Woodstock Quechee VT
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$780,000 | $360 per sq.ft.
Price Change! reduced by $45,000 down 6% on April 5th 2025
86 West Fisher Road
3 Beds | 2 Baths | Total Sq. Ft. 2168 | Acres: 0.73
Stunning Post and Beam home fully renovated in 2022! This beautifully renovated three-bedroom, two-bathroom Post and Beam home blends modern upgrades with timeless charm. Completely updated from top to bottom in 2022, the home features a new roof, fresh paint, new windows, flooring, a redesigned kitchen, a spacious new deck, and so much more! Recent upgrades include central air conditioning, hot tub, new lighting, resurfaced driveway, garden shed and landscaping. Designed for all seasons, the large mudroom serves as a seamless connection between the home and garage, perfect for storing gear for everything from summer hikes with the dogs to backcountry skiing adventures. The thoughtfully redesigned kitchen features a spacious island and an elegant yet simple country aesthetic, ideal for entertaining. The open floor plan offers flexible living options, currently arranged with a formal dining area and a spacious living room centered around a cozy fireplace. Configure the space to fit your vision! Upstairs, a bright and airy landing with seating leads to three spacious bedrooms and a beautifully appointed bathroom. Nestled on a quiet street with abundant afternoon sun, the backyard is a peaceful retreat. Plus, you are just moments from scenic hiking trails. Come experience this gem for yourself! See
MLS Property & Listing Details & 35 images.
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Under Contract
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$795,000 | $432 per sq.ft.
6963 South Road
2 Beds | 2 Baths | Total Sq. Ft. 1840 | Acres: 33.16
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
MLS Property & Listing Details & 40 images.
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$795,000 | $469 per sq.ft.
25 Linden Hill Street
3 Beds | 2 Baths | Total Sq. Ft. 1694 | Acres: 0.42
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
MLS Property & Listing Details & 48 images. Includes a Virtual Tour
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Under Contract
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$825,000 | $297 per sq.ft.
328 Fletcher Lane
4 Beds | 5 Baths | Total Sq. Ft. 2781 | Acres: 1.33
Welcome to your dream home in the heart of the sought-after Quechee Lakes community! Nestled at the end of a private cul-de-sac, this stunning 4-bedroom, 4.5-bathroom property offers the perfect blend of luxury, comfort, and outdoor adventure. Step inside to discover gleaming hardwood floors and an abundance of natural light streaming through oversized windows. The spacious kitchen boasts elegant granite countertops, perfect for culinary creations or casual gatherings. The first-floor primary suite features a luxurious walk-in shower and a private oasis to unwind. Each additional bedroom has its own en-suite bath, ensuring privacy and comfort for family and guests alike. A full, walk-out basement provides endless possibilities for customization--whether you envision a home gym, recreation room, or additional living space. Outside, the serene lot backs directly onto hiking trails, offering unparalleled access to nature right from your backyard. As part of the exclusive Quechee Lakes community, you'll enjoy world-class amenities, including a clubhouse with indoor and outdoor pools, a health club, two golf courses, tennis and pickleball courts, a ski hill, and a lake with a sandy beach. This home truly offers the ultimate Vermont lifestyle. Don't miss the chance to make this exceptional property your own. Schedule a private showing today and experience all that Quechee Lakes has to offer! See
MLS Property & Listing Details & 46 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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$899,500 | $282 per sq.ft.
Price Change! reduced by $95,500 down 11% on March 18th 2025
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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$942,450 | $625 per sq.ft.
7024 Marsh Family Road
3 Beds | 3 Baths | Total Sq. Ft. 1509 | Acres: 1
Mountain Stream at Quechee Lakes seamlessly integrates new construction with the natural beauty of Vermont's premier four-season resort community. Offering over 200 homesites and five distinct home styles, Mountain Stream's residences feature modern, open layouts, abundant natural light, and soaring ceilings. The exclusive designs establish a commitment to sustainable, energy-efficient living without sacrificing luxury, evident in the high-quality finishes and features. Birch, one of Mountain Stream's five thoughtfully crafted model homes, features a clean architectural style designed to harmonize with its surroundings. Featuring large windows, it bathes every room in natural light. Three bedrooms and two bathrooms in 1509 square feet of stylish, functional, modern design. From the lake and river shores to championship golf courses, the alpine ski hill to the racquet courts, and a vast network of trails catering to hiking, biking, and Nordic skiing, the lifestyle amenities at Quechee Lakes sustain a community with a shared enjoyment of the outdoors and an appreciation of elevated aesthetics. See
MLS Property & Listing Details & 8 images.
