Homes for Sale in Chesterton

Browse current home listings in Chesterton, Indiana.

Chesterton

Chesterton is the kind of town that earns genuine loyalty. Its downtown is walkable and alive, anchored by the beloved European Market and independent businesses that reflect a community that knows what it wants to be. Duneland Schools draw families from across the region. But what defines Chesterton most is its people — residents who are fiercely protective of its small-town identity and deeply skeptical of development that would change what makes it work. That civic instinct has shaped the town for decades, and it shows.


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Chesterton

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Chesterton »
All Residential Listings

This search includes all residential home listings in the town of Chesterton, Indiana.

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64 Matches Found
1168 Kinner Drive, Chesterton, IN
Active
5BD 3BA 3,010SF
Last Modified: 4:34pm, May 30, 2026
Listing Office: McColly Real Estate
2316 Redwood Lane, Chesterton, IN
Active
3BD 2BA 1,676SF
Last Modified: 10:13pm, June 2, 2026
Listing Office: Brokerworks Group
141 W 900 N, Chesterton, IN
Active
3BD 2BA 2,088SF
Last Modified: 7:34pm, May 26, 2026
Listing Office: Coldwell Banker Real Estate Gr
1162 (lot 183) Putman Place, Chesterton, IN
Active
4BD 3BA 1,953SF
Last Modified: 6:41am, June 1, 2026
Listing Office: White Hat Realty Group, LLC
124 Beverly Drive, Chesterton, IN
Accepting Backup Offers
4BD 3BA 2,720SF
Last Modified: 5:25pm, June 4, 2026
Listing Office: McColly Real Estate
1452 Gossett Mill Avenue, Chesterton, IN
Active
4BD 3BA 2,031SF
Last Modified: 6:20pm, May 19, 2026
Listing Office: Century 21 Circle
529 Windridge Drive, Chesterton, IN
Active - First Right Contingency
4BD 4BA 3,346SF
Last Modified: 11:17pm, May 27, 2026
Listing Office: Coldwell Banker Realty
1178 Putman Place, Chesterton, IN
Active
3BD 2BA 1,289SF
Last Modified: 6:41am, June 1, 2026
Listing Office: White Hat Realty Group, LLC
1167 Kinner Drive, Chesterton, IN
Active
4BD 3BA 2,015SF
Last Modified: 2:43pm, May 28, 2026
Listing Office: Better Homes and Gardens Real
1180 Putman Place, Chesterton, IN
Active
3BD 3BA 1,758SF
Last Modified: 6:40am, June 1, 2026
Listing Office: White Hat Realty Group, LLC
378 Ballenisle Court, Chesterton, IN
Active
4BD 3BA 2,270SF
Last Modified: 6:18pm, June 2, 2026
Listing Office: McColly Real Estate
303 E Porter Avenue, Chesterton, IN
Active
4BD 3BA 2,282SF
Last Modified: 3:37pm, May 20, 2026
Listing Office: McColly Real Estate
402 E Indiana Avenue, Chesterton, IN
Active
6BD 2BA 3,282SF
Last Modified: 3:26am, June 4, 2026
Listing Office: McColly Real Estate
1145 Harbor Way, Chesterton, IN
Accepting Backup Offers
3BD 4BA 2,329SF
Last Modified: 1:17am, May 8, 2026
Listing Office: RE/MAX Diamond Properties
1248 Dogwood Drive, Chesterton, IN
Active
3BD 2BA 1,419SF
Last Modified: 6:36am, May 18, 2026
Listing Office: Listing Leaders
This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. Copyright 2024 Triangle MLS, Inc. All rights reserved. Information Not Guaranteed and Must Be Confirmed by End User. Site contains live data.


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BONNIE HAWKSWORTH
REALTOR®
@properties
219-309-7638
bonniehawksworth@atproperties.com

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