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$579,000
41 Days On Site

150 Oak Street
Winchester, CT 06098

For Sale|Multi Family|Active
11
Beds
6
Total Baths
5
Full Baths
1
Partial Bath
5,233
SqFt
$111
/SqFt
1924
Built
County:
Litchfield
Listing courtesy of Pamela Silvestri of Turning Point Realty, LLC Office Phone: (860) 909-1162 Broker Contact: (959) 799-1696

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150 Oak Street150 Oak Street150 Oak Street150 Oak Street
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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, 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 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!

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Listing Snapshot
Price 
$579,000
Days On Site 
41 Days
Bedrooms 
11
Inside Area (SqFt) 
5,233 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
0.19 Acres
Year Built 
1924
MLS® Number 
24166332
Status 
Active
Property Tax 
$6,706
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
4 weeks agoListing updated with changes from the MLS®
a month agoStatus changed to Active
a month agoListing first seen on site
General Features
Acres 
0.19
Foundation 
Stone
Garage 
Yes
Garage Spaces 
4
Parking 
Off StreetOn StreetUnassigned
Parking Spaces 
8
Property Sub Type 
Multi Family
Sewer 
Public Sewer
SqFt Total 
5233
Style 
Units are Side-by-SideOther
Water Source 
Public
Zoning 
R-3
Interior Features
Appliances 
Electric Water HeaterGas Water Heater
Basement 
FullStorage SpaceUnfinishedConcrete
Heating 
ElectricNatural GasHot Water
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Exterior Features
Construction Details 
Stucco
Lot Features 
Sloped
Patio And Porch 
Porch
Roof 
Asphalt
Community Features
Community Features 
Tennis Court(s)
Schools
School District
Unknown
Elementary School
Per Board of Ed
Middle School
Per Board of Ed
High School
Per Board of Ed
Listing courtesy of Pamela Silvestri of Turning Point Realty, LLC Office Phone: (860) 909-1162 Broker Contact: (959) 799-1696



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Last checked: 2026-05-31 08:04 PM UTC.

Neighborhood & Commute
Source: Walkscore
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