Winsted, CT Apartment Buildings for Sale

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Updated: Jun 23

Turnkey Restaurant with Upstairs Bar

380 Main Street, Winchester, CT 06098

$999,000

6,200 sqft 0.17 AC lot

Spacious dining area seating up to 156 guests plus an upstairs 20‑seat bar
Five apartments on‑site: three currently functioning units and two additional units ready for completion
12–15 car dedicated parking lot with additional street parking
Outdoor dining seating for approximately 24
Basement area equipped for dough preparation with abundant storage for catering support

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Updated: Apr 21

Winsted Multifamily Investment Opportunity

150 Oak St, Winchester, CT 06098

$549,000

Fully rented 5‑family apartment home in a desirable residential neighborhood.
Recent major upgrades including new roof, 4 hot water heaters, and 3 furnaces (2021‑2023).
Features original 1920's charm with original woodwork, high ceilings, and some hardwood floors.
Includes a 4‑bay detached garage, with rental income potential.
Convenient location: walking distance to Northwestern CT Community College and Downtown Winsted.

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Based on your search, we've compiled 37 Potential Opportunities for your consideration. Besides 2 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, plus 4 Land Listings that present a potential for development.

Opportunities in Nearby Cities

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

Turnkey Income Property in Torrington

243 N Elm Street, Torrington, CT 06790

$975,000

5,755 sqft 0.17 AC lot

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

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Bristol Multifamily Portfolio For Sale

29 Landry Street, Bristol, CT 06010

$2,750,000

2,687 sqft 0.12 AC lot

Five multifamily properties with 22 units in Bristol, Connecticut.

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Gothic Church and School Conversion

85 Pulaski Street, Torrington, CT 06790

$595,000

21,808 sqft 1.50 AC lot

Historic church plus 1960s school on a corner lot, with approved exception to convert the school to apartments.

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Bristol Multifamily Investment Opportunity

444 West St, Bristol, CT 06010

$799,000

6,940 sqft 0.30 AC lot

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

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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Brooklyn Two-Family Home with Development Potential

69 Martense Street, Brooklyn, NY 11226

$1,888,888

2,660 sqft 0.10 AC lot

Two-family home on a large lot with significant development potential.

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Land Near Shepherd University

8285 MARTINSBURG Pike, Shepherdstown, WV 25443

$650,000

3.70 AC lot

Prime land near Shepherd University with development potential.

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Central Business Zoned Development Land

107 HOWARD Street, La Plata, MD 20646

$250,000

0.23 AC lot

Central Business zoned parcel with plans for a three-story mixed-use building and 15 parking spaces.

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Asheville Development Opportunity: 5.94 Acres

215 N Bear Creek Road, Asheville, NC 28806

$2,500,000

5.94 AC lot

5.94-acre parcel zoned RM6, ideal for multi-family development.

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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.

APARTMENT HOUSE (UNDER 5 UNITS)

