Greater Woodstock Area Homes with Acreage (Over 25 Acres)

Homes in the Greater Woodstock, Vermont Area with over 25 acres of land are special, indeed. Imagine stepping out of your home situated on a large piece of land to million-dollar views of the Green Mountains or of one of the area's many charming towns.  

Large-acre real estate in the Greater Woodstock area features a variety of home styles, from antique farmhouses to modern construction to rambling family and vacation compounds. Some of these parcels have ponds or rivers running through them. On a property with many acres, you can keep horses and other livestock, build a garden to your specifications, have pasture or woods.

In the Greater Woodstock area, you’re never far from varied dining options, entertainment, and amenities in towns such as Barnard, Reading, Bridgewater, Pomfret, and West Windsor.

Find your perfect Greater Woodstock, VT home with over 25 acres of land below or contact Bassette Real Estate. One of our experienced brokers or buyer agents will be happy to help you.

1959 Cox District Road, Woodstock, VT 05091

Price$9,250,000

Est. Mortgage: $/month

MLS Number 4429915

  • Residential Single Family
  • Listing Agent Name Richard Higgerson
  • Construction Existing
  • Bathroom 6
  • Bedrooms 9

A modern architectural masterpiece and important work by award winning and internationally recognized architect Rick Joy, Woodstock Farm presents a dramatic shingle and stone house and barn set on over 200 acres of Vermont countryside minutes from the picturesque village of Woodstock and in close proximity to Dartmouth College in Hanover, New Hampshire. The high concept contemporary design is executed with the sharpest attention to craft and draws on the vernacular of the rural northeast. The main residence offers a 152-foot elongated gable house with massive end walls of Lake Champlain bedrock and cedar cladding on the roof and side walls. Set at a subtle angle to the barn, the north facade of the main house engages the purity of the setting and looks out onto a large, deep, spring fed swimming pond and the rolling pastureland, hills and mixed northern hardwood forests that comprise the property.

Listed by Richard Higgerson, Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2358 Long Hill Road, Woodstock, VT 05071

Price$5,500,000

Est. Mortgage: $/month

MLS Number 4475560

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

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.

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

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$
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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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Woodstock, VT 05091

Price$5,450,000

Est. Mortgage: $/month

Pending

MLS Number 4720968

  • Residential Single Family
  • Listing Agent Name Christopher Lang
  • Construction Existing
  • Bathroom 8
  • Bedrooms 6

Located at the end of a private road in Woodstock, Vermont on a hilltop with long range views of the Green Mountains, is a stunning six-bedroom eight-bathroom residence that is exceptional in every detail. First is the land itself, 30.39 +/- acres that fold over the ridge on either side with fields, woodlands and miles of John Morton trails for fitness and recreation. At the height of the land is the home. Private and secluded, all you hear are the sounds of nature, and as you look out over the landscaped yard and swimming pool to the cascading ridges and mountains beyond, Feng Shui is omnipresent. It was the land - its views, privacy and serenity - that drew the owners to the property eight years ago and for good reason. Parcels like this are exceptionally hard to find let alone buy. Which explains why after using the property for several years the owners decided to completely remodel and expand the circa 2008 home. Finished in 2016, the transformation is extraordinary inside and out. Everything is top of the line with custom and trade-only finishes and fixtures throughout. The house is also fully automated and has high-speed Comcast Internet and great cell-phone reception. Using an iPad, you can control temperature, lights, speakers, shades, alarms and security cameras, onsite or remotely via the Internet. Simply put, this is one of the nicest offerings in Northern New England; a perfect house on a perfect parcel in a perfect location.

Listed by Christopher Lang, LandVest, Inc/Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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1055/1044 Sayer Road, Barnard, VT 05031

Price$3,950,000

Est. Mortgage: $/month

MLS Number 4609102

  • Residential Single Family
  • Listing Agent Name Stan Butler
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4

Prominent New England equestrian estate located in the hills of Barnard, Vermont a short distance from Woodstock and Hanover, New Hampshire. Circa 1998 6800 square foot main residence with three-car attached garage and spectacular post and beam six-stall barn. 396 acres of managed pasture and forest with 13 miles of riding trails, one of which terminates at a hilltop picnic area with a magnificent 360 degree view a short half-mile ride from the barn. A 2400 square foot caretaker residence with an attached two-car garage and a beautiful seven-stall post and beam barn occupies a hilltop across the road from the main residence. Two ponds complete this perfect setting. The main 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 main residence with complete butlers apartment wing. A walkout basement level finished into a large media room and corporate size office/conference room with wet bar and full bath.

