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Winsted, CT Apartment Buildings for Sale

8 results
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Turnkey Restaurant with Apartments
$750,000
5,389 SF

Turnkey Restaurant with Apartments

436 Main St, Winchester, CT 06098

Thriving restaurant with apartments in Litchfield County.

  • Turnkey, award‑winning restaurant with a 10‑year track record and loyal customer base.
  • High‑traffic location in the heart of Litchfield County.
  • Includes 4 apartments in addition to the restaurant.
  • Restaurant is fully equipped with all infrastructure items included in the sale.
  • Restaurant features 65 indoor seats and 35 outdoor seats.
Updated: Mar 13
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Mixed-Use Building in Downtown Winsted
$395,000

Mixed-Use Building in Downtown Winsted

720 Main St, Winchester, CT 06098

Two-story building with commercial space and renovated apartment.

  • Prime mixed‑use property in a high‑visibility downtown location.
  • First‑floor commercial space, previously a cafe, is suitable for restaurant, retail, or service business and features existing kitchen infrastructure.
  • Spacious, recently renovated 3‑bedroom apartment on the second floor boasts a new roof, windows, deck, and kitchen, plus on‑demand hot water.
  • Separate gas and electric meters for commercial and residential units, ideal for owner‑occupancy or investment.
  • Excellent location near Highland Lake, Route 44, and downtown amenities.
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Mixed-Use Building in Downtown Winsted
$395,000

Mixed-Use Building in Downtown Winsted

Two-story building with commercial space and renovated apartment.

720 Main St, Winchester, CT 06098
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Restaurant and Apartments in Winchester
$750,000

Restaurant and Apartments in Winchester

Turnkey restaurant with apartments in high-traffic Litchfield County location.

436 Main St, Winchester, CT 06098
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Restaurant and Apartments in Winchester
$750,000

Restaurant and Apartments in Winchester

Turnkey restaurant with apartments in high-traffic Litchfield County location.

436 Main St, Winchester, CT 06098
View details
Mixed-Use Investment Property For Sale
$540,000

Mixed-Use Investment Property For Sale

Seven-unit brick building with residential and commercial spaces.

45 Elm St, Winchester, CT 06098
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Restaurant and Apartments in Winchester
$750,000
5,389 SF

Restaurant and Apartments in Winchester

Turnkey restaurant with apartments in high-traffic Litchfield County location.

436 Main St, Winchester, CT 06098
View details
Mixed-Use Building with Income Potential
$540,000
7,405 SF

Mixed-Use Building with Income Potential

Seven-unit brick building with residential and commercial spaces for sale.

45 Elm St, Winchester, CT 06098
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Based on your search, we've compiled 39 Potential Opportunities for your consideration. Besides 8 Active listings in Winsted, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 27 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.

Torrington, CT 6-Unit Apartment Building
$1,195,000
5,000 SF

Torrington, CT 6-Unit Apartment Building

Brand new, 6-unit apartment complex, ready March 2025.

775 Main St, Torrington, CT 06790
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Turnkey Income Property in Torrington
$995,000
5,755 SF

Turnkey Income Property in Torrington

Fully updated, income-producing 5-unit property with separate deeded lot.

243 N Elm St, Torrington, CT 06790
View details
Historic Mixed-Use Investment Opportunity
$695,000
4,044 SF

Historic Mixed-Use Investment Opportunity

Mixed-use building with commercial and residential income potential.

1180 Ashley Falls Rd, Sheffield, MA 01222
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Historic Mixed-Use Property, Sheffield, MA
$695,000
4,044 SF

Historic Mixed-Use Property, Sheffield, MA

Historic mixed-use property with commercial and residential units in Sheffield.

1180 Ashley Falls Rd, Sheffield, MA 01222
View details

Explore Off-Market Properties in Winsted, CT

Consider similar Off-Market properties in Winsted, 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.

61 Holabird Ave

61 Holabird Ave

APARTMENT HOUSE (UNDER 5 UNITS) • 3,675 SF
Value Estimation by Request
61 Holabird Ave, Winsted, CT 06098-1692
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175 Main St

175 Main St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,823 SF
Value Estimation by Request
175 Main St, Winsted, CT 06098-1227
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149 Mdw St, Unit 155

149 Mdw St, Unit 155

APARTMENT HOUSE (UNDER 5 UNITS) • 4,798 SF
Value Estimation by Request
149 Mdw St, Winsted, CT 06098-1015
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169 Prospect St

169 Prospect St

APARTMENT HOUSE (UNDER 5 UNITS) • 4,848 SF
Value Estimation
$550,000
169 Prospect St, Winsted, CT 06098-1956
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20 Case Ave

20 Case Ave

APARTMENT HOUSE (UNDER 5 UNITS) • 2,212 SF
Value Estimation by Request
20 Case Ave, Winsted, CT 06098-1674
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106 Elm St, Unit 112

106 Elm St, Unit 112

APARTMENT HOUSE (UNDER 5 UNITS) • 2,712 SF
Value Estimation by Request
106 Elm St, Winsted, CT 06098-1637
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11-15 Fairview Ave, Unit 15

11-15 Fairview Ave, Unit 15

APARTMENT HOUSE (UNDER 5 UNITS) • 4,005 SF
Value Estimation by Request
11-15 Fairview Ave, Winsted, CT 06098-1562
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137 Gilbert Ave

137 Gilbert Ave

APARTMENT HOUSE (UNDER 5 UNITS) • 3,493 SF
Value Estimation by Request
137 Gilbert Ave, Winsted, CT 06098-1317
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5 Home Pl

5 Home Pl

APARTMENT HOUSE (UNDER 5 UNITS) • 2,952 SF
Value Estimation by Request
5 Home Pl, Winsted, CT 06098-1709
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84 Mdw St

84 Mdw St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,514 SF
Value Estimation by Request
84 Mdw St, Winsted, CT 06098-1045
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12 Gay St

12 Gay St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,750 SF
Value Estimation by Request
12 Gay St, Winsted, CT 06098-1609
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157 Prospect St

157 Prospect St

APARTMENT HOUSE (UNDER 5 UNITS) • 0.92 Acres
Value Estimation by Request
157 Prospect St, Winsted, CT 06098-1955
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14 Wheeler St

14 Wheeler St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,043 SF
Value Estimation by Request
14 Wheeler St, Winsted, CT 06098-1568
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143 Main St

143 Main St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,756 SF
Value Estimation by Request
143 Main St, Winsted, CT 06098-1281
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31 Chestnut St

31 Chestnut St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,600 SF
Value Estimation by Request
31 Chestnut St, Winsted, CT 06098-1604
View details
217 Main St

217 Main St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,388 SF
Value Estimation by Request
217 Main St, Winsted, CT 06098-1282
View details

Winsted, CT Apartment Buildings Investment Opportunities Market Analysis

Explore 35 apartment buildings for sale in Winsted, CT, showcased through 8 active listings on our real estate platform. These investment opportunities span a total of 744,005 square feet of properties for sale, with an estimated market value of $11,675,000.

Sale prices for two-family homes in Winsted, CT start at $105,000, averaging $432,407, and reaching up to $2,695,000 — 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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