Woodstock VT Real Estate

Woodstock Vermont

Woodstock, Vermont is a beautiful historic area boasting the only national park in Vermont, three covered bridges, agricultural landscapes, and numerous inns/bed and breakfasts. Woodstock is a great small town with a great sense of community and a delightful historic downtown that's home to fabulous restaurants and charming shops and boutiques. Learn more about Woodstock!

Browse Real Estate in Woodstock

Scroll down to find all current real estate for sale in Woodstock, VT. Contact Martha Diebold Real Estate if you have questions or would like to learn more about a listing. Sign up to save your favorite listings and email updates when similar listings hit the market.

57 Townhouse Way Woodstock VT 05091

MLS Number 4887471

  • Residential Single Family
  • Construction Existing
  • Square Feet 2,268
  • Bedrooms 2
  • Bathroom 3

Gorgeous "high end" townhouse located in Woodstock West. A very private and well kept community in Woodstock, Vermont. Only 24 units surrounded by plush lawns and mature plantings. All townhouses have 3 living levels. This larger unit has many upgrades including a new kitchen and new larger deck. Gorgeous wood floors though out and new carpet in lower level. As you enter the front door, a den with pocket doors is on the right. The seller currently has twin beds in there for guests. The hardwood floors and fireplace in Livingroom, make this room a very enjoyable place to relax with family and friends. The kitchen dining area has sliders leading to the deck and view of the private wooded backyard. Upstairs has 2 large bedrooms and a full bath. The lowest level has a very large entertainment center, full bath and laundry room with sliders that open to a flag stone patio. This neighborhood is a little piece of heaven. The town was voted "The prettiest small town in America." An historical town, known as a "Rockefeller" town. 20 minutes to Killington and 25 minutes to Dartmouth college and hospital.

Listed by Dorothea Mongulla of High End Realty

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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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336 Stone Bridge Way Woodstock VT 05091

Woodstock, VT336 Stone Bridge Way

Price$3,750,000

Est. Mortgage: $/month

MLS Number 4887084

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,824

Room for all, close to town, very private: Stone Bridge is a capacious and thoughtfully-built 2002 5824sf Craftsman Style home set at the end of a private way, with a guest house on a separate lot. The two parcels total 22.65+/- acres. Stone Bridge Way is off of Densmore Hill Road, well-located between Woodstock and South Woodstock Villages in the heart of horse and gravel cycling country. Lovely views to Killington: the western exposure makes for dramatic sunsets from the wide stone patio. Comfortable in all seasons, the spaces flow from open kitchen to living and dining areas warmed by a fireplace (with a conveniently located bar off the living area). Main level primary suite, second-floor primary, plus two bedrooms with shared bath and guest suite. The lower level offers a sports pub, gym and indoor spa. Plenty of space for toys alongside the garage. The guesthouse is privately sited away from the main house, with two bedrooms, two baths, fireplaced living room, dining room, kitchen and study. The site is elevated and largely open around the houses, with woodlands on the other side of the private drive. Site quality, location, and amenities make for a great compound offering.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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Curtis Hollow Road Woodstock VT 05091

Woodstock, VTCurtis Hollow Road

Price$229,000

Est. Mortgage: $/month

MLS Number 4887220

  • Land
  • Acreage 20
  • Utilities None
  • Zoning Rural Residential

The best of all worlds! Enjoy the peace and tranquility afforded from this perfectly located building parcel on the western side of Woodstock. You'll appreciate the convenience of an easy drive to Killington and Okemo ski resorts, the amenities of the quaint village of historic Woodstock, the lakes region of Plymouth, the Mecawee Fishing Club, and simply enjoying the proximity to the Coolidge State Forest down the road! The parcel is mostly wooded with some level and some sloping areas, bounded in part by ancient stone walls and abutted to the south by a wide VAST trail. The parcel is Lot #3 on the recent survey, a new 4-bedroom septic design and a State Wastewater Permit is in process. The lot has potential for excellent views with some clearing. Come and take a look at this premium building lot for your Vermont retreat!

Listed by Susan Hickey of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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31 South Street Woodstock VT 05091

Woodstock, VT31 South Street

Price$675,000

Est. Mortgage: $/month

MLS Number 4886759

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,359
  • Construction Existing

Just a stroll from the heart of Woodstock village, this spacious antique home is the perfect haven for you and yours. High ceilings, exposed beams, gorgeous light, and cozy gathering spaces lend a European aesthetic to this historic cape, while new systems (roof, boiler, windows) make this a worry-free home in every season. With separate suites of rooms at each end of the house, this four to five-bedroom property comfortably accommodates multiple families and guests. Two doors down from Woodstock's acclaimed elementary school, and right across the street from new tennis and pickle ball courts, there simply isn't a better village location. Sold fully and beautifully furnished, this turnkey home is ready to welcome you to Woodstock.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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3961 Hartland Hill Road Woodstock VT 05091

MLS Number 4886800

  • Residential Single Family
  • Square Feet 3,646
  • Bathroom 4
  • Bedrooms 5
  • Construction Existing

This charming, expanded Cape sits just outside the Village of Woodstock. Surrounded by rolling green fields and wooded hillsides-this home offers a beautiful country setting within a mile or less of village shops, schools, dining and recreation. There is potential for one-level living with first floor bedroom and full bath nearby. The kitchen features granite countertops, an island with seating, tile floors and plentiful cabinets and updated appliances. The Lovely Dining Room with hand-hewn beams and gas fireplace, Living Room with Wood Burning Fireplace, a cheery office and wonderful Sunroom with gas stove and entry to large deck complete the first floor of the main house. There are two spacious bedrooms with room for seating and plentiful storage and another full bath on the second floor. The two-bedroom apartment with its own one-car garage, driveway, entrance and laundry can be accessed from the house if desired for flexibility of use. Whether you need room for guests, an in-law suite or would like rental income-the choice is yours in this versatile home. Recently added Automatic Generator and Mini-Splits insure comfort year round. The yard has established perennials and is bordered by a year-round brook with a foot bridge for accessing the nearby trails on Mount Peg. With the convenience of village amenities nearby and the gorgeous country setting -this home truly has the Best of Both Worlds.

