Upper Valley Luxury Homes Over $1 Million

The Upper Valley Region encompasses over 20 towns in Vermont and nearly as many in New Hampshire. Upper Valley real estate provides residents with access to dozens of lakes and rivers, miles of biking, hiking, and skiing trails, several mountains, and countless million-dollar views.

The Upper Valley offers all the amenities and entertainment options you could want or need. Home to Dartmouth College’s Hopkins Center for the Arts, and several local theater companies, the Upper Valley offers all the culture and conveniences you would expect in and around places like Boston or New York City.

Luxury real estate over 1 million dollars in this region offers as much diversity as there are things to do. Choose a stately home in a larger town, a family compound near the Connecticut River, or a vacation retreat nestled among the regions rolling hills. And to get back and forth to these places, there’s even a regional airport with several daily flights to each.

Find your perfect Upper Valley luxury home below or contact Bassette Real Estate Group. One of our experienced brokers or buyer agents will be happy to help you.

1959 Cox District Road, Woodstock, VT 05091

Price$9,250,000

Est. Mortgage: $/month

MLS Number 4429915

  • Residential Single Family
  • Listing Agent Name Richard Higgerson
  • Construction Existing
  • Bathroom 6
  • Bedrooms 9

A modern architectural masterpiece and important work by award winning and internationally recognized architect Rick Joy, Woodstock Farm presents a dramatic shingle and stone house and barn set on over 200 acres of Vermont countryside minutes from the picturesque village of Woodstock and in close proximity to Dartmouth College in Hanover, New Hampshire. The high concept contemporary design is executed with the sharpest attention to craft and draws on the vernacular of the rural northeast. The main residence offers a 152-foot elongated gable house with massive end walls of Lake Champlain bedrock and cedar cladding on the roof and side walls. Set at a subtle angle to the barn, the north facade of the main house engages the purity of the setting and looks out onto a large, deep, spring fed swimming pond and the rolling pastureland, hills and mixed northern hardwood forests that comprise the property.

Listed by Richard Higgerson, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2358 Long Hill Road, Woodstock, VT 05071

Price$5,500,000

Est. Mortgage: $/month

MLS Number 4475560

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

The 468-acre Birch Tree Farm is an unparalleled family recreational retreat offering privacy and a vast array of activities within eight miles of Woodstock. The five-bedroom main lodge offers a generous open floor plan with a well-appointed kitchen and a great room featuring an impressive floor-to-ceiling fieldstone fireplace and tall windows framing the Ottauquechee River Valley. An expansive deck faces the view overlooking the infinity pool, stocked pond, apple orchard and meadow. The three-level bank barn is finely finished in fir, oak and pine with 7 box stalls on the first level, and an extraordinary recreation and media room on the 2nd level. Miles of carriage-width trails connect to the GMHA trail networks, and to the top of 2,409 foot Old Baldy Mountain with 360-degree views and a small private cabin at the summit.

Listed by T Story Jenks and Ruth Sudduth, LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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37 Rope Ferry Road, Hanover, NH 03755

Price$5,500,000

Est. Mortgage: $/month

MLS Number 4705658

  • Residential Single Family
  • Listing Agent Name Leah McLaughry
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

Located on the 18th green of the Hanover Country Club, this property is a landmark home in one of Hanover's finest residential neighborhoods. Sited on almost three acres of land, bordering the Pine Park Nature Preserve, and within close proximity to Occom Pond, the Dartmouth College campus, and downtown Hanover, this gorgeous property is a unique find. Upon entering the home, one is greeted by an entry vestibule that transitions to a large foyer with a graceful front stairway. The west side of the foyer opens to a generously scaled living room with wood burning fireplace, game room overlooking the back yard, and office/den with built-in bookshelves. The east side leads to the spacious dining room perfect for hosting a crowd, a breakfast nook, butler's pantry, kitchen, food pantries, laundry, mudroom and powder room. The second floor has a master suite with walk-in closet and en-suite bath, four additional bedrooms, and two updated and well-appointed bathrooms. The third floor contains another bedroom/playroom, and affords plenty of room for storage. Fully finished office or recreational room above the two car garage. Exterior features include a veranda for outdoor entertaining, al fresco dining and relaxing, mature landscaping and gardens, pergola, detached barn, and beautiful open lawn overlooking the golf course perfect for hosting weddings, reunions, and other events.

Listed by Leah McLaughry, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1095 Eastman Road, Sharon, VT 05065

Price$3,995,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4666522

  • Residential Single Family
  • Listing Agent Name Zoe Hathorn Washburn
  • Construction Existing
  • Bathroom 10
  • Bedrooms 8

EASTAWAY ESTATE - The breathtaking Eastaway Estate sits on 128 acres tucked away on a mountainside at the end of a gated private drive. The elegant main residence and guest house are perched at an elevation of 1,400 feet overlooking the Green Mountains, creating the ultimate country escape. The sophisticated contemporary homes offer the highest quality materials including mahogany ceilings and marble floors. The floor-to-ceiling windows and inviting exterior decks and terraces provide full views of the majestic professionally landscaped surroundings. An extensive trail network winds throughout the rolling, wooded property for walking, snowmobiling, cross country skiing and more. The two homes offer over 9,000 square feet of luxurious living space, including 8 bedrooms, 10 bathrooms, 7 fireplaces, 2 wine cellars, a tasting room and garages for 8 cars. There are 2 outdoor spas, 3 ponds, 2 saunas, and a beautiful in-ground pool. Enjoy sunsets from the mountain top gazebo which offers 360 degree views. This is one of the finest estate properties available in Vermont and provides true privacy while still conveniently located within a 25 minute drive to both Hanover, NH and Woodstock, VT. The interior of both homes was professionally designed and the property is being offered fully furnished.

