19 Walnut Street
Winchester, Connecticut 06098
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,868
- Acres
- 0.29
- Year Built
- 1840
- Neighborhood
- Winsted
- Property Type
- Single 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
Offering over 2,800 square feet of living space and 11 rooms, this spacious home in Winsted CT, presents a fantastic opportunity for homeowners, investors, or anyone looking to add value. Recent updates include a newly installed kitchen and a new roof in 2025, complete with solar to help offset electricity costs. Conveniently located close to downtown, you'll enjoy easy access to local shops, restaurants, and everyday amenities. With generous space, major updates already completed, and a little additional work, this property has the potential to become a wonderful home or a rewarding investment.
Key Facts
- City/Town
- Winchester
- Neighborhood
- Winsted
- Property / Style
- Single Family · Other
- Year Built
- 1840
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,868 sq ft
- Lot Size
- 0.29 acres
- Garage / Parking
- 2 garage · 2 total
- Property Taxes
- $4,353 / Annually
Market Snapshot
The Winchester Market
Single Family · trailing 12 months
Active Listings
20
15 under contract
Median List Price
$407,500
20 active listings
Median Closed Price
$355,000
90 sales
Median Days on Market
55
20 active listings
Median $ / Sq Ft
$217
20 active listings
Sale-to-List Ratio
100.0%
90 sales
How this home compares
List Price
$285,000
vs $407,500 median
30.1% below median
Price / Sq Ft
$99
vs $217 median
54.4% below median
Days on Market
0 days
vs 55 days median
55 days fresher than median
Based on 20 active and 90 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of October 27, 2026.
Location
19 Walnut Street, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per month
- Principal & Interest$1,566
- Property Taxes$363
- Insurance$95
- 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
- Single Family
- Style
- Other
- Year Built
- 1840
- New Construction
- No/Resale
- Living Area
- 2,868 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- ElectricOil
- Cooling
- None
- Laundry Location
- Located off main level in back of house
- Appliances
- Oven/RangeRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- PartialUnfinishedInterior AccessPartial With Hatchway
Exterior & Lot
- Lot Size
- 0.29 acres
- Zoning
- TC
- Garage / Parking
- 2 garage spaces2 total parking spacesDetached GarageOn Street ParkingOther
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Lot Description
- Open Lot
Listing & Financials
- Property Taxes
- $4,353 / Annually
- Days on Market
- 0
- MLS #
- 24217238
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/27/2026. 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 10/27/2026 at 3:25 PM UTC.