55 Walnut Street
Winchester, CT, 06098 $ 499,999
Bedrooms5 Baths1.3 Sq 5,016 Monthly Estimate*
$ 3,119
for $499,999 with 5 bedrooms and 1 full bath, 3 half baths. This 5,016 square foot home was built in 1880 on a lot size of 0.56.
Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family dwellings, and home farming. Additionally, with a special permit, the property may accommodate a variety of uses, including affordable housing, bed and breakfasts, boarding houses, congregate residences, convalescent/nursing homes, country inns, home occupations, mixed-use buildings, multi-family dwellings, outdoor private recreation and entertainment facilities, restaurants, schools, two-family dwellings, and places of worship. The first floor features spacious rooms that could accommodate a kitchen, pantry, dining room, formal living room, family room, and office. The second floor provides ample space for four to five bedrooms, while the third floor boasts a generously sized apartment, adding flexibility to the layout. A standout feature is the impressive 2,300 sq. ft. three-story barn/garage, offering abundant storage, workshop space, and potential for various uses. Whether you're seeking a unique investment opportunity or a property brimming with character, this exceptional offering is ready for its next chapter.
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FeaturesGeneralZoning TCR
Neighborhood Winsted
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.56
Directions 55 Walnut St
High School Gilbert
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 5016
DOM 279
Year Built 1880
Style Victorian
Year Built Source Public Records
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InteriorCooling System None
Total Rooms 15
Basement Description Full Walk-out
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ExteriorWater Source Public Water Connected
Lot Description Level Lot
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* Excluded FeaturesList ByDavid SartiranaListing Agent
Northwest Ct RealtyBroker
Affordability Calculator
- Monthly Principal & Interest
- $3,119
- Monthly Property Taxes
- $884
- 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.
Learn more about how to save NearbySingle family listings in Winchester, CT
Average List Price $505,238
Percent of Sale Price 1%
About Winchester, CT 11,188 Population
5% Since 2002
$ 59,013 Median Income
45.79 Median Age
21% Households with Children
Trends Information provided by ATTOM Data Solutions.
2060047 Elementary School
1415485 Middle School
Gilbert High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 11/5/2025 | $499,999 | -2.91% | Price Down |
| 7/1/2025 | $515,000 | -1.90% | Price Down |
| 6/26/2025 | $525,000 | | Listed Price |