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Single Family Homes for Sale in Vermont

Scroll down to browse single family homes for sale in the Woodstock region of Vermont. Contact Williamson Group Sotheby’s International Realty if you have any questions or if you would like to schedule a time to visit a home. Create an account to save your favorite homes and to receive email notifications when similar listings become available. 

4 Bond Street Woodstock VT 05091

Woodstock, VT4 Bond Street

Price$5,200,000

Est. Mortgage: $/month

MLS Number 4877059

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 7
  • Bathroom 5

4 Bond Street stands in a prominent but discrete location in the center of the village of Woodstock, VT. Distinguished on many levels, the property represents an incredible opportunity for the next owner to take stewardship of what is undeniably a unique historical American architectural treasure. The multi-generational home of the Billings family, 4 Bond Street has been home to both a Governor and a Chief Justice of the Green Mountain State. The legacy of the family is significant in the historic preservation and land conservation of the area. The first period brick Federal has been modified and expanded over the last two centuries but still retains much of its original historic character through the preservation of its defining architectural materials, design, adornments, and room proportions. Quarter sawn, clear white oak floors, waxed to show their extraordinary beauty and durability over the last 200 years grace the interior. Preserved period mouldings, chair rails, built-in cabinetry and bookshelves can be found throughout. Set on over one and a quarter acre with frontage on the Kedron Brook, the property is unique for its setting and size. A detached three car barn/garage sits at a pleasant distance from the main house. 4 Bond Street is a once in a lifetime opportunity to take stewardship of a rare historical asset as well as an opportunity to make an extraordinary home in the heart of one of America's most beautiful villages.

Listed by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* 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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1650 Peth Road Braintree VT 05060

Braintree, VT1650 Peth Road

Price$4,500,000

Est. Mortgage: $/month

MLS Number 4871507

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,984

This is a once in a lifetime opportunity to own a large piece of Vermont farmland. Over 500 acres total with over 300 acres of tillable land currently in hay production. The property includes 4 residences and multiple barns used for dairy, beef, goats and more. Three of the houses are currently generating rental income. There are so many opportunities and possibilities here!

Listed by Marlene McCarty of McCarty Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* 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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1365 Little Sunapee Road New London NH 03257

New London, NH1365 Little Sunapee Road

Price$3,995,000

Est. Mortgage: $/month

Pending

MLS Number 4889277

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,644

Awaken to the call of the loons on the eastern shore of pristine Little Lake Sunapee. Your privacy is assured on 2.3 acres with over 700' prime shoreline including a sugar sand beach & deep dock. Family and friends will love to gather in this inviting upscale contemporary home. Relax in the great room around a wood burning fireplace. The family kitchen features state-of-the-art appliances, a fabulous great island and a Scandanvian wood stove. A second family room opens to a porch overlooking the glistening water. Upstairs the master suite includes a spa quality bath with soaking tub and ample walk-in closets. Two large bedrooms share a full bath. A fourth bedroom is currently used as a media/office space. The walk-out lower level offers flexibility for recreation, or additional sleeping quarters with a 3/4 bath. Open decks lead to a flagstone terrace and sprawling lawn that meets the beach and shoreline. Spectacular full-sky sunsets will inspire you in all seasons. Little Lake Sunapee offers 480 acres of crystal clear waters ideal for water skiing, tubing, sailing and of course swimming. Enjoy a parade of rowing sculls, kayaks and stand up paddle boarders taking advantage of mirror calm waters. Ride your bike to the New London village. A very unique opportunity in the heart of the Lake Sunapee region! Offered fully furnished and available for immediate occupancy.

