Woodstock Luxury Homes Over $1 Million

Woodstock, Vermont boasts exceptional properties valued at over 1 million dollars. Many of these beautiful homes, estates, compounds, and upscale farms have gorgeous views of the Green Mountains and the surrounding area.

A private luxury home in Woodstock offers peace, quiet, and tranquility while still being just a short trip to all that Woodstock offers. This includes fine dining, golfing, hiking, fishing, and other outdoor activities, cultural events at Pentangle Arts in Woodstock Town Hall Theater, and a deep sense of community. Other venues and amenities are close by in the Upper Valley.

A luxury estate in Woodstock offers you all the culture and conveniences you would expect in and around places like Boston or New York City but in a small town, beautiful setting.

Whatever type of property you are looking for in Woodstock, VT—a vacation retreat, a family compound, a country estate, a gentleman’s farm or an investment property, Bassette Real Estate Group’s knowledgeable and experienced brokers and buyer brokers can help you find your ideal luxury home. Contact us today!

 

 

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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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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327 Fletcher Schoolhouse Road, Woodstock, VT 05071

MLS Number 4644250

  • Residential Single Family
  • Listing Agent Name Carol Wood
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

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

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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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486 Benedict Road, Woodstock, VT 05071

Price$1,500,000

Est. Mortgage: $/month

MLS Number 4675093

  • Residential Single Family
  • Listing Agent Name Terry Davis
  • Construction Existing
  • Bathroom 7
  • Bedrooms 6

“Spring Hill Farm” located in the heart of Vermont's equestrian region. The renowned Green Mountain Horse Association and all the events are just up the road. This amazing property offers a 3,040 sq. ft. vintage 1820 stone cape, which has been elegantly restored while keeping the authentic charm and architectural beauty. The gourmet kitchen has stainless steal appliances, brick flooring, and pantry, along with a fireplace keeping a true country feeling. The formal dining room walls have hand painted murals, and the large gathering room, perfect for entertaining, has vaulted ceilings with hand- hewn beams and built-ins. The house is set up with 4 bedrooms, 5 bathrooms, along with 5 wood burning fireplaces. The views of the barns and pastures can be had from most every room. Included is a 3,000 sq. ft. reclaimed barn of the same era that has been beautifully restored serving as a 3-bedroom guesthouse. The guest barn has a 2 story stone fireplace, wide pine floors, full kitchen, and a generous loft with a ¾ bathroom. On the lower lever are 2 additional bedrooms, a full bathroom, and a recreational room. To complete the package is a 5-stall barn with multiple fenced pastures. With over 6,000 sq. ft. of living space there is plenty of privacy for everyone. A truly idyllic piece of Vermont! The town office has the house listed as a 3 bedroom and the guest barn as a 2 bedroom; currently the house is set up with 4 sleeping areas and 3 in the guest barn.

Listed by Terry Davis, Engel & Volkers Okemo-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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1096 Prosper Road, Woodstock, VT 05091

Price$1,495,000

Est. Mortgage: $/month

Pending

MLS Number 4699235

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

Fabulous private timberframe residence on 34.29 acres with long-range south-facing views and direct walking access to the Marsh-Billings-Rockefeller National Park, which abuts to the east. The residence was completed in 2005 and boasts an oak timberframe and reclaimed barnboard floors. The great room has vaulted ceilings, two fireplaces, looks out at the long-range view and opens to the gourmet kitchen, beyond which is the mudroom and powder bath. With a four-bedroom septic in place, the house is currently designed as a three-bedroom residence, with each bedroom having an ensuite bath. Wonderful south-facing covered porch, side screen porch and detached 2-car garage. All expected modern mechanicals including backup generator, radiant heat throughout (except MBR), a fire sprinkler system, security system. Totally privately situation yet easy access - just 2 minutes to the Woodstock Farmers Market, 5 mins to Woodstock Green and 20 mins to the Killington Skyship.

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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4 The Green, Woodstock, VT 05091

Price$1,495,000

Est. Mortgage: $/month

MLS Number 4702840

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 7
  • Bedrooms 10

This elegant 1827 stone federal-style former residence is located on a quiet corner of the Woodstock Green and is one of village's historic properties. A complete renovation of the 6,800 square feet in 2010 brought back the impressive period finishes, and provided space for 5-6 office suites (3 kitchenettes) and a 4-bedroom 3rd floor apartment. The zoning, overall floor plan, large rooms, and high ceilings open the possibility for a single or multi-family property. Ten private parking spaces are located at the back of the building accessed from Mechanics Street. The building is zoned Central Commercial and has town water & sewer. 94% occupancy.

Listed by T Story 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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779 PETERKIN HILL Road, Woodstock, VT 05091

Price$1,475,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4655908

  • Residential Single Family
  • Listing Agent Name Laird Bradley
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

Superbly sited overlooking the Ottauquechee River Valley this outstanding reproduction of the region's classic Colonial style offers sweeping views over Woodstock to the National Park and beyond. A broad, covered porch wraps around the westerly and north exposures of the home providing a gracious place to enjoy the old-time pleasure of simple relaxation. Versatile living spaces feature 4 bedrooms in the main residence, including a private 1-bedroom Guest Suite and separate 1 bedroom Guest Apartment over the barn. Master bedroom suite is warmed by a fireplace. Entertaining revolves around a spacious, open concept kitchen-dining and living room that provide direct access to a stone patio and covered porch. A lower, walk-out level is configured for a recreational activities and potential media room. Completely private within minutes of the Village Green.

