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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. 

1403 Quechee West Hartford Road Hartford VT 05059

MLS Number 4866057

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 9,535

Halfway between the Village of Woodstock, VT and Hanover, NH - and minutes to every recreational amenity in Quechee - Stonehill Farm offers a private refuge on 218 acres including miles of interior roads and trails, an extensive equestrian and tennis facility, a spring-fed pond and acres of open pastures. The circa 1991 manor house, with its Tudor-inflected stone exterior, elegant interior architectural details and soaring two-story library, was designed by noted New York architect Alan Wanzenberg whose overall approach is informed by his deep appreciation for the Arts & Crafts movement. Set high along the top of a south-facing ridge, the Vermont countryside unfolds at your feet with commanding views across the Ottaquechee Valley to Mount Ascutney. The approximately 9,300 square foot, 15-room residence is an elegant and timeless design in richly textured stone, expansive glass, and mahogany details. The main house offers seven bedrooms, nine baths and a recently remodeled gourmet kitchen. Formal living and dining rooms, a 3,200 bottle wine cellar, and a pond-like, heated swimming pool surrounded by bluestone terraces feature among the many amenities. Just down the winding drive lined by an allée of maples, you'll find one of the most expansive equestrian facilities in New England. A recently acquired gatehouse at the entry to the property and the addition of land on the west side of the Quechee West Hartford Road for viewshed protection are recent additions.

Listed by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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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186 Reading Farms Road Reading VT 05062

Reading, VT186 Reading Farms Road

Price$6,475,000

Est. Mortgage: $/month

MLS Number 4866260

  • Residential Single Family
  • Construction Existing
  • Bedrooms 17
  • Bathroom 15
  • Square Feet 13,010

Upon the first glance of the massive estate you notice the generations of carefully curated and thoughtful planned landscaping, expansive meadows and lawns, stocked fish ponds which catch the reflection of the main house as you drive by. You might even get a glimpse of the Merganser Hooded Ducks who nest each year. Owned for 100 years, the property has graced the cover of House Beautiful and in Architectural digest. The estate compound includes a main house reminiscent of an country manor with 9 bedrooms, 9 bathrooms, extensive living areas, a Library which is in the original cape built 1776 with original floors. Also a theatre, gym and 2 bedrooms with one bath. A carefully situated gazebo catches the evening sunsets through mature pines. Features a entertainment barn complete with kitchenette, 3 bed, 2 bath and pavilion for large groups or events. Also a cottage offering 3 bed,1.5 bath and kitchen. After a stroll on your private trails relax in the heated pool at the end of a mature maple alley. The estate is listed at 120 acres with an additional 115 acres available for a true kingdom of 235+. Many have tried replicating the setting at great expense to capture the estates decades of devotion to the grounds which cannot duplicated. Close to skiing and heart of horse country with access to GMHA trails. Minutes to Historic Woodstock. Presently being used as a Special Events venue as well as the owner''s primary home. Possibility of Owner financing and/or joint ownership.

Listed by Derek Eisenberg of Continental Real Estate Group, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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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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: 2.88% last updated on Sep 9, 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 Krista Harness of McCarty Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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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1 Weatherby Terrace Hanover NH 03755

Hanover, NH1 Weatherby Terrace

Price$3,495,000

Est. Mortgage: $/month

Pending

MLS Number 4858098

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 6,023

This spacious, in-town Hanover home is a marriage between ideal everyday living space and exquisite custom finishes. A 1920's Colonial Revival built in 2008, it was a collaboration between renowned local architect, Frank J. Barrett, and master builder, George R. Porter and Sons, and therefore no detail for function or beauty was overlooked. Perfectly tucked into a quiet and private cul-de-sac just 3 blocks from South Main Street and a 5-minute walk to the Dartmouth College campus, this 6,000-square foot, 5-bedroom, 8-bathroom home provides ideal living space for all. Large primary en-suite bedroom on the first floor and another on the second floor, plus 3 additional bedrooms, 2 of which are also en-suites. Spectacular, light-filled, 2-story great room featuring one of the residence's 4 beautifully crafted fireplaces, with a hearth that's an absolute work of art. Stunning dining room with coffered ceiling, study, spacious laundry on the main level, and a state of the art kitchen with Sub-Zero and Wolf appliances throughout. Radiant heat in the basement and first floor as well as the upper-level bathrooms and upper-level living room, and central A/C provides a welcomed retreat for the warmer months. The basement offers 1,000 square feet of space which can easily be finished into a rec room, media room or gym. The abundance of landscaping, patios, and porches bring the natural beauty of the surrounding and highly-coveted Mink Brook area to life both inside and out.

