$1,095,000 $354 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $400,000 down 37% on September 10th 2024
Waterfront on River Ottauquechee River
4 Beds | 3 Baths |   Total Sq. Ft. 3089  |  Acres: 0.52
Listed on Monday Jun 10, 2024
Description: 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 Listing Details & 40 images.

$1,245,000 $265 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $205,000 down 16% on August 7th 2024
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 & 40 images.

$1,250,000 $729 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $250,000 down 20% on September 27th 2024
2 Beds | 2 Baths |   Total Sq. Ft. 1714  |  Acres: 15.8
Listed on Friday Jul 12, 2024
Description: 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 Listing Details & 32 images. Includes a Virtual Tour

$1,485,000 $558 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $190,000 down 13% on September 3rd 2024
3 Beds | 3 Baths |   Total Sq. Ft. 2660  |  Acres: 20.7
Listed on Wednesday Jul 3, 2024
Description: 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 Listing Details & 31 images. Includes a Virtual Tour

$1,599,000 $436 per sq.ft. Woodstock VT Home »

6 Beds | 4 Baths |   Total Sq. Ft. 3668  |  Acres: 3.68
Listed on Wednesday Sep 18, 2024
Description: In 1880, this lovely hilltop Gambrel Colonial, named "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, The National Park, The Woodstock Rec Center. 30 minutes to Killington, DHMC, Dartmouth College. Two and a quarter-hours to Boston. This very special property awaits your vision to return it to its former splendor. See Listing Details & 45 images. Includes a Virtual Tour

$1,695,000 $387 per sq.ft. Woodstock VT Home »

Waterfront on River Ottauquechee River
4 Beds | 4 Baths |   Total Sq. Ft. 4378  |  Acres: 0.47
Listed on Tuesday Aug 13, 2024
Description: 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 Listing Details & 42 images.

$1,699,000 $566 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3001  |  Acres: 28.6
Listed on Wednesday May 29, 2024
Description: 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 and surrounding towns are 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 Listing Details & 60 images.

$1,999,000 $474 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $396,000 down 20% on September 11th 2024
5 Beds | 5 Baths |   Total Sq. Ft. 4214  |  Acres: 1.07
Listed on Saturday Feb 24, 2024
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 & 40 images.

$1,999,000 $257 per sq.ft. Woodstock VT Home »

10 Beds | 12 Baths |   Total Sq. Ft. 7769  |  Acres: 5.5
Listed on Friday Jun 7, 2024
Description: Vermont is calling you! Experience the charm of Woodstock, VT with its quaint Main Street and enjoy the proximity to Killington Resort, just a short drive away. This exceptional property offers a unique blend of natural beauty and year-round recreational opportunities, perfect for creating lasting memories. Whether you're looking for a family compound or a multi-family investment opportunity, this property offers versatility like no other providing privacy while fostering a sense of togetherness. An ideal setting for gatherings and celebrations of all sizes. The Inn building includes a commercial kitchen, several dining rooms, a tavern,and six ensuite guest rooms. The residence is perfect for a more intimate gathering with an open concept main level kitchen/living/dining experience with 3 ensuite bedrooms upstairs plus a main level, king bed suite with kitchenette while the motorcoach can be used to generate income and/or offers a special glamping experience with stunning mountain and water views of its own. Snowmobile right from your backyard! All this along the Otterquechee River on 5.5 acres in Woodstock VT! Unbelievable opportunity and location See Listing Details & 40 images. Includes a Virtual Tour

Under Contract Woodstock VT Home for sale $2,200,000 $561 per sq.ft.

$2,200,000 $561 per sq.ft. Woodstock VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 3925  |  Acres: 1.12
Listed on Wednesday Jun 26, 2024
Description: This historic home was built in 1904 by John Cotton Dana for his family around 1904. The Danas were a prominent family in Woodstock . The Dana House , home of the Woodstock Historical Society, is a major landmark in Woodstock. The house has recently undergone a comprehensive renovation. The large open rooms ,enveloped with light and lovely views , create a sophisticated yet cozy setting. The floor plan offers spaces for every age to enjoy. The first floor has a charming, spacious living room with fireplace , gracious dining room, gourmet kitchen , office and sunroom.The second floor offers 3 ensuite bedrooms and a large laundry room. The third floor offering two bedrooms , living room kitchen combination ,bath and laundry with a separate entrance is perfect for guests, or could be an independent rental apartment. The outside grounds are beautifully landscaped with extensive decks and patios for outdoor entertaining . It is an easy walk into Woodstock Village while providing a quiet , serene setting . Present property taxes are based on 2.2 acres . The new taxes will reflect the new size of 1.1 acres. One of the grandest properties in Woodstock . Call for an appointment for a viewing . See Listing Details & 37 images. Includes a Virtual Tour

$2,495,000 $497 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $200,000 down 8% on September 12th 2024
4 Beds | 5 Baths |   Total Sq. Ft. 5017  |  Acres: 10.86
Listed on Tuesday Apr 30, 2024
Description: Absolutely stunning, newly renovated residence, privately situated towards the end of a quiet town road in Woodstock, in an area of other substantial homes. Lovely mountain views and 10+ acres of privacy. The present owners have completed over $1 million in documented renovations in the past three years, including a fabulous new gourmet kitchen, powder bath, new bamboo flooring throughout the open floorplan kitchen-dining-living area. They added a wood burning fireplace in the living room behind which was added a new, spacious screened porch that overlooks and listens to the sounds of the babbling brook below. The primary bedroom suite (with ensuite office) on the first floor received a bathroom renovation and a stack laundry washer and dryer. The lower level was renovated into a large recreation hangout room with bar, stone fireplace with a propane wood stove, pool table area, TV area, a full bath, a new full laundry area and a workout room, and added A/C throughout. In addition to the attached 3-car garage, they built a brand-new detached barn-garage with commercial overhead doors and room for ALL your motorized vehicles, toys, outdoor gear, workshop tools (or any other purpose you have in mind). 1st-rate mechanicals: Viesmann propane boiler system, automatic backup generator, radiant/radiator/mini-split heat and A/C on all levels and all bedrooms. Both the attached 3-bay garage and the detached barn-garage are insulated and heated. SEE FULL PROPERTY WEBSITE. See Listing Details & 40 images.

