Chesterton, IN Real Estate Listings

21 real estate listings match this search criteria near Chesterton.

Active
12 photos
$125,000
$94,575/acre
1.322 acres
898 Lot 131 Michael DriveChesterton, IN 46304#842483
Unimproved Land11 weeks
Active
5 photos
$389,000
$270,139/acre
1.44 acres
1022 N Old State Rd 49Chesterton, IN 46304#841312
Unimproved Land3 months
Active
9 photos
$279,999
$528,300/acre
0.53 acres
1441 Nelson DriveChesterton, IN 46304#838692
Unimproved Land4 months
Active
13 photos
$64,900
$44,452/acre
1.46 acres
000 Grady StreetChesterton, IN 46304#836435
Unimproved Land6 months
Active
5 photos
$55,000
$289,474/acre
0.19 acres
1251 Monterey DriveChesterton, IN 46304#835629
Unimproved Land6 months
Active
5 photos
$56,000
$280,000/acre
0.2 acres
1291 Monterey DriveChesterton, IN 46304#835633
Unimproved Land6 months
Active
5 photos
$57,000
$285,000/acre
0.2 acres
981 Monterey DriveChesterton, IN 46304#835634
Unimproved Land6 months
Active
5 photos
$57,000
$237,500/acre
0.24 acres
901 Monterey DriveChesterton, IN 46304#835636
Unimproved Land6 months
Active
5 photos
$70,000
$280,000/acre
0.25 acres
999 Monterey DriveChesterton, IN 46304#835639
Unimproved Land6 months
Active
5 photos
$55,000
$289,474/acre
0.19 acres
1271 Monterey DriveChesterton, IN 46304#835628
Unimproved Land6 months
Active
5 photos
$70,000
$241,379/acre
0.29 acres
1301 Monterey DriveChesterton, IN 46304#835640
Unimproved Land6 months
Active
5 photos
$58,000
$187,097/acre
0.31 acres
1171 Monterey DriveChesterton, IN 46304#835638
Unimproved Land6 months
Active
5 photos
$55,000
$305,556/acre
0.18 acres
1181 Monterey DriveChesterton, IN 46304#835632
Unimproved Land6 months
Active
19 photos
$250,000
$148,810/acre
1.68 acres
123 & 127 Venturi DriveChesterton, IN 46304#834680
Unimproved Land7 months
Active
7 photos
$55,000
$53,398/acre
1.03 acres
Tbd Union AvenueChesterton, IN 46304#833249
Unimproved Land8 months
Active
$89,900
$310,000/acre
0.29 acres
1915 Toms CourtChesterton, IN 46304#833061
Unimproved Land8 months
Active
6 photos
$199,999
$869,561/acre
0.23 acres
0 Village PointChesterton, IN 46304#815690
Unimproved Land20 months
Active
7 photos
$49,900
$203,673/acre
0.245 acres
395 Eagle Nest DriveChesterton, IN 46304#800067
Unimproved Land31 months
Active
12 photos
$97,000
$109,704/acre
0.884 acres
0 Michael Dr. Lot 133Chesterton, IN 46304#542490
Unimproved Land34 months
Active
12 photos
$101,000
$90,966/acre
1.11 acres
0 Michael Dr. Lot 135Chesterton, IN 46304#542511
Unimproved Land34 months
Active
1 photos
$95,000
$49,479/acre
1.92 acres
108 Indian Boundary RoadChesterton, IN 46304#502131
Unimproved Land60 months

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

21 real estate listings match this search criteria near Chesterton.

