About 150 Oak Street
*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!
Features of 150 Oak Street
| MLS® # | 24166332 |
|---|---|
| Price | $549,000 |
| Bedrooms | 11 |
| Bathrooms | 6.00 |
| Full Baths | 5 |
| Half Baths | 1 |
| Square Footage | 5,233 |
| Acres | 0.19 |
| Type | Multi-Family For Sale |
| Sub-Type | 5 Family+ |
| Style | Units are Side-by-Side, Other |
| Status | Active |
Community Information
| Address | 150 Oak Street |
|---|---|
| Area | Winsted |
| City | Winchester |
| County | Litchfield |
| State | Connecticut |
| Zip Code | 06098 |
Amenities
| Parking Spaces | 8 |
|---|---|
| Parking | Detached Garage, On Street Parking, Off Street Parking, Unassigned Parking |
| # of Garages | 4 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| Heating | Hot Water, Electric, Natural Gas |
|---|---|
| Cooling | None |
| Fireplace | No |
| Has Basement | Yes |
| Basement | Full, Unfinished, Storage, Concrete Floor |
Exterior
| Exterior | Stucco |
|---|---|
| Exterior Features | Porch |
| Lot Description | Sloping Lot |
| Roof | Asphalt Shingle |
| Foundation | Stone |
School Information
| Elementary | Per Board of Ed |
|---|---|
| Middle | Per Board of Ed |
| High | Per Board of Ed |
Additional Information
| Date Listed | April 20th, 2026 |
|---|---|
| Days on Market | 131 |
| Zoning | R-3 |
| RE / Bank Owned | No |
Listing Details
| Office | Turning Point Realty, LLC |
|---|