Woodstock Homes Under $500K

Woodstock is the quintessential Vermont town. It has a lovely downtown, a beautiful green, shops, grocery stores, galleries, and outdoor activities like biking, hiking, skiing, and snowshoeing. There are plenty of homes in Woodstock in or close to the village or on quiet roads that give you access to all of the town’s charms.

If you’re looking for a home to move your family to, know that Woodstock schools are outstanding. The high school offers challenging academic programs that build critical thinking in all academic areas and the development of fundamental skills.

Pentangle Arts, located in the historic Woodstock Town Hall Theatre screens first-run Hollywood movies. The Woodstock Recreation Center offers comprehensive recreation programs, facilities, and services aimed at improving the quality of life for all.

With all the amenities and conveniences you’d find in a large city, charming Woodstock, VT could be the perfect place for your family, a vacation retreat, or rental property. 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 in Woodstock.

42 River Street Woodstock VT 05091

Price$499,000

Est. Mortgage: $/month

MLS Number 4692838

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,930

A riverfront Woodstock Village home is not often available for sale! The tastefully remodeled interior, of this centrally located residence, benefits from mesmerizing views of the ever changing coloring of the Ottauquechee River. Being located on a level village street enables comfortable walking to all of the amenities of Woodstock Village life. Three finished levels of living space present multiple possibilities for use by family and guests. A private stone terrace and lawn areas oriented towards the river provide unique platforms, for outside relaxation. With 3 bedrooms and 3 baths, this manageable size home is the ideal weekend retreat or equally a comfortable year round village residence!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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93 Town Farm Road Woodstock VT 05071

Price$499,000

Est. Mortgage: $/month

MLS Number 4760533

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,596

Location and accessibility! A classic Vermont cape overlooking the Green Mountain Horse Association, in South Woodstock, is a very manageably sized home, with numerous accessibility modifications. Located a short distance from Route 106, on a town maintained dead end road, it is an easy walk to the village. From the attached garage, the large entryway has a Vermont slate floor and laundry. A bright ADA modified kitchen/dining room features a lovely fireplace, custom cabinetry and wainscoting. A cozy living room, bedroom/study and full bath, with walk-in shower complete the downstairs. Wide pine floor boards give a warm feeling throughout the house. Upstairs are two nice bedrooms, one with a spacious closet and a view of the Kedron Valley. The second bedroom/sitting room has a slanted or “witches window” providing lovely morning light and an adjacent large walk-in closet, with big built in drawers. Outside, the sunlit lawn is edged with sloping fields extending to Rte. 106. The south facing perennial garden features natural landscaping elements. The western facing deck, with three large raised planters is a wonderful place to watch sunsets. At the lower edge of the property, a 3000 sq. ft. circa 1930's barn, originally built to store apples, awaits repurposing. The property value is enhanced by its' connection to the town sewer system. This property abuts farmland with an iconic three story red barn, frequently photographed for its' historic significance and beauty.

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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8 BORDER LANE Woodstock VT 05091

Price$498,000

Est. Mortgage: $/month

MLS Number 4746811

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,373

A hidden gem! This serene home is filled with southerly light year round and has been comprehensively renovated with many new components: thermal windows, heating system, baths, kitchen, foam insulation, detached garage and extensively landscaped with a pan-Asian aesthetic. The residence is very privately sited on 5 acres of open and forested land divided roughly 50/50 by the Woodstock Village and Town boundary. A massive 'butte' of exposed granite contributes to the great character of the property. Landscaped with perennials, water and exposed ledge and stones accented with mature northern hardwoods and conifer the land has delightful diversity. Single level living areas are accessed via a walk-out lower level entry at grade. Looking to downsize without compromise? This home should be on your list!

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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 Lincoln Street Street Woodstock VT 05091

MLS Number 4736345

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,784

This energy efficient Geo-Barn is within walking distance of Village amenities and sited on a level 'double' lot with views overlooking Mt. Tom and Billings Farm. The open 'post & beam floor plan provides spacious. light-filled gathering rooms on the main floor with two private decks, a separate bedroom and office enabling single level living. Two sunny bedrooms on the second floor and a 'guest space' on the walk-out lower level provide flexibility for larger or smaller space demands with a total finished area of about 2400 sq. ft. There is potential VRBO income from the 'lock-out' lower area. The 'double lot' has been surveyed for subdivision and the property is offered with the home on .51 acre at $595,000.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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700 John Darling Road Woodstock VT 05071

Price$465,000

Est. Mortgage: $/month

MLS Number 4764458

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,196

Tucked away at the end of a one mile Class IV road on 10 very private acres bordered by the Woodstock Town Forest in very desirable South Woodstock. No traffic noise, only the sounds of the birds and the stream that meanders through the woods behind the house. The house is powered by state-of-the-art solar so power failures are never an issue. The open format layout of the first floor creates bright unobstructed living space perfect for everyday living and warm friendly space for entertaining. All the details on most buyers' check lists are here, i.e., attached garage, large mudroom, huge pantry, three baths, three bedrooms, master bedroom with en suite bath and the world's largest walk in closet and full walkout basement. Recent upgrades are too numerous to mention and can only be appreciated with a tour of the property. The location of the property is perfect with the South Woodstock General Store, the Kedron Valley Inn & Pub and GMHA all just minutes away plus convenient to skiing, golf, snowmobiling, health club, and all the amenities of Woodstock Village.