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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

Price$2,995,000

Est. Mortgage: $/month

MLS Number 4629754

  • Residential Single Family
  • Listing Agent Name Richard Higgerson
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Offering some of the most beautifully managed and meticulously maintained acreage available in Windsor County, Hartland Highlands offers over 279 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 in addition to the mid-19th century Cape, guest house and barn complex currently in place. Views from the property extend from Smarts Mountain in Lyme, NH through dramatic near range vistas of Mount Ascutney to the south. Professionally managed by the premier Upper Valley land enhancement company for more than two decades, the quality of the acreage is unsurpassed. The main house and one bedroom guest house are surrounded by copious perennial gardens, antique stonewalls, grandfather maples and sweeping lawns. Multiple barns and outbuildings provide storage space for every conceivable outdoor pursuit. A true legacy property in a location less than 25 minutes from the heart of the Upper Valley, Hanover and Dartmouth College.

Listed by Richard Higgerson, Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4687009

  • Residential Single Family
  • Listing Agent Name Stan Butler
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4

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. Property also available with 396 acres and a 2500 sq.ft. post and beam caretaker residence. See MLS#4609102.

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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535 Peace Mountain Way, Woodstock, VT 05091

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4659067

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5

"PEACE MOUNTAIN" is a private estate with breathtaking views of the Ottauquechee River Valley. Custom built in 2008, Peace Mountain is a spectacular Arts & Crafts shingle style home situated on 183 acres with a vaulted ceiling yoga/recreation room and scenic trails for hiking, snowmobiling, mountain biking and cross country skiing for year round recreation. It is designed for gracious living and offers total peace and tranquility. Spacious gathering rooms open out to a wide veranda surrounding 3 sides of the home with a beautiful stone fireplace and grilling area for 3 season use. The property includes five river stone fireplaces as well as a wood-fired pizza oven in the kitchen to enjoy in winter evenings. Peace Mountain was designed for an active family and extended family and includes a climate controlled hardwood yoga studio/basketball court, rock climbing wall with spectacular views and an expansive storage area for outdoor recreation equipment. Convenient to the Killington Ski area, Dartmouth College and is located four miles from the Woodstock Village. Off private road leading to the house is direct access to VAST snowmobile trails to east and west. Multiple building sites served by underground utilities. Located at the end of a paved private road engineered for New England's rugged weather. The Peace Mountain Ranch is an exceptional property and is ideal for a residence, yoga retreat, corporate retreat, or family gathering compound.

Listed by John Snyder, Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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2912 Route 12 Road, Barnard, VT 05091

Price$2,900,000

Est. Mortgage: $/month

MLS Number 4672496

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6

"TWIN PONDS" - The land component of Twin Ponds is a private and pastoral setting on 52.2 acres with two ponds, open high meadows with lovely views of distant hills, two streams with waterfalls that course through the property (and by the main house and guest house) and a new post-and-beam barn with horse stalls, chicken coop and room for tractors and other motorized toys. The main residence has a post & beam great room with 25-foot stone fireplace and views, beautiful eat-in gourmet kitchen, large master bedroom suite, large downstairs game/rec/office space and bedrooms to sleep 15+. The “Gristmill” guest house is nearby complete with open living/dining/kitchen, full bath and bedroom, and has a separate water source from a gushing Vermont spring. The land is in Vermont Current Use conservation program, comprised of woodlands, open meadows, stone walls, apple trees, wildlife pond and separate swimming pond. Appalachian trail is nearby. First rate mechanicals include full back-up generator, six bedroom septic, full security system and more. This property has a Woodstock postal address and phone number and is 9 minutes to the town green in Woodstock Village, but is a legal parcel of the town of Barnard. Easy access to ski resorts and Hanover/Dartmouth.

