81 Windward Hill Dorset, VT $ 950,000
81 Windward Hill
$ 950,000
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81 Windward Hill

Dorset, VT, 05251
$ 950,000
Bedrooms4 Baths3.1 Sq 4,650

Monthly Estimate*

$ 5,927

Listed by Adrienne Sherwood, Four Seasons Sotheby's Int'l Realty, adrienne.sherwood@fourseasonssir.com
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Single Family Home for sale in Dorset, VT

for $950,000 with 4 bedrooms and 3 full baths, 1 half bath. This 4,650 square foot home was built in 1981 on a lot size of 5.8.

Set on a quiet private road in the heart of Dorset, Vermont, this distinguished four bedroom Colonial blends classic New England architecture with modern comfort. Framed by mountain views and surrounded by natural beauty, the property offers the perfect balance of privacy, charm, and convenience. Inside, you’ll find inviting spaces designed for both everyday living and gracious entertaining. Three fireplaces provide warmth and character throughout the home, creating cozy gathering spots in every season. The finished walkout basement extends the living space, ideal for a family room, home office, or guest suite. Outdoors, the property continues to impress. A dedicated garden space invites you to cultivate your own vegetables, herbs, or flowers, while the mountain backdrop offers year-round beauty. The private setting allows you to enjoy peaceful mornings on the porch or evenings by the fire, all just minutes from Dorset village amenities.

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Single Family Pending

Price

$ 950,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Colonial

Lot Size

5.8

Year Built

1981

Town/City

Dorset

County/Region

Bennington

MLS | Web ID

5061525

Features
Interior
Basement Description Climate Controlled Concrete Daylight Finished Full Insulated Interior Stairs Storage Space Walkout Exterior Access Basement Stairs
Interior Amenities Dining Area Wood Fireplace 3+ Fireplaces Primary BR w/ BA Natural Light 1st Floor Laundry
Basement Yes
Flooring Carpet Ceramic Tile Hardwood Laminate Manufactured Tile Wood Vinyl Plank
Beds 4
Total Rooms 10
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General
Road Frontage Yes
Sewer Private Septic
Heating Wood Baseboard Hot Water Multi Zone
Cooling Wall AC Units Whole House Fan
Utilities Cable Available Telephone Available
Roof Asphalt Shingle
Appliances Dishwasher Dryer Range Hood Microwave Electric Range Refrigerator Washer Owned Water Heater Exhaust Fan
Garage Yes
Flood Zone No
Zoning Residential
3/4 Baths 1
Full Baths 2
Half Baths 1
Bathrooms 4
Year Built 1981
Electric 200+ Amp Service
Style Colonial
Stories Count 2.5
Construction Status Existing
Type Single Family
Auction No
Tax Year 2025
Status Detail 0
Covenants Yes
Construction Materials Wood Frame
Directions From VT Rte 30 to Morse Hill Rd left onto Windward Hill Rd 1st house on left
High School Choice
City Dorset
Other Equipment Air Conditioner Dehumidifier
School District Taconic and Green Regional
Seasonal No
Elementary School Dorset Elementary School
Middle School Dorset Elementary School
DOM 59
Price Per Sq Ft Total AG 204.3
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Exterior
Lot Features Country Setting Landscaped Mountain View View
Exterior Amenities Garden Space Porch Covered Porch Shed Storage
Driveway Paved
Lot Size Area 5.8
Water Source Drilled Well
Parking Features Auto Open Direct Entry Driveway Garage Paved Attached
Garage Capacity 2
Foundation Concrete
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* Excluded Features
List By
Adrienne Sherwood

Listing Agent

Four Seasons Sotheby's Int'l Realty

Broker

adrienne.sherwood@fourseasonssir.com

Email

Affordability Calculator

$5,927
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Monthly Principal & Interest
$5,927
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Default based on a 30-year fixed rate of 6.375% 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.
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Nearby
4238580 Elementary School
4238580 Middle School
Choice High School High School
Pricing History
DatePricePrice ChangeDescription
10/21/2025$950,000 -2.56% Price Down
9/16/2025$975,000 Listed Price

Map


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81 Windward Hill, Dorset, VT, 05251 is a Single Family Home for sale at $950,000 with 4,650 sqft and a lot size of 5.8. 81 Windward Hill has 4 bedrooms, 3.1 baths, and was built in 1981. The property's zip code is 05251 which is in Dorset, VT