Woodstock VT Properties with Acreage

Browse homes for sale in Woodstock Vermont with acreage below and contact me for more information about any specific properties.  You can also create an account on my site to save your favorite Vermont real estate listings.  

1239 Peterkin Hill Road Woodstock VT 05071

Woodstock, VT1239 Peterkin Hill Road

Price$2,150,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4893456

  • Residential Single Family
  • Square Feet 6,096
  • Bathroom 6
  • Construction Existing
  • Bedrooms 5

Upper Treehouse Farm is located on Peterkin Hill Road midway between the Villages of Woodstock and South Woodstock offering a wonderful sense of seclusion in close proximity to the areas most desirable amenities. Presenting in a vernacular architectural style the handsome residence consists of the original TimberPeg Post & Beam residence with its spacious gathering rooms and 5 private bedrooms on three levels and a thoughtfully integrated addition providing 4 heated garage spaces and a private 1 bedroom guest quarters with full kitchen. The handsome multi-purpose barn and all-season bunkhouse is a favorite with kids (and kids at heart). Stone patios and terraces surrounding the home are graced with perennials, flowering shrubs and a cozy fire-pit. A wide entertaining deck overlooks the swimming pond with white sand beach and rolling fields and pastures. Close to the Green Mt. Horse Association and miles of riding trails. A tranquil retreat from a busy world and ideal for celebrating both special events and everyday life with friends and family.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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81 Roberts Road Woodstock VT 05091

Woodstock, VT81 Roberts Road

Price$649,000

Est. Mortgage: $/month

Pending

MLS Number 4893490

  • Residential Single Family
  • Bathroom 3
  • Square Feet 1,955
  • Construction Existing
  • Bedrooms 3

Lovely Cape home on 12 level acres with a beautiful view of Gilberts Hill across the way and the Barnard Brook snaking along the front of the property. The yard is nicely landscaped with a covered patio coming off the back of the house. Inside, there are nice maple floors and lots of natural light. There is a first floor bedroom with a 3/4 bath across the hall and an open living and dining room with a wood burning fireplace. This room connects to the kitchen and has sliding glass doors out to the patio. Upstairs, are two good sized bedrooms each with an ensuite bath, and the laundry is located in a hallway closet between these two rooms. The basement houses the utilities, has a sink, and plenty of storage. The two car garage, attached by partially open breezeway, has a large finished room above with lots of potential. This property is located just 2 miles to Woodstock Village and is close to skiing, hiking, shopping and fabulous dining. Ideal as a primary residence or second home getaway. Showings begin on 12/18/21.

Listed by Dan Noble of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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71 Shurtleff Lane Woodstock VT 05091

Woodstock, VT71 Shurtleff Lane

Price$945,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4891795

  • Residential Single Family
  • Square Feet 2,440
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Turn-key home within easy walking distance of Woodstock village! This three-bedroom cape sits on a spacious one-acre lot on one of Woodstock's most bucolic neighborhood lanes - all within easy walking distance of the village amenities. With the charm of a traditional cape and the conveniences of beautiful modern construction, this home offers solid maple flooring, a keeping kitchen with a pristine wood-burning fireplace, a first-floor primary bedroom, spacious and sunny rooms, and additional space above the garage that would make a terrific guest suite or bonus room. The massive, dry basement provides amply for storage, a workshop, and exercise space and is plumbed for an additional bathroom. There is truly no better opportunity in Woodstock for move-in-ready and worry-free homeownership. SHOWINGS BEGIN 11/28 AT 1PM.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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148 Iver Johnson Way Woodstock VT 05091

Woodstock, VT148 Iver Johnson Way

Price$469,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4889831

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,449

DIRECT ACCESS TO VAST SNOWMOBILING TRAILS! Wonderful Woodstock location minutes to Woodstock Village! This property is set on over 13 acres with pretty views and a pond to enjoy. The adorable brick ranch has 4 bedrooms and 2 1/4 baths. Spacious open concept living and dining area with handsome stone hearth and woodstove insert. Nicely updated kitchen. Lower level is partially finished ready for the next owner to complete to their liking. The property has a 2 car detached garage with electricity and large storage space above it. Great space for one to turn it into a recreation room or an office. Come check out this prime Woodstock spot today! Close to Killington Mountain Resort and Suicide Six Ski Area!

