Greater Woodstock Area Homes Between $500K and $1 Million

The greater Woodstock, Vermont area (including the towns of Barnard, Bridgewater, Hartland, Pomfret, Reading, West Windsor, and Woodstock) offers diverse real estate opportunities. Whether you’re looking for a historic home, a home in town near shops and galleries and all the amenities you need, a family home, a secluded getaway with lots of land, a vacation home, or investment real estate, the greater Woodstock area has plenty of choices.

Apart from beautiful homes and real estate, the greater Woodstock area of Vermont hosts some great cultural institutions and events like the Hall Art Foundation in Reading, the Woodstock Film Series, and Taste of Woodstock. Summer and winter recreation opportunities abound at Suicide 6 ski area and Mount Ascutney. For horse lovers, the Green Mountain Horse Association (GMHA) in South Woodstock has activities and events all summer long.

Greater Woodstock VT Homes for Sale

The greater Woodstock VT area could be the perfect place for a family home, a vacation retreat, rental property or investment real estate. Explore the homes below, then give Bassette Real Estate Group a call at 802-457-2244. Our agents and buyer brokers would love to help you find your perfect new home.

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315 Old Route 12 Barnard VT 05031

Barnard, VT315 Old Route 12

Price$749,000

Est. Mortgage: $/month

MLS Number 4800511

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 3,138

LIGHT HILL- Wonderful country sanctuary on 171 spectacular acres with views, pastures, pond, barn and woodlands. Historic Cape underwent full renovation and addition to modernize systems, flow, add bedrooms and entertaining / gathering areas. The house is nestled just perfectly at the end of a lovely winding driveway along hay fields on one side, and a brook on the other. This is the type of property you never want to leave- immediately welcoming and recharging. There are numerous spaces to lounge, catch up with friends & family, and read your favorite book. There is a master suite on the first floor and 4 bedrooms on the second floor. The property is well situated minutes from Barnard Village, Silver Lake and easy access to I89 and local attractions like Woodstock, skiing in Killington, and the Best of Vermont. Property is conserved and in the current use program.

Listed by David Donegan, Snyder Donegan Real Estate Group

$
$
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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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5 Linden Hill Woodstock VT 05091

Woodstock, VT5 Linden Hill

Price$725,000

Est. Mortgage: $/month

MLS Number 4772701

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 9
  • Square Feet 4,250

An exceedingly rare opportunity for Woodstock Village: antique 1850's house converted to 4 units in early 1970s and then renovated to a fine functional and aesthetic condition in 2000 while still preserving its 4 unit status. The largest apartment (8 rooms, 4 BR, 3 1/2 BA) occupies three levels of the original house, and enjoys rooms of generous proportion, high level detailing and fixtures, and fine interior finishes. Apartments either side (one of 5 rooms, 2 BR, 1 BA; the other of 3 rooms, 1 BR, 1 BA) have interconnected passage with the main apartment to allow substantial quarters of three discrete spaces for family or friends, or the passages may be closed off for independent use. A 4th apartment (4 rooms, 2 BR, 1 BA) has separate entry off terraced private lawns in the rear. All apartments have private entries, complete kitchens, wood burning fireplaces, separate utility capability, and share use of a generous common parking area. Walk to Village Center and all its many amenities!

Listed by John Snyder, Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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470 Jenne Road Reading VT 05062