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$956,355 | $591 per sq.ft.
7105 Taft Family Road
2 Beds | 3 Baths | Total Sq. Ft. 1618 | Acres: 1
Mountain Stream at Quechee Lakes seamlessly integrates new construction with the natural beauty of Vermont's premier four-season resort community. Offering over 200 homesites and five distinct home styles, Mountain Stream's residences feature modern, open layouts, abundant natural light, and soaring ceilings. The exclusive designs establish a commitment to sustainable, energy-efficient living without sacrificing luxury, evident in the high-quality finishes and features. Thistle, one of Mountain Stream's five thoughtfully crafted model homes, features expansive windows and glass doors, combining the outdoors with the interiors, anchored by a beautiful indoor/outdoor fireplace. Two bedrooms and two bathrooms in 1618 square feet of stylish, functional, modern design. From the lake and river shores to championship golf courses, the alpine ski hill to the racquet courts, and a vast network of trails catering to hiking, biking, and Nordic skiing, the lifestyle amenities at Quechee Lakes sustain a community with a shared enjoyment of the outdoors and an appreciation of elevated aesthetics. See
MLS Property & Listing Details & 8 images.
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Under Contract
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$972,000 | $248 per sq.ft.
499 Redfield Proctor Road
3 Beds | 4 Baths | Total Sq. Ft. 3924 | Acres: 1.01
Spectacular long views enhance a well built and well cared for home. Designed to accommodate friends and family, there is warm and inviting space to gather around the wood burning fireplace, or perhaps lunch on the screened-in porch, or a little fun competition in the large and liight family room. The dining room is open to the living room and fireplace on one side and faces the westerly views on the other. The nearby kitchen is large and well appointed, flowing into extra relaxing space and a cozy breakfast nook, adjacent to the lovely screened-in porch. The luxurious primary suite is also on the main floor, as well as the laundry room. Upstairs there are two more bedrooms, one ensuite, an open loft area, and a spectacular library-office. The lower level,which is large, open, and light also has a game table area which currently houses a ping-pong table. One of my favorite, and hard to find spaces is also on this floor. A studio with running water and good light. Come take a look to see the rest. See
MLS Property & Listing Details & 24 images.
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$1,070,095 | $675 per sq.ft.
5440 Bentley Road
4 Beds | 3 Baths | Total Sq. Ft. 1586 | Acres: 1
Mountain Stream at Quechee Lakes seamlessly integrates new construction with the natural beauty of Vermont's premier four-season resort community. Offering over 200 homesites and five distinct home styles, Mountain Stream's residences feature modern, open layouts, abundant natural light, and soaring ceilings. The exclusive designs establish a commitment to sustainable, energy-efficient living without sacrificing luxury, evident in the high-quality finishes and features. Evergreen, one of Mountain Stream's five thoughtfully crafted model homes, offers a spacious open floorplan designed for contemporary living, inspiring both inside and out with its functional integration of the kitchen and living area which provide expansive views to the outdoors. Three bedrooms and two bathrooms in 1586 square feet of stylish, functional, modern design. From the lake and river shores to championship golf courses, the alpine ski hill to the racquet courts, and a vast network of trails catering to hiking, biking, and Nordic skiing, the lifestyle amenities at Quechee Lakes sustain a community with a shared enjoyment of the outdoors and an appreciation of elevated aesthetics. See
MLS Property & Listing Details & 23 images.
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$1,096,525 | $470 per sq.ft.
7023 Marsh Family Road
3 Beds | 3 Baths | Total Sq. Ft. 2334 | Acres: 1
Mountain Stream at Quechee Lakes seamlessly integrates new construction with the natural beauty of Vermont's premier four-season resort community. Offering over 200 homesites and five distinct home styles, Mountain Stream's residences feature modern, open layouts, abundant natural light, and soaring ceilings. The exclusive designs establish a commitment to sustainable, energy-efficient living without sacrificing luxury, evident in the high-quality finishes and features. Alder, one of Mountain Stream's five thoughtfully crafted model homes, presents a harmonious blend of contemporary and farmhouse elements. Its design highlights expansive windows that offer sweeping views of the surroundings. Notably, the house features sleek and neat rooflines, along with a distinct cantilevered segment that enhances outdoor lounging. Three bedrooms and three bathrooms in 2334 square feet of stylish, functional, modern design. From the lake and river shores to championship golf courses, the alpine ski hill to the racquet courts, and a vast network of trails catering to hiking, biking, and Nordic skiing, the lifestyle amenities at Quechee Lakes sustain a community with a shared enjoyment of the outdoors and an appreciation of elevated aesthetics. See
MLS Property & Listing Details & 10 images.
