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Offered at $1,175,000Active
beds
3
baths
3
sq ft
3,094
Built
1981

88 Windward South Road

Dorset, VT 05251

Residential · Active · MLS #5108534
Listing Courtesy of Four Seasons Sotheby's Int'l Realty | David A Halligan

The home

About this home

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.

Property information

Details at a glance

Interior4 property facts
Rooms
7
Heating
Forced Air, Oil
Cooling
Central Air
Flooring
Carpet, Hardwood
Building4 property facts
Style
Single Family Residence
Year built
1981
Garage
2
Parking
2
Land & utilities4 property facts
Lot size
3.62 acres
Water
Well
Sewer
Septic Tank
Zoning
residential
Financial2 property facts
Annual taxes
$14,046
Assessment year
2027

Plan your purchase

Estimated monthly cost

Explore costs at the $1,175,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$7,112 / monthAdjust
Principal & interest
$5,941
Property tax
$1,170
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $14,046. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Listing history

Price and status timeline

No additional listing history is available for public display.

Compare with confidence

Price & market context

See how this home compares with active listings in Dorset.

This home compared with active listings in Dorset
MetricThis homeLocal listings
List price$1,175,000$1,150,0002% above local
Price / sq ft$380$4077% below local
Days on market210598% below local

Active city listing statistics from PrimeMLS as of September 11, 2026. Asking prices are not completed-sale values.

Keep exploring

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Common questions

About 88 Windward South Road

Can I request a private showing?

Request a tour of 88 Windward South Road and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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