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8 Oak Street Winchester, CT $ 179,900
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8 Oak Street
$ 179,900
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8 Oak Street

Winchester, CT, 06098
$ 179,900
Bedrooms2 Baths1.1 Sq 832

Monthly Estimate*

$ 1,122

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Single Family Home for sale in Winchester, CT

for $179,900 with 2 bedrooms and 1 full bath, 1 half bath. This 832 square foot home was built in 1900 on a lot size of 0.03.

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.

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Single Family Active

Price

$ 179,900

Bedrooms

2

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 1,819

Style

Lot Size

0.03

Year Built

1900

Town/City

Winchester

MLS | Web ID

24140653
Features
General
Zoning R-3
Neighborhood Winsted
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.03
Directions GPS
High School Per Board of Ed
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 832
DOM 16
Year Built 1900
Style Other
Year Built Source Public Records
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Interior
Cooling System None
Total Rooms 4
Basement Description Full
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Exterior
Water Source Public Water Connected
Lot Description Level Lot
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* Excluded Features
List By
Austin Brochu

Listing Agent

Sullivan Real Estate Inc

Broker

austin.brochu@icloud.com

Email

Affordability Calculator

$1,274
Per Month
88%
12%
0%
Monthly Principal & Interest
$1,122
Monthly Property Taxes
$152
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
12/3/2025$179,900 -5.32% Price Down
11/21/2025$190,000 Listed Price

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8 Oak Street, Winchester, CT, 06098 is a Single Family Home for sale at $179,900 with 832 sqft and a lot size of 0.03. 8 Oak Street has 2 bedrooms, 1.1 baths, and was built in 1900. The property's zip code is 06098 which is in Winchester, CT

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