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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Biscuit Hill Woodstock VT 05091

Woodstock, VTBiscuit Hill

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4868865

  • Land
  • Acreage 453.82
  • Utilities None
  • Zoning residential

Biscuit and Ralph's Hills comprise a coveted 453+/- acres located adjacent to thousands of acres of conserved land on the wild western side of Woodstock, Vermont. The gently sloping topography has several outstanding building sites with views of the Woodstock hills. Years of thoughtful forest management have resulted in a healthy forest as well as a network of woods roads, including a well-constructed driveway off Fletcher Hill accessing a large, level open site with great light and elevation. The property also has access via Class 4 roads: Bourdon Rd, Arthur Morgan Rd, and Quinn Rd. Ralph's Hill adjoins Biscuit Hill with an elevation of 1,640'. Most of the property and surrounding lands were cleared for sheep in the early 1800s. While the former pastures have grown in with mature mixed woodland, vestiges remain: stonewalls and ancient roads crisscross the land and old cellar holes punctuate the landscape. Along with a carefully stewarded forest, there are multiple streams and an abundance of wildlife. As stewards of the land, the landowners' goal has been to maintain a healthy forest and to promote wildlife habitat. The northern part of the property near the top of Biscuit Hill is dominated by high quality sugar maples. There are both private trails throughout the property as well as a section of the VAST trail network. The property is bordered by the Vermont Land Trust and other large property owners.

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

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Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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20 Heritage Condo Way Woodstock VT 05091
Active With Contract

MLS Number 4867805

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

“Open House Saturday, June 26th from 10 am to 4 pm” This cute-as-a-button, 1 bedroom, Woodstock Heritage Way home has many surprises for you! The newly redesigned kitchen features a farmhouse sink with a gooseneck faucet and the gas stove in the living/dining area will keep you cozy all winter long! The dual functioning skylight will bring in the summer breezes and winter sunshine by opening horizontally and vertically. The second level features two rooms with closet storage, a stackable washer and dryer and full bath. But that's not all - there is additional attic storage! A foodies paradise, this unit is a quick walk to the Woodstock Farmer's Market and just up the street from the South Woodstock Country Store, and Kedron Valley Inn's Ransom Tavern. Across from the Woodstock High School, this immaculate home is cozy and convenient to all that Woodstock and the Upper Valley have to offer!

Listed by Sandy Reavill and Avery Reavill of BHG Masiello Group/Quechee

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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1111 Randall Road Woodstock VT 05091

Woodstock, VT1111 Randall Road

Price$799,000

Est. Mortgage: $/month

MLS Number 4867287

  • Residential Single Family
  • Bedrooms 5
  • Square Feet 2,686
  • Construction Existing
  • Bathroom 4

This 5BR, 3.5BA home is located less than 3 miles from the Village of Woodstock on 25+/- private acres with a pond and a mountain view. Some of the many fine features include: recently renovated kitchen with an open floor plan to the dining/living room, master bedroom suite on the main level, a large private deck overlooking a large backyard and perennial gardens.

Listed by Herb Hart of Quechee Lakes Real Estate Center

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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49 River Street Woodstock VT 05091

Woodstock, VT49 River Street

Price$462,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4866601

  • Condo
  • Square Feet 2,022
  • Bedrooms 3
  • New Contruction Existing
  • Complex None

One of Woodstock's historic two-family dwellings this Federal Style residence is located across from the Ottauquechee River and within an easy walk of all Village amenities, including Faulkner Park, Public Recreation Center and the Woodstock Inn. The rooms are cozy and enjoy the abundant light provided by a southerly orientation. This well-kept home benefits from a re-design opening the dining room and creating a 'country kitchen' with eat-in island seating and a sitting area adjacent to the fenced patio. Ample parking and a private patio are highly desirable features for an 'in town' house. A rare classic appealing to full or part time homeowners.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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945 Riverside Park Road Woodstock VT 05091

Woodstock, VT945 Riverside Park Road

Price$2,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4864875

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 5,900
  • Construction Existing
  • Bathroom 4

