Porter County · Indiana

Homes for sale in Chesterton.

There are 3 homes for sale in Chesterton right now, with a median list price of $585,000. Every active listing below updates live from the MLS.

homes for sale

$585K

median list price

$186

median price / sq ft

7 days

avg. days on market

How the Chesterton market is moving.

Closed MLS sales — last 12 months.

3 homes closed in Chesterton over the last 12 months. Updated continuously from the MLS.

Active listings in Chesterton.

See all 3 homes →

1340 Cantigny Court, Chesterton, IN 46304

Active New 📸 66

$859,900

3 bd · 3.5 ba · 4,274 sqft

1340 Cantigny Court

Chesterton, IN 46304

Active 📸 37

$585,000

5 bd · 3 ba · 3,440 sqft

928 N Calumet Avenue

Chesterton, IN 46304

About the Chesterton market.

Chesterton is one of the communities dwello Home Group covers across Porter 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 Chesterton — pricing, neighborhoods, schools, and how fast homes are actually moving. Reach out any time; there's no pressure and no obligation.

Browse Chesterton by property type.

Houses

Single-family homes

Townhomes & Condos

Attached + low-maintenance

Nearby areas.

Valparaiso 8

Chesterton real estate questions.

How many homes are for sale in Chesterton, IN?

As of May 2026, there are 3 active listings in Chesterton, Indiana, plus 1 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 Chesterton?

The median list price of active homes in Chesterton is currently $585,000, or roughly $186 per square foot. Prices vary widely by neighborhood, size, and condition — browse the active listings above for live pricing.

Does dwello Home Group serve Chesterton?

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 Chesterton. Get in touch and we'll connect you with the right agent.

How fast do homes sell in Chesterton?

Active listings in Chesterton have been on the market an average of 7 days. Well-priced homes in good condition tend to move noticeably faster than average.

How do I schedule a showing in Chesterton?

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 Chesterton?

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

Browse Chesterton homes Talk to an agent