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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

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97 & 99 Darling Road Woodstock VT 05071

Woodstock, VT97 & 99 Darling Road

Price$1,575,000

Est. Mortgage: $/month

Pending

MLS Number 4767586

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,749

High Riding's 75.5 acres with panoramic views from Mt. Ascutney to Mt. Washington comprise one of the most beautiful land parcels in Woodstock and includes two separate residences, two garages and stables. Architect Harvey Stevenson's (NYC Mayor Fiorello LaGuardia's “chief architect”) 1962 modern design at 99 Darling Road embraces the striking layered views of meadow, near hillsides, and distant mountains. The 2,365 square-foot interior OF 99 blends Japanese-style simplicity with Vermont provenance, such as curved walls of a honey-colored butternut veneer, curly maple on the stairs, and birds-eye maple on the kitchen cabinets. The large main level master bedroom is paired with two additional bedrooms on the garden level, which opens to a covered patio. A detached two-car garage is conveniently accessible. The “Studio” at 97 Darling Road, a 2,384 square-foot separate building, has a 2-bay garage, 3 offices (or living) areas on the first level, and a completely equipped two-bedroom guest apartment above with lovely North light and near and long-range views. A private deck leads down to the stone patio. The landscape combines birch and maple glades with mature specimen trees of many varieties in a park-like setting, naturalistic plantings, perennial gardens and dramatic stone steps leading down to a swimming pond. There are over 800 sugar maples- tapped for maple syrup, apple trees, well maintained pastures, forest, private riding and hiking trails and a 3-stall stable.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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5798 South Road Woodstock VT 05071

Woodstock, VT5798 South Road

Price$1,395,000

Est. Mortgage: $/month

Pending

MLS Number 4805831

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 4,510

The Kedron Farm has long been admired for its classic beauty . Beautifully sited on a knoll looking out to the meadows and hills of the valley this extended 1850 cape complete with separate guest quarters ,large 4 story barn with 6 stall stable and equipment shed offers everything one could wish for in a country property. The grounds include gracious old maples , perennial gardens, stone walls , large swimming pond and discretely sited tennis court. The property has been meticulously cared for and combines antique features with open , modern touches. The rooms are spacious with lovely light and easy access to the outdoors. Located in the heart of horse country and the historic village of South Woodstock. 10 minutes to Woodstock , 2 1/2 hours to Boston , 5 hours to NYC.

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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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: 2.88% last updated on Aug 6, 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$700,000

Est. Mortgage: $/month

Pending

MLS Number 4771226

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • 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: 2.88% last updated on Aug 6, 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

MLS Number 4756440

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • 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: 2.88% last updated on Aug 6, 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

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: 2.88% last updated on Aug 6, 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$539,000

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: 2.88% last updated on Aug 6, 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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5014 South Road Woodstock VT 05071

Woodstock, VT5014 South Road

Price$525,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4811908

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,470

This lovely 1850's cape has been totally renovated to 2020 standards while retaining the charming antique features . Best of both worlds ! Located in the historic village of South Woodstock with the Kedron Valley Inn, Kedron pond, country store , post office and famed Green Mountain Horse Association within a short walk. Many of the special features include antique wide board floors , and original beams . The property is surrounded by lush perennial gardens and a private , sun filled stone patio for entertaining . Only 7 minutes from Woodstock with all of its amenities , two and half hours from Boston, five hours from NYC makes this property convenient for a full time residence or a second home .

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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700 John Darling Road Woodstock VT 05071

Woodstock, VT700 John Darling Road

Price$450,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4764458

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,196

Tucked away at the end of a one mile Class IV road on 10 very private acres bordered by the Woodstock Town Forest in very desirable South Woodstock. No traffic noise, only the sounds of the birds and the stream that meanders through the woods behind the house. The house is powered by state-of-the-art solar so power failures are never an issue and you never get an electric bill. The open format layout of the first floor creates bright unobstructed living space perfect for everyday living and warm friendly space for entertaining. All the details on most buyers' check lists are here: attached garage, large mudroom, huge pantry, three baths, three bedrooms, master bedroom with updated en suite bath and the world's largest walk-in closet and full walkout basement. Recent upgrades include: updated kitchen and pantry, new high efficiency propane boiler, totally updated solar system, new Kohler generator, new deck and new Jotul woodstove. The location of the property is perfect with the South Woodstock General Store, the Kedron Valley Inn & Pub and GMHA all just minutes away plus convenient to skiing, golf, snowmobiling, health club, and all the amenities of Woodstock Village.

Listed by Stan Butler of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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 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: 2.88% last updated on Aug 6, 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 August 11, 2020.