Chesterton Indiana Homes for Sale

Chesterton Real Estate SearchChesterton Indiana is a small town of approximately 13,000 in Northwest Indiana with a ton of amenities. The town prides itself on offering a safe family-friendly environment to put down roots. An extensive parks and recreation program and good schools add to the Chesterton quality of life.

Chesterton borders Lake Michigan to the north, Portage to the west, Valparaiso to the south, and Michigan City and Westville to the east.

Chesterton Real Estate

On this page you will find the latest listings for Chesterton.  And we will be featuring specific neighborhoods in the coming months.  If you have a neighborhood that you would like featured, please let us know.

We also have access to all of the foreclosures and short sales in Chesterton.  Contact Us for a complete list of these homes.

Check out the latest Chesterton homes for sale below!

New Chesterton Listings - Updated Daily

property image


1000 Sandpiper Drive, Chesterton

This unique and spacious home features 2 temperature controlled wine rooms, one of which is racked for approximately 1000 bottles of various sizes, a tasting room, a grea...

  • Beds3
  • Baths2.5

property image


489 Eastwood Lane, Chesterton

If you are looking for Maintenance Free, you must see the Villas of Easton Park. Built by Nardo Homes, the Villas are unlike anything in Porter County. They offer stunnin...

  • Beds3
  • Baths2.0

property image


302 S 11th Street, Chesterton

5 bedrooms in the heart of Chesterton! This home has been meticulously maintained, pride of ownership shows. Eat-in kitchen with granite counters as well as a dining room...

  • Beds5
  • Baths1.75

property image


345 Sand Creek Drive, Chesterton

Chesterton, 3 bedroom townhouse on full finished basement. Main floor master bedroom. All 3 baths are updated with new marble vanity tops. Updated kitchen, new counter...

  • Beds3
  • Baths2.75

property image


Old Porter Road, Chesterton

With over 1000 ft of frontage on Old Porter Road, there is enormous potential with this parcel. With many options this lot is perfect for the individual or the investor....

Updated . Information deemed reliable but not guaranteed.

Free Daily Email Updates

  • Automated home searches
  • Favorite properties
  • Email updates
  • And much more…