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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56 Townhouse Way Woodstock VT 05091

MLS Number 4941676

  • Condo
  • Bedrooms 3
  • Square Feet 2,268
  • New Contruction Existing
  • Complex Woodstock West

The setting and location of this West Woodstock Townhouse has made this condominium community a perennial favorite for those looking for the ease and convenience of condo ownership in the middle of one of Vermont's favorite four seasons resort towns. Upgraded and extremely well maintained throughout, the townhouse covers three floors and offers a very flexible layout. The first floor offers a mudroom entry, flexible first floor bedroom/office/den space and an updated 1/2 bathroom. The spacious living room overlooks the kitchen and dining area; beyond the kitchen and dining area is a newly re-built deck with a view of the woods. The primary bedroom has enough room for a sitting area. A second spacious bedroom shares a full bath off the hall. The lower level offers both utility and finished living spaces with an oversized family/rec room, a sizable laundry room, pantry and utility room. Townhouse dues include snow removal, lawn mowing, trash removal, master insurance policy and exterior maintenance/repairs on the building. The property is conveniently located near major ski areas, and is minutes from the Woodstock Farmer's Market, Woodstock Middle School and the High School and all the amenities that the quaint village of Woodstock has to offer! Dartmouth College, Quechee, VT and the Dartmouth Hitchcock Medical Center are all within 25 minutes. A perfect Vermont vacation getaway or easy living primary home.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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

MLS Number 4940583

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • 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 John Bassette of Bassette Real Estate Group

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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Bryant Road Woodstock VT 05071

Woodstock, VTBryant Road

Price$199,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4940337

  • Land
  • Acreage 7.26
  • Zoning R1

Expansive building lot in desirable hamlet of South Woodstock. This 7+ acre parcel is on a lightly traveled road but easily accessible to Route 106. Easy drive to Woodstock village, the golf course and athletic center, and the Green Mountain Horse Association equestrian center. The parcel comes with a septic design and State Wastewater Permit. Enjoy a private spot in a wonderful community on a town maintained road!

Listed by Susan Hickey of Snyder Donegan Real Estate Group

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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819 Pomfret Road Woodstock VT 05091

Woodstock, VT819 Pomfret Road

Price$620,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4939345

  • Residential Single Family
  • Square Feet 1,764
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Classic Cape style home sited mid-way between Woodstock & Pomfret Village with live theater, music and restaurants & minutes from skiing, golf and all that makes this a wonderful place to live and play. Immaculately maintained with expansive decks, a new insulated and heated garage and surrounded by an active organic farm and vineyard. The spacious country kitchen is the heart of the house with all modern appliances and warmed by a new Vermont Castings wood stove. A delightful breakfast/dinner island is ideal for entertaining and offers views north to the famed Pomfret Hills towards the renamed Saskadena Six ski area and south to the Marsh-Billings-Rockefeller National Park. Natural landscaping with space for gardens and outdoor activities. Perfect for full time or seasonal lifestyles.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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871 Church Hill Road Woodstock VT 05091

Woodstock, VT871 Church Hill Road

Price$599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4939372

  • Residential Single Family
  • Village Woodstock
  • Square Feet 1,398
  • Construction Existing
  • Bedrooms 2

Rare opportunity to own 11+/- acres in a desired neighborhood just over the Woodstock Village line. Set back off the road, this charming two bedroom Ranch offers a little bit of everything. The front lawn is open with mature trees and a winding driveway up to the house and garage and there is a detached electrified office/studio nestled into the edge of the woods. Above the house is an ideal building spot with the potential for nice views, and beyond that, the property offers several acres to explore and create trails to the crest of the hill. Inside, the floor plan is open and there are beautiful wood floors throughout. The kitchen, with an island separating the living room, looks across to a small enclosed front porch and there is a slider that opens to the back area of the house and yard. Through the living room are two nice size bedrooms and a full bath and on the opposite side, is a large family room and main floor laundry. This is an ideal location approximately 1 mile from the Village Center and is perfect as a primary residence or 2nd home getaway. The house is in need of some updates and is being sold “As Is”.

