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.

Greater Woodstock VT Houses with Land for Sale

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.

992 Atwood Lane Bridgewater VT 05091

Bridgewater, VT992 Atwood Lane

Price$5,900,000

Est. Mortgage: $/month

Pending

MLS Number 4852734

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 10
  • Square Feet 12,421

Heartwood Hill is one of New England's most extraordinary estates This remarkable residence is privately sited with breathtaking views across the Connecticut River Basin. The Great Room with 34' cathedral ceiling is anchored by a two-story fieldstone fireplace. Open concept chef's kitchen with top-of the line appliances, center island, and an enormous pantry with third oven, beverage station, and wine fridge. The home is naturally warmed by superb solar orientation, three interior fireplaces with a fourth on the terrace with a classic wood-fired pizza oven. The Grand Master Suite commands the southeasterly corner of the second floor with a private balcony, an elegant spa bathroom with soaking tub, slate shower and two dressing rooms. There are 4 private master guest suites all with splendid views. On the walk-out lower level there is an incredible bunk room adjoining an expansive family room with fireplace, and a full-sized, terraced theater with down-cushioned seating for 16 served by a commercially sized screen and integrated entertainment system. The pondside cottage warmed in winter by a field stone fireplace is the perfect spot for a dinner party, or to warm up while skating, sledding,, or skiing the interior trail system, or the perfect spot to cool off on a hot summer day. Central AC, radiant heat, backup generator, attached, heated three car garage. Ten minutes to the Woodstock Village Green. Fifteen minutes to skiing. Two hours, fifteen minutes to Boston.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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$4,985,000

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, Continental Real Estate Group, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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945 Riverside Park Road Woodstock VT 05091

Woodstock, VT945 Riverside Park Road

Price$2,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4864875

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,900

“THE AERIE” is the ultimate gathering/getaway house located on the Ottauquechee River just 2.1 miles (5 minutes) from the Woodstock Village Green, via Rt 4 West and the historic Lincoln Covered Bridge. The 5900 sf residence is perched on a knoll with beautiful long-range views and features a wonderful “Vermont Barn” architectural aesthetic. The residence is sited on +/- 40 private acres with an extensive network of single-track biking/hiking/snowshoeing trails and owns frontage on the Ottauquechee River. Acreage includes potential building lot with existing roadway and mountain views. Large commercial style kitchen features Viking appliances, granite counters, 2 refrigerators, pantry and custom island. Two spacious great rooms with large-screen TVs, sofas & room to gather, wet bar on 2nd floor. 4 “official” bedrooms with one other room used as a bedroom, and 3 full baths. Sleeps up to 12 guests. Private 32' heated indoor saltwater pool & Sauna). Gracious custom granite patio with dining for 18, 2 BBQs and chiminea for gatherings and a fire in the evening. The residence is being sold with all furniture and furnishings - - turnkey. This house has been very successfully and nearly continuously rented by the present owners on AirBNB. Because it is nearly continuously rented, no drive-ups please and the availability for showings is very limited. Next showing times available are: July 7, 8 (til noon), 14 (afternoon only), 15, 16, 17, 26.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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174 Advent Hill Road Hartland VT 05048

Hartland, VT174 Advent Hill Road

Price$2,000,000

Est. Mortgage: $/month

MLS Number 4846107

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,628

A spectacular landscape of mountain views, meadows bounded by stone walls and ancient maples, a pond, trails, apple trees, full equestrian amenities, and an abundance of choice for places to build a spectacular home and compound. Hamilton Farm is on a quiet country road 15 minutes outside the village of Woodstock. The land parcel of 157 acres is on some of the prettiest land in Vermont with big views that face East toward the White Mountains. A vast network of carriage trails offers miles of opportunity for extensive walking, cross-country skiing or mountain biking. Fulling Brook runs through the property and the pond attracts blue heron and other wildfowl. An additional 127 acres is available. For many years it has been the home of the Hamilton Rare Breeds Foundation, whose goal was to preserve rare breeds including the Poitou donkey, Dale ponies and Chocktaw mustangs. It was also a state-of-the-art training center for combined driving with its “hazards” and two large rings. Pat Hastings, the farm manager, trained here to qualify for the FEI Driving World Championships. The equestrian facilities include a ten stall indoor arena complex, a foaling barn and a 4 bedroom apartment and office, an outdoor sand dressage arena, a larger driving arena and numerous fenced paddocks with run-in sheds. 15 miles from Lebanon Airport; 15 miles from Suicide Six; 19 miles from Dartmouth College and 27 miles from Killington.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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63 Hartwood Way Hartland VT 05048

