Upper Valley Luxury Homes in Vermont

Find beautiful luxury homes in the Upper Valley of Vermont. Whether you are looking for a private estate in Woodstock or beautiful acreage in Hartland, Bassette Real Estate Group can help you find the right property for you.

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1959 Cox District Road, Woodstock, VT 05091

Price$9,250,000

Est. Mortgage: $/month

MLS Number 4429915

  • Residential Single Family
  • Bedrooms 9
  • Bathroom 6
  • Area Valley
  • Stories 1

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

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Bassette Real Estate Group
611 Route 12
Hartland VT, 05048
Office: 802.457.2244

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.42% last updated on Apr 12, 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, Woodstock, VT 05071

Price$6,900,000

Est. Mortgage: $/month

MLS Number 4475560

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Area Rural
  • Stories 2

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

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Bassette Real Estate Group
611 Route 12
Hartland VT, 05048
Office: 802.457.2244

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.42% last updated on Apr 12, 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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336 Stone Bridge Way, Woodstock, VT 05091

Price$3,975,000

Est. Mortgage: $/month

MLS Number 4509981

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 6
  • Area Rural
  • Stories 2

Magnificent South Woodstock family compound! The estate is composed of a main residence, substantial guest home and 22.5 acres with long views. The Adirondack style main residence is constructed to the highest standard, by one of Woodstock's premier builders. A well conceived floor plan presents both generously sized common gathering areas as well as quieter private spaces. Family members, of multiple generations, are comfortably accommodated. Large bedroom suites, on 2 levels, can provide adult guests with privacy. All the expected amenities! On the lower level is the truly extraordinary private bar/entertainment area, a large 40x12 exercise room, a hot tub room, with shower, and a workshop, with space for all the motorized toys! The detached 9 room, 3 bedroom guest house is private and substantial. A beloved family compound! well sited, on 20 acres of land, at the end of a private lane, with long views of distant mountains.

Listed by John Wetmore, William Raveis Woodstock

{$agent->Name}

Bassette Real Estate Group
611 Route 12
Hartland VT, 05048
Office: 802.457.2244

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.42% last updated on Apr 12, 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, Barnard, VT 05031

Price$3,950,000

Est. Mortgage: $/month

MLS Number 4609102

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 6
  • Stories 2
  • Construction Existing

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

{$agent->Name}

Bassette Real Estate Group
611 Route 12
Hartland VT, 05048
Office: 802.457.2244

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.42% last updated on Apr 12, 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$3,275,000

Est. Mortgage: $/month

MLS Number 4659067

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 6
  • Stories 3
  • Construction Existing

"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 and Andrew Holson, Snyder Donegan Real Estate Group

{$agent->Name}

Bassette Real Estate Group
611 Route 12
Hartland VT, 05048
Office: 802.457.2244

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.42% last updated on Apr 12, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

1484 Bowman Rd, Barnard, VT 05031

Price$2,995,000

Est. Mortgage: $/month

MLS Number 4608693

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 8
  • Stories 1.5
  • Construction Existing

Built in 2010, this expanded custom stone Cape - StoneMeadow, is sited in a private meadow on 33 acres in the beautiful Barnard countryside. The 4-bedroom, 8,785 square foot residence has a high level of craftsmanship in a classic Vermont vernacular designed for modern living. The large chef's kitchen has an open floor plan with a warm comfortable sitting area with Rumford cooking fireplace and beehive oven. The rooms transition in size from intimate library and office to the large great room, and include a wine cellar, full wet bar and a recreation room on the walk out lower level. A brick terrace just off the kitchen is a perfect summer gathering place. Outside features include the 2-level bank barn, designed with a drive-in bay on the 1st level and 4 stalls, heated tack room with bathroom, and drive-through access. The landscape includes beautiful lawns, fieldstone walls, an established apple orchard, pond, and a large meadow. Swimming and boating is just 2 miles distant at Silver Lake, as well as dining at the Barnard Inn or a visit to the Barnard Country Story.

Listed by Christopher Lang and T Story Jenks, LandVest, Inc/Woodstock

{$agent->Name}

Bassette Real Estate Group
611 Route 12
Hartland VT, 05048
Office: 802.457.2244

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.42% last updated on Apr 12, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

37 Brothers Road, Hartland, VT 05048

Price$2,995,000

Est. Mortgage: $/month

MLS Number 4629754

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Area Rural
  • Stories 1.5

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

{$agent->Name}

Bassette Real Estate Group
611 Route 12
Hartland VT, 05048
Office: 802.457.2244

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.42% last updated on Apr 12, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

591 High Pastures, Pomfret, VT 05091

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4665909

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 1.5
  • Construction Existing

Otis Hill Farm is an iconic Vermont place. The New England Cape farmhouse and variety of agricultural barns with different shapes defining their purpose are surrounded by fields and forests retaining the character of the working landscape rapidly disappearing in the 21st century. The 227.5 acres ranges in elevation from 1360' to frontage on the Ottauquechee River. The land is comprised of roughly 184+/- acres in the township of Pomfret and 43.72 in Hartford. Views range from close and intimate to extraordinary and distant over river valleys and west to Woodstock Village, south to Mt. Ascutney and east over the Connecticut River to New Hampshire's White Mountains. The farmhouse has functional mechanical systems and is structurally solid; however, it is aesthetically dated with features that reflect an emphasis on utility. 'if it ain't broke...' as the saying goes. The land is spectacular, diverse and accessible by trails and old woodland roads. This is an opportunity to purchase a wonderful part of history and preserve it for all time.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