Listed by Dan Noble of Snyder Donegan Real Estate Group

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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2 Border Lane Woodstock VT 05091

Woodstock, VT2 Border Lane

Price$2,250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4939125

  • Residential Single Family
  • Square Feet 5,897
  • Construction Existing
  • Bedrooms 4
  • Bathroom 6

This sun-soaked estate offers everything you could dream of in a Vermont property. Privacy without isolation, plenty of acreage for outdoor activities, and a short walk to the “Currier & Ives” town of Woodstock, VT, with its chic shops, top-notch restaurants, and sports facilities. Meticulous attention to detail during recent renovations has rendered this home a delightful marriage of country charm and contemporary convenience. The kitchen boasts marble countertops, inlaid cupboards, an induction cooktop, a sub-zero refrigerator, and a Cove dishwasher. This eat-in kitchen opens to a roomy but intimate family room and leads to a formal dining room. The spacious center hall opens to a sunken living room that enjoys dramatic long-range views from one perspective and lovely short-range views from another, making this home a rare find, particularly for an in-town property. There are two options for the primary bedroom, one is upstairs, and the other is on the ground level. There is a guest room upstairs and one on the first floor. All four bedrooms are ensuite. The basement has ample storage space and is perfect for a large rec room, in addition to a separate studio/workshop, and laundry room/exercise room, and bathroom. Border Lane is a highly coveted address for good reason. Matteport and video tour available. Call for an appointment to see this one of a kind property.

Listed by Jennifer Falvey of KW Vermont Woodstock

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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734 Curtis Hollow Road Woodstock VT 05091

Woodstock, VT734 Curtis Hollow Road

Price$479,000

Est. Mortgage: $/month

MLS Number 4937671

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,928

Options are endless with this well-crafted, three-bedroom home in Woodstock Vermont. Buy it as a primary residence, comfortable getaway home or rental income property, but buy it quickly because it won't be on the market long. The home is offered fully and tastefully furnished, with luxurious details like pro-grade appliances, granite countertop and hardwood floors. You'll find two full bathrooms, including a whirlpool tub downstairs and high-end laundry facilities upstairs. The spacious primary bedroom features a cozy gas fireplace and exit onto the back deck. Also exiting onto the back deck is an inviting sunroom, the perfect place to relax with morning coffee as you keep an eye on youngsters or pets in the large fenced-in backyard. A two-floor, three-car garage with ample storage and workshop space keeps all your vehicles, skis, bikes and kayaks out of the Vermont elements. The basement features more workshop space and a walkin, climate controlled wine cellar. Located just a short drive from Woodstock, Woodstock Union High School, and Killington Resort (9 miles to Skye Ship Gondola), this property is both private and convenient.

Listed by Bret Williamson of Killington Valley Real Estate

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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144 & 232 Town Farm Road Woodstock VT 05071

Woodstock, VT144 & 232 Town Farm Road

Price$2,800,000

Est. Mortgage: $/month

MLS Number 4937127

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 3,748

Sense of place - the Lewis Farm: The classic Vermont farmstead with an iconic big red barn above Green Mountain Horse Association, the Lewis Farm's 130 acres of hayfields and woodlands span the Kedron Valley hillside just outside the village of South Woodstock. The legacy of stewardship by the Lewis family started in 1940: tending the land, restoring the spectacular barn and converting its lower level to well-planned stabling, conserving the most visible 30 acres along the road, and epitomizing the sense of community and engagement that characterizes South Woodstock and GMHA. Along with the 3-bedroom brick farmhouse, riding ring, tennis court and smokehouse, a light-filled 2-bedroom contemporary takes in the views, and a south-facing studio is set into the hillside. The houses and studio invite thoughtful renovation to meet the quality of the site: its woodlands, hayfields, and farm pond, threaded by trails and farm roads to high meadows with valley views. The beauty of the land, authenticity, and character distinguish this generational offering. No showings November 24-26

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

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$
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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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89 Academy Circle Woodstock VT 05071

Woodstock, VT89 Academy Circle

Price$2,500,000

Est. Mortgage: $/month

MLS Number 4936765

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,139

Knoll Brook Bend is one of the premier landmark homes in the historic village of South Woodstock , Vt. Sitting up on a hill looking out over the village and bordered by the lovely Kedron Brook it is truly breathtaking. The original features have been left intact while updating the home with modern conveniences. The stone work and landscaping enhance the grounds in keeping with the Federal architectural style of the 1831 house. The living room with wall of bookcases and fireplace offers a beautiful place for entertaining . The large chef's kitchen makes cooking for a large or small crowd a joy . This is Village living at its best . Walk to the Kedron Inn for dinner at the Ransom Tavern , take a swim in the Kedron pond or pick up lunch at the country store. Only 5 minutes into Woodstock. Skiing at Six, and Killington minutes away . Green Mountain Horse Association is within walking distance to observe world class horse events . There are year round actives to enjoy whatever ones interests are from music to live theater and all types of arts events .

