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Chester, CT Residential Income Properties for Sale

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Chester Commercial Property with Parking
$975,000
23,467 SF

Chester Commercial Property with Parking

132 Main St, Chester, CT 06412

Commercial property in Chester, CT, suitable for redevelopment with parking.

  • Half‑acre parking lot included across the street.
  • Prime in‑town location: walk to restaurants, shops, and grocery store.
  • Ideal for senior housing, affordable housing, or starter homes (with renovation).
  • Convenient access: just off Route 154.
  • Existing accessibility features: accessible approach with ramp, bath grab bars, handicap parking, roll‑in shower, handicap design.
Updated: Nov 14, 2025
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Restored 2-Family in Chester Village
$725,000
2,160 SF

Restored 2-Family in Chester Village

6 W Main St, Chester, CT 06412

Lovingly restored 2-family in the heart of Chester Village.

  • Prime Village Location: Walkable to Chester's fairs, events, dining, and shopping; easy commute to Rt. 9.
  • Restored 2‑Family with Modern Updates: New siding, full insulation, A/C, blending charm with modern amenities.
  • Income Potential: Investment opportunity with solid income history in a desirable location.
  • Two Units with Desirable Features: Each unit has 2 bedrooms, in‑unit washer/dryer, private yards, and off‑street parking.
  • Separately Metered Utilities: Tenants pay their own utilities.
Updated: Jan 6
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Based on your search, we've compiled 12 Potential Opportunities for your consideration. Besides 2 Active listings in Chester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 6 Off-Market properties to explore as potential leads

Explore Opportunities in Nearby Cities

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

Restored Victorian Two-Family Home
$749,000
1,970 SF

Restored Victorian Two-Family Home

Remodeled two-family home in Deep River, perfect for investment.

62 River St, Deep River, CT 06417
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Restored Colonial with Modern Comfort
$1,199,999
4,982 SF

Restored Colonial with Modern Comfort

Meticulously restored 1854 Colonial in Deep River, Connecticut.

209 Main St, Deep River, CT 06417
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Mixed-Use Property Near Goodspeed Opera
$560,000
1,995 SF

Mixed-Use Property Near Goodspeed Opera

Mixed-use property with apartments and retail spaces in excellent location.

2 Norwich Rd, East Haddam, CT 06423
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East Haddam Mixed-Use Property
$560,000
1,995 SF

East Haddam Mixed-Use Property

Mixed-use property with retail and residential units in East Haddam.

2 Norwich Rd, East Haddam, CT 06423
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Explore Off-Market Properties in Chester, CT

Consider similar Off-Market properties in Chester, CT. 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.

184 Middlesex Ave

184 Middlesex Ave

APARTMENT HOUSE (UNDER 5 UNITS) • 1.19 Acres
Value Estimation by Request
184 Middlesex Ave, Chester, CT 06412-1257
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7 Denlar Dr

7 Denlar Dr

APARTMENT HOUSE (UNDER 5 UNITS) • 2,688 SF
Value Estimation by Request
7 Denlar Dr, Chester, CT 06412-1284
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6 Pleasant St

6 Pleasant St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,230 SF
Value Estimation by Request
6 Pleasant St, Chester, CT 06412-1150
View details
5 Denlar Dr

5 Denlar Dr

APARTMENT HOUSE (UNDER 5 UNITS) • 2,835 SF
Value Estimation by Request
5 Denlar Dr, Chester, CT 06412-1283
View details
26 Fry Rd

26 Fry Rd

APARTMENT HOUSE (UNDER 5 UNITS) • 8,382 SF
Value Estimation
$665,000
26 Fry Rd, Chester, CT 06412-1278
View details
21-23 Denlar Dr

21-23 Denlar Dr

APARTMENT HOUSE (UNDER 5 UNITS) • 1.00 Acre
Value Estimation by Request
21-23 Denlar Dr, Chester, CT 06412
View details

Chester, CT Residential Income Properties Investment Opportunities Market Analysis

Explore 8 residential income properties for sale in Chester, CT on our real estate platform. These investment opportunities span a total of 342,816 square feet of properties for sale, with an estimated market value of $3,655,000.

Prices for residential income properties in Chester, CT start at $245,000, averaging $456,875, and reaching up to $975,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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