Rolling Hills Estates
Oak Park, CA | $1.2M-$1.6M+
Rolling Hills Estates
Rolling Hills owns some of the largest homes for its price range. Like most neighborhoods of Oak Park, Rolling Hills is loved for it’s family friendly vibe and atmosphere (great schools and tons of parks). It’s a mature neighborhood meaning homes are unique in style and typically have larger yards compared to newer constructed homes.
Oak Park | The Overview
Want a full picture of schools, lifestyle, market trends, and how Oak Park compares to other Conejo Valley towns?
Rolling Hills Estates | Quick Take
Some of the largest homes in Oak Park for the price, if you don’t mind a mixed bag of condition.
- Lifestyle: Two shopping centers with restaurants and stores are just around the corner, and Kanan Road is a straight shot to Malibu when you want a change of scenery.
- Identity: Homes here run larger than most of Oak Park’s price-comparable neighborhoods, up to 3,587 square feet, and being a mature neighborhood means more unique architecture and bigger yards than newer construction typically offers.
- Trade-off: About half the homes have been updated and are move-in ready, the rest still need work. If a renovation project doesn’t appeal to you, be selective about which listing you tour.
- Bottom line: A strong fit for buyers who want square footage and character in an established, family-friendly neighborhood, as long as you’re prepared to shop the individual home carefully.
MICHAEL RICE, Conejo Valley Guy | Let's Connect!
Quick Facts at A Glance
Typical Price Range
$1.2M-$1.6M+
Home Size (SQ FT)
1750-3587
Number of Homes (Approx.)
About 140
Bedrooms
4-5
Year Built
1988-1989
Rolling Hills Estates Floor Plans
What's To Love
Location! Around the corner are two shopping centers full of restaurants and stores. Plus, Kanan Rd. is a straight shot to Malibu. Malibu Wines is perfect for us wine enthusiasts to listen to live music and taste some of Malibu’s best.
What's Not To Love
Some of the homes have been redone and are “move-in ready”, but just as many need a little TLC. If a project doesn’t suit your style you should consider looking elsewhere.
Who Should Look Here
Rolling Hills has character and charm that you can’t find everywhere. Your typical neighbor is likely a mix of families with school age kids and some empty nesters. If you appreciate the maturity of a more established neighborhood, Rolling Hills is a good place to start looking. The schools are ranked the highest in all of Ventura County keeping Rolling Hills at the top of the list for the family friendly.
Hi, I’m Michael
These neighborhood profiles are designed to go beyond what you’ll find on Zillow or Redfin. After 25+ years working in the Conejo Valley and profiling more than 165 neighborhoods, I’ve learned that the small differences between communities often matter the most.
Homes for Sale in Rolling Hills Estates
Rolling Hills Estates Market Snapshot
This snapshot shows recent sales activity in Rolling Hills Estates to give a general sense of how the neighborhood has been performing over time.
| 2024 | 2025 | Last 12 Months 10/1/25 - 9/30/26 |
|
|---|---|---|---|
| Median Sale Price: | $1,333,585 | $1,790,000 | $1,092,500 |
| Lowest Price: | $1,280,000 | $1,790,000 | $1,000,000 |
| Highest Price: | $1,387,170 | $1,790,000 | $1,185,000 |
| Number of Sales: | 2 | 1 | 2 |
Buying a home in Rolling Hills Estates?
If you’re starting to think about what it would actually look like to buy in Rolling Hills Estates, this is a good place to start.
I’ll walk you through what to expect, how the process works, and the key decisions you’ll want to think through before making an offer.
Before You BuySelling a home in Rolling Hills Estates?
If you own a home in Rolling Hills Estates and are thinking about selling, it helps to understand what typically goes into the costs and what you might realistically walk away with.
I break it down clearly so you can make a more informed decision.
Estimate Your Net ProceedsRolling Hills Estates Location
Exploring Your Oak Park Options
Rolling Hills Estates is one of several distinct neighborhoods within Oak Park. If you’re still getting your bearings, these guides can help.
Compare Neighborhoods
ROLLING HILLS FREQUENTLY ASKED QUESTIONS
People often assume a wide price range means inconsistent quality, but here it’s really about square footage and condition varying together. Some of the largest homes in Oak Park for the price live here, up to 3,587 square feet, but roughly half still need updating.
Homes here typically run $1.2M-$1.6M+. That range reflects both the larger-than-average square footage and the mix of updated versus original homes on the market.
The square footage is the standout feature, some of the largest homes in Oak Park for this price point, paired with bigger yards and more unique architecture than newer construction typically offers. Kanan Road also gives a straight shot to Malibu, which isn’t something every Oak Park neighborhood can say.
Both are older, character-driven communities where condition varies from home to home. Rolling Hills tends to run larger in square footage, while Oak Park Tract has the wider selection of single-story options.
It fits buyers who want more house for the money than most of Oak Park offers, and who don’t mind comparing individual homes carefully rather than assuming any listing in the price range looks the same.
About half the homes have already been updated and are move-in ready, while the rest still need work. If a renovation project isn’t something you want to take on, it’s worth being selective about which listings you tour.
Ready to tour Rolling Hills Estates and other neighborhoods?
Choosing the right neighborhood is often more important than choosing the right house. If you’re still figuring out where you belong in the Conejo Valley, here’s the simple 3-step process I use to help buyers narrow it down.
Step 1:
First Meeting
We’ll talk through your plans and what buying looks like in the Conejo Valley.
Step 2:
Area & Home Tours
You’ll get a feel for how the towns connect and which ones feel right to you.
Step 3:
Offers → Closing
I’ll guide you through offers, negotiations, and all the way to closing.
