Palatine · Cook County · IL
Homes for sale in
Winston Park.
- Active listings
- 4
- Median list
- $468K
- Avg time on market
- 18 days
- Sold · last year
- 40
Active listings
4 homes on the market
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About the community
An established single-family neighborhood on the north side of Palatine.
Winston Park is a mature, tree-lined neighborhood on the north side of Palatine, generally north of Palatine Road and west of Route 53, in Cook County. It takes its name from the Winston Campus schools at its center. The housing stock grew over several decades, with the bulk of the homes from the late 1950s and 1960s plus later infill and rebuilds, so it lives like a settled, lived-in neighborhood rather than a new-construction subdivision. For buyers, the draw is a genuine range of home sizes and price points inside a well-located Palatine address with strong schools and an easy commute.
At a glance
Detached single-family homes
Mid-century ranches, split-levels, and tri-levels alongside larger updated and rebuilt homes, roughly 1,200 to 3,600+ sqft.
Winston Campus schools
CCSD 15 elementary and junior high on the namesake Winston Campus, then Palatine High School in District 211. Confirm the assignment by address.
Metra UP-NW at Palatine
The Palatine station, one of the busiest on the line, offers direct trains to Chicago's Ogilvie Transportation Center.
Deer Grove open space
Cook County's first forest preserve, with trails, a lake, and a sledding hill, sits just north and west.
Palatine Park District
The park district runs roughly 45 parks plus indoor recreation, with the 11-plus-mile Palatine Trail nearby.
Route 53 and I-90 access
Route 53 runs just east of the neighborhood and connects south to I-90 toward O'Hare and the city.
Established, not new build
A settled neighborhood of mature trees and sidewalks, with a wide mix of original and renovated homes.
What’s close
Winston Park sits on the north side of Palatine, generally north of Palatine Road and west of Route 53, a short drive from downtown Palatine.
- Open space
- Deer Grove Forest Preserve to the north and west, with trails, a lake, and a sledding hill, plus Twin Lakes to the north.
- Shopping
- Everyday retail along Palatine Road, Dundee Road, and Rand Road, with downtown Palatine dining a short drive southeast.
- Hospital
- Endeavor Health has locations in Palatine, with the full-service Northwest Community Hospital a short drive south in Arlington Heights.
- Highway
- Route 53 just east, connecting to I-90 (Jane Addams Tollway) toward O'Hare and Chicago.
- Schools
- CCSD 15 for elementary and junior high (the Winston Campus schools) and District 211 for high school (Palatine High School). Confirm by address.
- Train
- Metra Union Pacific Northwest service to Chicago from the Palatine station in downtown Palatine.
What it’s actually like to live here
Winston Park suits buyers who want an established, unpretentious Palatine neighborhood with mature trees, sidewalks, and a settled feel rather than a new subdivision. The mix of mid-century ranches and split-levels alongside larger updated and rebuilt homes means a real range of sizes and price points, which keeps the area accessible to first-time and move-up buyers while still offering room to grow into a bigger house without leaving the neighborhood.
Location is a strength. The combination of Route 53, I-90 access, and a busy Metra UP-NW station downtown makes this a practical base for both car and rail commuters heading into Chicago, and downtown Palatine's dining and events are close enough to enjoy without living on top of them. Deer Grove, the Palatine Trail, and the park district facilities give families and outdoor-minded residents a lot within a few minutes of home.
The honest tradeoffs are home age and taxes. This is older housing stock, so many original homes will show their era, and buyers should budget for updates to kitchens, baths, and mechanicals unless a home has already been renovated. Cook County property taxes run meaningfully higher than the national norm, which raises the true monthly cost of ownership. And because the area can straddle more than one elementary boundary, families should confirm the exact school assignment by address rather than assuming it from the neighborhood name.
The questions buyers actually ask
Winston Park FAQ
The questions I get most from buyers shopping Winston Park. If yours isn't here, text 224-385-8779, same-day reply.
- What does the HOA actually cover?
