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107 Roberts Avenue

Winchester, Connecticut 06098

PENDING$349,000
Beds
3
Baths
1 | 1
SqFt
1,888
Acres
1.60
Year Built
1978
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,342

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Mary Anne Casey

(860) 459-9453

D. Beckley Realty

(860) 601-8229

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.