205 Wallens Street
Winchester, Connecticut 06098
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,486
- Acres
- 2.03
- Year Built
- 2007
- Neighborhood
- Wallen's Hill
- 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
Welcome to this beautifully crafted 3,486 sq. ft. Colonial, offering exceptional quality, thoughtful design, and plenty of space both inside and out. Set privately on 2.03 acres at the end of a long driveway, this 10-room home was built in 2007 and has been meticulously maintained. The main level features gleaming hardwood floors, a spacious family room with fireplace, and an incredible gourmet kitchen designed for both everyday living and entertaining. The first-floor primary suite provides convenience and privacy, while the additional bedrooms offer plenty of room for family and guests. Upstairs, a massive play/recreation room provides endless possibilities for entertaining, hobbies, or additional living space. A huge walk-up attic offers abundant storage and future potential. The oversized two-car garage provides plenty of room for vehicles, equipment, and storage. Central air conditioning adds year-round comfort. Enjoy the perfect balance of privacy and convenience, with hiking, fishing, and area ski destinations nearby, while still being just a short distance from shopping, dining, and commuting routes. Extremely well built with quality throughout, this exceptional home is a pleasure to show and ready to welcome its next owner.
Key Facts
- City/Town
- Winchester
- Neighborhood
- Wallen'S Hill
- Property / Style
- Single Family · Colonial
- Year Built
- 2007
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 3,486 sq ft
- Lot Size
- 2.03 acres
- Garage / Parking
- 2 garage · 10 total
- Property Taxes
- $10,440 / Annually
Market Snapshot
The Winchester Market
Single Family · trailing 12 months
Active Listings
12
12 under contract
Median List Price
$449,450
12 active listings
Median Closed Price
$320,500
102 sales
Median Days on Market
39
12 active listings
Median $ / Sq Ft
$209
12 active listings
Sale-to-List Ratio
100.0%
102 sales
How this home compares
List Price
$600,000
vs $449,450 median
33.5% above median
Price / Sq Ft
$172
vs $209 median
17.7% below median
Days on Market
0 days
vs 39 days median
39 days fresher than median
Based on 12 active and 102 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of August 18, 2026.
Location
205 Wallens Street, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$3,088
- Property Taxes$870
- Insurance$200
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Winchester
- Neighborhood
- Wallen'S Hill
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2007
- New Construction
- No/Resale
- Living Area
- 3,486 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- First floor laundry off kitchen.
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigerator
- Basement
- FullUnfinishedFull With Hatchway
- In-Law Apartment
- No
- Interior Features
- Open Floor Plan
Exterior & Lot
- Lot Size
- 2.03 acres
- Zoning
- RU-2
- Garage / Parking
- 2 garage spaces10 total parking spacesAttached GarageOff Street ParkingDrivewayUnpaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedFruit TreesPorchGarden Area
- Lot Description
- SecludedInterior LotOpen Lot
Listing & Financials
- Property Taxes
- $10,440 / Annually
- Days on Market
- 0
- MLS #
- 24200204
- MLS Status
- Active
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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 8/18/2026. 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 8/18/2026 at 11:40 PM UTC.