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Greater Woodstock VT Area Luxury Real Estate Over $2 Million

The Woodstock area is well-known for Multi- Million dollar Vermont homes and horse country. Founded in 1926, the Green Mountain Horse Association’s mission is "good horsemanship and respectful stewardship of our surrounding land." Public access to miles of trails are provided by generous landowners, and maintained by GMHA. The Kedron Valley Stables provide surrey and sleigh ride, guided trail rides, boarding and riding lessons. The GMHA and Kedron Valley Stables are both located in South Woodstock VT.

The setting for Woodstock’s Wassail Weekend is a winter wonderland blanketed in snow, glistening with lights, and wrapped in ribbons. The GMHA Wassail Parade features over fifty horses and riders dressed in period holiday dress. Wassail events include historic and open house tours, crafts, concerts, a holiday reading and a Medieval Feast hosted by the Woodstock Inn with entertainment by the YOH Theater Players.

You already know the millions of reasons to make the Woodstock area home. Let us guide you to finding the Vermont horse property or luxury estate home that best suits you. Pick up the phone!

Found 17 listings using search criteria.
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$9,850,000
Bedrooms 5
Bathrooms 4
Sq. Ft. 5564
Year Built 1805
Acres 104.00
MLS # 4008791

Uphill Farm is an impeccably renovated, turnkey Gentleman's Farm on 104 acres of stunning countryside. A classic Vermont property, it includes an impeccably renovated five bedroom, c1805 main residence and four-bedroom guest house, barns, outdoor riding arenas, all convenient to the village of Woodstock. Offered complete with furnishings, stock and equipment.

$4,935,500
Bedrooms 4
Bathrooms 9
Sq. Ft. 15000
Year Built 2006
Acres 33.00
MLS # 4023249

Through the proper use of traditional design and native materials, the residence and barn at Stonemeadow have a well established feel. The house and barn are ideally sited taking full advantage of southeastern exposure and long range views. The stonehouse and surrounding extensive stonewalls are all constructed using stone from the site. The four bedroom residence has been designed along vernacular lines and yet is absolutely state of the art in terms of systems, fixtures and appliances. The nineteen rooms include library, formal dining room, full wet bar, wine cellar with tasting room, exceptional gourmet kitchen with pantry, multiple fireplaces, two home office/dens, screened porches, master bedroom suite with two dressing rooms and separate laundry. The barn features heated tack room, four stalls and full hay storage. The grounds embrace a beaver pond, year round brook with waterfalls, apple orchards and a good mix of woodlands and open pasture on 33 acres.

$4,200,000
Bedrooms 5
Bathrooms 5
Sq. Ft. 5990
Year Built 1782
Acres 172.62
MLS # 4134002

Wyman Hill Farm - 1782 Georgian Colonial set on 172 magnificent acres. A rare opportunity to acquire one of Woodstock's most prestigious historic estates. The extensive and tasteful renovation has enhanced the charm and function of this light filled extraordinary country home. Superb detailed woodwork including original hand carved 18th century raised panel wainscoting. Seven wood burning fireplaces, many with antique delft tiling surrounds. The hub of the house is the well appointed country kitchen with chestnut center island, elevated fireplace and comfy gathering area. Stunning reclaimed and original wood flooring throughout. Enjoy the sunsets from the pond side loggia. Rebuilt antique stone walls line the country lane and meander through the interior of the land, along the extensive carriage road-trail network. Sweeping meadows and long range southerly views abound. The rustic cabin and new carriage barn gracefully complement this one of a kind property.

$3,850,000
Bedrooms 5
Bathrooms 8
Sq. Ft. 9500
Year Built 1996
Acres 855.00
MLS # 4004294

A carefully crafted stone home designed to provide elegant comfort for family and friends, sited on an astonishing 855 varied acres to overlook its spring-fed pond and then over a quiet private valley. Town road terminus and then at the end of a long private drive, Gracemere offers a haven of tranquility, gracious lifestyle, and its own private world. Adjoins MLS 2637886 and MLS 4141951

$3,490,000
Bedrooms 4
Bathrooms 6
Sq. Ft. 7265
Year Built 2008
Acres 24.33
MLS # 4155453

Overlooking its own swimming pond, open pastures with barn, and spectacular views to Mt Ascutney Stone Meadow Farm offers beautiful natural surroundings, a home of comfort and great style providing the opportunity for gracious entertaining and generous accommodation for family and friends. Porches wrap the house on two sides to take in the views and open to a wonderful Great Room featuring a stone fireplace and beautifully crafted and fully equipped bar. Formal DR adjoins the gourmet cook's kitchen, three luxurious bedrooms (master suite is 36x28 with two baths ensuite) as well as caretaker's apartment are on the second level, media room, home office and laundry center complete the finished lower level. In addition to front and rear stairs, a beutifully crafted elevator serves all living levels. An exceptionally fine country property!

