
- Principal and interest$11,994
- Property tax (about 1.1% of price, Ventura County)$2,017
- HOA$440
Estimate for a $2.2M home, near the middle of the recent range here, with 20% down at 7.24% (30 year fixed, Freddie Mac, October 29, 2026). Homeowners insurance is extra and varies with fire zone, so get a quote early. Your lender's figures will differ.
Thousand Oaks market, latest data
- Median sale price$1.13M
- Change over 12 months-5.0%
- Typical days on market34
Citywide, three months ending May 2026. Thousand Oaks home values
Our experience here
We sell across this part of the Conejo Valley, including the neighborhoods around Twenty Oaks, and are glad to talk through how it compares.
Thousand Oaks home prices, the last five years
Questions people ask about Twenty Oaks
Is Twenty Oaks in Thousand Oaks gated?
Yes. Twenty Oaks is a gated enclave of 20 single-family homes at Mayflower Street and Warwick Avenue in central Thousand Oaks, with a private gate at the entry. The homes were built by The New Home Company between 2015 and 2018, and it is one of the few newer gated communities north of the 101 in the center of the city.
How much do homes in Twenty Oaks cost?
Recently, a three bedroom of roughly 2,900 square feet sold for about $2.2M, and a four bedroom of about 4,050 square feet asked close to $2.4M. When the community opened in 2015, prices began in the low $1 millions. With only 20 homes and a sale every few years, each transaction effectively sets the market.
What are the HOA dues in Twenty Oaks?
Dues were around $440 a month on the most recent recorded sale. The association, Twenty Oaks Maintenance Corporation, covers roughly 25 acres, much of it open slope rather than home lots, so landscape, fuel modification and the gate are expected costs. Review the budget, reserve study and CC&Rs during escrow to confirm current dues and what they include.
What schools serve Twenty Oaks?
Conejo Valley Unified assigns Twenty Oaks to Acacia Magnet School for Enriched Learning for K through 5, Redwood Middle School and Thousand Oaks High School. Because Acacia is a magnet and the district offers open enrollment, confirm current placement rules with CVUSD before relying on a specific school.
How big are the homes and lots in Twenty Oaks?
Homes are three to four bedrooms, from about 2,900 to just over 4,000 square feet, with both single-story and two-story plans and two to three car garages. Lots average around 14,000 square feet, though individual homesites range from roughly 10,000 square feet to about a third of an acre, which is large for construction this new.
What is near Twenty Oaks?
Janss Marketplace is about half a mile south, with a large outdoor eating area, a water fountain and a kids' play area, plus restaurants like Lazy Dog, California Fish Grill, Sharky's and Dave & Buster's. The Thousand Oaks Library is a short walk away, protected open land borders the neighborhood, and the Moorpark Road corridor leads to the 101.
Thinking about Twenty Oaks?
Whether you are weighing a move here or wondering what your home would bring, Davis and the team are happy to talk it through, street by street. No obligation.
Sources
- City of Thousand Oaks HOA registry (GIS)
- City of Thousand Oaks public parcels (GIS)
- Conejo Valley Unified attendance boundaries
- California Department of Education, Acacia Magnet School
- The New Home Company, Twenty Oaks opening announcement
- The New Home Company, construction begins on Thousand Oaks site
- NewHomeSource, Twenty Oaks community page
- Conejo Valley Guide, Janss Marketplace
- Wikipedia, Janss Marketplace
- Thousand Oaks Acorn, Warwick Avenue townhome proposal
Facts checked October 2026.
