View 769 S Calumet Road Chesterton, IN MLS# 838403
$300,000
4

Beds

2.0

Baths

2,242

Sq.Ft.

769 S Calumet Road

Chesterton, IN

GNIAR
Courtesy of CENTURY 21 CIRCLE
View 404 Wabash Avenue Chesterton, IN MLS# 847652
  • Recently Listed
1 of 30
$299,999
2

Beds

1.0

Baths

1,190

Sq.Ft.

404 Wabash Avenue

Chesterton, IN

GNIAR
Courtesy of BLACKROCK REAL ESTATE SERVICES
View 415 Sand Creek Drive N Chesterton, IN MLS# 847594
  • Recently Listed
1 of 30
$299,000
2

Beds

2.1

Baths

1,524

Sq.Ft.

415 Sand Creek Drive N

Chesterton, IN

GNIAR
Courtesy of BHHS INDIANA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 601 Long Bridge Drive Chesterton, IN MLS# 846319
$289,000
4

Beds

2.0

Baths

1,945

Sq.Ft.

601 Long Bridge Drive

Chesterton, IN

GNIAR
Courtesy of LISTING LEADERS MVPS
View 2036 Texas Street Chesterton, IN MLS# 847544
  • Recently Listed with Virtual Tour
1 of 25
$284,900
2

Beds

2.0

Baths

1,472

Sq.Ft.

2036 Texas Street

Chesterton, IN

GNIAR
Courtesy of REDFIN
View 350 Brown Court Chesterton, IN MLS# 846782
  • Recently Listed
1 of 21
$280,000
3

Beds

2.0

Baths

1,368

Sq.Ft.

350 Brown Court

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 1441 Nelson Drive Chesterton, IN MLS# 838692
$279,999
0.0

Baths

1441 Nelson Drive

Chesterton, IN

GNIAR
Courtesy of SERAMUR PROPERTIES, LLC
View 408 S 11th Street Chesterton, IN MLS# 846797
  • Recently Listed
1 of 30
$274,900
3

Beds

1.0

Baths

1,080

Sq.Ft.

408 S 11th Street

Chesterton, IN

GNIAR
Courtesy of BROKERWORKS GROUP
View 515 S Park Drive Chesterton, IN MLS# 842889
$259,900
2

Beds

1.0

Baths

1,204

Sq.Ft.

515 S Park Drive

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 522 Park Avenue Chesterton, IN MLS# 846149
$255,000
3

Beds

1.0

Baths

1,056

Sq.Ft.

522 Park Avenue

Chesterton, IN

GNIAR
Courtesy of BLACKROCK REAL ESTATE SERVICES
View 123 & 127 Venturi Drive Chesterton, IN MLS# 834680
$250,000
0.0

Baths

123 & 127 Venturi Drive

Chesterton, IN

GNIAR
Courtesy of BLACKROCK REAL ESTATE SERVICES
View 1717 Crocker Street Chesterton, IN MLS# 832918
$249,000
3

Beds

2.0

Baths

2,400

Sq.Ft.

1717 Crocker Street

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 850 Sidewalk Road #101 Chesterton, IN MLS# 846609
$249,000
1,400

Sq.Ft.

850 Sidewalk Road #101

Chesterton, IN

GNIAR
Courtesy of STREETFRONT, LLC
View 1065 N 50 W Chesterton, IN MLS# 843035
  • Virtual Tour
1 of 18
$242,900
0.0

Baths

1065 N 50 W

Chesterton, IN

GNIAR
Courtesy of BLACKROCK REAL ESTATE SERVICES
View 830 E Sidewalk Road Chesterton, IN MLS# 837549
$235,000
1,410

Sq.Ft.

830 E Sidewalk Road

Chesterton, IN

GNIAR
Courtesy of CENTURY 21 ALLIANCE GROUP
View 231 E 1200 N Chesterton, IN MLS# 846683
$234,900
4

Beds

1.1

Baths

970

Sq.Ft.

231 E 1200 N

Chesterton, IN

GNIAR
Courtesy of FAVELA REAL ESTATE, LLC
View 201 S 8th Street Chesterton, IN MLS# 845277
$229,900
3

Beds

2.0

Baths

2,348

Sq.Ft.

201 S 8th Street

Chesterton, IN

GNIAR
Courtesy of KEY REALTY INDIANA, LLC
View 1764 Elgin Street Chesterton, IN MLS# 847391
$225,000
3

Beds

2.1

Baths

1,849

Sq.Ft.

1764 Elgin Street

Chesterton, IN

GNIAR
Courtesy of LISTING LEADERS
View 1708 Tower Street Chesterton, IN MLS# 845440
$219,900
2

Beds

1.0

Baths

1,250

Sq.Ft.

1708 Tower Street

Chesterton, IN

GNIAR
Courtesy of TRENDSETTERS REALTY, LLC
View 2108 Tupelo Lane Chesterton, IN MLS# 847484
  • Recently Listed
1 of 24
$215,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

2108 Tupelo Lane

Chesterton, IN

GNIAR
Courtesy of LISTING LEADERS

About Chesterton

Listings in Chesterton, IN

149

Estimated median home price

$349,900
Chesterton IN Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Chesterton, Indiana real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chesterton, IN.

Homes for Sale by Price in Chesterton, IN

PriceCount
$0 - 100K26
$100K - 200K16
$200K - 300K21
$300K - 400K25
$400K - 500K19
$500K - 600K15
$600K - 700K8
$700K - 800K5
$800K - 900K6
$900K - 1M3
$1M - Max5

Homes for Sale by Type in Chesterton, IN

Property TypeCount
Single Family84
Townhouse5
Condo8
Commercial8
Rental3
Lots and Land41
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 11/3/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Greater Northwest Indiana Multiple Listing Service. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers' personal, non-commercial use and may not be reproduced or redistribute. Its sole purpose is to be used for no other purpose than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 11/3/2026.