Upper Valley Farms for Sale

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, LandVest,Inc/Woodstock

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, 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, Williamson Group Sothebys Intl. Realty

MLS Number 4895993

• Residential Single Family
• Construction Existing
• Bedrooms 6
• Bathroom 8
• Square Feet 5,142

Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town's finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort and convenience. The first level of the original home features generous spaces for entertaining and cozy, intimate rooms for quiet reflection. Original wide pine plank floors, oversized 6/6 windows, formal parlor and library each with a working fireplace. There is potential for a first-floor primary suite. The main house is further completed by 3 ensuite bedrooms and laundry on the second level, and two guest rooms with a shared bathroom on the third. The magnificent, attached c1750 oak gunstock post and beam barn frame was disassembled, imported from Hampshire, England and added to the home in the 1980's, providing a Great Room beyond compare. Anchored by a massive stone fireplace, Palladian windows and a well-appointed chef's kitchen, all located on the main level. There is a guest suite, three car garage, and courtyard entrance on the walk out lower level stepping out to lovely, landscaped grounds and gardens.

Listed by Carol Wood and Danny Kogut, Williamson Group Sothebys Intl. Realty

MLS Number 4937127

• Residential Single Family
• Bathroom 5
• Construction Existing
• Bedrooms 8
• Square Feet 3,748

Sense of place - the Lewis Farm: The classic Vermont farmstead with an iconic big red barn above Green Mountain Horse Association, the Lewis Farm's 130 acres of hayfields and woodlands span the Kedron Valley hillside just outside the village of South Woodstock. The legacy of stewardship by the Lewis family started in 1940: tending the land, restoring the spectacular barn and converting its lower level to well-planned stabling, conserving the most visible 30 acres along the road, and epitomizing the sense of community and engagement that characterizes South Woodstock and GMHA. Along with the 3-bedroom brick farmhouse, riding ring, tennis court and smokehouse, a light-filled 2-bedroom contemporary takes in the views, and a south-facing studio is set into the hillside. The houses and studio invite thoughtful renovation to meet the quality of the site: its woodlands, hayfields, and farm pond, threaded by trails and farm roads to high meadows with valley views. The beauty of the land, authenticity, and character distinguish this generational offering. No showings November 24-26

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

MLS Number 4949295

• Residential Single Family
• Construction Existing
• Bedrooms 6
• Bathroom 7
• Square Feet 9,352

Extraordinary opportunity to own one of the 'finest homes in the Upper Valley' formerly known as 'Gilnocky Farm' located in Windsor, the 'Birthplace of Vermont' is private yet convenient to I-91. This home built in 1810 has a wonderfully understated Federal exterior; the interior which was later renovated in the Georgian Revival style, offers 9352 sq ft of living space. Character abounds in large rooms, accented by beautiful 'wavy glass' windows complete with Indian shutters & 'pumpkin pine' floors original to the house. The subtle detail of fine craftsmanship is evident throughout. 10' ceilings, natural light, a lovely foyer, 6 fireplaces, 6 bedrooms, 7 baths, a south facing porticoed porch overlooks the 217.82 acres offering an in-ground pool, 6 car garage, stables w/ 9 stalls, 3 bay closed equipment shed, tennis court, perennials, lawns & pastures, woods and 4-5 miles of equestrian trails. Property is served by town water & sewer, enrolled in the VT current use program and conserved with Upper Valley Land Trust.

Listed by Dana Waters and Paula Waters, Dark Horse Realty

MLS Number 4953523

• Residential Single Family
• Construction Existing
• Bedrooms 3
• Bathroom 3
• Square Feet 2,329

This classic Yankee Barn home is sited on a plateau protected from the north providing sweeping views over South Woodstock to Mt. Ascutney and beyond. The expansive glass windows and sliding doors open onto wide deck & an adjacent covered porch to enjoy the seasonal fine weather. A handsome multi-purpose horse barn and equipment shed are generously sized for recreational equestrian & farm use with open fields & pastures offering supplemental grazing areas. The open post & beam great room is spacious with gathering spaces framing the field stone fireplace with a secluded study or occasional bedroom adjacent. A private loft and bedrooms are on the upper level. Designed for comfortable country living & to take best advantage of the extraordinary world surrounding you. Flowering trees, shrubs and a luminus birch grove accent the elegant natural landscaping. Located in the heart of horse country.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty