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    Chesterton, IN Retail Properties & Spaces for Sale

    8 results
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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
    Historic Chesterton Commercial Property For Sale
    $460,000
    3,398 SF

    Historic Chesterton Commercial Property For Sale

    125 S Calumet Rd, Chesterton, IN 46304

    Commercial property with long-term tenant in historic Chesterton location.

    • Historic location in the heart of Chesterton
    • Building holds Flannery's Tavern, a tenant of over 100 years
    • Currently under a long‑term triple net (NNN) lease
    • Year Built: 1908
    • Heating: Hot Water and Forced Air
    Updated: Feb 3
    View details
    Historic Mixed-Use Building, Chesterton
    $775,000
    12,812 SF

    Historic Mixed-Use Building, Chesterton

    Prime retail, office, and residential spaces in downtown Chesterton.

    119 Broadway Ave, Chesterton, IN 46304
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    Retail Space in Chesterton
    $249,000

    Retail Space in Chesterton

    2,800 SF commercial space in a modern retail condominium.

    850 Sidewalk Rd, Chesterton, IN 46304
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    Shovel-Ready Retail Site Available
    Contact for pricing

    Shovel-Ready Retail Site Available

    0.71-acre site with high traffic and build-to-suit opportunity.

    14 Coffee Creek Rd, Chesterton, IN 46304
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    Retail Showroom Near Route 49
    $249,000
    1,400 SF

    Retail Showroom Near Route 49

    Retail showroom space available, close to major routes.

    830 E 1050 N, Chesterton, IN 46304
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    Retail Property Near Indiana Dunes
    Contact for pricing

    Retail Property Near Indiana Dunes

    Retail property with high visibility and strong demographics.

    755 Indiana Boundary, Chesterton, IN 46304
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    Chesterton Retail Build-to-Suit
    Contact for pricing
    2,200 SF

    Chesterton Retail Build-to-Suit

    0.71-acre shovel-ready retail lot. High traffic count.

    14 Coffee Creek Rd, Chesterton, IN 46304
    View details
    Based on your search, we've compiled 216 Potential Opportunities for your consideration. Besides 8 Active listings in Chesterton, IN, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 203 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.

    Valparaiso Mixed-Use Commercial Property
    $220,000
    1,254 SF

    Valparaiso Mixed-Use Commercial Property

    1,254 SF, 2.91 Acres, Prime Location

    680 Calumet Ave, Valparaiso, IN 46383
    View details
    Versatile Commercial Facility on Highway
    $375,000
    2,300 SF

    Versatile Commercial Facility on Highway

    2,300 SF building ideal for automotive or light industrial businesses.

    431 E Us Highway 6, Valparaiso, IN 46383
    View details
    New Construction Starbucks Investment Opportunity
    Contact for pricing

    New Construction Starbucks Investment Opportunity

    New construction Starbucks in Chicago MSA with long-term lease.

    6051 Central Ave, Portage, IN 46368
    View details
    Versatile Commercial Building with Vacant Lot
    $290,000
    5,400 SF

    Versatile Commercial Building with Vacant Lot

    5,400 SF commercial building with vacant lot included.

    5960 Evergreen Ave, Portage, IN 46368
    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.

    Chesterton Land Parcel For Sale
    $374,000
    10.10 Acres

    Chesterton Land Parcel For Sale

    10+ acre parcel designated for light industrial/commercial use.

    County Road 1050 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.

    119 Morgan Ave

    119 Morgan Ave

    PARKING LOT • 0.19 Acres
    Value Estimation by Request
    119 Morgan Ave, Chesterton, IN 46304
    View details
    Calumet Rd

    Calumet Rd

    PARKING LOT • 0.07 Acres
    Value Estimation by Request
    Calumet Rd, Chesterton, IN 46304
    View details
    750 Indian Boundary Rd

    750 Indian Boundary Rd

    GROCERY, SUPERMARKET • 20,400 SF
    Value Estimation
    $2,710,000
    750 Indian Boundary Rd, Chesterton, IN 46304-1519
    View details
    340 Lincoln St

    340 Lincoln St

    SHOW ROOM, WAREHOUSE • 2,860 SF
    Value Estimation by Request
    340 Lincoln St, Chesterton, IN 46304-1815
    View details
    207 Broadway

    207 Broadway

    RETAIL STORES (PERSONAL SERVICES) • 661 SF
    Value Estimation by Request
    207 Broadway, Chesterton, IN 46304-2421
    View details
    300 15th St

    300 15th St

    SHOW ROOM, WAREHOUSE • 4,000 SF
    Value Estimation by Request
    300 15th St, Chesterton, IN 46304-1812
    View details
    1575 Calumet Rd

    1575 Calumet Rd

    RETAIL STORES (PERSONAL SERVICES) • 4,080 SF
    Value Estimation
    $525,000
    1575 Calumet Rd, Chesterton, IN 46304-3301
    View details
    139-141 Calumet Rd

    139-141 Calumet Rd

    RESTAURANT • 5,856 SF
    Value Estimation by Request
    139-141 Calumet Rd, Chesterton, IN 46304
    View details
    429 Calumet Rd

    429 Calumet Rd

    FINANCIAL BUILDING • 928 SF
    Value Estimation by Request
    429 Calumet Rd, Chesterton, IN 46304-2431
    View details
    1411 Harrison Rd

    1411 Harrison Rd

    PARKING GARAGE, PARKING STRUCTURE • 2,400 SF
    Value Estimation by Request
    1411 Harrison Rd, Chesterton, IN 46304-9550
    View details
    701 Plz Dr

    701 Plz Dr

    RESTAURANT • 1,480 SF
    Value Estimation by Request
    701 Plz Dr, Chesterton, IN 46304-1550
    View details
    112 11th St

    112 11th St

    RETAIL STORES (PERSONAL SERVICES) • 6,359 SF
    Value Estimation by Request
    112 11th St, Chesterton, IN 46304-2133
    View details
    1516 Broadway

    1516 Broadway

    PARKING GARAGE, PARKING STRUCTURE • 5,400 SF
    Value Estimation by Request
    1516 Broadway, Chesterton, IN 46304-2017
    View details
    1280 Broadway

    1280 Broadway

    WHOLESALE OUTLET, DISCOUNT STORE • 9,240 SF
    Value Estimation
    $1,575,000
    1280 Broadway, Chesterton, IN 46304-2109
    View details
    221 Broadway

    221 Broadway

    RETAIL STORES (PERSONAL SERVICES) • 5,808 SF
    Value Estimation by Request
    221 Broadway, Chesterton, IN 46304-2421
    View details
    535 Broadway

    535 Broadway

    GYM, HEALTH SPA • 6,571 SF
    Value Estimation by Request
    535 Broadway, Chesterton, IN 46304-2319
    View details

    Chesterton, IN Retail Properties & Spaces Investment Opportunities Market Analysis

    Explore 211 retail properties & spaces for sale in Chesterton, IN, showcased through 8 active listings on our real estate platform. These investment opportunities span a total of 5,716,339 square feet of properties for sale, with an estimated market value of $64,385,000.

    Sale prices for stores in Chesterton, IN start at $70,000, averaging $418,084, and reaching up to $11,920,000 — 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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