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99 High Street Winchester, CT $ 575,000
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99 High Street
$ 575,000
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99 High Street

Winchester, CT, 06098
$ 575,000
Bedrooms14 Baths10.2 Sq 3,012

Monthly Estimate*

$ 3,631

99 High Street, Winchester, CT 06098 - Image 1
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Multi-Family Home for sale in Winchester, CT

for $575,000 with 14 bedrooms and 10 full baths, 2 half baths. This 3,012 square foot home was built in 1900 on a lot size of 0.23.

99 High St, Winsted, CT 06098 is a multi family residential property. The Building was built in 1958 and includes 4 units as well as a garage for multi purpose storage warehouse use. It has a large swing up garage door for excellent storage. There is also a small office with an interior bathroom. 1 unit is a 2 bedroom 1.5 bath. 3 units are a 1 bedroom, 1 bath. Each unit is rented with a stable long term paying tenant. The garage is also rented to a long term tenant. The driveway parking area was recently redone with new concrete for parking access. The exterior was recently painted and has been well maintained, a new furnace has been added as well, 3 of the 4 units have been updated.

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Multi-Family Active

Price

$ 575,000

Bedrooms

14

Full Bath

10

Half Bath

2

Property Type

Multi-Family

Taxes

$ 7,016

Style

Lot Size

0.23

Year Built

1900

Town/City

Winchester

MLS | Web ID

24209933
Features
General
Zoning Commercial
Neighborhood Winsted
County Litchfield
Tax Year July 2026-June 2027
Property Type Multi-Family For Sale
Status Active
Acres 0.23
Directions Get on I-66 W in Warren County from US-522 N Take I-81 N I-78 E I-287 N I-87 S ... and CT-8 N to S Main St in Winchester Continue on S Main St. Drive to High St
High School Per Board of Ed
City Winchester
Elementary School Harry P. Hinsdale
Sq Ft Total 3012
DOM 7
Year Built 1900
Style 4updown - Unit(s) per Floor
Year Built Source Public Records
Subdivision Hartford
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Interior
Cooling System None
Total Number of Units 4
Total Rooms 4
Basement Description None
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Exterior
Water Source Public Water Connected
Lot Description Corner Lot
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* Excluded Features
List By
Ralph Harvey

Listing Agent

Listwithfreedom.Com

Broker

ralph@listwithfreedom.com

Email

Affordability Calculator

$4,215
Per Month
86%
14%
0%
Monthly Principal & Interest
$3,631
Monthly Property Taxes
$585
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
4721559 Elementary School
1232933 Middle School
Per Board of Ed High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
9/25/2026$575,000 Listed Price

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99 High Street, Winchester, CT, 06098 is a Multi-Family Home for sale at $575,000 with 3,012 sqft and a lot size of 0.23. 99 High Street has 14 bedrooms, 10.2 baths, and was built in 1900. The property's zip code is 06098 which is in Winchester, CT

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