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 1248 Dogwood Drive Chesterton, IN MLS# 838462
$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
$344,900
4

Beds

2.0

Baths

2,242

Sq.Ft.

769 S Calumet Road

Chesterton, IN

GNIAR
Courtesy of CENTURY 21 CIRCLE
The time to sell is now! THE TIME TO SELL IS NOW!
View 270 Woodlawn Avenue Chesterton, IN MLS# 838108
$248,000
3

Beds

1.0

Baths

1,183

Sq.Ft.

270 Woodlawn Avenue

Chesterton, IN

GNIAR
Courtesy of LISTING LEADERS
View 1415 N 200 E Chesterton, IN MLS# 838012
$244,900
3

Beds

2.0

Baths

1,539

Sq.Ft.

1415 N 200 E

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 1123 Waverly Road Chesterton, IN MLS# 837875
$351,000
3

Beds

1.1

Baths

2,184

Sq.Ft.

1123 Waverly Road

Chesterton, IN

GNIAR
Courtesy of EVERS REALTY GROUP
View 401 S 15th Street Chesterton, IN MLS# 837941
$345,000
3

Beds

2.0

Baths

2,115

Sq.Ft.

401 S 15th Street

Chesterton, IN

GNIAR
Courtesy of WHITE HAT REALTY GROUP, LLC
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 2128 Dogwood Lane Chesterton, IN MLS# 837561
$189,999
3

Beds

2.0

Baths

1,338

Sq.Ft.

2128 Dogwood Lane

Chesterton, IN

GNIAR
Courtesy of SERAMUR PROPERTIES, LLC
View 303 E Porter Avenue Chesterton, IN MLS# 837425
$369,999
4

Beds

2.1

Baths

2,282

Sq.Ft.

303 E Porter Avenue

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 309-311 W Morgan Avenue Chesterton, IN MLS# 837628
$350,000
6

Beds

2.4

Baths

309-311 W Morgan Avenue

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 2102-2104 Washington Avenue Chesterton, IN MLS# 837355
$340,000
4

Beds

2.2

Baths

2102-2104 Washington Avenue

Chesterton, IN

GNIAR
Courtesy of REALTY EXECUTIVES PREMIER
View 656 S 4th Street Chesterton, IN MLS# 837198
$325,000
3

Beds

2.0

Baths

1,542

Sq.Ft.

656 S 4th Street

Chesterton, IN

GNIAR
Courtesy of COLDWELL BANKER REALTY
View 1412 Essex Drive Chesterton, IN MLS# 837043
$313,900
4

Beds

2.0

Baths

1,788

Sq.Ft.

1412 Essex Drive

Chesterton, IN

GNIAR
Courtesy of LISTING LEADERS
View 702 Admiral Drive Chesterton, IN MLS# 836569
$314,900
3

Beds

2.0

Baths

1,310

Sq.Ft.

702 Admiral Drive

Chesterton, IN

GNIAR
Courtesy of CENTURY 21 CIRCLE
View 1395 Waverly Road Chesterton, IN MLS# 836349
$345,000
3

Beds

2.1

Baths

2,592

Sq.Ft.

1395 Waverly Road

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 000 Grady Street Chesterton, IN MLS# 836435
  • Adult Community
1 of 13
$64,900
Studio

Beds

0.0

Baths

000 Grady Street

Chesterton, IN

GNIAR
Courtesy of BHHS INDIANA REALTY
View 1711 Littler Drive Chesterton, IN MLS# 836318
$259,000
Studio

Beds

0.0

Baths

1711 Littler Drive

Chesterton, IN

GNIAR
Courtesy of EXP REALTY, LLC
View 1300 N Chesterton, IN MLS# 835519
$100,000
Studio

Beds

0.0

Baths

1300 N

Chesterton, IN

GNIAR
Courtesy of THE LYONS GROUP REAL ESTATE
View 0-2 E 1050 N Chesterton, IN MLS# 835525
$164,999
Studio

Beds

0.0

Baths

0-2 E 1050 N

Chesterton, IN

GNIAR
Courtesy of BETTER HOMES AND GARDENS REAL

About Chesterton

Listings in Chesterton, IN

164

Estimated median home price

$392,500
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 - 200K9
$200K - 300K23
$300K - 400K26
$400K - 500K30
$500K - 600K19
$600K - 700K7
$700K - 800K5
$800K - 900K5
$900K - 1M5
$1M - Max9

Homes for Sale by Type in Chesterton, IN

Property TypeCount
Single Family103
Townhouse5
Condo3
Commercial10
Rental6
Lots and Land39
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/14/2026)

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 6/15/2026.