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Sold Listings Woodstock VT

Woodstock, VT has seen an increase in sold listings as more and more people have been drawn to the area's beauty and affordability. Homebuyers have been attracted by the town's low cost of living, abundance of amenities and attractions, and its proximity to larger cities. Many properties that have recently sold are single-family homes but there has also been a large demand for multi-unit dwellings. Whether you’re looking for a place to call home or an investment property, Woodstock offers plenty of attractive options for buyers looking for their next purchase.

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1862 Long Hill Road Woodstock VT 05071
Sold

MLS Number 4957857

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,972

Living with light and a view. Designed to be a family retreat, the Meadow House in South Woodstock is an Arts and Crafts-inspired Vermont farmhouse on 94 acres. Award winning Boston architect, John MacDonald, used "classic New England details with a level of control that is evocative of a contemporary structure." Clad with cedar shingles, indigenous stone and a copper roof, the three-bedroom house features a unique curved exterior to take full advantage of the light and pastoral view. Curves are embedded in the interior as well in such detailing as the radiused windows and doors and in the form of the stone fireplace. From each room, looking through the large glass windows, are views of stone walls, perennial gardens, a large pond with an island, an apple orchard and a spectacular view of Mt. Ascutney. Built by Housewright Construction in 2008, there is an impeccable attention to fine craftsmanship in the structure, which is a hybrid of a Douglas Fir timber frame and conventional stick framing. The landscape design by Shepard Butler allows for a conscious and unconscious connection to the land, which invites a sense of peace, relaxation and fun. Swim and fish in the pond, or hike up behind the house through the sugar maples to a small cabin with a woodstove. The long range views from the cabin are to the North and a dramatic view of Mt. Ascutney. The maples are tapped in the spring to make maple syrup. 2 bay garage, equipment barn and high speed internet. Showings begin 6.23

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

Listing Sold by David Donegan of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 2023
* 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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387 Benedict Road Woodstock VT 05071

Woodstock, VT387 Benedict Road

Sale Price$6,400,000

Sold

MLS Number 4925277

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 9
  • Square Feet 6,980

One of the most perfectly designed and constructed brick Georgian Revival residences in New England located on a prestigious South Woodstock hilltop on 82.5 acres, with beautiful panoramic views of the surrounding hills and offering absolute privacy. Construction was completed in 2002, additions and renovations in 2021. Unparalleled construction quality and attention to detail. And the property has been meticulously manicured and maintained. The 6,900 sf main residence combines a formal elegance with a beautiful Vermont hilltop setting. The residence features four fireplaces, expansive living and dining rooms, a butternut paneled library, den, continuous flow swimming pool, threestory elevator and a large, beautifully appointed gourmet kitchen with adjoining pantry. The master bedroom with fireplace features two dressing rooms and two bathrooms.Three other guest bedrooms are elegantly appointed with en suite baths. Nearby is a guest house with it's own dining and living rooms, and two bedrooms. The property also includes a newly constructed studio building with radiant heated floor, monitor barn windowed-roof, loft and bath. A very large and stunning new greenhouse is attached to the kitchen/mudroom areas. The pastoral setting, woodlands with over one mile of trails, and beautifully landscaped and manicured land component affords this property a distinctive pedigree. Located near the Village of Woodstock in an area of other substantial properties.

Listed by John Snyder of Snyder Donegan Real Estate Group

Listing Sold by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 2023
* 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
Sold

MLS Number 4475560

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,165

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. Landscape design by Shep Butler includes an orchard of 110 productive apple trees with varieties such as Macoun, Empire, Cortland, Spartan and Macintosh.

Listed by T Story Jenks of LandVest,Inc/Woodstock

Listing Sold by T Story Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 2023
* 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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414 Sugar Hill Road Woodstock VT 05091
Sold

MLS Number 4920081

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,943

Ideal location, spectacular site, turnkey house with soul (and all the amenities): Sugar Hill Farm is located on a quiet gravel road outside of Taftsville, a hamlet of Woodstock just East of the Village Green. Its 125+/- acres of gardens, pond, meadows and woodlands spread upward from the farmstead like a Capability Brown landscape, capped by a hilltop picnic spot with a stone fire pit and views to New Hampshire. The 2013 house is a contemporary take on the Vermont vernacular, repurposing native clay brick, old flooring and beams to give heart to a flowing, light, and warm four bedroom residence. The main living areas open out from the central great room, taking in the dramatic views of the swimming pond, gardens and hillside. The ground floor primary suite is set quietly off to the side, with three additional bedrooms (including a very cool bunkroom) and an office on the second floor. Exceptional level of finish consistent with Vermont vernacular. Attached four-bay garage provides plenty of room for toys. The land is a mix of open fenced pasture which has been used for cattle and horses, hay fields and forest. There are two heated equipment barns and an additional house site with utilities and beautiful views. High speed internet. Restrictive covenants limit further development.

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

Listing Sold by T Story Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 2023
* 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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587 Old River Road Woodstock VT 05091
Sold

MLS Number 4503582

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 5,412

Forest Hall is an iconic Woodstock, VT landmark. It was completely restored by the current owners and is in pristine condition. No detail left untouched. The result is a rich blend of land, structure, location and history. The estate includes a 3-story residence with 6 bedrooms and 6 bathrooms, a 3-story carriage barn, a coachmans cottage serving as a guesthouse with 3 bedrooms, and 2 baths, and a bunk house/cabin all on 30+/- acres. The land is located on both sides of the road and includes over 1200' of Ottauquechee river frontage and bridal paths throughout. As a Village Farm, Forest Hall is ideally located in walking distance to the center of Woodstock yet situated on a rise with enough acreage to be completely private and peaceful.

Listed by Christopher Lang of LandVest,Inc/Woodstock

Listing Sold by Williamson Group Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 2023
* 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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630 Morgan Hill Road Woodstock VT 05191
Sold

MLS Number 4484291

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 4,936

Glenmorgan is an iconic early 19th century turn-key estate with a 5-bedroom 1835 Brick Federal residence, 2-bedroom carriage house, antique bank barn, 3 car garage, cottage and 1 acre swimming pond on 75 acres located in a premier area in South Woodstock surrounded by major estates. The elegant residence is warm and inviting in a distinguished Vermont vernacular, with great light and flow. The carriage house is set up beautifully for guests or party space: the great room is centered on a stone fireplace next to a country kitchen, with a 2nd floor bunk room. The classic bank barn 1st level opens to a pastoral view of the pond and gardens, perfect for larger gatherings, studio or working barn. MacKenzie Hall, a tiny charming pondside cottage with a bedroom, sitting room and wood stove is perfect for a summer nap or a peaceful writing. Located in the heart of the GMHA trail network, walking distance to the South Woodstock Store, and 6 miles to Woodstock.

Listed by T Story Jenks of LandVest,Inc/Woodstock

Listing Sold by T Story Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 2023
* 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 TourAsk A QuestionMore Details

217 Echo Ledge Road Woodstock VT 05091
Sold

MLS Number 4884374

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,068

Location, style, amenities: Just west of Woodstock Village, a hip renovation of a classic white clapboard farmhouse and big red barn, on 91 acres threaded with lovely trails, meadows, pond, gardens and thoughtful set up for horses. Completely renovated in 2004 and 2007, the 1850 farmhouse has a contemporary style by award winning AIA architect Michael Ertel and the texture and attention to detail of master builder Hank Savelberg. Sensitive to the integrity of the original farmhouse, integrating all modern amenities, there is an open floor plan with walls of windows that bathe the spaces in natural light. The master suite and 2 additional bedrooms are on the second floor, as well as additional expansion space. The 3-stall barn has a wide center aisle and heat throughout, except hay area and loft. The barn includes an office with high-speed internet. The farm, once part of thousands of acres owned by the Robinson family, was eventually split up and passed down through each generation. This house was owned by Jumbo Robinson who could lift and carry 2 heavy dairy cans down the hill to be picked up by the milk truck every day--the cans are still in the little corn crib with the original cider press. The edible landscape of today includes apples, plums and pear trees. Five minutes to Woodstock Farmer's Market, near skiing, golf and other recreational activities. 2.5 hours to Boston and 4.5 hours to New York. Virtual tour of the home and the barn available.

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

Listing Sold by Zoe Hathorn Washburn of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 2023
* 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 TourAsk A QuestionMore Details

387 Benedict Road Woodstock VT 05071

Woodstock, VT387 Benedict Road

Sale Price$3,350,000

Sold

MLS Number 4609989

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 8
  • Square Feet 6,980

"SUNNYSIDE" is one of the most perfectly designed and constructed brick Georgian Revival residences in New England - located on a prestigious South Woodstock hilltop on 82.5 acres, with beautiful panoramic views of the surrounding hills and offering absolute privacy. Construction was completed in 2002, with unparalleled attention to detail. And the property has been meticulously manicured and maintained. The 7,000 square foot main residence combines a formal elegance with a beautiful Vermont hilltop setting. The residence features four fireplaces, expansive living and dining rooms, a butternut paneled library, den, continuous flow swimming pool, three-story elevator and a large, beautifully appointed gourmet kitchen with adjoining pantry. The master bedroom with fireplace features two dressing rooms and two bathrooms. Three other guest bedrooms are elegantly appointed with en suite baths. Nearby is a guest house with it's own dining and living rooms, and two bedrooms. The property also includes a walk-in 3-bay garage attached to the main residence, and a nearby 4-bay detached garage for your other motorized toys. The pastoral setting, woodlands with over one mile of carriage-width trails, and beautifully landscaped and manicured land component affords this property a distinctive pedigree. Located near the Village of Woodstock in an area of other substantial properties.

Listed by John Snyder of Snyder Donegan Real Estate Group

Listing Sold by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 2023
* 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 TourAsk A QuestionMore Details

336 Stone Bridge Way Woodstock VT 05091
Sold

MLS Number 4887084

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,824

Room for all, close to town, very private: Stone Bridge is a capacious and thoughtfully-built 2002 5824sf Craftsman Style home set at the end of a private way, with a guest house on a separate lot. The two parcels total 22.65+/- acres. Stone Bridge Way is off of Densmore Hill Road, well-located between Woodstock and South Woodstock Villages in the heart of horse and gravel cycling country. Lovely views to Killington: the western exposure makes for dramatic sunsets from the wide stone patio. Comfortable in all seasons, the spaces flow from open kitchen to living and dining areas warmed by a fireplace (with a conveniently located bar off the living area). Main level primary suite, second-floor primary, plus two bedrooms with shared bath and guest suite. The lower level offers a sports pub, gym and indoor spa. Plenty of space for toys alongside the garage. The guesthouse is privately sited away from the main house, with two bedrooms, two baths, fireplaced living room, dining room, kitchen and study. The site is elevated and largely open around the houses, with woodlands on the other side of the private drive. Site quality, location, and amenities make for a great compound offering.

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

Listing Sold by T Story Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 2023
* 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 TourAsk A QuestionMore Details

3 Church Street Woodstock VT 05091

Woodstock, VT3 Church Street

Sale Price$3,255,000

Sold

MLS Number 4917788

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

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

Listing Sold by Christopher Lang of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 2023
* 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 TourAsk A QuestionMore Details

1001 Atwood Lane Woodstock VT 05091

Woodstock, VT1001 Atwood Lane

Sale Price$3,250,000

Sold

MLS Number 4762434

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,701

“The Hill” is a modest name for an exceptionally private 82+/- acre hill top meadow at a 1,780' foot elevation with breathtaking 270-degree views of the Green and White Mountain ranges. Located within 4.8 miles of Woodstock village, this is a property designed to enjoy country living and the outdoors. The c2002 custom cedar shingle 3-bedroom residence (2,688 square feet) was designed by AIA award winning Truexcullins, a firm known for high craftsmanship and sustainable, enduring architecture. Created to integrate with the natural surroundings, the spacious living areas take advantage of the stunning unobstructed views with large windows and high ceilings, and is finished with cedar plank walls and trim, antique pine floors, soapstone counters, fir trusses, exposed beams, and a 2-story fieldstone fireplace. Tucked away with its own views, privacy and rustic comfort is a 2-bedroom classic cabin (1,013 square feet) with a floor-to-ceiling stone fireplace. The grounds are a balance of meadows and woodlands laced with reconstructed stonewalls. There is a 1.5-mile maintained trail for walking and skiing, a 1/3-acre swimming pond with a fishing shack, a “Hobbit House” built into the side of a hill, and a lean-to with a fire pit sited on a prominent overlook. Adjacent is 300-acre town-owned land with reservoir, extensive trail network, and a 186-acre conserved property. The Hill overlooks Mt. Tom and the protected Marsh Billings Rockefeller National Park.

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

Listing Sold by Derek Cosentino of BHG Masiello Group/Quechee

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 2023
* 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 TourAsk A QuestionMore Details

1316 Peterkin Hill Road Woodstock VT 05071
Sold

MLS Number 4605516

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,200

Exceptionally finished, custom-built residence situated on 42.15 acres with antique wide plank flooring, large historic barn, pastures, and swimming pond in prime South Woodstock location, close to the Village of Woodstock. New construction was completed in 2011 by architect/builder Hank Savelberg. Spacious foyer-entry opens to great room with 14 foot ceilings, large dramatic fireplace and windows and fine woodwork. Main level master bedroom with fireplace and ensuite bath. Kitchen with bar/pantry opens to dining room, as well as large screened in porch and deck with views of the pasture and pond. High ceilings and beautiful craftsmanship throughout. Heated 2-car attached garage with dog shower opens to elegant mudroom near large laundry room. Two private offices on first level. Downstairs has two guest bedrooms, both with en suite baths, and one connects to a baby room. Downstairs den/TV room is with bar sink and fridge. Exterior is well landscaped with substantial stone work. Large barn with summer-finished addition for an office, parties or entertaining guests. Charming corn crib remade into quaint gardening shed. The best of an historic Vermont farm property with a wonderful newer construction custom-built residence.

Listed by John Snyder of Snyder Donegan Real Estate Group

Listing Sold by Williamson Group Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 2023
* 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 TourAsk A QuestionMore Details

Broker Reciprocity 

Copyright 2023 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated November 30, 2023 9:53 PM EST