Listed by Zoe Hathorn Washburn, Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1055/1044 Sayer Road, Barnard, VT 05031

Price$3,950,000

Est. Mortgage: $/month

MLS Number 4609102

  • Residential Single Family
  • Listing Agent Name Stan Butler
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4

Prominent New England equestrian estate located in the hills of Barnard, Vermont a short distance from Woodstock and Hanover, New Hampshire. Circa 1998 6800 square foot main residence with three-car attached garage and spectacular post and beam six-stall barn. 396 acres of managed pasture and forest with 13 miles of riding trails, one of which terminates at a hilltop picnic area with a magnificent 360 degree view a short half-mile ride from the barn. A 2400 square foot caretaker residence with an attached two-car garage and a beautiful seven-stall post and beam barn occupies a hilltop across the road from the main residence. Two ponds complete this perfect setting. The main residence was five years in the building by a local builder renowned for his quality and attention to detail. Furniture-quality woodwork throughout this four-bedroom, six-bath main residence with complete butlers apartment wing. A walkout basement level finished into a large media room and corporate size office/conference room with wet bar and full bath.

Listed by Stan Butler, Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4777 Rush Meadow Road, West Windsor, VT 05089

Price$3,650,000

Est. Mortgage: $/month

MLS Number 4726033

  • Residential Single Family
  • Listing Agent Name Christopher Lang
  • Construction Existing
  • Bathroom 7
  • Bedrooms 4

Sheep Run Farm in West Windsor, is named for the stone walled lanes where Ira Taylor, a prosperous mid-19th century farmer, herded sheep from the barn to the upper meadows. Today, a newly reimagined 2017 4-bedroom plus loft (6-bedroom septic), 6.5 bath farmhouse fits seamlessly into the classic Vermont scenery, just 3 miles to the South Woodstock store, and 8 miles to Woodstock Village. Classic on the outside, hip on the inside, the farmhouse's 1st floor has an open floor plan, with large windows and high ceilings, abundant light and views from every window. Connected buildings include a 2-bay garage, carriage house party barn, wood room and yoga studio. A huge glass door of the three-season carriage barn opens to the stone terrace, while a massive stone fireplace and soaring ceilings make this a remarkable gathering spot for family and friends, and the second floor boasts a comfortable guest suite. EC fiber provides high speed access for this smart-home to control; lights, climate, video, security, and property access via apps from anywhere in the world. The property encompasses all the right elements; the exceptionally beautiful 21+ acres, including views of rolling meadows, Rush Meadow Valley and Mount Ascutney; endless stone walls; apple trees; a cascading brook and two ponds.

Listed by Christopher Lang and Dia Jenks, LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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499 Methodist Hill Road, Enfield, NH 03748

Price$3,488,000

Est. Mortgage: $/month

MLS Number 4726540

  • Residential Single Family
  • Listing Agent Name Richard Higgerson
  • Construction Existing
  • Bathroom 7
  • Bedrooms 4

Located on a site carefully searched for and identified by the current owner for its unique combination of gentle topography, panoramic long-range views and its proximity to downtown Hanover, Dartmouth College and Dartmouth Hitchcock Medical Center, Windswept Farm offers over 53 acres of open, rolling New Hampshire countryside with one of the most impressive and commanding 180-degree westerly views available anywhere in the Upper Valley. The magnificent four-bedroom, 7500 square foot, 21 room main house offers every conceivable amenity and was designed and decorated in sophisticated style and refined taste with the highest attention to detail and the finest level of both interior finishes and systems and engineering. Constructed by G.W. Porter in 2006 and positioned well back from Methodist Hill Road high on a western-facing hillside, this incomparable brick and clapboard home features the finest materials, decorative finishes and a level of luxury rarely found in our region. An equestrians dream barn, heated, with five stalls, all with Nelson waterers, heated tack room, half bath, second floor 100 bale haymow, direct turnout from all five stalls to 9 acres of fenced pasture offers plenty of room for your horses. An expansive patio area surrounding the heated, salt water swimming pool and a three-season screen house with indoor fire pit overlooks the pasture and spring fed pond. An improved woods road runs through a small orchard around the perimeter. Showings start 11/8/18.