{$agent->Name}

Bassette Real Estate Group
611 Route 12
Hartland VT, 05048
Office: 802.457.2244

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.42% last updated on Apr 12, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

1055 Sayer Road, Barnard, VT 05031

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4687009

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 6
  • Stories 2
  • Construction Existing

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

{$agent->Name}

Bassette Real Estate Group
611 Route 12
Hartland VT, 05048
Office: 802.457.2244

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.42% last updated on Apr 12, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

327 Fletcher Schoolhouse Road, Woodstock, VT 05071

MLS Number 4644250

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Stories 2
  • Construction Existing

Bybrook Farm is a picturesque country estate , built in 1797, and completely restored with historic integrity and deluxe amenities, including custom hand planed cabinetry and finishes , reclaimed wood floors , hand hewn beams and decorative painting by renowned artist Kevin Paulsen. Sited on 26 acres, with an exquisite brook that meanders throughout the property and leads to a picturesque spring fed pond .Gorgeous and varied regional views. A rare combination of brook, pond, rolling hills, forest, mature gardens, and original stone walls, complete with charming farmhouse , classic wooden bridge and quintessential Vermont red barns. A moments stroll to historic hamlet of South Woodstock and nationally acclaimed Green Mt. Horse Association equestrian center . The best of serene country living with easy access to downtown Woodstock and nearby equestrian, golfing , tennis, skiing, restaurants, spa and fitness facilities. 5 bedrooms in the Main House, and Guest House and 2 separate kitchens provide for cozy relaxation or entertaining friends and relatives. Settle in on the stone terraces or open air porches that overlook the rushing brook ; swim , fish or relax by the serene pond; take a nature walk in the forest ; ice skate on the pond ; snow shoe or cross country ski right out your back door. Enjoy the best of spring wildflowers , summer sunshine , fall foliage and winter wonderland in this unique property. Fun for two or twenty , with separate spaces for all to enjoy !

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

{$agent->Name}

Bassette Real Estate Group
611 Route 12
Hartland VT, 05048
Office: 802.457.2244

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.42% last updated on Apr 12, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

2912 Route 12 Road, Barnard, VT 05031

Price$2,900,000

Est. Mortgage: $/month

MLS Number 4672496

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 6
  • Area Rural
  • Stories 4+

"TWIN PONDS" - The land component of Twin Ponds is a private and pastoral setting on 52.2 acres with two ponds, open high meadows with lovely views of distant hills, two streams with waterfalls that course through the property (and by the main house and guest house) and a new post-and-beam barn with horse stalls, chicken coop and room for tractors and other motorized toys. The main residence has a post & beam great room with 25-foot stone fireplace and views, beautiful eat-in gourmet kitchen, large master bedroom suite, large downstairs game/rec/office space and bedrooms to sleep 15+. The “Gristmill” guest house is nearby complete with open living/dining/kitchen, full bath and bedroom - and has a separate water source from a gushing Vermont spring. The land is in Vermont Current Use conservation program, comprised of woodlands, open meadows, stone walls, apple trees, wildlife pond and separate swimming pond. Appalachian trail is nearby. First rate mechanicals include full back-up generator, six bedroom septic, full security system and more. This property has a Woodstock postal address and phone number and is 9 minutes to the town green in Woodstock Village and easy access to ski resorts and Hanover/Dartmouth.

Listed by John Snyder and Andrew Holson, Snyder Donegan Real Estate Group

{$agent->Name}

Bassette Real Estate Group
611 Route 12
Hartland VT, 05048
Office: 802.457.2244

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.42% last updated on Apr 12, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

6310 Bryant Road, Hartland, VT 05071

Price$2,850,000

Est. Mortgage: $/month

MLS Number 4693928

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 2
  • Construction Existing

"HUBBARD FARM” - Fully renovated, classic, historic hilltop farm property on +/- 130 acres with long-range mountain views of Killington, a swimming pond, tennis court, open meadows and a 3-mile private trail network - much of which is maintained in a Vermont Current Use conservation program. The recently and beautifully fully renovated residence has hip, contemporary styling, a large gourmet kitchen, two den/family rooms, a private dining room, expansive wrap around porch oriented to take in the view, downstairs recreation room, 5 fireplaces, radiant heat throughout, MBR with bath and steam shower, and other fully renovated bedrooms and baths. Russound speaker sound system throughout the first floor and porch. Large breezeway leads to the huge historic post-and-beam barn that presently serves as a garage. Located approximately 7 minutes from the village green in Woodstock, Vermont - with end of road privacy - this property has access only from Woodstock, a South Woodstock mailing address and emergency services, but is legally located in the town of Hartland. Truly a special property and residence with all the features most desirable in a Vermont getaway, relocation or retirement home.

Listed by John Snyder and Andrew Holson, Snyder Donegan Real Estate Group

{$agent->Name}

Bassette Real Estate Group
611 Route 12
Hartland VT, 05048
Office: 802.457.2244

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.42% last updated on Apr 12, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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