Woodstock VT
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$545,000 | $182 per sq.ft.
Price Change! reduced by $105,000 down 19% on November 4th 2024
24 High Street
5 Beds | 2 Baths | Total Sq. Ft. 2996 | Acres: 0.2
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. See
MLS Property & Listing Details & 36 images.
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$649,500 | $382 per sq.ft.
Price Change! reduced by $45,500 down 7% on September 16th 2024
105 Happy Valley Road
3 Beds | 1 Baths | Total Sq. Ft. 1700 | Acres: 0.44
A Quintessential Historic Village 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 family home by the same family for nearly 70 years. The properties provenance is included and traces back to the original owner. Walk along the stone pathway from the driveway to the covered front porch and enter into beautiful, natural light and lovely wide-board pine floors in pristine condition throughout the home. The classic country kitchen has direct access to the garage with nicely separated bonus office space. The kitchen walls are of sturdy, whitewashed pine board and there are painted country cabinets in a cheerful mustard color. The high ceiling has exposed original beams and a gas fireplace adds warmth to your colder Vermont days. In the Dining and Living Rooms you are greeted with clean, white walls, period trim and lighting, high ceilings and an abundance of natural light. The first floor bedroom/full bath suite has a private dressing area with large closet space and built-in cabinetry. Moving upstairs, there are two attractive bedrooms on either side of a quaint landing. Both bedrooms have wide pine floors and nice light. New furnace in 2023 and the grounds boast mature perennial beds, a lovely setting, and there is great storage above the barn/garage. Must see and be sure to view the Unbranded Tour link. See
MLS Property & Listing Details & 40 images. Includes a Virtual Tour
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![WOODSTOCK VT Home for sale $$649,900 | $484 per sq.ft.]()
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$649,900 | $484 per sq.ft.
New Listing!
1613 West Woodstock Road
3 Beds | 2 Baths | Total Sq. Ft. 1344 | Acres: 0.78
Absolutely turnkey Woodstock. Totally renovated in 2019.Gorgeous open concept cape cotemporary. Move right in. You should see this gem abuts Woodstock Middle and High School. Open concept 3 bedrooms 1/2 l bath one renovated next to the primary bedroom over a month ago. The backyard is wonderful private. Lower level is totally a cool playroom. Brand new kitchen. New roof. Come see, a must see to appreciate this Woodstock property. A gem! Zoned Residential and Commercial. Showings begin 11/26/24 See
MLS Property & Listing Details & 38 images.
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$675,000 | $493 per sq.ft.
1 Border Lane
3 Beds | 2 Baths | Total Sq. Ft. 1368 | Acres: 1.04
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. See
MLS Property & Listing Details & 30 images.
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$675,000 | $460 per sq.ft.
Price Change! reduced by $20,000 down 3% on September 18th 2024
187 Dana Road
3 Beds | 2 Baths | Total Sq. Ft. 1468 | Acres: 1.71
This beautifully maintained home is perfectly situated on a quiet street just minutes from the middle/high school and the renowned Woodstock Farmer's Market. Step inside to discover a home that has been thoughtfully updated for modern comfort. Recent improvements include blown-in cellulose insulation and 2" exterior insulation, new windows throughout, a whole-house generator, and a newly added first-floor bathroom, ensuring a cozy and energy-efficient living environment year-round. One of the standout features of this property is the inviting three-season porch. Whether you're enjoying a quiet moment with a good book or hosting friends and family, this versatile space is sure to become your favorite spot in the house. In fact, this home has endless spaces for hosting! The open and welcoming kitchen/dining area is another perfect gathering space, while the living room, centered around a warm and charming gas fireplace, offers a cozy retreat for relaxing evenings. Additionally, the spacious family room provides even more room for entertaining or unwinding. Storage is never a concern here. A clean concrete basement and a one-car garage offer ample space for all of your hobbies. Located just minutes from downtown Woodstock, you'll enjoy the peacefulness of your quiet backyard while being close to shopping, dining, and entertainment. This property beautifully blends comfort, functionality, and convenience, making it the perfect place to call home. See
MLS Property & Listing Details & 33 images.
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$699,000 | $357 per sq.ft.
Price Change! reduced by $61,000 down 9% on October 31st 2024
5851 South Road
3 Beds | 3 Baths | Total Sq. Ft. 1958 | Acres: 0.68
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 . See
MLS Property & Listing Details & 39 images.
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$725,000 | $453 per sq.ft.
