View 187 Fieldstone Drive Chesterton, IN MLS# 839129
$259,900
3

Beds

2.1

Baths

1,753

Sq.Ft.

187 Fieldstone Drive

Chesterton, IN

GNIAR
Courtesy of BLACKROCK REAL ESTATE SERVICES
View 2105 Tupelo Lane Chesterton, IN MLS# 838950
$169,900
3

Beds

2.1

Baths

1,447

Sq.Ft.

2105 Tupelo Lane

Chesterton, IN

GNIAR
Courtesy of MCCOLLY REAL ESTATE
View 590 E Oak Hill Road Chesterton, IN MLS# 838795
    1 of 31
    OPEN HOUSE: Saturday 6/20 1:00 PM - 3:00 PM
    $320,000
    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 402 E Indiana Avenue Chesterton, IN MLS# 838850
    $360,000
    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
    $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
    $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
    $395,000
    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 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
    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 503 Oakwood Drive Chesterton, IN MLS# 838184
    $405,000
    4

    Beds

    2.2

    Baths

    3,586

    Sq.Ft.

    503 Oakwood Drive

    Chesterton, IN

    GNIAR
    Courtesy of BLACKROCK REAL ESTATE SERVICES
    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 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

    About Chesterton

    Listings in Chesterton, IN

    162

    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 - 300K22
    $300K - 400K26
    $400K - 500K29
    $500K - 600K19
    $600K - 700K7
    $700K - 800K5
    $800K - 900K5
    $900K - 1M5
    $1M - Max9

    Homes for Sale by Type in Chesterton, IN

    Property TypeCount
    Single Family103
    Townhouse4
    Condo3
    Commercial10
    Rental6
    Lots and Land39
    Condo/Town/CoOp0
    CoOp0
    Multi Family3
    Mobile Home0
    Farms0

    (Data as of 6/17/2026)

    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 6/18/2026.