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
1137 N 475 E, Chesterton, IN
Active
4BD 5BA 5,809SF
Last Modified: 6:33am, March 22, 2026
Listing Office: White Hat Realty Group, LLC
1419 Snead Avenue, Chesterton, IN
Active
4BD 5BA 6,259SF
Last Modified: 10:36pm, May 6, 2026
Listing Office: Blackrock Real Estate Services
1240 Ryder Road, Chesterton, IN
Active
5BD 6BA 7,084SF
Last Modified: 2:31pm, May 12, 2026
Listing Office: BHHS Indiana Realty
0-2 E 1050 N, Chesterton, IN
Active
5BD 5BA 4,398SF
Last Modified: 3:01pm, June 4, 2026
Listing Office: Better Homes and Gardens Real
474 E 1200 N, Chesterton, IN
Active
3BD 3BA 3,538SF
Last Modified: 10:58pm, June 3, 2026
Listing Office: @properties/Christie's Intl RE
2227 W 1100 N, Chesterton, IN
Active
6BD 5BA 5,003SF
Last Modified: 9:40pm, June 4, 2026
Listing Office: Dunes Realty, LLC
2179 W 1100 N, Chesterton, IN
Active
4BD 3BA 2,850SF
Last Modified: 6:41am, June 1, 2026
Listing Office: Brokerworks Group
1340 Cantigny Court, Chesterton, IN
Active
3BD 4BA 4,274SF
Last Modified: 7:09pm, May 21, 2026
Listing Office: BHHS Indiana Realty
0-1 E 1050 N, Chesterton, IN
Active
3BD 3BA 2,446SF
Last Modified: 3:02pm, June 4, 2026
Listing Office: Better Homes and Gardens Real
450 E Greening Road, Chesterton, IN
Active
4BD 3BA 2,494SF
Last Modified: 6:30pm, May 23, 2026
Listing Office: New Chapter Real Estate
2102 Pradera Trail, Chesterton, IN
Active
5BD 3BA 2,700SF
Last Modified: 1:51pm, June 4, 2026
Listing Office: Bloom/Sanchez Realty Inc.
543 Windridge Drive, Chesterton, IN
Active
4BD 5BA 3,983SF
Last Modified: 11:46pm, May 29, 2026
Listing Office: Coldwell Banker Realty
2017 Wildwood Court, Chesterton, IN
Active
3BD 3BA 2,866SF
Last Modified: 2:59pm, June 3, 2026
Listing Office: RE/MAX Lifestyles
2519 Pradera Trail, Chesterton, IN
Active
4BD 3BA 2,134SF
Last Modified: 9:33pm, April 22, 2026
Listing Office: Brokerworks Group
2015 Terreno Drive, Chesterton, IN
Active
4BD 3BA 2,715SF
Last Modified: 7:43pm, June 4, 2026
Listing Office: McColly Real Estate
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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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