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.

4281 Rush Meadow Road West Windsor VT 05089

West Windsor, VT4281 Rush Meadow Road

Price$2,950,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4895074

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 4,281

“RUSH MEADOW” is the most perfect example of a “Modern Vermont Farmhouse” that we have ever listed for sale. Over the past 3 years, the current owner (a designer and co-founder of Farmhouse Pottery) completely gutted and transformed a 1,700 sf Vermont farmhouse (c. 1800), adding two new-construction additions that nearly tripled the finished area of this spectacular residence. The 3 downstairs rooms of the original farmhouse were opened end-to-end into a stunning oversized gourmet kitchen and dining room with wood-burning fireplace. A large glass-and-steel sliding door opens the kitchen to the spectacular 26x32 great room with vaulted ceiling, oversized black-metal frame farmhouse windows. Wide-plank radiant-heated oak floors and white plaster walls in new addition areas. An oversized main level primary BR suite with ensuite bath and walk-in closet. Downstairs a radiant-heated concrete floor rec/mudroom is perfect as a separate hangout/game/TV room. All new mechanicals, insulation, windows, roof, and automatic backup generator. The original upstairs farmhouse bedrooms and baths were also renovated, while retaining the original 1800s farmhouse charm and character. The land component includes two ponds, open pastures, a stream and a wonderful horse-barn with stalls and hayloft is also used for winter car storage. The property is part of the GMHA horse trail network. 16 mins to Woodstock and 6 mins to South Woodstock. See property website for virtual walkthrough.

Listed by John Snyder, Snyder Donegan Real Estate Group

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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234 Hidden Ridge Farm Road Pomfret VT 05067

Pomfret, VT234 Hidden Ridge Farm Road

Price$2,250,000

Est. Mortgage: $/month

MLS Number 4876336

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 11,200

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

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

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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244 Happy Valley Road Woodstock VT 05091

Woodstock, VT244 Happy Valley Road

Price$2,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4896882

  • Residential Single Family
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 3,456
  • Construction Existing

This very charming home is located in the historic hamlet of Taftsville. The tree lined driveway leads to a custom designed house built in 2002 by a top local design/ builder team using top quality materials. The lovely open grounds include meadows , fruit trees , fenced paddock, as well as a very large pond . Also there are 5 miles of trails for riding , walking , snowshoeing. The gardens include lovely spaces for entertaining. The finished lower area is complete with bathroom . A great space for family activities. The home is light filled with pastoral views from every window.Price includes all furnishings as well as tractor ,riding mower and many other high end pieces of equipment . This is as "turn key" as it gets right dow to the Waterford wine glasses !

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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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

A kingdom sized 265 acres of highly desirable land straddles the hilltops connecting the towns of Pomfret and Barnard! Easily accessed from the pomfret side of the parcel, a privately sited, south facing, elevated building site has been created, to benefit from pastoral views down a valley! Professionally conducted soil percolation tests have identified a location for a septic system. An energy efficient post and beam residence is in place to provide a guest house or a residence to occupy in the near term while construction of a substantial home is undertaken. Truly a 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 ability to access this large parcel from either desirable town. The opportunity presented for an easily accessed elevated building site benefitting from dramatic long range views has become truly difficult to find within the Woodstock area community. The benefit of a useful guest house is a bonus! The quality acreage and the prime location to compliment the construction of an unparalleled residential compound!

Listed by John Wetmore, William Raveis Woodstock

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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932 North Road Barnard VT 05031-0133

Barnard, VT932 North Road

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4877795

  • Residential Single Family
  • Square Feet 11,200
  • Construction Existing
  • Bathroom 10
  • Bedrooms 7

THREE CENTURY FARM- Iconic gentleman's farm with stunning southerly and westerly views in ideal location minutes from Silver Lake and just north of Woodstock, Vermont. The property has been renovated several times over the years in such a way as to maintain the authentic historic charm of the original homestead while adding modern conveniences and amenities. Many features were custom made for the house such as the mantles and bathroom vanities. Brand new windows were installed throughout, accentuating the bright and spacious interiors with beautiful natural light and providing gorgeous views of the landscaped grounds. The main house features 5 bedrooms and is teeming with renovation potential, awaiting your finishing touches and/or additions (such as a formal kitchen on the first floor of the main house). The guest barn is one of the nicer renovations done in the area, and is perfect for entertaining. It features a primary bedroom and tasteful en suite on the third level, an elegant kitchen, additional bedroom, and a great room with 26' ceilings and a cozy wood stove. The farm sits on nearly 50 mostly open acres with beautiful historic stone walls and woodlands for recreating or a sugaring operation. There are 3 stalls in the heated barn, a cute tack room, and plenty of exterior space for horses on the grounds. (Note: Furnished photos are virtually adjusted.)

Listed by David Donegan, Snyder Donegan Real Estate Group

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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
  • Bathroom 3
  • Construction Existing
  • Bedrooms 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 Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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1570 Green Gates Road Bridgewater VT 05091

MLS Number 4909309

  • Residential Single Family
  • Bathroom 1
  • Bedrooms 3
  • Construction Existing
  • Square Feet 1,192

Looking for a unique cozy Vermont home with hardwood detailing throughout? If so, look no further than this charming three bedroom, one bathroom Bridgewater home located just steps away from multiple hiking trails including the Appalachian national scenic trail and with an abundance of privacy on just over 34 acres of land. A large two car attached garage greets you at the end of the driveway with plenty of room for additional outdoor equipment storage. Stepping inside the home you will find the mudroom with wood paneled walls guiding you into the shared spacious living and dining room. Warm up from the cold Vermont winters next to your brick fireplace with a hardwood mantel. Additional heating is provided by the wood stove located between the living and dining room. Beautiful hardwood floors and dark wood beams highlight this area. In your kitchen you will find an electric stove/oven and the original wood burning stove/oven with brick accents. The bathroom is just off the kitchen as well as an additional storage closet. All three bedrooms are fair in size with additional closet storage. The largest of the three bedrooms connects to the last bedroom and is very generous in size making it a great room for multiple beds/bunk beds for friends and family. The large attic is a great place for any additional storage or expansion. Imagine a master suite! Make this your forever home, or the perfect Vermont getaway- call today to make your appointment!

Listed by Livian Vermont, KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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 May 17, 2022.