Listed by Zoe Hathorn Washburn of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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: 2.88% last updated on Sep 9, 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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234 Hidden Ridge Farm Road Pomfret VT 05067

Pomfret, VT234 Hidden Ridge Farm Road

Price$2,750,000

Est. Mortgage: $/month

MLS Number 4876336

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 11,200

Room to roam, big views, privacy, space for everyone: This exceptional Vermont recreational retreat on 75.8+/- private acres has sweeping vistas from Killington to New Hampshire. The 8-bedroom, 6-bath residence is set up to provide suites for privacy, as well as comfortable gathering spaces opening to the views of meadows on to layered hills and distant mountains. Extensive recreational amenities include an in-ground heated pool, clay tennis court, sledding hill and, of course, the beautiful countryside to explore. Horses and their people will appreciate the 85 x 150 heated and sprinklered indoor arena complex with a 5-stall stable, viewing area with kitchen and office, ample hay storage, 2-bedroom apartment, 80 x 100 outdoor arena, 6-stall field barn and post & rail fenced pastures. Located within 15 minutes of Woodstock on a quiet country road. Bring your friends and your horses, or just soak up the quiet.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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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48 Trailside Drive Killington VT 05751

Killington, VT48 Trailside Drive

Price$2,700,000

Est. Mortgage: $/month

MLS Number 4876568

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,174

Absolutely stunning, ski on-ski off mountain home! Current owners worked with renowned Robert Carl Williams architects and Richard Moore Construction to fully renovate this gorgeous house achieving the perfect blend and balance of contemporary, mountain charm, clean lines and fresh style! Featuring 5 bedrooms, 6 bathrooms, a gorgeous chefs kitchen, 2 wet bars, internet movie theater, golf simulator, ski room with gear cubbies and rubber flooring, sauna, outdoor fire pit and hot tub, tuning room, instant on generator and air conditioning! 2 master suites and top floor bunk room suite round out the home with a feeling of intimate, charming elegance -you won't want to leave! Relax, grill and chill on the front deck while you take in the fresh mountain air and views or cozy up in the living room around the propane fireplace after you ski home! A whole house Leviton system makes owning this home a breeze as you can remotely control the majority of in home systems; simply open the app and adjust the temperature, security system, lighting and more, the ultimate in high end living. A feeling of wonder, excitement and relaxation welcomes you the moment you pull into the driveway! Schedule your private showing today and experience the splendor and high end character this home exudes.

Listed by Kaitlyn Hummel of Prestige Real Estate of Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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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1599 Cavendish Gulf Road Cavendish VT 05142

Cavendish, VT1599 Cavendish Gulf Road

Price$2,599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4856308

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 7,410

GRAHALL ESTATE- A feat of architecture and engineering, this is a spectacular, one-of-a-kind estate on 240+ acres in prime central Vermont. Drawing inspiration from an iconic castle on a loch, Grahall sits atop Hawk's Mountain with breathtaking views in all directions. The home was built with stunning Glimmerstone Granite that is indigenous to the area and quarried directly from the property. An incredible amount of thought and planning went into the creation of the exteriors and interiors. While the structure is commanding, the interiors feel warm and embracing. Many of the gathering rooms are circular with large granite fireplaces, and there is wonderful light throughout the house providing passive solar. There are 7 well-appointed bedrooms and 6 bathrooms. The 270-degree view takes in neighboring ski mountains like Okemo, and the grounds are accented by two stocked ponds that reflect the house like a moat. An existing trail system provides endless options for recreation and enjoying the grounds. Grahall has a successful track record as a rental property. The property is a short drive to Woodstock & Ludlow, Vermont and Hanover, New Hampshire, home to Dartmouth College.

