88 Windward South
Dorset, VT, 05251 $ 1,175,000
Bedrooms3 Baths2.1 Sq 3,094 Monthly Estimate*
$ 8,115
Listed by David Halligan, Four Seasons Sotheby's Int'l Realty, 802-362-8023, david.halligan@fourseasonssir.com
for $1,175,000 with 3 bedrooms and 2 full baths, 1 half bath. This 3,094 square foot home was built in 1981 on a lot size of 3.62.
Beautifully maintained contemporary home on 3.62 private acres with elevated westerly views of Mt. Equinox and spectacular sunsets. Designed by renown architect Deborah Berke, Dean of the Yale School of Architecture, this light-filled home offers the ease of main-level living with a first-floor primary suite, laundry, bright office, den with custom built-ins, and spacious living room with vaulted ceiling, wood-burning fireplace, and oak floors. The kitchen features a center island and Aga stove, opening to dining and living areas ideal for everyday comfort and entertaining. Upstairs are two generous guest bedrooms, abundant closets - including a cedar-lined walk-in - and a full bath. Enjoy the seasons from the screened porch or custom fieldstone patio with sitting wall and awnings. Quality features include central air, whole-house generator, security system, water filtration, standing-seam metal roof, Andersen windows, attached two-car garage, and excellent dry basement storage. Minutes to Manchester and Dorset, this private, move-in-ready property offers convenience, comfort, and enduring Vermont charm.
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FeaturesInteriorBasement Description Concrete Concrete Floor Crawl Space Full Insulated Interior Stairs Storage Space Unfinished
Interior Amenities Blinds Cedar Closet Dining Area Wood Fireplace 1 Fireplace Kitchen Island Primary BR w/ BA Natural Light Security Soaking Tub Vaulted Ceiling Walk-in Closet Programmable Thermostat 1st Floor Laundry
Basement Yes
Flooring Carpet Hardwood
Beds 3
Total Rooms 7
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GeneralRoad Frontage Yes
Sewer Septic
Heating Oil Forced Air Hot Air In Floor
Cooling Central AC
Utilities Cable
Possession At Closing
Roof Standing Seam
Appliances Dishwasher Dryer Microwave Wall Oven Gas Range Refrigerator Washer Domestic Water Heater Owned Water Heater
Pets Allowed Yes
Garage Yes
Flood Zone No
Zoning residential
Restrictions None
3/4 Baths 0
Full Baths 2
Half Baths 1
Bathrooms 3
Year Built 1981
Electric 200+ Amp Service Circuit Breaker(s) Generator
Subdivision Windward South
Style Contemporary
Stories Count 2
Type Single Family
Block 00
Property Condition Existing
Assessment Amount 1034600
Accessibility Features 1st Floor 1/2 Bathroom 1st Floor Bedroom 1st Floor Full Bathroom 1st Floor Hrd Surfce Flr Grab Bars in Bathroom Hard Surface Flooring 1st Floor Laundry
Tax Year 2027
Status Detail 1
Covenants Yes
Construction Materials Wood Siding
Directions Route 30 north to Morse Hill Road to Windward South first house on the right.
High School Burr and Burton Academy
City Dorset
Other Equipment Air Conditioner CO Detector Security System Smoke Detector Standby Generator
School District Taconic and Green Regional
Seasonal No
Elementary School Dorset Elementary School
Middle School Manchester Elementary& Middle
Tax Annual Amount 14045.72
DOM 9
Price Per Sq Ft Total AG 379.77
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ExteriorLot Features Country Setting Landscaped Mountain View Sloping Subdivision View Wooded Neighborhood Rural Private
Exterior Amenities Partial Fence Garden Space Patio Screened Porch Double Pane Window(s)
Driveway Gravel
Water View No
Lot Size Area 3.62
Water Source Drilled Well
Parking Features Auto Open Driveway Garage Parking Spaces 6+ Unpaved Attached
Garage Capacity 2
Foundation Poured Concrete
Lot 46
Waterfront Property No
Water Body Access No
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* Excluded FeaturesList ByDavid HalliganListing Agent
Four Seasons Sotheby's Int'l RealtyBroker
david.halligan@fourseasonssir.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $8,115
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% 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.
Learn more about how to save NearbySingle family listings in Dorset, VT
Average List Price $1,508,675
Percent of Sale Price 28%
About Dorset, VT 2,102 Population
3% Since 2002
$ 74,242 Median Income
54.69 Median Age
25% Households with Children
Trends Information provided by ATTOM Data Solutions.
4238580 Elementary School
3442198 Middle School
Burr and Burton Academy High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/7/2026 | $1,175,000 | | Listed Price |