Listed by John Snyder, Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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6310 Bryant Road, Hartland, VT 05071

Price$2,850,000

Est. Mortgage: $/month

MLS Number 4693928

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

"HUBBARD FARM” - Fully renovated, classic, historic hilltop farm property on +/- 130 acres with long-range mountain views of Killington, a swimming pond, tennis court, open meadows and a 3-mile private trail network - much of which is enrolled in the Vermont Current Use Program. The recently and beautifully fully renovated residence has hip, contemporary styling, a large gourmet kitchen, two den/family rooms, a private dining room, expansive wrap around porch oriented to take in the view, downstairs recreation room, 5 fireplaces, radiant heat throughout, MBR with bath and steam shower, and other fully renovated bedrooms and baths. Russound speaker sound system throughout the first floor and porch. Large breezeway leads to the huge historic post-and-beam barn that presently serves as a garage. Located approximately 7 minutes from the village green in Woodstock, Vermont - with end of road privacy - this property has access only from Woodstock, a South Woodstock mailing address and emergency services, but is legally located in the town of Hartland. Truly a special property and residence with all the features most desirable in a Vermont getaway, relocation or retirement home.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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327 Fletcher Schoolhouse Road, Woodstock, VT 05071

MLS Number 4644250

  • Residential Single Family
  • Listing Agent Name Carol Wood
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

Bybrook Farm is a picturesque country estate , built in 1797, and completely restored with historic integrity and deluxe amenities, including custom hand planed cabinetry and finishes , reclaimed wood floors , hand hewn beams and decorative painting by renowned artist Kevin Paulsen. Sited on 26 acres, with an exquisite brook that meanders throughout the property and leads to a picturesque spring fed pond .Gorgeous and varied regional views. A rare combination of brook, pond, rolling hills, forest, mature gardens, and original stone walls, complete with charming farmhouse , classic wooden bridge and quintessential Vermont red barns. A moments stroll to historic hamlet of South Woodstock and nationally acclaimed Green Mt. Horse Association equestrian center . The best of serene country living with easy access to downtown Woodstock and nearby equestrian, golfing , tennis, skiing, restaurants, spa and fitness facilities. 5 bedrooms in the Main House, and Guest House and 2 separate kitchens provide for cozy relaxation or entertaining friends and relatives. Settle in on the stone terraces or open air porches that overlook the rushing brook ; swim , fish or relax by the serene pond; take a nature walk in the forest ; ice skate on the pond ; snow shoe or cross country ski right out your back door. Enjoy the best of spring wildflowers , summer sunshine , fall foliage and winter wonderland in this unique property. Fun for two or twenty , with separate spaces for all to enjoy !

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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651 North Road, Barnard, VT 05031

Price$2,350,000

Est. Mortgage: $/month

MLS Number 4716139

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4

FINCH HILL - A magnificent european-inspired estate with lovely south facing views overlooking the picturesque village of Barnard, VT - just 15 mins to Woodstock. Nestled on 60 +/- gentle acres with spectacular open meadows, fern groves, beautiful perennial gardens, apple trees, stonewalls and a spring fed pond. 2nd home site identified with stunning southwesterly views. Enjoy complete privacy and tranquility on this perfectly manicured estate. Built in 2003, this meticulous residence is comprised of gracious sun-lit rooms, beautiful antique elm flooring, two elegant wood burning fireplaces, kitchen fit for a chef with 2 walk-in pantries. Enjoy entertaining: open floor concept with handsome french doors onto a lovely stone terrace from family room or the bar room that incorporates an antique soapstone sink. Exquisite craftsmanship throughout the dwelling: 11 foot ceilings, custom iron balusters, handsome mahogany doors and cobblestone parking area. Underground fiber optic internet.

Listed by John Snyder and Andrew Holson, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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604 Delano Road, West Windsor, VT 05089

Price$2,340,000

Est. Mortgage: $/month

MLS Number 4669762

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 11
  • Bedrooms 6

Country retreat outside of Woodstock perfectly designed for gathering family and friends, with exceptional craftsmanship, open floor plan, stunning panoramic views of Mt. Ascutney and complete privacy. Designed by AIA award winning architect Michael Ertel, the custom 2-story connected stone Cape Farmhouse, c. 1990, offers 8,200 ± sq. ft. of living space with 6 bedrooms. Throughout the house are mural paintings, trompe d'oeil and faux finishes - tortoise shell mantels in the living room, tiger maple paneling in the library, and intricate wood inlay floors using southern pine, maple, walnut and cherry as well as an impressive great hall with fireplaces at each end, big windows facing the view and high ceilings. The AGA stove and fireplace add a coziness to the well-appointed kitchen detailed with painted wood floors with access to a brick porch. The spa has a shower/steam room, exercise room with hand painted murals on the walls, and hot tub with grand views of the mountains. There are 4 bedrooms in the main house, and 2 bedrooms with an additional sleeping alcove in the guest wing. Approached by a private drive through the extensively landscaped 53.21 acres, the property offers the best in private, country living in the heart of the beautiful equestrian countryside.

Listed by T Story Jenks, LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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