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$299,900

  • For Sale
  • Under Contract
  • Multi-Family
  • 4 Total Beds
  • Updated 7 days ago
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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, and an eat-in kitchen. The 3rd-floor unit includes 1 bedroom plus a tandem 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!

Full Property Details for 106 Rockwell St

General

  • Price: $299,900
  • Taxes: (July 2025-June 2026)
  • Status: Under Contract
  • Type: Multi-Family
  • Source: SMARTMLS
  • MLS ID: 24139930
  • Updated: 1/9/2026
  • Added to Site: 64 day(s) ago

Interior

  • Number of Rooms: 10

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Basement Hook-Up(s)

Exterior

  • Exterior Features: Sidewalk, Porch, Deck, Gutters, Lighting, Stone Wall, Patio
  • Color: White

Parking

  • Total Spaces: 3
  • Parking: Parking Lot, Off Street Parking, Unassigned Parking

Location

  • County: Litchfield
  • Neighborhood: Winsted
  • Driving Directions: GPS friendly

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: Winsted

Heating & Cooling

  • Cooling Type: Ceiling Fans
  • Heating Type: Hot Water, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, Electric, Upright Tank, Tankless Hotwater

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Units on different Floors
  • Construction Status: No/Resale
  • Exterior Const.: Aluminum
  • Basement Desc.: Partial, Shared Basement, Interior Access
  • Roof: Shingle
  • Attic: Yes
  • Square Feet: 1,874
  • Above Ground: 1,874 Sq. Ft.
  • Year Built: 1850

Unit Information

Unit 1

  • Total Bathrooms: 1
  • Bedrooms: 1

Unit 2

  • Total Bathrooms: 1
  • Bedrooms: 2

Unit 3

  • Total Bathrooms: 1
  • Bedrooms: 1

Lot Features

  • Lot Size (Acres): 0.18
  • Zoning: R-3
  • Lot Description: Lightly Wooded, Treed, Level Lot, Sloping Lot

Financial Considerations

  • Assessment Amount: $125,300
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 927777

Listed by Showcase Realty, Inc., Team Rousseau Homes at Showcase Realty Inc, Dawn Rousseau and Showcase Realty, Inc., Team Rousseau Homes at Showcase Realty Inc, Lynn Weitzner

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Listing agents

— 106 Rockwell St —

  • Dawn Rousseau

    Showcase Realty, Inc.

  • Lynn Weitzner

    Showcase Realty, Inc.

Agent Contact: (203) 217-6522 Office Contact: (860) 283-1298

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 106 Rockwell St

School District:Winchester School District
NameGradesDistance
Pearson Middle School
2 Wetmore Avenue, Winsted, CT 06098
3-60.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 106 Rockwell St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/13/2025
Listed
$299,900
139.92%
MLS
1/18/2019
Sold
$125,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 106 Rockwell St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,655
7%
$125,300
—
2023
$3,413
3%
$125,300
—
2023
$3,307
10%
$125,300
39%
2022
$3,019
—
$90,020
—
2021
$3,019
—
$90,020
—
2020
$3,019
—
$90,020
—
2019
$3,019
—
$90,020
—
2018
$3,019
-1%
$90,020
-1%
2017
$3,054
—
$91,070
—
2016
$3,054
3%
$91,070
—
2015
$2,978
2%
$91,070
—
2014
$2,906
2%
$91,070
—
2011
$2,841
—
$91,070
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 106 Rockwell St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Showcase Realty, Inc., Team Rousseau Homes at Showcase Realty Inc, Dawn Rousseau and Showcase Realty, Inc., Team Rousseau Homes at Showcase Realty Inc, Lynn Weitzner

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106 Rockwell Street, Winchester, CT 06098 (MLS# 24139930) is a Multi-Family property with 3 units containing 4 bedrooms and 3 full bathrooms. 106 Rockwell Street is currently listed for $299,900 and was received on November 13, 2025. Want to learn more about 106 Rockwell Street? Do you have questions about finding other Multi-Family real estate for sale in Winsted? You can browse all Winsted real estate or contact a Coldwell Banker agent to request more information.

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