Woodstock VT Real Estate

Woodstock, Vermont real estate offers residents the opportunity to live in a beautiful community surrounded by natural beauty. The area boasts excellent schools and a less hectic lifestyle. From antique farmhouses to updated homes to wooded acreage, discover a variety of properties in Woodstock. Browse the latest Woodstock, Vermont real estate listings below. You may also be interested in viewing real estate listings in other Vermont towns.

Homes for Sale in Woodstock

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479 Barberry Hill Road Woodstock VT 05091

Woodstock, VT479 Barberry Hill Road

Price$365,000

Est. Mortgage: $/month

MLS Number 4883875

  • Residential Single Family
  • Construction Existing
  • Square Feet 1,248
  • Bathroom 2
  • Bedrooms 3

Looking for a private retreat a half mile from the Woodstock High School and minutes from the center of Woodstock Village? Look no more. Offered is a one level energy efficient home with three bedrooms, sited on 1.45 acres with Southern Exposure and a brook on the perimeter. The bright, light filled home has all new windows (picture window in the Living Room is triple paned), wood floors and a full basement. Take in the views of the yard and gardens from the side deck. The back deck is wired for a hot tub and is also generously sized. Inside, is a laundry/mudroom, kitchen, dining, large living room and three bedrooms. The home is very easy to maintain. The level lot has plenty of space for gardening. Keep your gardening tools organized in the spacious garden shed. A wonderful property to call your own.

Listed by Daphne Lowe of Williamson Group Sothebys Intl. Realty

$
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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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3918 Densmore Hill Road Woodstock VT 05091

MLS Number 4883547

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,218

An affordable Woodstock home in a desirable location! This 2 bedroom house could be a great vacation getaway, with the nationally recognized equestrian activities in South Woodstock just a short distance away, or all of the well known amenities of historic Woodstock Village equally within a short drive. The private site and the diverse land also make the comfortable home equally well suited and appealing as a full time residence! The industrious owners have lovingly transformed both the home and the 6+ acres of land into their Vermont style homestead. A picturesque stream cascades through the property inviting endless water oriented recreation. Mature woods invite exploration! When entering the ground level of the home from the driveway there is a 21x18 family room with a pellet stove well placed for heating. A 3/4 bath and useful storage closets complete the ground level. The first floor is accessed off a large deck and opens into the kitchen. Off the kitchen is a dining area and a living room with a vaulted ceiling and great natural light. A gas fired cast iron stove provides both heat and ambience. Accessed off the living room a large elevated deck provides space for casual seating and fresh air dining. Completing the first floor are the primary bedroom and a 3/4 bath. A stairway from the living room leads to an upper level and the second bedroom presenting a private and cozy space! A Woodstock home of manageable size, with diverse land, in a desirable location, awaits!

Listed by John Wetmore of William Raveis Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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Rabbit Hill Way Woodstock VT 05091

Woodstock, VTRabbit Hill Way

Price$199,000

Est. Mortgage: $/month

MLS Number 4883319

  • Land
  • Acreage 9.85
  • Zoning res

Peaceful and quiet wooded lot on a private road consisting of 9.85 acres. Great location with easy access off of Rte.12 and just over 2 miles form Woodstock Village. Potential for beautiful pastoral and valley views with clearing of trees. Multiple building sites and there is an existing permit for a 4 bedroom septic system. Power is conveniently located on the street. Ideal spot to build your primary residence or 2nd home getaway.

Listed by Dan Noble of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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530 Lincoln Street Woodstock VT 05091

Woodstock, VT530 Lincoln Street

Price$310,000

Est. Mortgage: $/month

Pending

MLS Number 4880183

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,176

Beautiful Woodstock Village home located on 1 street above the main street. 2 large bedrooms with bathroom off Master. Brand new kitchen gas stove. Gorgeous level green yard with mature plantings and flower bed. View from front yard Mt Tom. Enjoy being in the Village of Woodstock voted "The Prettiest Small Town in America." Enjoy the convenience of restaurants and stores just around the corner. A town filled with sidewalks, picked fences and federal style homes. An historical Vermont village known as a Rockefeller town. A covered bridge just down the street. 10 minutes to Suicide Six ski area and 20 minutes to Killington. Dartmouth College and Hospital 25 minutes away.

