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


1301 Monterey Drive, Chesterton

Bring your own builder for your brand new custom home in the Sand Creek's Highlands. Beautiful lot with a great view and just a short drive from the downtown area. San...

property image


1011 Kathryn Court, Chesterton

Large 2 story home nestled on a cul-de sac in a peaceful neighborhood. As you pull up the curb appeal will only make you want to see more. Main level boasts a front for...

  • Beds4
  • Baths2.5

property image


315 S 17th Street, Chesterton

Lovely to look at, Delightful to live in! This 1620 Sq. Ft. Tri-Level has recently had some beautiful updates. Open concept main level has new hardwood flooring throughou...

  • Beds2
  • Baths1.75

property image


1042 Blue Lake Circle, Chesterton

New construction two story home just down the street from Chesterton High School in The Preserve. If you want quality construction, this is the home for you. Special fea...

  • Beds3
  • Baths2.5

property image


101 Beverly, Chesterton

Prime office space in Chesterton. 3 offices, reception area, bathroom.$1400 per month

Updated . Information deemed reliable but not guaranteed.

Free Daily Email Updates

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