Price Change! reduced by $200,000 down 28% on October 17th 2024
2 High Street
3 Beds | 3 Baths | Total Sq. Ft. 1600 | Acres: 0.07
OPPORTUNITY AWAITS - Historic circ. 1890 1,600 sqft home in the center of the downtown district of Woodstock. In the heart of everything! Can be purchased as-is for $725,000. The majority of the home is stripped down and ready for remodeling - and we have a contractor ready to go for a custom Winter project and will be starting in November/December. The price goes up as work gets done. Most good builders are a three year wait! Step in early to add your own personality and or discuss intended improvements. The home includes a lovely first floor sunlit living room walking out to a pleasing covered porch that overlooks the bustle of town - Perfect for enjoying warm summer evenings. Existing home features unique stained glass windows and doors, built-in cabinets and gorgeous hardwood and pine floors all of which retain their timeless charm. Catch this all early and this property is a blank slate. Building materials on site for renovations are included in the sale (including appliances) - or we can finish. Current layout includes: first floor with an Open Floorplan kitchen to a gracious dining area, and a separate front living room with private study with adjoining 3/4 bath. Upstairs has 3 bedrooms, the layout for 2 baths, and a walk-up stairway to a large unfinished attic space which could be finished off. There is a paved driveway with basement level garage/storage and additional alternative design plans are included for a more expansive solution. See
MLS Property & Listing Details & 36 images.
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Under Contract
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$730,000 | $289 per sq.ft.
Price Change! reduced by $65,000 down 9% on August 22nd 2024
1207 Church Hill
3 Beds | 4 Baths | Total Sq. Ft. 2527 | Acres: 5.48
Historic Vermont cape house with easy access, only a mile to the Woodstock village center. There is a lot of history and character with beautiful old wood floors and beams. A covered walkway from the attached two-car garage comes into a mud-entry room and right into the classic farmhouse kitchen. Off the kitchen is a generous pantry/laundry room and a bath with shower. The spacious family room/den has a propane woodstove and is perfect for hanging out, chilling/reading or watching the ball game. On the first floor is also a classic formal dining room with lots of natural light, a first level bedroom with ensuite bath and a formal living room with wood-burning fireplace. Upstairs is the primary bedroom with a walk-in closet and ensuite bath, plus another bedroom with ensuite bath that opens into a hangout space with the classic "crooked window" like so many historic Vermont farmhouses have. There is a level side yard for hanging out/playing which also has raised bed gardens. Mechanicals have been updated with a newer Buderus furance and newer heat-exchange hot water heater. High speed internet is at the house. See
MLS Property & Listing Details & 32 images.
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$795,000 | $523 per sq.ft.
Price Change! reduced by $55,000 down 7% on August 17th 2024
13 Golf Avenue
2 Beds | 2 Baths | Total Sq. Ft. 1520 | Acres: 0.28
Charming circa 1880 cape in Woodstock Village! Located on a quiet dead-end street across from Mt Peg trail head... Walk to all of towns amenities, shops, restaurants and events on Historic Woodstock Green. Championship golf, fly fishing and skiing near by. This lovely antique cottage has hardwood floors through out, open kitchen with first floor laundry. Adjacent is sitting area and dining. First floor bedroom with adjoining bathroom with soothing green accents. Second floor boasts a generous size bedroom with an abundance of natural light, small library for those reading enthusiasts who would like to curl up with a good book on a rainy day, another bathroom and charming bedroom at the end of the hallway. Enjoy the private covered porch on the back of the house overlooking the lovely perennial gardens. An antique barn awaits to be used for a garage or possible renovations into something more. Low maintenance home, well cared for with lots of character- This property has good rental history for a buyer looking for extra income. Come take a look! See
MLS Property & Listing Details & 32 images.
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$845,000 | $1,408 per sq.ft.
234 Randall Road
2 Beds | 1 Baths | Total Sq. Ft. 600 | Acres: 6.07
Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm office, hay and dairy barns, multiple storage and ancillary structures. Whether looking to engage in the localvore food movement or looking to build a residential home on arguably the most desirable land parcel a stones throw from Woodstock Village, this property has location, setting and features that would be hard to replicate. The upper pasture with easy access has great views, privacy and a commanding location. See
MLS Property & Listing Details & 14 images.
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$899,000 | $687 per sq.ft.
392 Gully Road
2 Beds | 2 Baths | Total Sq. Ft. 1308 | Acres: 5.33
Just minutes from the charming and historic Woodstock Village, this exceptional 5+ acre property offers modern comfort and expansion potential. Built in 2019, the 2-bedroom, 2-bath home features sleek white subway tile, stainless steel appliances, and thoughtful details throughout. Enter through a welcoming mudroom with natural wood accents and convenient laundry, and step into the open-concept living and dining area--ideal for entertaining or cozy nights in. A spacious first-floor bedroom and full bath offer flexibility. Upstairs, the bonus area is perfect for a home office or reading nook, with large windows framing stunning valley views. The primary bedroom features an en suite bath with a sliding barn door for a touch of rustic charm. This incredible property also has the ability to grow. Enjoy established perennial gardens, raised beds, and a professional high tunnel/greenhouse that allows you to extend the growing season. Relax on the patio surrounded by nature, enjoying breathtaking sunsets, or trek up the hill for panoramic views of the surrounding landscape. Designed to support up to 4-bedrooms, the septic system allows for future expansion. Less than 10 minutes to Saskadena Six ski area and 20 minutes to Killington Resort, this location is a dream for outdoor enthusiasts. Enjoy world-class dining and shopping just minutes away in Woodstock. This unique property blends modern comfort with natural beauty in one of Vermont's most idyllic locations. Showings begin 10/22. See
MLS Property & Listing Details & 59 images.
