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.

151 Happy Valley Road, Woodstock, VT 05091

Price$339,000

Est. Mortgage: $/month

MLS Number 4718358

  • Residential Single Family
  • Listing Agent Name John Bassette
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3

HOUSE and SALT WATER IN-GROUND POOL: This historically registered home sits in the quaint village of Taftsville. It is a lovingly restored 1842 cape with 3 bedrooms on 1.48 acres. The home has wide pine board floors and a modern up to date kitchen with a 6 burner Kitchen-Aid gas stove, tin ceiling & back splashes, large French door refrigerator, soapstone counters, and enamel sinks. For cozy family dining eat-in the kitchen near the gas fireplace, or for entertaining move into the formal dining area or living room. A tucked away office gives you a private space to escape from life's busy days. History, character, and charm abound with all the modern conveniences of 21st century living. Updated electrical panel & wiring, updated heating system, new roof, plumbing and water purification systems, and a spray foamed basement. On those hot summer days, move out to the full privacy fenced, heated, saltwater in-ground pool. This was an expensive investment by the prior owner. Nearly maintenance free and no harsh chemicals. A perfect place to barbecue & entertain from May to October. There is even brook frontage for the purist. There is plenty of space for kids & animals to play in the fully fenced rear yard. Only 5 minutes to downtown Woodstock and 15 minutes to the West Lebanon Shopping Plazas. Convenient location with quiet, small town living yet close to schools and major shopping areas. Close to trail systems for walking, running, hiking, snowshoeing. Come take a look today!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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

1057 West Woodstock Road, Woodstock, VT 05091

MLS Number 4718095

  • Residential Single Family
  • Listing Agent Name John Wetmore
  • Construction Existing
  • Bathroom 3
  • Bedrooms 6

An investment property opportunity, that is offered for sale at a price below the town assessed value! A West Woodstock village home, with the wonderful advantage of an attached 3 bedroom income producing apartment! The owners have been able to benefit from walking to the Woodstock High School as well as walking, for shopping, to the Woodstock Farmer's Market. The expansive interior offers space for perhaps a home office and provides several private areas, for study or relaxation. An excellent advantage, of the property, is the connection to the municipal sewer system and the Woodstock Aqueduct water! The rear lawn is bordered by a stream and provides a level area, for recreation or gardening. An affordable Woodstock residence, with the advantage of an income producing apartment, to help pay a mortgage!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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

5798 West Woodstock Road, Woodstock, VT 05091

MLS Number 4717923

  • Residential Single Family
  • Listing Agent Name Jeffery Flynn
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4

Lovely antique farmhouse consisting of 4 bedrooms, 2 baths. Amenities include front to back living room with fireplace, formal dining room, eat in kitchen, covered porch,rolling landscape with stone walls, pleasant views and attached barn/garage. The location is equal distance between Woodstock Village and Killington. This a well maintained home that deserves a look!

Listed by Jeff Flynn, Atlantic Real Estate Network

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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

3 Ford Street, Woodstock, VT 05091

Price$339,000

Est. Mortgage: $/month

MLS Number 4716930

  • Residential Single Family
  • Listing Agent Name Tambrey Vutech
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

This lovely, updated Woodstock Village home combines antique charm with modern day convenience and energy efficiency. New standing seam roof, windows, Navien energy star HW heating, attic and basement insulation, pellet stove & new appliances were done with an eye toward saving energy year-round. The pretty custom kitchen with a moveable island, restored garage with new door,fresh paint and garden beds complete the package for low-maintenance living, within walking distance to shopping, schools, health center, dining and lots of recreation and arts activities. Small lot accomodates off-street parking for one car outside and one in the garage during Winter with room for more the rest of the year. Very low-maintenance yard leaves time for other things-there are community gardens nearby and the East End park with river access it just across the way too. Flexible floor plan on second floor with potential for fourth bedroom or MBR suite and abundant natural light throughout this sweet home. A rare opportunity for primary or second home that will leave you with plenty of time to enjoy all that Woodstock and the Upper Valley have to offer within a short walk or drive!

Listed by Tambrey Vutech, KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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

2 Charles Street, Woodstock, VT 05091

Price$465,000

Est. Mortgage: $/month

MLS Number 4716162

  • Residential Single Family
  • Listing Agent Name John Bassette
  • Construction Existing
  • Bathroom 2
  • Bedrooms 5

