For Sale
Price CutPrice Drop: $33.1K (09/19)
Single family home for sale at 143 Holaird Ave, Winchester, CT 06098 | MLS# 24200869 | Listing updated on 2026-09-19
Photo 1 of Single family home for sale at 143 Holaird Ave, Winchester, CT 06098 | MLS# 24200869 | Listing updated on 2026-09-19
Photo 2 of Single family home for sale at 143 Holaird Ave, Winchester, CT 06098 | MLS# 24200869 | Listing updated on 2026-09-19
Photo 3 of Single family home for sale at 143 Holaird Ave, Winchester, CT 06098 | MLS# 24200869 | Listing updated on 2026-09-19
Photo 4 of Single family home for sale at 143 Holaird Ave, Winchester, CT 06098 | MLS# 24200869 | Listing updated on 2026-09-19
24+
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Street View

$595,900

Monthly Est:$2,966

  • Beds Icon8 Beds
  • Beds Icon
    5 Baths
  • Beds Icon4,800sqft

143 Holaird Ave, Winchester, CT 06098

$2,966/moEst:

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  • Single Family Residence

  • Built in 1925

  • $-- HOA

  • 27,878.4 sqft lot

  • $124/sq.ft

Description

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.

  • Houzeo last checked: 2 hours ago
  • Listing updated: September 19, 2026 at 9:25 pm
  • Listing Provided by: Linda Ganem | Borla & Associates Real Estate
  • Source: SMART MLS-CT | MLS#: 24200869 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Litchfield County

  • City

    Winchester

  • Neighborhood

    --

  • Year Built

    1925

  • HOA Fees

    -

  • Finished Area

    4,800 sqft

  • Lot Size

    27,878.4 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24200869

  • MLS Status

    Active

  • Days on Market

    56

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 8

    Bathrooms: 5

Interior

  • Interior Features

    Security System

  • Heating

    Oil

  • Exterior Features

    Gutters, Patio

  • Cooling

    None

  • Sewer

    Public Sewer Connected

  • Appliances

    Oven/range, Range Hood, Refrigerator, Dishwasher

Construction

  • Year Built

    Year Built: 1925

  • Home type

    Single Family Residence

  • Foundation Details

    Masonry, Stone

  • Architectural Style

    Colonial

  • Roof

    Asphalt Shingle, Other

Utilities & Energy

  • Basement

    Full, Partially Finished, Partial With Walk Out

  • Parking Features

    Detached Garage, Paved, Driveway

  • Laundry Features

    Main Level

  • Water Source

    Public Water Connected

Other Features

  • Lot Features

    Lightly Wooded, Level Lot

  • Subdivision Name

    Winsted

Price History

DateEventPrice

09/19/2026

Source: mls_logoSMART MLS-CT #24200869

Price Decreased

$595,900 -5.26%

$124/sqft

08/25/2026

Source: mls_logoSMART MLS-CT #24200869

Listed for Sale

$629,000

$131/sqft

08/21/2026

Source: mls_logoSMART MLS-CT #24200869

Coming Soon

$629,000

$131/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 17, 2026, 04:45AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group