Woodstock VT Real Estate

Woodstock Vermont

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.

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!

157 Deer Ridge Way Woodstock VT 05091

Woodstock, VT157 Deer Ridge Way

Price$349,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4970337

  • Residential Single Family
  • Square Feet 2,000
  • Bedrooms 3
  • Construction Existing
  • Bathroom 3

Private Woodstock location a few miles away from beautiful Woodstock Village and very close access to wonderful hiking, mountain biking, and snowmobile trails. This spacious open concept contemporary has an ideal floor plan for entertaining. The home is located on a dead end road with a flat level lawn to enjoy. Hardwood floors throughout and loads of light in every room. As you enter the home, you walk into a large mudroom with a two car attached garage on your right and a walk out basement area to your left which could be finished for an extra hang out spot leading out to sliding glass doors and an old hot tub area that could be revived again. Go upstairs from the mudroom area to a lovely eat-in kitchen with a deck off the dining area, great room with cathedral ceilings and woodstove plus a den/playroom. The large primary bedroom has a private full bath, walk in closet and office. The top level of the home has two more bedrooms and a full bath. Excellent spot in Woodstock. Come visit this sweet property today!

Listed by Marni Rieger and Lindsay Cimadon of KW Vermont-Killington

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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1176 W Woodstock Road Woodstock VT 05091

Woodstock, VT1176 W Woodstock Road

Price$300,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4970088

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,457

New England farmhouse full of charm and character located in the quaint village of West Woodstock. First floor with eat-in kitchen, dining room, living room and ¾ bathroom plus there is laundry/pantry area off the kitchen. Second floor has primary bedroom suite with a full bath and a bonus room (possibly an office or a walk-in closet) plus two additional bedrooms. Hardwood floors and old-fashioned allure throughout. Unleash your creativity and embrace the character and history of this traditional farmhouse as this home is ready for your personal touches. The house sits on a large, leveled side yard with a shed and attached garage. Great location in Woodstock, only short walk to the Woodstock Farmers' Market and The White Cottage Snack Bar and only few minutes' drive to center of town. Cash, Conventional or Rehab loan only.

Listed by Karolina Burtt of EXP Realty

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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60 Pleasant Street Woodstock VT 05091

Woodstock, VT60 Pleasant Street

Price$950,000

Est. Mortgage: $/month

MLS Number 4969539

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3

Incredible opportunity to own a piece of Woodstock History that has not been up for sale in over 50 years. The Woodstock Train Station, which first welcomed passengers in the late 1800s, is a main stay in the community and is one of the first buildings to greet people as they arrive in town. It has great visibility on Rte 4 and is just across the way from the recently developed East End Park and Riverfront. The building has seen several transformations over the years but currently sits empty. Buildout is underway to have a 2 bedroom apartment on the 2nd floor and commercial space on the main level. It is basically a clean slate for someone to come in and create their own vision and next chapter for the property. Recent upgrades include all new electric, plumbing, windows, and a new roof, and both the town sewer and water lines have been replaced. This historic building has endless potential in a premier location and comes with plenty of parking out back. Sale of the property is contingent on approved subdivision.

Listed by Dan Noble of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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708 E Woodstock Road Woodstock VT 05091

Woodstock, VT708 E Woodstock Road

Price$599,000

Est. Mortgage: $/month

MLS Number 4969496

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Bathroom 1
  • Square Feet 1,034

This charming home is the perfect place to relax and unwind and is less than a mile from the heart of Woodstock with shops and restaurants. Wake up to stunning views of the mountains, then spend your days exploring the nearby hiking trails. In the evenings, enjoy a glass of wine on the deck in the secluded garden. 25 minutes to Dartmouth College 30 minutes to Dartmouth Hitchcock Medical Center 20 minutes to VA hospital 23 minutes to Killington Skyship Base Lodge 6 minutes to the Athletic Club for golf, mountain bike trails, indoor/outdoor tennis and an expansive Nordic ski trail system. Recent upgrades include new electrical and plumbing, a new bathroom, new kitchen with quartz countertops, new appliances including an electric heat pump water heater, spray foam insulation and new windows throughout. The septic will need to be replaced, but all plans and permits are in place and a credit will be issued for the installation cost. Showings by appointment. Seller is a licensed agent.

Listed by Karen DeMas of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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$2,500,000

Est. Mortgage: $/month

MLS Number 4969259

  • Land
  • Acreage 130.39
  • Zoning Residential

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, smokehouse, hilltop cabin, 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 renovation or new construction to meet the quality of the site: the 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.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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2018 Church Hill Road Woodstock VT 05091

Woodstock, VT2018 Church Hill Road

Price$2,275,000

Est. Mortgage: $/month

MLS Number 4969169

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Square Feet 4,610
  • Bathroom 4

