35 Wallens Street
Winchester, Connecticut 06098
- Beds
- 3
- Baths
- 1
- SqFt
- 1,427
- Acres
- 0.37
- Year Built
- 1860
- 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
Charming 1860s Home - Move-In Ready in a Convenient Winsted Location! Welcome home to this inviting 3-bedroom home, offering classic charm with several important modern updates. Improvements include newer siding, appliances, flooring, a newer furnace, and on-demand hot water for added comfort and efficiency. Enjoy the convenience of at least five off-street parking spaces, a location within walking distance to town, and close proximity to shopping, schools, and everyday amenities. The backyard offers a great space to relax, entertain, or enjoy outdoor activities, while the additional sheds provide plenty of room for storage, gardening supplies, and hobbies. Whether you're a first-time buyer, downsizing, or simply looking for a comfortable home in a convenient location, this property is worth a look. With so many of the important updates already taken care of, there's not much left to do but unpack and enjoy!
Key Facts
- City/Town
- Winchester
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod,Other
- Year Built
- 1860
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 1,427 sq ft
- Lot Size
- 0.37 acres
- Garage / Parking
- 5 total
- Property Taxes
- $4,122 / Annually
Market Snapshot
The Winchester Market
Single Family · trailing 12 months
Active Listings
14
14 under contract
Median List Price
$412,500
14 active listings
Median Closed Price
$360,000
87 sales
Median Days on Market
64
14 active listings
Median $ / Sq Ft
$200
14 active listings
Sale-to-List Ratio
100.0%
87 sales
How this home compares
List Price
$249,950
vs $412,500 median
39.4% below median
Price / Sq Ft
$175
vs $200 median
12.5% below median
Days on Market
0 days
vs 64 days median
64 days fresher than median
Based on 14 active and 87 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of November 12, 2026.
Location
35 Wallens Street, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$1,355
- Property Taxes$344
- Insurance$83
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Winchester
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod,Other
- Year Built
- 1860
- New Construction
- No/Resale
- Living Area
- 1,427 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- BaseboardHot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Laundry
- Main Level
- Appliances
- Oven/RangeRefrigeratorDishwasher
- Basement
- PartialInterior Access
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 0.37 acres
- Zoning
- TSF
- Garage / Parking
- 5 total parking spacesDrivewayAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- ShedPorch
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $4,122 / Annually
- Days on Market
- 0
- MLS #
- 24219746
- MLS Status
- Coming Soon
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 11/12/2026. 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 11/12/2026 at 10:15 PM UTC.