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Winsted, CT Multifamily Properties for Sale

11 results
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Three-Unit Multifamily Property in Winchester
$299,900
1,874 SF

Three-Unit Multifamily Property in Winchester

106 Rockwell St, Winchester, CT 06098

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

  • Three‑family property with long‑term, reliable tenants and a vacant unit, offering immediate income potential or owner‑occupancy.
  • Located close to Winsted's shopping, dining, and amenities.
  • Off‑street parking for tenants.
  • Third‑floor unit features a balcony and direct access to a walk‑up attic for storage.
  • Lower level unit has a walk‑out patio.
Last Update: Dec 2
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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 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).
Last Update: Oct 27
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Updated Two-Family Home, Winchester, CT
$299,900
Pending

Updated Two-Family Home, Winchester, CT

Two-family residence with updated first-floor unit and classic second-floor.
77 Hubbard St, Winchester, CT 06098
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Mixed-Use Building in Downtown Winsted
$395,000
1,909 SF

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 For Sale
$750,000
5,389 SF

Restaurant and Apartments For Sale

Mixed-use property with restaurant and apartments in Winchester, Connecticut.
436 Main St, Winchester, CT 06098
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Mixed-Use Building in Downtown Winsted
$395,000
1,909 SF

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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Two-Family Home in Winchester, CT
$299,900
Pending

Two-Family Home in Winchester, CT

Well-maintained two-family home near downtown Winchester, CT.
49 Walnut St, Winchester, CT 06098
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Multifamily with Office Space Opportunity
$319,900
2,754 SF

Multifamily with Office Space Opportunity

Multifamily with office space in central Winchester location.
25 Center 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
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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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Based on your search, we've compiled 43 Potential Opportunities for your consideration. Besides 11 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.

Oversized Three-Family Property
$399,900

Oversized Three-Family Property

Large units, washer/dryer hookups, ample parking, manicured yard.
908 Main St, 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
Two-Family Home in Collinsville
$419,900
2,096 SF

Two-Family Home in Collinsville

Two-unit property near Farmington River Trail, ideal for investment.
67 Torrington Ave, Canton, CT 06019
View details
Income Property with River Views
$550,000

Income Property with River Views

Four-family home in Collinsville with Farmington River views.
9 Maple Ave, Canton, CT 06019
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.

155 Gilbert Ave

155 Gilbert Ave

Multifamily properties
Value Estimation by Request
155 Gilbert Ave, Winsted, CT 06098
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61 Holabird Ave

61 Holabird Ave

APARTMENT HOUSE (UNDER 5 UNITS) • 3,675 SF
Value Estimation
$95,000
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
$350,000
175 Main St, Winsted, CT 06098-1227
View details
109-111 Holabird Ave, Unit 111

109-111 Holabird Ave, Unit 111

APARTMENT HOUSE (UNDER 5 UNITS) • 4,019 SF
Value Estimation
$245,000
109-111 Holabird Ave, Winsted, CT 06098-1729
View details
157 Prospect St

157 Prospect St

APARTMENT HOUSE (UNDER 5 UNITS) • 0.92 Acres
Value Estimation
$400,000
157 Prospect St, Winsted, CT 06098-1955
View details
69 Pleasant Vly Rd

69 Pleasant Vly Rd

APARTMENT HOUSE (UNDER 5 UNITS) • 5.01 Acres
Value Estimation
$2,575,000
69 Pleasant Vly Rd, Barkhamsted, CT 06063-4008
View details
4 Riv Rd

4 Riv Rd

APARTMENT HOUSE (UNDER 5 UNITS) • 3,676 SF
Value Estimation
$310,000
4 Riv Rd, Barkhamsted, CT 06063-4000
View details
19 Ctr St

19 Ctr St

APARTMENT HOUSE (UNDER 5 UNITS) • 0.18 Acres
Value Estimation
$220,000
19 Ctr St, Winsted, CT 06098-1611
View details
137 Gilbert Ave

137 Gilbert Ave

APARTMENT HOUSE (UNDER 5 UNITS) • 3,493 SF
Value Estimation
$365,000
137 Gilbert Ave, Winsted, CT 06098-1317
View details
91 Torringford St

91 Torringford St

APARTMENT HOUSE (UNDER 5 UNITS) • 1.54 Acres
Value Estimation
$645,000
91 Torringford St, Winsted, CT 06098-2000
View details
149 Mdw St, Unit 155

149 Mdw St, Unit 155

APARTMENT HOUSE (UNDER 5 UNITS) • 4,798 SF
Value Estimation
$365,000
149 Mdw St, Winsted, CT 06098-1015
View details
143 Main St

143 Main St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,756 SF
Value Estimation
$250,000
143 Main St, Winsted, CT 06098-1281
View details
6 Brk St

6 Brk St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,400 SF
Value Estimation
$330,000
6 Brk St, Winsted, CT 06098
View details

Winsted, CT Multifamily Properties Investment Opportunities Market Analysis

Explore 39 multifamily properties for sale in Winsted, CT, showcased through 11 active listings on our real estate platform. These investment opportunities span a total of 793,663 square feet of properties for sale, with an estimated market value of $14,434,600.

Prices for multifamily properties in Winsted, CT start at $105,000, averaging $424,547, and reaching up to $2,695,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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