Listed by Marni Rieger and Will Spanos of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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370 Catamount Road Woodstock VT 05091

Woodstock, VT370 Catamount Road

Price$1,395,000

Est. Mortgage: $/month

MLS Number 4889125

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,016

Fifty pristine, peaceful, and private acres at the end of a town-maintained road. Magnificent westerly views of the Green Mountains including Killington. This 1989 custom home with three bedrooms and multiple gathering places can accommodate all the family and friends. Conveniently located to all of Woodstock's famous amenities - less than 10 minutes to The Woodstock Inn & Resort's Athletic Center, 18 hole championship golf course, x- c skiing - hiking - biking trail system, fantastic dining, shopping, galleries and more! Or explore your own land which features numerous hiking trails, stone walls, and a stream. Parcels of this size & quality are scarce; this one's location also has a perfect balance of privacy & convenience. The home boasts bright and sunny open concept kitchen/living area; first floor bedroom with private bath, and plenty of spaces for work or leisure. Second floor has two additional bedrooms, bath, and office/ sitting area. In addition to the turn-key home, there is a fully framed and weather-tight wing awaiting finishing touches, as well as a completed oversized 34 x 15 high bay garage; perfect for XXL toys like a boat or camper. There is also an additional 800 sf of covered storage space; simply add garage doors to fully enclose. Truly a one-of-a-kind property in the best part of Vermont!

Listed by Geoff Eckler of Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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1193 Prosper Road Woodstock VT 05091

Woodstock, VT1193 Prosper Road

Price$729,000

Est. Mortgage: $/month

MLS Number 4888940

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,142

Nestled on a knoll surrounded by apple trees, moss covered stonewalls and open meadows... Located on Prosper Road, one of the premier locations in historic Woodstock. Mtn Tom, the National Forest is just across the street with an incredible trail system for hiking and cross country skiing with friends/family. Just minutes to downtown Woodstock for all amenities, shopping and restaurants. Suicide Six, Okemo and Killington close by. Championship golf, fly-fishing and bike trails. This property consists of 4 bedrooms and 2 baths. Handsome hardwood floors, immense amount of sunlight with large oversized windows facing south. This home has an open floor plan with a large sunroom, beautiful stone wood-burning fireplace accent in the living room and first floor bedroom or den. Second floor consists of 3 more gracious size bedrooms with another full bathroom. Perennial gardens are hidden and overgrown but can easily be brought back to life. There are a total of 4 garage spaces: one attached and the other 3 in a separate building. Lots of storage in the basement or create a workshop. First time this property has been introduced to the real estate market. Superior location- come take a look!

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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$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: 3.45% last updated on Jan 13, 2022
* 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: 3.45% last updated on Jan 13, 2022
* 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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3961 Hartland Hill Road Woodstock VT 05091
Pending

MLS Number 4886800

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,646

This charming, expanded Cape sits just outside the Village of Woodstock. Surrounded by rolling green fields and wooded hillsides-this home offers a beautiful country setting within a mile or less of village shops, schools, dining and recreation. There is potential for one-level living with first floor bedroom and full bath nearby. The kitchen features granite countertops, an island with seating, tile floors and plentiful cabinets and updated appliances. The Lovely Dining Room with hand-hewn beams and gas fireplace, Living Room with Wood Burning Fireplace, a cheery office and wonderful Sunroom with gas stove and entry to large deck complete the first floor of the main house. There are two spacious bedrooms with room for seating and plentiful storage and another full bath on the second floor. The two-bedroom apartment with its own one-car garage, driveway, entrance and laundry can be accessed from the house if desired for flexibility of use. Whether you need room for guests, an in-law suite or would like rental income-the choice is yours in this versatile home. Recently added Automatic Generator and Mini-Splits insure comfort year round. The yard has established perennials and is bordered by a year-round brook with a foot bridge for accessing the nearby trails on Mount Peg. With the convenience of village amenities nearby and the gorgeous country setting -this home truly has the Best of Both Worlds.

Listed by Tambrey Vutech of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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$2,850,000

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 Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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: 3.45% last updated on Jan 13, 2022
* 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$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: 3.45% last updated on Jan 13, 2022
* 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 Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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 2022 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 January 17, 2022.