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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
    View details
    Based on your search, we've compiled 13 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, plus 1 Land Listings that present a potential for development.

    Explore Opportunities in Nearby Cities

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

    Prime Commercial Land Opportunity
    $1,499,000
    1.72 Acres

    Prime Commercial Land Opportunity

    1.72-acre corner lot in Michigan City's retail corridor.

    Franklin St, Michigan City, IN 46360
    View details
    Michigan City Commercial Property For Sale
    Contact for pricing
    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
    View details
    Chicago Motel Near Cottage Grove
    $2,650,000
    12,000 SF

    Chicago Motel Near Cottage Grove

    37-room motel in Greater Grand Crossing community.

    9112 S Cottage Grove Ave, Chicago, IL 60619
    View details
    Chicago Motel with Restaurant Building
    $2,300,000
    18,000 SF

    Chicago Motel with Restaurant Building

    34-room motel with separate restaurant in Chatham neighborhood.

    7621 S Cottage Grove Ave, Chicago, IL 60619
    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    64.28 Acres Ready to Develop
    $3,214,000
    64.28 Acres

    64.28 Acres Ready to Develop

    64.28 acres of land available for development in Chesterton, Indiana.

    1334 N Brummitt Rd N, Chesterton, IN 46304
    View details

    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.

    418 Council Rd

    418 Council Rd

    HOTEL/MOTEL • 18,836 SF
    Value Estimation by Request
    418 Council Rd, Chesterton, IN 46304-1040
    View details
    501 Gtwy N Blvd

    501 Gtwy N Blvd

    HOTEL/MOTEL • 71,248 SF
    Value Estimation
    $9,805,000
    501 Gtwy N Blvd, Chesterton, IN 46304-9618
    View details
    123 4th St

    123 4th St

    HOTEL/MOTEL • 3,120 SF
    Value Estimation by Request
    123 4th St, Chesterton, IN 46304-2352
    View details
    713 Plz Dr

    713 Plz Dr

    HOTEL/MOTEL • 16,512 SF
    Value Estimation by Request
    713 Plz Dr, Chesterton, IN 46304-1550
    View details
    558 Indian Boundary Rd

    558 Indian Boundary Rd

    HOTEL/MOTEL • 20,368 SF
    Value Estimation
    $720,000
    558 Indian Boundary Rd, Chesterton, IN 46304-1515
    View details
    350 Indian Boundary Rd

    350 Indian Boundary Rd

    HOTEL • 0.80 Acres
    Value Estimation by Request
    350 Indian Boundary Rd, Chesterton, IN 46304-1511
    View details
    558 Indian Boundary Rd

    558 Indian Boundary Rd

    HOTEL/MOTEL • 29,420 SF
    Value Estimation
    $1,840,000
    558 Indian Boundary Rd, Chesterton, IN 46304-1515
    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.

    Sale 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 stay ahead with the latest data and market trends.

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