Woodstock Vermont MLS Listings Homes For Sale

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WOODSTOCK VT Home for sale $$995,000 | $581 per sq.ft.

$995,000 | $581 per sq.ft. WOODSTOCK VT HOME FOR SALE
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


WOODSTOCK VT Home for sale $$995,000 | $312 per sq.ft.

$995,000 | $312 per sq.ft. WOODSTOCK VT HOME FOR SALE

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.


WOODSTOCK VT Lake House for sale $$1,095,000 | $354 per sq.ft.

$1,095,000 | $354 per sq.ft. WOODSTOCK VT LAKE HOUSE FOR SALE
Price Change! reduced by $400,000 down 37% on September 10th 2024

16 Church Street Waterfront Owned 4 Beds | 3 Baths |   Total Sq. Ft. 3089  |  Acres: 0.52

16 Church has the most stunning view of the river from any house in the village that we have seen, perched up above a series of river rapids so the sounds of the river during the day or in the evening are incredibly peaceful and relaxing. Plus, 16 Church is privately nestled in, like a secret hideaway, yet steps to the village green (and a level walk to/from). And more unusual for the village, it has a two-car garage with a covered walkway into the mudroom entryway (plus more outside parking). The spacious kitchen/dining area opens to the vaulted-ceiling living room, which has an INCREDIBLE view up-river. A side door leads to the side-deck that has the same view and sound of the river for outdoor dining above the river. There is a propane woodstove in the living room and woodstove in the kitchen/dining. A 1st floor bedroom has an ensuite bath and small stack washer-dryer. Upstairs is a large bedroom looking out through the great room to the river, a smaller bedroom, a bath and lovely loft area above the living room. Downstairs is a large den/rec/office, a bedroom, a bathroom, the main laundry room and mechanical room, all renovated 11 years, post the Irene storm, when the river waters came up into the lower level. There are beautiful gardens in the front and rear of the house. SEE PROPERTY WEBSITE FOR 16 CHURCH ST WOODSTOCK FOR MORE DETAILS, FLOORPLANS HI REZ PHOTOS AND MORE. See MLS Property & Listing Details & 40 images.


WOODSTOCK VT Home for sale $$1,245,000 | $265 per sq.ft.

$1,245,000 | $265 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $205,000 down 16% on August 7th 2024

119 English Mills Way 5 Beds | 5 Baths |   Total Sq. Ft. 4698  |  Acres: 5.1

An expansive 5 bedroom home, in a private location, conveniently just a few minutes drive from Woodstock Village! Among often sought amenities are a ground floor primary bedroom suite with private bath, a dramatic great room with cathedral ceiling and wood burning fireplace, a generously sized lower level in-law/guest suite with kitchen, dining, living room and bedroom with bath, 3 additional upper level bedrooms with 2 full baths, a family room with an attractive soap stone wood burning stove, a bright kitchen with cherry cabinets and an attached 2 car garage. The well conceived design presents the practical opportunity for single level living utilizing the gracious ground floor bedroom suite. Alternatively, the 5 bedrooms, on 3 levels, can satisfy a whole gang! The lower level private suite could present comfortable accommodations for an in-residence caregiver. Outside, a large wrap around deck transitions to pleasant sunny lawn areas with perennial gardens. Within walking distance are Mt. Tom's hiking trails! The property benefits from owner's who have taken pride in maintaining their beloved home! An attractive home that benefits from a thoughtful interior design! Equally suited for use as a well located year round residence or to be the vacation home that can accommodate friends and family alike! Skiing at Suicide Six as well as all the well known Woodstock Village amenities of shopping, dining and cultural events are just minutes away! Truly a great Woodstock property! See MLS Property & Listing Details & 40 images.


WOODSTOCK VT Home for sale $$1,340,000 | $504 per sq.ft.

