Save
Ask
Tour
Hide
Share
$324,900
45 Days On Site

50 High Street
Winchester, CT 06098

For Sale|Duplex|Active Under Contract
4
Beds
2
Total Baths
2
Full Baths
3,044
SqFt
$107
/SqFt
1900
Built
County:
Litchfield
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

Call Now: 1-860-573-4349
Is this the listing for you? We can help make it yours.
1-860-573-4349
50 High Street50 High Street50 High Street50 High Street
Save
Ask
Tour
Hide
Share

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.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$324,900
Days On Site 
45 Days
Bedrooms 
4
Inside Area (SqFt) 
3,044 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.56 Acres
Year Built 
1900
MLS® Number 
24199721
Status 
Active Under Contract
Property Tax 
$2,321
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
4 weeks agoListing updated with changes from the MLS®
a month agoStatus changed to Active Under Contract
a month agoListing first seen on site
General Features
Acres 
0.56
Foundation 
Stone
Garage 
Yes
Garage Spaces 
2
Parking 
Off Street
Parking Spaces 
6
Property Sub Type 
Duplex
Sewer 
Public Sewer
SqFt Total 
3044
Style 
Units on different Floors
Water Source 
Public
Zoning 
R-3
Interior Features
Appliances 
Gas Water Heater
Basement 
Full
Cooling 
Window Unit(s)
Fireplace 
Yes
Fireplaces 
1
Heating 
Natural GasHot Water
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
Wood SidingFrameClapboard
Lot Features 
Level
Other Structures 
Barn(s)
Patio And Porch 
Porch
Roof 
Asphalt
Schools
School District
Unknown
Elementary School
Per Board of Ed
Middle School
Unknown
High School
Gilbert
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-10-02 03:00 AM UTC.

Neighborhood & Commute
Source: Walkscore
Save
Ask
Tour
Hide
Share