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.

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.

271 homes closed in Montgomery over the last 12 months. Updated continuously from the MLS.

Active listings in Montgomery.

See all 36 homes →

Active New 📸 32

$315,000

4 bd · 2 ba · 2,400 sqft

1356 Fifth Street

Montgomery, IL 60538

Active New 📸 30

$399,900

3 bd · 2 ba · 2,256 sqft

1325 Douglas Avenue

Montgomery, IL 60538

Active New 📸 20

$225,000

3 bd · 2 ba · 1,142 sqft

135 Garden Drive #135

Montgomery, IL 60538

Active New 📸 22

$289,900

3 bd · 2.5 ba · 1,750 sqft

1918 Waverly Way

Montgomery, IL 60538

Active New

$305,000

3 bd · 1 ba · 1,300 sqft

69 Paddock Street

Montgomery, IL 60538

Active New 📸 34

$460,000

5 bd · 3.5 ba · 3,541 sqft

3184 Kennedy Court

Montgomery, IL 60538

Active New 📸 27

$310,000

2 bd · 2.5 ba · 1,668 sqft

1877 Candlelight Circle

Montgomery, IL 60538

Active 📸 21

$410,000

3 bd · 2 ba · 1,366 sqft

3467 Pecos Circle

Montgomery, IL 60538

Active 📸 36

$460,000

4 bd · 3.5 ba · 2,682 sqft

2639 Pecos Circle

Montgomery, IL 60538

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.

Houses

Single-family homes

Townhomes & Condos

Attached + low-maintenance

Nearby areas.

Yorkville 180 Oswego 173 Plano 37 Bristol 6

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.

Browse Montgomery homes Talk to an agent