View 2218 Pradera Trail Chesterton, IN MLS# 826514
  • New Construction
1 of 2
OPEN HOUSE: Sunday 1/25 12:00 PM - 3:00 PM
$549,900
3

Beds

2.0

Baths

1,800

Sq.Ft.

2218 Pradera Trail

Chesterton, IN

GNIAR
Courtesy of BROKERWORKS GROUP
View 706 Idlewild Lane Chesterton, IN MLS# 825428
  • New Construction
1 of 16
$542,650
3

Beds

2.0

Baths

1,800

Sq.Ft.

706 Idlewild Lane

Chesterton, IN

GNIAR
Courtesy of BETTER HOMES AND GARDENS REAL
View 2011 Timberwood Lane Chesterton, IN MLS# 825311
$539,900
4

Beds

2.1

Baths

2,476

Sq.Ft.

2011 Timberwood Lane

Chesterton, IN

GNIAR
Courtesy of BHHS EXECUTIVE GROUP RE
The time to sell is now! THE TIME TO SELL IS NOW!
View 2350 Pradera Trail Chesterton, IN MLS# 830952
  • New Construction
1 of 2
OPEN HOUSE: Sunday 1/25 12:00 PM - 3:00 PM
$539,900
3

Beds

2.1

Baths

1,820

Sq.Ft.

2350 Pradera Trail

Chesterton, IN

GNIAR
Courtesy of BROKERWORKS GROUP
View 2335 Legend Circle E Chesterton, IN MLS# 829923
$535,000
5

Beds

4.0

Baths

2,648

Sq.Ft.

2335 Legend Circle E

Chesterton, IN

GNIAR
Courtesy of SERAMUR PROPERTIES, LLC
View 2215 Easton Park Drive Chesterton, IN MLS# 827959
  • New Construction
1 of 22
OPEN HOUSE: Saturday 1/24 12:00 PM - 5:00 PM
$529,900
4

Beds

2.1

Baths

2,241

Sq.Ft.

2215 Easton Park Drive

Chesterton, IN

GNIAR
Courtesy of BETTER HOMES AND GARDENS REAL
View 140-142 N Jackson Boulevard Chesterton, IN MLS# 831005
$525,000
6

Beds

4.2

Baths

140-142 N Jackson Boulevard

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 2420 Pradera Trail Chesterton, IN MLS# 822338
  • New Construction
1 of 2
OPEN HOUSE: Sunday 1/25 12:00 PM - 3:00 PM
$499,900
3

Beds

2.0

Baths

1,800

Sq.Ft.

2420 Pradera Trail

Chesterton, IN

GNIAR
Courtesy of BROKERWORKS GROUP
View 150-152 N 16th Street Chesterton, IN MLS# 831008
$499,900
6

Beds

4.2

Baths

150-152 N 16th Street

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 2311 Redwood Lane Chesterton, IN MLS# 823891
  • New Construction
1 of 15
$489,900
3

Beds

2.0

Baths

2,208

Sq.Ft.

2311 Redwood Lane

Chesterton, IN

GNIAR
Courtesy of BETTER HOMES AND GARDENS REAL
View 476 Magnolia Lane Chesterton, IN MLS# 827323
  • New Construction
1 of 20
$487,700
3

Beds

2.0

Baths

1,790

Sq.Ft.

476 Magnolia Lane

Chesterton, IN

GNIAR
Courtesy of BETTER HOMES AND GARDENS REAL
View 496 Magnolia Lane Chesterton, IN MLS# 825084
  • New Construction
1 of 15
$486,002
3

Beds

2.0

Baths

1,676

Sq.Ft.

496 Magnolia Lane

Chesterton, IN

GNIAR
Courtesy of BETTER HOMES AND GARDENS REAL
View 474 Magnolia Lane Chesterton, IN MLS# 824185
  • New Construction
1 of 19
$485,431
3

Beds

2.0

Baths

1,820

Sq.Ft.

474 Magnolia Lane

Chesterton, IN

GNIAR
Courtesy of BETTER HOMES AND GARDENS REAL
View 301 Grant Avenue Chesterton, IN MLS# 829411
$450,000
6,236

Sq.Ft.

301 Grant Avenue

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 2307 Legend Circle Chesterton, IN MLS# 827980
    1 of 24
    OPEN HOUSE: Saturday 1/24 1:00 PM - 3:00 PM
    $449,000
    3

    Beds

    3.0

    Baths

    2,952

    Sq.Ft.

    2307 Legend Circle

    Chesterton, IN

    GNIAR
    Courtesy of MCCOLLY REAL ESTATE
    View 1521 Birdie Way Chesterton, IN MLS# 830452
    $449,000
    4

    Beds

    2.2

    Baths

    3,260

    Sq.Ft.

    1521 Birdie Way

    Chesterton, IN

    GNIAR
    Courtesy of MCCOLLY REAL ESTATE
    View 2310 Redwood Lane Chesterton, IN MLS# 820028
    • New Construction
    1 of 20
    OPEN HOUSE: Saturday 1/24 12:00 PM - 5:00 PM
    $439,900
    3

    Beds

    2.0

    Baths

    1,590

    Sq.Ft.

    2310 Redwood Lane

    Chesterton, IN

    GNIAR
    Courtesy of BETTER HOMES AND GARDENS REAL
    View 472 Magnolia Lane Chesterton, IN MLS# 825633
    • New Construction
    1 of 21
    $429,900
    3

    Beds

    2.0

    Baths

    1,710

    Sq.Ft.

    472 Magnolia Lane

    Chesterton, IN

    GNIAR
    Courtesy of BETTER HOMES AND GARDENS REAL
    View 28 Karner Blue Court Chesterton, IN MLS# 830653
    • New Construction
    1 of 47
    $429,900
    4

    Beds

    2.1

    Baths

    2,735

    Sq.Ft.

    28 Karner Blue Court

    Chesterton, IN

    GNIAR
    Courtesy of COPPER BAY REALTY, LLC
    View 2131 Pepperbush Avenue Chesterton, IN MLS# 825053
    $429,000
    4

    Beds

    3.1

    Baths

    2,992

    Sq.Ft.

    2131 Pepperbush Avenue

    Chesterton, IN

    GNIAR
    Courtesy of TRUEBLOOD REAL ESTATE, LLC

    About Chesterton

    Listings in Chesterton, IN

    150

    Estimated median home price

    $357,450
    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 - 100K18
    $100K - 200K16
    $200K - 300K26
    $300K - 400K30
    $400K - 500K22
    $500K - 600K13
    $600K - 700K10
    $700K - 800K4
    $800K - 900K2
    $900K - 1M4
    $1M - Max5

    Homes for Sale by Type in Chesterton, IN

    Property TypeCount
    Single Family96
    Townhouse9
    Condo7
    Commercial4
    Rental8
    Lots and Land32
    Condo/Town/CoOp0
    CoOp0
    Multi Family2
    Mobile Home0
    Farms0

    (Data as of 1/22/2026)

    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 1/22/2026.