Reading, VT470 Jenne Road

Price$719,000

Est. Mortgage: $/month

MLS Number 4805849

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,132

"House-In-The-Hills” is a classic Vermont cape farm house (c. 1782) with 156 beautiful acres on a quiet, picturesque country road. The land component has stately maple trees, old stone walls, lawns and gardens, apple trees, fields/pastures, a swimming pond, sugar bush, ample woods & trails for horseback riding, snowshoeing or other outdoor activities. A long-distance mountain view from the house could be opened back up again (see old photos). Land enrolled in VT Current Use program. The property has only had 4 owners since it was built by Colonel Moses Chaplain, a soldier in the American Revolution - and has been owned by the same family for 80+ years. The historic house interior retains the charm of an earlier era, with wide wood floors and many architectural details displaying the craftsmanship of the time. The large living room with working fireplace has windows on 3 walls overlooking the property, creating a warm, sunny feeling. An atmosphere of Colonial grace and light is found throughout the home. Attached to the house is a screened breezeway with barn board walls, for indoor-outdoor entertaining and relaxing. A barn next to the house could be utilized for horses, animals or - as it once was - as an artists' studio. The house is situated on a quiet loop road close to the main road, about 3 miles from the Green Mountain Horse Association (GMHA) and 10 miles from Woodstock. If you are looking for a quiet, peaceful, historic Vermont residence, this is a must see!

Listed by John Snyder, Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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5070 South Road Woodstock VT 05071

Woodstock, VT5070 South Road

Price$700,000

Est. Mortgage: $/month

MLS Number 4771226

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 2,800

Completely renovated antique cape located in the historic village of South Woodstock . This classic cape dating to 1850 is being totally renovated with state of the art new kitchen, downstairs master bedroom with new bathroom. Upstairs two bedrooms with new shared bathroom. Open floor plan living room/dining room with french doors leading out to a very private well landscaped back garden/lawn. A special opportunity to own an antique home with all new systems .

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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229 Blankey Cottage Lane Woodstock VT 05091

MLS Number 4786056

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 4,084

Best of both worlds!! Located just 1 mile from Woodstock Village, yet on 3.38 private acres at the end of a town maintained road with spectacular views of Killington and Green Mtns. The first floor is handicap accessible and consists of an open kitchen with center island and an eat-in dining area, large living room with stone fire place, beautiful sun room with views and 3 bedrooms. The master suite, with 3/4 bath, has spacious walk-in closets and opens onto the lovely 48 foot deck running along the backside of the house. The two additional bedrooms share a full hallway bath and first floor laundry is close by. First floor also has a mudroom, 1/2 bath and opens into heated 2 car garage. There is a partially finished lower level basement that opens onto the backyard and has a plummed bathroom and extra storage room. Lastly, there is a detached garage/workshop with a second floor for storage or potential living space.

Listed by Dan Noble, Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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13 RIVER Street Woodstock VT 05091

Woodstock, VT13 RIVER Street

Price$698,000

Est. Mortgage: $/month

MLS Number 4774015

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

This historic Woodstock Village home is a short stroll over the Elm Street Bridge from all amenities. The 1850 structure was conceived originally as a 'farm cottage'. The home was restored and re-imagined in a comprehensive renovation in the early 1980's with Arts & Crafts period design elements. Right-sized for today's small house movement the home is beautifully landscaped with a spacious yard providing ample room for outdoor entertaining and gardens. A detached antique barn offers potential for use as a studio or recreational activities. Rare opportunity to own a Village home offering modern systems with delightfully diverse spaces.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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457 Peterkin Hill Road Woodstock VT 05071

Woodstock, VT457 Peterkin Hill Road

Price$695,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4774508

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,360

Stunning long range mountain views on nearly 40 acres of mostly open level field/pasture and woods with a stream on a very desirable road with substantial neighboring properties in Woodstock just 11 mins to the Woodstock Green. An authentic three bedroom log cabin with open kitchen-dining-living area and covered porch all look out at the really amazing long-range mountain view. A sun porch, three bedrooms and two baths with a full concrete basement complete the log cabin itself. Nearby is a post-and-beam barn-office space, insulated and heated with overhead door, plus a separate large garden shed for storage of all kinds of outdoor toys, equipment, gardening supplies. The mostly level / gently sloping fields create a big playground, an area for gardens or animals, and/or a second building site with easy access further back on the property, which would also share the stunning long-range mountain view. Very rare opportunity to buy this kind of land and view with a charming and very livable log cabin, with lots of potential for renovations or new construction in a great location in Woodstock at an attractive entry price point.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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1442 North Road Barnard VT 05031

