A two-story suburban house at Windward Shores features a brick and gray stucco exterior, white trim, a double garage, and a neatly landscaped front yard with bushes and trees under a clear blue sky.
A peaceful Windward Shores lakeside neighborhood with houses, green lawns, trees, and boats docked along the water on a sunny day with a blue sky and scattered clouds.
A waterfront house at Windward Shores features a boat dock, green lawn, and trees. The home has a tiled roof, multiple windows, and a raised patio with stairs. Other houses and boats line the shoreline under a clear sky.
A peaceful canal lined with houses and lush greenery at Windward Shores, with several small boats docked along the water on a sunny day under a clear blue sky.
A modern Windward Shores house with a white exterior, red-tiled roof, large windows, double garage, and a tree in the front yard surrounded by green grass and bushes under a blue sky.
A sunny suburban lakeside scene at Windward Shores, with tall trees, green grass, a sidewalk, houses along the water, and part of a shingled building on the right under a clear blue sky.
Waterfront homes with docks and boats line a calm, tree-lined canal under a clear blue sky. Lush greenery and well-kept gardens surround the houses in Windward Shores, creating a peaceful, upscale neighborhood scene.
A peaceful canal at Windward Shores, lined with boats and waterfront homes on a sunny day, with green lawns, trees, and distant mountains under a clear blue sky.
A white two-story house at Windward Shores with a balcony and large windows overlooks a canal. A small dock with chairs and a boat with a canopy sits on the water, surrounded by green grass and trees under a clear blue sky.
A large white two-story house with a wraparound porch and arched windows sits behind a white fence at Windward Shores, with manicured bushes and trees in front. A small boat is docked by the water in the foreground under a clear blue sky.
Waterfront houses with balconies and trees line a calm canal at Windward Shores. A white pontoon boat with a green canopy is docked at a stone retaining wall in front of the main house beneath the clear blue sky.
A tan, two-story suburban house in Windward Shores with a tile roof, attached two-car garage, and a well-maintained front yard featuring bushes, trees, and a small American flag. Two black mailboxes are by the sidewalk.

Windward Shores

Westlake Village, CA | $2M-$3M

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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.

Living in Westlake Village 

Waterfront houses with balconies and trees line a calm canal at Windward Shores. A white pontoon boat with a green canopy is docked at a stone retaining wall in front of the main house beneath the clear blue sky.

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

 

HOA Fees (Approx.)

$300 Quarterly・$2000 Annually

 

Windward Shores Floor Plans

Here are a few examples of the floorplans you'll find throughout Windward Shores real estate:
See 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.

A smiling man with gray hair, wearing a blue shirt, beige pants, and white sneakers, stands casually against a white stucco wall along a shaded outdoor walkway with hanging lanterns and greenery.

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.

What working together looks like

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.

202320242025
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:263
Avg. Days on Market:171510

Windward Shores Video Tour

Want a quick feel for Windward Shores? Here’s a short video tour of the community and surrounding area.

Play-Circle
Four children with backpacks wait in line to board a yellow school bus parked by the curb on a sunny day in Westlake Village, with trees and a building visible in the background.

Schools: Windward Shores

Windward Shores is located in the Conejo Valley Unified School District, one of the best school districts in the state of California.

  • Westlake Elementary
  • Colina Middle School
  • Westlake High School
Learn About CVUSD Schools

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 Buy

Selling 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 Proceeds

Windward 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

Westlake Village Area Overview

What it’s like to live in Westlake Village

Compare Neighborhoods

Browse Westlake Village Neighborhoods

Westlake Village's Most Walkable Neighborhoods

Talk Through Your Options

People who like Windward Shores also like:

A row of Westshore Homes with waterfront patios faces a calm lake, where several small boats are docked along the shore on a sunny day. Trees and clear blue sky complete the serene backdrop.

Westshore Homes

$850k-$2M

Single Family Homes

2-3 Bed

Built: 1979
A lakeside view at Westlake Bay with boat docks, green grass, and a two-story beige house among trees. Calm water reflects the blue sky, and distant mountains are visible in the background.

Westlake Bay Townhomes

$800k-$1.3M

Townhomes

2-4 Bed

Built: early 70s
A suburban house with a red tile roof and a large white garage, nestled in First Neighborhood, is surrounded by tall palm trees and lush greenery under a clear blue sky.

First Neighborhood Homes

$1.25M-$2.3M

Single Family Homes

3-5 Bed

Built: late 60s to early 70s
Single-story suburban house in desirable Southshore Hills with brick accents, a two-car garage, and a well-kept front yard featuring shrubs, small trees, and a large central tree. The home sits on a quiet street with lush greenery in the background.

Southshore Hills Homes

$1.5M-$2.5M

Single Family Homes

3-5 Bed

Built: 1970s
Large, elegant two-story house with balconies and many windows, surrounded by lush landscaping and trees, sits beside a calm Southshore lake with a docked white and green boat in the foreground.

Southshore (The Shores) Homes

$2M-$5M+

Single Family Homes

2-5 Bed

Built: late 60s-2008
A peaceful residential canal on Westlake Island, lined with green trees and shrubs, with houses and private docks along the water, and several small boats moored under a clear blue sky.

Gated: Westlake Island Homes

$2.5M-$10M+

Single Family Homes

3-4 Bed

Built: 60s and 70s

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.

See How The Buying Process Works