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.

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2305 South Road Woodstock VT 05091

Woodstock, VT2305 South Road

Price$499,000

Est. Mortgage: $/month

Pending

MLS Number 4921126

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Bedrooms 3
  • Square Feet 1,748

Gambrel style Cape sited on a corner parcel of 4+- acres of open land bordered by the Kedron Brook. Updated eat-in kitchen and baths, living room with built-ins, dining room, hardwood floors, and spacious mudroom. Upstairs en-suite primary bedroom and two additional bedrooms. Complete with detached carriage barn/garage and spacious deck. Only two miles to the village green and minutes to Mt. Peg for hiking, biking, and cross-country skiing.

Listed by Scott Monahan and Danny Kogut, Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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2943 Cox District Road Woodstock VT 05091

Woodstock, VT2943 Cox District Road

Price$449,000

Est. Mortgage: $/month

MLS Number 4943992

  • Residential Single Family
  • Bathroom 1
  • Construction Existing
  • Square Feet 979
  • Bedrooms 3

A Woodstock home, with a practical floor plan, in a peaceful country setting! The location is great! Just a few minutes of walking brings access to the trailhead of the well known Woodstock Aqueduct Recreation Trail, for year round enjoyment. The Woodstock High School/Middle School is conveniently just a few minutes drive away. With over 2 acres of sunny open land, there is the opportunity for gardening, space for pets and for endless recreational fun! The home is centrally sited on this attractive parcel of land, with ancient stonewalls defining the rear boundary and large open fields to the left and right. The main floor of the home features 3 bedrooms, a kitchen, a living/dining room and a full bath. Off the living room is a large front deck for enjoying abundant sunshine. To the rear of the home a large covered patio with a substantial roof, is accessed off the kitchen. The full walk out basement, with a den and a laundry area, presents obvious opportunity for further expanding the living area within the home. Both the home's location, in a popular residential area of the Woodstock community, and the quality of the land parcel would justify improvements made to the residence.

Listed by John Wetmore, William Raveis Woodstock

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$
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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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115 Bud's Way Woodstock VT 05091

Woodstock, VT115 Bud's Way

Price$425,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4940583

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,016

PRICE REDUCTION. Spacious ranch on 1.32 private acres at the end of a cul-de-sac within minutes drive to center of Woodstock. Walk to the Woodstock Farmer's Market and the Woodstock Middle & High School. There are three bedrooms total and a portion of the home could be used as an In-Law space (two kitchens) if you want to claim one of the bedrooms. There is a large, sunny family room with a Vermont Castings woodstove, beautiful exposed beams and access to the two sided porch through two glass sliders. The two potential living areas have separate entrances or the home can be easily used as a larger single family residence with a private master bedroom suite (take out the kitchen). There is plenty of space for dining and bedroom flexibility to each unit and separate bathrooms. There are newer and separate gas & oil boilers, and two 100 amp electric panels. The lower level has a 24' x 13' one car garage and a large unfinished basement for storage with an additional washer/dryer hookup. The property has split rail fencing - great for containing family pets or young children or keeping your garden safe from wildlife. There is a classic, Vermont barn already framed for 3 distinct spaces with double barn doors, poured cement floor, windows for light, water from the main house, and a back exit. Perfect for small animals like chickens, goats, sheep or potential to convert to a large workshop or home workspace or studio. Just a 600 yard walk to the High School!

Listed by Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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6 Highland Avenue Woodstock VT 05091

Woodstock, VT6 Highland Avenue

Price$349,000

Est. Mortgage: $/month

Pending

MLS Number 4934148

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 812

A newly renovated Woodstock Village cottage, with the advantage of solar powered energy efficiency! This sunlit property presents pleasant long views in a private peaceful setting. In addition to the substantial solar panel that is connected to an energy storing Tesla battery, the property benefits from the valuable infrastructure components of a connection to both the municipal sewer system and to the Woodstock Aqueduct Water Company. The attractive interior renovation features wood flooring throughout! A large enclosed porch serves the dual function of both a practical mud room entrance in the winter and a beautiful sitting area year round. When entering from the porch into the kitchen the warm feeling emanating from the cottage's wood paneled interior is immediately apparent. A butcher block counter top and brand new kitchen appliances accentuate the kitchen. Adjacent is a living/dining room, with well placed windows. A generously sized bedroom with wood burning stove, vaulted ceiling and comfortable sitting area is more substantial than would be expected in a small home. A full bath with laundry completes the home. This appealing cottage could become your affordable primary home or a Woodstock vacation retreat, of manageable size. This location is equally wonderful for the proximity of the numerous amenities of village life, or for enjoying the peaceful solitude of the nearby trails that meander through the Mount Peg town forest! A property with obvious upside potential!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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2127 E Woodstock Road Woodstock VT 05091

Woodstock, VT2127 E Woodstock Road

Price$223,600

Est. Mortgage: $/month

Pending

MLS Number 4946437

  • Residential Single Family
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,064
  • Construction Existing

Lovely bungalow on the Ottauquechee River with over an acre of land. With some thoughtful ideas and elbow grease what a lovely home you would have. Sliders in bedrooms to access the large deck overlooking the river. Bottom level walkout so you can double your living space. Minutes to downtown Woodstock, with its wonderful restaurant and shops or head the other direction to Quechee Gorge and the upper valley. Best suited as a cash sale. Seller is requesting highest and best to be submitted by 3/30/2023

Listed by Linda Benoit, Highland Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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 TourAsk A QuestionMore Details

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Copyright 2023 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 April 1, 2023 3:08 AM EDT