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MLS 24199721 Sale Pending Updated September 2, 2026
50 High Street

Winchester, Connecticut 06098

$324,900
On market 15 days
50 High Street
1 / 38

About This Property

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.

Property Details

Interior

Heat
Hot Water — Natural Gas
Cooling
Window Unit
Fireplaces
1
Basement
Full,Full With Hatchway

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Exterior Features
Porch-Wrap Around Porch-Enclosed Porch Barn
Lot Description
Level Lot
Garage & Parking
Barn Detached Garage Off Street Parking

Utilities & Systems

Water Source
Public Water Connected
Sewer
Public Sewer Connected
Energy Features
Thermopane Windows

Community & Schools

Elementary
Per Board of Ed
High
Gilbert
Neighborhood
Winsted

50 High Street

Winchester , Connecticut 06098

$324,900

On market 15 days

Beds
4
Baths
2
SqFt
3,044
Type
Multi-Family
County Litchfield
Garage 2
Rooms -
Lot Size 0.56 Acres
Property Tax $2,321
Assessed Value $77,350
Year Built 1900
Style Units on different Floors
Zoning R-3
Parking Spaces 6

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: NWCT40.

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