Kendall County · Illinois

Homes for sale in Montgomery.

There are 36 homes for sale in Montgomery right now, with a median list price of $436,950. Every active listing below updates live from the MLS.

36
homes for sale
$437K
median list price
$208
median price / sq ft
35 days
avg. days on market
How the Montgomery market is moving.
Closed MLS sales — last 12 months.
June 2025: 3535July 2025: 2727August 2025: 2525September 2025: 2424October 2025: 3838November 2025: 1313December 2025: 2121January 2026: 1717February 2026: 1212March 2026: 2929April 2026: 2121May 2026: 99JunJulAugSepOctNovDecJanFebMarAprMay
June 2025: $319K$319KJuly 2025: $289K$289KAugust 2025: $360K$360KSeptember 2025: $390K$390KOctober 2025: $315K$315KNovember 2025: $289K$289KDecember 2025: $320K$320KJanuary 2026: $345K$345KFebruary 2026: $315K$315KMarch 2026: $333K$333KApril 2026: $300K$300KMay 2026: $400K$400KJunJulAugSepOctNovDecJanFebMarAprMay
June 2025: 17d17dJuly 2025: 20d20dAugust 2025: 22d22dSeptember 2025: 18d18dOctober 2025: 26d26dNovember 2025: 20d20dDecember 2025: 19d19dJanuary 2026: 40d40dFebruary 2026: 15d15dMarch 2026: 24d24dApril 2026: 12d12dMay 2026: 30d30dJunJulAugSepOctNovDecJanFebMarAprMay
271 homes closed in Montgomery over the last 12 months. Updated continuously from the MLS.

Active listings in Montgomery.

See all 36 homes →

About the Montgomery market.

Montgomery is one of the communities dwello Home Group covers across Kendall County and the broader Chicago and Northwest Indiana market. The listings on this page are pulled live from the MLS and refreshed continuously, so what you see is what's genuinely available right now.

Whether you're buying your first home, moving up, or selling, a local dwello agent can give you a real read on Montgomery — pricing, neighborhoods, schools, and how fast homes are actually moving. Reach out any time; there's no pressure and no obligation.

Browse Montgomery by property type.

Nearby areas.

Montgomery real estate questions.

How many homes are for sale in Montgomery, IL?
As of May 2026, there are 36 active listings in Montgomery, Illinois, plus 54 more under contract. The listings on this page update straight from the MLS, so they reflect current inventory.
What is the median home price in Montgomery?
The median list price of active homes in Montgomery is currently $436,950, or roughly $208 per square foot. Prices vary widely by neighborhood, size, and condition — browse the active listings above for live pricing.
Does dwello Home Group serve Montgomery?
Yes. dwello Home Group is based in Chicago's south suburbs and Northwest Indiana and works with buyers and sellers across the wider region, including Montgomery. Get in touch and we'll connect you with the right agent.
How fast do homes sell in Montgomery?
Active listings in Montgomery have been on the market an average of 35 days. 68 homes have closed there in the last 90 days. Well-priced homes in good condition tend to move noticeably faster than average.
How do I schedule a showing in Montgomery?
Open any listing on this page and use the "Schedule a showing" button, or contact dwello Home Group directly. A local agent will set up the tour and walk you through every step — financing, offers, inspections, and closing.

Thinking about Montgomery?

Tour a home, get a straight answer on pricing, or just ask a question. A local dwello agent is ready when you are.