$1,399,000 $331 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $96,000 down 7% on March 10th 2025
4 Beds | 4 Baths |   Total Sq. Ft. 4228  |  Acres: 5.4
Listed on Monday Feb 3, 2025
Description: Open House Saturday, March 29, 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 Listing Details & 53 images. Includes a Virtual Tour

Under Contract Woodstock VT Home for sale $1,150,000 $245 per sq.ft.

$1,150,000 $245 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $300,000 down 26% on February 15th 2025
5 Beds | 5 Baths |   Total Sq. Ft. 4698  |  Acres: 5.1
Listed on Friday Apr 12, 2024
Description: 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 Listing Details & 41 images.

$899,500 $282 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $95,500 down 11% on March 18th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 3190  |  Acres: 2.94
Listed on Friday Oct 4, 2024
Description: 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 Listing Details & 32 images.

$875,000 $430 per sq.ft. Woodstock VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 2034  |  Acres: 0.18
Listed on Wednesday Mar 12, 2025
Description: Perched along scenic Linden Hill, this stunning village home offers exceptional privacy, comfort, and spacious interiors. A paved driveway leads to a one-car garage with a covered entrance, ensuring effortless access in all seasons. Inside, a generous mudroom provides a practical transition into the inviting living room, featuring a cozy propane fireplace, or the well-appointed kitchen with sleek stainless steel appliances. The sunlit dining room, complete with French doors, opens to a charming patio--perfect for outdoor relaxation. The main level also features a private primary suite with an attached bathroom and laundry, along with a conveniently located half-bath for guests. Upstairs, two additional bedrooms, a full bathroom, and a dedicated office space provide ample living accommodations. Equipped with four energy-efficient mini-split systems for year-round climate control, the home also features a forced hot air system for added warmth during colder months. The full basement, with its poured concrete foundation and impressive ceiling height, offers excellent storage or potential for further customization. Ideally situated less than half a mile from the Village Green and Woodstock Country Club, this central location is truly unbeatable. Don't miss the opportunity to experience this exceptional home--schedule your private showing today! See Listing Details & 49 images.

$845,000 $1,408 per sq.ft. Woodstock VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 600  |  Acres: 6.07
Listed on Monday Jun 6, 2022
Description: 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 Listing Details & 14 images.

$795,000 $432 per sq.ft. Woodstock VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1840  |  Acres: 33.16
Listed on Tuesday Mar 18, 2025
Description: Enchanting cottage perched on a private knoll with short range views. This property consist of 33 acres with a mixture of open meadow and woods for those looking for an afternoon of walking or snowshoeing. It is currently enrolled in the Current Use Forestry program. Stunning perennial gardens enhance the handsome stone walls and stone walk way to the residence. It's a Garden enthusiasts haven with different variety of ferns. This cozy cottage boast 2 bedrooms, 1.5 baths with 2 loft spaces. It's a perfect open floor plan for entertaining with wide pine floors, exposed beams and anchored by a pellet stove in the living room to cozy up with a book on a winter afternoon. This residence has the advantage of being on one level. Large mudroom leads out to a wonderful covered porch or sunbath on the south-facing back deck in the afternoons. There is a large detached 2 bay garage and generator hook up. Just minutes to GMHA and the Kedron Valley Inn. Championship golf, skiing and fly-fishing on the Black River near by. Woodstock Green is approx 6 miles for access to all the stores, restaurants and amenities. It's a lovely cottage being sold by the original owners- come take a look! See Listing Details & 40 images.

$795,000 $469 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1694  |  Acres: 0.42
Listed on Friday Feb 7, 2025
Description: This classic early 20th Century farmhouse with 3 sunny bedrooms and two baths is sited on a quiet Village Street uphill above the Woodstock Elementary School and across from the public playground at Vail Field and the Woodstock Country Club golf course. The home has benefitted from the thoughtful additions of an eat-in kitchen and a front porch where you can enjoy long summer evenings. A comprehensive renovation several years ago opened the main level floorplan to eliminate partitions adapting the house to modern lifestyles. The backyard rises in tiers from the lower level with picnic table and grilling area to an elevated plateau used for expansive vegetable and flowers gardens. Truly a joyful place to call home in the heart of Woodstock's historic community. See Listing Details & 48 images. Includes a Virtual Tour

New Listing! Woodstock VT Home for sale $785,000 $506 per sq.ft.

$785,000 $506 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1550  |  Acres: 0.16
Listed on Monday Mar 24, 2025
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. See Listing Details & 26 images.

$699,000 $357 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1958  |  Acres: 0.68
Listed on Thursday Sep 12, 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 . See Listing Details & 39 images.

Under Contract Woodstock VT Home for sale $695,000 $194 per sq.ft.

$695,000 $194 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3584  |  Acres: 5.1
Listed on Monday Dec 9, 2024
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. See Listing Details & 40 images. Includes a Virtual Tour

Under Contract Woodstock VT Home for sale $679,000 $319 per sq.ft.

$679,000 $319 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2128  |  Acres: 1.85
Listed on Friday Mar 21, 2025
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. See Listing Details & 34 images.

New Listing! Woodstock VT Home for sale $669,000 $456 per sq.ft.

$669,000 $456 per sq.ft. Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1468  |  Acres: 1.71
Listed on Thursday Mar 27, 2025
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! See Listing Details & 19 images. Includes a Virtual Tour

Under Contract Village of Woodstock in Town of Woodstock VT Home for sale $625,000 $457 per sq.ft.

$625,000 $457 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1368  |  Acres: 1.04
Listed on Monday Jul 22, 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. See Listing Details & 30 images.

$625,000 $391 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $300,000 down 48% on February 4th 2025
3 Beds | 3 Baths |   Total Sq. Ft. 1600  |  Acres: 0.07
Listed on Wednesday Oct 9, 2024
Description: OPPORTUNITY AWAITS - Historic c. 1890 1,600 sq/ft. home in the center of downtown Woodstock. In the heart of everything! The majority of this 3 bedroom, 3 bathroom home is stripped down and ready for remodeling - and we have a contractor ready to go for a custom Winter project. 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. Existing home features unique stained glass windows and doors, gorgeous hardwood and pine floors, and a large unfinished 3rd floor for expansion capability. 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 Listing Details & 36 images.

$599,000 $446 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $50,900 down 8% on February 13th 2025
3 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 0.78
Listed on Thursday Nov 21, 2024
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! See Listing Details & 46 images.

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