Listed by Dorothea Mongulla of High End Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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14 High Street Woodstock VT 05091

Woodstock, VT14 High Street

Price$550,000

Est. Mortgage: $/month

Pending

MLS Number 4880003

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,184

Easy in town living. This charming cape is located on one of Woodstock Village's most desirable streets. The property can also generate income with its lovely 1 bedroom apartment. The main house has two en-suite bedrooms , one downstairs and one upstairs. Should a purchaser wish to incorporate the apartment with the main house there would be 3 bedrooms each with their own bathroom. This is a very easy process as there is already a door that leads to the apartment from the upstairs of the main house. The main house has a lovely patio with lush plantings to provide privacy and the apartment has a sunny deck. The living area has an open floor plan that creates an enjoyable space for entertaining family and friends. There is a one car heated garage and parking at the top of the driveway. Enjoy the views of the village and Mt. Tom from this immaculate well maintained home. The present tenant has a lease that must be honored through 8/31/2022. 48 hour notice to view the apartment. Main house can be shown on short notice. Details provided upon request. Please respect the privacy of the homeowner and neighbor and refrain from walking up the driveway without a scheduled appointment, thank you.

Listed by Daphne Lowe and Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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273 Liberty Farm Road Woodstock VT 05091

Woodstock, VT273 Liberty Farm Road

Price$419,000

Est. Mortgage: $/month

Pending

MLS Number 4878999

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,736

This Vermont Log Home served as the company's model when they launched construction. Superbly landscaped with gardens for perennial's, herbs and a sustainable food resource. An enclosed screened porch and deck overlook the spring-fed pond with views to Biscuit Hill beyond the Ottauquechee River to the south. Extraordinary care and attention to detail are evident everywhere in the home and on the land. The original detached garage was converted into a workshop and a one bedroom studio apartment. A handsome authentic hand-crafted post & beam barn was constructed for use as a garage and storage. There are a garden shed and equipment shed providing shelter for outdoors activities. A solar array serves to off-set nearly all electrical use. Minutes from Woodstock Village and on the way to skiing in Killington on the westerly side of the town.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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4259 Hartland Hill Road Woodstock VT 05091
Active With Contract

MLS Number 4878952

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,040

An affordable Woodstock home! Among numerous desirable attributes are connection to municipal sewer system, Woodstock Aqueduct water, easily accessed location on a well maintained paved town road, and private rear balcony with the mesmerizing sounds of a cascading brook flowing through the rear of the property! With all living spaces on 1 level, a practical floor plan presents a residence of manageable size for 1 person. With 3 bedrooms and a pleasant yard area, multiple residents could be equally be comfortable. The interior features rooms with proportions that nicely compliment each other. A centrally located 16x13 living room has exterior access from either front or rear of the home. Adjacent to the living room is a 9x8 dining area with large window. The dining area opens to a practical 9.5 x 9 kitchen with good cabinet space and breakfast counter. From the opposite side of the living room a hallway leads to other family rooms. Walking down the hallway the 1st room on right is a laundry/mud room with door leading to stairway that accesses a full basement. Further down the hall, on right side, is a full bathroom. At the end of the hall are 3 bedrooms. The corner bedroom facing the rear of the property has windows on 2 sides that when opened allow sounds of a cascading brook to permeate the room! The full basement provides the current owner with space for a garage, large workshop, sports equipment storage and even a den! A nice home in truly a surprisingly pleasant location!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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68 Pleasant Street Woodstock VT 05091

Woodstock, VT68 Pleasant Street

Price$399,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4878801

  • Multifamily
  • Square Feet 2,206
  • Units 2
  • Bathroom 2
  • Acreage 0.18

Two-level 1.5 bath home and one-level one-bedroom apartment. Additionally the two car garage has an upper level and a loft space approved for a third apartment if desired. The CLI zoning allows for multi-use and multiple conditional uses. It is a great location to have your little Woodstock getaway, an investment or for in-town living or business, even retail. Great in-town location with side walk access to all village amenities. Near shopping/ restaurants and the new East End Park and the River Walk. Come enjoy the blossoming East Side!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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81 Happy Valley Road Woodstock VT 05091