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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42 Heritage Condos Way Woodstock VT 05091

MLS Number 4935979

  • Condo
  • Square Feet 865
  • Bedrooms 1
  • New Contruction Existing
  • Complex Heritage Condos

Carefree affordable living! Great location, minutes from Historic Woodstock Village and only 15 minutes to the Skyeship at Killington! Walking distance to the middle/high school, Union Arena Community Center (Ice Rink), the Thompson Senior Center and locally famous Woodstock Farmer's Market! This sought after lower unit has just been completely painted and is move in ready. The spacious living /dining room (23' x 10') has oversized sliding glass doors that open up to a private slate patio, perfect for relaxing, grilling up dinner or watching the wildlife. Dedicated parking spot just a few steps from your front door. Lovely landscaped grounds compliment the well planned and laid out buildings. Plus your own lockable storage space in the adjacent barn.

Listed by Geoff Eckler of Bassette Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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2525 Barnard Road Woodstock VT 05091

Woodstock, VT2525 Barnard Road

Price$1,875,000

Est. Mortgage: $/month

Pending

MLS Number 4935649

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,552

This classic 1850's farmhouse honors the timeless VT vernacular while having been meticulously renovated and updated with a crisp modern aesthetic. The rooms are bright, spacious, and flow seamlessly to comfortably accommodate family and friends. The first level great room is anchored by a beautiful fieldstone fireplace suited with a woodstove. The generous, well-appointed kitchen. Wolf range, Danby marble counters and custom built-ins. TV room with pellet stove, potential guest suite/office and mudroom further complete the first level. The generous primary suite and two bedrooms are located on the second level. A double guest room with spa bathroom is located on the third level. Four stall barn with tack room, power and water to accommodate horses, hobbies or to host parties! The grounds are comprised of 28+ac of rolling fields and woods with an interior trail system for hiking, biking and snowshoeing. There are magnificent, established perennial beds, extensive landscaping and a stone terraced area for outdoor entertaining around the firepit. The scenic valley view will capture dramatic sunsets. There's even a pond for a cool dip on a hot day, and the active N. Bridgewater Brook abounds the north property line. Solar panels, and a leased Tesla storage battery provide peace of mind in the event of a power interruption. Conveniently located just 5 minutes from the Woodstock Village Green. 10 min to skiing at Saskadena Six;10 min to Silver Lake; 20 min to Killington Mtn.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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3090 South Road Woodstock VT 05091

Woodstock, VT3090 South Road

Price$799,000

Est. Mortgage: $/month

MLS Number 4935033

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 2,555

Exposed beams and wide board wood floors accentuate the classic interior of this 5 bedroom Woodstock home! Pastoral views, large terraced lawns and massive stonewalls define the striking exterior landscape! When you enter through the classic front entrance a memorable first impression is created with the wood floors and exposed beams that are found throughout the main level. To the left is a living room with wood stove and attractive book case. To the right is a ground floor primary bedroom with ensuite bath. The rear of the main level is dedicated to a bright kitchen with classic wood cabinetry and a well complementing dining room area. Up a traditional front stairway are 2 bedrooms on the left side and a bath. On the right is a large bedroom with ensuite bath. When exiting the home from the kitchen a large covered porch leads to an attached oversized 2 car garage with plenty of space for a workbench and sports equipment storage! Separately entered from this covered porch, in a wing connecting the main house to the garage, is a bedroom with bath. The location of this detached 5th bedroom could easily become an office area conveniently nearby to but yet separated from the home. Additionally, a detached barn, with a full cement foundation, provides practical storage underneath and large 30x19 workshop/studio space above. For many years, this archetypical Vermont property was a bed and breakfast. By updating the baths and adding appliances it will become truly a memorable home!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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Broker Reciprocity

Copyright 2023 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 February 6, 2023 2:10 PM EST.