Active
12 photos
$125,000
$94,575/acre
1.322 acres
898 Lot 131 Michael DriveChesterton, IN 46304#842483
Unimproved Land11 weeks
Active
5 photos
$389,000
$270,139/acre
1.44 acres
1022 N Old State Rd 49Chesterton, IN 46304#841312
Unimproved Land3 months
Active
9 photos
$279,999
$528,300/acre
0.53 acres
1441 Nelson DriveChesterton, IN 46304#838692
Unimproved Land4 months
Active
13 photos
$64,900
$44,452/acre
1.46 acres
000 Grady StreetChesterton, IN 46304#836435
Unimproved Land6 months
Active
5 photos
$55,000
$289,474/acre
0.19 acres
1251 Monterey DriveChesterton, IN 46304#835629
Unimproved Land6 months
Active
5 photos
$56,000
$280,000/acre
0.2 acres
1291 Monterey DriveChesterton, IN 46304#835633
Unimproved Land6 months
Active
5 photos
$57,000
$285,000/acre
0.2 acres
981 Monterey DriveChesterton, IN 46304#835634
Unimproved Land6 months
Active
5 photos
$57,000
$237,500/acre
0.24 acres
901 Monterey DriveChesterton, IN 46304#835636
Unimproved Land6 months
Active
5 photos
$70,000
$280,000/acre
0.25 acres
999 Monterey DriveChesterton, IN 46304#835639
Unimproved Land6 months
Active
5 photos
$55,000
$289,474/acre
0.19 acres
1271 Monterey DriveChesterton, IN 46304#835628
Unimproved Land6 months
Active
5 photos
$70,000
$241,379/acre
0.29 acres
1301 Monterey DriveChesterton, IN 46304#835640
Unimproved Land6 months
Active
5 photos
$58,000
$187,097/acre
0.31 acres
1171 Monterey DriveChesterton, IN 46304#835638
Unimproved Land6 months
Active
5 photos
$55,000
$305,556/acre
0.18 acres
1181 Monterey DriveChesterton, IN 46304#835632
Unimproved Land6 months
Active
19 photos
$250,000
$148,810/acre
1.68 acres
123 & 127 Venturi DriveChesterton, IN 46304#834680
Unimproved Land7 months
Active
7 photos
$55,000
$53,398/acre
1.03 acres
Tbd Union AvenueChesterton, IN 46304#833249
Unimproved Land8 months
Active
$89,900
$310,000/acre
0.29 acres
1915 Toms CourtChesterton, IN 46304#833061
Unimproved Land8 months
Active
6 photos
$199,999
$869,561/acre
0.23 acres
0 Village PointChesterton, IN 46304#815690
Unimproved Land20 months
Active
7 photos
$49,900
$203,673/acre
0.245 acres
395 Eagle Nest DriveChesterton, IN 46304#800067
Unimproved Land31 months
Active
12 photos
$97,000
$109,704/acre
0.884 acres
0 Michael Dr. Lot 133Chesterton, IN 46304#542490
Unimproved Land34 months
Active
12 photos
$101,000
$90,966/acre
1.11 acres
0 Michael Dr. Lot 135Chesterton, IN 46304#542511
Unimproved Land34 months
Active
1 photos
$95,000
$49,479/acre
1.92 acres
108 Indian Boundary RoadChesterton, IN 46304#502131
Unimproved Land60 months

Market Overview — Chesterton, IN

Showing Chesterton, IN

Property type

ResidentialCommercial

Transaction

For SaleFor Lease

Area Average

Median over the active for-sale listings

$422,450
Median Listing Price: 70
Median Days on EXIT Realty: 2,348
Median Sq Ft: $185
Median Price per Sq Ft

Compare

Compare Chesterton, IN to another area

Median price, days on market and size comparison by area
Area	Median Listing Price	Median Days on EXIT Realty	Median Sq Ft	Median Price per Sq Ft	Actions
Chesterton, IN	$422,450	70	2,348	$185

Market Composition

What's on the market

57%Residential69 active
31%Land38 active
7%Commercial8 active
3%Multi-Family4 active
2%Commercial Lease2 active
<1%For Lease1 active

Active listings by price

Under $200K4% · 3
$200K-$400K43% · 32
$400K-$600K31% · 23
$600K-$800K9% · 7
$800K-$1M11% · 8
Over $1M1% · 1

Median Price Trend

Sep 2025: $364,900 -2.2%Oct 2026: $357,000

Thinking of selling?

