Woodstock VT Homes $0 to $30000000
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- Under Contract

Description:Wonderful Woodstock location!!! 3 bedroom single wide mobile home ready for the new owner! Open concept kitchen and living room with plenty of closet space. Outside there is a large storage shed, a front porch and a deck under the tree. This home sits on a large corner lot! Only 13 miles to I-89!!
- Under Contract
Price Change! reduced by $105,000 down 19% on November 4th 2024

Description:Constructed in 1840, this post & beam home is situated in the heart of Woodstock Village. A short stroll across the Kedron Brook footbridge to shopping and restaurants, the property is just steps away from all of the amenities this renowned Vermont town has to offer. Woodstock Elementary School, Vail Field and the Woodstock Inn are also just around the corner. Historic High Street, once home to blacksmiths, farriers, and livery stables is a vibrant and connected neighborhood today. The front of the house is anchored by an award-winning ninety-foot mature perennial flower garden and antique stone wall. The private backyard includes raised vegetable beds, fieldstone walls, and terraced garden beds built into the hillside. The property abuts Mt. Peg and all it has to offer, including beautiful walks in the woods, birding, hiking, mountain biking, snowshoeing trails, and XC skiing. Once a two-family dwelling, this spacious single-family home offers a flexible floor plan with room for expansion. The second-floor family room includes a woodstove and opens to an end porch entrance and the backyard. The large second-floor front balcony offers plenty of room for outdoor dining and a birds’ eye view of Woodstock Village, High Street and Mt. Tom.
- Under Contract
Price Change! reduced by $100,000 down 17% on December 2nd 2024

Description:PRICE REDUCTION!! A Quintessential Historic 3 Bedroom, 1,700 sq/ft. Home in Woodstock's coveted Taftsville Village. The "Levi D. Hall House" was built in 1848 by D. Taft & Sons and has been a loved and well-maintained home by the same family for nearly 70 years. Enter into beautiful natural light and a home in pristine condition throughout. The classic country kitchen has high ceilings with original exposed beams, a gas fireplace to add warmth to your colder Vermont days, and direct access to an oversized one car garage. In the Dining and Living Rooms you are greeted with more high ceilings and an abundance of natural light, and the first-floor bedroom/full bath suite has a private dressing area with large closet space. Moving upstairs, there are two attractive bedrooms with wide pine floors and an easy and logical dormer expansion option for larger bedrooms and a large common bath (future investment). There is a generous bonus room for a great home office just off the garage and the property boasts mature perennial beds. Expansive storage space exists above the barn/garage. Attractive covered porch, new furnace in 2023, and upgraded wiring throughout. Be sure to view the Unbranded Tour link.
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Price Change! reduced by $50,900 down 8% on February 13th 2025

Description:WOODSTOCK-TURNKEY AND CONVENIENT! This totally renovated, move-in ready home located a few minutes to Woodstock Village, 20 minutes to Killington, 30 minutes to DHMC. Enjoy loads of recreational trails of all kinds, just minutes away. Excellent spot with walking distance to the abutting Woodstock Union Middle School/High School. Newly Renovated inside and out. Spacious open concept living on main floor. The large, finished basement has a TV recreation area, workout space and pool table area. Custom built in cabinetry in the upstairs bedrooms. Private and wooded back yard with a covered porch, perennials, berries and gardens. Huge potential to add-on, start a home business, create a rental unit or leave quaint and cozy as it is. This property would be ideal for a primary residence or short-term rental investment property. Schedule your tour today of this sweet Woodstock GEM!
- Under Contract
Price Change! reduced by $50,000 down 8% on December 10th 2024

Description:Location, location location! Situated on a very desirable road within Woodstock Village, this 3 bedroom Ranch sits on just over 1 acre of open lawn surrounded by mature trees. The yard is tastefully landscaped and there is a beautiful patio out back, ideal for a morning cup of coffee, grilling dinner, or a nice glass of wine. As you enter through the front door, the bedrooms and a bath are off to the right. To the left, the long eat-in kitchen flows into to the dining area which connects to the living room. There is patio access, a large bow window and a gas fireplace to keep warm in the wintertime. At the end of the living room is a lovely sunroom that could also be a great office. Rounding out the first floor is a half bath, and access to the attached garage and full basement. Local shops and restaurants are within walking distance and you are just minutes from the Woodstock Country Club and Saskadena 6.
- New Listing!