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$985,000 | $335 per sq.ft.
828 Deerbrook Way
4 Beds | 3 Baths | Total Sq. Ft. 2944 | Acres: 12.21
A gem of a property on 12 spectacular, mostly wooded, acres in the desirable Deerbrook Way area of Woodstock. Four+ miles to all the amenities of Woodstock Village and 8 miles to the Skyship Gondola at Killington. Built in 1994, this custom designed red oak Post and Beam Contemporary provides everything you would want in a primary residence or a get away vacation retreat. Situated on a 12+ acre parcel unlike most. The lot alone is an adventure with its view potential, adventurous topography and great options for adding a trapper cabin or a martini deck for enjoying the incredible Vermont surroundings. Room for everybody with four bedrooms, three full bathrooms. Bedroom on main floor with ensuite bath for main level living. Well appointed kitchen with cherry cabinets, granite countertops and brand new induction range Plus an office/study, and a light filled vaulted ceiling great room. In addition, the property includes a stone patio, a heated three car garage, solar roof top panels that reduce your monthly power bill to less than the cost of a breakfast for two, and a Tesla power wall back up power system that provides uninterrupted power in the event of a power failure. Also included is a dedicated Tesla EV charging unit. See
MLS Property & Listing Details & 37 images.
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$995,000 | $581 per sq.ft.
Price Change! reduced by $505,000 down 51% on November 14th 2024
403 Horseshoe Way
2 Beds | 2 Baths | Total Sq. Ft. 1714 | Acres: 15.8
Discover an unparalleled woodland retreat nestled on a picturesque hilltop in South Woodstock, Vermont. This extraordinary timber frame home, a masterpiece of craftsmanship, offers breathtaking views of the pristine Green Mountain Horses Association show arenas and cross-country course. Each stone, beam, and timber has been meticulously and artfully placed by the current owner, reflecting a labor of love and dedication. This unique property has been cherished by the same family since 1965, imbuing it with a rich history and a profound connection to the land. The 2-bedroom, open-concept hillside retreat is enveloped by a serene hardwood forest, accessed via a private driveway aptly named Horseshoe Way. This path honors the farrier who envisioned and created this sanctuary as a tribute to a family of farmers who devoted their lives to their community. The home itself is a testament to Vermont's heritage, constructed from materials carefully curated from some of the state's most iconic early barns and sawmills. Every element of this residence tells a story, blending the past's rustic charm with modern comforts. Whether you seek a peaceful haven or a base for outdoor adventures, this South Woodstock retreat offers a unique opportunity to embrace a lifestyle of tranquility and natural beauty. Don't miss your chance to live on a parcel steeped in Vermont's history and create your own cherished memories in this remarkable woodland sanctuary. See
MLS Property & Listing Details & 43 images. Includes a Virtual Tour
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$995,000 | $312 per sq.ft.
598 East Woodstock Road
4 Beds | 3 Baths | Total Sq. Ft. 3190 | Acres: 2.94
This stately, rambling gambrel home offers privacy, convenience, antique charm, and room for everyone. Walking distance to the east end of Woodstock village, on 2.9 lush acres including a fenced backyard, a fenced vegetable garden, and extensive perennial beds. The home is a stunning mixture of antique touches and modern functionality, with beautiful built-ins and closet spaces at every turn. The home has a suite of rooms on the first floor that are perfect for a home-based business or studio area (or 2 extra bedrooms plus bonus room), and a one-bedroom full bath (with office & kitchen) in-law suite upstairs with private ground-level access. The main part of the home includes three additional bedrooms, a library, a music room, living room, dining room, two full baths, dressing room, and three-season enclosed porch. The charming eat-in kitchen includes beautiful display cabinets, hand painted tiles, and built-in pantry and laundry. In the stunning custom cherry wood library with marble fireplace and private deck, bibliophiles will find more than enough shelf space for their entire book collection, and a quiet, peaceful setting in which to read. Two readers in the family? The upstairs music room is similarly equipped, also with stunning cherry wood built-ins and detailing. Two staircases provide ample access to the upstairs and contribute to the ambling nature of the home. Walk to restaurants and a river front park! See
MLS Property & Listing Details & 32 images.
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