Winsted, CT Multifamily Properties for Sale

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Victorian Two-Family Home, Winchester CT

$399,000

2,779 SF

Victorian Two-Family Home, Winchester CT

217 Walnut Street, Winchester, CT 06098

Well-maintained Victorian two-family home in a prime location.

Prime in‑town location close to shopping, dining, schools, and major routes.
Two‑family home in exceptional condition with updated kitchens and bathrooms.
Versatile property suitable for investors, owner‑occupants, or multi‑generational living.
Each unit has a private entrance; one unit has 2 bedrooms, the other has 3 bedrooms, both with 1.5 baths.
Features a wrap‑around covered porch, detached 2‑car garage, and additional shed.

Updated: Apr 29

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$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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$475,000

Well-Maintained Three-Family Home

Rare, well-maintained three-family home with market rents.

51 Hinsdale Ave, Winchester, CT 6098

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$299,900

2,699 SF

Updated Two-Family Winchester Residence

Two-family residence with modern updates and income potential.

77 Hubbard Street, Winchester, CT 06098

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Mixed-Use Building with Income Potential

$540,000

7,405 SF

Mixed-Use Building with Income Potential

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

45 Elm Street, Winchester, CT 6098

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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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Multifamily and Office Space Opportunity

$359,900

2,754 SF

Multifamily and Office Space Opportunity

Multifamily residential property with office space in central location.

25 Center Street, Winchester, CT 6098

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$395,000

1,909 SF

Downtown Winsted Mixed-Use Building

Two-story building with commercial space and renovated apartment.

720 Main Street, Winchester, CT 6098

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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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$399,000

Victorian Two-Family Home

Well-maintained Victorian two-family home with updated kitchens and baths.

217 Walnut St, Winchester, CT 6098

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$450,000

2,000 SF

Two-Family Duplex Property

Four-unit multifamily on one parcel with good parking and a convenient residential setting.

71-73 Wheeler Street, Winchester, CT 6098

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Based on your search, we've compiled 47 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, 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.

$425,000

2,596 SF

Norfolk Two-Family Home For Sale

Two-family home with income potential near the heart of Norfolk.

33 Terrace View, Norfolk, CT 06058

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$559,000

2,699 SF

Main Street Mixed-Use Investment

Fully occupied mixed-use property with strong income and recent renovations.

433 Main Street, New Hartford, CT 6061

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$349,900

2,248 SF

Downtown Office Building For Sale

Well-maintained office building with potential for mixed-use or residential conversion.

7 Church Street North, New Hartford, CT 6057

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$425,000

Two-Family Home Near Norfolk Center

Two-unit property with income potential, close to Norfolk's heart.

33 Terrace Vw, Norfolk, CT 6058

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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.

$750,000

2,480 SF

Expansive Land Parcel in Holmes

75+ acre land parcel with garage near I-84.

545 Grape Hollow Road, Holmes, NY 12531

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$899,900

89.06 Acres

89 Acres Vacant Land Catskill

89 acres of vacant land near Catskill Game Farm.

300 Game Farm Road, Catskill, NY 12414

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Southampton Village Multifamily Opportunity

$2,300,000

0.33 Acres

Southampton Village Multifamily Opportunity

Two-family home in the heart of Southampton Village.

39 Halsey Avenue, Southampton, NY 11968

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$349,900

15.16 Acres

Fort Edward Land Investment Opportunity

15+ acre parcel zoned for mobile home land-lease community.

L1.1 Drifting Ridge Road, Fort Edward, NY 12828

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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)

4,848 SF Lot: 0.56 Acres

Estimated value

$550,000

169 Prospect St, Winsted, CT 06098-1956

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APARTMENT HOUSE (UNDER 5 UNITS)

Lot: 1.54 Acres

Estimated value

$670,000

91 Torringford St, Winsted, CT 06098-2000

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APARTMENT HOUSE (UNDER 5 UNITS)

Lot: 0.92 Acres

Value Estimation by Request

157 Prospect St, Winsted, CT 06098-1955

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APARTMENT HOUSE (UNDER 5 UNITS)

Lot: 5.01 Acres

Estimated value

$2,450,000

69 Pleasant Vly Rd, Barkhamsted, CT 06063-4008

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APARTMENT HOUSE (UNDER 5 UNITS)

2,388 SF Lot: 1.13 Acres

Value Estimation by Request

217 Main St, Winsted, CT 06098-1282

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APARTMENT HOUSE (UNDER 5 UNITS)

3,823 SF Lot: 0.91 Acres

Value Estimation by Request

175 Main St, Winsted, CT 06098-1227

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APARTMENT HOUSE (UNDER 5 UNITS)

3,172 SF Lot: 0.10 Acres

Value Estimation by Request

7 Chestnut St, Winsted, CT 06098-1604

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APARTMENT HOUSE (UNDER 5 UNITS)

4,798 SF Lot: 0.50 Acres

Value Estimation by Request

Unit 155

149 Mdw St, Winsted, CT 06098-1015

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APARTMENT HOUSE (UNDER 5 UNITS)

3,400 SF Lot: 0.12 Acres

Value Estimation by Request

6 Brk St, Winsted, CT 06098

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APARTMENT HOUSE (UNDER 5 UNITS)

3,043 SF Lot: 0.07 Acres

Value Estimation by Request

14 Wheeler St, Winsted, CT 06098-1568

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APARTMENT HOUSE (UNDER 5 UNITS)

2,750 SF Lot: 0.12 Acres

Value Estimation by Request

12 Gay St, Winsted, CT 06098-1609

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APARTMENT HOUSE (UNDER 5 UNITS)

3,675 SF Lot: 0.36 Acres

Value Estimation by Request

61 Holabird Ave, Winsted, CT 06098-1692

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APARTMENT HOUSE (UNDER 5 UNITS)

2,712 SF Lot: 0.12 Acres

Value Estimation by Request

Unit 112

106 Elm St, Winsted, CT 06098-1637

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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 30,324 square feet of properties for sale, with an estimated market value of $3,943,800.

Sale prices for multifamily properties in Winsted, CT start at $299,900, averaging $492,975, 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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Top Commercial Asset Segments

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 sq ft

Average Loan-to-Value 65.0%

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Winsted, CT Multifamily Properties for Sale

Victorian Two-Family Home, Winchester CT

Well-maintained Victorian two-family home in a prime location.

Winsted Multifamily Investment Opportunity

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

Well-Maintained Three-Family Home

Updated Two-Family Winchester Residence

Mixed-Use Building with Income Potential

Restaurant and Apartments in Winchester

Multifamily and Office Space Opportunity

Downtown Winsted Mixed-Use Building

Restaurant and Apartments in Winchester

Victorian Two-Family Home

Two-Family Duplex Property

Opportunities in Nearby Cities

Norfolk Two-Family Home For Sale

Main Street Mixed-Use Investment

Downtown Office Building For Sale

Two-Family Home Near Norfolk Center

Potential Development Sites for Consideration

Expansive Land Parcel in Holmes

89 Acres Vacant Land Catskill

Southampton Village Multifamily Opportunity

Fort Edward Land Investment Opportunity

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

Winsted, CT Multifamily Properties Investment Opportunities Market Analysis

Top Commercial Asset Segments

Demographics Overview

Taxes & Financing

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