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Chesterton, IN Residential Income Properties for Sale

8 results
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Duplex in Downtown Chesterton
$279,900
0.24 Acres

Duplex in Downtown Chesterton

1220-1222 Park Ave, Chesterton, IN 46304

Duplex with two units, each featuring two bedrooms and one bath.

  • Duplex in downtown Chesterton
  • Great investment opportunity or owner‑occupancy with rental income
  • Two units, each with 2 bedrooms and 1 bath
  • Updated furnace and AC
  • Gas range and refrigerator included
Updated: Mar 8
View details
New Duplex Near Downtown Chesterton
$525,000
0.19 Acres

New Duplex Near Downtown Chesterton

140-142 N Jackson Blvd, 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 22, 2025
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New Duplex Near Indiana Dunes
$499,900
0.19 Acres

New Duplex Near Indiana Dunes

New construction duplex with immediate rental income near Indiana Dunes.

150-152 N 16Th St, Chesterton, IN 46304
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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 Ave, Chesterton, IN 46304
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US Hwy 20 Development Land
$785,000
5.16 Acres

US Hwy 20 Development Land

5.16 Acres, Chesterton, IN

347 Melton Rd, Chesterton, IN 46304
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Duneland Estates: Chesterton, IN
Contact for pricing

Duneland Estates: Chesterton, IN

39-Acre Multifamily Development Opportunity

150 Us Hwy 20, Chesterton, IN 46304
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Valparaiso, IN Multi-Use Land
$1,095,000
73.00 Acres

Valparaiso, IN Multi-Use Land

73 Acres, $1.095M, High Potential

0 200, Chesterton, IN 46383
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Chesterton Senior Housing Land
$1,250,000
11.83 Acres

Chesterton Senior Housing Land

Approved 42-unit senior housing development.

0 Richter St, Chesterton, IN 46304
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Based on your search, we've compiled 218 Potential Opportunities for your consideration. Besides 8 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 2 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.

Valparaiso Farmland Investment Opportunity
$750,000

Valparaiso Farmland Investment Opportunity

20 Acres, Rural Residential Zoning

550 50, Valparaiso, IN 46385
View details
Portage Multifamily Investment Opportunity
$12,250,000
96,200 SF

Portage Multifamily Investment Opportunity

100-unit multifamily property in Portage, Indiana, with renovation upside.

6021-55 Mccasland Ave, Portage, IN 46368
View details
Canden Crossing Apartments
$12,500,000
96,200 SF

Canden Crossing Apartments

100-Unit Multifamily Investment

6021-55 Canden Ave, Portage, IN 46368
View details
Valparaiso Multifamily Property on Acreage
$640,000
1.30 Acres

Valparaiso Multifamily Property on Acreage

Spacious 3-unit property on 1.3 acres in Valparaiso, Indiana.

1802 Evans Ave, Valparaiso, IN 46383
View details

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.

Golf Course Lot Opportunity
$279,999
0.53 Acres

Golf Course Lot Opportunity

Half-acre golf course lot in gated Sand Creek community.

1441 Nelson Dr, Chesterton, IN 46304
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64.28 Acres Ready to Develop
$3,214,000
64.28 Acres

64.28 Acres Ready to Develop

64.28 acres of land available for development in Chesterton, Indiana.

1334 N Brummitt Rd N, Chesterton, IN 46304
View details

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.

139 Leslie Way

139 Leslie Way

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
139 Leslie Way, Chesterton, IN 46304-9487
View details
140 Leslie Way

140 Leslie Way

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
140 Leslie Way, Chesterton, IN 46304-9487
View details
178 Leslie Way

178 Leslie Way

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
178 Leslie Way, Chesterton, IN 46304-9492
View details
150 Leslie Way

150 Leslie Way

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
150 Leslie Way, Chesterton, IN 46304-9490
View details
88 Leslie Way

88 Leslie Way

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
88 Leslie Way, Chesterton, IN 46304-9484
View details
203-204 Sharon Blvd

203-204 Sharon Blvd

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
203-204 Sharon Blvd, Chesterton, IN 46304
View details
187 Sharon Blvd

187 Sharon Blvd

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
187 Sharon Blvd, Chesterton, IN 46304-9447
View details
123 Sharon Blvd

123 Sharon Blvd

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
123 Sharon Blvd, Chesterton, IN 46304-8902
View details
Sharon Blvd

Sharon Blvd

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
Sharon Blvd, Chesterton, IN 46304
View details
188 Sharon Blvd

188 Sharon Blvd

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
188 Sharon Blvd, Chesterton, IN 46304-9447
View details
124 Sharon Blvd

124 Sharon Blvd

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
124 Sharon Blvd, Chesterton, IN 46304-8902
View details
197-198 Sharon Blvd

197-198 Sharon Blvd

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
197-198 Sharon Blvd, Chesterton, IN 46304
View details
229-230 Amanda Ln

229-230 Amanda Ln

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
229-230 Amanda Ln, Chesterton, IN 46304
View details
185 Canterbury Cir

185 Canterbury Cir

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
185 Canterbury Cir, Chesterton, IN 46304-9450
View details
59 Canterbury Cir

59 Canterbury Cir

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
59 Canterbury Cir, Chesterton, IN 46304-9482
View details
63 Canterbury Cir

63 Canterbury Cir

MOBILE HOME PARK, TRAILER PARK • 0.14 Acres
Value Estimation by Request
63 Canterbury Cir, Chesterton, IN 46304-9482
View details

Chesterton, IN Residential Income Properties Investment Opportunities Market Analysis

Explore 212 residential income properties for sale in Chesterton, IN, showcased through 8 active listings on our real estate platform. These investment opportunities span a total of 3,952,547 square feet of properties for sale, with an estimated market value of $5,229,800.

Sale prices for residential income properties in Chesterton, IN start at $299,900, averaging $747,114, and reaching up to $1,250,000 — 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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