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Woodstock VT Real Estate

Woodstock is located in Windsor County in the southeastern part of Vermont. It has a population of approximately 3,200 and a household median income of approximately $57,000.  Neighboring towns include Bridgewater and Pomfret. Woodstock has 1 elementary school, 1 middle school and 1 high school. Browse available Woodstock VT real estate below. 

Woodstock Real Estate & Homes for Sale

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53 Pleasant Street Woodstock VT 05091

Woodstock, VT53 Pleasant Street

Price$409,000

Est. Mortgage: $/month

MLS Number 4859590

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 3
  • Square Feet 1,964

Excellent opportunity for single, two family, or hybrid home/business located directly across from the beautiful, new East End Park. Let your imagination soar. This "blank canvas" is ready to put your ideas to action. The property is currently being used as a one bedroom, single family on first level, consisting of spacious living room, full kitchen, one bedroom with sliders, two bathrooms (one with with laundry). Plenty of parking! Building will require some TLC. Sold "as is".

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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20 Gully Road Woodstock VT 05091

Woodstock, VT20 Gully Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4859683

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,678

This warm and welcoming Cape style farmhouse is situated on over 1.5 acres with beautifully landscaped gardens and a brook that winds along the back side of the property. The lovingly maintained house offers 4 bedrooms and 3 bathrooms, a cozy family room with a wood burning fireplace and a spacious, centrally located kitchen with a newer wood burning stove. The dining room and formal living room feature exposed beams and wide pine floors. The primary bedroom en-suite is on the main floor, along with another full bathroom, and the 3 additional bedrooms and bathroom are on the upper level. There is an oversized 1 car attached garage with ample storage space above which also offers the opportunity to create even more living space if desired. The owner has completed many essential upgrades including windows, mechanicals, septic system and exterior paint. Enjoy a cup of coffee on the front covered porch or entertain guests on the back deck and garden areas. The Woodstock Green is only a 5 minute drive away as is skiing at Suicide Six, and the lovely town of Barnard is less than a 10 minute drive. This property is a perfect combination of historic charm and everyday convenience. Weekend showings are available Saturday, 5/8 from 11am-3pm and again on Sunday 5/9 from 11am-1pm.

Listed by Zoe Hathorn Washburn of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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119 English Mills Way Woodstock VT 05091

Woodstock, VT119 English Mills Way

Price$949,000

Est. Mortgage: $/month

MLS Number 4859269

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,488

Exquisitely maintained 4-bedroom, 4.5 bath, 4,500 sqft contemporary Saltbox situated on 5.1 acres of lawn and woods just four minutes to Woodstock village. This includes a large and gracious lower level in-law suite/apartment with a substantial kitchen and a large bedroom and full bath, that could double as a home office/business opportunity or private guest quarters. There is a lovely Great Room with floor to ceiling windows with plenty of light and a substantial center fireplace for easy evening conversation. Additionally, there is a large modern kitchen with cherry cabinetry, lots of counter space, and a useful kitchen office area. The Family/TV room has an attractive Woodstock soapstone stove that comfortably heats the house. Round out the first floor with a practical mudroom, a den, a formal dining room, and milled cherry flooring throughout. Privately located, the first-floor master bedroom en-suite boasts a Jacuzzi tub, large walk-in closet, and high ceilings with lots of windows that make the room bright and cheery. The second floor offers a second master bedroom en-suite, two additional bedrooms with a common bath, and a large storage attic. Outside is a large wrap around deck, a 2 car attached garage, sunny grounds, perennial gardens framing the brick walkways & deck, and a home adjacent to Mt Tom's hiking trails & close to Suicide Six ski area. It is just 4 minutes to town, and the spacious living area makes this property an ideal family home.

Listed by John Bassette of Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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17 Mountain Avenue Woodstock VT 05091

Woodstock, VT17 Mountain Avenue

Price$1,750,000

Est. Mortgage: $/month

MLS Number 4856827

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,123

This circa 1825 story and a half Cape is sited on one of the most lovely and largest parcels of land in Woodstock Village landscaped with shrubs and perennials providing a succession of colorful flowers throughout the summer. The floor plan provides a gracious combination of gathering rooms with privacy afforded for quiet pursuits. A short stroll from the Village Green and Faulkner Park this superbly located home offers views of Mt. Tom and abuts the Marsh-Billings-Rockefeller National Park. A historic gem.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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1185 West Woodstock Road Woodstock VT 05091

MLS Number 4853727

  • Multifamily Multi-Family
  • Village Woodstock
  • Square Feet 1,820
  • Units 2
  • Acreage 0.19

This is a great opportunity to own an investment property in the beautiful town of Woodstock, VT. There are two units one of which was more recently remodeled with a spacious eat-in kitchen, a nice sized bathroom, stackable washer/dryer and plenty of off street parking. Both units have vaulted ceilings and unique architecture throughout. The building is in walking distance to the Woodstock High School and Woodstock Middle School as well as the very popular Woodstock Farmers Market. Recreational activities like hiking and skiing are a short drive away. An overall wonderful property and location!

