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Homes For Sale South Woodstock VT

South Woodstock Real Estate

South Woodstock, VT is a stunning and serene small town located in the heart of the Green Mountains. Surrounded by lush forests and rolling hills, it's no surprise that this vibrant community has become one of Vermont's top places to live. South Woodstock is located five miles south of Woodstock and is home to expansive meadows and gently rolling hills, which lends to the area's especially popular equestrian community -- South Woodstock is even home to the internationally renowned event facility, Green Mountain Horse Association. The town has many traditional New England attractions like covered bridges, a bustling downtown area with unique shops and restaurants, and plenty of outdoor activities to enjoy 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. Whether you're looking for a quiet getaway or a friendly place to settle down for good, South Woodstock offers something for everyone. With its natural beauty and warm community spirit, this charming village is an ideal destination for anyone seeking an authentic New England experience.

South Woodstock VT Real Estate

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353 Greene Road Woodstock VT 05071

Woodstock, VT353 Greene Road

Price$18,000,000

Est. Mortgage: $/month

MLS Number 4934539

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 10
  • Square Feet 11,470

Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and located next to the swimming pond. The main residence, completed in 2010, consists of the center core with porch - for cooking, gathering and entertaining; the owner's quarters with a 2nd floor suite and 2 bedrooms below; the guest wing with 3 first-level bedrooms, second-floor game room and adjacent 8-bed bunk room and a 4-story octagon with wine cellar at the base and flexible multi-use spaces above. All 7 bedrooms are ensuite plus 3 powder rooms. The attached gambrel barn is a professional grade gymnasium with 6-car heated garage underneath. The interior is like a grand lodge in the American West while the exterior with shingles and gambrel barn is traditional New England. The systems and mechanicals are all commercial grade. The finishes and craftsmanship are consistently superb. The atmosphere is relaxed and fun. As a complete fully furnished package, each and every attribute at Star Hill Farm - the location, land, exposure, privacy, views, guest house, barn, pond, residence and gymnasium- is exceptional, creating one of the finest properties in Vermont.

Listed by Christopher Lang of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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2034 Long Hill Road Woodstock VT 05071

Woodstock, VT2034 Long Hill Road

Price$9,250,000

Est. Mortgage: $/month

MLS Number 4943673

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 8,921

High up in the hills above South Woodstock, Little Baldy Hill Farm is set among rolling meadows with sweeping views of the Green and White Mountains. The 295 acre property offers complete privacy, miles of trails through spectacular classic Vermont landscapes, and a compound with every amenity carefully considered. Inspired by travels through Europe, the house was designed with a romantic, and very comfortable, take on country living. Arched windows and hallways, vaulted ceilings, a rounded tower and a great hall with a massive stone fireplace give context to spaces for gathering with friends and family and cozy nooks for reading. The property embraces its setting: taking in the views and light, with French doors inviting a walk in the courtyard gardens and the stone terrace, a splash in the pool, and quiet puttering in the greenhouse. The main house has four bedrooms en suite with a first floor primary and guest suite. The three-level carriage barn has a one bedroom guest apartment on the top floor. A ramp to the second floor allows for the storage of cars and carriages or makes for a great party barn or studio. Also on this level is a 5 stall stable with wash stall. The lower level houses a heated workshop and plenty of room for toys. The grounds include a tennis court, barn and pond and miles to explore. High speed internet. Surrounded by large landowners and yet close to GMHA and the South Woodstock Country Store. 2.5 hours to Boston. Delayed showings until 2.28.23

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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144 & 232 Town Farm Road Woodstock VT 05071

Woodstock, VT144 & 232 Town Farm Road

Price$2,800,000

Est. Mortgage: $/month

MLS Number 4937127

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 5
  • Square Feet 3,748

Sense of place - the Lewis Farm: The classic Vermont farmstead with an iconic big red barn above Green Mountain Horse Association, the Lewis Farm's 130 acres of hayfields and woodlands span the Kedron Valley hillside just outside the village of South Woodstock. The legacy of stewardship by the Lewis family started in 1940: tending the land, restoring the spectacular barn and converting its lower level to well-planned stabling, conserving the most visible 30 acres along the road, and epitomizing the sense of community and engagement that characterizes South Woodstock and GMHA. Along with the 3-bedroom brick farmhouse, riding ring, tennis court and smokehouse, a light-filled 2-bedroom contemporary takes in the views, and a south-facing studio is set into the hillside. The houses and studio invite thoughtful renovation to meet the quality of the site: its woodlands, hayfields, and farm pond, threaded by trails and farm roads to high meadows with valley views. The beauty of the land, authenticity, and character distinguish this generational offering. No showings November 24-26

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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282 Fletcher Hill Road Woodstock VT 05071

Woodstock, VT282 Fletcher Hill Road

Price$1,950,000

Est. Mortgage: $/month

MLS Number 4953523

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,329

This classic Yankee Barn home is sited on a plateau protected from the north providing sweeping views over South Woodstock to Mt. Ascutney and beyond. The expansive glass windows and sliding doors open onto wide deck & an adjacent covered porch to enjoy the seasonal fine weather. A handsome multi-purpose horse barn and equipment shed are generously sized for recreational equestrian & farm use with open fields & pastures offering supplemental grazing areas. The open post & beam great room is spacious with gathering spaces framing the field stone fireplace with a secluded study or occasional bedroom adjacent. A private loft and bedrooms are on the upper level. Designed for comfortable country living & to take best advantage of the extraordinary world surrounding you. Flowering trees, shrubs and a luminus birch grove accent the elegant natural landscaping. Located in the heart of horse country.

Listed by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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433 Cowdrey Path Woodstock VT 05071

Woodstock, VT433 Cowdrey Path

Price$995,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4932619

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,507

Splendid contemporary cape and separate barn guest apartment idyllically nestled on an open and sunny hillside in the heart of South Woodstock horse country. The light and airy interior boasts an open concept gourmet kitchen with dining/living area that opens to both a wonderful screened porch and deck. In addition, there is a warm and spacious family room to gather for games or a movie. The primary bedroom ensuite is detailed with a stunning vaulted ceiling with exposed beams, a newly updated bath, and a lovely balcony overlooking a quintessential Vermont landscape. The additional two bedrooms share a full bath. An upstairs laundry room is an added convenience. As a bonus there is a wonderful barn with a separate guest apartment complete with kitchen and bath! The lower level of the barn has parking for one car as well as ample storage area which could easily be converted back to the original horse stall. New buderus boiler and standing seam roof are at the top of an extensive list of substantial upgrades and improvements to this property. Enjoy the convenience of being just around the corner from the South Woodstock Country Store, the Kedron Valley Inn, Green Mountain Horse Association (GMHA) and just a short ride to the village of Woodstock. A truly special and versatile property!

Listed by Mary Mayhew of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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

Woodstock, VT358 Cowdrey Path

Price$639,000

Est. Mortgage: $/month

MLS Number 4949933

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,048

Charming move-in-ready house in a great location, privately situated in South Woodstock, just 7 mins to the Woodstock Green. Beautiful open floor plan 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 & 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 and suitable as TV/game/play/den area. Neat, tiled-floor mud-laundry room with cubbies and hooks - is conveniently located on the way in from the attached 2-car garage. Recent upgrades include new garage door, garden shed, front porch update, all interior repainted, new carpet, landscaping/plantings. Very good mechanicals and easy to maintain house. Full-house, automatic propane backup generator. If you are looking for a move-in-ready house in a great location - this is it!

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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

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Copyright 2023 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 30, 2023 7:54 AM EDT