Williamson Group logo

Search Homes

and narrow your search. If you have fewer than 200 results, you can save your search.

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.

Find Your Woodstock Home! Create an account to save your searches and become notified when similar properties are available. Contact Williamson Group to find your Woodstock, VT home today.

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 Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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.

Ask A QuestionMore Details

2358 Long Hill Road Woodstock VT 05071
Sold

MLS Number 4475560

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

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 LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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

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 LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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

587 Old River Road Woodstock VT 05091
Sold

MLS Number 4503582

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

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: 6.57% last updated on May 25, 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.

Ask A QuestionMore Details

630 Morgan Hill Road Woodstock VT 05191
Sold

MLS Number 4484291

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

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 LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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
  • Bedrooms 3
  • Square Feet 3,068
  • Construction Existing
  • Bathroom 3

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 Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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
  • Bathroom 8
  • Construction Existing
  • Bedrooms 4
  • 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 Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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 LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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 BHG Masiello Group/Quechee

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • 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: 6.57% last updated on May 25, 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

592 Quinn Road Woodstock VT 05091

Woodstock, VT592 Quinn Road

Sale Price$2,975,000

Sold

MLS Number 4932110

  • Residential Single Family
  • Bedrooms 6
  • Construction Existing
  • Square Feet 4,700
  • Bathroom 7

This charmingly restored turn of the century Dutch Colonial 6-bedroom farmhouse is sited on 573 acres backing up to the 22,000 acre Coolidge State Forest. Long Hill Farm has the dramatic big mountain setting. The house expands to fit many guests while still intimate for a quiet weekend away. The wraparound porches take in the breeze and views to the gardens, meadows and mountains. The property and adjoining lands are threaded by miles of wide trails, connecting to the GMHA and VAST networks, providing four season access to a remarkable landscape of big trees, old orchards, and sweeping meadows. A log cabin provides a rustic retreat in the back woods. A classic end-of-the-road setting, Long Hill Farm feels miles from anywhere, yet is five minutes to pizza, ten to the Farmer's Market and 15 to Killington Skyship tram.

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

Listing Sold by LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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 4787744

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

Sited on a knoll overlooking rolling pastures and a spring-fed pond with westerly views down the valley, Peterkin Hill Farm is one of South Woodstock's finest residences. This extraordinary home was designed and built in 2010 by renowned local architect Hank Savelberg, using his trademark luxury materials and impeccable craftsmanship. Seamlessly integrating the Vermont Farmhouse vernacular with contemporary sophistication, the residence offers the authentic feel of the antique with the ease of modern functionality. From the reclaimed antique post and beam construction to the wide pine plank flooring, warmth imbues the generously proportioned, sun-filled spaces. An impressive brick fireplace, eighteen feet of Pella windows, and walls clad in local pine anchor the great room. The impressive chef's kitchen with top of the line appliances opens onto a screened porch and a stone terrace, complete with an outdoor kitchen for summer entertaining.

Listed by Williamson Group Sothebys Intl. Realty

Listing Sold by Williamson Group Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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.

Ask 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 May 30, 2023 6:39 AM EDT