1990s Family Homes Tucked North of Dundee
View Available Homes Call (847) 738-1884Eastwood Trails is a compact 1990s neighborhood north of Dundee and east of McHenry Road — two-story family homes from 2,000 to nearly 2,900 square feet on quiet interior streets.
It hits Wheeling's sweet spot: newer-than-average construction, genuine family size, and a location minutes from Town Center's Metra and Restaurant Row.
Recent Eastwood Trails sales have centered around $575,000. Like most small 1990s pockets in Wheeling, supply is the constraint — a couple of listings a year, each drawing immediate attention from move-up buyers.
2,000–2,900 sq ft homes with attached garages.
90s builds with current kitchens and baths.
The quiet positions families seek out.
Eastwood Trails students attend District 21 schools and Wheeling High School in District 214; verify block assignments with the district. School boundaries in the northwest suburbs can vary block by block — always verify your specific address with the district office before purchasing.
McHenry Road leads straight to Town Center's shops, cinema and Metra, with Chelsea Cove's parks, Heritage Park, and Lake Cook Road's corridor close by. Explore our full Wheeling guide →
Our MLS runs a Private Listing Network — real listings agents can see that never appear on Zillow or any public site, because the sellers want privacy. We can't advertise them. What we can do is share matches directly with our own buyers. If Eastwood Trails is where you want to be, tell us exactly what you're looking for — we'll watch the private side for you, and we'll only contact you about that.
Tell Us What You're Looking For or text Josh: (224) 628-4013
Values in Eastwood Trails have been moving. Get a free, no-obligation valuation from the team that knows these blocks house by house — usually within 24 hours.
Get My Free Eastwood Trails Valuation →The Dawn Simmons Team has helped buyers and sellers across Wheeling and the northwest suburbs for over 26 years. Get honest guidance on pricing, what homes here really sell for, and what to look out for.
Contact Dawn Today
RE/MAX Suburban • 26+ Years Experience
(847) 738-1884 • simsre2000@yahoo.com
330 E Northwest Hwy, Mount Prospect IL 60056