$1,175,000
 $6,308 est/mo Sourced by Back At You

88 Windward South,Dorset, VT 05251

Dorset, VT 05251

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Description

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.

Details

MLS #5108534
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
Status(31) Under Contract - Active Under Contract
Year1981
Days On Site29
Listing Provided ByFour Seasons Sotheby's Int'l Realty | David A Halligan

Features

Bed(s)3
Bath(s) 3 Total
Garage2
BasementY
Story(s)2
Zoningresidential
Acreage3.62

Interior

Rooms Total7
CoolingCentral Air
HeatingOil, Forced Air, Hot Air, In Floor
Interior FeaturesBlinds, Cedar Closet(s), Dining Area, Wood Fireplace, 1 Fireplace, Kitchen Island, Primary BR w/ BA, Natural Light, Security, Soaking Tub, Vaulted Ceiling(s), Walk-In Closet(s), Programmable Thermostat, 1st Floor Laundry
AppliancesDishwasher, Dryer, Microwave, Wall Oven, Gas Range, Refrigerator, Washer, Domestic Water Heater, Owned Water Heater

Exterior

Exterior FeaturesPartial Fence, Garden, Patio, Screened Porch, Double Pane Window(s)
RoofStanding Seam
Construction MaterialsWood Siding
Foundation DetailsPoured Concrete
Lot FeaturesCountry Setting, Landscaped, Mountain View, Sloped, Subdivided, Views, Wooded, Neighborhood, Rural, Private
Accessibility Features1st 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

Parking

Garage Yes / NoYes
Parking FeaturesAuto Open, Driveway, Garage, Parking Spaces 6+, Unpaved, Attached

Utilities

UtilitiesCable
Electric200+ Amp Service, Circuit Breakers, Generator
SewerSeptic Tank

Taxes

Tax Annual Amount14045.72
Tax Assessed Value1034600
Tax Block00
Tax Lot46
Tax Year2027

Area Information

StateVT
CountyBennington
CityDorset
Zip Code05251
AreaVT Bennington
Community NameWindward South
School DistrictTaconic and Green Regional
Elementary SchoolDorset Elementary School
High SchoolBurrandBur
Listing VS Median (in Windward South)
Price:
$1,175,000
low | high
Med:
$0
On site:
29
low | high
Med:
Sourced by Back At You

Market Activity 05251

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Learn More About This Property

StateVT
CountyBennington
CityDorset
Zip Code05251
AreaVT Bennington
Community NameWindward South
School DistrictTaconic and Green Regional
Elementary SchoolDorset Elementary School
High SchoolBurrandBur
Listing VS Median (in Windward South)
Price:
$1,175,000
low | high
Med:
$0
On site:
29
low | high
Med:
Sourced by Back At You
Nearby Listings (Within 1/2 mile)
Price: $881K - $1.468M
sqft: 0 - 0
Nearby Listings Property ImageNearby Listings Details
39 Eagle Ridge Property Photo 1
$1,375,000
39 Eagle Ridge
Dorset, VT 05251
Listing Updated: September 29, 2026 at 6:10:13 AM PDT