Hartland, VT63 Hartwood Way

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4856960

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,078

This truly special property starts at the end of a private road with a driveway that winds up through split rail lined paddocks to a cape style farmhouse situated perfectly to take in the stunning long range mountain views. Comprised of 45+ acres, the property includes a 5 stall horse barn with tack room and wash stall as well as 2 additional outbuildings. There are open fields, a riding arena and a nice swimming pond. Inside there is an open eat-in country kitchen that connects to the dining room and an office/bedroom. Through the front hall is the living room with wood burning fireplace which opens into the beautiful great room with cathedral ceilings, wood beams and a stone fireplace. A set of french doors open to the mountain views out front and another set leads to the deck and pond out back. Through the great room lies the Primary bedroom suite with jacuzzi tub, walk-in closet and private laundry. Upstairs are 2 good sized bedrooms, a full bath, and a 2nd laundry room. Located above Taftsville and less than a mile from Rte 4, this prime location is just minutes from Woodstock Village and 20 minutes to the Hanover/Lebanon area. Showings begin on 4/30/21.

Listed by Dan Noble, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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1350 Vermont Route 12 Pomfret VT 05053

Pomfret, VT1350 Vermont Route 12

Price$1,900,000

Est. Mortgage: $/month

MLS Number 4859544

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,729

Unlimited potential! 265 acres of highly desirable land straddling the hilltops connecting the towns of Pomfret and Barnard! On one edge of the property, there is a privately sited south facing and energy efficient post and beam residence. Truly a kingdom size parcel of a size and scope that would typically only be found in the most rural of locations! However, the numerous well known amenities of Woodstock Village are just 5 miles and a few minutes away! The owners who wisely assembled the land parcel components necessary to create this volume of acreage, are dedicated to conserving significant parcels of land within our community. They have indeed succeeded! With Town of Pomfret frontage on Route 12 and Town of Barnard frontage on the Stage Road, there is the opportunity to access the large parcel from either desirable town. The opportunity is presented for elevated building sites benefitting from dramatic long range views. The quality acreage and the prime location to compliment the construction of an unparalleled residential compound!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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974 Cemetery Hill Road West Windsor VT 05089

West Windsor, VT974 Cemetery Hill Road

Price$1,800,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4764706

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,884

White Fox Farm's c. 1790 yellow clapboard farmhouse and attached red barn is set just outside the village of Brownsville on a quiet country road where it seems like more horses go by than cars. The 39 acres scale of the farm is manageable with the key Vermont features: a pond, pastures and big views of Mt. Ascutney. The five-bedroom house underwent a major renovation in 2012. The kitchen with its hand hewn beams was enlarged to include a sitting area with views over the field, and outfitted with top-flight appliances for a cook that likes to prepare meals while surrounded by family and friends. Pssst…there is a secret room, believed to be part of the Underground Railway. There are fireplaces in the living room, the two master bedrooms, the birthing room (now used as an office), dining room and paneled family room. The third level is a great place for innovative thoughts (the owner launched a business here) with a two-room study with built in book shelves and a ¾ bath. Throughout the house there is a sense of fine craftsmanship that has stood the test of time in form and function. White Fox Farm is integral to the Green Mountain Horse Association community as the 83-mile marker for the hundred-mile ride.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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7 Laber Road Bridgewater VT 05035

Bridgewater, VT7 Laber Road

Price$1,699,000

Est. Mortgage: $/month

MLS Number 4839222

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 4,906

Looking for a grand yet refined Vermont home? Look no further than Stonewall Manor! Situated on close to 30 acres in Bridgewater, you'll be pleasantly surprised by the space provided in this home. Arts & Crafts style allows home to grow as you enter, looking quaint & not massive, from the front elevation. 2 elevator shafts & stair chair offers wheelchair accessibility & can accommodate all needs. 2-car garage comfortably fits 3 cars & features man cave, complete with a living area, wood stove, bath & laundry room! Stonewall Manor features 5 living rooms, 7 bathrooms, 3 full kitchens (all complete w/ granite counter tops & Bosch appliances), 3 laundry centers, & secret passages between rooms. Additional option to rent out the two private 2-bedroom apartments! Stonewall Manor was designed to fully integrate w/ surrounding land & take advantage of all the property has to offer. Front of home is stunning in the morning light, while the back is beautiful in the afternoon with the way the sun hits & reflects off the house. 4th story cupola features historic 225 yr old bar end from the original Bridgewater Boarding house, & oversees glorious surrounding views of mountains, w/ peaks over 4,000 ft- including trail map view of Killington! Stunning great room features three story windows that allow for sunlight to pour in & heat the whole house during the colder VT winter months. Exceptional property w/ so much to offer- you need to see it to truly believe all of its features!

