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Jeff & Grace Safrin

Chesterton IN Real Estate & Commercial for Sale

7 Properties Found

The median home value in Chesterton, IN is $270,000. This is higher than the county median home value of $257,275. The national median home value is $308,980. The average price of homes sold in Chesterton, IN is $270,000. Approximately 69% of Chesterton homes are owned, compared to 25% rented, while 6% are vacant. Chesterton real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Chesterton real estate agent to arrange a tour today!
Learn more about Chesterton.


1–7 of 7 properties displayed
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Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
836771
Type:
Land
Lot size:
11.83 Acres
Year built:
1800
A broker reciprocity listing Courtesy: Encore Sotheby's International
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Exceptional opportunity to acquire approximately 11.83 acres of prime commercial land with prominent frontage along Calumet Avenue in Chesterton, Indiana. Zoned B3 (Business District), the property supports a wide range of commercial uses, including senior housing, medical, retail, hospitality, and mixed-use development. Strategically located with convenient access to I-94 and the Indiana Toll Road (I-80/I-90), the site offers strong regional connectivity and proximity to the greater Chicago metropolitan area. The nearby South Shore Line at Dune Park Station provides additional commuter access. The property also benefits from previously approved entitlements and development planning for a 55+ active adult community, including plans for 42 patio home units and supporting infrastructure. New owner will need to have previously approved entitlements renewed by the planning board. Positioned within a growing Northwest Indiana market near Lake Michigan and the Indiana Dunes National Park, this offering presents a compelling opportunity for developers and investors.

Beds:
n/a
Baths:
Sq.Ft.:
10,500
Status:
Active
MLS#:
836523
Type:
Multi-Family
Subdivision:
Chgo Porter Home Inv Co 2nd Add
Lot size:
0.57 Acres
Year built:
1966
A broker reciprocity listing Courtesy: Rose Real Estate
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All- Brick & Fully Occupied 12-Unit apartment building consisting of (10)-2bed/ 1-bath units and (2) 1-bed/ 1-bath units. 9 of the 12 apartments have been Updated/Remodeled in the last few years. New roof, gutters, windows have been installed since 2011. Each apartment is separately metered for NIPSCO/Water/Sewer. The apartments have wall air conditioners and baseboard heat. The Landlord pays common area utilities, snow, landscape & garbage. On-site laundry!

Beds:
n/a
Baths:
Sq.Ft.:
20,528
Status:
Active
MLS#:
836474
Type:
Business Opportunities
Subdivision:
Hasletts 03 Add/Chesterton
Lot size:
0.6 Acres
Year built:
1951
A broker reciprocity listing Courtesy: RE/MAX Lifestyles
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FOR SALE - 20,528 SF Commercial Flex building on Broadway in Chesterton, IN. Unlock the possibilities with this expansive and adaptable 20,528 sq ft fully sprinkled commercial building, Zoned B-2. Ideally situated on Broadway, a high-visibility east -west corridor through the heart of Chesterton., Indiana. This versatile property is zoned B-2 and supports a broad range of potential commercial use including retail, office, flex, showroom and storage. The property includes 36 parking spaces, 24 on a private lot, and 12 on street. Two staircases, freight lift to 2nd floor, Netnitco fiber, cameras, over 95 percent LED lighting, with 400-amp 3 phase incoming power.

Beds:
n/a
Baths:
Sq.Ft.:
3,398
Status:
Active
MLS#:
833518
Type:
Business Opportunities
Subdivision:
Quick & Bowsers Add
Lot size:
0.08 Acres
Year built:
1908
A broker reciprocity listing Courtesy: Seramur Properties, LLC
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Great Historic Location in heart of Chesterton. Building holds over 100 year tenant Flannery's Tavern. Currently in long term triple n lease. Contact agent for lease details

Beds:
n/a
Baths:
Sq.Ft.:
6,236
Status:
Active
MLS#:
829411
Type:
Business Opportunities
Subdivision:
None
Lot size:
0.79 Acres
Year built:
1961
A broker reciprocity listing Courtesy: McColly Real Estate
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Attention train lovers! This is the opportunity of a lifetime...you can own and operate your own business out of four train cars. There is a building in the middle that connects all four cars. In between the cars is an eighty foot deck on each side. The building is just across the tracks from a train bed and breakfast, the Duneland Chamber of Commerce(where the European Market is held and has as many as 3,000 visitors per weekend), and quaint downtown Chesterton. There's even a public bathroom in a train car in the park. Across Fourth Street is the 4th Street Theater. Lake Michigan, Porter Beach, the South Shore Train Station, the Indiana Toll Road, I-94, and the Indiana Dunes National Park(over four million visitors in 2022) are within minutes of this stellar location. This property lies within the Chesterton Riverfront Development Project, which you can apply for a liquor license.

Beds:
n/a
Baths:
Sq.Ft.:
12,812
Status:
Active
MLS#:
827178
Type:
Office
Subdivision:
Chesterton
Lot size:
0.13 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Seramur Properties, LLC
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Get your hands on the most ideal location in all of Chesterton. This building is full of history and charm right in the heart of downtown with frontage on Broadway and 2nd street. This is where the hustle and bustle of Chesterton happens, markets, parades, festivals, etc. Just a few miles from the National Park and major highways, Chesterton is now more than ever a huge draw!Prime Retail, Office and Residential spaces, many with long term tenancy. Current tenants include Chiropractic office, Art Gallery, Two residential apartments etc. Much of the original character is still intact! Cap rate is at 9 Do not let this opportunity pass you by!

Beds:
n/a
Baths:
Sq.Ft.:
6,682
Status:
Active
MLS#:
825583
Type:
Retail
Lot size:
0.11 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Century 21 Alliance Group
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Opportunity to own the former Main Street Tap in the Heart of Chesterton. Three level bar restaurant has been completely renovated. Main floor features a huge bar and outdoor patio deck. Second floor features 2 private office spaces, large banquet facility or meeting area, and a second floor deck. Basement is walk out with space for dining or food preparation area. Existing three (3) way liquor license, trade fixtures, bar and tap equipment, A/V stage equipment, TVs, and Point of Sale system ALL INCLUDED!! Additionally, the Town of Chesterton just added a new parking lot in close proximity to the building making it convenient for customers to come and go. Call today to schedule your showing.

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Greater NW Indiana Assoc of Realtors logo
The data relating to real estate for sale on this website comes in part from the Internet Data Exchange Program of the Multiple Listing Service of the Greater Northwest Indiana Association of REALTORS, Inc. Real estate listings held by brokerage firms other than the owner of this site are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers. The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Copyright 2026 MuItiple Listing Service of the Greater Northwest Indiana Association of REALTORS, Inc. All rights reserved

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