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  • Listed by: Four Seasons Sotheby's Int'l Realty • David A Halligan • 802-362-4551
    Bought with: Four Seasons Sotheby's Int'l Realty
    $1,200,000

    88 Windward South, Dorset, VT 05251

    3beds
    3,094sqft
    Single Family Residence
    Built in 1981
    3.62 Acres Lot
    $1,200,700 Zestimate®
    $388/sqft
    $5,890 Estimated rent

    Home value

    $1,200,700

    $1.08M - $1.33M

    $5,890/mo

    Zestimate® history
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    What's special

    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    David A Halligan,

    Four Seasons Sotheby's Int'l Realty 802-362-4551

    Bought with:

    Katherine Zilkha

    Four Seasons Sotheby's Int'l Realty

    Source: PrimeMLS,MLS#: 5108534MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Heating
    • Oil, Forced Air, Hot Air, In Floor
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Wall Oven, Gas Range, Refrigerator, Washer, Domestic Water Heater, Owned Water Heater
    • Laundry: 1st Floor Laundry
    Features
    • Cedar Closet(s), Dining Area, Kitchen Island, Primary BR w/ BA, Natural Light, Soaking Tub, Vaulted Ceiling(s), Walk-In Closet(s), Programmable Thermostat
    • Flooring: Carpet, Hardwood
    • Windows: Blinds, Double Pane Windows
    • Basement: Concrete,Concrete Floor,Crawl Space,Full,Insulated,Interior Stairs,Storage Space,Unfinished,Interior Entry
    • Number of fireplaces: 1
    • Fireplace features: Wood Burning, 1 Fireplace
    Interior area
    • Total structure area: 4,367
    • Total interior livable area: 3,094 sqft
    • Finished area above ground: 3,094
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 6
    • Parking features: Gravel, Auto Open, Driveway, Garage, Parking Spaces 6+, Unpaved, Attached
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Accessibility
    • 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
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Patio, Screened Porch
    • Exterior features: Garden
    • Fencing: Partial
    • Has view: Yes
    • View description: Mountain(s)
    • Frontage length: Road frontage: 386
    Lot
    • Size: 3.62 Acres
    • Features: Country Setting, Landscaped, Sloped, Subdivided, Views, Wooded, Neighborhood, Rural
    Details
    • Parcel number: 18005710086
    • Zoning description: residential
    • Special conditions: Standard
    • Other equipment: Standby Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Wood Siding
    • Foundation: Poured Concrete
    • Roof: Standing Seam
    Condition
    • New construction: No
    • Year built: 1981

    Utilities & green energy

    • Electric: 200+ Amp Service, Circuit Breakers, Generator
    • Sewer: Septic Tank
    • Utilities for property: Cable

    Community & HOA

    Community
    • Security: Security, Carbon Monoxide Detector(s), Security System, Smoke Detector(s)
    • Subdivision: Windward South
    Location
    • Region: Dorset

    Financial & listing details

    • Price per square foot: $388/sqft
    • Tax assessed value: $1,034,600
    • Annual tax amount: $14,045
    • Date on market: 9/7/2026
    • Listing terms: Cash,Conventional
    • Road surface type: Gravel

    Price history

    DateEventPrice
    10/26/2026Sold$1,200,000+2.1%$388/sqft
    Source: PrimeMLS #5108534 Report a problem
    9/7/2026Listed for sale$1,175,000$380/sqft
    Source: PrimeMLS #5108534 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$13,661 $1,034,600 +39.4%
    2024-- $742,100
    2023-- $742,100
    2022-- $742,100
    2021-- $742,100
    2020-- $742,100
    2019-- $742,100 0%
    2018-- $742,130
    2017-- $742,130 +0%
    2016-- $742,100 +9900%
    2015-- $7,421
    2014-- $7,421
    2013-- $7,421
    2012-- $7,421
    2011-- $7,421
    2010-- $7,421
    2009-- $7,421
    2008-- $7,421
    2007-- $7,421
    Find assessor info on the county website

    Neighborhood: 05251

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Dorset Elementary School
    • Middle: Manchester Elementary& Middle
    • High: Burr and Burton Academy
    • District: Taconic and Green Regional

    Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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