376 Windward Hl Dorset, VT 05251
Property details
About 376 Windward Hl
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.
Highlights
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 4
- Appliances: Gas Cooktop, Dishwasher, Dryer, Microwave, Double Oven, Oven, Refrigerator, Washer
- Basement: No
- Flooring Type: Brick, Carpet, Ceramic Tile, Wood
- Interior: Blinds, Fireplaces - 2, Living/Dining, Primary BR w/ BA, Natural Light, Vaulted Ceiling, Walk-in Closet
- Total Bedroom Count: 4
- Garage Space: 3 spaces
- Parking: Auto Open, Heated Garage, Driveway, Attached
- Exterior: Deck, Gazebo, Porch - Screened
- Heating: Propane, Baseboard, Electric, Forced Air, Radiant Ceiling
- Cooling: Other
- List Price: $2,375,000
- Price/SqFt: $416
- Directions: From Route 30: Take Morse Hill Road for 1.2 miles. Take left onto Windward Hill. Follow for 700 feet, take slight right turn into drive. From Route 7A: Take Morse Hill Road for 2.4 miles. Take right onto Windward Hill. Follow for 700 feet, take slight right turn into drive.
- Year Built: 1965
- Stories: 2
- Living Area: 5,696 SqFt
- Lot Size: 12.67 Acres
- MLS Number: 5036105
- Office Name: Four Seasons Sotheby's Int'l Realty
- Office Phone: (802) 362-4551
- Office Email: joyce.waite@fourseasonssir.com
- Listing Agent: Andrea Kaplan
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Last updated on: 5/8/2025, 3:20:31 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$2,375,000
376 Windward Hl
$10,000
closing credit¹
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Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Jul 03, 2003 | Home Sold | $69,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $842,760 | $- |
| 2022 | $842,760 | $- |
| 2021 | $842,760 | $- |
| 2020 | $842,760 | $- |
History based on county public records data.
Nearby schools
5
Sunderland Elementary School
Public District PK-6
10.3 mi
•98 Bear Ridge Rd
5
Fisher Elementary School
Public District PK-5
12.0 mi
•504 E Arlington Rd
6
Salem Elementary School
Public District PK-6
14.2 mi
•41 E Broadway
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $89,085. The majority of Dorset, VT residents have income between $35k-100k annually. The most common type of family is married, no kids. Residents of this area typically have post secondary degree education.
How much money do the neighbors make?
What level of education do the neighbors have?
What types of families live nearby?
Are the neighbors home owners or renters?
How old are people in this area?
What do the neighbors do for fun?
Hunting
Figure Skating
NASCAR
Where do the neighbors shop?
Dillards
Dick's Sporting Goods
Dollar General
Where do the neighbors go to eat?
Cracker Barrel
Texas Roadhouse
Applebees
What do the neighbors drive?
Cadillac
Subaru
Oldsmobile
What do the neighbors listen to?
News/Talk/Information
New Country
Classic Country
Frequently asked questions
About 376 Windward Hl
The listing price of 376 Windward Hl property is $2,375,000.
The property 376 Windward Hl is a house located in Dorset, Vermont, 05251.
Active Listing: 376 Windward Hl is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 376 Windward Hl are: Sunderland Elementary School (GreatSchools Rating 5/10), Fisher Elementary School (GreatSchools Rating 5/10), Salem Elementary School (GreatSchools Rating 6/10), Dorset Elementary School (GreatSchools Rating 7/10), Manchester Elementary/Middle School (GreatSchools Rating 4/10), Flood Brook School (GreatSchools Rating 6/10), Arlington Memorial School (GreatSchools Rating 3/10), Salem High School (GreatSchools Rating 5/10), Granville Junior-Senior High School (GreatSchools Rating 5/10).
The last sale was on July 3, 2003 for $69,000 (source: MLS/tax record).
The property at 376 Windward Hl has 4 bedrooms and 4 full and 1 half bathrooms.
The property 376 Windward Hl is 5,696 SqFt (source: MLS/tax record).
The year of construction for 376 Windward Hl is 1965.
This home is located at 376 Windward Hl in Dorset, VT and zip code 05251. This 5,696 square foot home, which was built in 1965, sits on a 12.67 acre lot. Features: 4 bedrooms, 5 bathrooms. It has been listed on Rocket Homes since April 14, 2025 and is currently priced at $2,375,000.