150 Oak Street, Winchester, CT 06098

Winchester
Local realty services provided by:Better Homes and Gardens Real Estate Gaetano Marra Homes
150 Oak Street,Winchester, CT 06098
$549,000
  • 11 Beds
  • 6 Baths
  • 5,233 sq. ft.
  • Multi-family
  • Active
Listed by: pamela silvestri, suzie larson(959) 799-1696
Office: turning point realty, llc(860) 909-1162
MLS#:24166332
Source:CT

Price summary

  • Price:$549,000
  • Price per sq. ft.:$104.91

About this home

*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!

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Home facts

  • Year built:1924
  • Listing ID #:24166332
  • Added:184 day(s) ago
  • Updated:October 21, 2026 at 12:05 PM

Rooms and interior

  • Bedrooms:11
  • Total bathrooms:6
  • Full bathrooms:5
  • Half bathrooms:1
  • Rooms Total:26
  • Basement Description:Concrete Floor, Full Basement, Storage, Unfinished
  • Living area:5,233 sq. ft.

Heating and cooling

  • Heating:Hot Water

Structure and exterior

  • Roof:Asphalt Shingle
  • Year built:1924
  • Building area:5,233 sq. ft.
  • Lot area:0.19 Acres
  • Lot Features:Sloping Lot
  • Architectural Style:Units are Side-by-Side
  • Construction Materials:Stucco
  • Exterior Features:Porch

Schools

  • High school:Per Board of Ed
  • Middle school:Per Board of Ed
  • Elementary school:Per Board of Ed

Utilities

  • Water:Public Water Connected
  • Sewer:Public Sewer Connected

Finances and disclosures

  • Price:$549,000
  • Price per sq. ft.:$104.91
  • Tax amount:$6,896 (July 2026-June 2027)

Features and amenities

  • Amenities:Library, Park, Playground/Tot Lot, Public Rec Facilities, Shopping/Mall, Tennis Courts, Walk to Bus Lines

Parking

  • Total parking spaces:8
  • Parking description:Detached Garage, Off Street Parking, On Street Parking, Unassigned Parking
  • Garage:Yes
  • Garage spaces:4
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