Upper Valley Real Estate $5M & Over

MLS Number 4943673

• Residential Single Family
• Construction Existing
• Bedrooms 4
• Bathroom 7
• Square Feet 8,921

High up in the hills above South Woodstock, Little Baldy Hill Farm is set among rolling meadows with sweeping views of the Green and White Mountains. The 295 acre property offers complete privacy, miles of trails through spectacular classic Vermont landscapes, and a compound with every amenity carefully considered. Inspired by travels through Europe, the house was designed with a romantic, and very comfortable, take on country living. Arched windows and hallways, vaulted ceilings, a rounded tower and a great hall with a massive stone fireplace give context to spaces for gathering with friends and family and cozy nooks for reading. The property embraces its setting: taking in the views and light, with French doors inviting a walk in the courtyard gardens and the stone terrace, a splash in the pool, and quiet puttering in the greenhouse. The main house has four bedrooms en suite with a first floor primary and guest suite. The three-level carriage barn has a one bedroom guest apartment on the top floor. A ramp to the second floor allows for the storage of cars and carriages or makes for a great party barn or studio. Also on this level is a 5 stall stable with wash stall. The lower level houses a heated workshop and plenty of room for toys. The grounds include a tennis court, barn and pond and miles to explore. High speed internet. Surrounded by large landowners and yet close to GMHA and the South Woodstock Country Store. 2.5 hours to Boston. Delayed showings until 2.28.23

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

MLS Number 4934539

• Residential Single Family
• Construction Existing
• Bedrooms 7
• Bathroom 10
• Square Feet 11,470

Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and located next to the swimming pond. The main residence, completed in 2010, consists of the center core with porch - for cooking, gathering and entertaining; the owner's quarters with a 2nd floor suite and 2 bedrooms below; the guest wing with 3 first-level bedrooms, second-floor game room and adjacent 8-bed bunk room and a 4-story octagon with wine cellar at the base and flexible multi-use spaces above. All 7 bedrooms are ensuite plus 3 powder rooms. The attached gambrel barn is a professional grade gymnasium with 6-car heated garage underneath. The interior is like a grand lodge in the American West while the exterior with shingles and gambrel barn is traditional New England. The systems and mechanicals are all commercial grade. The finishes and craftsmanship are consistently superb. The atmosphere is relaxed and fun. As a complete fully furnished package, each and every attribute at Star Hill Farm - the location, land, exposure, privacy, views, guest house, barn, pond, residence and gymnasium- is exceptional, creating one of the finest properties in Vermont.

Listed by Christopher Lang of LandVest,Inc/Woodstock

MLS Number 4923048

• Residential Single Family
• Construction Existing
• Bedrooms 5
• Bathroom 6
• Square Feet 6,799

Old Fitch Farm is one of New England's most extraordinary estates. This remarkable residence is sited graciously on a plateau with 1200' of frontage on the Ottauquechee River, and views to Mt Tom and Woodstock Village. The impeccably restored five-bedroom, six BA main residence, four-bedroom, 2 BA guest cottage and impressive three-story horse barn reflect Federal and Greek revival influences of architect Asher Benjamin. The stately foyer in the main residence is centered by a splendid 3-story mahogany staircase, a true testament to the tradition of quality and fine craftsmanship of the era. The formal common rooms on the main level are spacious, elegant and impeccably appointed. The kitchen is spectacular with Italian tumbled marble floors, custom Dutchmade cabinetry, exceptional appliances, and Butler's pantry with custom quartersawn-oak cabinetry. The Grand Primary Suite commands the second floor with a newly added, discreet elevator, his and hers dressing rooms, impeccably appointed bathrooms, and an office. The second level is further completed by two luxurious guest suites. The third level offers two additional guest rooms with a shared bathroom. Central AC, attached, heated three car garage. There is a spectacular hilltop riding ring with bridle paths lacing through the property. A short stroll to the shops, restaurants and galleries of Woodstock Village. Fifteen minutes to skiing. Two hours, fifteen minutes to Boston. Four and a half hours to NYC.

Listed by Danny Kogut and Laird Bradley of Williamson Group Sothebys Intl. Realty

MLS Number 4917483

• Residential Single Family
• Construction Existing
• Bedrooms 5
• Bathroom 6
• Square Feet 11,881

Greystone is one of the region's finest examples of American Shingle Style architecture and one of only a handful of truly world-class homes in Hanover, New Hampshire. Conveniently located within 15 minutes of Dartmouth College and only six miles to downtown Hanover, the property takes full advantage of the privacy and panoramic southerly views afforded by the finely landscaped 13-acre parcel. Established gardens, extensive stonework, and beautiful outdoor spaces distinguish the design. Employing natural wood finishes, generous porches, and asymmetrical structural features to integrate with the natural surroundings, it takes advantage of light, views, and breezes. The multiple levels of the home feature a dramatic central stairwell that culminates in a rooftop observation deck. The five bedrooms, four full and two half baths as well as a perfectly executed guest suite and bunk room combine with both formal and informal gathering spaces that include a magnificent great room, handsomely appointed home offices, a home theater, family rooms, and a workshop. The roughly 12,000+/- square feet of interiors executed at the highest level of fit and finish always feels as inviting and as intimate as the Inglenook that connects the dining area to the main foyer. A covered breezeway attaches the main house to an oversize, three-car studio/garage with a finished heated second floor with a barrel-vaulted ceiling, a full bath, and currently, a large in-home gym.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty