You are viewing Woodstock VT Homes between $0 and $30000000 dollars.
$3,750,000 $970 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $400,000 down 11% on March 22nd 2025
3 Beds | 5 Baths | Total Sq. Ft. 3865 | Acres: 2.37
Listed on Friday Oct 11, 2024
Description: This extraordinary residence offers breathtaking views of Billings Farm Preserve and the Green Mountains from nearly every corner, with Vermont's only national park directly in sight. The charming town of Woodstock, known for its boutiques and dining, is just a short walk away. Nestled at the end of a quiet road, the property offers unobstructed west-facing views for spectacular sunsets, surrounded by acres of undeveloped land. Woodstock's restrictive covenants ensure these views remain undisturbed, creating a peaceful, private escape. The expansive deck around the stunning pool is controlled via smartphone, with an automatic cover to ease maintenance. The adjacent pool house features a custom kitchen, a luxurious bathroom, and a cozy living area framed by floor-to-ceiling glass, offering year-round comfort with air conditioning and heated floors. The inground, heated, 30,000 gallon pool, can reach over 102° year-round, a rare feature in Vermont. An NBA hoops basketball net is installed in the shallow end for many days of fun, or if the deep end is more your style this pool offers a 9 foot deep end. This unique property offers proximity to skiing, golf, hiking, and more. The view encompasses the only National Park in Vermont. Marsh-Billings-Rockefeller in Vermont is the only national park to focus on conservation history and the evolving nature of land stewardship in America located right here in beautiful Woodstock VT! Contact us today to arrange a private tour! See Listing Details & 54 images. Includes a Virtual Tour
$3,500,000 $644 per sq.ft. Woodstock VT Home »
6 Beds | 6 Baths | Total Sq. Ft. 5433 | Acres: 10Listed on Friday Jun 28, 2024
Description: Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The back ell seamlessly ties into the original brick Federal and offers additional spaces for entertaining guests including the Pine Room with its' large fireplace for snowy winter nights. The brick Federal consists of formal living room, dining room, library and gourmet kitchen with walk in pantry. On the second floor there are 2 ensuite bedrooms,4 more bedrooms, 2 baths and large laundry room. The third floor offers the surprise of a family room that was originally a ballroom with curved ceiling. There is also a bright studio and half bath on that level. The new attached oversize 2 car garage is accessed from the Pine Room and the fully renovated basement. The 10 acres comprises of lovely landscaping around the home and plenty of land for gardens and animals. The 18th century barn and corn crib lend much charm to the setting. Walk to the charming village store and enjoy dinner on the porch of the Ransom Tavern. Only 5 miles to Woodstock and a short drive to multiple ski areas. South Woodstock is truly a bucolic place to call home! Call today for a private viewing. See Listing Details & 40 images. Includes a Virtual Tour
$2,450,000 $440 per sq.ft. Woodstock VT Home »
48 Ft. of Waterfront on River Ottauquechee River4 Beds | 4 Baths | Total Sq. Ft. 5573 | Acres: 40
Listed on Friday Jan 3, 2025
Description: "All Seasons" is the ultimate Vermont retreat, designed for gatherings and getaways while seamlessly blending rustic charm with modern luxury. This 5,900-sq-ft barn-style home, just over five minutes from Woodstock Village via Route 4 and the Lincoln Covered Bridge, sits high on a knoll above the Ottauquechee River with views to Killington. A veritable mini-resort, the property offers unparalleled access to recreational pursuits. Its 40-acre grounds feature single-track biking, hiking, and snowshoeing trails, a firepit, patio, grills, and owned riverfront access. A 32-foot indoor pool, and hot tub under the stars make this a year-round haven. The acreage also includes a potential building lot with mountain views and an existing roadway, adding versatility. Nearby, enjoy world-class skiing, golf, and other outdoor activities, with Woodstock Village offering charming shops and restaurants. Inside, the chef's kitchen boasts Viking appliances, granite counters, dual refrigerators, a pantry, and a custom island. Two expansive great rooms provide gathering spaces with large-screen TVs and plush seating, including a wet bar in the second-floor game room. Accommodations include four bedrooms, three full baths, and space for up to 12 guests. A highly successful Airbnb rental, "All Sessons" is an extraordinary opportunity to own a Vermont escape combining privacy, beauty, and income potential in one of the region's most picturesque towns. See Listing Details & 60 images. Includes a Virtual Tour
$2,250,000 $642 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $235,000 down 10% on March 27th 2025
5 Beds | 4 Baths | Total Sq. Ft. 3502 | Acres: 2.57
Listed on Monday Feb 10, 2025
