Windward Shores
Westlake Village, CA | $2M-$3M
Windward Shores
This is the lavish lifestyle Conejo Valley locals expect to see in Westlake Village. The homes of Windward Shores encompass all of Westlake’s character and charm. The private docks make a relaxing boat ride around the lake feel like a regular Tuesday. And just to make sure we’ve sketched this picture right, imagine a picnic on your boat or dock and dining lakeside at one of the three waterfront restaurants.
Westlake Village | The Overview
Curious what it’s really like to live in Westlake Village beyond this neighborhood? From lake lifestyle and dining to schools, pricing, and how it compares to nearby towns, here’s the full local breakdown.
Windward Shores | Quick Take
True lakefront living in Westlake Village. Private docks, waterfront dining by boat, and a lifestyle most buyers spend years working toward.
- Lifestyle: Step off your dock and boat to dinner, or sit on the water and watch the sun go down. Stonehaus is close when you want land-based options. This is what Westlake Village lake living actually looks like.
- Identity: About 80 homes built across several decades, which means genuine variety. From original lakefront character to updated modern interiors. Private docks set it apart from communities that are merely near the lake.
- Trade-off: Condition varies widely from home to home, and a remodel to someone else’s taste doesn’t always hold up on closer inspection. Budget for updates even on homes that look turnkey.
- Bottom line: Best for retirees and professionals who’ve earned the right to slow down somewhere exceptional, and want the lake to be part of daily life, not just a view from a distance.
MICHAEL RICE, Conejo Valley Guy | Let's Connect!
Quick Facts at A Glance
Typical Price Range
$2M-$3M
Home Size (SQ FT)
1600-4500
Number of Homes (Approx.)
80
Bedrooms
2-4
Year Built
70s-2010s
Windward Shores Floor Plans
What's To Love
Besides the peaceful and relaxing lake life? Well, the close proximity to the rest of Westlake certainly sweetens the pot. Might we suggest Stonehaus Winery for an evening glass of wine or a morning cup of coffee?
What's Not To Love
The homes here are unique no doubt about it – we actually love this. But while many are remodeled, just as many need a cushion in the budget for a little facelift. And remember, a remodel is to someone else’s style and taste. It’s not always as glamorous as it sounds.
Who Should Look Here
Lakeside living is the best way to truly embrace the Westlake Village lifestyle. Retirees and professionals make up the bulk of the Windward Shores residents. It’s a landing-place for those who have earned the right to relax on a boat with their significant other enjoying a glass of wine and watching the sunset.
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 Windward Shores
Windward Shores Market Snapshot
This snapshot shows recent sales activity in Windward Shores to give a general sense of how the neighborhood has been performing over time.
| 2023 | 2024 | 2025 | |
|---|---|---|---|
| Average Sale Price: | $2,392,500 | $2,435,833 | $2,285,639 |
| Lowest Price: | $2,200,000 | $1,500,000 | $2,015,000 |
| Highest Price: | $2,585,000 | $3,500,000 | $2,676,919 |
| Number of Sales: | 2 | 6 | 3 |
| Avg. Days on Market: | 17 | 15 | 10 |
Buying a home in Windward Shores?
If you’re starting to think about what it would actually look like to buy in Windward Shores, 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 Windward Shores?
If you own a home in Windward Shores 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 ProceedsWindward Shores Location
Exploring Your Westlake Village Options
Windward Shores is one of several distinct neighborhoods within Westlake Village. If you’re still getting your bearings, these guides can help.
Learn About Westlake Village
Compare Neighborhoods
WINDWARD SHORES FREQUENTLY ASKED QUESTIONS
Most buyers think lake living is about the view. Windward Shores is different. You’re buying a private dock, direct water access, and the ability to boat to dinner. That’s a lifestyle very few communities can offer.
Prices typically run $2M-$3M. The range reflects meaningful differences in dock position, lot size, water frontage, and condition — two homes at similar square footage can differ considerably depending on where they sit relative to the lake.
You can step off your dock and boat to any of Westlake’s waterfront restaurants, kayak in the morning, or simply sit on the water at the end of the day. For buyers who want the lake to be part of daily life rather than something they occasionally visit, this is usually the answer.
Homes span several decades of construction, so condition varies more than buyers often expect. Some have been extensively remodeled, while others still reflect their original era. Touring a few homes is the best way to understand what drives the price differences here.
If your goal is simply living near the lake, communities like Lakeshore or Northshore may offer better value. Buyers choose Windward Shores because they want the lake to be part of everyday life, with a private dock just outside their back door. That’s a lifestyle difference, not just a location difference.
Lakeshore and Northshore offer lake access and community amenities at a lower price point, but without the private docks that define Windward Shores. Buyers who want true waterfront ownership, not just lake proximity, usually end up here or at Westshore’s lakefront homes.
Retirees and established professionals who want the lake to be central to how they live, not incidental to it. Many have been watching Windward Shores for years before something comes available, it tends to attract buyers who know exactly what they want.
Waterfront ownership comes with more responsibility. Private docks, lake-facing patios, and homes exposed to the elements typically require more maintenance than similar homes elsewhere in Westlake Village. For most owners the lifestyle is worth it, but it’s something to budget for going in.
Ready to tour Windward Shores 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.