$1,340,000 | $504 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $335,000 down 25% on October 21st 2024

6453 South Road 3 Beds | 3 Baths |   Total Sq. Ft. 2660  |  Acres: 20.7

Round Top Cottage is sited on a knoll just outside the village of South Woodstock on 20 acres, offering complete privacy and views of the rolling hills framing the Kedron Valley. This three-bedroom lodge, fully renovated in 2024, blends modern amenities with rustic elegance. The open floor plan features cathedral ceilings in the main living and dining area, creating an inviting space to gather (or enjoy quiet time). The first floor primary suite has lovely light and a generous soaking tub. The second floor includes a sitting area, two bedrooms, and an office. In the summer, enjoy outdoor living with a fire pit for evening gatherings under the stars. Direct access to trails for all season exploration. Equestrians will appreciate the potential to build a small barn with a paddock, and the short hack over to Green Mountain Horse Association (GMHA). Close to skiing: 23 miles from Killington, 22 miles from Okemo, and 10 miles from Saskadena Six. See MLS Property & Listing Details & 31 images. Includes a Virtual Tour


WOODSTOCK VT Home for sale $$1,395,000 | $540 per sq.ft.

$1,395,000 | $540 per sq.ft. WOODSTOCK VT HOME FOR SALE New Listing!

1075 Westerdale Road 3 Beds | 4 Baths |   Total Sq. Ft. 2584  |  Acres: 41.45

This lovingly maintained property with mountain views has been enjoyed by a single family since its construction in 1985. The open-concept layout is anchored by a stone Rumford fireplace, which along with the southern exposure warms the large easy-to-keep space. The first floor master boasts ample storage with a sliding door for quick access to the grounds. Across from the main house via a covered breezeway is a large 2 car garage, gorgeous horse barn with hay loft and a cozy studio apartment, making this the perfect spot for a variety of uses. Equally comfortable as a part-time or full-time home, this property is conveniently located on the western side of Woodstock, just twenty minutes from Killington's Skyeship gondola and ten minutes from downtown Woodstock. With over forty acres on prestigious Westerdale road, owners enjoy privacy and expansion potential. Offered for the first time since its inception, this property is an exceedingly rare opportunity for rolling acreage in a highly coveted location. See MLS Property & Listing Details & 50 images.


WOODSTOCK VT Home for sale $$1,499,000 | $409 per sq.ft.

$1,499,000 | $409 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $100,000 down 7% on October 21st 2024

72 French's Road 6 Beds | 4 Baths |   Total Sq. Ft. 3668  |  Acres: 3.68

In 1880, this lovely hilltop Gambrel Colonial was designed by the prominent Manhattan Architectural Firm, McKim, Mead and White. "Rose Hill" was one of Woodstock's most prominent residences featuring the exquisite workmanship of the region's finest craftsmen. The grand scale and proportion of the rooms and the elegant period detail harken back to days of gracious gatherings with a formal DR complete with custom built-ins, a Library and a Stately Living Room anchored by a central fireplace, with direct access to a brick portico that runs the length of the home- ideal for summer entertaining. The kitchen has custom built-ins, plenty of counter space, a pantry entry, and a secondary staircase to access the second floor. A combination of indigenous hardwood floors run throughout the entire home. The sweeping formal staircase brings you to the second level with a spacious landing, and a wall of built-ins. There are a total of six bedrooms including a roomy primary bedroom with a fireplace, and three bathrooms. To the rear of the home you'll find a separate 2-car garage with a two bedroom rental unit above. Follow the footpath down to a secluded, very sweet two-bedroom guest cottage. All sited on 3.68 AC offering privacy, and plenty of space for gardening, entertaining and recreation. Just a short stroll to the Village Green and the National Park. This very special property awaits your vision to return it to its former splendor. See MLS Property & Listing Details & 45 images. Includes a Virtual Tour


WOODSTOCK VT Home for sale $$1,499,000 | $500 per sq.ft.

$1,499,000 | $500 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $396,000 down 26% on October 24th 2024

