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.

2943 Cox District Road, Woodstock, VT 05091

Price$275,000

Est. Mortgage: $/month

MLS Number 4724970

  • Residential Single Family
  • Listing Agent Name Jackie Jameson
  • Construction Existing
  • Bathroom 1
  • Bedrooms 4

Only a little over a mile to The Woodstock Farmer's Market, this recently refurbished home is close to everything yet still in the countryside. The house is nestled in its own private oasis of stone walls, woods, and a big green lawn. perfect for gardening, beekeeping, kids playing, and lots of quiet.This possible four bedroom is ready for move in. The current owners have just redone the floors and also painted inside so it is fresh and new.. Don't miss out on a slice of the good life. Woodstock Village, Killington, Quechee, Hanover, Pomfret all nearby. Outbuilding perfect for animals or tools. Plenty of area for animals and gardening.

Listed by Jackie Jameson, Jameson Real Estate Agency

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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 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.

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3438 South Road, Woodstock, VT 05091

Price$219,000

Est. Mortgage: $/month

MLS Number 4723245

  • Residential Single Family
  • Listing Agent Name Seth Warren
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3

Immaculately maintained home with a large flat yard sloping gently to extensive frontage on Kedron Brook. Hardwood floors, cherry cabinets, 3 bedrooms, porch overlooking the yard and stream. Established landscaping, garden / wood shed, vegetable garden, blue berry bushes. Convenient to Woodstock.

Listed by Seth Warren, Seth Warren Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 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.

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3550 Cox District Road, Woodstock, VT 05091

Price$449,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4723168

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

Well-built timberframe home, just 1 min from the middle/high school and 3 mins to the Village Green. Constructed in 2004 and privately situated on 5.68 acres set back from the road and backing up to 150 acres of conserved woodlands. Large vaulted ceiling great room with beautiful french doors. Open floorplan with thoughtfully designed kitchen with custom cherry cabinets, hubbardton forge fixtures, and granite countertops - open to dining room. Separate mudroom entrance. Three bedrooms and two baths upstairs, cupola loft nook, and a separate office downstairs the could also be used as a bedroom. Large basement, solid mechanicals. Passive solar design. Huge wrap-around porch is perfect for hanging out and watching the July 4 fireworks show! Well designed, move-in-ready.

Listed by John Snyder, Snyder Donegan Real Estate Group

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$
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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 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.

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80 Blankey Cottage Lane, Woodstock, VT 05091

MLS Number 4723058

  • Residential Single Family
  • Listing Agent Name Mary Mayhew
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4

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: 4.94% last updated on Nov 8, 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.

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8 Prospect Street, Woodstock, VT 05091

Price$499,000

Est. Mortgage: $/month

MLS Number 4722128

  • Residential Single Family
  • Listing Agent Name Keri Cole
  • Village Woodstock
  • Construction Existing
  • Bathroom 3

INCREDIBLE WOODSTOCK VILLAGE OPPORTUNITY! Built in 2012, this gorgeous three-bedroom home enjoys a spacious 1.36 acre lot within walking distance of downtown Woodstock village. With fine fits and finishes, light-filled rooms, a large yard, and an incomparable location, this village property lives wonderfully as a primary home. Efficient systems and a strong rental history also make this property incredibly attractive as a vacation property. Look no further - this is where you want to be.

Listed by Keri Cole, Williamson Group Sothebys Intl. Realty

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$
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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 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.

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302 The Lane, Woodstock, VT 05091

Price$288,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4722139

  • Residential Single Family
  • Listing Agent Name Tambrey Vutech
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2

There is something magic about this sweet country cottage...Tucked away on a lovely 5 acre lot with views of Killington and the mountains to the West, you can feel yourself relax as soon as you arrive. Mature trees, stone walls plentiful garden space and green fields all around. Enjoy the views from the screened porch, master bedroom or from the whirlpool tub in the upstairs bath. Galley kitchen with slate floor, Garland range and dining nook with pantry area, dining room, spacious living room with stone fireplace, office/bonus room and half bath on first floor. Lovely master bedroom with lots of light and a second bedroom on second floor. Peace and quiet abound yet it's just 3 miles to Woodstock Village, 10 minutes to GMHA and South Woodstock Village and less than half hour drive to DHMC, Dartmouth College and all of the amenities of the Upper Valley. Killington, Okemo, Suicide-6 and Quechee are nearby as well. Whether you are looking for a cozy Vermont vacation home, or a charming antique cottage at a great price in the heart of Woodstock, you will find it here.

Listed by Tambrey Vutech, KW Vermont

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$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 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.

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168 Barberry Hill Road Heights, Woodstock, VT 05091

MLS Number 4720375

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

Listed by Lynne Bertram, Lynne Bertram Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 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.

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1 HIGH Street, Woodstock, VT 05091

Price$399,000

Est. Mortgage: $/month

MLS Number 4720654

  • Residential Single Family
  • Listing Agent Name Jennifer Falvey
  • Construction Existing
  • Bathroom 2
  • Bedrooms 5

This beautifully renovated multi-use property offers an unique opportunity to live and/or work in-town while collecting an income from a rental unit. There are two units. The ground floor unit has three bedrooms, a welcoming eat-in kitchen with brand new stainless steel appliances and soapstone countertops and a roomy sun-filled living room. All of the rooms could easily be used as office space. The second floor unit has two bedrooms, an eat-in kitchen and a cozy living room. Both units have a proven record of reliable income. This property is steps from restaurants and shopping in town and just down the street from Mount Peg hiking trails..

Listed by Jennifer Falvey, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 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.

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151 Happy Valley Road, Woodstock, VT 05091

Price$324,900

Est. Mortgage: $/month

Active With Contract

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: 4.94% last updated on Nov 8, 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.

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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: 4.94% last updated on Nov 8, 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.

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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 Jeffery Flynn, Atlantic Real Estate Network

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 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.

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3 Ford Street, Woodstock, VT 05091

Price$299,500

Est. Mortgage: $/month

MLS Number 4716930

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

New Price=Best Opportunity in the Village!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: 4.94% last updated on Nov 8, 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.

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