Woodstock, VT81 Happy Valley Road

Price$725,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4877228

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 4,679

This gorgeous, historic Greek Revival Farmhouse located in the heart of the charming Taftsville community has been lovingly stewarded for over two centuries, while honoring and preserving the beautiful, period detail. The sun filled, spacious rooms flow perfectly for daily living and entertaining. The private, en suite bedrooms are ideal for accommodating a house full. The charming country kitchen is of generous proportion, and commercially suited to cook for the masses. Step out to a lovely, secluded terrace garden, and lawn. The antique barn is perfect for storage and workshop. Neighborhood access to a wonderful trail system. Stroll down to the covered bridge and walk or bike along the banks of the Ottauquechee River. This impeccable property is turn key! The property is currently being operated as The Apple Butter Inn (and available as a going concern, fully suited at $740,000). The property can be easily transitioned back to a grand single family home, or single family with a rental unit, guest, or in law accommodation. Limited availability for showings.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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4 Bond Street Woodstock VT 05091

Woodstock, VT4 Bond Street

Price$5,200,000

Est. Mortgage: $/month

MLS Number 4877059

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 7
  • Bathroom 5

4 Bond Street stands in a prominent but discrete location in the center of the village of Woodstock, VT. Distinguished on many levels, the property represents an incredible opportunity for the next owner to take stewardship of what is undeniably a unique historical American architectural treasure. The multi-generational home of the Billings family, 4 Bond Street has been home to both a Governor and a Chief Justice of the Green Mountain State. The legacy of the family is significant in the historic preservation and land conservation of the area. The first period brick Federal has been modified and expanded over the last two centuries but still retains much of its original historic character through the preservation of its defining architectural materials, design, adornments, and room proportions. Quarter sawn, clear white oak floors, waxed to show their extraordinary beauty and durability over the last 200 years grace the interior. Preserved period mouldings, chair rails, built-in cabinetry and bookshelves can be found throughout. Set on over one and a quarter acre with frontage on the Kedron Brook, the property is unique for its setting and size. A detached three car barn/garage sits at a pleasant distance from the main house. 4 Bond Street is a once in a lifetime opportunity to take stewardship of a rare historical asset as well as an opportunity to make an extraordinary home in the heart of one of America's most beautiful villages.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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2247 E Woodstock Road Woodstock VT 05091

Woodstock, VT2247 E Woodstock Road

Price$129,900

Est. Mortgage: $/month

MLS Number 4877002

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 1,860

3.24 acres of river front land in Woodstock! Structures in need of rehab or just take them down and start all over. Great location close to all amenities, shopping, skiing, river activities, Come take a look and bring your imagination!!

Listed by Linda Benoit of Highland Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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348 Gabert Road Woodstock VT 05091

Woodstock, VT348 Gabert Road

Price$599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4876532

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,188

Charming and wonderfully sited three-bedroom ranch style home on 21 beautiful acres of rolling fields and forest on a quiet dead-end road, convenient to Woodstock. Enjoy sunny afternoons and take in the delightful views from the large west facing deck in the shade of magnificent old maples, surrounded by perennial flowers, stone walls, and apple trees. New “Energy Star” fridge and dishwasher; new systems include high efficiency, heat pump fired water heater, well pump, Tesla Powerwall (assumable lease with GMP), and upgraded oil-fired baseboard heat. Propane stove in the living room. Sunny master bedroom has two large closets. Walk-out basement has ample space for storage, and could easily be finished for additional living space. Oak hardwood and laminate flooring. Attractive garden shed for equipment and storage. This home is on the market for the very first time and has been lovingly cared for by the same family since its construction.

Listed by Geoff Eckler of Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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 TourAsk A QuestionMore Details

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Copyright 2021 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 23, 2021.