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    Chesterton, IN Commercial Real Estate for Sale

    73 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
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    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
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    Chesterton Land Near Highway 49
    $389,000
    1.44 Acres

    Chesterton Land Near Highway 49

    1.44 acre lot near Indiana Toll Road and amenities.

    1022 N Old State Road 49, Chesterton, IN 46304
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    Picturesque 10 Acres in Chesterton
    $675,000
    10.00 Acres

    Picturesque 10 Acres in Chesterton

    Prime location near Chesterton High School with endless possibilities.

    1038 N Meridian Rd, Chesterton, IN 46304
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    Chesterton Commercial Land For Sale
    $250,000
    1.68 Acres

    Chesterton Commercial Land For Sale

    1.7 acres in fast-growing Chesterton business park.

    123 Venturi Dr, Chesterton, IN 46304
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    Chesterton, IN Land Available
    $95,000
    0.78 Acres

    Chesterton, IN Land Available

    Land with utilities available near Lake Michigan shoreline.

    Michael Dr, Chesterton, IN 46304
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    Chesterton Land For Sale
    $101,000
    1.11 Acres

    Chesterton Land For Sale

    Duneland Cove lots with utilities available near Lake Michigan.

    Michael Dr, Chesterton, IN 46304
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    Duneland Cove Land Available
    $99,000
    0.77 Acres

    Duneland Cove Land Available

    Land with utilities near highways, shopping, schools, and beaches.

    Michael Dr, Chesterton, IN 46304
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    Duneland Cove Land For Sale
    $97,000
    0.88 Acres

    Duneland Cove Land For Sale

    Land with utilities available near Lake Michigan shoreline.

    Michael Dr, Chesterton, IN 46304
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    Land in Coffee Creek
    $199,999
    0.23 Acres

    Land in Coffee Creek

    Unique lot in Chesterton's Coffee Creek neighborhood.

    Village Pt, Chesterton, IN 46304
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    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
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    Unique Train Car Restaurant Opportunity
    $450,000

    Unique Train Car Restaurant Opportunity

    Own and operate a business in four train cars!

    301 Grant Ave, Chesterton, IN 46304
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    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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    Development Opportunity Near Indiana Dunes
    $1,275,000

    Development Opportunity Near Indiana Dunes

    56.12 acres near Indiana Dunes National Park.

    330 Indian Boundary 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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    Mixed-Use Plaza with Income Potential
    Contact for pricing
    21,240 SF

    Mixed-Use Plaza with Income Potential

    Mixed-use plaza with commercial, residential, and development opportunities.

    160-206 Railroad St, 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
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    Shovel Ready Mixed Use Lots
    $250,000

    Shovel Ready Mixed Use Lots

    Mixed-use PUD lots for corporate, medical, or hotel use.

    Coffee Creek Rd, Chesterton, IN 46304
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    Outlot to Jewel-Osco Store
    Contact for pricing

    Outlot to Jewel-Osco Store

    Land outlot to Jewel-Osco store at stoplight intersection.

    752 Indian Boundary Rd, Chesterton, IN 46304
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    Valparaiso, IN Multi-Use Land
    $1,095,000
    73.00 Acres

    Valparaiso, IN Multi-Use Land

    73 Acres, $1.095M, High Potential

    0 200, Chesterton, IN 46383
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    I-94 Industrial Land - Chesterton, IN
    $195,000
    1.70 Acres

    I-94 Industrial Land - Chesterton, IN

    1.7-Acre Industrial Lot, High Visibility

    128 Saemann Rd, Chesterton, IN 46304
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    Chesterton, IN Commercial Real Estate Investment Opportunities Market Analysis

    Explore 28 commercial real estate for sale in Chesterton, IN, showcased through 73 active listings on our real estate platform. These investment opportunities span a total of 4,481,941 square feet of properties for sale, with an estimated market value of $5,513,999.

    Sale prices for business properties in Chesterton, IN start at $95,000, averaging $367,599, and reaching up to $1,095,000 — 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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