- Woodstock VT Homes $250000 to $500000
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Price Change! reduced by $49,000 down 14% on July 14th 2026
$350,000 | $653 per sq.ft. | 1 Beds | 1 Baths | Total Sq. Ft. 536 | Acres: 11.58 WOODSTOCK VT
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Description:Tucked away on 11.58 private acres in the heart of South Woodstock, this peaceful Vermont retreat offers simplicity, seclusion, and endless potential. Located along scenic Long Hill Road, surrounded by rolling countryside, woodland trails, and some of the area’s most distinguished estates. The property features a cozy 1-bedroom, 1-bath home with an open, efficient layout designed for quiet country living. Whether envisioned as a weekend escape, hunting camp, minimalist homestead, or future building site, the land is the true centerpiece. Mature woods, natural clearings, and serene surroundings create a setting that feels worlds away while remaining just minutes from the villages of South Woodstock and Woodstock. The area is known for its equestrian estates, scenic drives, hiking, and classic Vermont charm. The existing residence offers approximately 536 square feet of living space and sits privately on a gently sloping parcel with ample room to expand, garden, recreate, or build anew. A rare opportunity to own acreage in one of Vermont’s most sought-after rural settings. From 1985 to 2020, a three-bedroom house, occupied by a family of four, was on the property and utilized the current septic system without issues. The seller did just have a soil evaluation done. The report is included in the documents.
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Price Change! reduced by $44,000 down 11% on March 1st 2026
$395,000 | $244 per sq.ft. | 4 Beds | 2 Baths | Total Sq. Ft. 1617 | Acres: 0.65 WOODSTOCK VT
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Description:Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors and updated flooring provide a clean , inviting feel while preserving the home's classic farmhouse charm. An attached barn/ garage offers excellent storage and flexible space for outdoor gear , a workshop, or hobby area--ideal for those who enjoy Vermont's year-round outdoor lifestyle. Located just a short drive to the Village Green in Woodstock, the property also provides convenient access to hiking, biking, and skiing at nearby Killington Resort. Whether you are seeking a full time residence or a Vermont getaway , this property offers an excellent opportunity to enjoy one of Vermont's most desirable areas at an attractive price point. Call today for a private viewing.
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$400,000 | $302 per sq.ft. | 2 Beds | 1 Baths | Total Sq. Ft. 1324 | Acres: 0.51 WOODSTOCK VT
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Description:Once an old school house, this home features stone walls, beautiful gardens, and a nice level yard with a stone patio. The year-round brook cascades over rocks and winds along the back side of the property. A covered porch leads inside, where the main floor offers an eat-in kitchen, a large living room and a dining area with French doors to the outside. There are also two bedrooms, an office with stairs to the basement, a full bath with laundry, and a mudroom. The 2nd floor attic, with a large dormer, offers many possibilities for additional space but requires installing stairs and building out the open area. The basement houses utilities and allows for significant storage. The house needs a few updates but has lots of potential and is a wonderful investment opportunity or a great way to get into a starter home in the Woodstock area. It is conveniently located just minutes from Woodstock Village and only a few miles from the Kedron Valley Inn, the South Woodstock Store, and the Green Mountain Horse Association.
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