Westchester · Cook County · IL
Homes for sale in
Westchester.
- Active listings
- 17
- Median list
- $410K
- Avg time on market
- 23 days
- Sold · last year
- 0
Photo: Captainandy1310 / Wikimedia Commons (CC BY-SA 4.0)
Active listings
17 homes on the market
About the community
Living in Westchester.
Westchester sits on Chicago's near-west side in Cook County, framed by the Interstate 290 (Eisenhower) and Interstate 294 (Tri-State) corridors that put O'Hare and the Loop within a short drive. The village traces back to 1924, when utilities magnate Samuel Insull and developers George Nixon and William Zelosky purchased roughly 2,200 acres of farmland to build a planned English-style town, which gave Westchester its English street names and laid-out parkways. The housing stock reflects that history and the postwar boom, with brick bungalows, Georgians, and mid-century homes across a compact 3.69 square miles. Most students attend Westchester School District 92.5 for elementary and middle grades and Proviso Township High Schools District 209 for high school. There is no Metra station inside the village, so rail riders use stations in adjacent towns, and the 85-acre Wolf Road Prairie, the largest black-soil prairie remnant east of the Mississippi River, anchors the village's open space.
At a glance
~16,900 residents
Westchester had 16,892 residents at the 2020 census across a land area of 3.69 square miles.
District 92.5 and Proviso 209
Most of the village is served by Westchester School District 92.5 for elementary and middle grades, with high schoolers attending Proviso Township High Schools District 209.
I-290 and I-294 access
The village sits near the interchange of I-290 (Eisenhower Expressway) and I-294 (Tri-State Tollway), with Roosevelt Road and Cermak Road as major surface routes.
Planned garden suburb
Westchester was developed in the 1920s by Samuel Insull as a planned English-style town, giving it English street names, parkways, and the Mayfair neighborhood.
Westbrook Corporate Center
At Wolf Road and Cermak Road, this office complex of five 10-story towers holds more than 1 million square feet, built in 1986 and renovated in 1996.
Wolf Road Prairie
The village protects 85 acres of Wolf Road Prairie, the largest black-soil prairie remnant east of the Mississippi River, with more than 360 native plant species.
Parks and community pool
The Westchester Park District operates multiple parks plus the John J. Sinde Community Swimming Pool, a 50-meter facility at 10201 Bond Street.
Home value near $296,000
The Zillow typical home value was about $296,000 in early 2026, accessible relative to many western Cook and DuPage suburbs.
What’s close
Westchester is compact at 3.69 square miles, bounded on its western edge by the DuPage County line. Daily life runs along Roosevelt Road and Cermak Road, with the Westbrook Corporate Center and Wolf Road Prairie as the village's two best-known landmarks.
- Wolf Road Prairie
- An 85-acre nature preserve of mesic prairie, savanna, and wetland, considered the largest black-soil prairie remnant east of the Mississippi River.
- Westbrook Corporate Center
- An office complex of five 10-story towers totaling more than 1 million square feet at Wolf Road and Cermak Road.
- Mayfair Recreation Center
- A Westchester Park District facility housing an indoor playground plus programs and community event rooms.
- John J. Sinde Community Swimming Pool
- The village public pool at 10201 Bond Street, with a 50-meter main pool, a zero-depth wading pool, and a water slide.
- Highway access
- The village is positioned near the I-290 and I-294 corridors, with Roosevelt Road and Cermak Road crossing the village.
- DuPage County line
- Westchester shares its western border with DuPage County, near Oak Brook and the I-294 corridor.
What it’s actually like to live here
Westchester's housing stock reflects its 1920s planned-suburb roots and its postwar build-out, with brick bungalows, Georgians, Cape Cods, and mid-century single-family homes laid out along curving, tree-lined streets. The typical Zillow home value was about $296,000 as of early 2026, keeping the village accessible relative to many western Cook and DuPage suburbs. Homeownership is high, with the village reporting roughly 6,900 households and a strong owner-occupancy share. The compact 3.69-square-mile footprint means most homes are within a short distance of a park, school, or the Mayfair Recreation Center.