Listed by Hergenrother Realty Group and Daniel Preston, KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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79 Cream Pot Road Hartland VT 05048

Hartland, VT79 Cream Pot Road

Price$1,649,900

Est. Mortgage: $/month

MLS Number 4863887

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,448

"SPRUCE MOOSE LODGE" - Custom built log home on 65.27 totally private acres with beautiful westerly long-range mountain views, yet only 12 mins to the Woodstock Village green. The custom home features a wonderful vaulted-ceiling great room with rugged stone-faced fireplace and stunning cathedral arched window showcasing that magnificent view. A gourmet, cherry kitchen opens to the great room on one side, a formal dining room, and french doors to the wrap-around deck on the view side of the house. A first floor primary bedroom also shares the view, with en suite, rustic bathroom with stone stone floor and walls in the glass shower. Upstairs is a sitting room that shares the view out the cathedral window, a large bedroom with ensuite and two other bedrooms plus full hall bath. The front entrance has a carport that enters to a stone-floor foyer with private 1/2 bath. The lower level features 3 attached garage bays for all your motorized toys, laundry and mechanicals. Radiant heated floors on all 3 levels of the residence. 20kw whole-house propane generator. Power lines are below ground. In the field below the house is a fully operational tiny-house-cottage with woodstove, bathroom and fully functional kitchen (all of which run on 12V RV mechanicals) - super fun getaway for kids of all ages! The land is conserved in a Current Use/Land Use program which reduces property taxes, and features a network of trails.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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145 South Puckerbrush Road Reading VT 05153

Reading, VT145 South Puckerbrush Road

Price$1,550,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4851788

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,800

Lovely antique center chimney Cape c.1792 tastefully renovated to retain the warmth & charm that only an old home can offer while incorporating the conveniences of the 21st Century. 3 BR 2 Bath, Kitchen with VT Soapstone counters, gas range, ceramic tile flooring, Dining Room, Family Room, Sunroom, 1st floor Master w Bath; 2nd floor has 2 rooms, full bath and a Loft Study. Southern exposure, set on 104 acres on quiet dirt road with views to Ascutney, pond, mature plantings, gardens & fields bordered by stone walls, 2 horse barns total of 6 stalls; a run in shed & a 3 car garage. The property also includes, 'The Sugarhouse' a stunning 2BR 2B post & beam house, which has an open floorplan, kitchen with soapstone counters, nice natural light & a 2 car garage w workshop. On the GMHA hundred mile route. Protected by Vermont Land Trust. Beautiful property, must see to appreciate.

Listed by Dana Waters and Paula Waters, Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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4409 Route 106 Reading VT 05062

Reading, VT4409 Route 106

Price$895,000

Est. Mortgage: $/month

MLS Number 4863504

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,080

This traditional New England style home is sited on a plateau overlooking the surrounding hills and valleys with views ranging through east to south. The net metered solar array enjoys ideal exposure for full absorption of sunlight year round. The home offers a spacious primary dwelling with a connected, but private guest apartment each benefiting from 9' ceilings each with open floor plans illuminated with natural light. Energy efficiency and an outdoor lifestyle are the themes of this country property. The wood-fired hydronic boiler uses roughly 6 cord of wood in a heating season, which can be harvested from the land. A centrally located air-tight wood stove is a source of direct warmth distributed evenly throughout connecting the gathering rooms and second floor bedrooms with an open loft passage between them. Trails, gardens and a paved stone walk to a picnic area are wonderful amenities for active living. Privately located-not isolated just 4 miles from South Woodstock Village with Woodstock Village another 6 miles further. Mt. Ascutney State Park & miles of mountain biking are 10 minutes drive away.

Listed by Laird Bradley and Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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 August 2, 2021.