View 2105 Tupelo Lane Chesterton, IN MLS# 838950
  • Recently Listed
1 of 24
$169,900
3

Beds

2.1

Baths

1,447

Sq.Ft.

2105 Tupelo Lane

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 2037 Texas Street Chesterton, IN MLS# 838887
  • Recently Listed
1 of 26
$245,000
2

Beds

1.0

Baths

1,443

Sq.Ft.

2037 Texas Street

Chesterton, IN

GNIAR
Courtesy of @PROPERTIES/CHRISTIE'S INTL RE
View 590 E Oak Hill Road Chesterton, IN MLS# 838795
  • Recently Listed
1 of 31
$350,000
4

Beds

2.0

Baths

1,844

Sq.Ft.

590 E Oak Hill Road

Chesterton, IN

GNIAR
Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2316 Redwood Lane Chesterton, IN MLS# 838833
  • Recently Listed
1 of 17
OPEN HOUSE: Saturday 5/16 12:00 PM - 5:00 PM
$459,900
3

Beds

2.0

Baths

1,676

Sq.Ft.

2316 Redwood Lane

Chesterton, IN

GNIAR
Courtesy of BROKERWORKS GROUP
View 402 E Indiana Avenue Chesterton, IN MLS# 838850
  • Recently Listed
1 of 38
OPEN HOUSE: Sunday 5/17 2:00 PM - 5:00 PM
$399,000
6

Beds

2.0

Baths

3,282

Sq.Ft.

402 E Indiana Avenue

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 1441 Nelson Drive Chesterton, IN MLS# 838692
  • Recently Listed
1 of 9
$279,999
Studio

Beds

0.0

Baths

1441 Nelson Drive

Chesterton, IN

GNIAR
Courtesy of SERAMUR PROPERTIES, LLC
View 2111 Tupelo Lane Chesterton, IN MLS# 838693
  • Recently Listed
1 of 15
$175,000
2

Beds

1.0

Baths

962

Sq.Ft.

2111 Tupelo Lane

Chesterton, IN

GNIAR
Courtesy of COLDWELL BANKER REAL ESTATE GR
View 378 Ballenisle Court Chesterton, IN MLS# 838502
  • Recently Listed
1 of 45
$405,000
4

Beds

2.1

Baths

2,270

Sq.Ft.

378 Ballenisle Court

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 131 N 18th Street Chesterton, IN MLS# 838505
$250,000
3

Beds

1.1

Baths

2,064

Sq.Ft.

131 N 18th Street

Chesterton, IN

GNIAR
Courtesy of BETTER HOMES AND GARDENS REAL
View 1057 Woodlawn Avenue Chesterton, IN MLS# 838453
$95,000
2

Beds

1.1

Baths

1,587

Sq.Ft.

1057 Woodlawn Avenue

Chesterton, IN

GNIAR
Courtesy of BROKERWORKS GROUP
View 722 Timber Court Chesterton, IN MLS# 838454
  • Virtual Tour
1 of 51
$440,000
3

Beds

2.1

Baths

2,800

Sq.Ft.

722 Timber Court

Chesterton, IN

GNIAR
Courtesy of @PROPERTIES/CHRISTIE'S INTL RE
View 1248 Dogwood Drive Chesterton, IN MLS# 838462
  • Recently Listed
1 of 22
OPEN HOUSE: Sunday 5/17 1:00 PM - 3:00 PM
$350,000
3

Beds

2.0

Baths

1,419

Sq.Ft.

1248 Dogwood Drive

Chesterton, IN

GNIAR
Courtesy of LISTING LEADERS
View 769 S Calumet Road Chesterton, IN MLS# 838403
  • Recently Listed
1 of 23
$349,000
4

Beds

2.0

Baths

2,242

Sq.Ft.

769 S Calumet Road

Chesterton, IN

GNIAR
Courtesy of CENTURY 21 CIRCLE
View 328 E Tratebas Road Chesterton, IN MLS# 834904
  • Recently Listed
1 of 48
$435,000
3

Beds

2.1

Baths

2,336

Sq.Ft.

328 E Tratebas Road

Chesterton, IN

GNIAR
Courtesy of @PROPERTIES/CHRISTIE'S INTL RE
View 1938 Cory Lane Chesterton, IN MLS# 838168
  • Virtual Tour
1 of 26
$389,900
4

Beds

3.0

Baths

2,418

Sq.Ft.

1938 Cory Lane

Chesterton, IN

GNIAR
Courtesy of RE/MAX EXECUTIVES
View 141 W 900 N Chesterton, IN MLS# 838067
  • Recently Listed with Virtual Tour
1 of 48
OPEN HOUSE: Sunday 5/17 1:00 PM - 3:00 PM
$460,000
3

Beds

2.0

Baths

2,088

Sq.Ft.

141 W 900 N

Chesterton, IN

GNIAR
Courtesy of COLDWELL BANKER REAL ESTATE GR
View 270 Woodlawn Avenue Chesterton, IN MLS# 838108
  • Recently Listed
1 of 19
OPEN HOUSE: Saturday 5/16 12:00 PM - 1:30 PM
$249,900
3

Beds

1.0

Baths

1,183

Sq.Ft.

270 Woodlawn Avenue

Chesterton, IN

GNIAR
Courtesy of LISTING LEADERS
View 503 Oakwood Drive Chesterton, IN MLS# 838184
  • Recently Listed
1 of 44
$409,777
4

Beds

2.2

Baths

3,586

Sq.Ft.

503 Oakwood Drive

Chesterton, IN

GNIAR
Courtesy of BLACKROCK REAL ESTATE SERVICES
View 1415 N 200 E Chesterton, IN MLS# 838012
  • Recently Listed
1 of 23
$244,900
3

Beds

2.0

Baths

1,539

Sq.Ft.

1415 N 200 E

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 410 S 12th Street Chesterton, IN MLS# 837868
$220,000
3

Beds

1.0

Baths

1,326

Sq.Ft.

410 S 12th Street

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE

About Chesterton

Listings in Chesterton, IN

182

Estimated median home price

$389,900
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

Price Count
$0 - 100K 28
$100K - 200K 12
$200K - 300K 27
$300K - 400K 30
$400K - 500K 33
$500K - 600K 19
$600K - 700K 10
$700K - 800K 5
$800K - 900K 5
$900K - 1M 3
$1M - Max 10

Homes for Sale by Type in Chesterton, IN

Property Type Count
Single Family 112
Townhouse 5
Condo 4
Commercial 12
Rental 6
Lots and Land 44
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 0

(Data as of 5/15/2026)

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 5/15/2026.