Listed by Pamela Perkins of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* 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

Woodstock, VT336 Stone Bridge Way

Price$3,750,000

Est. Mortgage: $/month

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* 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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55 Oakledge Drive Burlington VT 05401

Burlington, VT55 Oakledge Drive

Price$3,537,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4889976

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Construction Existing
  • Square Feet 4,985

Wavecrest on Oakledge Point has a 270-degree view of Lake Champlain. This modern home has stunning views from every room with spectacular sunsets year-round. A unique location and a work of art for an extraordinary lifestyle. Designed in a modern rustic style with interior curved walls of stucco and reclaimed barn board that contrast with the angular exterior of wood siding and standing seam roofline. Metal, stone, wood, & textiles featured throughout the home. The northside, with expansive windows, is an open living space including the kitchen, dining room, living room, games room, a study, and half bath. Curves and colors lead the way to the southside bedrooms, two full baths, an upper floor study, the mudroom and laundry. Built on redrock ledge, both bedrooms on the lower floor have views, too. The lower floor also has a full bath, a second kitchen and a family room with a wood stove for warm winter evenings. Working from home is easy with two studies. One on the upper floor with a balcony & walk-in storage. The other on the main floor with a built-in convertible standing / sitting desk and a panoramic window. The mudroom with a spacious laundry directly off it ensures you are ready for Vermont in all seasons. Two decks & a balcony overlook the lake. Wavecrest is in a private, natural setting mere minutes to downtown Burlington by boat, bike, or car. Tucked away, yet so close to the bustle of Burlington's south end. Wavecrest is a rare opportunity. Delayed showings 11/15.

Listed by Flex Realty Group of Flex Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* 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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82 Lords Hill Lane Hanover NH 03750

Hanover, NH82 Lords Hill Lane

Price$3,500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4886442

  • Residential Single Family
  • Village Etna
  • Construction Existing
  • Bedrooms 4
  • Bathroom 7

Sophisticated and stunning newer construction home in Hanover with the best of both worlds- ideal location near town and direct trail access to explore the surrounding land and nature. The level of thought and skill invested in this property is unparalleled, with premium, well-crafted and bright interiors, high-end finishes, and world class systems, all perfectly positioned to take in exceptional long-range southerly views toward Mount Ascutney. The single floor layout is versatile and functional for families of all shapes and sizes. A geothermal system supplies radiant heat in the flooring and central air conditioning throughout the whole house, while a discretely located solar array provides a significant offset to energy costs. The swimming pool is magnificent and boasts gorgeous views from a custom 24' bench that runs along one side. Adjacent to the accompanying pool house, which is complete with a bathroom and changing area, is a large covered outdoor patio for dining and entertaining. A fenced in garden and orchard provide plenty of space to grow vegetables, fruit, and flowers. Rounding out the central courtyard is a substantial three-bay partially heated post & beam barn (with additional bathroom) which offers ample room for vehicles, equipment, and other toys. With easy access to downtown Hanover, Dartmouth College, and the best of the Dartmouth Lake Sunapee Region, this property combines superior location with exceptional craftsmanship, making it a true must-see.

Listed by David Donegan of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* 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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217 Echo Ledge Road Woodstock VT 05091

Woodstock, VT217 Echo Ledge Road

Price$3,485,000

Est. Mortgage: $/month

MLS Number 4884374

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,799

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* 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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5518 Vermont Route 12 Barnard VT 05031

Barnard, VT5518 Vermont Route 12

Price$3,200,000

Est. Mortgage: $/month

MLS Number 4882340

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 7,619

A nationally known restaurant well located within the extended Woodstock community! This circa 1796 brick showplace has long been a favorite elegant dining destination, for Vermonters and visitors alike! A presence created by historic buildings complimented by extensive landscaped grounds continually provides a sense of romance and a memorable ambience sought by the most discriminating brides. A property that will satisfy the highest expectations and professional standards! Current chef and family have been on site for over 21 years with acclaim as "Best Vermont Restaurant!" Infrastructure of fine buildings, superior restaurant equipment in place, and an established excellent reputation are awaiting the next entrepreneur! Many well conceived components are thoughtfully combined to create both a practical and a truly stately property. The owners have created an extensive and appealing private residence within the main brick building, with designer kitchen, 5 bedrooms, family rooms and private spaces. Within the brick, the main restaurant includes 3 elegant formal dining rooms. Separately entered is a tavern with 2 dining areas and a classic tavern bar. A detached barn presents a dramatic event space. Within this barn is a highly popular short term guest rental unit. The land component is spectacular! The 10 acres present gardens, long walking paths and private pond! Fine dining and event hosting is established! Transformation into a private estate residence is a potential use!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* 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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66 Hollow Road Woodstock VT 05091

