150 Oak Street, Winchester, CT 06098 (MLS # 24166332)
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150 Oak St. is a fully rented, rare, charming 1920's 5-family apartment home located in a beautiful residential neighborhood in Winsted/Winchester, CT. Old World charm with original woodwork, high ceilings, some hardwood floors, and hallways connecting the spacious rooms in 4 of the units -which feature 2 bedrooms and a dining room. The 5th floor is a 3 bedroom, 1 1/2 bath unit with electric H&HW. There is a 4-bay detached garage -some rented separately. 1 garage bay is rented to a non-tenant at $65/mo. A great investment opportunity! New since @between 2021-2023: roof, 4 hot water heaters and 3 furnaces! Walking distance to Northwestern CT Community College and Downtown Winsted. Nearby shopping, indoor and outdoor activities. Easy commute to Rte 8 South and Rte 8 North to Western MA Pioneer Valley towns and the Berkshires. @ 25 miles to Rte 20 and Becket, MA. Several more miles on Rte 20 to the Lee Outlet and the MassPike!
| DAYS ON MARKET | 1 | LAST UPDATED | 4/20/2026 |
|---|---|---|---|
| YEAR BUILT | 1924 | GARAGE SPACES | 4.0 |
| COUNTY | Litchfield | STATUS | Active |
| PROPERTY TYPE(S) | Multi Family |
| Elementary School | Per Board of Ed |
|---|---|
| Jr. High School | Per Board of Ed |
| High School | Per Board of Ed |
| ADDITIONAL DETAILS | |
| AIR | None |
|---|---|
| APPLIANCES | Electric Water Heater, Gas Water Heater |
| BASEMENT | Concrete, Full, Storage Space, Unfinished, Yes |
| CONSTRUCTION | Stucco |
| GARAGE | Yes |
| HEAT | Electric, Hot Water, Natural Gas |
| LOT | 8276 sq ft |
| LOT DESCRIPTION | Sloped |
| PARKING | Off Street, On Street, Unassigned |
| SEWER | Public Sewer |
| STYLE | Other, Units are Side-by-Side |
| TAXES | 6706 |
| WATER | Public |
| ZONING | R-3 |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing courtesy of Turning Point Realty, LLC
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This IDX solution is (c) Diverse Solutions 2026.