“THE AERIE” is the ultimate gathering/getaway house located on the Ottauquechee River just 2.1 miles (5 minutes) from the Woodstock Village Green, via Rt 4 West and the historic Lincoln Covered Bridge. The 5900 sf residence is perched on a knoll with beautiful long-range views and features a wonderful “Vermont Barn” architectural aesthetic. The residence is sited on +/- 40 private acres with an extensive network of single-track biking/hiking/snowshoeing trails and owns frontage on the Ottauquechee River. Acreage includes potential building lot with existing roadway and mountain views. Large commercial style kitchen features Viking appliances, granite counters, 2 refrigerators, pantry and custom island. Two spacious great rooms with large-screen TVs, sofas & room to gather, wet bar on 2nd floor. 4 “official” bedrooms with one other room used as a bedroom, and 3 full baths. Sleeps up to 12 guests. Private 32' heated indoor saltwater pool & Sauna). Gracious custom granite patio with dining for 18, 2 BBQs and chiminea for gatherings and a fire in the evening. The residence is being sold with all furniture and furnishings - - turnkey. This house has been very successfully and nearly continuously rented by the present owners on AirBNB. Because it is nearly continuously rented, no drive-ups please and the availability for showings is very limited. Next showing times available are: July 7, 8 (til noon), 14 (afternoon only), 15, 16, 17, 26.

Listed by John Snyder of Snyder Donegan Real Estate Group

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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65 South Street Woodstock VT 05091

Woodstock, VT65 South Street

Price$375,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4864662

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,356
  • Construction Existing
  • Bathroom 2

Charming antique cape in the heart of Woodstock village! This sunny three bedroom, two bath darling is within easy walking distance of restaurants, the golf club, the elementary school, the Mt. Peg trails, and Marsh Billings Rockefeller National Park. Lovely as a year-round property or as a Vermont retreat, this home overlooks the impeccable Woodstock Inn golf course and is a two minute stroll from Vail Field and the village tennis and pickle ball courts. Well-situated on a large lot and convenient to the picturesque hamlet of South Woodstock, this historic home was once configured as two apartments and maintains some of the conveniences of that layout - ideal for an in-law suite or a home business. With a bedroom and bathroom on the first floor, two covered porches, and mature perennials, this is the perfect spot from which to enjoy the amenities of Woodstock village and the Upper Valley beyond.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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63 South Street Woodstock VT 05091

Woodstock, VT63 South Street

Price$575,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4863825

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,923
  • Construction Existing
  • Bathroom 2

Situated in the Historic Village of Woodstock this lovely, custom architecturally designed home features first floor ensuite Master Bedroom, heated garage and laundry/workshop. Upstairs the Living Room, with beautiful wide board wood floors and handmade nails, opens to a spacious back deck that provides privacy for relaxing, meetings, and entertaining. The light filled kitchen and sunny dining area look out to the Woodstock Inn's Golf Course and Mt. Peg with its miles of walking and biking trails. Two other Bedrooms and bath make up this level. The potential for expansion to the third floor attic is a definite advantage should one choose to add more living space. The third floor space has a subfloor and a separate heat zone. The location is ideal for walking to the Country Club, Woodstock Inn Athletic Center and all of the shops and restaurants in Woodstock Village. Woodstock is know for the vast cultural events that take place year round including Wassail Weekend that kicks off the holiday season and the many outdoor concerts throughout the summer on the Green and East End Park. Skiing at Suicide Six and Killington are a short drive away and the Ottaquechee River in town provides great trout fishing. There is something for everyone in every season! The home is being sold furnished in a VT country look. This special property will not last long. Call today for a showing.

