Williamson Group logo

Search Homes

Homes For Sale in South Woodstock, Vermont

South Woodstock 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 renowned 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 Williamson Group Sotheby’s International Realty 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. 

486 Benedict Road Woodstock VT 05071

Woodstock, VT486 Benedict Road

Price$3,750,000

Est. Mortgage: $/month

MLS Number 4925674

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

"BENEDICT HILL" - sited on 38 acres on a quiet gravel road in a premier location in South Woodstock is this truly classic Vermont estate property. The land component is comprised of split-rail fence lined pastures, meadows, woodlands, giant maple trees, ancient stone walls and gardens. The main “Stone House” c. 1820 - with period details and 10' ceilings has 4 bedrooms, 3 full and 2 half-baths, gourmet kitchen, a library-den, a wonderful living room and 3 fireplaces on the main level. A stone patio/covered porch spans the rear of the house, and a 2-car attached garage. The original barn was renovated into a fully finished barn/guest house comprised of a fabulous great room with 30-foot ceilings and stone fireplace, kitchen and dining areas. Open stairs lead up to a loft primary-bedroom and bath. Downstairs is a rec/family room, 2 bedrooms and full bath. The present owners have just completed many renovations. This is a rare opportunity to acquire one of the most special, pastoral Vermont properties to come on the market in years - yet is just 5 mins to the hamlet of South Woodstock, 12 mins to the Woodstock village green, and 20-30 mins to I-89, Hanover/Dartmouth and points beyond. SHOWINGS WILL START SUNDAY AUGUST 21.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

3436 Church Hill Road Woodstock VT 05071

Woodstock, VT3436 Church Hill Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 4918981

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,894

Set back off a quiet country road with stone walls sits this Cape Cod home on thirteen acres. A peaceful setting for those seeking privacy in South Woodstock. The fenced-in backyard is perfect for summer barbecues and long swims in the pool. Enjoy a cocktail on the covered porch while the sun sets. A mix of rolling pasture allows for gardening and equine friends. The main level of the home features hardwood oak flooring, a large living room with fireplace, an eat-in kitchen overlooking the backyard, dining room, laundry room, half bath and a bedroom suite. The upper level provides pine flooring, an additional bedroom, bonus room and bath. There is a separate guest apartment with its own entrance over the garage. The attached and detached garages offer a workshop and plenty of space for toys, vehicles and storage. Solar panels cover most of the electric overhead. Lovely landscape surrounds the yard with lilacs, roses and shrubs. Less than five minutes to Green Mountain Horse Association with easy proximity to golf, skiing and Woodstock center. Showings begin Saturday, July 9th.

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

238 Cowdrey Path Woodstock VT 05071

Woodstock, VT238 Cowdrey Path

Price$555,000

Est. Mortgage: $/month

Pending

MLS Number 4922371

  • Residential Single Family
  • Square Feet 1,748
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

You're sure to fall in love with this classic log style home perched on a knoll with pleasant valley views. Located on a quiet dead-end road, steps away from the Kedron Valley Inn in South Woodstock, and a five-minute drive to the Woodstock Village Green. The rooms are spacious, with plenty of natural light throughout. The home transitions seamlessly between interior to exterior spaces with two private terraces and an oversized deck for outdoor entertaining. The living room is anchored by a a woodburning fireplace. Best of all there is a beautiful-screened porch overlooking the grounds to the view. The lower level holds great potential for expansion. There is a great detached multi-purpose barn/ garage. Access to trail system for hiking, snowshoeing and snowmobiling. Close proximity to skiing, restaurants, recreation.

Listed by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

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 September 27, 2022 5:39 PM EDT.