Duplex with Two-Story
New
For Sale
$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 Market4
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
Basement, Bedroom 3, Bedroom 2, Bathroom 2, Bathroom 1, Bedroom 4, Bedroom 1
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
Size
3,044 SF
Lot size
0.56 Acres
Taxes and HOA fees
Tax Year
2026
Tax Annual Amount
2256
Utilities
Sewer type
Public Sewer
Heating system
Hot Water(Heating)
Cooling system
Window Unit(s)
Water source
Public
Amenities
covered porch
barn
Building Details
Year built
1900
Architectural style
Other
Listing Agency:
Northwest CT Realty
(860) 379-7245
Listed By:
David Sartirana · License #REB.0756887
(860) 806-0225
Added: Aug 17
Changed: Aug 20
Last Checked: Aug 20 at 3:06PM
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 1900-built duplex contains 3,044 square feet across two residential units. The first-floor apartment measures approximately 1,620 square feet, while the second-floor unit offers approximately 1,424 square feet. Both layouts include a kitchen, living room, dining room, full bathroom, and two to three bedrooms. Each apartment has its own natural gas boiler and hot-water service, along with porch access. Additional features include a fireplace, window-unit cooling, public water, and public sewer.
The property occupies 0.56 acres at 50 High Street in Winchester, Connecticut, within walking distance of downtown amenities, shopping, and restaurants. A separate two-story barn provides substantial storage space. R-3 zoning, separate utilities, and the two-unit configuration support consideration for either an owner-occupant or an investor.
The property occupies 0.56 acres at 50 High Street in Winchester, Connecticut, within walking distance of downtown amenities, shopping, and restaurants. A separate two-story barn provides substantial storage space. R-3 zoning, separate utilities, and the two-unit configuration support consideration for either an owner-occupant or an investor.
Key Highlights
- 3,044‑square‑foot duplex with two residential apartments
- First‑floor unit: approximately 1,620 square feet with 2‑3 bedrooms
- Second‑floor unit: approximately 1,424 square feet with 2‑3 bedrooms
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
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Frequently Asked Questions
What type of property is this?
Duplex - Two spacious apartments have individual utilities and covered porch space.
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 residential apartments; First‑floor unit: approximately 1,620 square feet with 2‑3 bedrooms; Second‑floor unit: approximately 1,424 square feet with 2‑3 bedrooms