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Nearby Schools

Elementary 14

Bailly Elementary School
Chesterton, IN · 0.7 mi away
Yost Elementary School
Chesterton, IN · 0.9 mi away
Jackson Elementary School
Chesterton, IN · 0.9 mi away
Discovery Charter School
Chesterton, IN · 1.9 mi away
Brummitt Elementary School
Chesterton, IN · 2.3 mi away
Chesterton Montessori School
Chesterton, IN · 2.6 mi away
Jones Elementary School
Portage, IN · 4.7 mi away
Ethel R Jones Elementary School
Portage, IN · 4.7 mi away
Jackson Elementary School
Valparaiso, IN · 5.9 mi away
Saylor Elementary School
Valparaiso, IN · 5.9 mi away
Saylor Elementary School
Valparaiso, IN · 5.9 mi away
Pine Elementary School
Michigan City, IN · 5.9 mi away
Crisman Elementary School
Portage, IN · 6.1 mi away
South Haven Elementary School
Valparaiso, IN · 6.3 mi away

Secondary 2

Westchester Intermediate School
Chesterton, IN · 0.9 mi away
Chesterton High School
Chesterton, IN · 1.6 mi away

Other schools 4

Duneland School
Chesterton, IN · 0.3 mi away
Chesterton Adult Learning Center
Chesterton, IN · 0.6 mi away
Liberty Middle School
Chesterton, IN · 3.5 mi away
South Haven Christian Church
Valparaiso, IN · 5.9 mi away

Chesterton, IN Real Estate Listings

Chesterton, IN Real Estate Listings

898 Lot 131 Michael DriveChesterton, IN 46304#842483

1022 N Old State Rd 49Chesterton, IN 46304#841312

1441 Nelson DriveChesterton, IN 46304#838692

000 Grady StreetChesterton, IN 46304#836435

1251 Monterey DriveChesterton, IN 46304#835629

1291 Monterey DriveChesterton, IN 46304#835633

981 Monterey DriveChesterton, IN 46304#835634

901 Monterey DriveChesterton, IN 46304#835636

999 Monterey DriveChesterton, IN 46304#835639

1271 Monterey DriveChesterton, IN 46304#835628

1301 Monterey DriveChesterton, IN 46304#835640

1171 Monterey DriveChesterton, IN 46304#835638

1181 Monterey DriveChesterton, IN 46304#835632

123 & 127 Venturi DriveChesterton, IN 46304#834680

Tbd Union AvenueChesterton, IN 46304#833249

1915 Toms CourtChesterton, IN 46304#833061

0 Village PointChesterton, IN 46304#815690

395 Eagle Nest DriveChesterton, IN 46304#800067

0 Michael Dr. Lot 133Chesterton, IN 46304#542490

0 Michael Dr. Lot 135Chesterton, IN 46304#542511

108 Indian Boundary RoadChesterton, IN 46304#502131

898 Lot 131 Michael DriveChesterton, IN 46304#842483

1022 N Old State Rd 49Chesterton, IN 46304#841312

1441 Nelson DriveChesterton, IN 46304#838692

000 Grady StreetChesterton, IN 46304#836435

1251 Monterey DriveChesterton, IN 46304#835629

1291 Monterey DriveChesterton, IN 46304#835633

981 Monterey DriveChesterton, IN 46304#835634

901 Monterey DriveChesterton, IN 46304#835636

999 Monterey DriveChesterton, IN 46304#835639

1271 Monterey DriveChesterton, IN 46304#835628

1301 Monterey DriveChesterton, IN 46304#835640

1171 Monterey DriveChesterton, IN 46304#835638

1181 Monterey DriveChesterton, IN 46304#835632

123 & 127 Venturi DriveChesterton, IN 46304#834680

Tbd Union AvenueChesterton, IN 46304#833249

1915 Toms CourtChesterton, IN 46304#833061

0 Village PointChesterton, IN 46304#815690

395 Eagle Nest DriveChesterton, IN 46304#800067

0 Michael Dr. Lot 133Chesterton, IN 46304#542490

0 Michael Dr. Lot 135Chesterton, IN 46304#542511

108 Indian Boundary RoadChesterton, IN 46304#502131

Market Overview — Chesterton, IN

Area Average

Compare

Market Composition

What's on the market

Active listings by price

Median Price Trend

Nearby Schools

Elementary 14

Secondary 2

Other schools 4