Woodstock, VT66 Hollow Road

Price$3,200,000

Est. Mortgage: $/month

MLS Number 4885504

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,350

John Curtis, a veteran of the American Revolution, received a land grant to establish a homestead in the new State of Vermont circa 1780. The fields & pastures carved out of a wilderness sustained his family for 5 generations. Stonewalls & tumbled dams remain as evidence of the industry & effort of early pioneers. The Hollow Farm consists of the striking 6 bedroom/4 bath Homestead House & the 3 Bedroom/2 bath Brook House sited in the middle of the 91-acre property. The new Homestead created in 1988 around the stone fireplace & native timber framed original home. The southwesterly exposure illuminates the spacious gathering rooms & private spaces through the enormous round windows. The interior layout reflects casual country lifestyle with an open floor plan spiraling around the central kitchen complex, which opens out on to a wide, elevated terrace, decks & balcony's on each level. Common rooms & quiet corners are visually connected & access by open stairways. The architectural form expresses the Vermont farmhouse on a grand scale with a cupola & splendid views of the surrounding fields & mountains. The property adjoins Coolidge State Forest at a place where a magical waterfall & sweet swimming hole are formed over exposed bedrock. The maintained road ends a mile or so beyond the old farmstead & continues on with miles of trails leading to South Woodstock, Plymouth & Reading townships. Nearby are Woodstock Village, the ski resorts of Killington & Okemo & public waters.

Listed by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* 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 TourAsk A QuestionMore Details

336 Stone Bridge Way Woodstock VT 05091

Woodstock, VT336 Stone Bridge Way

Price$2,999,500

Est. Mortgage: $/month

MLS Number 4888494

  • 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 driveway on 10.15+/- 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 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 offering. This listing is also offered with a guest house. See MLS# for more details.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* 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 TourAsk A QuestionMore Details

217 Echo Ledge Road Woodstock VT 05091

Woodstock, VT217 Echo Ledge Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 4884402

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,799

Location, style, amenities: Just west of Woodstock Village, a hip renovation of a classic white clapboard farmhouse and big red barn, on 37.8 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-level bank barn has a wide center aisle, 3 box stalls and heat throughout on the first level; hayloft and office with high-speed internet on the second level; and storage on the third level. 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. Daily pleasures range from a plum fresh picked eaten at the outdoor table overlooking the perennial garden Virtual tour of the home and the barn available.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* 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 TourAsk A QuestionMore Details

797 North Road Barnard VT 05031

Barnard, VT797 North Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 4877325

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,806

Designed and built by the current owners in 2008, the house is in the middle of a 27-acre parcel. The land includes open meadows, a spring-fed pond, fenced paddocks and pastures, and a riding arena. Trails wind through two wooded areas on either side the property. Combining historically inspired details with modern construction techniques and state-of-the-art systems, the owners created a sense of space and volume with a functional and organized floor plan. A dramatic center staircase is the focal point of the entry. Throughout the first floor are 12-foot ceilings. Large windows and elegant room proportions create interiors that are grand yet livable. An open concept kitchen and a formal dining room provide options for entertaining. Off the front hall is a large mudroom, a washer/dryer, sink, open shower for dogs or muddy boots and an automatic dog door. The first-floor bedroom suite includes 2 separate bathrooms. A private screened porch off the bedroom is wired for a hot tub. Thoughtful attention to detail can be found in every room from the custom woodwork, stone and tile choices down to the cabinet knobs in the kitchen. There are 10-foot ceilings throughout the second floor with 3 generously sized bedrooms with large closets (one bedroom is being used as a exercise studio) and a full bathroom. In the center of the second floor is a large room with limitless potential. A mahogany, L-shaped farmers porch runs on the north and east sides of the house.

Listed by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* 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 TourAsk A QuestionMore Details

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Copyright 2021 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 December 7, 2021.