O'Neil Property Group
Live Oswego listings updated daily from the MLS — plus what local buyers should know before making a move.
One of Oswego’s planning quirks pays off daily for families: several of the village’s largest subdivisions were built with an elementary school inside the neighborhood. Homes near schools mean walkable mornings, no bus-schedule gymnastics, and after-hours access to playgrounds and fields that function as neighborhood parks. This page tracks listings in Oswego’s school-adjacent subdivisions and streets, updated daily from the MLS.
Looking for help narrowing down your search? Call or text Kealan at 630-381-4995 for a personalized list of homes that match your budget and priorities.
Active listings pulled directly from the MLS.
Hunt Club Elementary sits inside the Hunt Club subdivision, Fox Chase Elementary inside Fox Chase, Southbury Elementary inside Southbury, and Churchill Elementary serves the Churchill Club community — four neighborhoods where a kindergartner’s commute is a sidewalk. Junior highs and both district high schools (Oswego and Oswego East) anchor other pockets of walkable streets. Homes within a few blocks of a school span the full range of Oswego housing types and prices.
School-adjacent blocks behave differently as real estate: weekday drop-off traffic is the trade-off, while walkability, sidewalk networks, and adjacent green space are the payoff. Corner-lot and cul-de-sac homes a street or two removed from the school entrance often hit the sweet spot — walking distance without the queue. Remember that SD 308 boundaries cross municipal lines; a few Oswego addresses assign to schools outside the immediate neighborhood, so verify assignment per address.
Always verify the specific school assignment for a specific address with the district — proximity does not guarantee assignment, and boundaries can adjust as enrollment shifts. Visit the block at 8am and 3pm on a school day to experience drop-off reality before you commit. And check field/playground access policies; most Oswego school grounds function as public play space outside school hours, which effectively adds a park to your backyard.
Walk-to-school homes hold a durable resale advantage in family-driven markets like Oswego — the feature regenerates its buyer pool every year as new families enter the district. These blocks also stay socially connected in ways buyers consistently cite when they resell. It’s a lifestyle purchase that doubles as a defensible investment.
Whether you are just starting your search or ready to schedule a showing, Kealan O’Neil is here to help you every step of the way.
