Homes for Sale in Chesterton

Browse current home listings in Chesterton, Indiana.

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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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66 Matches Found
801 Idlewild Lane, Chesterton, IN
Active
4BD 3BA 2,271SF
Last Modified: 6:35am, May 17, 2026
Listing Office: RE/MAX Lifestyles
2230 Redwood Lane, Chesterton, IN
Active
4BD 3BA 2,281SF
Last Modified: 2:12am, June 3, 2026
Listing Office: Better Homes and Gardens Real
1650 Hogan Avenue, Chesterton, IN
Active
4BD 3BA 3,066SF
Last Modified: 8:55pm, May 8, 2026
Listing Office: McColly Real Estate
840 Idlewild Lane, Chesterton, IN
Active
3BD 2BA 1,892SF
Last Modified: 6:35am, May 18, 2026
Listing Office: Collins & Collins Exec Realty
1215 Bostwick Avenue, Chesterton, IN
Active
3BD 3BA 2,822SF
Last Modified: 1:40pm, June 1, 2026
Listing Office: Seramur Properties, LLC
2431 Pradera Trail, Chesterton, IN
Active
3BD 2BA 1,900SF
Last Modified: 9:25pm, April 22, 2026
Listing Office: Brokerworks Group
928 N Calumet Avenue, Chesterton, IN
Active
5BD 4BA 3,440SF
Last Modified: 1:14pm, May 27, 2026
Listing Office: Century 21 Affiliated
2350 Pradera Trail, Chesterton, IN
Active
4BD 3BA 1,820SF
Last Modified: 1:24pm, May 23, 2026
Listing Office: Brokerworks Group
2218 Pradera Trail, Chesterton, IN
Active
3BD 2BA 1,800SF
Last Modified: 6:41am, June 1, 2026
Listing Office: Brokerworks Group
2152 Redwood Lane, Chesterton, IN
Active
4BD 3BA 2,241SF
Last Modified: 10:11pm, June 2, 2026
Listing Office: Brokerworks Group
4171 Westwood Lane S, Chesterton, IN
Active
3BD 2BA 2,172SF
Last Modified: 1:14pm, May 27, 2026
Listing Office: McColly Real Estate
947 Sandpiper Drive, Chesterton, IN
Active
3BD 3BA 3,444SF
Last Modified: 3:09am, May 29, 2026
Listing Office: McColly Real Estate
2425 Dickinson Road, Chesterton, IN
Active
3BD 4BA 3,057SF
Last Modified: 8:17pm, May 30, 2026
Listing Office: Coldwell Banker Real Estate Gr
501 Wabash Avenue, Chesterton, IN
Active
9BD 4BA 4,400SF
Last Modified: 8:41pm, June 4, 2026
Listing Office: Listing Leaders
1077 Mission Hills Court, Chesterton, IN
Active
3BD 4BA 3,199SF
Last Modified: 8:11pm, May 27, 2026
Listing Office: Trueblood Real Estate, LLC
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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

Thinking about buying or selling in Long Beach?

"Homes in Long Beach don’t trade like typical neighborhoods. Timing, buyer expectations, and preparation matter — especially in a community this tightly held."  — Bonnie

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Bonnie Hawksworth

REALTOR®
219-309-7638
bonniehawksworth@atproperties.com

All information provided on this website is believed to be reliable but is not guaranteed and should be independently verified. Nothing on this site constitutes legal, financial, or tax advice—visitors should consult the appropriate professionals for guidance specific to their situation. Bonnie Hawksworth, the Dunelife Team, @properties | Christie's International Real Estate and their affiliates, and website owner make no representations or warranties, express or implied, regarding the accuracy, completeness, or suitability of any content for any purpose and shall not be liable for any loss arising from reliance on the information provided. This website and its owners comply with all Fair Housing Act and Equal Opportunity provisions. Equal Housing Opportunity. Bonnie Hawksworth, REALTOR® License # RB24000153

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