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Single Family Homes for Sale

Scroll down to browse single family homes for sale in the Woodstock region of Vermont. Contact us 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. 

1959 Cox District Road Woodstock VT 05091

Woodstock, VT1959 Cox District Road

Price$10,500,000

Est. Mortgage: $/month

MLS Number 4820913

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 9
  • Square Feet 9,515

Woodstock Farm is a modern architectural masterpiece and landmark work by award winning and internationally recognized architect Rick Joy. Based on a conceptual framework that draws from the simplest archetypical forms, this dramatic stone and shingle house and counterposed barn is set on over 200 acres of Vermont countryside minutes from the picturesque village of Woodstock and in close to ivy league Dartmouth College in Hanover, New Hampshire. Melding effortlessly into the Green Mountains, the property is sensationally experiential in nature and the design is executed with the sharpest attention to craft and detail. Drawing directly from the architectural vernacular of the rural northeast, the tension between the historical and contemporary is conveyed, to paraphrase the architect, through the massive character of the walls, through the qualities of light and dark, through spatial movement and through atmosphere. The four-bedroom main residence offers a 152-foot elongated gable house with massive end walls of quarried Lake Champlain bedrock and cedar cladding on the roof and side walls. Extraordinary, unique and exceptional in every way, Woodstock Farm presents the opportunity for a new owner to acquire an important piece of the history of modern architecture, an incomparable lifestyle, and a work of art.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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6677 Route 4 Route Mendon VT 05051

Mendon, VT6677 Route 4 Route

Price$5,975,000

Est. Mortgage: $/month

MLS Number 4728237

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 4
  • Square Feet 8,071

Mendonhall is an enduring tribute to a shared vision of the owners, architect & craftsmen who allied themselves in a remarkable creative endeavor. The elegant residence is constructed of stone, steel & rare woods with careful attention to every detail. Joined like fine furniture; the timeless materials are intended to withstand the rigors of Vermont's climate far into the future. The home is sited to secure views from every room. The perspective is dominated by Pico Moutnain, where New England Alpine ski was pioneered. The horizon to the east is defined by Deer's Leap crested by the combined paths of the Appalachian & Long Trail's. The estate is comprised of 200 acres of private land bordering the Green Mt. National Forest & graced by 200 acres of majestic hardwoods, fruit trees, flowering shrubs & perennials. Two spring-fed ponds, one with a waterfall & the other a picnic island accessed by an arched bridge wash the scene with soft sounds of moving water. Designed by Robert Carl Williams Associates AIA reminiscent of the Craftsman Style, influenced by the Japanese period of Frank Lloyd Wright. The structure is subtly integrated into striking natural surrounding providing a seamless transition between inside & outside environments. Spacious gathering rooms, secluded personal spaces & a dedicated spa level are unified around a hand-crafted 4 story mahogany staircase illuminated through its core by an exquisite Murano chandelier. A serene celebration of excellence.

Listed by Laird C. Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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1224 5 North Route Norwich VT 05055

Norwich, VT1224 5 North Route

Price$4,700,000

Est. Mortgage: $/month

MLS Number 4820088

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 9,000

A dramatic architectural landmark combining a unique and spectacular site, modern aesthetic design principles and innovative technical execution, the 6390 square foot River House in Norwich, Vermont presents a unique opportunity for the next owner to experience life at a singular level. Minutes from the cultural hub of Hanover, New Hampshire, home to the renowned Ivy League Dartmouth College, and two hours to Boston's Back Bay, River House is within an hour's drive of an array of world class recreational, cultural and entertainment attractions. Sited on a peninsula exactly eighty feet above the Connecticut River and boasting a 180-degree vantage point with long range water views both north and south, the house and its outbuilding are constructed entirely of concrete. This raw, versatile material makes up both the exterior and interior surfaces of the home and the dramatic views from the main living spaces are achieved through a flip of the traditional floor plan with the main living quarters on the second floor. Soaring 14 foot high interior spaces in the main living room open directly to the exterior and the stackable glass doors that run both the entire north and south walls blurring the visual boundary between indoors and out.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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5000 Route 106 Route Reading VT 05062

