Woodstock VT Homes For Sale page 1

Woodstock VT
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You are viewing Woodstock VT Homes between $500000 and $1000000 dollars. You can change listings price from to do not use $ or , in amounts Switch to Land in Woodstock VT Condos in Woodstock VT Multi Family in Woodstock VT Commercial Listigs in Woodstock VT
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Under Contract

WOODSTOCK VT Home for sale $$915,000 | $426 per sq.ft.

$915,000 | $426 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $185,000 down 20% on November 22nd 2025

509 Church Hill 3 Beds | 3 Baths | Total Sq. Ft. 2150 | Acres: 1.49

Enjoy in-town ease of living combined with Vermont country charm. This well maintained , efficient home provides first floor living with an additional lower floor ensuite bedroom /sitting area with direct access to lovely grounds and gardens. The light filled home is in excellent condition and is surrounded by fabulous perennial gardens, mature maple trees, raspberry and blueberry bushes , stone patio and 2 decks offering plenty of spaces for outdoor living and entertaining. The open floor plan provides easy flow and the large windows and glass doors bring the out of doors in. A big bonus is central air conditioning ! The detached 2 car garage provides lots of storage and work space area . Enjoy the charm and various amenities of Woodstock Village that consistently is named one of the prettiest small towns in America . Easy access to sports for every season.. Twenty minutes to the Upper Valley , two and a half hours to Boston and 5 hours to NYC. Call today for an appointment . See MLS Property & Listing Details & 55 images.

WOODSTOCK VT Home for sale $$985,000 | $354 per sq.ft.

$985,000 | $354 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $200,000 down 20% on October 21st 2025

1782 Randall Road 4 Beds | 3 Baths | Total Sq. Ft. 2785 | Acres: 5.01

This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide board flooring, horizontal wainscotting, period doors and hardware and a keeping room fireplace. Massive exposed beams substantiate the date of construction. The four bedrooms and three baths include a first floor primary en suite bedroom. Spacious rooms with unusually high ceilings and multi pane windows create a comfortable living space. Beautifully sited and located on the exclusive Randall Road within a grove of ancient sugar maples. See MLS Property & Listing Details & 37 images.

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Woodstock Vermont MLS Listings Homes For Sale

You are viewing Woodstock VT Homes between $500000 and $1000000 dollars.

$915,000 | $426 per sq.ft. WOODSTOCK VT HOME FOR SALE Price Change! reduced by $185,000 down 20% on November 22nd 2025

$985,000 | $354 per sq.ft. WOODSTOCK VT HOME FOR SALE Price Change! reduced by $200,000 down 20% on October 21st 2025

$915,000 | $426 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $185,000 down 20% on November 22nd 2025

$985,000 | $354 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $200,000 down 20% on October 21st 2025