38 Upland, Winchester, CT is a Colonial residence located in Winchester, CT. and is currently offered at $269,000.
38 Upland, Winchester, CT is a 3-bed, 2-bath, 1,736 square foot home built in 1870 , featuring Colonial architecture
This home is within the Winchester school district (Local) with nearby schools including Harry P. Hinsdale.
Pricing Insight: Originally listed at $284,000, this home last saw a price adjustment of –$15,000 (5.3%) on January 30, 2026 — about -1 days ago. It has been on the market for approximately 118 days.
MLS #: 24131432
Property Type: Single Family
Architectural Style: Colonial
Year Built: 1870
Neighborhood: Winsted
Living Area: 1,736 Sq. Ft.
Lot Size: 0.34 Acres
Construction: Frame
Heating: Radiator
Price per Sq Ft: $155