O'Neil Property Group
Woodland Meadows is Gilberts’ estate-scale enclave — Gladstone-built singles of 3,200 to 5,106 square feet from the early 2000s north of Big Timber Road, where recent sales have run from the mid $500s to the high $600s and listings are scarce.
Woodland Meadows is the smallest of Gilberts’ major subdivisions and the one that trades in a bracket of its own. Gladstone Builders developed the enclave between roughly 2003 and 2005 on the village’s north side — north of Big Timber Road and west of Tyrrell Road, beside Timber Trails — building from a series of seven “Stone” floor plans (Brookstone through Wildstone) that run from about 3,200 to 5,106 square feet. Nothing else in the village matches the scale of these homes.
The market here is defined by scarcity. Recent sales have run from the mid $500s to $668,000, with medians in the $640s, and entire seasons can pass without a listing — the community has produced only a few dozen sales in the last decade-plus. Four-plus bedrooms, three-plus baths, three-car garages and finished basements are the standard package, and lot sizes run deeper than anywhere else in town. Buyers at this tier are usually choosing between Woodland Meadows’ space and The Conservancy’s newer construction — the village’s two moves above $550K.
Ownership math reflects the scale: average tax bills run in the low teens — about $13,300 by MLS-fed averages — while the association stays light, roughly $500–$625 per year covering the community’s common areas, pond and entry. For sellers, the thin comp set cuts both ways: pricing demands real judgment, but a well-presented listing here has essentially no direct competition when it launches.
Pricing reflects Woodland Meadows sales and active listings as of mid-2026.
The community’s smaller plans — still 3,200-plus square feet — typically with four bedrooms and three baths. Original-finish homes land here; updated ones push higher.
See listings →The Jadestone/Riverstone/Wildstone tier toward 5,106 square feet, plus pond-adjacent and deep-lot settings. Recent top sales reached $668K, with a 2026 listing at $675K testing the ceiling.
See listings →A handful of sales per year at most. Serious buyers run alerts and wait; serious sellers launch with full preparation, because every listing here is an event.
See listings →Subdivision-level MLS feeds for Woodland Meadows are being configured. Until then, browse every active Gilberts listing — we can flag the Woodland Meadows homes the moment they hit the market.
Deeper lots and bigger setbacks than anywhere else in the village — the space between houses is as much the product as the square footage inside them.
The community’s pond and park space anchor the plan, with sidewalks and street lighting throughout and the Freeman Kame preserve area a short drive for trails.
Seven Gladstone floor plans — Brookstone, Creststone, Fieldstone, Greystone, Jadestone, Riverstone, Wildstone — give the enclave variety within a consistent scale.
Big Timber Road puts the Metra station about 10 minutes east, the Randall corridor 10 minutes southeast and I-90 about 10–12 minutes — the same access that powers the rest of the village.
Woodland Meadows is served by Community Unit School District 300. School assignments in Gilberts split by address and boundaries can change — always confirm current attendance boundaries with the district for any specific home.
The village’s elementary school serves Woodland Meadows addresses. Confirm the current attendance boundary with D300 for any specific address.
MLS-fed sources list both Dundee and Hampshire middle school assignments for community addresses — the feeder splits by address. Verify with D300.
Sources place community addresses in the Hampshire High feeder, but Gilberts assignments split between Jacobs and Hampshire and can change — confirm the current assignment with the district.
Big Timber Road connects the enclave to the village core in minutes — Town Center Park, the events calendar and Gilberts Elementary are all a five-minute drive.
The Randall Road interchange at I-90 is about 10–12 minutes, with Schaumburg around 30 minutes and O’Hare about 40–45. Randall Road retail is ten minutes out.
The Big Timber Road Metra station is about a 10-minute drive for Milwaukee District West service into Union Station in 70–90 minutes; I-90 runs about an hour to the Loop off-peak.
We track every Woodland Meadows listing and sale, and we know what drives value here. Get real answers about pricing, fees, and what’s coming to market.