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: 3.81% last updated on Jul 18, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

20 Lincoln Street Woodstock VT 05091

Price$495,000

Est. Mortgage: $/month

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: 3.81% last updated on Jul 18, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

132 Shurtleff Lane Woodstock VT 05091

Price$479,000

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: 3.81% last updated on Jul 18, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

5763 W. Woodstock Road Woodstock VT 05091

Price$475,000

Est. Mortgage: $/month

MLS Number 4761038

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 7
  • Square Feet 3,180

This charming home, known as The Woodbridge Inn and currently operating as a Bed & Breakfast, is situated on the Ottauquechee River with over 550 feet of water frontage. The 1.74 acres, .54 of which is already subdivided, offers a big open yard with lawns that lead down to the river with multiple access points to take a swim, cast a line or simply dip your toes in! The wonderful outdoor space also includes a stone grill fire place, beautiful gardens and landscaping and a deck that looks out across the river. Inside you will find 7 bedrooms all with ensuite baths and nicely appointed. There are pine plank and hardwood floors throughout the house and the rooms are bright and flow nicely. The updated kitchen acts as the hub and leads in several directions to the family room/dining room, to the front hall and to the back bedroom. Through the front hall is the large living room with wood burning stove and access out onto the deck. There is a combination barn/garage with ample storage space, a spot for 1 car, as well as plenty of room for additional yard equipment. This special property is ideal as a primary residence, a second home or continued as a successful Bed & Breakfast. It is turn-key as an Inn or Rental and is located just 10 minutes from Woodstock and is only 20 minutes to Killington Mtn.

Listed by Dan Noble, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

195 Roberts Road Woodstock VT 05091

Price$469,000

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: 3.81% last updated on Jul 18, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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: 3.81% last updated on Jul 18, 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

17 Prospect Street Woodstock VT 05091

Price$450,000

Est. Mortgage: $/month

MLS Number 4765144

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,230

"Blossom Cottage" is a charming and sunlit Woodstock home, well sited on spacious, open grounds within easy walking distance of all village amenities. Originally home to Ms. Blossom, believed to have been the proprietress of a small boarding house, this surprisingly spacious cape has plenty of room to welcome family and friends comfortably. A conversion by more recent owners turned the antique barn into a sunny, vaulted great room. With hand-hewn beams and wide pine floors, this delightful cape offers all the character of its vintage; new systems - including ductless heat pumps, a 2014 furnace, and brand-new trex decking - ensure modern comforts. Enjoy quiet afternoons on the privately situated deck, or stroll into the village for a lively dinner; whatever your mood, Blossom Cottage is happy to accommodate.

Listed by Keri Cole, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

3903 Densmore Hill Road Woodstock VT 05091

MLS Number 4744616

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

Lovely home 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: 3.81% last updated on Jul 18, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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: 3.81% last updated on Jul 18, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

168 Barberry Hill Road Road Woodstock VT 05091

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: 3.81% last updated on Jul 18, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

80 Blankey Cottage Lane Woodstock VT 05091

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: 3.81% last updated on Jul 18, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

5274 West Woodstock Road Woodstock VT 05091

MLS Number 4715423

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,058

A well known local builder thoughtfully remodeled this home, as his own residence. The practical floor plan features a bright interior and primary rooms with generous dimensions. The first floor is anchored by a large eat-in kitchen, with ample workspace, on one end, and a wood floored living room, with stone faced fireplace, on the other end. In between these gathering places is an extended den/family room that opens to a covered porch. On the second floor, is an oversized primary bedroom suite, with dressing area, en-suite bath and walk-in closet. A second large bedroom is privately located at the opposite end of the hall. Located in between is an office or a child's bedroom. The 5 acre lot features a large, level and sun lit lawn surrounding the home and space for keeping animals or gardening. The detached garage has served well for both car storage and as a carpenter's workshop. An old sugarhouse presents the opportunity for a second, detached workshop or perhaps an artist's studio! A well designed living space, in a location convenient for access to skiing at Killington, or for enjoying all the amenities to be found in Woodstock!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Broker Reciprocity

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 July 18, 2019.