$3,250,000
Bedrooms 7
Bathrooms 6
Sq. Ft. 10280
Year Built 2008
Acres 20.00
MLS # 4076232

Top-of-the-mountain privacy & custom-built timberframe residence in desirable Barnard VT. Fabulous views for miles in all directions. Completed in 2008, gorgeous open architectural design with views from every room and a mix of gathering and private spaces. Private end of drive setting; Amenities including custom gourmet kitchen, stone fireplace, spa with hot tub, steam shower, exercise room & more; Custom detailing throughout; Rustic guest/caretakers house on entrance drive for protection/privacy. Overbuilt mechanicals, attached 3 car garage, porches and decks; 5 mins to Barnard Silver Lake, 18 mins to Woodstock, 30-40 mins to Dartmouth/Hanover, Killington skiing and private airport facilities.

$3,200,000
Bedrooms 5
Bathrooms 8
Sq. Ft. 9500
Year Built 1996
Acres 163.96
MLS # 2623294

A carefully crafted stone home designed to provide elegant comfort for family and friends, sited on 163.96 varied acres to overlook its spring-fed pond and then over a quiet private valley. Town road terminus and then at the end of a long private drive, Gracemere offers a haven of tranquility and gracious lifestyle. Offered w 855 acres for $3,850,000. Adjoins MLS 2637886 and MLS 4141951

$3,150,000
Bedrooms 5
Bathrooms 3
Sq. Ft. 2400
Year Built 1805
Acres 140.00
MLS # 4019472

Big, big, view from this historic Vermont hill farm. 140 acres, barns, indoor & outdoor riding arenas, stable, equipment sheds, caretaker's house, rustic camp on mountain trout pond. 3 miles of maintained trail system climbing to Saddlebow Rock at 2300'. 360 degree view. Outdoor living room, with unfinished space for future master bedroom suite w/ fireplace. 3 current bedrooms, 2 being used as offices. Original flooring and paneling.

$2,985,000
Bedrooms 4
Bathrooms 6
Sq. Ft. 8500
Year Built 1791
Acres 12.00
MLS # 4023208

The 1791 center chimney Cape farmhouse represents a two year restoration and remodeling that focused on retaining all of the original fabric of the main house while using it as a basis for the expansive additions. The owners are dedicated antiquarians who have paid particular attention to authentic detail while incorporating all the best amenities for todays lifestyle. From the gourmet kitchen to the sunroom to the library to the screened porches, this residence has a wonderful feel, very sensible flow and a total integration with the land. The 12 acres has all of the most requested characteristics, good views, open pasture, mature apple orchard, a year round brook that feeds 3 ponds with a final waterfall, mature wood lands that support a wide array of wildlife. The immediate landscaping around the residence includes stone and brick patios surrounded by perennial flower beds. And finally there is a side hill barn with high drive featuring a tack room and three horse stalls.

$2,950,000
Bedrooms 4
Bathrooms 6
Sq. Ft. 4856
Year Built 2003
Acres 60.50
MLS # 4145826

Finch Hill- A magnificient european inspired estate with lovely south facing views overlooking the village of Barnard. Nestled on 60 +/- gentle acres with spectacular open meadows, luscious fern groves, beautiful perennial gardens, apple trees, handsome stonewalls and a spring fed pond. A second home site identified with stunning southwesterly views. Enjoy complete privacy and tranquility on this perfectly manicured estate. Built in 2003, this meticulous residence is comprised of gracious sun-lit rooms, beautiful antique elm flooring, two elegant wood burning fireplaces, kitchen fit for a chef with 2 walk-in pantries. Enjoy entertaining: open floor concept with handsome french doors onto a lovely stone terrace from family room or the bar room that incorporates an antique soapstone sink. Exquisite craftsmanship throughout the dwelling: 11 foot ceilings, custom iron balusters on stairwell, handsome mahogany doors and cobblestone parking area.

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