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$159,000

  • For Sale
  • Under Contract
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 832 Sq. Ft.
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Discover a low maintenance and hassle-free alternative to condo living with this easy-to-maintain, single-family home , perfect for investors, first-time buyers, or anyone seeking simplified living without the burden of HOA fees. Step inside to an efficient layout featuring brand-new WREN kitchen cabinets, granite countertops, a new gas stove, and a new refrigerator, offering a fresh and modern cooking space. The carpet (installed in 2024) has been well maintained, and the home includes a hot water heater installed in 2022 for added peace of mind. Recent major updates include a new roof installed in 2023 with a 15-year transferable warranty, providing long-term value and security. Outside, the small property size means minimal upkeep-ideal for busy lifestyles or turnkey rental potential. Enjoy the convenience of being within walking distance to Main Street, giving you easy access to shops, dining, and community amenities.

Full Property Details for 8 Oak St

General

  • Price: $159,000
  • Taxes: (July 2025-June 2026)
  • Status: Under Contract
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24140653
  • Updated: 12/28/2025
  • Added to Site: 60 day(s) ago

Interior

  • Number of Rooms: 4
  • Appliances: Gas Range, Refrigerator

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main

Parking

  • Total Spaces: 2
  • Parking: None, Paved, Off Street Parking

Location

  • County: Litchfield
  • Neighborhood: Winsted
  • Driving Directions: GPS

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: Winsted

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Tank Size Unknown

Utilities

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

Structural Information

  • Architectural Style: Other
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full
  • Roof: Asphalt Shingle
  • Square Feet: 832
  • Above Ground: 832 Sq. Ft.
  • Year Built: 1900

Lot Features

  • Lot Size (Acres): 0.03
  • Zoning: R-3
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $62,370
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 928027

Listed by Sullivan Real Estate Inc, Austin Brochu and Sullivan Real Estate Inc, Kelly Sullivan

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Listing agents

— 8 Oak St —

  • Austin Brochu

    Sullivan Real Estate Inc

  • Kelly Sullivan

    Sullivan Real Estate Inc

Agent Contact: (860) 806-5097 Office Contact: (860) 738-1902

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 8 Oak St

School District:Winchester School District
NameGradesDistance
Pearson Middle School
2 Wetmore Avenue, Winsted, CT 06098
3-60.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 8 Oak St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/15/2025
Price Reduced
$159,000
-11.62%
MLS
12/03/2025
Price Reduced
$179,900
-5.32%
MLS
11/17/2025
Listed
$190,000
153.33%
MLS
1/27/2021
Sold
$75,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 8 Oak St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$1,819
7%
$62,370
—
2023
$1,699
3%
$62,370
—
2023
$1,646
-8%
$62,370
17%
2022
$1,791
—
$53,410
—
2021
$1,791
—
$53,410
—
2020
$1,791
—
$53,410
—
2019
$1,791
—
$53,410
—
2018
$1,791
6%
$53,410
6%
2017
$1,697
-5%
$50,610
-5%
2016
$1,784
3%
$53,200
—
2015
$1,740
2%
$53,200
—
2014
$1,698
2%
$53,200
—
2013
$1,660
—
$53,200
—
2011
$1,660
—
$53,200
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 8 Oak St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Sullivan Real Estate Inc, Austin Brochu and Sullivan Real Estate Inc, Kelly Sullivan

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8 Oak Street, Winchester, CT 06098 (MLS# 24140653) is a Single Family property with 2 bedrooms, 1 full bathroom and 1 partial bathroom. 8 Oak Street is currently listed for $159,000 and was received on November 17, 2025. Want to learn more about 8 Oak Street? Do you have questions about finding other Single Family real estate for sale in Winsted? You can browse all Winsted real estate or contact a Coldwell Banker agent to request more information.

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