The village draws families, longtime residents, and buyers who want a quieter residential setting with quick highway access to O'Hare and the Loop. The median age was 48.3 at the 2020 census, pointing to an established community with many long-tenured owners. Recreation centers on the Westchester Park District system, the Sinde community pool, and the Wolf Road Prairie preserve. There is no Metra station inside the village, so commuters either drive the expressways or use stations in nearby towns such as Bellwood, LaGrange, or Western Springs.
Neighborhoods
Detailed Westchester community pages coming soon.
Browse the listings above. Detailed neighborhood pages with market stats, school info, and lifestyle take-downs land here as we roll them out.
Schools
Districts serving Westchester.
Boundary lines do shift. Always confirm in writing for a specific address before writing an offer.
- D92.5Grades PreK-8
Westchester School District 92.5
Schools serving the area
- Westchester Primary School
- Westchester Intermediate School
- Westchester Middle School
- Britten School
Serves most of the village. A section of Westchester is instead served by Hillside School District 93, a single K-8 school based in Hillside. Confirm the elementary district by exact address.
- D209Grades 9-12
Proviso Township High Schools District 209
Schools serving the area
- Proviso West High School
- Proviso East High School
- Proviso Math and Science Academy
Westchester high school residents are zoned to Proviso West in Hillside. Students may apply to Proviso Math and Science Academy in Forest Park.
From the neighborhood
Around Westchester
Real local creators on TikTok. Tap a tile to play it right here.
☕️✨ First sip at the brand new 7 Brew Coffee in Huntley, IL! 🚗💨 The drive-thru vibes are fast, friendly & full of flavor - definitely a new go-to! Who’s trying it next? #7brewcoffee #HuntleyIL #coff
@itsabbysworldafterallBehind the Masks… an Unforgettable Night 🎭✨ From start to finish, Adult Prom brought the energy! The night kicked off at the pre-game party at @D.C. Cobb's , where the vibes were already flowing. Th
@huntleyparkdistrict✨ Today is the day✨ Come see us at More Brewing Co in Huntley, IL from 3p-8p 💕 📚
@herefortheplot_xo🚨New hidden gem in downtown Huntley! This place is a must see full of unique decor 🥰 @The Vintage Hammer
@tinagrzecaAround town
What there is to do in Westchester.
A handful of the places people who live here actually use. Not a directory.
- Parks
Wolf Road Prairie Nature Preserve
An 85-acre preserve of mesic prairie, savanna, and wetland with more than 360 native plant species, stewarded by the Save the Prairie Society.
- Family
Mayfair Recreation Center
A Westchester Park District facility housing an indoor playground with climbing equipment, slides, and tunnels, plus rooms for community events.
- Family
John J. Sinde Community Swimming Pool
The village public pool at 10201 Bond Street features a 50-meter main pool with a diving well, a zero-depth wading pool, and a water slide.
- Food & Drink
Eden Lanes
A bowling alley with a bar and grill established in 1960, located at 10159 W Cermak Road in Westchester.
- Parks
Westchester Park District
The local park district operates parks, athletic fields, a community center, and recreation programs across the village, including Mayfair Park and Community Park.
- Shopping
Westbrook Corporate Center
An office complex of five 10-story towers totaling more than 1 million square feet at Wolf Road and Cermak Road, a major employment anchor for the village.
Getting around
Commute + transit from Westchester.
DriveBy car
- Routes: I-290 (Eisenhower Expressway) · I-294 (Tri-State Tollway) · Roosevelt Road · Cermak Road · Wolf Road
- O'Hare Airport: ~19 min
- Chicago Loop: ~26 min
By the numbers
Westchester taxes + market stats.
Property tax rates vary by exact township and assessor district. Confirm per address before pricing a purchase.
Property tax rate
2.28%
effective avg
Sales tax
10.00%
combined
Median sold price
$375,000
MRED · last 12 mo (218 sales)
Median household income
$98,954
ACS
How Westchester got here
A bit of history.
