Montgomery spans both banks of the Fox River between Aurora and Oswego, with a riverside downtown, historic landmarks and easy routes to I-88. Montgomery has kept me busy for years, and my many sales here have taken me from Boulder Hill's established streets to the newer subdivisions on the village's west side.

Living in Montgomery

Montgomery is a village about 40 miles southwest of downtown Chicago, in Kane and Kendall counties. The Fox River runs through the middle of town. The village grew up around Daniel Gray's mill on the riverbank and takes its name from Montgomery County, New York, where Gray and other early settlers came from.

Downtown Montgomery sits along the river near the Mill Street bridge, with Village Hall on River Street. The historic Gray's Mill building stands beside the water, and nearby Montgomery Park hosts Montgomery Fest each summer. The Settler's Cottage Museum, the oldest remaining building in the village, offers a look at Montgomery's early days.

Montgomery's parks are run by two park districts, the Fox Valley Park District and the Oswegoland Park District, depending on the address. The Fox River Trail follows the river through town for walking and biking. On the west side, the Dickson-Murst Farm on Dickson Road, a restored historic farmstead, opens to the public for seasonal events.

A Few of Montgomery's Neighborhoods

Montgomery has dozens of subdivisions. Here are some of the best known on each side of the Fox River.

Looking for a subdivision that isn't here? These are just a few of Montgomery's neighborhoods. Buyers: browse every Montgomery home for sale. Sellers: find out what your Montgomery home is worth, whatever the neighborhood.

Homes in Montgomery

Montgomery's homes follow the village's growth outward from the river. Near downtown, older homes sit on established streets close to the historic core. East of the river, neighborhoods built in the decades after World War II offer ranches, split-levels and two-story homes on mature lots.

West of the river, subdivisions from the 1990s and 2000s bring larger two-story homes, many near ponds, paths and neighborhood parks, and some of the village's newest homes are on the far west side. Townhome communities are found on both sides of the river.

Montgomery Schools

Most of Montgomery is served by two school districts, with smaller parts of the village served by two others:

• Oswego Community Unit School District 308
• West Aurora School District 129
• East Aurora School District 131, serving part of the village
• Yorkville Community Unit School District 115, serving part of the village

Waubonsee Community College and Aurora University are a short drive away. School boundaries can change, so always confirm the assigned schools for a specific address directly with the district.

Commuting from Montgomery

Route 30, Route 31 and Route 25 all run through Montgomery, and Orchard Road and Route 31 lead north to I-88. Average drive times from Montgomery:

Off-peak times shown in the circles. Times vary by starting point and traffic.

By train

Montgomery doesn't have its own Metra station. The closest is the Aurora Transportation Center, a short drive north, where the Metra BNSF line begins and trains reach Chicago Union Station in about 60–70 minutes. Express trains from the Route 59 station on the Aurora–Naperville border take about 40–50 minutes. See current times on the Metra schedules page.

Montgomery Real Estate Market

Montgomery offers everything from established homes east of the river to newer subdivisions on the west side, and values can vary a great deal by neighborhood. For current prices, days on market and recent sales, see today's Montgomery real estate market report.

Why Work with Kimberly Thurm in Montgomery

In 35+ years in real estate, including 12 years as a broker/owner and years in real estate management, I've sold many homes in Montgomery and across the Fox Valley. Which side of the river a home is on and how established its neighborhood is both shape value here, and I help buyers, sellers and relocating clients weigh those details before they make a move.

• 500+ homes sold or partnered on
• 2025 Berkshire Hathaway HomeServices President's Circle
• ABR, CRS, GRI, SFR and Corporate Mobility Specialist (CMS) for relocation

Call or text me at (630) 464-1181, or send me a message.

Montgomery FAQ