Attainable Wheeling Single-Family Living on Dundee Road's West Side
View Available Homes Call (847) 738-1884Hollywood Ridge is classic attainable Wheeling — 1960s ranches and split-levels west of Route 83 off Dundee Road, where detached-home ownership starts in the $300s.
It's a first-home neighborhood in the best tradition: solid construction, real yards, and a village that delivers big services for the tax dollar.
Hollywood Ridge homes have recently traded around a $370,000 median, with updated homes into the $400s. That entry point — a detached D214 home under $400K — keeps first-time buyers and investors both watching.
The attainable, updateable core.
Extra space down a half-flight.
Updated homes that set the ceiling.
Hollywood Ridge 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.
Dundee Road's conveniences are immediate, with Restaurant Row, Town Center's Metra, and the Des Plaines River Trail's preserves all a short drive. 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 Hollywood Ridge 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 Hollywood Ridge 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 Hollywood Ridge 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