173 Gilbert Avenue
Winchester, Connecticut 06098
Reduced from $289,900
- Beds
- 4
- Baths
- 1 | 1
- SqFt
- 1,664
- Acres
- 0.23
- Year Built
- 1927
- Neighborhood
- Winsted
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to this charming 4-bedroom, 1.5 bath home in Winsted, where classic character meets comfortable everyday living. Built in 1927, this well-maintained home features beautiful hardwood floors, original woodwork, detailed trim, and spacious rooms filled with natural light. The main level offers generous living and dining spaces while the bright kitchen features ample cabinetry, stainless steel appliances, and plenty of counter space. A convenient half bath completes the main level. Upstairs, you'll find four well sized bedrooms, a full bath, and additional built-in storage, along with preserved woodwork and charm throughout. This property offers a private yard with mature trees and established landscaping, providing a nice outdoor space to enjoy. A wonderful opportunity to own a character-filled home with space, charm, and comfort in the heart of Winsted!
Key Facts
- City/Town
- Winchester
- Neighborhood
- Winsted
- Property / Style
- Single Family · Colonial
- Year Built
- 1927
- Days on Market
- 46 days
- Beds
- 4
- Baths
- 1 full · 1 half
- Living Area
- 1,664 sq ft
- Lot Size
- 0.23 acres
- Property Taxes
- $4,628 / 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
$279,900
vs $412,500 median
32.1% below median
Price / Sq Ft
$168
vs $200 median
16.0% below median
Days on Market
46 days
vs 64 days median
18 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
173 Gilbert Avenue, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$1,517
- Property Taxes$386
- Insurance$93
- 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
- Colonial
- Year Built
- 1927
- New Construction
- No/Resale
- Living Area
- 1,664 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Fireplaces
- 1
- Appliances
- Oven/RangeRefrigeratorWasherElectric Dryer
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.23 acres
- Zoning
- TSF
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Lot Description
- Sloping Lot
Listing & Financials
- Property Taxes
- $4,628 / Annually
- Days on Market
- 46
- MLS #
- 24210073
- MLS Status
- Under Contract
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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 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 10:36 PM UTC.