Listed by Stan Butler, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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132 Shurtleff Lane Woodstock VT 05091

Price$449,000

Est. Mortgage: $/month

MLS Number 4661648

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,738

Super location! This well maintained home is in move-in condition, newly painted exterior with multi level decks overlooking a private backyard. Open floor concept with an abundance of light, gracious room proportions and perfect flow for entertaining. Located just a quick into historic Woodstock Green for all of towns amenities. Set back off a quiet dirt road with well landscaped lawns and gardens. First floor has handsome birch hardwood floors with a bright kitchen accented with granite counters and large island. Off kitchen is both a formal dining room and Living Room anchored with a gas fireplace. Two bedrooms or office on adjacent end of home with shared bathroom. Second floor has 2 large master suites. Lower level is a massive finished space with capabilities to be used in multiple functions- great light with french doors leading outside. This residence is a must see for buyers looking to be close to the village but home nestled in a quiet setting.

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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195 Roberts Road Woodstock VT 05091

Price$449,000

Est. Mortgage: $/month

MLS Number 4691800

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,656

With 6.8 acres of mostly open pasture land, a well designed barn, desirable South and West exposure and close proximity to Mount Tom and the riding trails there is potential for this Woodstock property to be a small horse farm, or perhaps even the site for an organic farming operation! The well built home features a cathedral ceiling, wood burning fireplaces, pastoral views and the option for providing separate in-law accommodation! Conveniently located, in a quiet neighborhood, all the amenities of Woodstock Village are just short drive away!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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358 Cowdrey Path Woodstock VT 05071

Price$429,000

Est. Mortgage: $/month

MLS Number 4746546

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,148

Charming move-in-ready house in a great location, privately situated in South Woodstock, just 7 mins to the Woodstock Green. Beautiful open floorplan between dining, kitchen and living room. Kitchen and dining have cherry floors and cabinets, granite countertops, lovely view out the kitchen sink window and sliding doors to the back deck for outdoor barbeques & playing in the back yard. The living room has sliding doors for lots of light, a gently vaulted ceiling and a wonderful gas fireplace that is visible from kitchen and dining areas. First floor den/office could also serve as a bedroom. Private powder bath on first floor. Upstairs is a master bedroom with walk-in closet and ensuite bath. Two other bedrooms share a hallway bath. Much of the basement has been finished off into a rec room area (that is presently used as a music practice and recording studio!). Neat, tiled-floor mud-laundry room with cubbies and hooks - is conveniently located on way in from the attached 2-car garage. Very good mechanicals and easy to maintain house. If you are looking for a move-in-ready house in a great location - this is it! Must see!

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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3903 Densmore Hill Road Woodstock VT 05091

MLS Number 4744616

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,792

Lovely 3 story cape nestled on a knoll overlooking a meadow with short range views. Super location situated between Woodstock and the Hamlet of South Woodstock and GMHA. Easy access to all of towns amenities, shopping, and skiing. This residence is immaculately maintained. Hardwood floors throughout. First floor includes a bedroom with full bath, open floor concept with generous size living room with cathedral ceilings creating a spacious feel- opening into dining and kitchen. Attached garage into mudroom for easy access. Second floor provides a loft and another guest bedroom with a full bathroom. Lower level functions as either a bedroom, family room and/or office. Easy access to outdoors with exterior exit. The house features: generator, A/C in LR and Master Bedroom, 2 gas stoves for ambiance, gazebo with electricity for afternoon lunches and quiet serenity for the true Vermont experience. Come take a look-

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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168 Barberry Hill Hill Woodstock VT 05091

Price$400,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4720375

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,740

Fantastic location for a family with a busy lifestyle or a single level living arrangement for an owner with additional space for guests on rental potential downstairs. Walking distance to schools, trails, ice/community arena, The Thompson Senior Center, and the Farmer's Market. Large deck overlooking beautiful stone work with perennial gardens. Spacious rooms, all season porch, family room w/ wood stove, and a living room with a wood burning fireplace. New propane heating system. Fresh, Light, Comfortable , Convenient, and Functional.

Listed by Lynne Bertram, Lynne Bertram Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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80 Blankey Cottage Lane Woodstock VT 05091
Active With Contract

MLS Number 4723058

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,772

This charming 4 bedroom/2 bath updated bungalow cottage with 1.5 acres on a quiet side street is within minutes of downtown Woodstock! Recent renovations and upgrades include a wonderful Great Room/kitchen addition, updated windows, shed dormer, peerless boiler, and 14kw propane generator. There is a lovely deck off the Great Room to enjoy outdoor entertaining and an open and private yard with plentiful space to enjoy both recreating and gardening. In addition this property has a two car garage and garden shed. Excellent opportunity for either a primary residence or vacation home!

Listed by Mary Mayhew, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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1021 Randall Road Woodstock VT 05091

Price$395,000

Est. Mortgage: $/month

MLS Number 4750011

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,531

This well maintained recently built 3,500 sqft. 3 bedroom/3 bath classic New England style home is just 5 minutes to Woodstock Village & located on a peaceful dead-end road where you can enjoy views of distant hills during the day or starlit skies at night. There are rustic post & beam features, cathedral ceilings, & spacious, bright, light-filled rooms. The large expansive living space make this home perfect for entertaining family & friends. The kitchen (21x12) has quality cherry cabinets for plenty of storage, newer stainless steel appliances, and a huge entertaining island for more prep space. The open floor-plan Living Room (24x21) has a central fireplace for those cold winter nights & built in bookcases will make you want to grab a book and escape for a bit. There is a pleasant dining area for intimate family gatherings. Everyone will enjoy the giant Family/Game Room (24x23), with pool table & foosball included. It's everything someone needs to visit Vermont & relax with friends. You can spread out onto the deck for views of the pond and enjoy the open land and stone walls that add character to this classic Vermont home. Ten minutes to GMHA, Suicide Six, or the Woodstock Country Club and a whole house propane generator is included & a full basement for additional storage. This home is located on land that formerly was a municipal landfill (closed in the 1960's).

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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 A VisitAsk A QuestionMore Details

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Copyright 2019 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 September 18, 2019.