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Winsted, CT Apartment Buildings for Sale

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Restaurant with Five Apartments
Updated: Jun 23
Restaurant with Five Apartments

380 Main Street, Winchester, CT 06098

$999,000
6,200 sqft 0.17 AC lot
6,200 SF restaurant property on 0.17 acres
Dining room seats up to 156 guests
Upstairs bar with 20‑seat capacity
Five apartments; three functioning units and two ready for completion
12‑15 car parking lot plus ample street parking
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Turnkey Restaurant with Apartments
Updated: Jun 28
Turnkey Restaurant with Apartments

380 Main St, Winchester, CT 06098

$999,000
6,200 sqft
Turnkey restaurant operation with seating for up to 156 guests in the main dining area
Upstairs 20‑seat bar for expanded service and private events
Outdoor dining available with seating for approximately 24 guests
Includes five apartments: three currently functioning units and two additional units ready for completion
Basement is equipped for dough preparation and offers abundant storage for catering operations
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Winsted Multifamily Investment Opportunity
Winsted Multifamily Investment Opportunity

150 Oak Street, Winchester, CT 06098

$549,000
5,233 sqft

Charming 5-unit apartment building in residential neighborhood. Fully rented.

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Mixed-Use Investment Property For Sale
Mixed-Use Investment Property For Sale

45 Elm St, Winchester, CT 06098

$540,000
0.17 AC lot

Seven-unit brick building with residential and commercial spaces.

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Mixed-Use Building with 12 Apartments
Mixed-Use Building with 12 Apartments

410-416 Main Street, Winchester, CT 06098

$1,100,000

First-floor commercial space is currently configured as one unit and may be divided.

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Based on your search, we've compiled 36 Potential Opportunities for your consideration. Besides 5 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

Opportunities in Nearby Cities

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

Updated 5-Unit Apartment Building
Updated 5-Unit Apartment Building

243 North Elm St, Torrington, CT 06790

$975,000
5,755 sqft

Five-unit multifamily property with separate utilities, tenant laundry, storage, and a dedicated parking lot.

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Five-Unit Apartment Building
Five-Unit Apartment Building

243 N Elm Street, Torrington, CT 06790

$975,000
5,755 sqft 0.17 AC lot

Updated multifamily property with separate utilities, basement laundry, storage, and dedicated parking area.

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Bristol Multifamily Investment Opportunity
Bristol Multifamily Investment Opportunity

444 West St, Bristol, CT 06010

$350,000
4,860 sqft 0.30 AC lot

Value-add 7-unit property with income and appreciation potential.

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Mixed-Use Building Assemblage
Mixed-Use Building Assemblage

45-81 North Main St, Bristol, CT 48043

Contact for pricing
42,000 sqft

Three-building assemblage combining retail and residential uses, with on-site paved parking, city water/sewer, and central HVAC.

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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.

169 Prospect St
APARTMENT HOUSE (UNDER 5 UNITS)

169 Prospect St, Winsted, CT 06098-1956

Estimated value:
$550,000
4,848 sqft 0.56 AC lot
View details
91 Torringford St
APARTMENT HOUSE (UNDER 5 UNITS)

91 Torringford St, Winsted, CT 06098-2000

Estimated value:
$730,000
1.54 AC lot
View details
157 Prospect St
APARTMENT HOUSE (UNDER 5 UNITS)

157 Prospect St, Winsted, CT 06098-1955

Estimated value:
$410,000
0.92 AC lot
View details
69 Pleasant Vly Rd
APARTMENT HOUSE (UNDER 5 UNITS)

69 Pleasant Vly Rd, Barkhamsted, CT 06063-4008

Estimated value:
$2,695,000
5.01 AC lot
View details
217 Main St
APARTMENT HOUSE (UNDER 5 UNITS)

217 Main St, Winsted, CT 06098-1282

Estimated value:
$365,000
2,388 sqft 1.13 AC lot
View details
175 Main St
APARTMENT HOUSE (UNDER 5 UNITS)

175 Main St, Winsted, CT 06098-1227

Estimated value:
$355,000
3,823 sqft 0.91 AC lot
View details
7 Chestnut St
APARTMENT HOUSE (UNDER 5 UNITS)

7 Chestnut St, Winsted, CT 06098-1604

Estimated value:
$210,000
3,172 sqft 0.10 AC lot
View details
149 Mdw St, Unit 155
APARTMENT HOUSE (UNDER 5 UNITS)

149 Mdw St, Winsted, CT 06098-1015

Unit 155
Estimated value:
$385,000
4,798 sqft 0.50 AC lot
View details
6 Brk St
APARTMENT HOUSE (UNDER 5 UNITS)

6 Brk St, Winsted, CT 06098

Estimated value:
$340,000
3,400 sqft 0.12 AC lot
View details
14 Wheeler St
APARTMENT HOUSE (UNDER 5 UNITS)

14 Wheeler St, Winsted, CT 06098-1568

Estimated value:
$315,000
3,043 sqft 0.07 AC lot
View details
12 Gay St
APARTMENT HOUSE (UNDER 5 UNITS)

12 Gay St, Winsted, CT 06098-1609

Estimated value:
$190,000
2,750 sqft 0.12 AC lot
View details
61 Holabird Ave
APARTMENT HOUSE (UNDER 5 UNITS)

61 Holabird Ave, Winsted, CT 06098-1692

Estimated value:
$105,000
3,675 sqft 0.36 AC lot
View details
106 Elm St, Unit 112
APARTMENT HOUSE (UNDER 5 UNITS)

106 Elm St, Winsted, CT 06098-1637

Unit 112
Estimated value:
$305,000
2,712 sqft 0.12 AC lot
View details
143 Main St
APARTMENT HOUSE (UNDER 5 UNITS)

143 Main St, Winsted, CT 06098-1281

Estimated value:
$305,000
2,756 sqft 0.37 AC lot
View details
13 Greenwoods Ave
APARTMENT HOUSE (UNDER 5 UNITS)

13 Greenwoods Ave, Winsted, CT 06098-3001

Estimated value:
$300,000
3,600 sqft 0.12 AC lot
View details
5 Home Pl
APARTMENT HOUSE (UNDER 5 UNITS)

5 Home Pl, Winsted, CT 06098-1709

Estimated value:
$315,000
2,952 sqft 0.95 AC lot
View details
19 Ctr St
APARTMENT HOUSE (UNDER 5 UNITS)

19 Ctr St, Winsted, CT 06098-1611

Estimated value:
$280,000
0.18 AC lot
View details
331 Lk St
APARTMENT HOUSE (UNDER 5 UNITS)

331 Lk St, Winsted, CT 06098-1443

Estimated value:
$315,000
3,120 sqft 0.35 AC lot
View details
137 Gilbert Ave
APARTMENT HOUSE (UNDER 5 UNITS)

137 Gilbert Ave, Winsted, CT 06098-1317

Estimated value:
$325,000
3,493 sqft 0.72 AC lot
View details

Winsted, CT Apartment Buildings Market Trends and Statistics

Explore 32 apartment buildings for sale in Winsted, CT, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 17,633 square feet of properties for sale, with an estimated market value of $4,187,000.

Sale prices for apartment complexes in Winsted, CT start at $540,000, averaging $837,400, and reaching up to $1,100,000 — 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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Demographics Overview

Population 13K
Population Growth (5Y) -7.4%
Median Household Income $82,614
College Educated 57.2%

Taxes & Financing

Tax Rate (average for all types) 2.65%
Property Tax per SF $43.14 per SF
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Litchfield County

New Delisted

Total CRE Inventory on Market (SF)

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