You are viewing All Upper Valley VT Homes between $500000 and $1000000 dollars.
New Listing!
![Woodstock VT Home for sale $$775,000 $288 per sq.ft.]()
$775,000 $288 per sq.ft. Woodstock VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2688 | Acres: 5.1Tuesday Apr 22, 2025
Description: Peaceful Gully Road Retreat - Just minutes from Woodstock Village Set on 5.1 private acres along quiet and desirable Gully Road, this beautifully updated four-bedroom, two and one-half bath home offers the perfect blend of peaceful country living and convenient proximity to Woodstock's shops, restaurants, and schools. The main level features a light-filled, open-concept layout with a dramatic vaulted foyer, spacious kitchen/living/dining area, a half bath, and a versatile den. Step out onto the expansive wraparound deck--perfect for outdoor dining, entertaining, or simply enjoying the surroundings. Upstairs, the primary suite includes a walk-in closet, private balcony access, and a newly renovated three-quarter bath. Three additional bedrooms, an updated full bath, and a large laundry area complete the second level. Additional features include: * Attached garage with workshop/storage space on the lower level * High-efficiency propane furnace and numerous recent updates including kitchen, bathrooms, and flooring * Two outbuildings: a one-bay barn and a three-bay open garage/shed for ample storage * Outdoor highlights: treehouse; level lawn; two brooks; firepit area; and walking trails A rare opportunity to own a private, move-in-ready property in a sought-after location--just minutes from the heart of Woodstock Village. See MLS Property & Listing Details & 40 images.
Under Contract
![Woodstock VT Home for sale $$795,000 $432 per sq.ft.]()
$795,000 $432 per sq.ft. Woodstock VT Home »
2 Beds | 2 Baths | Total Sq. Ft. 1840 | Acres: 33.16Tuesday Mar 18, 2025
Description: Enchanting cottage perched on a private knoll with short range views. This property consist of 33 acres with a mixture of open meadow and woods for those looking for an afternoon of walking or snowshoeing. It is currently enrolled in the Current Use Forestry program. Stunning perennial gardens enhance the handsome stone walls and stone walk way to the residence. It's a Garden enthusiasts haven with different variety of ferns. This cozy cottage boast 2 bedrooms, 1.5 baths with 2 loft spaces. It's a perfect open floor plan for entertaining with wide pine floors, exposed beams and anchored by a pellet stove in the living room to cozy up with a book on a winter afternoon. This residence has the advantage of being on one level. Large mudroom leads out to a wonderful covered porch or sunbath on the south-facing back deck in the afternoons. There is a large detached 2 bay garage and generator hook up. Just minutes to GMHA and the Kedron Valley Inn. Championship golf, skiing and fly-fishing on the Black River near by. Woodstock Green is approx 6 miles for access to all the stores, restaurants and amenities. It's a lovely cottage being sold by the original owners- come take a look! See MLS Property & Listing Details & 40 images.
$795,000 $469 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1694 | Acres: 0.42Friday Feb 7, 2025
Description: This classic early 20th Century farmhouse with 3 sunny bedrooms and two baths is sited on a quiet Village Street uphill above the Woodstock Elementary School and across from the public playground at Vail Field and the Woodstock Country Club golf course. The home has benefitted from the thoughtful additions of an eat-in kitchen and a front porch where you can enjoy long summer evenings. A comprehensive renovation several years ago opened the main level floorplan to eliminate partitions adapting the house to modern lifestyles. The backyard rises in tiers from the lower level with picnic table and grilling area to an elevated plateau used for expansive vegetable and flowers gardens. Truly a joyful place to call home in the heart of Woodstock's historic community. See MLS Property & Listing Details & 48 images. Includes a Virtual Tour
$845,000 $1,408 per sq.ft. Woodstock VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 600 | Acres: 6.07Monday Jun 6, 2022
Description: Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm office, hay and dairy barns, multiple storage and ancillary structures. Whether looking to engage in the localvore food movement or looking to build a residential home on arguably the most desirable land parcel a stones throw from Woodstock Village, this property has location, setting and features that would be hard to replicate. The upper pasture with easy access has great views, privacy and a commanding location. See MLS Property & Listing Details & 14 images.
$899,500 $282 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $95,500 down 11% on March 18th 2025
4 Beds | 3 Baths | Total Sq. Ft. 3190 | Acres: 2.94
Friday Oct 4, 2024
Description: This stately, rambling gambrel home offers privacy, convenience, antique charm, and room for everyone. Walking distance to the east end of Woodstock village, on 2.9 lush acres including a fenced backyard, a fenced vegetable garden, and extensive perennial beds. The home is a stunning mixture of antique touches and modern functionality, with beautiful built-ins and closet spaces at every turn. The home has a suite of rooms on the first floor that are perfect for a home-based business or studio area (or 2 extra bedrooms plus bonus room), and a one-bedroom full bath (with office & kitchen) in-law suite upstairs with private ground-level access. The main part of the home includes three additional bedrooms, a library, a music room, living room, dining room, two full baths, dressing room, and three-season enclosed porch. The charming eat-in kitchen includes beautiful display cabinets, hand painted tiles, and built-in pantry and laundry. In the stunning custom cherry wood library with marble fireplace and private deck, bibliophiles will find more than enough shelf space for their entire book collection, and a quiet, peaceful setting in which to read. Two readers in the family? The upstairs music room is similarly equipped, also with stunning cherry wood built-ins and detailing. Two staircases provide ample access to the upstairs and contribute to the ambling nature of the home. Walk to restaurants and a river front park! See MLS Property & Listing Details & 32 images.
