143 Holabird Avenue

Winchester, CT
$ 595,900 Beds 8 Baths 4.5 Sq 4,800
Monthly Estimate* How much can I afford?

One of the finest grand classic Colonial homes where timeless charm and beautiful details can still be found throughout. Features include elegant crown molding, rich wood paneling, wide baseboard molding, gleaming hardwood floors, and a sweeping grand staircase-all adding to the warmth and character of this truly special home. This home features formal dining room, sitting room with fireplace, remolded kitchen offering two sinks, granite counter large palladium windows allowing in natural light a main floor study with fireplace /built in bookshelves. On second floor are 6 bedrooms and 3 full baths, primary bedroom has unique alcove with sink /dressing area. Vintage Blue stone patio is for quiet times to enjoy watching the wildlife, or you can play a game of billiards on the standard size table in the game room. Only three families have lived in this elegant 101 year young home. A home filled with elegance, history and warmth All this elegance can be yours. Wonderful home for extended family or possible Bed & Breakfast. There is many possibilities with this property. Minutes from Rt 8, easy drive to Bradley Airport, enjoy recreation at Highland lake. ***seller to find and close on home of choice. Carriage House/ Garage is being sold "As Is" also

Single Family

  • Price
  • $ 595,900
  • City
  • Winchester
  • Bedrooms
  • 8
  • Full Bathrooms
  • 4
  • County
  • Litchfield
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 0.64 Acres
  • Zip
  • 06098
  • Sqr Footage
  • 4,800
  • Year Built
  • 1925
  • Taxes
  • $ 11876
  • Style
  • MLS#
  • 24200869
Listed By: Linda Ganem 860-482-0353 with Borla & Associates Real Estate. - (860) 482-0353
Data Source: Smart MLS

Features

General

Zoning res
Neighborhood Winsted
County Litchfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 0.64
Directions RT 8 to Holabird Ave.
High School Per Board of Ed
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 4800
DOM 25
Year Built 1925
Style Colonial
Year Built Source Public Records

Interior Features

Cooling System None
Total Rooms 14
Basement Description Full,Partially Finished,Partial With Walk-Out

Exterior Features

Water Source Public Water Connected
Lot Description Lightly Wooded,Level Lot
Color White

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

9/15/2026 Listed $629,000
9/19/2026 5% - $595,900

Property vs Zip Code Average in 06098

Price
AVG $570K
$600K
Taxes
AVG $7,409
$11,876
Year Built
AVG 1943
1925

143 Holabird Avenue Winchester, CT is a Single Family Home for sale at $595900 with 4800 sqft and a lot size of 0.64 Acres Acre(s). 143 Holabird Avenue Winchester has 8 bedrooms, 4 baths and was built in 1925. 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.