O'Neil Property Group
Chatham Square sits in far-north Plainfield near 127th Street and Heggs Road — a Plainfield address with Oswego District 308 schools, built in two eras (Gladstone semi-customs from the mid-2000s, M/I Homes through 2023) with recent single-family sales from the mid $500s to $705K.
Chatham Square is the neighborhood I show buyers who want a Plainfield address with Oswego schools — a combination that exists only in the village’s far-north pocket near 127th Street and Heggs Road, where District 308 (Oswego) serves the community through Grande Park Elementary, Murphy Junior High, and Oswego East High School. For families targeting 308 without leaving Plainfield’s amenities and commute, this pocket is the answer, and Chatham Square is its anchor.
The community was built in two distinct eras, and it matters when you’re comparing homes: Gladstone Builders delivered semi-custom homes from the mid-2000s, then M/I Homes returned around 2019 with its Classic Series and built through 2023, when the community sold out. The result is streets where finish levels, architecture, and age vary meaningfully — a 2006 Gladstone semi-custom and a 2022 M/I production home are different products at similar prices. Homes run from about 1,850 to 4,200 square feet on lots averaging just over a quarter acre, with a townhome section adding an attached option.
Recent single-family sales ran from $545,000 to $705,000 — solidly in Plainfield’s move-up tier — with townhomes trading lower. HOA fees are modest for single-family (aggregator sources suggest an annual master fee around the mid-$400s; townhomes pay more, monthly), covering the parks, trails, and ponds that thread the community. The location trades downtown-Plainfield proximity for north-side convenience: 127th Street runs straight to Route 59’s retail, and Naperville is as close as it gets from a Plainfield address.
Pricing reflects Chatham Square sales and market activity as of mid-2026.
The 2019–2023 wave: modern open plans, newer mechanicals, and near-new condition without the build wait. These trade fastest — buyers who missed the sold-out sales office compete for them.
See listings →The mid-2000s originals: larger footprints up to 4,200 square feet, varied architecture, mature landscaping. The past year’s top sale hit $705,000. Inspect era-specific items — these homes are entering their second mechanical cycle.
See listings →Chatham Square’s townhomes offer the 308-schools address at a lower entry point, averaging about 2,230 square feet — scarce inventory that moves quickly when it lists.
See listings →A dedicated live Chatham Square listing feed is coming to this page. In the meantime, search every active Plainfield listing—including Chatham Square—updated in real time from the MLS, or call us for a current list of what’s available in the neighborhood.
The community’s defining feature: Grande Park Elementary and Murphy Junior High operate right in the far-north Plainfield pocket, feeding Oswego East High School. Verify current boundaries with District 308.
Bike trails and ponds thread the community, with the Grande Park development’s park network directly adjacent — the whole pocket was planned with connected green space.
Gladstone’s semi-custom variety and M/I’s newer consistency give the community architectural range most single-builder subdivisions lack — and give buyers a real choice of product at similar prices.
127th Street runs straight east to Route 59’s retail corridor, and the Naperville border is minutes away — the shortest Naperville commute of any Plainfield neighborhood we cover.
Chatham Square is served by Oswego Community Unit School District 308 — not Plainfield District 202. Verify current attendance boundaries with the district, as they can change.
Operates in the far-north Plainfield/Grande Park pocket serving Chatham Square per MLS-fed sources. Confirm the current boundary for any specific address.
The junior high serving the pocket per MLS-fed sources; some feeds have listed Plank for parts of the area — verify per address.
The high school most Chatham Square addresses feed per MLS-fed sources; verify per address with District 308.
Downtown Plainfield runs about 15 minutes south; the daily-needs answer is 127th Street east to Route 59 — Costco, Meijer, and Target within 10 minutes — plus south Naperville’s retail just over the border.
Heggs and 127th feed Route 59 and 111th Street toward Naperville in minutes; I-55 access runs about 15 minutes via Route 126 or US 30. The I-88 corridor is 25–30 minutes.
This is Plainfield’s best-positioned neighborhood for the train: the Route 59 Metra station (BNSF) is roughly 15 minutes’ drive, then about an hour to Union Station, faster on expresses. Driving, plan 55–75 minutes to the Loop.
We track every section of Chatham Square—pricing, fees, and what’s coming to market. Get real answers before you make a move.