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$350,000
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Property Description
Well-maintained two-family home offering spacious apartments, separate utilities, and a convenient location within walking distance to downtown amenities. The first-floor apartment features approximately 1,620 sq. ft. with a kitchen, living room, dining room, full bath, and 2-3 bedrooms. The second-floor apartment offers approximately 1,424 sq. ft. with a similar layout including a kitchen, living room, dining room, full bath, and 2-3 bedrooms. Each unit is serviced by its own efficient natural gas boiler and hot water and features a covered porch for additional outdoor living space. Situated on a generous .56-acre lot, the property also includes a two-story barn offering excellent storage and additional possibilities. A nicely maintained property with spacious units and a desirable location close to shopping, restaurants, and other downtown conveniences. An excellent opportunity for an owner-occupant or investor.
Full Property Details
Full Property Details for 50 High St
General
- Sold For: $350,000
- Taxes: (July 2026-June 2027)
- Status: Closed
- Type: Multi-Family
- Source: SMARTMLS
- MLS ID: 24199721
- Added to Site: 53 day(s) ago
Interior
- Number of Rooms: 12
- Fireplace: Yes
- Number of Fireplaces: 1
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Exterior
- Exterior Features: Porch-Wrap Around, Porch-Enclosed, Porch, Barn
- Color: Blue
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 6
- Parking: Barn, Detached Garage, Off Street Parking
Location
- County: Litchfield
- Neighborhood: Winsted
- Driving Directions: 50 High St
School Information
- Elementary School: Per Board of Ed
- High School: Gilbert
Community
- Community Name: Winsted
Heating & Cooling
- Cooling Type: Window Unit
- Heating Type: Hot Water, Natural Gas
- Heating Fuel: Natural Gas
- Water Heater: Natural Gas, Upright Tank
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Units on different Floors
- Construction Status: No/Resale
- Exterior Const.: Clapboard, Wood
- Basement Desc.: Full, Full With Hatchway
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 3,044
- Above Ground: 3,044 Sq. Ft.
- Year Built: 1900
Unit Information
Unit 1
- Square Feet: 1620
- Total Bathrooms: 1
- Bedrooms: 2
Unit 2
- Square Feet: 1424
- Total Bathrooms: 1
- Bedrooms: 2
Lot Features
- Lot Size (Acres): 0.56
- Zoning: R-3
- Lot Description: Level Lot
Green Features
- Energy Features: Thermopane Windows
Financial Considerations
- Assessment Amount: $77,350
- Tax Year: July 2026-June 2027
Disclosures and Reports
- Property ID: 927736
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Schools
Schools serving 50 High St
School District:Winchester School District
| Name | Grades | Distance |
|---|---|---|
Pearson Middle School 2 Wetmore Avenue, Winsted, CT 06098 | 3-6 | 0.4 mi |
Batcheller Early Education Center 201 Pratt Street, Winsted, CT 06098 | PK-2 | 0.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 50 High St
Date
Details
Price
Change
Source
10/07/2026
Sold
$350,000
7.73%
MLS
8/17/2026
Listed
$324,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
50 High Street, Winchester, CT 06098 (MLS# 24199721) is a Multi-Family property that was sold at $350,000 on October 07, 2026. This property was sold by Ariosto Borja from our Avon / Farmington Office.Want to learn more about 50 High Street? Do you have questions about finding other Multi-Family real estate for sale in Winsted? You can browse all Winsted real estate or contact a Coldwell Banker agent to request more information.