Description:This delightful gambrel cape offers a wonderful combination of thoughtful and charming updates, energy efficient upgrades, and a coveted and convenient location! An intelligent interior design offers an all-season functional flow for everyday living as well as entertaining. Step inside by way of a spacious entryway/mudroom that also has direct entry from the attached garage. One will find the main level design to be a seamless flow from the lovely sunlit living room detailed with handsome woodwork framing a gas fireplace to the cozy kitchen/dining area that opens to an inviting three-season porch. A newly added half bath and a bonus room – perfect for an office/study/media room complete the main level. The upper-level offers three bedrooms – all with lovely views - and a full bath. Recent improvements include blown-in cellulose insulation and 2” exterior insulation, new windows throughout, and a whole-house generator. The exterior landscape consists of 1.71 acres of plentiful open and level lawn area detailed with your quintessential stone wall. Private but convenient makes this location the perfect fit for a primary or vacation home. Enjoy easy access to a multitude of multi seasonal recreating including Killington, Saskadena 6, Marsh Billings Rockefeller National Park, and a terrific neighborhood trail system for hiking and mountain biking. Fabulous dining/shopping/ and the arts are just minutes away in the vibrant village of Woodstock. Schedule your private tour today!
- Under Contract

Description:Discover this delightful 3-bedroom, 2.5-bath home nestled on 1.8 acres at the end of a peaceful dead-end road. Conveniently located near Woodstock Middle/High School, the Thompson Senior Center, and the popular Woodstock Farmers’ Market. This home offers a spacious and functional layout, the welcoming mudroom features generous storage space and a laundry area cleverly tucked behind sliding doors, along with a recently updated half bath. The low-maintenance slate flooring in the entryway transitions into oak hardwood, that flows seamlessly through the kitchen, living/family room, and dining area. Vaulted ceilings and skylights bring natural light into these expansive spaces, perfect for entertaining. Two wood stoves provide warmth during chilly days and nights. The kitchen is a chef’s dream with a central island, ample counter space, and modern appliances. The cozy den is equipped with beautiful built-ins for books and media storage, while a bay window offers a lovely view of the serene patio. The sunken living and dining area is bright and inviting, ideal for hosting intimate dinners or holiday gatherings. The primary suite features a large, renovated bath and a spacious walk-in closet. A full bath serves the additional two bedrooms. Imagine unwinding on the front porch, listening to the tranquil sounds of the nearby brook. Enjoy outdoor activities like hiking the AT or skiing at Saskadena Six or Killington. The property also includes a large shed for firewood or tools.
- Under Contract

Description:This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont’s changing seasons and capture views of the Kedron Brook as it wanders through the property past small meadows tucked in along the banks. The home can be accessed privately at grade level through the heated garage and mudroom, while guests enter via a covered entry to the upper level. The lower walk-out level of the home has two bedrooms, a shared bath, laundry and workshop. The elevated second floor is dedicated to gathering spaces including a great room with cathedral ceilings, eat in kitchen and family room that opens out on to a broad deck with overlooking the brook as it flows to the nearby Woodstock golf course and Athletic Club. The spacious primary bedroom offers an ensuite bathroom and abundant closet space. The main floor guest bedroom with loft is served by an adjacent bathroom. The two-stall multi-purpose barn opens to a small pasture and a fence yard for pets. A home for all seasons and reasons.
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Price Change! reduced by $61,000 down 9% on October 31st 2024

Description:This charming home is an amazing opportunity to own a piece of history in the lovely village of South Woodstock , Vermont. Starting its life as the garage and home of Clyde Wood it has evolved over time with the present owners into a beautiful , meticulous residence. Much attention to detail can be found in every room from wide pine flooring to cathedral ceiling in the great room. The home is light filled with a large deck looking out to the Kedron Brook and the Green Mountain Horse Association fields . The Honey Shop is where the Wood family sold honey from the large Bass trees on the property. It is now a lovely room for entertaining or enjoying a quiet spot to take a nap or read a favorite book. The barn could easily convert to garage space with plenty of room for storage . The very back of the barn is the only part of the buildings that is in the Flood zone. The grounds are beautifully landscaped . Cross over the brook on the little bridge to miles and miles of trails. Country living at its best but only 6 miles from Woodstock Village and short distances to skiing , golf, biking, all season sports and of course fly fishing on the Kedron Brook out your back door !. Call today for an appointment .
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Description:Charming cottage located in the heart of historic Woodstock Village with walking distance to all the shops, restaurants and town theatre. Mtn Peg walking trails just a 2 minute walk from front door for those hiking enthusiasts. This home is filled with an abundance of natural sunlight and features all hardwood floors throughout. New kitchen with butcher block counters, stainless appliances, maple flooring and lighting that opens into the dining room accented with a lovely bay window for additional lighting. High ceilings with moldings throughout. Living room features lots of windows and propane stove for those looking to curl up with a book on a cold winter day. Ample room for entertaining. New front door opens to a renovated wrap around covered porch for afternoon tea. Upstairs has 3 bedrooms, renovated bath, shiplapped walls along with all the charm that comes with a 1920's home. New windows, lovely perennial gardens accented with stunning apple tree in front yard when it bloom...as well as a privacy fence. Come take a look... charming cottage in one of America's prettiest towns.