Upper Valley Vermont Homes with Virtual Tours

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 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 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 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 of Williamson Group Sothebys Intl. Realty

MLS Number 4949146

• Residential Single Family
• Construction Existing
• Bedrooms 4
• Bathroom 9
• Square Feet 10,030

In the heart of Vermont's Green Mountains, on over 30 acres of open pastures, StoneMeadow is an authentically reproduced 2nd period American Stone Cape with clapboard additions created by aficionados of the form and its history. Custom-built and completed in 2010, a secure gated entry and private drive lead to an elevated position from which the approach, the four-stall horse barn, and most of the 33 acres can be observed. The home is sited to take full advantage of southeastern exposure and local views. Executed with a devotion to the highest and most exacting degree of reproduction, the owners looked to the classic 1780s Capes constructed by Scots craftsmen that dot Windsor County; the National Register of Historic Places refers to this part of Windsor County as “the stone house belt of Vermont.” Seamlessly combining a convincing period experience inside and out, with the state-of-the-art systems and amenities that can only be found in 21st-century construction, the owners employed their four decades of housewright experience in the property's creation. From hand-chamfered white pine floors finished with square-head, forged nails, hand-planed surfaces, and hand-struck hardware, to the highest-grade kitchen including French cooktop, warming drawers, and steam oven, Wolf and Sub-Zero appliances, all overlooking the ducks, pond, and waterfall, StoneMeadow is an incomparable home in one of Vermont's most well-loved towns, an ark of safety and the ideal country retreat

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

MLS Number 4951694

• Residential Single Family
• Bathroom 5
• Square Feet 6,403
• Bedrooms 4
• Construction Existing

Designed by AIA award-winning architect Lewis Davis, of the New York firm Davis Brody Bond in 1976, whose work ranged from modernist skyscrapers to the renovation of the Reading Room at the New York Public Library, High Birch's sleek white design is striking in Vermont's green hills. Davis firmly believed in the power of architecture to enrich people's lives, and that ethos is evident in every aspect of this magnificent property. A drive wends its way through rolling meadows with stunning views to provide a sense of sanctuary, only 2.5 miles from Woodstock village. One of the standout features of High Birch is the abundance of natural light that floods in through the tall windows, illuminating the interior and framing breathtaking views of the surrounding mountains. The split-level design creates intimate spaces perfect for reading, reflection, or simply taking in nature. During winter, the entire family can gather around the fireplace, while the stone terrace becomes the perfect venue for outdoor entertaining during summer. Recent renovations by Studio Nexus added a contemporary touch to the kitchen, living room, bathrooms, and offices while still preserving the essence of Lewis Davis' original intent. The kitchen was designed by Deane. The home comes fully furnished, ready for you to move in and make it your own. There is a two car attached garage, storage barn and high speed internet. It is 6 miles to Saskadena and 34 miles to Killington for skiing. SHOWINGS BEGIN MAY 12

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

MLS Number 4917788

• Residential Single Family
• Construction Existing
• Square Feet 10,206
• Bedrooms 10
• Bathroom 15

A handsome Federal Greek Revival built in 1831 by Joel Eaton, Three Church Street is at the heart of the picturesque village of Woodstock, voted the most beautiful town in America by Conde Nast Traveler. The house is rumored to have been a stop on the Underground Railroad and local lore has it that General Lafayette slept here. The east wing was added in the 1860s and was a recovery home for civil war veterans. Set on just under two acres with 249 feet on the Ottauquechee River, the exquisitely renovated house has maintained its historical integrity while adding modern amenities such as en-suite bedrooms and air conditioning. The two-acre property has been meticulously maintained and is in exceptional, move-in condition. It comes completely furnished and includes an in-law apartment and guest apartment. An expansive porch looks out over a private back lawn that gently slopes down to the river with views of Mt. Tom. The outdoor areas have a sense of space with the added pleasures of perennial gardens, a heated pool and fire pit. Head out the front door and walk to locavore eateries, theatre, the weekly summer farmer's market on the Green, shops and the Marsh-Billings-Rockefeller Historic Park with 20 miles of trails to explore on foot, by horse or snowshoes. A day of skiing at Suicide Six or Killington or gravel bike riding on the scenic dirt roads are all close by. Come home. Breathe. Relax. Rock on the porch. Cozy up by the fire. Shown by appt only with 24 hour notice

