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33 Highfield Drive, 
West Windsor, VT 05089

$1,350,000


4

Beds


4

Baths


2,650

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Danny Kogut, Cell: 802-952-8588

, 

Scott Monahan

Williamson Group Sothebys Intl. Realty

, 

2831

802-457-2000

Last updated:

October 18, 2026, 11:36 AM

MLS#

5114346

Source:

PrimeMLS

About This Home

33 Highfield Drive

An exceptional 13.1-acre equestrian property with direct access to the GMHA trail system in sought-after West Windsor. This Lindal Cedar home features expansive windows, vaulted ceilings, and wide decks overlooking grassy pastures and distant views of Mt. Ascutney. The newly designed kitchen includes Crown Point cabinetry, granite countertops, and stainless-steel appliances. Upstairs, the primary bedroom has a wood-burning fireplace, while the ensuite bathroom offers a soaking tub and tiled shower. Two additional bedrooms on the main level each with a bathroom. First-floor laundry / powder room. Mudroom with custom cabinetry and direct access to a 2-car garage. Automatic generator. The stone patio includes a fire pit, and the property has electric dog fencing. A custom two-story barn offers five stalls with direct access, heated tack room, automatic heated waterers, large, fenced grass paddocks, an oversized riding ring and round pen, All-season recreational opportunities with easy access to VAST snowmobile trails. Hike and cycle on the dirt road system. 15 minutes to GMHA, 20 minutes to Woodstock. 30 minutes to Hanover, NH, 2.25 hours to Boston.

Home Facts

Single Family

4 Baths

4 Bedrooms

Built in 1988

Price Summary

1,350,000

$509 per Sq. Ft.

MLS #:

5114346

Last Updated:

October 18, 2026, 11:36 AM

Added:

4 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

1

Interior

Living Area:

2,650 Sq. Ft.


Structure

Structure

Building Area:

4,530 Sq. Ft.

Year Built:

1988


Lot

Lot Size (Sq. Ft):

566,716


Finances & Disclosures

Finances

Price:

$1,350,000

Price per Sq. Ft:

$509 per Sq. Ft.

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Copyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 19, 2026

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.