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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. 

509 Darling Road Woodstock VT 05071

Woodstock, VT509 Darling Road

Price$795,000

Est. Mortgage: $/month

Pending

MLS Number 4811921

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,008

A very rare opportunity to own 60 acres of land with total privacy and majestic long range views that include Mt. Ascutney all the way to Mt. Sunapee. The land is bordered by protected land so there will be no development that will be seen from the house sites . 40 Acres are in the Current Use Program with a 2 acre house site exemption. There is a large spring fed pond accessed by a path through the woods. Darling Road is a dead end road so one is assured of a very quiet , peaceful setting . The cabin is very cozy with a large screened porch and deck. Access to Woodstock and South Woodstock are less than 15 minutes away and Skiing at Okemo and Killington are 40 minutes away. All types of sports for every season are readily available . This is truly a SPECIAL property !

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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5070 South Road Woodstock VT 05071

Woodstock, VT5070 South Road

Price$695,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4771226

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,800

Completely renovated antique cape located in the historic village of South Woodstock . This classic cape dating to 1850 is being totally renovated with state of the art new kitchen, downstairs master bedroom with new bathroom. Upstairs two bedrooms with new shared bathroom. Open floor plan living room/dining room with french doors leading out to a very private well landscaped back garden/lawn. A special opportunity to own an antique home with all new systems .

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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6656 South Road Woodstock VT 05071

Woodstock, VT6656 South Road

Price$599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4756440

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,031

This classic Antique Cape style Farmhouse is located in Historic South Woodstock adjacent to the Green Mt. Horse Association, with direct access to miles of horse riding trails. Enjoy the warmth and charm of living in a classic antique VT farmhouse with the option to work from home with fiber optic, symmetrical speed internet up to 800 Mbps. There's a one bedroom In-law apartment to provide overflow accommodation, and additional income. The period detail is intact and a handsome timber frame is revealed with 9' ceilings above the spacious living-dining room. The bright, spacious country kitchen The family room/ library opens onto a broad stone terrace, lovely, established gardens and playground. Potential for economic or home business use in a separate Vermont-style building with heat, electrical service and 1/2 bath. The historic horse barn with paddocks is 'right sized' for recreational horse activity. Verdant, level fields ideal for pasturing. Perfect opportunity for a "Bed and Board" facility! 6 minutes to the Woodstock Village Green. Close proximity to skiing, hiking, biking and VAST trail system. Two and a half hours from Boston and five hours from NYC makes this property convenient for a full-time residence or a second home. Short drive to the rich cultural assets of Dartmouth College and easy access to Dartmouth Hitchcock Medical Center.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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4903 South Road Woodstock VT 05071

Woodstock, VT4903 South Road

Price$559,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4819709

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 4,233

Open floor plan village home with flexible two-family layout and a Scandinavian aesthetic! Ideal as a full-time home with guest or in-law apartment, or as an opportunity to enjoy the Vermont dream with the benefit of rental income, this multi-unit home is within easy walking distance of the Kedron Valley Inn and Ransom Tavern, the Kedron Pond, and the South Woodstock Country Store. Located in the venerable hamlet of South Woodstock, this unique opportunity is minutes from GMHA and six miles from the Woodstock Green. With two light-filled apartments, this is the perfect spot to explore the Green Mountain summer or ski to your heart's content at nearby Suicide Six, Killington, or Okemo. Apartments can be separate or interactive, and elevator access is available for the first two living levels. With an additional bunk room, a loft office, and screaming fast fiber optic internet, this is the perfect spot to retreat to Vermont and stay connected. Enjoy year-round views of the Kedron Brook from two decks, hop on nearby snowmobile trails, or take a carriage ride through South Woodstock. This flexible and unique home is not to be missed!

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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4980 South Road Woodstock VT 05071

Woodstock, VT4980 South Road

Price$529,000

Est. Mortgage: $/month

MLS Number 4787330

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,180

Classic brick federal located in the charming village of South Woodstock. Easy walk to the country store , post office , and Kedron Valley Inn for dinner in the newly renovated Ransom Tavern. The Kedron Brook is across the street and Green Mountain Horse Association is just down the road . Lots of trails for hiking and biking and several ski mountains minutes away . Historic Woodstock is 5 miles and Dartmouth, with renowned medical facility ,is 25 minutes away. The extra large lot offers lots of space for gardening with a lovely back patio. The 2 car detached garage includes space for a work area . A great opportunity to own a bit of history !

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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 Road Woodstock VT 05071

Woodstock, VT6656A South Road

Price$175,000

Est. Mortgage: $/month

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 Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2020 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 October 29, 2020.