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Chesterton, IN Restaurants for Sale

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Unique Train Car Commercial Opportunity
$450,000
6,236 SF

Unique Train Car Commercial Opportunity

301 Grant Ave, Chesterton, IN 46304

Own a unique business in four interconnected train cars!

  • Unique business opportunity: Own and operate a business within four train cars connected by a central building and eighty‑foot decks.
  • Prime location across from the Duneland Chamber of Commerce and quaint downtown Chesterton.
  • Proximity to high‑traffic areas including Indiana Dunes National Park and Lake Michigan.
  • Convenient access to the South Shore Train Station, Indiana Toll Road, and I‑94.
  • Located within the Chesterton Riverfront Development Project, offering the potential to apply for a liquor license.
Updated: Oct 16, 2025
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Based on your search, we've compiled 31 Potential Opportunities for your consideration. Besides 1 Active listings in Chesterton, IN, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 26 Off-Market properties to explore as potential leads

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Michigan City Commercial Property For Sale
$1,125,000
3,955 SF

Michigan City Commercial Property For Sale

Commercial property with ample parking and highway frontage available for sale.

402 W Us Highway 20, Michigan City, IN 46360
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Turnkey Restaurant with Liquor License
$550,000
3,250 SF

Turnkey Restaurant with Liquor License

Fully equipped, remodeled restaurant with 3-way liquor license for sale.

3634 Central Ave, Lake Station, IN 46405
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Commercial Space in Downtown
$620,000
2,881 SF

Commercial Space in Downtown

Adaptable commercial space in the heart of Michigan City.

600 Wabash St, Michigan City, IN 46360
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Turnkey Pub and Grub Business
$200,000
3,894 SF

Turnkey Pub and Grub Business

Turnkey pub and grub with licenses and apartment for sale.

2808 Dekalb St, Lake Station, IN 46405
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Explore Off-Market Properties in Chesterton, IN

Consider similar Off-Market properties in Chesterton, IN. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

1300 Us-20

1300 Us-20

Restaurants • 2,046 SF
Value Estimation by Request
1300 Us-20, Chesterton, IN 46304
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798 Wabash Ave

798 Wabash Ave

RESTAURANT • 10,484 SF
Value Estimation
$395,000
798 Wabash Ave, Chesterton, IN 46304-2343
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552 Indian Boundary Rd, Unit 554

552 Indian Boundary Rd, Unit 554

RESTAURANT • 4,543 SF
Value Estimation
$280,000
552 Indian Boundary Rd, Chesterton, IN 46304-5504
View details
526 Indian Boundary Rd

526 Indian Boundary Rd

RESTAURANT • 10,958 SF
Value Estimation
$495,000
526 Indian Boundary Rd, Chesterton, IN 46304-1515
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419 Calumet Rd

419 Calumet Rd

RESTAURANT • 1,173 SF
Value Estimation
$255,000
419 Calumet Rd, Chesterton, IN 46304-2431
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361 Wagner Rd

361 Wagner Rd

RESTAURANT • 3,772 SF
Value Estimation
$220,000
361 Wagner Rd, Chesterton, IN 46304-1752
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117 Calumet Rd

117 Calumet Rd

RESTAURANT • 5,968 SF
Value Estimation
$270,000
117 Calumet Rd, Chesterton, IN 46304-2433
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475 Gtwy N Blvd

475 Gtwy N Blvd

RESTAURANT • 5,313 SF
Value Estimation
$350,000
475 Gtwy N Blvd, Chesterton, IN 46304-9660
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139-141 Calumet Rd

139-141 Calumet Rd

RESTAURANT • 5,856 SF
Value Estimation
$270,000
139-141 Calumet Rd, Chesterton, IN 46304
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535 Indian Boundary Rd

535 Indian Boundary Rd

RESTAURANT • 3,229 SF
Value Estimation
$280,000
535 Indian Boundary Rd, Chesterton, IN 46304-1514
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480 Indian Boundary Rd

480 Indian Boundary Rd

RESTAURANT • 4,708 SF
Value Estimation
$355,000
480 Indian Boundary Rd, Chesterton, IN 46304-1513
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791 Indian Boundary Rd

791 Indian Boundary Rd

RESTAURANT • 5,046 SF
Value Estimation
$380,000
791 Indian Boundary Rd, Chesterton, IN 46304-1518
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900 Lincoln Ave

900 Lincoln Ave

RESTAURANT • 7,560 SF
Value Estimation
$310,000
900 Lincoln Ave, Chesterton, IN 46304-2241
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748 Indian Boundary Rd

748 Indian Boundary Rd

RESTAURANT • 2,888 SF
Value Estimation
$265,000
748 Indian Boundary Rd, Chesterton, IN 46304-1519
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381 Indian Boundary Rd

381 Indian Boundary Rd

RESTAURANT • 2,665 SF
Value Estimation
$240,000
381 Indian Boundary Rd, Chesterton, IN 46304-1510
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715 Plz Dr

715 Plz Dr

RESTAURANT • 3,268 SF
Value Estimation
$255,000
715 Plz Dr, Chesterton, IN 46304-1550
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702 Plz Dr

702 Plz Dr

RESTAURANT • 2,253 SF
Value Estimation
$230,000
702 Plz Dr, Chesterton, IN 46304-1549
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701 Plz Dr

701 Plz Dr

RESTAURANT • 1,480 SF
Value Estimation
$255,000
701 Plz Dr, Chesterton, IN 46304-1550
View details
754 Indian Boundary Rd, Unit 1

754 Indian Boundary Rd, Unit 1

RESTAURANT • 3,534 SF
Value Estimation
$290,000
754 Indian Boundary Rd, Chesterton, IN 46304-1519
View details
1607 Calumet Rd

1607 Calumet Rd

RESTAURANT • 5,123 SF
Value Estimation
$335,000
1607 Calumet Rd, Chesterton, IN 46304-3303
View details
475 Sand Crk Dr

475 Sand Crk Dr

RESTAURANT • 3,126 SF
Value Estimation
$230,000
475 Sand Crk Dr, Chesterton, IN 46304-1552
View details
706 Plz Dr

706 Plz Dr

RESTAURANT • 2,771 SF
Value Estimation
$225,000
706 Plz Dr, Chesterton, IN 46304
View details
428 Calumet Rd

428 Calumet Rd

RESTAURANT • 1,914 SF
Value Estimation
$260,000
428 Calumet Rd, Chesterton, IN 46304-2453
View details

Chesterton, IN Restaurants Investment Opportunities Market Analysis

Explore 27 restaurants for sale in Chesterton, IN on our real estate platform. These investment opportunities span a total of 565,497 square feet of properties for sale, with an estimated market value of $5,520,000.

Prices for restaurant properties in Chesterton, IN start at $240,000, averaging $276,000, and reaching up to $450,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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