169 Prospect St, Winsted, CT 06098-1956

$550,000

Estimated value

4,848 sqft 0.56 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

91 Torringford St, Winsted, CT 06098-2000

$670,000

Estimated value

1.54 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

157 Prospect St, Winsted, CT 06098-1955

Value Estimation by Request

0.92 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

69 Pleasant Vly Rd, Barkhamsted, CT 06063-4008

$2,450,000

Estimated value

5.01 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

217 Main St, Winsted, CT 06098-1282

Value Estimation by Request

2,388 sqft 1.13 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

175 Main St, Winsted, CT 06098-1227

Value Estimation by Request

3,823 sqft 0.91 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

7 Chestnut St, Winsted, CT 06098-1604

Value Estimation by Request

3,172 sqft 0.10 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

149 Mdw St, Winsted, CT 06098-1015

Unit 155

Value Estimation by Request

4,798 sqft 0.50 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

6 Brk St, Winsted, CT 06098

Value Estimation by Request

3,400 sqft 0.12 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

14 Wheeler St, Winsted, CT 06098-1568

Value Estimation by Request

3,043 sqft 0.07 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

12 Gay St, Winsted, CT 06098-1609

Value Estimation by Request

2,750 sqft 0.12 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

61 Holabird Ave, Winsted, CT 06098-1692

Value Estimation by Request

3,675 sqft 0.36 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

106 Elm St, Winsted, CT 06098-1637

Unit 112

Value Estimation by Request

2,712 sqft 0.12 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

143 Main St, Winsted, CT 06098-1281

Value Estimation by Request

2,756 sqft 0.37 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

13 Greenwoods Ave, Winsted, CT 06098-3001

Value Estimation by Request

3,600 sqft 0.12 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

5 Home Pl, Winsted, CT 06098-1709

Value Estimation by Request

2,952 sqft 0.95 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

19 Ctr St, Winsted, CT 06098-1611

Value Estimation by Request

0.18 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

331 Lk St, Winsted, CT 06098-1443

Value Estimation by Request

3,120 sqft 0.35 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

137 Gilbert Ave, Winsted, CT 06098-1317

Value Estimation by Request

3,493 sqft 0.72 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

11-15 Fairview Ave, Winsted, CT 06098-1562

Unit 15

Value Estimation by Request

4,005 sqft 0.29 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

247 Main St, Winsted, CT 06098-1283

Value Estimation by Request

5,093 sqft 0.84 AC lot

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APARTMENT HOUSE (UNDER 5 UNITS)

36-40 High St, Winsted, CT 06098-1519

Unit 40

Value Estimation by Request

2,414 sqft 0.21 AC lot

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Winsted, CT Apartment Buildings Market Trends and Statistics

Explore 29 apartment buildings for sale in Winsted, CT on our real estate platform. These investment opportunities span a total of 18,994 square feet of properties for sale, with an estimated market value of $2,289,000.

Sale prices for two-family homes in Winsted, CT start at $540,000, averaging $763,000, and reaching up to $999,000 — 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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Winsted, CT Apartment Buildings for Sale

380 Main Street, Winchester, CT 06098

150 Oak St, Winchester, CT 06098

Opportunities in Nearby Cities

243 N Elm Street, Torrington, CT 06790

29 Landry Street, Bristol, CT 06010

85 Pulaski Street, Torrington, CT 06790

444 West St, Bristol, CT 06010

Potential Development Sites for Consideration

69 Martense Street, Brooklyn, NY 11226

8285 MARTINSBURG Pike, Shepherdstown, WV 25443

107 HOWARD Street, La Plata, MD 20646

215 N Bear Creek Road, Asheville, NC 28806

Off-Market Properties in Winsted, CT

169 Prospect St, Winsted, CT 06098-1956

91 Torringford St, Winsted, CT 06098-2000

157 Prospect St, Winsted, CT 06098-1955

69 Pleasant Vly Rd, Barkhamsted, CT 06063-4008

217 Main St, Winsted, CT 06098-1282

175 Main St, Winsted, CT 06098-1227

7 Chestnut St, Winsted, CT 06098-1604

149 Mdw St, Winsted, CT 06098-1015

6 Brk St, Winsted, CT 06098

14 Wheeler St, Winsted, CT 06098-1568

12 Gay St, Winsted, CT 06098-1609

61 Holabird Ave, Winsted, CT 06098-1692

106 Elm St, Winsted, CT 06098-1637

143 Main St, Winsted, CT 06098-1281

13 Greenwoods Ave, Winsted, CT 06098-3001

5 Home Pl, Winsted, CT 06098-1709

19 Ctr St, Winsted, CT 06098-1611

331 Lk St, Winsted, CT 06098-1443

137 Gilbert Ave, Winsted, CT 06098-1317

11-15 Fairview Ave, Winsted, CT 06098-1562

247 Main St, Winsted, CT 06098-1283

36-40 High St, Winsted, CT 06098-1519

Winsted, CT Apartment Buildings Market Trends and Statistics

Demographics Overview

Taxes & Financing

Listings Trend

Total CRE Inventory on Market (SF)

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