Live Montgomery listings updated daily from the MLS — plus what local buyers should know before making a move.
The $500K–$750K bracket is the top of the Montgomery market—and that’s exactly the opportunity. This is where the village’s largest homes trade: 3,000+ square-foot singles in Blackberry Crossing West and Huntington Chase, the biggest Saratoga Springs and Foxmoor plans, and fully optioned new construction at Marquis Pointe. Because Montgomery’s price ceiling sits below Oswego’s and far below Naperville’s, buyers at this number get executive-scale homes at a price that buys mid-market housing a few miles east.
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.
Expect four- to six-bedroom homes from roughly 2,600 to 4,000 square feet, mostly built 2003–2013 plus current D.R. Horton builds topping out near $513K. Three-car garages, full basements (many finished), and premium lots—pond views, cul-de-sacs, conservation backdrops—are the norm. Inventory at this level is thin in Montgomery, often just a handful of active listings, so serious buyers should watch daily.
Blackberry Crossing West’s largest singles reach roughly $530K, Huntington Chase’s biggest plans have traded to $540K, and Saratoga Springs’ 4,665 sq ft flagship plans push the village ceiling. Above $600K, Montgomery inventory gets scarce—buyers who need that level consistently often cross-shop Oswego, Sugar Grove, and Yorkville estates, and we cover all of them.
At this price, scrutinize the tax math hardest: a 2.55% effective rate on a $650K Kendall-side home is a meaningful annual number, and an SSA stacks on top. Jumbo thresholds aren’t usually in play here, but appraisal gaps can be—comps are thin at the top of a market this size, so work with an agent who can defend value with precision.
Sellers at this level face a small buyer pool inside Montgomery itself—but a large one just outside it, since your home is the value alternative to Oswego and Naperville listings $100K+ higher. Marketing that reaches those out-of-town buyers is the difference between 10 days and 90 days on market. That’s our specialty.
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.