Description: The John Arnold Cottle House is a landmark residence in the heart of South Woodstock, a rare blend of village convenience and country living. Built in 1811 by one of the area's earliest settlers, this stately Federal-style brick home has been thoughtfully restored to honor its historic charm while integrating modern comforts. Set on 2.7 acres, the property features 450 ft of frontage on Kedron Brook, along with a firepit, a barn, and a river meadow. The barn--currently used for storage--could easily be converted to accommodate a couple of horses or sheep. The 3-bedroom main house has elegant 12-over-12 windows, high ceilings, and beautifully preserved period details, including a 2nd-floor ballroom with a coved ceiling and fiddler's stage--a nod to its past as a lively gathering space. The newer addition overlooking the brook has a magnificent great room with 17' cathedral ceilings and a gourmet kitchen and wood burning brick fireplace. The renovated Kingsley Barn guest house offers 2 bedrooms, a loft, and a deck overlooking the brook. Below there is a heated workshop, ideal for puttering and creating. A timber bridge spans the waterway, connecting the property's field, barn and trails. With direct access to the Upwey Trail system and equestrian paths leading to the Green Mountain Horse Association, this property is ideal for outdoor enthusiasts. Located along South Road in the South Woodstock Historic District. See Listing Details & 40 images. Includes a Virtual Tour
$2,000,000 $400 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 5000 | Acres: 0.56Listed on Friday Oct 25, 2024
Description: INVESTMENT & RESIDENTIAL OPPORTUNITY - Rare historic building (The Taftsville Country Store) available for owner occupancy with multiple additional income units in the village of Taftsville. Just five minutes to the quintessential New England Village of Woodstock! Property includes store with bath (approved for restaurant, café, or retail store), Post Office (with current lease), Apartment 1 (with excellent AIRBNB rental history), Apartment 2 (The owner's unit- 3 bedroom, 2 bath), and plans/space for an additional studio unit. Perfect opportunity for an investor to offset living expenses with this multi-unit property, or just have a super fancy home office downstairs. Potential diversified income streams with hospitality, residential rental, and retail/ food service all in one property. Current owners have redesigned and graded the parking lot to include 27 parking spaces and EV Conduit for 2 charging stations that can accommodate 4 vehicles, ADA access to building, and ADA accessible restrooms. Property boasts gorgeous patio views of the Ottauquechee River and Taftsville Covered Bridge. See Listing Details & 60 images.
$1,999,000 $474 per sq.ft. Woodstock VT Home »
5 Beds | 5 Baths | Total Sq. Ft. 4214 | Acres: 1.07Listed on Tuesday Mar 11, 2025
Description: 10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the Jefferson Memorial, and master plans for Dartmouth and Yale. It also enjoys modern additions and updates including a stunning first-level primary bedroom suite designed in 2012 by the respected local architect David Bielman. The front door welcomes guests with a pair of dutch-doors in a center entrance foyer, flanked by a classic dining room and elegant living room (both with fireplaces). The classic butlers pantry leads to the gourmet kitchen and a wonderful, sunny eat-in breakfast area. There are 4 additional BRs upstairs, 2 have ensuite baths plus a 3rd hall bath. There are also powder baths on the first floor and in the lower (basement) area. All BRs have central air. Mechanicals have been updated and well-maintained. 2 other offices on 1st and 2nd floor, and the basement has living space, a workout room, safe room, and ample storage. Beyond the kitchen is a mud-laundry room that leads to the covered (heated) brick walkway from the garage. The 1.05 acre parcel has professionally designed and executed gardens, patios and stone walls including new stone steps that lead up to a second new stone patio that enjoys sweeping vistas across to Mt Tom and the Marsh-Billings-Rockefeller National park. SEE FULL PROPERTY WEBSITE. See Listing Details & 35 images.
New Listing!
$1,995,000 $742 per sq.ft. Woodstock VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 2688 | Acres: 0.33Listed on Tuesday Mar 25, 2025
Description: Stunning antique cape! Located in the 'heart' of Woodstock. Originally located on Central Street- this home was moved in the 1960's to this location and had an extensive renovation in 2011. The antique brick section was built in 1826- it boasts a spacious living room anchored with a large wood burning fireplace, original wide pine floors and lots of space for entertaining. Adjacent find a quaint library with fireplace to curl up with a book on a cold winter day. Off the library is a bathroom and den/bedroom/office. Upstairs includes two more guest bedrooms and bathroom. The new back ell has beautiful architectural lines and features a large kitchen open into an informal and formal dining room anchored by an Austrian- Biofire wood stove. Handsome woodwork, immense amount of sunlight overlooking the perennial gardens. The back of the house has a gracious primary suite with an abundance of space including a reading nook, large en suite bathroom, generous walk in-closet and laundry. New foundation with poured concrete floors, ample storage space as well as an oversized 2 bay detached garage- with generator. Walk to all of towns amenities, restaurants and theatre. Easy stroll to Mtn Peg and Mtn Tom for those hiking enthusiasts. Championship golf, skiing and fly-fishing near by. This is truly an idyllic village home in historic Woodstock that is considered one of the 'prettiest towns in America". See Listing Details & 50 images.
