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Winsted, CT Multifamily Properties for Sale

6 results
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Updated Two-Family Winchester Residence
Pending
$299,900
2,699 SF

Updated Two-Family Winchester Residence

77 Hubbard St, Winchester, CT 06098

Two-family residence with modern updates and income potential.

  • Completely renovated first‑floor unit featuring a new kitchen, updated bath, hardwood floors, and new carpet.
  • Two‑family residence ideal for investors or multi‑generational living.
  • Each unit features three bedrooms and one full bath.
  • Newer siding and recently updated roof ensure low‑maintenance living.
  • Attached one‑car garage for added convenience.
Updated: Mar 3
View details
Turnkey Restaurant with Apartments
$750,000
5,389 SF

Turnkey Restaurant with Apartments

436 Main St, Winchester, CT 06098

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

  • Turnkey, award‑winning restaurant with a 10‑year track record and loyal customer base.
  • Prime location in the heart of Litchfield County with high traffic.
  • Includes 4 apartments in addition to the restaurant.
  • Restaurant recognized in top publications including the New York Times and Wall Street Journal.
  • Fully equipped restaurant with all infrastructure items included (valued over $100k).
Updated: Mar 2
View details
Winchester Multi-Family Investment Opportunity
Pending
$299,900
1,874 SF

Winchester Multi-Family Investment Opportunity

Three-unit property with long-term tenants and vacant unit.

106 Rockwell St, Winchester, CT 06098
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Well-Maintained Two-Family Home
$349,900

Well-Maintained Two-Family Home

Two-family home with detached garage, convenient location.

135 Elm St, Winchester, CT 06098
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Multifamily Home Near Transportation
$259,000

Multifamily Home Near Transportation

Multifamily home with spacious rooms, storage, and convenient transportation.

10 Crescent St, Winchester, CT 06098
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Litchfield County Two-Family Home
$225,000

Litchfield County Two-Family Home

Two-family home in Litchfield County with income potential.

30 Rock St, Winchester, CT 06098
View details
Based on your search, we've compiled 38 Potential Opportunities for your consideration. Besides 6 Active listings in Winsted, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 28 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.

Two-Family Home with Income Potential
$239,900
2,621 SF

Two-Family Home with Income Potential

Spacious two-family home offering income potential and flexible living.

409 Brightwood Ave, Torrington, CT 06790
View details
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
View details
Renovated Litchfield Multifamily Home
$350,000
1,674 SF

Renovated Litchfield Multifamily Home

Move-in ready, renovated two-family home in desirable Litchfield location.

68 Thomaston Rd, Litchfield, CT 06759
View details
Litchfield Multi-Unit Investment Opportunity
$485,000
3,265 SF

Litchfield Multi-Unit Investment Opportunity

Multi-unit property in Bantam with redevelopment potential on 2.73 acres.

700 Bantam Rd, Litchfield, CT 06750
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
View details
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
View details
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
View details
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
View details
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
View details
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
View details
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
View details
155 Gilbert Ave

155 Gilbert Ave

Multifamily properties
Value Estimation by Request
155 Gilbert Ave, Winsted, CT 06098
View details
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
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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
331 Lk St

331 Lk St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,120 SF
Value Estimation by Request
331 Lk St, Winsted, CT 06098-1443
View details

Winsted, CT Multifamily Properties Investment Opportunities Market Analysis

Explore 34 multifamily properties for sale in Winsted, CT, showcased through 6 active listings on our real estate platform. These investment opportunities span a total of 764,043 square feet of properties for sale, with an estimated market value of $12,274,800.

Sale prices for multifamily properties in Winsted, CT start at $105,000, averaging $423,268, 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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