Listed by Laird Bradley, Williamson Group Sothebys Intl. 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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268 Willow Brook Road, Woodstock, VT 05091

Price$1,300,000

Est. Mortgage: $/month

MLS Number 4684497

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing

Walk to Woodstock Village from this privately situated, custom-built Lindal cedar timberframe home - a perfect getaway entertaining gathering house. Windows and french doors bring in Vermont sunlight. Interesting architectural lines and a 5/4 cedar shake roof. Large gourmet kitchen with granite countertops, an abundance of storage / cabinets, center island with range top, double ovens, Bosch dishwasher, Subzero fridge and classic woodstove for warming up hands and house! Indoor barbeque for year-round grilling. Kitchen expands into fantastic sun porch with glass roof and walls - for year-round sunlight indoors. The dining area and living room areas - with woodburning fireplace - have french doors that open to a 1200 square foot, south-facing patio for wonderful gathering/entertaining! First floor bedrooms and baths provide for one level living. Or go upstairs and enjoy the MBR and ensuite large MBR bath with jacuzzi tub beneath a second floor sunroom. Additional BRs and baths are perfect for family or friends up for the weekend or holidays. The lower level - with 2nd woodburning fireplace - is a large TV/Game/Workout/Rec room with adjoining full bath and french doors that lead outside. Also access to 3rd bay of attached garage on the lower level. Mud-laundry is between main 2-car attached garage and kitchen, perfect for dropping off clothes and ski gear. Walk to town, but enjoy space and privacy in this Vermont getaway gathering home!

Listed by John Snyder and Andrew Holson, 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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798 Thomas Hill Road, Woodstock, VT 05091

Price$1,295,000

Est. Mortgage: $/month

MLS Number 4715651

  • Residential Single Family
  • Listing Agent Name Dan Noble
  • Construction Existing
  • Bathroom 7
  • Bedrooms 7

A classic Vermont cape and guest barn sit attractively on a country road just minutes from downtown Woodstock abutting King Farm and Mount Tom National Park. The house features 4 en-suite bedrooms, an eat-in kitchen, family, living, and dining rooms, two gas fireplaces, a classic screened in covered porch, beautiful stone terrace area and a beautifully landscaped private yard. The guesthouse features it's own garage and 2 bedrooms with two baths. The living area with gas fire place and kitchen are extraordinary and are perfect for entertaining. The guest barn also has an attached summer porch as well as large stone patio area which are both nicely landscaped.

Listed by Dan Noble, 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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24 River Street, Woodstock, VT 05091

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4624692

  • Residential Single Family
  • Listing Agent Name Gretchjen Smith
  • Village Woodstock
  • Bedrooms 5
  • Bathroom 4

Exceptional location- nestled on the banks of the Ottaquechee River in the heart of historic Woodstock Village- beautiful sprawling lawn down to the river, handsome landscaped gardens with charming potting shed made of old antique barn boards and cedar shingles. The yard is private and quiet -a perfect area for entertaining or retreats. This residence is comprised of the original section of the cape and a large addition to the back with an open floor plan. Large spacious, sunlit rooms with wood floors throughout the home. First floor features a large living room/dining room and sun room accented by a wood burning fireplace and french doors that lead out to a lovely porch overlooking the river and spacious backyard. There is a quiet den, large office and 4th bedroom with bath also on first floor. Second floor features large master suite and 2 more guest ensuite bedrooms. Large 2 bay detached garage finishes this charming property. Five minute walk to all walking trails on Mt Tom- shopping, theatre and restaurants-

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. 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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5 Pine Street, Woodstock, VT 05091

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4665720

  • Residential Single Family
  • Listing Agent Name Terry Davis
  • Village Woodstock
  • Construction Existing
  • Bathroom 6

Traditional Modern Style Village home located on a quiet dead end street. This 5* VT Efficiency home was built with all the latest green technology available. From the radiant heated floors, energy efficient lighting, heavy insulation, high efficiency boiler and appliances, 8” stud construction, and passive siting with deciduous trees, this home needs very little energy to create a comfortable living situation. You couldn't ask for a more efficient and comfortable home. Open concept living with reclaimed barn board flooring, a stone fireplace, dining, kitchen and screen porch. The master suite with steam shower, spa bath and gas fireplace is located on the first floor as well as a guest bath and TV den with a gas fireplace. On the second floor are two additional en suite bedrooms, and family room with a full bath; the second floor can be closed off to save energy. The finished basement has a den, recreation room, full bath, and a ski/mudroom, which is attached to the two-car garage. The bedroom count can be increased from 3 to 5 bedrooms by converting the den and family rooms. The layout allows natural lighting throughout, and privacy for all including guests. All within a short stroll to the green or Mt Peg for hiking.

Listed by Terry Davis, Engel & Volkers Okemo-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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