Barnard, VT1442 North Road

Price$695,000

Est. Mortgage: $/month

MLS Number 4774843

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,927

Charming , extended cape located on one of Vermont's most scenic roads ! The original house, built in the 70's, was completely renovated in 2001 and a large addition was added at that time. The carefully crafted additions have created an easy flow from room to room. In addition to the spacious living room with fireplace , family room with wood burning stove there is an upstairs family room/office , 20x30, with gas burning stove and fabulous views . The gardens and outdoor spaces for entertaining are delightful. A winding path through the woods opens up to a magnificent spring fed pond perfect for swimming on hot summer days. Less than 5 minutes to Silver Lake , the Barnard Country Store and the Barnard Inn for dining. 15 minutes from historic Woodstock and less than 20 minutes to I 89 .

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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207 Corliss Farm Road West Windsor VT 05037

MLS Number 4770241

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 6,000

This home delivers the WOW factor when friends and family walk in and immediately see the massive stone fireplace and vaulted ceilings. Breath-taking views of Mount Ascutney finish the picture. With five bedrooms, a generously sized living room and TWO enormous game rooms, your company may never leave. There are two first-floor master bedrooms with full-on mountain views, in addition to two more bedrooms on the fist floor. The fifth bedroom is on the lower level and serves as the perfect man-cave, being right next to the game rooms which you can fill with a pool-table and a ping pong table and still have tons of room for sitting areas. The property has 42 acres of fun! Trails through this magical, wooded forest offer hiking, cross-country skiing, snow shoeing, dirt biking, ATV'ing and hunting. There is also a pond along the trails. Five minutes from the center of town, this property offers the perfect balance of privacy and community.

Listed by Jennifer Falvey, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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414 Brownsville Hartland Road West Windsor VT 05089

MLS Number 4805996

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,602

This beautifully built log home has a comfortable floor plan. An attached two-car garage leads into a generous mudroom for all your Vermont gear and equipment. The lovely great room offers natural light and an incredible floor-to-ceiling stone fireplace. The gourmet kitchen has ample room for gathering with the ambience of a wood fire. Pull up a stool at the soapstone counter or nestle in the booths for your Sunday coffee. You'll also enjoy the large walk-in pantry. The master bedroom has private ensuite, walk-in closet and screened porch. Three additional bedrooms, one with ensuite, a full bathroom plus laundry complete the first floor. The loft, overlooking the great room, makes a perfect office space. The large deck and screened porch provide a view of the picturesque setting year round.

Listed by Holly Hall, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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45 Pleasant Street Woodstock VT 05091

Woodstock, VT45 Pleasant Street

Price$669,000

Est. Mortgage: $/month

MLS Number 4798290

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,554

Excellent multi purpose- In-Village opportunity. This well maintained c1900 colonial home, most recently utilized as a suite of law offices can easily be transformed back to a private residence, or a multi family with potential for home business with excellent street presence, lovely wrap around porch and plenty of parking. Also available for long term commercial lease.

Listed by Danny Kogut and Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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965 Deer Brook Way Woodstock VT 05091

Woodstock, VT965 Deer Brook Way

Price$665,000

Est. Mortgage: $/month

MLS Number 4807039

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,192

House in the Sun is a perfect gem sited beautifully on 11.5 acres with spectacular long range views, a pristine pond, and forest area with trails and a stream. The cape style house is a tasteful architectural blend of classic Vermont charm and contemporary design. The open concept kitchen/living/dining area that opens to a deck is warm and inviting for gathering and entertaining while taking in the panoramic view. The main level also offers an office/den as well as a bedroom with full bath. The master bedroom suite on the second level is detailed with vaulted ceilings, exposed beams and lovely large windows that capture that view! There are two additional bedrooms and bath on the second level for family and guests. Enjoy all the seasons in Vermont swimming in the pond, exploring the stream, and hiking/snowshoeing the open field and forest paths. Private but conveniently located within minutes to dining, theatre and shopping in Woodstock Village and 15 minutes to Killington Mountain Resort. Showings begin June 2

Listed by Mary Mayhew, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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 2020 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 30, 2020.