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!

2127 E Woodstock Road Woodstock VT 05091

Woodstock, VT2127 E Woodstock Road

Price$223,600

Est. Mortgage: $/month

MLS Number 4946437

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,064

Lovely bungalow on the Ottauquechee River with over an acre of land. With some thoughtful ideas and elbow grease what a lovely home you would have. Sliders in bedrooms to access the large deck overlooking the river. Bottom level walkout so you can double your living space. Minutes to downtown Woodstock, with its wonderful restaurant and shops or head the other direction to Quechee Gorge and the upper valley. Best suited as a cash sale. Offers will not be considered until 3/25

Listed by Linda Benoit of Highland Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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

37 South Street Woodstock VT 05091

Woodstock, VT37 South Street

Price$550,000

Est. Mortgage: $/month

MLS Number 4946384

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

Broker Open House Saturday, March 25th 10am-noon. Fabulous Woodstock Village location. This charming colonial puts you steps from everything the Village of Woodstock has to offer: The Woodstock Inn, hiking Mount Tom and Mount Peg, golf, skating, shopping, restaurants and more. Spend sunny days sitting on the front porch overlooking Vail Field with its playground, tennis, pickle ball and ball fields. Inside you'll find the Dining Room to the left and the Living Room to the right of the front hall foyer. The generous sized living room with its cozy wood stove, is the perfect place to gather and watch the games on TV. The kitchen opens to a roomy dining room which is perfect for dinner parties. Both bathrooms are on the first floor. Upstairs you'll find two bedrooms to the left, a walk-through studio/office and then the third bedroom just beyond. In addition to the main house, there is a two-car garage, part of which is currently set up as a workroom, and upstairs there is a bonus room ready to become whatever you choose.

Listed by Jennifer Falvey of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

3752 Densmore Hill Road Woodstock VT 05091

MLS Number 4946242

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Acreage 23.46

Beautiful 23.46 acre property including: House, 2 story Barn, Horse sheds, Cabin, Root cellar, sugar house, potting shed/chicken coop and fenced in pastures. Babbling brook. Fabulous wood floors throughout house. Walk in closet. Large enclosed back deck. Barn- top floor was converted into a Yoga studio. This is a fabulous property that gives you a true Vermont life. Green Mt Horse association up the street and Woodstock Village down the street as well as a golf course and Health Club with pool and tennis courts. Killington skiing and Dartmouth Hospital 25 minutes away. Delayed showings until April 6.

Listed by Dorothea Mongulla of High End Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

458 Woodstock Road Woodstock VT 05091

Woodstock, VT458 Woodstock Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 4945772

  • Land
  • Acreage 4.57
  • Utilities Telephone Available

It has been said that the highest and best use of this landmark Woodstock property would be a combination of constructing multiple residential units, in the private rear acreage, and commercial development, of the highly visible Route 4 road frontage. There is no question of the unlimited potential! Highly visible! Well located, on the East End entrance route to Woodstock Village! This property owned by Gerrish Corporation, commonly known as “Woodstock East,” located at 458 Woodstock Road, Woodstock, Vermont, contains 4.5 acres, more or less. The property is located in the Commercial/Light Industrial Zone, allowing a multitude of commercial, industrial and residential uses of the property. The property was the site of a substantial gasoline spill in 1973. However, the property was enrolled in the Vermont Brownsfield Reuse Environmental Liability Limitation Act program (10 V.S.A. 6641-6656) in 1999 and was successfully remediated. On June 5, 2012 the Vermont Commissioner of the Agency of NaturalResources signed a Certificate of Completion, thereby providing protection to third party purchasers of the property pursuant to 10 V.S.A 6653(a) from any liability arising from any contamination on the property which occurred prior to that date, making this one the safest properties in Vermont from a pollution liability perspective. Location, location, location!!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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

10 College Hill Road Woodstock VT 05091

Woodstock, VT10 College Hill Road

Price$2,650,000

Est. Mortgage: $/month

MLS Number 4945641

  • Residential Single Family
  • Square Feet 4,214
  • Bathroom 5
  • Construction Existing
  • Bedrooms 5

10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the Jefferson Memorial, and master plans for Dartmouth and Yale. It also enjoys modern additions and updates including a stunning first-level primary bedroom suite designed in 2012 by the respected local architect David Bielman. The front door welcomes guests with a pair of dutch-doors in a center entrance foyer, flanked by a classic dining room and elegant living room (both with fireplaces). The classic butlers pantry leads to the gourmet kitchen and a wonderful, sunny eat-in breakfast area. There are 4 additional BRs upstairs, 2 have ensuite baths plus a 3rd hall bath. There are also powder baths on the first floor and in the lower (basement) area. All BRs have central air. Mechanicals have been updated and well-maintained. 2 other offices on 1st and 2nd floor, and the basement has living space, a workout room, safe room, and ample storage. Beyond the kitchen is a mud-laundry room that leads to the covered (heated) brick walkway from the garage. The 1.05 acre parcel has professionally designed and executed gardens, patios and stone walls including new stone steps that lead up to a second new stone patio that enjoys sweeping vistas across to Mt Tom and the Marsh-Billings-Rockefeller National park.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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