The land that became Westchester was farmed by German settlers beginning in the mid-19th century. In 1924, utilities magnate Samuel Insull, together with developers George Nixon and William Zelosky, purchased roughly 2,200 acres with plans for a planned English-style residential town, complete with paved streets, sidewalks, sewers, water mains, and parkway trees. Residents voted on October 3, 1925, and the village was incorporated on December 16, 1925. The English origins of the development are still reflected in the town's name and the majority of its street names.
The Great Depression slowed development through the 1930s, when the village recorded only 358 residents in 1930, though the population continued to grow over following decades to a peak of 20,033 by 1970. Early suburban growth was stimulated by Westchester serving as the western terminal of Chicago's Garfield Park rapid transit line, an electric rail extension that connected the village toward the city before it was removed in 1951. Postwar construction of the Interstate Highway System beginning in 1956 brought nearby expressways I-290 and I-294, reorienting the village toward car-based travel. By the 2020 census the population was 16,892.
The questions buyers actually ask
Westchester FAQ
The questions I get most from buyers shopping Westchester. If yours isn't here, text 815-355-0582, same-day reply.
- What school districts serve Westchester, IL?
- Most of the village is served by Westchester School District 92.5, which runs Westchester Primary School, Westchester Intermediate School, and Westchester Middle School, plus the Britten School for special needs. A section of the village is served instead by Hillside School District 93, a single K-8 school. For high school, residents are part of Proviso Township High Schools District 209 and are zoned to Proviso West High School in Hillside, with the option to apply to Proviso Math and Science Academy.
- How is the commute from Westchester to downtown Chicago and O'Hare?
- Westchester sits near the I-290 (Eisenhower) and I-294 (Tri-State) corridors. O'Hare International Airport is roughly 11.6 road miles away, about 19 minutes by car in normal conditions, and the Chicago Loop is about 16 miles east, roughly 26 minutes outside of peak traffic. There is no Metra station inside the village, so rail riders use stations in adjacent towns such as Bellwood, LaGrange, or Western Springs, plus Pace bus routes within Westchester.
- What are property taxes like in Westchester?
- Westchester is in Cook County, where bills combine county, school, and local levies. The median effective property tax rate is about 2.28 percent. As with the rest of Cook County, homestead, senior, and other exemptions can lower the assessed value used to calculate a bill, so confirm the actual bill for any specific address.
- What is the sales tax rate in Westchester?
- The combined sales tax rate in Westchester is 10.0 percent. That breaks down into 6.25 percent Illinois state tax, 1.75 percent Cook County tax, 1.0 percent village tax, and 1.0 percent special district tax.
- What kind of homes are for sale in Westchester?
- The housing stock is largely single-family and reflects the village's 1920s planned-suburb origins and its postwar growth, including brick bungalows, Georgians, Cape Cods, and mid-century homes on tree-lined streets. The typical Zillow home value was about $296,000 in early 2026. The village is compact at 3.69 square miles, so most homes are close to a park, school, or recreation center.
- What defines Westchester as a community?
- Westchester was developed in the 1920s by utilities magnate Samuel Insull as a planned English-style garden suburb, which is why the village and most of its streets carry English names. Its defining open space is the 85-acre Wolf Road Prairie, the largest black-soil prairie remnant east of the Mississippi River. The village also hosts the Westbrook Corporate Center office complex at Wolf Road and Cermak Road and a system of parks run by the Westchester Park District.
Nearby
Towns next to Westchester.
If you’re cross-shopping the area, these are the places that border Westchester.
Your local agent
Joe knows Westchester
Most agents will list anything. I focus on the communities I actually know, and the details that determine resale value here aren't in the MLS write-up: which lots back to open space, which streets carry the most consistent demand, which floor plans buyers ask for by name, and what each HOA actually covers.
When you're ready to tour or list, you want someone who's walked the streets, talked to the residents, and read the last 50 closed comps in this market specifically. That's how I work. Text or call any time, and I'll give you a real take, not a brochure.
- Lives in McHenry County
- Local specialist
- Westchester specialist
- Honest local market take
- Brokerocity
Thinking of selling?
What's your home actually worth?
Not a Zestimate. A real CMA from someone who's sold this neighborhood, knows the floor plan premiums, and can tell you which upgrades the buyer pool here actually pays for.
- Pricing range with comp-by-comp logic
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