Active Under Contract
Single family home for sale at 88 Windward S, Dorset, VT 05251 | MLS# 5108534 | Listing updated on 2026-09-24
Photo 1 of Single family home for sale at 88 Windward S, Dorset, VT 05251 | MLS# 5108534 | Listing updated on 2026-09-24
Photo 2 of Single family home for sale at 88 Windward S, Dorset, VT 05251 | MLS# 5108534 | Listing updated on 2026-09-24
Photo 3 of Single family home for sale at 88 Windward S, Dorset, VT 05251 | MLS# 5108534 | Listing updated on 2026-09-24
Photo 4 of Single family home for sale at 88 Windward S, Dorset, VT 05251 | MLS# 5108534 | Listing updated on 2026-09-24
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Listed by: David A Halligan | Four Seasons Sotheby's Int'l Realty (802) 362-4551

$1,175,000

Monthly Est:$5,848

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,094sqft

88 Windward S, Dorset, VT 05251

$5,848/moEst:

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  • Single Family Residence

  • Built in 1981

  • $-- HOA

  • 3.62 acres lot

  • $380/sq.ft

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 24, 2026 at 3:22 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5108534 NEREN/Prime MLS-NH

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Bennington County

  • City

    Dorset

  • Neighborhood

    --

  • Year Built

    1981

  • HOA Fees

    -

  • Finished Area

    3,094 sqft

  • Lot Size

    3.62 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5108534

  • MLS Status

    (31) Under Contract - Active Under Contract

  • Days on Market

    30

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

Interior

  • Flooring

    Carpet, Hardwood

  • Heating

    Oil, Forced Air, Hot Air, In Floor

  • Cooling

    Central Air

  • Appliances

    Dishwasher, Dryer, Microwave, Wall Oven, Gas Range, Refrigerator, Washer, Domestic Water Heater, Owned Water Heater

  • Sewer

    Septic Tank

  • Exterior Features

    Partial Fence, Garden, Patio, Screened Porch, Double Pane Window(s)

  • Interior Features

    Blinds, 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

Construction

  • Year Built

    Year Built: 1981

  • Home type

    Single Family Residence

  • Architectural Style

    Contemporary

  • Roof

    Standing Seam

  • Foundation Details

    Poured Concrete

  • Property Condition

    Existing

  • Construction Materials

    Wood Siding

Utilities & Energy

  • Basement

    Concrete, Concrete Floor, Crawl Space, Full, Insulated, Interior Stairs, Storage Space, Unfinished

  • Utilities

    Cable

  • Water Source

    Drilled Well

  • Parking Features

    Auto Open, Driveway, Garage, Parking Spaces 6+, Unpaved, Attached

  • Electric

    200+ Amp Service, Circuit Breakers, Generator

Other Features

  • Subdivision Name

    Windward South

  • Lot Features

    Country Setting, Landscaped, Mountain View, Sloped, Subdivided, Views, Wooded, Neighborhood, Rural, Private

Price History

DateEventPrice

09/24/2026

Source: mls_logoNEREN/Prime MLS-NH #5108534

Contingent (Active Under Contract)

$1,175,000

$380/sqft

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Based on information from PrimeMLS Inc. through Oct 07, 2026, 06:00AM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers' personal, non- commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated Oct 07, 2026, 06:00AM. © 2026 PrimeMLS, Inc. All Rights Reserved.

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