Two-Unit Duplex with
For Sale
Under Contract
$324,900
50 High Street, Winchester, CT 06098
Multi-Family For Sale, Units on different Floors, Winchester, CT
Property Size3,044 SF
Lot Size0.56 Acres
Price / SF$106.73
Days on Market22
Property Features for 50 High Street
General Information
Property type
Residential Multi Family
Property subtype
Other
Zoning
R-3
Bedrooms
4
Bathrooms
2
Full bathrooms
2
Rooms
Bedroom 1, Bathroom 1, Bedroom 4, Bathroom 2, Bedroom 3, Basement, Bedroom 2
Parking
6
Patio and Porch features
Porch
Exterior features
Porch-Wrap Around,Porch-Enclosed,Porch,Barn
Fireplace
1
Basement
Full
Lot features
Level Lot
Elementary school
Per Board of Ed
High school
Gilbert
Directions
50 High St
Subdivision
Winsted
Standard status
Active Under Contract
Size
3,044 SF
Lot size
0.56 Acres
Taxes and HOA fees
Tax Year
2027
Tax Annual Amount
2321
Utilities
Sewer type
Public Sewer
Heating system
Hot Water(Heating)
Cooling system
Window Unit(s)
Water source
Public
Amenities
covered porch
Building Details
Year built
1900
Architectural style
Other
Listing Agency:
Northwest CT Realty
(860) 379-7245
Listed By:
David Sartirana · License #REB.0756493
(860) 806-0225
Added: Aug 17
Changed: Sep 6
Last Checked: Sep 7 at 5:06PM
MLS# 24199721
Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Investment Insights
Based on property information with market context.
This two-unit duplex contains 3,044 square feet arranged across two apartments. The first-floor residence measures approximately 1,620 square feet, while the second-floor residence measures approximately 1,424 square feet. Both apartments include a kitchen, living room, dining room, full bath, and 2-3 bedrooms. Separate natural gas boilers and hot water systems serve each unit, and covered porch areas provide additional exterior space.
The property occupies 0.56 acres in Winchester, with shopping, restaurants, and downtown amenities within walking distance. Public water and public sewer serve the site. A two-story barn provides storage space, while the property also includes a basement, window-unit cooling, and a fireplace. Built in 1900 and zoned R-3, the duplex offers a two-apartment configuration with distinct utility systems.
The property occupies 0.56 acres in Winchester, with shopping, restaurants, and downtown amenities within walking distance. Public water and public sewer serve the site. A two-story barn provides storage space, while the property also includes a basement, window-unit cooling, and a fireplace. Built in 1900 and zoned R-3, the duplex offers a two-apartment configuration with distinct utility systems.
Key Highlights
- 3,044‑square‑foot duplex with two apartments
- First‑floor apartment measures approximately 1,620 square feet
- Second‑floor apartment measures approximately 1,424 square feet
Property Analytics
Property Profile
Current Use
Lease Details
2
Residential units
Yes
Utilities to site
Location Intelligence
Trade Area within ½ mile
424
Businesses Nearby
Explore this area
Business Placement
Demographics for 06098, CT
10,188
Population
5,576
Households
1.8
Avg Household Size
48
Median Age
29%
College-Educated
94%
High-School Grad
30.7 sq mi
ZIP Area
332
Density / Sq Mi
$68,661
Median Household Income
$47,202
Median Earnings
$1,189
Median Rent
$238,700
Median Home Value
Market
Vacancy Rate% for Multifamily in Northeast region
Questions? Ask Rey
Realmo’s AI knows this listing — price, zoning, demand, history. Ask anything.
Frequently Asked Questions
What type of property is this?
Duplex - Two separately serviced apartments include porches and access to a two-story barn.
Where is this duplex located?
The property is located at 50 High Street Winchester, CT.
What is the asking price?
The asking price for this property is $324,900.
What are key features of this property?
This property features: 3,044‑square‑foot duplex with two apartments; First‑floor apartment measures approximately 1,620 square feet; Second‑floor apartment measures approximately 1,424 square feet