Ideally oriented south and westerly this light-filled contemporary home engages you in the outdoors through expansive windows, decks and screened porch overlooking the spring-fed swimming pond. Designed for gracious country living the eat-in kitchen and generous great room are accented by a fieldstone fireplace and vaulted ceilings. The primary bedroom suite and two guest bedrooms are located on the main living level with a walk-out level offering an additional bedroom with media and exercise areas. A 'bonus room' used as a studio is available for many alternative pursuits. Fifty acres of private woodland and open meadows is laced with trails enabling access to nature year round. A small stable is a resource to take advantage of South Woodstock's network of horse trials and miles of gravel roads. A private retreat within minutes of Woodstock's Village Green or the South Woodstock and the Green Mountain Horse Association. The best of all possible worlds.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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39 South Street Woodstock VT 05091

Woodstock, VT39 South Street

Price$550,000

Est. Mortgage: $/month

MLS Number 4968624

  • Residential Single Family
  • Square Feet 1,020
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2

Located a quarter mile from the Village Green, this peaceful home does not rely on any fossil fuel energy to run. Outfitted with energy efficient mini splits for heat and air conditioning, an electric car charger, and energy-star rated appliances, this cozy two-bedroom two bath home is looking for a new owner. Located across the street from the historic Vail Field. Enjoy a local baseball game from the wrap-around front porch. Showings begin at the Open House Saturday, September 9, from 12 - 3 PM and Sunday, September 10, from 12 PM - 2 PM.

Listed by Holly Hall and Fran Collins of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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72 Frenchs Road Woodstock VT 05091

Woodstock, VT72 Frenchs Road

Price$2,100,000

Est. Mortgage: $/month

MLS Number 4968402

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 6
  • Bathroom 4

Amazing opportunity to own a very special property on the market for the first time in over 50 years. Built in 1880, "Rose Hill" was one of the premier homes in the Woodstock Village area. The 6 bedroom 4 bath house sits on just under 4 private acres and is conveniently located less than a mile from the Village Green and the Woodstock Inn and only 1/4 of a mile from the Rec Center. Stone walkways, mature trees and old gardens dot the landscape. The over sized covered brick porch is waiting to reclaim the lovely views to the South. Inside, you are greeted by a large foyer that leads to the grand living room with a magnificent fireplace centering the room. To the left is the dining room which leads to the kitchen, and a window filled den is off to the right. There is a dutch door out to the porch and an eye catching staircase with a wood banister and ornate spindles that takes you upstairs. The 2nd floor is home to 6 bedrooms including a Primary with ensuite bath and a quaint sitting room. In addition to the main house, there is a detached garage with an apartment above and a 1 bedroom cottage set back on the premises. In need of updates and some renovations, this property is looking for the next steward to return the house to its former glory. Ideal as a primary residence, 2nd home getaway, or redevelopment investment. Short drive to the Woodstock CC and Saskadena 6, while Killington and Dartmouth are less than 30 minutes away.

Listed by Dan Noble of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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268 Willow Brook Road Woodstock VT 05091

Woodstock, VT268 Willow Brook Road

Price$1,299,000

Est. Mortgage: $/month

MLS Number 4968234

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,148

This elegant residence is an Award Winning Lindal Cedar Home. Private sited on the edge of Woodstock Village it is within walking distance of the abutting King Farm and the Woodstock Recreational Center. Constructed of massive laminated beams enabling the home to offer expansive light-filled gathering rooms on three levels. A combination chef's kitchen opens into a solarium for casual entertaining adjacent to classic formal dining area with indoor grill for celebrations and holidays. The gracious foyer opens in to a Great Room with wood burning fireplace and direct access by French Doors onto the south facing patio. The south and westerly common areas are located a discrete distance from 3 main level bedrooms two full bathrooms. An open stairway and loft overlooking the Great Room leads to the primary bedroom suite and a quiet study. The lower walkout with a second wood-burning fireplace and 3/4 bathroom is presently configured as a media and gameroom. Two attached garages provide ample space for 3 vehicles and outdoor recreational equipment. Convenient with a country environment this is a home for all seasons.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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5798 South Road Woodstock VT 05071

Woodstock, VT5798 South Road

Price$2,250,000

Est. Mortgage: $/month

MLS Number 4968227

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

For nearly two centuries the iconic Kedron Valley Farm has served as the gateway to the village of South Woodstock. Prominently sited on a knoll with lovely valley views in every direction, this warm and inviting post and beam home has been fully rejuvenated, honoring the classic period detail. The main house is ideal for entertaining with bright, generous rooms, and cozy spaces. The living room runs front to back, centered by a fireplace with pine surround and exposed beams. The kitchen is well suited with Thermador appliances, quartz counters and custom mahogany cabinetry. The spacious private primary suite features exposed beams, cathedral ceiling, new tandem bathrooms connected by a walk thru shower, plenty of closet space, laundry and AC. There are four additional guest suites, a TV and reading room w fireplace and built-ins, and clever loft spaces with offices. The charming, separate three-bedroom carriage house is perfect for guests, family or as an income producing rental unit. The property is anchored by a spectacular 4-story bank barn with six horse stalls, fenced paddocks and a run-in shed complete with power and water. The grounds are gorgeous with a beautiful brick terrace, level verdant lawns, grand, 175 year old maple trees, established perennial beds, a private swimming pond, apple orchard, and a fenced har-tru surfaced tennis court sited discreetly at the rear of the property. Seven minutes to Woodstock Village Green. Broker interest.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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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 September 28, 2023 10:55 AM EDT