150 Oak Street, Winchester, CT 06098

Winchester
Local realty services provided by:Better Homes and Gardens Real Estate Executive Real Estate
150 Oak Street,Winchester, CT 06098
$579,000
  • 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:$579,000
  • Price per sq. ft.:$110.64

About this home

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!

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with a BHGRE®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a BHGRE®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (CENTURY 21® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1924
  • Listing ID #:24166332
  • Added:44 day(s) ago
  • Updated:June 04, 2026 at 04:40 AM

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

Finances and disclosures

  • Price:$579,000
  • Price per sq. ft.:$110.64
  • Tax amount:$6,706 (July 2025-June 2026)

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
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. CT Member Broker: Amy Rio

New listings near 150 Oak Street