64 Wheeler Street Winchester, CT $ 299,000
64 Wheeler Street
$ 299,000
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64 Wheeler Street

Winchester, CT, 06098
$ 299,000
Bedrooms4 Baths2.0 Sq 2,270

Monthly Estimate*

$ 1,888

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Multi-Family Home for sale in Winchester, CT

for $299,000 with 4 bedrooms and 2 full baths. This 2,270 square foot home was built in 1900 on a lot size of 0.33.

Excellent opportunity for investors! This well-maintained Victorian-style two-family home offers the perfect blend of character, functionality, and income potential. Each spacious unit features 5 rooms, 2 bedrooms, and 1 full bath, with beautiful hardwood flooring throughout and separate, efficient natural gas heating systems. The upper-level apartment also includes a charming enclosed porch, providing additional seasonal living space and a relaxing retreat. Outside, you'll find a level lot and a unique two-story barn with a full basement, offering exceptional storage, workshop space, or endless possibilities for hobbyists and contractors alike. Conveniently located just minutes from downtown, schools, shopping, dining, and everyday conveniences, this property is ideal whether you're looking to build your investment portfolio or live in one unit while generating rental income from the other. A rare opportunity to own a versatile multi-family property with timeless Victorian charm!

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Multi-Family Active

Price

$ 299,000

Bedrooms

4

Full Bath

2

Property Type

Multi-Family

Taxes

$ 5,082

Style

Lot Size

0.33

Year Built

1900

Town/City

Winchester

MLS | Web ID

24194728

Features
General
Zoning R-3
Neighborhood Winsted
County Litchfield
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Active
Acres 0.33
Directions Main to Elm to Wheeler
High School Gilbert
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 2270
DOM 0
Year Built 1900
Style Units on different Floors
Year Built Source Public Records
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Interior
Cooling System None
Total Number of Units 2
Total Rooms 10
Basement Description Full Full With Hatchway
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Exterior
Water Source Public Water Connected
Lot Description Level Lot
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* Excluded Features
List By
David Sartirana

Listing Agent

Northwest Ct Realty

Broker

dsart3@hotmail.com

Email

Affordability Calculator

$2,311
Per Month
82%
18%
0%
Monthly Principal & Interest
$1,888
Monthly Property Taxes
$424
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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
2060047 Elementary School
1415485 Middle School
Gilbert High School High School
Pricing History
DatePricePrice ChangeDescription
7/27/2026$299,000 Listed Price

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64 Wheeler Street, Winchester, CT, 06098 is a Multi-Family Home for sale at $299,000 with 2,270 sqft and a lot size of 0.33. 64 Wheeler Street has 4 bedrooms, 2.0 baths, and was built in 1900. The property's zip code is 06098 which is in Winchester, CT