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376 Windward Hill, 
Dorset, VT 05251

$2,375,000


4

Beds


5

Baths


5,696

Sq Ft


Single Family

Active

Listed by

Andrea Kaplan

Four Seasons Sotheby'S Int'L Realty

802-362-4551

Last updated:

April 18, 2025, 10:23 AM

MLS#

5036105

Source:

PrimeMLS

About This Home

376 Windward Hill

Welcome to 376 Windward Hill, a stunning Southern Vermont estate with breathtaking views of the Taconic and Green Mountain Ranges. Spanning 12 acres, the property features a private trout pond and tranquil waterfall, creating a serene atmosphere. Inside, the home combines timeless elegance with modern comfort. Herringbone brick and hardwood floors lead to the expansive living room, highlighted by a two-story stone fireplace. This grand space flows seamlessly into the formal dining area, which opens to a screened porch and wrap-around deck, perfect for enjoying mountain vistas. The gourmet kitchen boasts a cozy bar, ample cabinetry, a butler's pantry, and top-of-the-line appliances. The primary suite offers sweeping views, deck access, and a spa-like bathroom with a jacuzzi tub and steam shower. The home includes three additional spacious bedrooms and a versatile office, plus a lower level with an exercise room, workshop, and family room for relaxation and productivity. Located minutes from Manchester and Dorset, 376 Windward Hill offers the perfect balance of privacy and convenience, making it an ideal retreat for both relaxation and entertaining.

Home Facts

Single Family

5 Baths

4 Bedrooms

Built in 1965

Price Summary

2,375,000

$416 per Sq. Ft.

MLS #:

5036105

Last Updated:

April 18, 2025, 10:23 AM

Added:

19 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

5

Full Bathrooms:

4

Interior

Living Area:

5,696 Sq. Ft.


Structure

Structure

Building Area:

5,696 Sq. Ft.

Year Built:

1965


Lot

Lot Size (Sq. Ft):

551,905


Finances & Disclosures

Finances

Price:

$2,375,000

Price per Sq. Ft:

$416 per Sq. Ft.

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Copyright 2025 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 May 3, 2025

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