- 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.
| Metric | This home | Local listings |
|---|---|---|
| List price | $1,175,000 | $1,150,0002% above local |
| Price / sq ft | $380 | $4077% below local |
| Days on market | 2 | 10598% below local |
Active city listing statistics from PrimeMLS as of September 11, 2026. Asking prices are not completed-sale values.
Keep exploring
Similar homes nearby
Same city and within 25% of the asking price, matched by property type and bedroom count when available and ranked by size and price.
Need help making sense of this home?
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.
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