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48 Center Street

Winchester, Connecticut 06098

ACTIVE - NEW$325,000
Beds
4
Baths
2 | 1
SqFt
2,257
Acres
0.08
Year Built
1900
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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About This Home

Investment Opportunity! Well-maintained two-family house offering the ideal combination of functionality and income potential. Each unit features 5 rooms, including 2 bedrooms and 1 full bath. Enjoy the benefits of a convenient downtown location, close to schools, shopping, dining, and everyday conveniences. Both units are currently rented, making this property a strong choice for investors seeking steady cash flow.

Key Facts

City/Town
Winchester
Neighborhood
Winsted
Property / Style
Multi-Family · Units on different Floors
Year Built
1900
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
2,257 sq ft
Lot Size
0.08 acres
Garage / Parking
4 total
Property Taxes
$2,746 / Annually

Market Snapshot

The Winchester Market

Multi-Family · trailing 12 months

Median Days on Market

44

5 active listings

Median $ / Sq Ft

$175

5 active listings

Sale-to-List Ratio

100.3%

21 sales

How this home compares

List Price

$325,000

vs $499,900 median

35.0% below median

Price / Sq Ft

$144

vs $175 median

17.7% below median

Days on Market

0 days

vs 44 days median

44 days fresher than median

Based on 5 active and 21 closed sales (trailing 12 mo) of multi-family in Winchester. Source: SmartMLS · As of August 26, 2026.

Location

48 Center Street, Winchester, Connecticut

Property + 8 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,006

per month

  • Principal & Interest$1,669
  • Property Taxes$229
  • Insurance$108
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Winchester
Neighborhood
Winsted
County
Litchfield

Residence

Property Type
Multi-Family
Subtype
Duplex
Style
Units on different Floors
Year Built
1900
New Construction
No/Resale
Living Area
2,257 sq ft

Schools

Elementary
Mary P. Hinsdale
High
Gilbert

Interior

Heating
Hot Water
Heat Fuel
ElectricOil
Cooling
None
Laundry
Basement Hook-Up(s)
Basement
PartialUnfinishedShared Basement

Exterior & Lot

Lot Size
0.08 acres
Zoning
CX
Garage / Parking
4 total parking spacesDrivewayUnpaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Stone
Lot Description
Level Lot

Listing & Financials

Property Taxes
$2,746 / Annually
Days on Market
0
MLS #
24199882
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Amanda Balaski

(860) 605-6618

Northwest CT Realty

(860) 379-7245

Co-Listed By

David D'Amore

Northwest CT Realty

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/26/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 8/26/2026 at 7:20 PM UTC.