18 Pratt Street
Winchester, Connecticut 06098
- Beds
- 5
- Baths
- 2
- SqFt
- 2,016
- Acres
- 0.17
- Year Built
- 1900
- Neighborhood
- Winsted
- Property Type
- 2 Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Great Investment Opportunity! Well-maintained two-family home with both units currently rented, offering immediate rental income potential. The first-floor unit features 3 bedrooms, a living room, and kitchen. The second-floor unit offers 2 bedrooms, a living room, and kitchen. Each unit has separate utilities and its own laundry. A full basement provides additional storage space. The entire home has undergone lead remediation. A great opportunity to add an income-producing property to your investment portfolio!
Key Facts
- City/Town
- Winchester
- Neighborhood
- Winsted
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1900
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 2 full
- Living Area
- 2,016 sq ft
- Lot Size
- 0.17 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $2,959 / Annually
Market Snapshot
The Winchester Market
Multi-Family · trailing 12 months
Active Listings
8
2 under contract
Median List Price
$447,450
8 active listings
Median Closed Price
$324,950
18 sales
Median Days on Market
93
8 active listings
Median $ / Sq Ft
$183
8 active listings
Sale-to-List Ratio
101.9%
18 sales
How this home compares
List Price
$299,900
vs $447,450 median
33.0% below median
Price / Sq Ft
$149
vs $183 median
18.6% below median
Days on Market
0 days
vs 93 days median
93 days fresher than median
Based on 8 active and 18 closed sales (trailing 12 mo) of multi-family in Winchester. Source: SmartMLS · As of November 6, 2026.
Location
18 Pratt Street, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$1,625
- Property Taxes$247
- Insurance$100
- 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
- 2,016 sq ft
Schools
- Elementary
- Mary P. Hinsdale
- High
- Gilbert
Interior
- Heating
- Hot Water
- Heat Fuel
- ElectricOil
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Washer/Dryer All Units
- Basement
- FullFull With Walk-Out
Exterior & Lot
- Lot Size
- 0.17 acres
- Zoning
- TCR
- Garage / Parking
- 2 garage spaces4 total parking spacesDetached GarageDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Lot Description
- Sloping Lot
Listing & Financials
- Property Taxes
- $2,959 / Annually
- Days on Market
- 0
- MLS #
- 24219765
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/6/2026. 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 11/6/2026 at 11:50 PM UTC.