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Winsted, CT Apartment Buildings for Sale

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New Haven, CT Waterbury, CT Hartford, CT

$579,000

Winsted Multifamily Investment Opportunity

150 Oak St, Winchester, CT 6098

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

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.

Updated: Apr 21

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Mixed-Use Building with Income Potential

$540,000

7,405 SF

Mixed-Use Building with Income Potential

45 Elm Street, Winchester, CT 6098

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

Solid 7‑unit brick building with 5 residential apartments and 2 commercial office spaces.
Potential to convert office spaces into additional residential units (with approvals).
Spacious rear lot provides ample off‑street parking for tenants.
Convenient location near Routes 8 and 44, shopping, dining, and Northwestern Connecticut Community College.
Ideal for investors seeking reliable cash flow or developers exploring expansion opportunities.

Updated: Oct 14, 2025

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$750,000

5,389 SF

Restaurant and Apartments in Winchester

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

436 Main Street, Winchester, CT 6098

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Based on your search, we've compiled 38 Potential Opportunities for your consideration. Besides 3 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.

$975,000

5,755 SF

Turnkey Income Property in Torrington

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

243 N Elm Street, Torrington, CT 06790

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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 unit: A,B,C,D,E, Sheffield, MA 01222

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$1,300,000

Well-Maintained Multifamily Brick Building

Eight spacious units with hardwood floors and convenient location.

83 Birge St, Torrington, CT 6790

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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

$1,888,888

0.10 Acres

Brooklyn Two-Family Home with Development Potential

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

69 Martense Street, Brooklyn, NY 11226

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$130,000

0.43 Acres

Wilkes Barre Land Opportunity

Land available for multi-unit development near university and transportation.

320 N Main Street, Wilkes Barre, PA 18702

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$650,000

3.70 Acres

Land Near Shepherd University

Prime land near Shepherd University with development potential.

8285 MARTINSBURG Pike, Shepherdstown, WV 25443

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Multifamily Development Opportunity in Charlotte

$559,700

0.47 Acres

Multifamily Development Opportunity in Charlotte

Prime 0.47-acre parcel zoned for multifamily development near UNC Charlotte.

4312 Tantilla Circle, Charlotte, NC 28215

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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) • 4,848 SF

Value Estimation

$550,000

169 Prospect St, Winsted, CT 06098-1956

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91 Torringford St

APARTMENT HOUSE (UNDER 5 UNITS) • 1.54 Acres

Value Estimation

$670,000

91 Torringford St, Winsted, CT 06098-2000

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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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69 Pleasant Vly Rd

APARTMENT HOUSE (UNDER 5 UNITS) • 5.01 Acres

Value Estimation

$2,450,000

69 Pleasant Vly Rd, Barkhamsted, CT 06063-4008

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217 Main St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,388 SF

Value Estimation by Request

217 Main St, Winsted, CT 06098-1282

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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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7 Chestnut St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,172 SF

Value Estimation by Request

7 Chestnut St, Winsted, CT 06098-1604

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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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6 Brk St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,400 SF

Value Estimation by Request

6 Brk St, Winsted, CT 06098

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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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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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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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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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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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13 Greenwoods Ave

APARTMENT HOUSE (UNDER 5 UNITS) • 3,600 SF

Value Estimation by Request

13 Greenwoods Ave, Winsted, CT 06098-3001

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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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19 Ctr St

APARTMENT HOUSE (UNDER 5 UNITS) • 0.18 Acres

Value Estimation by Request

19 Ctr St, Winsted, CT 06098-1611

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331 Lk St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,120 SF

Value Estimation by Request

331 Lk St, Winsted, CT 06098-1443

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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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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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247 Main St

APARTMENT HOUSE (UNDER 5 UNITS) • 5,093 SF

Value Estimation by Request

247 Main St, Winsted, CT 06098-1283

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Winsted, CT Apartment Buildings Investment Opportunities Market Analysis

Explore 30 apartment buildings for sale in Winsted, CT, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 12,794 square feet of properties for sale, with an estimated market value of $1,290,000.

Sale prices for two-family homes in Winsted, CT start at $540,000, averaging $645,000, and reaching up to $750,000 — 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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Winsted, CT Apartment Buildings for Sale

Winsted Multifamily Investment Opportunity

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

Mixed-Use Building with Income Potential

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

Restaurant and Apartments in Winchester

Opportunities in Nearby Cities

Turnkey Income Property in Torrington

Historic Mixed-Use Investment Opportunity

Historic Mixed-Use Property, Sheffield, MA

Well-Maintained Multifamily Brick Building

Potential Development Sites for Consideration

Brooklyn Two-Family Home with Development Potential

Wilkes Barre Land Opportunity

Land Near Shepherd University

Multifamily Development Opportunity in Charlotte

Off-Market Properties in Winsted, CT

169 Prospect St

91 Torringford St

157 Prospect St

69 Pleasant Vly Rd

217 Main St

175 Main St

7 Chestnut St

149 Mdw St, Unit 155

6 Brk St

14 Wheeler St

12 Gay St

61 Holabird Ave

106 Elm St, Unit 112

143 Main St

13 Greenwoods Ave

5 Home Pl

19 Ctr St

331 Lk St

137 Gilbert Ave

11-15 Fairview Ave, Unit 15

247 Main St

Winsted, CT Apartment Buildings Investment Opportunities Market Analysis

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