$450,000 | 21.2 Acres | Price Per Acre $0 Winhall VT Land »


Price Change! Reduced by $50,000 down 11% on July 1st 2026
Acres 21.2   
Thursday Jan 22, 2026
Description: Set along Lower Taylor Hill Road in Winhall, this 21.2 +/- acre offering captures the privacy, natural beauty, and four-season lifestyle that define Southern Vermont living. Rolling terrain, mature woodland, and natural clearings create an exceptional setting for a private Vermont retreat, with the potential for Bromley Mountain views depending on house placement and design. Supported by a State-approved wastewater permit for a six (6) bedroom single-family residence, the property offers the flexibility to design and position a substantial home that responds thoughtfully to the land and surrounding landscape. Whether envisioning a refined mountain retreat or a legacy property for gathering family and friends, the setting offers both privacy and a strong sense of place. Imagine arriving on a quiet Friday evening, unwinding after a day on the slopes, or spending summer evenings outdoors surrounded by the calm of the Green Mountains. The property feels private and removed, yet remains minutes from Stratton Mountain Resort and within easy reach of Bromley and Magic Mountain. Manchester Village, with its restaurants, shopping, and everyday conveniences, is just a short drive away. An exceptional land offering in one of Southern Vermont's most desirable locations. See MLS Property & Listing Details & 14 images.

$325,000 | 8 Acres | Price Per Acre $0 Woodstock VT Land »

Acres 8   
Sunday Sep 28, 2025
Description: Sweet Spot - 8 acre building lot located within minutes of the Woodstock Village Green! Driveway is in place and a lovely building site has been cleared and power is at site. Wonderful opportunity to build your Vermont getaway or primary residence. Enjoy access to four season recreation, Marsh-Billings-Rockefeller National Park, theatre, arts, dining, shopping and a short commute to all destinations in the vibrant Upper Valley community! See MLS Property & Listing Details & 7 images.

$345,000 | 6.48 Acres | Price Per Acre $0 Woodstock VT Land »

Acres 6.48   
Wednesday Apr 22, 2026
Description: Your dream home starts right here -- with a blank canvas in one of Vermont's most coveted communities. This exceptional buildable lot on Oak Ridge Way presents a rare opportunity to design and construct your ideal residence on a quiet side road in Woodstock. Nestled within a highly sought-after neighborhood, surrounded by million dollar homes, this property offers the kind of setting that inspires architects and homeowners alike. Picture your morning coffee on a wraparound porch, overlooking the existing neighboring pond and seasonal splendor that make this corner of New England absolutely legendary. The generous lot size provides ample outdoor space for landscaping, gardens, recreational areas, or whatever your imagination conjures. A septic permit is already in place and a house site has been cleared removing two of the biggest hurdles in the building process and letting you move forward with confidence and momentum. The surrounding community adds tremendous value to daily life here. Outdoor enthusiasts will appreciate nearby Aqueduct Trails for recreation and exploration, while the breathtaking Quechee Gorge is just a short drive away. The beloved Woodstock Farmers'Market keeps your kitchen stocked with fresh, local goodness all season long or spend the day downtown shopping in the unique shops and restaurants plus it's just a short drive to I89. Opportunities like this in Woodstock don't sit around waiting. Contact us today to learn more about this remarkable lot and start turning your vision into reality. See MLS Property & Listing Details & 19 images.

$350,000 | 11.58 Acres | Price Per Acre $0 Woodstock VT Land »


Price Change! Reduced by $49,000 down 14% on July 14th 2026
Acres 11.58   
Saturday Jun 6, 2026
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. See MLS Property & Listing Details & 12 images.

$395,000 | 8 Acres | Price Per Acre $0 Woodstock VT Land »

Acres 8   
Monday Jun 1, 2026
Description: Rare opportunity to own 8 +/- acres of land in South Woodstock Village with easy access off of Rt. 106. This parcel is being divided off of a 10.87 acre lot. There is a wonderful , open site ideal for building your dream home offering privacy , trails and a short walk to the South Woodstock Country Store, Kedron Valley Inn , dining at the Ransom Tavern and a swim in the Kedron pond ! 5 miles into Woodstock Village , skiing available at multiple resorts including Okemo and Killington as well as local Saskadena Six. Green Mt. Horse Association is around the corner . The year round access to outdoor activities is endless. Call today for more information and a viewing . Subject to completion of the subdivision of the parcel. See MLS Property & Listing Details & 28 images.

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