Reading, VT5000 Route 106 Route

Price$3,995,000

Est. Mortgage: $/month

MLS Number 4809895

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 7,982

The right dose of Vermont living: high meadows, mountain views, in the heart of horse country near Woodstock, end of the road, and complete privacy. Warner Hill Farm's beginnings as a late 1700's sheep farm have been transformed into a comfortable, but distinguished property that has been on the cover of House Beautiful and featured in Architectural Digest. Today, this well-stewarded property, with its own helipad, is sited on 120 acres and is one of the most exceptional properties in Vermont taking inspiration from Old World elements including a gracious courtyard, Dutch gables, and formal gardens. A gated one-mile drive wends up through the trees to open on to a verdant landscape of rolling meadows and ponds. To the west there are expansive views of the mountains and lavish sunsets. The home has a gourmet kitchen, five bedrooms, 6.5 bathrooms and spacious living spaces. Connected by a breezeway is a guest room ensuite. Behind the house is a stone patio next to a deep, clear pond fed by a cascading waterfall. A gym, office and home theater can be found across the courtyard. A 4-stall horse barn, is attached to a party barn with a massive stone fire place and cathedral ceilings. Down an allée of maple trees is the pool. Also, on premise is a caretaker's house/guest house with 3 bedrooms and stunning views. There is an extensive network of trails for walking, cross-country skiing or riding, and connects to GMHA trails. Close to Killington and Okemo for skiing.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 4809703

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 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: 2.88% last updated on Aug 6, 2020
* 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$3,000,000

Est. Mortgage: $/month

MLS Number 4821850

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 6,724

Absolutely stunning, ski on-ski off mountain home! Current owners worked with renowned, local architect and builder 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 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 Aug 6, 2020
* 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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1055 Sayer Road Barnard VT 05031

Barnard, VT1055 Sayer Road

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4687009

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 8,264

Prominent New England equestrian estate located in the hills of Barnard, Vermont a short distance to Woodstock, Vermont and Hanover New Hampshire. Circa 1995 6500 sq.ft. residence with attached three-car garage and spectacular three-story, six stall post and beam barn. An additional 2000 sq.ft. in the walk-out basement finished into a media room and large conference/office area with a wet bar and full bath. 252+/- acres of conserved and managed forest and pastures with miles of maintained riding trails. The residence was five years in the building by a local builder renowned for his quality and attention to detail. Furniture-quality woodwork throughout this four-bedroom, six-bath residence with complete butler/guest apartment wing.

Listed by Stan Butler of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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3147 Mt. Hunger Road Barnard VT 05031

Barnard, VT3147 Mt. Hunger Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 4804027

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 4
  • Square Feet 4,531

"HONEY HILL FARM” - located in desirable Barnard, Vermont, has been in the same family for more than 30 years, with both land and residence meticulously and lovingly maintained throughout the family's stewardship of the property. Situated on 264.4 surveyed acres, the land component is comprised of open pastures and conserved and managed woodlands with miles of trails for walking, x-c skiing and snowshoeing, biking or other outdoor pleasures. The property has beautiful long-range mountain views, a deep swimming pond, perennial gardens, and a lovely mountain brook that courses through the property, plus a wonderful and totally private swimming pool in the center rear of the residence with access from the living room and the kitchen. A nearby barn - a portion of which was once utilized as a caretakers apartment - provides storage for motorized toys and vehicles. The residence itself is a classic Vermont farmhouse design with slate roofs, three fireplaces, covered porches and an attached guest apartment above the attached three-car garage. The living room, which has exceptional woodwork, can easily accommodate large parties for entertaining. Five bedrooms, four baths, and three half-baths in total. House boasts excellent mechanicals, backup generator, security systems, underground wires, and more. High speed internet is available via EC Fiber. 18 mins to Woodstock, 10 mins to I-89, and 30-45 minutes to a private airport and skiing at numerous major Vermont ski resorts.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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37 Brothers Road Hartland VT 05048

Hartland, VT37 Brothers Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 4820108

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,800

Hartland Highlands is a Vermont refuge like no other. The land, professionally managed over the span of two decades under the meticulous stewardship of the areas most professional forestry management and land enhancement company, offers over 277 acres of high, rolling meadows, mixed northern hardwoods forests, four ponds, three brooks, miles of interior roads and trails and multiple developable future house sites. This true private kingdom offers a myriad of possibilities for a multi-generational legacy estate, a rural place of refuge or retreat or other more creative possibilities. Enjoying a location that is close to Dartmouth College, Woodstock, Vermont and the crossroads of New England where Interstates 89 and 91 meet, Hartland Highlands offers one of the largest, professionally managed and strategically improved parcels of land currently available anywhere in the Upper Connecticut River Valley. Close to the cultural attractions found only in a town with an Ivy League College and minutes from the picturesque and historic village of Woodstock, Vermont, famous for being one of the prettiest small towns in New England, the kingdom size property offers room to roam without ever leaving the land that you own while still being conveniently located to the country cosmopolitan and lifestyle conveniences of cultured civilization. The historic, expanded Cape on the western side of Brothers Road is surrounded by copious perennial gardens, antique stonewalls and grandfather maples