1133 Atwood Lane 3 Beds | 3 Baths |   Total Sq. Ft. 3001  |  Acres: 28.6

**Price Improvement**Beautiful country contemporary home offers the best of Vermont living.Private yet convenient,just 6 miles from Woodstock Village and within 30 min. drive to DHMC,Dartmouth College,& Upper Valley shopping, dining, arts and amenities.Set on 28.6 acres,the property feels like a private sanctuary w/ stunning views and southern exposure.Inside,warm wood floors & finishes flow through the open 1st floor.The updated kitchen and dining room feature floor-to-ceiling windows,while the expansive living room w/wood stove opens to a deck w/ firepit and mountain views.An office,mudroom w/ direct garage access,& foyer complete the main level. Upstairs, you'll find bedrooms,bonus rooms,& updated bath w/soaking tub. The 3rd fl. primary suite offers ample storage,a cedar closet,whirlpool tub, & sitting area.Outside,the property is a gardener's paradise with fruit trees, perennials, a greenhouse, garden shed, and trails.A finished,heated studio barn includes a 1-bedroom apartment,outdoor shower, & deck.This exceptional home is perfectly located for outdoor enthusiasts-just a short drive to Killington,Okemo,& Saskadena Six ski resorts,Woodstock Country Club,Silver Lake State Park & more.The Appalachian Trail,Marsh-Billings-Rockefeller National Park,Billings Farm and Museum & miles of hiking and mountain biking trails in Woodstock & nearby towns also close by.With owned solar power,a generator, & a home filled with light and views,this property is a must-see in Woodstock VT! See MLS Property & Listing Details & 60 images.


WOODSTOCK VT Home for sale $$1,575,000 | $373 per sq.ft.

$1,575,000 | $373 per sq.ft. WOODSTOCK VT HOME FOR SALE

608 Fletcher Hill Road 4 Beds | 4 Baths |   Total Sq. Ft. 4228  |  Acres: 5.4

Open House Saturday 11/23 11:00 to 1:00 - Tucked away in the serene forests of Woodstock, Vermont, this beautifully remodeled 11-room home offers 4 bedrooms, 4 bathrooms, and 4,225 sq. ft. of luxurious living space on 5.4 private acres. The open-concept design is flooded with natural light, featuring a stunning chef's kitchen with high-end stainless steel appliances, Vermont soapstone counters, custom cabinetry, and a spacious and sunny dining room. The cozy living room boasts one of two wood stoves, creating a warm and inviting space for relaxation. The massive family room is home to the second wood stove. There are two primary en-suites, each with a fireplace and spa-like bathroom, one in a private wing of the home, while the additional bedrooms and updated baths provide comfort and style. Outside, a large, partially screened-in deck and hot tub offer perfect spots to unwind and enjoy the tranquil surroundings--there is even a sauna off the rec room! Plenty of storage is available in the two-car garage or the two-stall barn. With solar panels, propane heating, two fireplaces, and two wood stoves, this home combines eco-friendly features with modern amenities. Its peaceful setting, just minutes from downtown Woodstock, is also close to the Green Mountain Horse Association, VAST snowmobile trails, Killington Mountain, Mount Tom, and the Saskadena Six Ski Area, making it a perfect full-time residence or seasonal escape. Enjoy Vermont living or work from home with EC Fiber! See MLS Property & Listing Details & 53 images. Includes a Virtual Tour


Under Contract WOODSTOCK VT Home for sale $$1,695,000 | $387 per sq.ft.

$1,695,000 | $387 per sq.ft. WOODSTOCK VT HOME FOR SALE

33 River Street 4 Beds | 4 Baths |   Total Sq. Ft. 4378  |  Acres: 0.47

BEAUTIFULLY renovated rare antique residence in the heart of historic Woodstock! Located in a premiere neighborhood within walking distance to all of towns amenities, hiking on Mtn Tom in your backyard. Situated on a very large lot featuring an in-ground pool accented with arbor and pool house. Lovely perennial gardens and large backyard for those seeking a vegetable garden or room for entertaining friends and family. This 4000+ sq. ft residence has generous room proportions, lots of natural sunlight and plenty of nooks for those seeking a quiet place to read a book. Handsome original wide pine floors throughout. This home was fully renovated with updated wiring, plumbing and insulation but still maintains the antique charm of a true Vt farmhouse. Original doors, 2 refurbished sunrooms, 2 covered porches overlooking the river, studio, family room and formal living room accented with a wood burning stove. Large kitchen with soapstone counters with Wolfe Gas range, ample room for cooking. Large dining area for entertaining and a first floor bedroom en suite. 2nd FL offers large primary bedroom suite with cozy sunroom overlooking the pool with views to Mtn Tom. Don't miss the 3rd floor with 2 small offices and lots of storage. The attached barn has capacity for lots of storage and options for multiple use. Walk over beautiful covered bridge to access restaurants, movie theatre and shops. Snow shoeing, championship golf, fly fishing and skiing all minutes away! See MLS Property & Listing Details & 42 images.