O'Neil Property Group
Winchester Glen is Carpentersville’s premier move-up community — Pulte-built single-family homes on 114 acres west of Huntley Road, with a clubhouse, lake, conservation areas, and 2.5 miles of walking paths.
Winchester Glen (marketed by Pulte as The Meadows of Winchester Glen) occupies 114 acres on Carpentersville’s far west side, west of Huntley Road and north of Binnie Road — less than a mile from the Randall Road corridor and about 3.5 miles from I-90. Pulte built the community around conservation areas rather than lot-to-lot, and it shows: a central lake, a clubhouse, a park, and roughly two and a half miles of walking and biking paths thread through the neighborhood.
The homes are the largest concentration of newer construction in the village. Pulte offered sixteen two-story floor plans — Baldwin, Birmingham, Carrington, Devonshire, Dorchester among them — running from about 1,848 to nearly 4,800 square feet, most with four to five bedrooms, two-and-a-half to four baths, and two- or three-car garages. Core construction ran roughly 2006 to 2014, though some sources date the community’s earliest phases to the late 1990s. The HOA stays unusually light for a full-amenity community: roughly $37–$41 per month.
The market here has been strong and getting stronger. Recent sales run from about $435,000 to $687,000, with the core of the market trading between $510,000 and $530,000 — and the 2026 median (about $527,000) up from 2025’s. For buyers cross-shopping West Dundee and Algonquin, the same square footage consistently prices higher across the village line, which is exactly why Winchester Glen keeps pulling move-up buyers into Carpentersville. Inventory is thin — these homes turn over in ones and twos — so alerts matter.
Pricing reflects Winchester Glen sales and active listings as of mid-2026.
The smaller Pulte plans — roughly 1,850 to 2,400 square feet — and homes awaiting cosmetic updates. These are the most attainable route into Winchester Glen and rarely last long when priced to the neighborhood’s comps.
See listings →Where most Winchester Glen homes trade: 2,500–3,000 square feet, four bedrooms, updated finishes, three-car garages common. Recent sales cluster tightly here, which makes pricing precision matter for both sides.
See listings →Homes approaching 4,800 square feet on premium lots backing conservation areas or the lake. The 2025–26 record shows closings into the high $600s — the ceiling in this community keeps rising.
See listings →Subdivision-level MLS feeds for Winchester Glen are being configured. Until then, browse every active Carpentersville listing — we can flag the Winchester Glen homes the moment they hit the market.
The community’s 114-acre plan wraps homes around a central lake, clubhouse, and park, with about 2.5 miles of walking and biking paths and preserved conservation areas between sections — all maintained by an HOA that runs about $40 a month.
The full Randall Road retail corridor — groceries, dining, big-box, and services — starts less than a mile east. Randall Oaks Park, its golf club, and the barnyard zoo are effectively neighborhood amenities.
The 122-acre Raceway Woods Forest Preserve — the former Meadowdale International Raceway — sits minutes away at Route 31 and Huntley Road, with trails that connect the west side to the Fox River corridor.
Roughly 3.5 miles to the tollway via Randall Road puts Schaumburg about 25 minutes and O’Hare about 40 minutes out — the commute profile that keeps pulling I-90-corridor buyers to this side of the village.
Winchester Glen is served by Community Unit School District 300; MLS-fed sources list Liberty Elementary, Dundee Middle School, and H.D. Jacobs High School (with some addresses listed for Hampshire High School). Verify current attendance boundaries with the district for any specific address.
The D300 elementary most often listed for Winchester Glen addresses, located in Carpentersville. Confirm the current attendance boundary with District 300.
In West Dundee, serving many west-side Carpentersville neighborhoods.
In Algonquin; most sources list Jacobs for Winchester Glen, with some addresses listed for Hampshire High School — verify with the district.
Winchester Glen anchors the village’s far west side — Randall Road retail under a mile east, Randall Oaks Park and golf just north, and Raceway Woods minutes away. The Fox River and Old Town are about a ten-minute drive east.
Randall Road south reaches I-90 in about 3.5 miles for the tollway run to Schaumburg, Hoffman Estates, and O’Hare. The Big Timber Road Metra station (Milwaukee District West) is about 15 minutes south for train service to Union Station.
Everything routine lives on Randall Road — groceries, pharmacies, dining, fitness — with Algonquin’s commons a few minutes north and Advocate Sherman Hospital about 15 minutes south in Elgin.
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