Listed by David Donegan of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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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1046 Beaver Meadow Road Norwich VT 05055

Norwich, VT1046 Beaver Meadow Road

Price$2,500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4876423

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,567

Set along the rolling hills of the Vermont countryside, this contemporary farm estate has all the pieces to enjoy the serenity of the country while being within three miles to the heart of the Upper Valley and Dartmouth College. The main house is custom designed by the current owners and features one floor living complete with two separate sleeping wings with entertaining and living encompassing the center portion of the home. A gracious mudroom welcomes the homeowner, with two bedrooms immediately adjoining, both with en-suite bathrooms. The country kitchen opens though to the living room with vaulted ceilings adorned with custom wood beams and large center stone fireplace. The hallway beyond leads to a second sitting room and the master suite wing, complete private living/tv room, his and her bathrooms and closets, a sauna, and one-of-a-kind atrium tower with views of the surrounding land, a quiet spot for reading, napping, yoga or reflection. An outdoor patio looks out over the stream and rolling hills. Also on the property is a three story barn, with workshop, recreational/exercise room, office, loft and sauna, a separate studio barn with heat and 1/2 bath, two detached garages, and covered entryway. Walk out the and enjoy the open fields, pond and woods beyond on 88 acres.

Listed by Leah McLaughry of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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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529 Kerwin Hill Road Norwich VT 05055

Norwich, VT529 Kerwin Hill Road

Price$2,500,000

Est. Mortgage: $/month

MLS Number 4842921

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

At the end of a private road just a few miles' drive north of Ivy League Dartmouth College and one of the most picturesque villages in Vermont, you will find the stillness and privacy of Holiday Hill Farm. Controlling both sides of the road, the property's 54.5 acres of Vermont countryside encompass open meadows, fenced pastures, northern hardwood forests, ancient grandfather stonewalls. The Federal-style farmhouse enjoys views across the valley to New Hampshire's White Mountains and was built by Doug Gest and Co's renowned craftsmen. Providing the best of both worlds for those who are attracted to the charm and vernacular of a historic Vermont hill farmstead along with the comfort of ca. 2007 modern amenities, systems, and conveniences, the interior includes cherry floors, period moldings, two fireplaces with lovely hand-built composed mantels and custom built-in cabinetry. With exacting standards and attention to detail, the resulting 11 room home offers a place for everyone and everything - from the inviting four season porch that even in winter becomes the heart of the house to the Great Room with its open hearth and wood-burning fireplace at one end linked by hand-hewn beams to the gourmet kitchen at the other. A private kingdom located two hours from Boston, four hours from NYC, and three hours from Montreal, recreational, educational, and cultural opportunities abound - from skiing at Killington to world-class medical care at nearby Dartmouth Hitchcock.

Listed by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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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318 Ebbin Lockwood Way Woodstock VT 05071

Woodstock, VT318 Ebbin Lockwood Way

Price$2,496,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4848531

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 6,048

“AQUENE” - This fabulous and newly renovated modern residence (and very hip guest house) were designed by renowned architect, Michael Weinberger, and are privately situated on 54.83 surveyed and conserved acres - including a pond and lovely pastoral views to distant hills. AQUENE (which means "Peace") is in a superb location in desirable South Woodstock, just a short walk to the South Woodstock Country Store and Kedron Valley Inn Bar/Restaurant, 2 mins to the Green Mountain Horse Association (GMHA) event grounds, 5 mins to the Woodstock Country Club, the Racquet and Fitness Center and 10 mins to the Woodstock Village green. The 6,048 sf main residence and 1,584 sf guest house were substantially renovated by the present owners in 2018/2019 by well-respected builder, Ambrose Construction (and JEM Woodworking for cabinetry) in such a manner as to maintain the architectural integrity of the period while creating a contemporary and infinitely more livable set of spaces for today's modern lifestyle. The guest house - with its own garage - is nearby but completely private from the main residence, with its own driveway access on the way to the main residence. See property video. AQUENE's open meadows and lawns, extensive landscaping, wonderful 4-season heated attached screen porch, hot tub, and rock garden with summer waterfall and Koi pond - make for quiet four-season enjoyment in the very best of what Vermont has to offer, in a premier location.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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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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 September 16, 2021.