View 511 S 22nd Street Chesterton, IN MLS# 840554
$239,900
3

Beds

1.0

Baths

1,120

Sq.Ft.

511 S 22nd Street

Chesterton, IN

GNIAR
Courtesy of REALTY EXECUTIVES PREMIER
View 1261 Redbud Drive Chesterton, IN MLS# 840475
  • Recently Listed
1 of 43
OPEN HOUSE: Saturday 6/13 11:00 AM - 1:00 PM
$389,900
4

Beds

2.1

Baths

1,976

Sq.Ft.

1261 Redbud Drive

Chesterton, IN

GNIAR
Courtesy of REALTY EXECUTIVES PREMIER
View 1669 Gossett Mill Avenue Chesterton, IN MLS# 840497
  • Recently Listed
1 of 34
OPEN HOUSE: Sunday 6/14 11:00 AM - 1:00 PM
$499,000
3

Beds

2.0

Baths

1,809

Sq.Ft.

1669 Gossett Mill Avenue

Chesterton, IN

GNIAR
Courtesy of BLACKROCK REAL ESTATE SERVICES
The time to sell is now! THE TIME TO SELL IS NOW!
View 953 Portage Avenue Chesterton, IN MLS# 840526
  • Recently Listed
1 of 28
$390,000
3

Beds

2.0

Baths

1,660

Sq.Ft.

953 Portage Avenue

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 616 S 20th Street Chesterton, IN MLS# 840538
  • Recently Listed
1 of 30
OPEN HOUSE: Saturday 6/13 11:00 AM - 2:00 PM
$275,000
3

Beds

2.0

Baths

1,064

Sq.Ft.

616 S 20th Street

Chesterton, IN

GNIAR
Courtesy of WHITE HAT REALTY GROUP, LLC
View 112 Chesterton Boulevard Chesterton, IN MLS# 840551
$224,990
3

Beds

1.0

Baths

1,109

Sq.Ft.

112 Chesterton Boulevard

Chesterton, IN

GNIAR
Courtesy of KELLER WILLIAMS PREFERRED REAL
View 117 Washington Avenue Chesterton, IN MLS# 840573
  • Recently Listed
1 of 27
$364,999
3

Beds

3.0

Baths

2,109

Sq.Ft.

117 Washington Avenue

Chesterton, IN

GNIAR
Courtesy of LISTING LEADERS
View 1570 Indian Boundary Road Chesterton, IN MLS# 840450
$459,999
3

Beds

3.1

Baths

3,777

Sq.Ft.

1570 Indian Boundary Road

Chesterton, IN

GNIAR
Courtesy of TRUEBLOOD REAL ESTATE, LLC
View 1500 Nelson Drive Chesterton, IN MLS# 840455
  • Recently Listed
1 of 56
$719,900
6

Beds

4.0

Baths

4,789

Sq.Ft.

1500 Nelson Drive

Chesterton, IN

GNIAR
Courtesy of BHHS INDIANA REALTY
View 1758 Summerlin Drive Chesterton, IN MLS# 840549
  • Recently Listed
1 of 42
$549,900
3

Beds

2.1

Baths

2,168

Sq.Ft.

1758 Summerlin Drive

Chesterton, IN

GNIAR
Courtesy of BHHS INDIANA REALTY
View 403 Sand Creek Drive N Chesterton, IN MLS# 840356
  • Recently Listed
1 of 9
OPEN HOUSE: Saturday 6/13 12:00 PM - 1:30 PM
$278,000
2

Beds

3.0

Baths

1,810

Sq.Ft.

403 Sand Creek Drive N

Chesterton, IN

GNIAR
Courtesy of WHITE HAT REALTY GROUP, LLC
View 380 Sandpiper Drive Chesterton, IN MLS# 840368
  • Recently Listed
1 of 57
$565,000
4

Beds

3.1

Baths

4,801

Sq.Ft.

380 Sandpiper Drive

Chesterton, IN

GNIAR
Courtesy of SERAMUR PROPERTIES, LLC
View 2640 Bogey Boulevard Chesterton, IN MLS# 840399
  • Recently Listed
1 of 28
$449,900
5

Beds

3.1

Baths

3,225

Sq.Ft.

2640 Bogey Boulevard

Chesterton, IN

GNIAR
Courtesy of TRENDSETTERS REALTY, LLC
View 1245 Kilarney Road Chesterton, IN MLS# 840223
  • Recently Listed
1 of 78
$1,000,000
5

Beds

3.2

Baths

5,102

Sq.Ft.

1245 Kilarney Road

Chesterton, IN

GNIAR
Courtesy of SERAMUR PROPERTIES, LLC
View 1622 Port Cove Drive Chesterton, IN MLS# 840225
  • Recently Listed
1 of 17
$350,000
3

Beds

3.0

Baths

3,484

Sq.Ft.

1622 Port Cove Drive

Chesterton, IN

GNIAR
Courtesy of LISTING LEADERS
View 704 S 22nd Street Chesterton, IN MLS# 840255
  • Recently Listed
1 of 19
$269,900
3

Beds

1.0

Baths

1,008

Sq.Ft.

704 S 22nd Street

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 220 S 7th Street Chesterton, IN MLS# 840081
$249,900
2

Beds

1.0

Baths

2,150

Sq.Ft.

220 S 7th Street

Chesterton, IN

GNIAR
Courtesy of REALTY EXECUTIVES PREMIER
View 501 Wabash Avenue Chesterton, IN MLS# 840119
  • Recently Listed
1 of 54
OPEN HOUSE: Sunday 6/14 12:00 PM - 2:00 PM
$475,000
9

Beds

3.1

Baths

4,400

Sq.Ft.

501 Wabash Avenue

Chesterton, IN

GNIAR
Courtesy of LISTING LEADERS
View 1215 Bostwick Avenue Chesterton, IN MLS# 839868
  • Recently Listed
1 of 51
$569,000
3

Beds

2.1

Baths

2,822

Sq.Ft.

1215 Bostwick Avenue

Chesterton, IN

GNIAR
Courtesy of SERAMUR PROPERTIES, LLC
View 1022 S 18th Street Chesterton, IN MLS# 839882
$319,900
5

Beds

2.0

Baths

2,128

Sq.Ft.

1022 S 18th Street

Chesterton, IN

GNIAR
Courtesy of REALTY EXECUTIVES PREMIER

About Chesterton

Listings in Chesterton, IN

166

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 - 400K27
$400K - 500K30
$500K - 600K20
$600K - 700K7
$700K - 800K5
$800K - 900K5
$900K - 1M5
$1M - Max9

Homes for Sale by Type in Chesterton, IN

Property TypeCount
Single Family104
Townhouse5
Condo3
Commercial11
Rental6
Lots and Land39
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/13/2026)

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 6/13/2026.