Listed by Zoe Hathorn Washburn of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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23 Cowdrey Path Woodstock VT 05071

Woodstock, VT23 Cowdrey Path

Price$1,900,000

Est. Mortgage: $/month

MLS Number 4850633

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 2,584

Douglas Fir post and beam home and fully operational auto mechanics garage with 4 lifts. Property is selling as a home and fully operational business and is commercially zoned. This is a rare opportunity to live and work all in one place, or have space for your hobby on wheels. The house features an open floor plan on the main level. Large windows and two sliders to the deck let light poor into the kitchen and living room. The Master Suite on the main level has two large walk in closets and a full bathroom with a jacuzzi soaking tub. The upstairs loft area would make a lovely office/hobby space or could easily be transformed into a private third bedroom if desired. The lower level is fully finished with a second bedroom, full bathroom, and utility room. There are also several closets for storage! Outside you will find an on demand generator, an above ground pool and a heated shed for storage or a small workspace. The auto mechanics garage has two commercial garage doors that open up to three vehicle lifts inside. A fourth lift is located under the new addition to the right of the building. There are three office rooms in the building as well. All garage equipment/tools will be included in the sale. Email for interior garage photos and more information about the business.

Listed by Shenia Covey of C.G. Shepherd Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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898 Barnard Road Woodstock VT 05091

Woodstock, VT898 Barnard Road

Price$849,000

Est. Mortgage: $/month

MLS Number 4843539

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,608

Prime location in Woodstock. Located a minute to Woodstock Village and Marsh-Billings-Rockefeller National Park. First time offered since 1975. Circa 1771 "Hillside" is a special property on over 31+ acres with beautiful views everywhere you look. The sprawling 5 bedroom/ 4 bath Farmhouse is the perfect place to entertain family and friends. The home has a mudroom/pantry that leads you into a large eat in kitchen. Walk out to the screened porch to sit back and enjoy your morning coffee and soak in the sweet views. The main level of the home has the original hand hewn wood beams and consists of a formal dining room, living room with wood burning fireplace, cozy library with hearth and fireplace, first floor guest room, and full bath with clawfoot tub. Take the main staircase to the second level where you will find a spacious primary bedroom suite, and two more bedrooms one which is being used as an office currently. The third level has a guest bedroom, hangout room and bathroom. The home has a spacious floor plan with the option to turn one area back to an in law suite. As you head outside you will enjoy the very private backyard with stone patio and gazebo. Stroll down to the 3 level barn and let your imagination fly. The barn is 3 barns that were merged together. This could be a great place to have a home business, artist studio or renovate it as extra recreation or sleeping space. Close to Suicide Six. Schedule a tour of this Woodstock property today. It will not last.

Listed by Marni Rieger of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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1104 West Woodstock Road Woodstock VT 05091

MLS Number 4841891

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,630

Well maintained and West Woodstock Village Home. Formal dining room with hardwood floors, large living room with nice light, eat-in kitchen with adjacent pantry and large mudroom. This property also features a rear addition connected to the house featuring a separate entrance, two large office/work spaces,finished basement, large barn and a great level yard for gardens or play. Near the Woodstock Farmers Market, the Middle and High School plus the Union Arena. Closing after May 31 or sooner subject to existing Lease

Listed by Eric Johnston of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

442 East Woodstock Road Woodstock VT 05091

MLS Number 4840144

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,190

Looking for a hip, contemporary space in a cool mixed use condo? There is only one such space in Woodstock, and it has never been on the market before!! Airy, tranquil, and quiet; this two-bedroom condo is situated on the top floor of Gallery Place, the home of the famous Worthy Kitchen. Bask in sweeping views of the surrounding Vermont landscape through the enormous Palladian window. Large main living area with soaring vaulted ceiling and storage loft. New kitchen with granite counters, and new bath with walk-in shower. Have lots of gear? The spacious entry (separated from the main living area) can amply accommodate bikes, skis, or even kayaks. Previously a gallery, this unit still has public safety features (emergency lighting, fire safety system, etc.) to allow corporate retreat/housing or other commercial uses. Walking distance to all the shops, restaurants, entertainment, and recreation that the beautiful, historic village of Woodstock offers, including the new East End Park and River Trails! Posh weekend crash pad? Full-time unique home? Business use? This distinctively beautiful condo sparks creativity and is awaiting new dreams.

Listed by Geoff Eckler of Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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 Atwood Avenue Woodstock VT 05091

Woodstock, VT37 Atwood Avenue

Price$285,000

Est. Mortgage: $/month

Pending

MLS Number 4838142

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 768

Enjoy the walk to Woodstock from this bright, well maintained two-bedroom home. All of the utilities have been upgraded and replaced; new furnace, new hot water heater, Tesla power wall, water purifier and more! The owner has expanded the decks, helping you enjoy the view of Billings Farm even more! The new shed and paved driveway are great bonuses to have! Come and move right in, and enjoy the stress free living!

Listed by Audrey Micca of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Save 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 May 8, 2021.