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

MLS Number 4882340

• Residential Single Family
• Construction Existing
• Bedrooms 6
• Bathroom 6
• Square Feet 7,619

Weddings, events, retreats; this property can be reimagined as a boutique hotel, retreat center, or stately residence! Located minutes from Woodstock, in quintessential Barnard, the attractive and welcoming “Barnard Inn” has been a fine residence since 1796 and in recent times has been well known for catering many distinguished destination Vermont wedding events! Being commercially sound with all permitting and infrastructure in place, many turnkey opportunities exist! Nestled on 10 acres are manicured perennial gardens, lush meadows and working gardens. Walking paths lead to a secluded romantic wedding site at a pond! Owners have created an extensive and appealing private residence within the main brick building. Enter up stairs to a deck, and you'll walk into a sprawling designer kitchen. Continue on to a large living room, 5 bedrooms, family rooms and private spaces. The main building front entrance leads to 3 historic elegant formal dining rooms and an updated state of the art professional kitchen. Down the hall is a tavern, with 2 dining areas and a classic tavern bar. Large windows overlook the garden and fire pit area. A detached barn presents a dramatic turnkey event venue! Newly renovated studio apartment below the event barn is perfect for guests who value private space. It is currently used as a highly popular short-term Fine dining and event hosting is established! Transformation into a private estate residence is a potential use!

Listed by John Wetmore of William Raveis Woodstock

MLS Number 4947973

• Land
• Village Quechee
• Acreage 440
• Area Other
• Utilities None

A majestic 440 +/- acre property located in historic Quechee, Vermont. This expansive wooded lot offers fantastic development potential but may also be suitable for one of a kind Vermont family estate or conservation. Owners have done extensive visioning with renowned planning firm Hart Howerton to identify the framework for an exclusive 10 home community. Incredible variety of home sites with potential for expansive view corridors and access to an incredible trail network. An ideal Upper Valley location within sought after Quechee Lakes Resort offering access to world class amenities including golf courses, a ski resort and a gorgeous club. Close to Dartmouth, Woodstock and around 2 hours from Boston. An amazing Vermont oasis that could be yours.

Listed by The Gardner Group and David Parsons of RE/MAX North Professionals

MLS Number 4932341

• Residential Single Family
• Square Feet 1,456
• Bathroom 2
• Construction Existing
• Bedrooms 2

This extraordinary 115 acre property, located in the towns of Woodstock & Hartland, offers the perfect mosaic of qualities that buyers are looking for. The acreage is unencumbered and presents the perfect opportunity for a family estate, future development or equestrian opportunities with grass covered hillsides, trail systems and the GMHA just 3 miles away. The diverse topography of the property with trails throughout has an easily accessible summit offering a unique homesite location with spectacular unobstructed panoramic long range views that can be captured from sunrise to sunset. For the winter sports enthusiast, you have it all right here. The extensive trail systems can be combined for snowmobiles, nordic or alpine skiing. The level of stewardship is evident from the maintenance of the extensive trail systems, existing structures and grounds to the main pond that is deep and well stocked. The structures include a very comfortable two story cottage with long vista views, a large barn/garage, two stall horse barn with run-in and a split rail fenced area. There is also a three sided oversize pole barn currently being used for equipment storage located at the end of one of the trails. The property is accessed off a municipal road via (3) gated entry points. A gazebo at the summit takes in nearly 360 degree long range views providing the idyllic setting for a substantial residence. The properties captivating views and trailed woodlands stand ready to implant your vision.

Listed by Roger Danyew of Diamond Realty