- Winston Park is generally not governed by a mandatory homeowners association, which is typical of Palatine's postwar single-family tracts, so most detached homes carry no monthly dues. Confirm any association, dues, or special assessment for a specific property with the listing and title work, since small infill pockets can carry their own arrangements.
- What are property taxes like?
- Roughly $8,000 – $12,000 per year, depending on home size and value. Cook County assessor records are the source of truth. Happy to pull a specific bill on any home you're considering.
- What's the typical closing timeline?
- 30 to 60 days from accepted offer to keys. Cash deals can close in two weeks. Conventional financing is usually closer to 60.
- Where exactly is Winston Park in Palatine?
- On the north side of Palatine, generally north of Palatine Road and west of Route 53, in Cook County. It is named for the Winston Campus schools at its center, and a related area is sometimes marketed as Winston Park Northwest.
- What kinds of homes are in Winston Park?
- Detached single-family homes, mostly built from the late 1950s onward with later infill and rebuilds. Styles include mid-century ranches, split-levels, and tri-levels plus more traditional two-story colonials, in a wide range of sizes.
- What schools serve Winston Park?
- Elementary and junior high fall under CCSD 15, with the namesake Winston Campus schools, though some blocks can route to other District 15 elementary schools. High school is Palatine High School in Township District 211. Attendance can split mid-neighborhood, so confirm the exact schools for an address with the districts.
- Is there an HOA?
- There is no known mandatory, dues-charging HOA for Winston Park as a whole, which is typical for a neighborhood of this age. Always confirm any association or assessment for a specific home during the purchase.
- How is the commute and what is nearby?
- Route 53 and I-90 are close for drivers, and the Metra UP-NW Palatine station offers direct trains to Chicago. Residents are near Deer Grove Forest Preserve, the Palatine Trail, and Palatine Park District facilities, with downtown Palatine and shopping a short drive away.
- What do homes cost and how is the market right now?
- Pricing and market pace shift constantly, so check the live Market snapshot on this page for current for-sale and recently-sold activity. In general character, Winston Park tends to sit near the middle of the Palatine market rather than at the top.
- Who is the real estate agent for Winston Park?
- Joe Keegan is the local licensed Illinois real estate broker who covers Winston Park in Palatine, IL through Subdiview, a neighborhood-first home search for the Chicago suburbs and collar counties. Joe prices and negotiates from the live MRED sold comps for Winston Park specifically, not national averages, and can help you buy or sell here. Reach Joe at 224-385-8779 or joe@joekeeganhomes.com.
Your local agent
Joe knows Winston Park
Most agents will list anything. I focus on the places I actually know, and the things that move value here don't show up in the MLS write-up: which streets and buildings hold demand, what the HOA or assessments really cover, how the comps read once you account for condition and location, and where buyers consistently want to be.
When you're ready to tour or list, you want someone who has read the last 50 closed comps in this specific market, not a national average, and can tell you what they actually mean for your price. That's how I work. Text or call any time, and I'll give you a real take, not a brochure.
- Licensed Illinois broker
- Comp-driven pricing
- Palatine specialist
- Honest local market take
- Brokerocity
Market snapshot
Winston Park, by the numbers
Live MRED data, refreshed daily. The numbers below tell you what this market is doing today, not what Zillow's algorithm thinks it might be doing six weeks from now.
Typical list price
$467,500
Typical sale price · last 90 days
$450,000
Homes for sale right now
4
Avg time on market
18 days
Sold in the last year
40
This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC for the period August 6, 2025 through August 6, 2026. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market.
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
- Pre-list improvements that pay back, and the ones that don't
- No obligation, no spam, no auto-dialer
Schools serving Winston Park
Where Winston Park homes go to school
Homes in Winston Park are most often zoned to Palatine HS. Open a school to see its area, the district, and every home for sale that feeds it.
School assignment is derived from the school the MRED listing agent entered and is not a guarantee. Always verify current attendance boundaries with the district before writing an offer.
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