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Chesterton, IN Hospitality Properties 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 12 Potential Opportunities for your consideration. Besides 1 Active listings in Chesterton, IN, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 7 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.

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St Regis Chicago Residences

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St. Regis Chicago Residence
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St. Regis Chicago Residence

Luxury residence in St. Regis Chicago with high-end finishes.

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Super 8 Hotel Near Chicago
$4,100,000
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Super 8 Hotel Near Chicago

40-room hotel near major roads, airport, and Chicago attractions.

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Red Roof Inn Near Chicago
$4,100,000
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Red Roof Inn Near Chicago

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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.

558 Indian Boundary Rd

558 Indian Boundary Rd

HOTEL/MOTEL • 20,368 SF
Value Estimation
$605,000
558 Indian Boundary Rd, Chesterton, IN 46304-1515
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558 Indian Boundary Rd

558 Indian Boundary Rd

HOTEL/MOTEL • 29,420 SF
Value Estimation by Request
558 Indian Boundary Rd, Chesterton, IN 46304-1515
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418 Council Rd

418 Council Rd

HOTEL/MOTEL • 18,836 SF
Value Estimation
$425,000
418 Council Rd, Chesterton, IN 46304-1040
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713 Plz Dr

713 Plz Dr

HOTEL/MOTEL • 16,512 SF
Value Estimation by Request
713 Plz Dr, Chesterton, IN 46304-1550
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501 Gtwy N Blvd

501 Gtwy N Blvd

HOTEL/MOTEL • 71,248 SF
Value Estimation
$11,085,000
501 Gtwy N Blvd, Chesterton, IN 46304-9618
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123 4th St

123 4th St

HOTEL/MOTEL • 3,120 SF
Value Estimation
$295,000
123 4th St, Chesterton, IN 46304-2352
View details
350 Indian Boundary Rd

350 Indian Boundary Rd

HOTEL • 0.80 Acres
Value Estimation
$285,000
350 Indian Boundary Rd, Chesterton, IN 46304-1511
View details

Chesterton, IN Hospitality Properties Investment Opportunities Market Analysis

Explore 8 hospitality properties for sale in Chesterton, IN on our real estate platform. These investment opportunities span a total of 336,065 square feet of properties for sale, with an estimated market value of $13,540,000.

Prices for hospitality properties in Chesterton, IN start at $235,000, averaging $2,256,666, and reaching up to $11,720,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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