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The buying timeline

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How much can I afford?
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3 beds New construction With a pool

Condos in Chesterton, IN

7 listings

Condos in Chesterton, IN

Condos in Chesterton, IN

7 Listings

Condos in Chesterton, IN

7 Listings

New15Active

Your local brokerage

SM

Steve Merritt

Realty.com

Lic. #RB21000412

$130,000

2 bd · 1 ba · 924 sqft

1951 David Drive, Chesterton, IN

Paul Boyter · McColly Real Estate

$167,000

2 bd · 1 ba · 962 sqft

1100 Saratoga Lane, Chesterton, IN

Kelly White · McColly Real Estate

$649,500

3 bd · 4 ba · 3,780 sqft

1429 Calais Court, Chesterton, IN

Lisa Gaff · White Hat Realty Group, LLC

$186,500

2 bd · 2 ba · 1,165 sqft

1913 David Drive, Chesterton, IN

Edwin Negron · BluKey Realty

$449,900

3 bd · 3 ba · 1,857 sqft

1602 Melanie Lane, Chesterton, IN

Michelle Renninger · Brokerworks Group

$449,900

3 bd · 3 ba · 1,857 sqft

1600 Melanie Lane, Chesterton, IN

Michelle Renninger · Brokerworks Group

$859,900

3 bd · 4 ba · 4,274 sqft

1340 Cantigny Court, Chesterton, IN

Larry Hitz · Berkshire Hathaway Homeservices Executive Group

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Your local brokerage

SM

Steve Merritt

Realty.com

Lic. #RB21000412

Listing data & MLS disclosures

Northwest Indiana Association of REALTORS: Based on information submitted to the MLS GRID as of 2026-09-04 15:13:15 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-07-06 18:21:34 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Chesterton, IN community profile

Population: 14,405
Median income: $86,088
Housing units: 5,965
People per sq. mi.: 233.1
Area: 61.8 sq. mi.

Source: HJN community data

Chesterton housing market

August 2026 · This period is still settling

Selling at 99.2% of asking price

Buyers here are paying below asking. MLS · 17 sales · as of Aug 28, 2026

Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

Median list price: $527,700
Homes for sale: 58
Median days on market: 9 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -20.1%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,992 sq. ft.