173 Gilbert Avenue

Winchester, CT
$ 289,900 Beds 4 Baths 1.5 Sq 1,664
Monthly Estimate* How much can I afford?

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!

Single Family

  • Price
  • $ 289,900
  • City
  • Winchester
  • Bedrooms
  • 4
  • Full Bathrooms
  • 1
  • County
  • Litchfield
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 0.23 Acres
  • Zip
  • 06098
  • Sqr Footage
  • 1,664
  • Year Built
  • 1927
  • Taxes
  • $ 4628
  • Style
  • MLS#
  • 24210073
Listed By: Taylor Anderson 413-262-0147 with Tier 1 Real Estate. - (860) 578-2016
Data Source: Smart MLS

Features

General

Zoning TSF
Neighborhood Winsted
County Litchfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 0.23
Directions per gps
High School Per Board of Ed
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 1664
Year Built 1927
Style Colonial
Year Built Source Public Records

Interior Features

Cooling System None
Total Rooms 7
Basement Description Full

Exterior Features

Water Source Public Water Connected
Lot Description Sloping Lot

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Per Board of Ed Elementary School
Middle School Unknown Middle School
High School Per Board of Ed High School

Price History

9/27/2026 Listed $289,900

Property vs Zip Code Average in 06098

Price
AVG $550K
$290K
Taxes
AVG $7,249
$4,628
Year Built
AVG 1943
1927

173 Gilbert Avenue Winchester, CT is a Single Family Home for sale at $289900 with 1664 sqft and a lot size of 0.23 Acres Acre(s). 173 Gilbert Avenue Winchester has 4 bedrooms, 1 baths and was built in 1927. The property's zip code is 06098 which is in Winchester, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site 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.