Under Contract
$1,800,000 $439 per sq.ft. Woodstock VT Home »
800 Ft. of Waterfront on River Ottauquechee River4 Beds | 5 Baths | Total Sq. Ft. 4100 | Acres: 7.66
Listed on Wednesday Mar 19, 2025
Description: Make this unique Adirondack-style home, with its rich stone and timber frame, and perfect location along the banks of the Ottauquechee River, your new Vermont retreat. Every window offers a stunning view of Mt. Tom, and the rushing river, making it a nature lover's paradise. The fieldstone fireplace soars two stories high in the great room, which is flooded with natural light through expansive thermal glass windows. This generous gathering space hosts a dining area and breakfast bar adjacent to an outstanding chef's kitchen. Crafted with meticulous attention to detail, this remarkable residence features four bedrooms and five bathrooms. The first-floor primary suite is a private sanctuary, boasting custom built-in 'his & hers' closets, a spacious spa-like bathroom, and a secluded sundeck. The tavern room, with its vaulted ceiling, stone fireplace and cherry wood bar makes this the go-to house for friends gathering at any time, but especially on Fourth of July. On the second floor, you'll find a luxurious Primary Bedroom with an en suite bath, an office/study with an adjacent ¾ bath, and a whimsical Children's Suite complete with cozy sleeping alcoves, and charming nooks.Conveniently located within walking distance to Woodstock High and Middle Schools, the Union Ice Arena, and the ever-popular Woodstock Farmer's Market grocery store, this splendid home offers the perfect balance of privacy without isolation. See Listing Details & 36 images.
$1,650,000 $452 per sq.ft. Woodstock VT Home »
5 Beds | 4 Baths | Total Sq. Ft. 3648 | Acres: 6.2Listed on Friday Jan 24, 2025
Description: Just over 2 miles from the heart of Woodstock village, this gracious brick cape sits on six open acres. Designed to accommodate a Vermont lifestyle, this home welcomes you, whatever the season. The chef's kitchen has been expanded with a spacious entertaining room, and the grand dining room is ideal for hosting. A wood-burning fireplace in the main living room, a brick fireplace in the family room, and a gas-ready fireplace in the den make this home cozy during Vermont's cooler seasons. With 3-4 bedrooms on the second floor (one with fireplace), and an additional bedroom/office above the garage, 1522 Barnard Road offers plenty to a growing family and is a perfect retreat for guests. The surrounding grounds present an uncommon opportunity to own usable acreage in quick proximity to Woodstock. A covered porch for grilling, an entertainment patio, an inground pool with heat hookup, a garden space, an apiary, and a fenced chicken coop make summers at this home idyllic. Dogs can run free with over 5 acres of invisible fencing. Adjacent to the site of the country's first ski tow, winter offers fantastic snowshoeing opportunities and easy access to Saskadena 6. With quick access to I-89 and the Upper Valley beyond, this Woodstock home lends itself to both primary and second-home ownership. An increasing rarity in our market, this home is uniquely positioned to enjoy elbowroom and a more rural landscape, all just minutes from New England's quintessential village. See Listing Details & 60 images. Includes a Virtual Tour
$1,550,000 $258 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 6014 | Acres: 0.05Listed on Thursday Mar 6, 2025
Description: 15 Central Street is one of the finest commercial locations in Woodstock with two of the most creative and successful businesses as the anchor tenants. The property has adapted to changes of the course of its long history of uses including residential shop owner, a barber shop, a dance & pool hall, law office, architectural services and a variety of mercantile endeavors. Notably, the building was the headquarters of Lt Colonel Peter T. Washburn, who led the 1st Vermont Regiment troops in their crucial role at Gettysburg. He returned to become Adjutant and Inspector General to organize and direct Vermont's military efforts through the rest of the Civil War from his offices at 15 Central Street. The current owner, recognizing it was time to adapt the building to the 21st Century, developed plans to upgrade and modernize the second and third floors for mixed use including an incredible residential unit with exposed brick walls and timber framing. The story high historic windows have been restored, and the second level has been reframed with new sheetrock for office or residential use. The third level partition walls have been removed to create a dramatic open area with views over the village to the north and south leaving the finishes and uses of the two levels up to your imagination. This is a once-in-a-lifetime opportunity to acquire a property with a remarkable history and become part of creating Woodstock's future. See Listing Details & 43 images.
$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
$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: 0.18Listed 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: 6.07Listed 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.
