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South Woodstock VT Real Estate

South Woodstock is located five miles south of Woodstock. It is home to expansive meadows and gently rolling hills, which make the area an especially popular equestrian community and home to the internationally renown event facility, Green Mountain Horse Association. Upon entering South Woodstock, you are greeted by the old-fashioned South Woodstock Country Store and post office. Both spots are a good place to meet the locals year round.

The highly regarded Kedron Valley Inn and Restaurant is also located in this village center. The entire village boasts stylish Federal and Greek Revival buildings and a number of handsome brick houses.

Browse Real Estate in South Woodstock

Search South Woodstock real estate for sale below. Contact us if you have any questions or if you would like to schedule a showing. Create an account to save your favorite South Woodstock properties and to receive email notifications when similar listings become available. 

2358 Long Hill Road Woodstock VT 05071

Price$5,500,000

Est. Mortgage: $/month

MLS Number 4475560

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 4,165

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. Landscape design by Shep Butler includes an orchard of 110 productive apple trees with varieties such as Macoun, Empire, Cortland, Spartan and Macintosh.

Listed by T Story Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

Price$2,495,000

Est. Mortgage: $/month

MLS Number 4644250

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 6,308

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 of Williamson Group Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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486 Benedict Road Woodstock VT 05071

Price$1,500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4734913

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 6,040

Circa 1820 stone cape with 10' ceilings has been elegantly restored while keeping the authentic charm and architectural beauty. Chefs can enjoy the gourmet kitchen, which has quality stainless steel appliances, brick flooring, a walk-in pantry, along with a fireplace keeping a true country feeling. Beautiful windows and hand painted murals adorn the formal dining room. A small cozy family room located off of the kitchen features a fireplace, built-in cabinets, and French Doors leading to the stone patio. The rustic living room has vaulted ceilings, hand-hewn beams, with a large fireplace; perfect for entertaining. Presently the house is used as a 4-bedroom, featuring 5 bathrooms, and 5 wood burning fireplaces. The reclaimed barn of the same era has been beautifully restored serving as a 3-bedroom guesthouse. Open floor concept with a two-story stone fireplace, full kitchen, den, and large sleeping loft. The walk-out basement has two bedrooms, full bathroom, utility room, and a recreation room with French Doors. Completing the package is a rustic 5-stall barn with multiple fenced pastures. Green Mountain Horse Association and riding trails are just up the road. With over 6,000 square feet of living space there is plenty of privacy for everyone. Square footage includes both buildings. A truly idyllic Vermont property!

Listed by Terry Davis of Williamson Group Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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4946 South Road Woodstock VT 05071

Price$599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4716050

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,440

Enjoy the very best of Vermont Village life in this gracious, fully restored c1854 Greek Revival home in the lovely hamlet of South Woodstock. There are 4 bedrooms in the main house with a spectacular 1 bedroom attached in-law apt for overflow guests, or a great income source. The expansive, level lawn with mature landscaping is perfect for entertaining. There's a charming period barn and antique stone walls behind. Just a short stroll to the Kedron Valley Inn, South Woodstock General Store, Post Office. Cross the road to access the Kedron Brook and miles and miles of trails for hiking. Green Mountain Horse Association is a half mile away. Five miles to the Woodstock Village Green and all it's amenities. This is a perfect location to enjoy all that Vermont has to offer !

Listed by Carol Wood of Williamson Group Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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358 Cowdrey Path Woodstock VT 05071

Price$439,000

Est. Mortgage: $/month

MLS Number 4746546

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,148

Charming move-in-ready house in a great location, privately situated in South Woodstock, just 7 mins to the Woodstock Green. Beautiful open floorplan between dining, kitchen and living room. Kitchen and dining have cherry floors and cabinets, granite countertops, lovely view out the kitchen sink window and sliding doors to the back deck for outdoor barbeques and playing in the back yard. The living room has sliding doors for lots of light, a gently vaulted ceiling and a wonderful gas fireplace that is visible from kitchen and dining areas. First floor den/office could also serve as a bedroom. Private powder bath on first floor. Upstairs is a master bedroom with walk-in closet and ensuite bath. Two other bedrooms share a hallway bath. Much of the basement has been finished off into a rec room area (that is presently used as a music practice and recording studio!). Neat, tiled-floor mud-laundry room with cubbies and hooks - is conveniently located on way in from the attached 2-car garage. Very good mechanicals and easy to maintain house. If you are looking for a move-in-ready house in a great location - this is it! Must see!

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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6656A South Woodstock VT 05071

Price$175,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4706312

  • Land
  • Acreage 45
  • Zoning residential

This parcel is part of a larger farm. Enrolled in current use and benefits tax breaks. There is a very large meadow that can be used as pasture that abuts a small stream. Easy access to pasture from the South Road- or build up high and take advantage of views with some clearing. Rare opportunity to own a large parcel of land in the highly coveted town of South Woodstock. GMHA trails nearby with easy accessibilty.

Listed by Danny Kogut of Williamson Group Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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45 Downer Forest Strafford VT 05071

Price$89,000

Est. Mortgage: $/month

MLS Number 4452958

  • Land
  • Acreage 13.38
  • Area Rural, Village
  • Zoning none

The beginning stages of a driveway and building lot, close to electricity at road. With a private setting but a short walk to Strafford Village and Newton School, easy commute to Norwich and Hanover and Upper Valley for amenities. Listen to the babbling brook that boarders property and take in the peaceful setting! Come build the house of the dreams!

Listed by Holly Hall of Ann Swanson Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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Copyright 2019 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 April 21, 2019.