107 Roberts Avenue
Winchester, Connecticut 06098
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,888
- Acres
- 1.60
- Year Built
- 1978
- Neighborhood
- Mooreville
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Peaceful country living with unlimited potential! Nestled on a quiet Winsted street, this three bedroom, two bathroom ranch sits on nearly 2 acres of private, setback land. It offers excellant structural bones and a functonal layout, making it an ideal candidate for a rewarding renovation project. The large living and dining space features high cathedral ceilings and exposed wood beams with the focal point of the living room being a floor to ceiling fireplace equipped with a wood stove insert. Convenient one-level living at it's best! A two car attached garage leads to a breezeway room, ideal for a home office or studio. The home requires updates throughout and is being sold strictly "as is." The price of this property reflects its current condition, offering a solid foundation to buyers looking to customize a home.
Key Facts
- City/Town
- Winchester
- Neighborhood
- Mooreville
- Property / Style
- Single Family · Ranch
- Year Built
- 1978
- Days on Market
- 60 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,888 sq ft
- Lot Size
- 1.60 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $5,364 / Annually
Market Snapshot
The Winchester Market
Single Family · trailing 12 months
Active Listings
12
12 under contract
Median List Price
$524,900
12 active listings
Median Closed Price
$325,000
103 sales
Median Days on Market
39
12 active listings
Median $ / Sq Ft
$265
12 active listings
Sale-to-List Ratio
100.0%
103 sales
How this home compares
List Price
$349,000
vs $524,900 median
33.5% below median
Price / Sq Ft
$185
vs $265 median
30.2% below median
Days on Market
60 days
vs 39 days median
21 days longer than median
Based on 12 active and 103 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of July 28, 2026.
Location
107 Roberts Avenue, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,779
- Property Taxes$447
- Insurance$116
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Winchester
- Neighborhood
- Mooreville
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1978
- New Construction
- No/Resale
- Living Area
- 1,888 sq ft
Schools
- Elementary
- Harry P. Hinsdale
- High
- Gilbert
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 1
- Appliances
- Electric RangeMicrowaveRefrigeratorDishwasher
- Basement
- Full
Exterior & Lot
- Lot Size
- 1.60 acres
- Zoning
- R-2
- Garage / Parking
- 2 garage spaces6 total parking spacesAttached GaragePavedDrivewayPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Lightly WoodedSloping Lot
Listing & Financials
- Property Taxes
- $5,364 / Annually
- Days on Market
- 60
- MLS #
- 24177410
- MLS Status
- Under Contract - Continue to Show
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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 7/28/2026. 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 7/28/2026 at 7:55 AM UTC.