Barnard Road Woodstock VT 05091

Woodstock, VTBarnard Road

Price$579,000

Est. Mortgage: $/month

MLS Number 4945272

  • Land
  • Acreage 6.46
  • Water View
  • Waterfront 600
  • Zoning Commercial

A truly unique 6 acre parcel of land conveniently located in the heart of Woodstock! Tremendous development potential! Zoning allows both COMMERCIAL and RESIDENTIAL use! The 6 acres visually divide into 2 components with 2 diverse personalities. The 1st component is an extraordinary private building lot in the heart of Woodstock! Access to this 4 acre component initially leads through a pleasant open area and then curves a short distance up through softwood trees. Opening from those trees is the unexpected surprise! A large sunny meadow is revealed that is bordered by a wide meandering brook! This totally private meadow is within walking distance of the center of Woodstock and yet is quite invisible to passers by! A septic system designer has conducted a "perc test" investigation and believes it can support construction of an in ground septic system. A building lot that simply can not be duplicated within Woodstock! Visually well separated from this 4 acres the 2nd component of the 6 acre parcel is a well known 2 acre level area that for many years hosted the Saturday Woodstock Farmer's Marketplace. A location that presents convenient level walking to access the numerous amenities of Woodstock Village as well as to the endless recreational opportunities of the Billings- Rockefeller National Historical Park! This level parcel of land benefits from COMMERCIAL ZONING! Excellent access, a large level surface, and high visibility! Commercially zoned land is scarce in Woodstock!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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

5 Mountain Avenue Woodstock VT 05091

Woodstock, VT5 Mountain Avenue

Price$525,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4944553

  • Residential Single Family
  • Bedrooms 1
  • Square Feet 645
  • Bathroom 1
  • Construction Existing

A beautiful first-floor sunlit condo right in the heart of Woodstock! This unique location is only one block from the Village Green and a short stroll to farmers' markets, coffee shops, restaurants, and retail shops. Fully renovated, this unit has been thoughtfully brought back to its splendor with high-end energy efficient windows (preserving the classic moldings), all new lighting, all new appliances, and new paint throughout. Enjoy the benefit of a private garage and ample storage space. The elegant furnishings are also available. Enjoy a beautiful large private location on Mountain Avenue with mature trees and direct access to the river.

Listed by Holly Hall of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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

3436 Church Hill Road Woodstock VT 05071

Woodstock, VT3436 Church Hill Road

Price$1,300,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4944268

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Square Feet 2,894
  • Bathroom 4

Set back off a quiet country road with stone walls sits this Cape Cod home on thirteen acres. A peaceful setting for those seeking privacy in South Woodstock. The fenced-in backyard is perfect for summer barbecues and long swims in the pool. Enjoy a cocktail on the covered porch while the sun sets. A mix of rolling pasture allows for gardening and equine friends. The main level of the home features hardwood oak flooring, a large living room with fireplace, an eat-in kitchen overlooking the backyard, dining room, laundry room, half bath and a bedroom suite. The upper level provides pine flooring, an additional bedroom, bonus room and bath. There is a separate guest apartment with its own entrance over the garage. The attached and detached garages offer a workshop and plenty of space for toys, vehicles and storage. Solar panels cover most of the electric overhead. Lovely landscape surrounds the yard with lilacs, roses and shrubs. Less than five minutes to Green Mountain Horse Association with easy proximity to golf, skiing and Woodstock center.

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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

2943 Cox District Road Woodstock VT 05091

Woodstock, VT2943 Cox District Road

Price$449,000

Est. Mortgage: $/month

MLS Number 4943992

  • Residential Single Family
  • Bathroom 1
  • Construction Existing
  • Square Feet 979
  • Bedrooms 3

A Woodstock home, with a practical floor plan, in a peaceful country setting! The location is great! Just a few minutes of walking brings access to the trailhead of the well known Woodstock Aqueduct Recreation Trail, for year round enjoyment. The Woodstock High School/Middle School is conveniently just a few minutes drive away. With over 2 acres of sunny open land, there is the opportunity for gardening, space for pets and for endless recreational fun! The home is centrally sited on this attractive parcel of land, with ancient stonewalls defining the rear boundary and large open fields to the left and right. The main floor of the home features 3 bedrooms, a kitchen, a living/dining room and a full bath. Off the living room is a large front deck for enjoying abundant sunshine. To the rear of the home a large covered patio with a substantial roof, is accessed off the kitchen. The full walk out basement, with a den and a laundry area, presents obvious opportunity for further expanding the living area within the home. Both the home's location, in a popular residential area of the Woodstock community, and the quality of the land parcel would justify improvements made to the residence.

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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

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: 6.42% last updated on Mar 23, 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

Broker Reciprocity 

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 March 25, 2023 5:10 PM EDT