106 Rockwell Street Winchester, CT $ 299,900
106 Rockwell Street
$ 299,900
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106 Rockwell Street

Winchester, CT, 06098
$ 299,900
Bedrooms6 Baths3.0 Sq 1,874

Monthly Estimate*

$ 1,847

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Multi-Family Home for sale in Winchester, CT

for $299,900 with 6 bedrooms and 3 full baths. This 1,874 square foot home was built in 1850 on a lot size of 0.18.

Looking to expand your investment portfolio-or live nearly rent-free while building one? This rare 3-family opportunity checks all the boxes! Hard to come by, this multi-family property features long-term, reliable tenants plus a vacant unit ready for an owner-occupant or a new rental. The lower level offers a comfortable 1-bedroom unit with walk-out patio. The main (2nd) level features 2 spacious bedrooms, a large living room, an eat-in kitchen and a 3rd bedroom currently being used as a dining room. The 3rd-floor unit includes 1 bedroom plus a tandem bedroom/dressing room/nursery, a generous living room, and a charming balcony off the kitchen, along with direct access to the walk-up attic for additional storage potential. Tenants share the basement, and off-street parking adds convenience. Located just moments from the hub of Winsted, this property provides easy access to shopping, dining, and local amenities. Tenants are dependable, pay on time, and would love to stay! You will need some sweat equity to bring this multi-family back to its glory days! Being sold "As-Is". Follow this home on finaloffer.com for instant updates and offer alerts. Don't miss this rare chance to secure a strong income-producing asset-or move in and let the rent pay the mortgage!

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Multi-Family Contingent

Price

$ 299,900

Bedrooms

6

Full Bath

3

Property Type

Multi-Family

Taxes

$ 3,655

Style

Lot Size

0.18

Year Built

1850

Town/City

Winchester

MLS | Web ID

24139930

Features
General
Zoning R-3
Neighborhood Winsted
County Litchfield
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Under Contract
Acres 0.18
Directions GPS friendly
High School Per Board of Ed
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 1874
DOM 23
Year Built 1850
Style Units on different Floors
Year Built Source Public Records
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Interior
Cooling System Ceiling Fans
Total Number of Units 3
Total Rooms 12
Basement Description Partial Shared Basement Interior Access
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Exterior
Water Source Public Water Connected
Lot Description Lightly Wooded Treed Level Lot Sloping Lot
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* Excluded Features
List By
Dawn Rousseau

Listing Agent

Showcase Realty, Inc.

Broker

teamrousseauhomes@showcasect.com

Email

Affordability Calculator

$2,151
Per Month
86%
14%
0%
Monthly Principal & Interest
$1,847
Monthly Property Taxes
$305
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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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THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
11/13/2025$299,900 Listed Price

Map


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106 Rockwell Street, Winchester, CT, 06098 is a Multi-Family Home for sale at $299,900 with 1,874 sqft and a lot size of 0.18. 106 Rockwell Street has 6 bedrooms, 3.0 baths, and was built in 1850. The property's zip code is 06098 which is in Winchester, CT