$2,750,000 $427 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $700,000 down 25% on September 3rd 2024
3 Beds | 4 Baths |   Total Sq. Ft. 6443  |  Acres: 54.83
Listed on Wednesday Aug 23, 2023
Description: Serene, private, contemporary: Sited on a ridge above South Woodstock village, the 54 acre property offers complete seclusion in an elegant setting with an extensive network of trails. The three bedroom main dwelling is sleek and elegant, with an open floor plan crafted to take in the beauty of the site with abundant use of organic material designed to integrate the design with the surrounding Vermont countryside. The two bedroom guest cottage has its own garage and entrance off of Ebbin Lockwood Way. The 6,048 s/f main house and 1,584 s/f guest cottage were designed by architect, Michael Weinberger. The property was recently renovated: main house was upgraded and many new system improvements. From the stone terrace, there are views of a cascading waterfall flowing into a small Koi pond and perennial gardens. On the Northeast side, an outside sitting area takes in views of a long, rolling meadow with a pond and a glimpse of the local hills. The main house includes a detached garage with additional storage space. Less than 1/2 mile from South Woodstock Country Store and Kedron Valley Inn/Ransom Tavern and one mile from Green Mountain Horse Association. 25 min. from Mt. Ascutney mountain biking trails, 38 min. from Killington and 2:23 hrs. from Boston. See Listing Details & 40 images. Includes a Virtual Tour

$2,800,000 $951 per sq.ft. Woodstock VT Home »

1000 Ft. of Waterfront on River Ottauquechee River
2 Beds | 3 Baths |   Total Sq. Ft. 2944  |  Acres: 14.9
Listed on Friday Sep 6, 2024
Description: Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and windows throughout, radiant-heated concrete floors, first rate finishes, appliances and mechanicals located just 6 minutes to the Woodstock village green and 17 minutes to the Killington Skyeship base lodge. The first level is comprised of a large, open-format living space with gourmet kitchen, dining and living spaces, plus a first level bedroom with modern ensuite bath. Upstairs is another large open floor plan living space with a half-bath, and a full bedroom with ensuite bath. Each side of the upstairs living space has loft sleeping bunk-areas for kids (of all ages!). SEE DEDICATED PROPERTY WEBSITE FOR VIDEOS, VIRTUAL WALKTHROUGH, FLOORPLANS AND MORE. See Listing Details & 36 images.

$2,865,000 $818 per sq.ft. Woodstock VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3502  |  Acres: 2.7
Listed on Wednesday Sep 11, 2024
Description: The melding of the convenience of a premiere Village residence with the privacy and peace of a country estate is a rare balance. The John Arnold Cottle House achieves just such a balance. The three bedroom two story brick Federal home, built in 1811, has a prominent position on the main street in South Woodstock hamlet. It's setting belies the unique qualities the 2.7 acres offers. A drive to the lower level two car garage separates the main house and the renovated Kingley Barn, a two bedroom with loft guest house with a deck overlooking the Kedron Brook. There is a timber bridge crossing the Kedron Brook which accesses the open field and meadow and the two bay barn. The 450 feet of frontage on the Kedron Brook is an ideal tranquil retreat to enjoy the water element, firepit and surrounding environment with complete privacy. The John Arnold Cottle House has been fully renovated/restored with all of the best systems and finishes. The newer addition on the rear of the house has a gourmet kitchen, large brick fireplace, and relaxed living space. See Listing Details & 43 images.

$3,425,000 $535 per sq.ft. Woodstock VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 6403  |  Acres: 74.65
Listed on Tuesday May 28, 2024
Description: Nestled among verdant rolling hills, High Birch is located in one of the area's most desirable regions at the midpoint between Woodstock and South Woodstock Villages. Designed in 1976 by prominent New York architect Lewis Davis, of Davis, Brody and Bond renowned for his modernist skyscrapers that impacted the skyline of New York City, the home contrasts sleek interior spaces to the surrounding natural landscape. Private and tranquil with pristine views in every direction through walls of tall windows and sweeping ceilings, the rooms are spacious, bright and inspiring- ideal for entertaining and daily living, and communicate directly with exterior spaces, terraces and decks. The kitchen and bathrooms have all been entirely renovated by Studio Nexus honoring and accentuating the original Davis design. The multi-level Great Room is anchored by a raised, polished gray marble fireplace. The Primary Suite is located on the 2nd level featuring a curved wall of windows offering a panoramic view of the neighboring valley farms, complete with a spectacular spa like wet-room, dressing room and laundry. The 2nd level is further completed by three additional bedrooms and 2 bathrooms. The lower level has direct access to the 2-car garage, an office, and spacious bunkroom. The surrounding terraces and grounds are lovely with established perennial beds. There is a swimming/skating pond and a barn for animals, storage, or to house your own sugaring operation. Offered fully furnished. See Listing Details & 40 images. Includes a Virtual Tour

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