150 Oak Street, Winchester, CT 06098 (MLS # 24166332)
*PRICE REDUCTION* 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, mostly 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 3-4 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!
Property Type(s):
Multi Family
|
Last Updated
|
6/23/2026
|
Year Built
|
1924
|
|
Garage Spaces
|
4.0
|
County
|
Litchfield
|
SCHOOLS
| Elementary School |
Per Board of Ed |
| Jr. High School |
Per Board of Ed |
| High School |
Per Board of Ed |
Price History
|
Prior to Jun 23, '26
|
$579,000 |
| Jun 23, '26 - Today |
$549,000 |
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 |
Location
Listing courtesy of Turning Point Realty, LLC
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This IDX solution is (c) Diverse Solutions 2026.