Listed by Tambrey Vutech of KW Vermont Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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37 South Street Woodstock VT 05091

Woodstock, VT37 South Street

Price$399,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4886138

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,660

Wonderful family home conveniently located in Woodstock Village. Walk the kids to the Woodstock Elementary School or to the playground and Vail Field across the street from the house. Watch ball games from the comfort of your front porch. The kitchen opens to a spacious dining area. There are two bathrooms on the main level, one off of the living room and one off of the kitchen. The living room has a wood burning stove. Upstairs are three bedrooms and a common area. There is a two bay detached heated garage with amble storage above. The property is just a block or two away from the Woodstock Inn, Norman Williams Library, shopping, and restaurants. Just down the road is the Woodstock Country Club's golf course and Athletic Club. There are numerous trails on Mt Peg and Mt Tom that are in walkable distance as well. A wonderful opportunity to live in the Village.

Listed by Daphne Lowe and Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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Deer Brook Way Woodstock VT 05091

Woodstock, VTDeer Brook Way

Price$225,000

Est. Mortgage: $/month

MLS Number 4886064

  • Land
  • Acreage 10.1
  • Zoning residential

Great opportunity to build your Vermont dream house on one of the last building sites available in Deer Brook Farm Estates Subdivision. This parcel is located at the end of a private road near the top of the mountain. The driveway is rough in along with a building site. Beautiful views can be achieved with selective clearing to open the long-distance views of Killington's Bear Mountain, and the southern Green Mountain range. Old logging trails meander through the parcel to the top where you'll find beautiful stone walls, and rock crop outs; the perfect spot to sit and enjoy the peace and tranquility. Close to the Killington's World Class Ski Area and conveniently located to Woodstock. Seller is in the process of providing a 4 bedroom state waste water permit.

Listed by Terry Davis of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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148B East Hill Road Woodstock VT 05071

Woodstock, VT148B East Hill Road

Price$305,000

Est. Mortgage: $/month

MLS Number 4885469

  • Condo
  • New Contruction Existing
  • Square Feet 3,000
  • Bedrooms 3
  • Year Built 1970

A great opportunity to own a condominium in the heart of South Woodstock. Enjoy the country life with the ease of condominium living . The views across the valley and beyond are outstanding. The 10 acres held in the association include an apple orchard , pond and open space for gardening . The surrounding land is protected by conservation easements . There are only 4 units and there can be no more development . Hardwood floors and tile bathrooms are just a few of the many features that make this a special property.

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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140 SOUTH BROOK Way Woodstock VT 05091

Woodstock, VT140 SOUTH BROOK Way

Price$589,000

Est. Mortgage: $/month

MLS Number 4885523

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,376

This striking contemporary post & beam home and 'guest' barn are located mid-way between the Villages of Woodstock & South Woodstock. The open and airy floor plan takes full advantage of the views of surrounding hills throughout the home. The private deck and hot tub overlook South brook shaded by mature hemlock trees that flows down to the Kedron Brook. A detached recreational barn has amply space on the main level for a variety of hobbies and the open upper level is a heated and insulated 'bunkroom'. A quiet spot close to area amenities, including restaurants, shopping, ski areas and the Green Mt. Horse Association.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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66 Hollow Road Woodstock VT 05091

Woodstock, VT66 Hollow Road

Price$3,200,000

Est. Mortgage: $/month

MLS Number 4885504

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,350
  • Construction Existing

John Curtis, a veteran of the American Revolution, received a land grant to establish a homestead in the new State of Vermont circa 1780. The fields & pastures carved out of a wilderness sustained his family for 5 generations. Stonewalls & tumbled dams remain as evidence of the industry & effort of early pioneers. The Hollow Farm consists of the striking 6 bedroom/4 bath Homestead House & the 3 Bedroom/2 bath Brook House sited in the middle of the 91-acre property. The new Homestead created in 1988 around the stone fireplace & native timber framed original home. The southwesterly exposure illuminates the spacious gathering rooms & private spaces through the enormous round windows. The interior layout reflects casual country lifestyle with an open floor plan spiraling around the central kitchen complex, which opens out on to a wide, elevated terrace, decks & balcony's on each level. Common rooms & quiet corners are visually connected & access by open stairways. The architectural form expresses the Vermont farmhouse on a grand scale with a cupola & splendid views of the surrounding fields & mountains. The property adjoins Coolidge State Forest at a place where a magical waterfall & sweet swimming hole are formed over exposed bedrock. The maintained road ends a mile or so beyond the old farmstead & continues on with miles of trails leading to South Woodstock, Plymouth & Reading townships. Nearby are Woodstock Village, the ski resorts of Killington & Okemo & public waters.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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 2021 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 21, 2021.