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Chesterton, IN Residential Income Properties for Sale

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New Duplex Near Downtown Chesterton
$525,000
0.19 Acres

New Duplex Near Downtown Chesterton

140-142 N Jackson Boulevard, Chesterton, IN 46304

New 2024 duplex with immediate rental income near amenities.

  • Newly completed duplex (2024) offering immediate rental income from two leased units.
  • Each unit features 3 bedrooms and 3 bathrooms, plus a one‑car garage.
  • Ideally located near downtown Chesterton/Porter, the South Shore Train Station, and Indiana Dunes State Park.
  • Durable LVP flooring on the main level.
  • Primary suite includes a generous walk‑in closet.
Updated: Nov 18, 2025
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New Duplex Near Indiana Dunes
$499,900
0.19 Acres

New Duplex Near Indiana Dunes

150-152 N 16th Street, Chesterton, IN 46304

New construction duplex with immediate rental income near Indiana Dunes.

  • Immediate rental income from two leased units.
  • Each unit features 3 bedrooms, 3 bathrooms, and a 1‑car garage.
  • Ideally located near downtown Chesterton, Porter, the South Shore Train Station, and Indiana Dunes State Park.
  • Durable LVP flooring on the main level.
  • Primary suite includes a generous walk‑in closet.
Updated: Nov 18, 2025
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Historic Mixed-Use Building, Chesterton
$775,000
12,812 SF

Historic Mixed-Use Building, Chesterton

Prime retail, office, and residential spaces in downtown Chesterton.

119 Broadway Avenue, Chesterton, IN 46304
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Mixed-Use Plaza with Income Potential
$4,300,000
21,240 SF

Mixed-Use Plaza with Income Potential

Mixed-use plaza with commercial, residential, and development opportunities.

160-206 Rail Road, Chesterton, IN 46304
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Based on your search, we've compiled 216 Potential Opportunities for your consideration. Besides 4 Active listings in Chesterton, IN, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 204 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

MULTI_FAMILY - Michigan City, IN
$549,000
5,737 SF

MULTI_FAMILY - Michigan City, IN

Mixed-use properties · 5,737 SF

1115 Franklin Street, Michigan City, IN 46360
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Mixed-Use Property Near Train Station
$549,000

Mixed-Use Property Near Train Station

Fully leased mixed-use property with retail and residential units.

1115 Franklin Street, Michigan City, IN 46360
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Portage Townhome Units For Sale
$1,295,000
10,560 SF

Portage Townhome Units For Sale

Eight fully occupied townhome units in Portage, Indiana.

2581 Parkview St, Portage, IN 46368
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Portage Townhome Units For Sale
$1,295,000

Portage Townhome Units For Sale

Eight townhome units in Portage, Indiana, generating rental income.

2573-2581 Parkview Street, Portage, IN 46368
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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Hunters Glen Subdivision Land
$150,000
4.00 Acres

Hunters Glen Subdivision Land

Undeveloped land in desirable Hunters Glen Subdivision, Porter, Indiana.

860 Quail Ridge Circle, Porter, IN 46304
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Prime 20-Acre Development Opportunity
$675,000
20.00 Acres

Prime 20-Acre Development Opportunity

Development-ready parcel with significant upside in a high-demand area.

St Rd 149, Portage, IN 46368
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Wooded Land in Portage, Indiana
$104,500
6.66 Acres

Wooded Land in Portage, Indiana

6+ acres of wooded land near Salt Creek.

0-tbd Lenburg Road, Portage, IN 46368
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Residential Land in Portage, Indiana
$799,000
31.95 Acres

Residential Land in Portage, Indiana

31.95 acre residential parcel for sale in Portage, Indiana.

Mccool Road, Portage, IN 46368
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Explore Off-Market Properties in Chesterton, IN

Consider similar Off-Market properties in Chesterton, IN. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

167 Mosier Dr

167 Mosier Dr

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
167 Mosier Dr, Chesterton, IN 46304-9497
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112 Alexander Dr

112 Alexander Dr

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
112 Alexander Dr, Chesterton, IN 46304
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75 Wilson Ct

75 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
75 Wilson Ct, Chesterton, IN 46304-9445
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74 Wilson Ct

74 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
74 Wilson Ct, Chesterton, IN 46304-9445
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76 Wilson Ct

76 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
76 Wilson Ct, Chesterton, IN 46304-9445
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77 Wilson Ct

77 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
77 Wilson Ct, Chesterton, IN 46304-9445
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79 Wilson Ct

79 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
79 Wilson Ct, Chesterton, IN 46304-9445
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80 Wilson Ct

80 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
80 Wilson Ct, Chesterton, IN 46304-9445
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71 Wilson Ct

71 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
71 Wilson Ct, Chesterton, IN 46304-9445
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72 Wilson Ct

72 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
72 Wilson Ct, Chesterton, IN 46304-9445
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70 Wilson Ct

70 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
70 Wilson Ct, Chesterton, IN 46304-9445
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78 Wilson Ct

78 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
78 Wilson Ct, Chesterton, IN 46304-9445
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81 Wilson Ct

81 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
81 Wilson Ct, Chesterton, IN 46304-9451
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69 Wilson Ct

69 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
69 Wilson Ct, Chesterton, IN 46304-9445
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82 Wilson Ct

82 Wilson Ct

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
82 Wilson Ct, Chesterton, IN 46304-9451
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170 Sharon Blvd

170 Sharon Blvd

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
170 Sharon Blvd, Chesterton, IN 46304-8944
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122 Sharon Blvd

122 Sharon Blvd

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
122 Sharon Blvd, Chesterton, IN 46304-8902
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189 Sharon Blvd

189 Sharon Blvd

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
189 Sharon Blvd, Chesterton, IN 46304-9447
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201-202 Sharon Blvd

201-202 Sharon Blvd

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
201-202 Sharon Blvd, Chesterton, IN 46304
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133 Sharon Blvd

133 Sharon Blvd

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
133 Sharon Blvd, Chesterton, IN 46304-8903
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Chesterton, IN Residential Income Properties Investment Opportunities Market Analysis

Explore 208 residential income properties for sale in Chesterton, IN, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 34,052 square feet of properties for sale, with an estimated market value of $5,075,000.

Sale prices for residential income properties in Chesterton, IN start at $775,000, averaging $2,537,500, and reaching up to $4,300,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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