Listed by Richard Higgerson, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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42 Claflin Lane, Lyme, NH 03768

Price$3,350,000

Est. Mortgage: $/month

MLS Number 4720411

  • Residential Single Family
  • Listing Agent Name Christopher Lang
  • Construction Existing
  • Bathroom 7
  • Bedrooms 6

Derby Hill Farm in Lyme, NH is the type of property you dream about, but cannot find unless you are willing to spend years from start to finish building your own custom residence on a perfect parcel with exceptional design, quality and craftsmanship. Located on a rise high above the Connecticut river valley, 10 miles from Dartmouth College, this private and serene offering on 80 +/- acres, includes a Smith & Vasant designed 3-bedroom 4-bathroom residence, a 3-bedroom 3-bathroom guest house, and a classic pass through barn with finished second story, all sited around a gravel courtyard flanked by stone walls, granite steps and fieldstone walkways. The land is private and peaceful accessed by a single-lane gravel road maintained and plowed by the town. There are local mountain views to the east, seasonal views of Moose Mountain through the trees to the south, and longer-range views of Vermont to the west. Located only 15 minutes from downtown Hanover, NH, Derby Hill Farm is an exceptional must-see property.

Listed by Christopher Lang and Kristin Claire, LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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37 Brothers Road, Hartland, VT 05048

Price$2,995,000

Est. Mortgage: $/month

MLS Number 4629754

  • Residential Single Family
  • Listing Agent Name Richard Higgerson
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Offering some of the most beautifully managed and meticulously maintained acreage available in Windsor County, Hartland Highlands offers over 279 acres of high, rolling meadows, mixed northern hardwoods forests, four ponds, three brooks, miles of interior roads and trails and multiple developable future house sites in addition to the mid-19th century Cape, guest house and barn complex currently in place. Views from the property extend from Smarts Mountain in Lyme, NH through dramatic near range vistas of Mount Ascutney to the south. Professionally managed by the premier Upper Valley land enhancement company for more than two decades, the quality of the acreage is unsurpassed. The main house and one bedroom guest house are surrounded by copious perennial gardens, antique stonewalls, grandfather maples and sweeping lawns. Multiple barns and outbuildings provide storage space for every conceivable outdoor pursuit. A true legacy property in a location less than 25 minutes from the heart of the Upper Valley, Hanover and Dartmouth College.

Listed by Richard Higgerson, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1055 Sayer Road, Barnard, VT 05031

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4687009

  • Residential Single Family
  • Listing Agent Name Stan Butler
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4

Prominent New England equestrian estate located in the hills of Barnard, Vermont a short distance to Woodstock, Vermont and Hanover New Hampshire. Circa 1995 6500 sq.ft. residence with attached three-car garage and spectacular three-story, six stall post and beam barn. An additional 2000 sq.ft. in the walk-out basement finished into a media room and large conference/office area with a wet bar and full bath. 252+/- acres of conserved and managed forest and pastures with miles of maintained riding trails. The residence was five years in the building by a local builder renowned for his quality and attention to detail. Furniture-quality woodwork throughout this four-bedroom, six-bath residence with complete butler/guest apartment wing. Property also available with 396 acres and a 2500 sq.ft. post and beam caretaker residence. See MLS#4609102.

Listed by Stan Butler, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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535 Peace Mountain Way, Woodstock, VT 05091

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4659067

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5

"PEACE MOUNTAIN" is a private estate with breathtaking views of the Ottauquechee River Valley. Custom built in 2008, Peace Mountain is a spectacular Arts & Crafts shingle style home situated on 183 acres with a vaulted ceiling yoga/recreation room and scenic trails for hiking, snowmobiling, mountain biking and cross country skiing for year round recreation. It is designed for gracious living and offers total peace and tranquility. Spacious gathering rooms open out to a wide veranda surrounding 3 sides of the home with a beautiful stone fireplace and grilling area for 3 season use. The property includes five river stone fireplaces as well as a wood-fired pizza oven in the kitchen to enjoy in winter evenings. Peace Mountain was designed for an active family and extended family and includes a climate controlled hardwood yoga studio/basketball court, rock climbing wall with spectacular views and an expansive storage area for outdoor recreation equipment. Convenient to the Killington Ski area, Dartmouth College and is located four miles from the Woodstock Village. Off private road leading to the house is direct access to VAST snowmobile trails to east and west. Multiple building sites served by underground utilities. Located at the end of a paved private road engineered for New England's rugged weather. The Peace Mountain Ranch is an exceptional property and is ideal for a residence, yoga retreat, corporate retreat, or family gathering compound.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1631 Clifford Farm Road, Sharon, VT 05065

Price$2,900,000

Est. Mortgage: $/month

MLS Number 4711647

  • Residential Single Family
  • Listing Agent Name Dean Goulet
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

Sunrise to Sunset, up on Highland Farm. Often used as a wedding venue, this hilltop setting cannot be matched. 500 acres to explore, offering secluded meadows, hayfields, ponds, miles of trails, managed woodland, glorious views, and end-of-road privacy. The 1993 main house is perfectly positioned overlooking the spring fed ponds and approximately 20 open acres, convenient to the horse stable, equipment barn, and trails. The guest or caretaker house was built in 1984 and features a fantastic view from the open floor plan. Main farmhouse is furnished and includes many additional items.

Listed by Dean Goulet, Dunrovin Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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