Walden's Pond in the middle of town, who would have thought?! In the Village, but a world away…this unique 1+ acre property is bordered by woods and includes a spring-fed pond, yet is in town and a short walk to the Village center. Once the site of the Village ice house, a brand new second story was completed in 2016 providing gorgeous views across the river valley. This is a great entertaining house with two/three gathering spaces (Den/Living Room/Family Room) and a wonderful rustic vibe with good light and indoor outdoor entertaining space. The home has over 3,000 sqft, five (5) bedrooms plus a potential sixth (den), two full baths, an attached garage plus a full walk-in basement and a separate large two-bay over-sized garage/workshop providing ample storage and workshop opportunities. The entire home has been rewired including new electrical panels, re-plumbed, and is newly insulated. Brand new propane furnace and wood stove and fireplace help keep this home warm and cozy in the winter. Plenty of new improvements including a new roof, new chimney extension and lining, and new gutters but there are still a few items we have left to complete before the new owner moves into this fabulous, modern, energy efficient home. Enjoy easy access to the trails on Mt. Peg, the East End Park, and the Village amidst the quiet respite of this large parcel with views of Billings Farm and beyond. It's the best of both worlds (In-Town & Privacy)! Come see what this home has to offer!!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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

5274 West Woodstock Road, Woodstock, VT 05091

MLS Number 4715423

  • Residential Single Family
  • Listing Agent Name John Wetmore
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

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: 4.6% last updated on Sep 13, 2018
* 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

88 Hall Circle, Woodstock, VT 05091

Price$397,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4714870

  • Residential Single Family
  • Listing Agent Name Keri Cole
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Light-filled log home in pristine condition, less than five minutes from downtown Woodstock! With a first floor master bedroom, a covered porch, an expansive deck, an open concept kitchen, living, and dining room, and vaulted ceilings with large windows, this easy-keeping log home is ideal either as a vacation property or a comfortable year-round home. Two spacious upstairs bedrooms and a roomy loft space graciously accommodate friends and family, and the walk-out lower level offers expansion opportunities. Immaculately kept, this delightful home is truly turnkey!

Listed by Keri Cole, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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 Street, Woodstock, VT 05091

MLS Number 4714295

  • Residential Single Family
  • Listing Agent Name Lynne Bertram
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4

Fantastic location for a family with a busy lifestyle or a single level living arrangement for an owner with guest or rental potential downstairs.Walking distance to schools, trails, ice/community arena, Senior Center and the Farmer's Market. Large deck over looking beautiful stone work with perennial gardens. Spacious rooms, all season porch, family room w/ wood stove, living room w/ fireplace. Fresh, Light, Comfortable, Convenient, Functional

Listed by Lynne Bertram, Woodstock Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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

43 Terrace Street, Woodstock, VT 05091

Price$349,000

Est. Mortgage: $/month

MLS Number 4713682

  • Residential Single Family
  • Listing Agent Name Keri Cole
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2

Walk to everything in Woodstock from this charming village home! Enjoy terraced stone walls with lush perennial landscaping and a lovely stone patio with views across Vail Field. A handsome kitchen boasts exposed beams, a center island, and sliding doors that open onto the patio. The light-filled loft provides terrific space for gathering, and two renovated bathrooms make the charming antique home comfortable and modern. With a possible third bedroom and an attached garage, this home can accommodate family and friends. With an excellent rental history and terrific proximity to all of Woodstock's amenities, this delightful property is not to be missed!

Listed by Keri Cole, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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

175 Tilley Way Drive, Woodstock, VT 05071

Price$325,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4713189

  • Residential Single Family
  • Listing Agent Name Carol Wood
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4

Amazing opportunity to own a property in historic South Woodstock that encompasses a 4 bedroom 2 bath custom house as well as a separate structure that can be finished into guest house , work shop or multiple other uses. The pastoral setting is lovely with open land and privacy. Easy walk to the South Woodstock country store , post office , Kedron Valley Inn and Green Mountain Horse Association . 5 miles to the Village Green in Woodstock .

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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

26 Lincoln Street, Woodstock, VT 05091

Price$430,000

Est. Mortgage: $/month

MLS Number 4710226

  • Residential Single Family
  • Listing Agent Name Jason Saphire
  • Village Woodstock
  • Construction New Construction
  • Bathroom 2

In town location, walk to town's conveniences. Woodstock school district. This is a certified energy star home and with a heat pump and a wood-stove for backup. No oil bill to pay. Open floor plan, hard maple floors, Cherry kitchen and Granite tops. Full size two car garage on 1/3 acre lot. Bonus room over garage is plumbed for bathroom and kitchen and can easily be an in-law apartment or study, 10' tall partially finished walkout basement, seasonal streams border the property

Listed by Jason Saphire, www.EntryOnly.com

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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

Woodstock, VT 05091

Price$339,469

Est. Mortgage: $/month

MLS Number 4706368

  • Residential Single Family
  • Listing Agent Name Eric Johnston
  • Construction Pre-Construction
  • Bathroom 3
  • Bedrooms 3

New home situated at the end of the road with small stream. This Westchester model will be at hill's edge, southeast facing and a daylight basement. Lot could be kept wooded or opened up for more sun. Adjacent to a field and close proximity to the National Park and Town. Main floor master with guest rooms up. Come enjoy this new, efficient home! Photos of home are concepts!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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

Broker Reciprocity

Copyright 2018 Northern 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.