48 Center Street
Winchester, Connecticut 06098
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,257
- Acres
- 0.08
- Year Built
- 1900
- Neighborhood
- Winsted
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
5
5 under contract
Median List Price
$499,900
5 active listings
Median Closed Price
$324,900
21 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per 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
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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.