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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100 Fairbanks Road Grafton VT 05146

Grafton, VT100 Fairbanks Road

Price$2,750,000

Est. Mortgage: $/month

MLS Number 4700648

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 5,872

Nestled discreetly in the hills of historic Grafton with panoramic long-range southerly views, Pine Hill Farm is a unique, totally private country estate. The understated elegance, and organic elements of this home invoke a tranquility that transcends throughout. The walk-in field- stone fireplace commands the great room within a massive antique hand-hewn chestnut barn. tIt is ideal for entertaining with an exceptional chef's kitchen complete with La Canche range with dual fuel ovens, a magnificent custom antique refrigerator, and beautiful local red slate counters. The patinaed copper and black walnut bar with integrated audio system is perfect for entertaining your guests. Enjoy the luxurious grand master suite, with fireplace, copper soaking tub, wet and dry sauna and private deck with a large wood hot tub. The attached four-season greenhouse and potting room off the kitchen will give you a head start on the planting season or fresh greens year round. Beautifully landscaped with copious gardens and mature plantings to offer an ever-changing palate throughout the seasons. Comprised of 69 forested acres as an award-winning Tree Farm, Pine Hill Farm features a separate guest house, heated swimming pool, barn with fenced pasture, equipment barn, a swimming pond and an extensive trail network. 5 minutes from Grafton Village. Close proximity to Stratton and Okemo resorts and beautiful Grafton and Grafton Ponds. Escape the city's hectic life to your own very secluded private est

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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3114 Church Hill Road Woodstock VT 05091

Woodstock, VT3114 Church Hill Road

Price$2,740,000

Est. Mortgage: $/month

MLS Number 4820914

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 9,320

Between the storied Village of Woodstock, Vermont and the country cosmopolitan hamlet of equestrian-oriented South Woodstock a remarkable retreat can be found. The spectacular post and beam residence and barn/guest house are the result of a collaboration between two partners uniquely qualified and united in the passion to create something extraordinary. The architect designed main house is sited to take maximum advantage of the homes south elevation and provides a view of the barn, fenced pasture and paddock area. Employing old world craftsmanship, C.G. Nichols Builders brought over 35 years of custom residential construction experience to create a dramatic statement in wood, glass and stone. The connected open flow of the first floor plan is centered around the kitchen and its remarkable four season solar surround. The home features the finest quality materials and highest quality and most current construction standards. With approximately 6800 square feet, the 9-room main house offers four bedrooms, four and a half baths, open-concept kitchen, living and dining area, mudroom, entry and expansive first floor master bedroom suite and the main house is surrounded by bluestone terraces, dry laid stone walls, lush lawns and gardens. The detached barn and guest house provide everything one needs for the equestrian lifestyle and the nearby Green Mountain Horse Association is a short 2.5 mile hack away.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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2574 Garvin Hill Road Woodstock VT 05091

Woodstock, VT2574 Garvin Hill Road

Price$2,700,000

Est. Mortgage: $/month

MLS Number 4804667

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 6,545

"GARVIN HILL GETAWAY"- Newer custom built residence (that easily sleeps 15+) on 50 acres of farm pasture fields and woods with a fabulous long-range mountain view - just minutes from Woodstock village. Designed for family gatherings and entertaining friends, the residence also lives beautifully on one level. Wonderful open floor plan with high ceilings and large-proportioned rooms. The 1,200 sf great room / gathering area combines kitchen, dining and living room areas with stone fireplace that opens to an expansive wrap-around deck with its own indoor-outdoor entertaining space - with indoor and outdoor spaces all sharing the long-range mountain view over the pasture fields. A spacious first level master bedroom suite provides for 1-level living. Excellent mechanicals. Subject to current use conservation program. An oversized 3-car garage - for all your motorized toys bikes, skis, kayaks and other outdoor gear - walks into a mud-laundry room and into the house. Minimal gardens and landscaping make for a low-maintenance, super-fun gathering house on 50 acres with big views, just minutes and easy access on public roads from Woodstock village.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 2020 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 August 11, 2020.