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$1,399,000 | $331 per sq.ft.
Price Change! reduced by $96,000 down 7% on March 10th 2025
608 Fletcher Hill Road
4 Beds | 4 Baths | Total Sq. Ft. 4228 | Acres: 5.4
Open House Sunday, April 13, 12:00 to 2:00 - 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
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Under Contract
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$1,495,000 | $419 per sq.ft.
130 Clarina Nichols Lane
5 Beds | 4 Baths | Total Sq. Ft. 3567 | Acres: 2.58
Discover the perfect balance of charm and sophistication in this beautifully updated Post and Beam home, set in the heart of the prestigious Quechee Lakes community. Designed for both relaxation and entertaining, this home boasts soaring exposed beams, warm wood accents, and an open-concept layout that invites you in. The newly updated kitchen is a true centerpiece, offering modern finishes and thoughtful design, seamlessly flowing into the living and dining areas where a stunning wood-burning fireplace creates a cozy yet refined atmosphere. Step outside to expansive decks, perfect for taking in breathtaking mountain views. The primary suite is a private retreat, featuring a recently updated spa-like bath where you can unwind in the luxurious soaking tub--a perfect way to relax after a day of adventure. Additional bedrooms and flexible living areas ensure ample space for guests. Downstairs, the oversized lower-level recreational room is an entertainer's dream, complete with a bar, a full bathroom, and direct access to the backyard--ideal for gatherings or quiet evenings under the stars. With a two-car garage, numerous updates, and access to world-class amenities, this home is perfect for year-round enjoyment. So many updates including all new windows, doors, flooring, and so much more, Just minutes from shops, restaurants, and outdoor recreation, you'll also enjoy exclusive access to Quechee Lakes' renowned four-season activities, including golf, skiing, hiking, and more. See
MLS Property & Listing Details & 46 images.
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$1,550,000 | $258 per sq.ft.
15 Central Street
4 Beds | 3 Baths | Total Sq. Ft. 6014 | Acres: 0.05
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
MLS Property & Listing Details & 43 images.
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$1,650,000 | $452 per sq.ft.
1522 Barnard Road
5 Beds | 4 Baths | Total Sq. Ft. 3648 | Acres: 6.2
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
MLS Property & Listing Details & 60 images. Includes a Virtual Tour
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Under Contract
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$1,800,000 | $439 per sq.ft.
484 Carlton Hill Road
Waterfront Owned 800 Ft. of shoreline | 4 Beds | 5 Baths | Total Sq. Ft. 4100 | Acres: 7.66
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
MLS Property & Listing Details & 36 images.
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$1,995,000 | $742 per sq.ft.
20 The Green
3 Beds | 3 Baths | Total Sq. Ft. 2688 | Acres: 0.33
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
MLS Property & Listing Details & 51 images.
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$1,999,000 | $474 per sq.ft.
10 College Hill Road
5 Beds | 5 Baths | Total Sq. Ft. 4214 | Acres: 1.07
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
MLS Property & Listing Details & 35 images.
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$2,000,000 | $400 per sq.ft.
2706 East Woodstock Road
4 Beds | 4 Baths | Total Sq. Ft. 5000 | Acres: 0.56
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
MLS Property & Listing Details & 60 images.
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$2,250,000 | $642 per sq.ft.
Price Change! reduced by $235,000 down 10% on March 27th 2025
4945 South Road
Waterfront Owned 450 Ft. of shoreline | 5 Beds | 4 Baths | Total Sq. Ft. 3502 | Acres: 2.57
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
MLS Property & Listing Details & 40 images. Includes a Virtual Tour
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$2,450,000 | $440 per sq.ft.
851 Riverside Park Road
Waterfront Owned 48 Ft. of shoreline | 4 Beds | 4 Baths | Total Sq. Ft. 5573 | Acres: 40
"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
MLS Property & Listing Details & 60 images. Includes a Virtual Tour
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$3,500,000 | $644 per sq.ft.
61 Academy Circle
Waterfront Owned 6 Beds | 6 Baths | Total Sq. Ft. 5433 | Acres: 10
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
MLS Property & Listing Details & 40 images. Includes a Virtual Tour
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$3,750,000 | $970 per sq.ft.
Price Change! reduced by $400,000 down 11% on March 22nd 2025
249 Sawyer Road
3 Beds | 5 Baths | Total Sq. Ft. 3865 | Acres: 2.37
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
MLS Property & Listing Details & 54 images. Includes a Virtual Tour
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