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

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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6711 South Road Woodstock VT 05071

Woodstock, VT6711 South Road

Price$225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4863608

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,124
  • Construction Existing
  • Bathroom 1

Lovely Kedron Brook abuts this level one acre lot upon which sits a simple three bedroom one bath Ranch home for simple country living. The brook is year round with rushing water in the springtime and gentle flow in the summer allowing for leisurely dipping on those hot summer days. An ELOMA was performed on the property elevating the home out of the flood zone. There is an outdoor expansive deck great for barbecues or sun worshipping. A firepit brookside gives you the feeling of camping while still at home. The home flow combines open kitchen, dining and living so while entertaining, everyone can still chat. A pantry is great for storing goods for baking, canning, or cleaning. A short hallway brings you to three modest bedrooms with shared bathroom. Don't need three bedrooms? One or two can act as office space. The basement contains your mechanicals as well as your washer and dryer. Good storage or workout space is within its use. Easy access to north and south via route 106 makes traveling to Springfield and picturesque Woodstock Village or via Route 4 to Rutland or White River Junction, an easy commute. Showings start June 3, 2021

Listed by Leila Tarantelli of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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2626 E Woodstock Road Woodstock VT 05091

Woodstock, VT2626 E Woodstock Road

Price$299,000

Est. Mortgage: $/month

MLS Number 4863510

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,520
  • Village Taftsville
  • Construction Existing

Farmhouse-style home being sold with the opportunity of designing the finishing touches as a like-new home. This home has a great vision and a foundation of work already completed. This home features cherry cabinets, fir shaker style doors, new windows and new exterior doors, new finished slab floor with radiant heat with an insulated base and hard pine flooring. The structure is completely foam insulated, new on-demand Viessmann boiler, modern structural laminated beams in place and framed with fir beams to be exposed. The yard is open with established blueberry bushes, an asparagus bed with plenty of room for recreation and a garden. Located in Taftsville, with the lot abutting both Butternut Lane and East Woodstock Road. Easy walking access to the Taftsville covered bridge and the walking /biking of River Road. Five a minute drive to Woodstock Green and 20 minutes to most points in the Upper Valley.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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85 Townhouse Way Woodstock VT 05091

MLS Number 4863435

  • Condo
  • Square Feet 2,268
  • Bedrooms 2
  • New Contruction Existing
  • Year Built 1978

Beautiful three-level condominium in a quiet setting with landscaped grounds. This Townhome features a gas fireplace, open living space, upper balcony and a lower deck, extra family room and craft room, two comfortably sized bedrooms with a main floor den for guests or quiet space. The lower living has a full bathroom and a walk-out to the garden patio area. Townhouse Way boasts privacy, pleasant views and a walking trail along a brook. Nestled on the west end of town near the Thompson Center, Woodstock Arena and schools, the Woodstock Farmers Market and access to Route 4. Head west to ski or just a few miles to the Village Green and National Park.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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5 Stanton Street Woodstock VT 05091

Woodstock, VT5 Stanton Street

Price$775,000

Est. Mortgage: $/month

Pending

MLS Number 4862204

  • Residential Single Family
  • Bedrooms 5
  • Square Feet 2,928
  • Construction Existing
  • Bathroom 3

Stanton Street Schoolhouse (circa 1840) is an architectural gem nestled in the heart of picturesque Woodstock Village! The captivating interior boasts a spacious main level that includes a farmhouse kitchen, two living rooms, dining room, an office/study, and mudroom laundry that are detailed with striking 10 ½ foot ceilings, 6 over 6 windows, hardwood floors, and exposed antique beams. The second level offers a splendid primary bedroom, 2 full baths, and 4 additional bedrooms! The wrap-around covered porch, backyard patio, and built-in firepit are perfect for entertaining and relaxing. Lovely level yard, stone walls and garden space complete this picture-perfect village property! Looking for walkability this property scores a perfect score. Dining, shops, the arts and recreation are just outside your door. Take a look and fall in love!

Listed by Mary Mayhew of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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Lincoln Street Woodstock VT 05091

Woodstock, VTLincoln Street

Price$299,000

Est. Mortgage: $/month

MLS Number 4861351

  • Land
  • Acreage 2.61

This 2.6 acre lot is located on Lincoln Street in the heart of Woodstock Village and is adjacent to the trails on Mt Peg with views out towards Billings Farm. A building site has been identified.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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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 July 28, 2021.