Woodstock VT
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$449,000 | $427 per sq.ft.
6 Highland Avenue
1 Beds | 1 Baths | Total Sq. Ft. 1052 | Acres: 0.5
A rare opportunity for Woodstock! An affordable Woodstock Village cottage! The advantage of contemporary solar powered energy efficiency, with connection to an energy storing Tesla battery! The property further benefits from valuable infrastructure components of the municipal sewer system and the Woodstock Aqueduct Water Company! An attractive interior features wood flooring throughout! A large enclosed porch serves the dual function of both a practical mud room entrance, in the winter, and a beautiful sitting area in warmer weather. When entering from this porch into the kitchen the warm feeling emanating from the cottage's wood paneled interior is immediately apparent. A butcher block counter top and contemporary kitchen cabinets and appliances accentuate the kitchen. Adjacent is a living/dining room, with multiple well placed windows. The generously sized bedroom with wood burning stove, vaulted ceiling and a comfortable sitting area is far more substantial than would be expected in a small home! A full bath with laundry area completes the cozy interior. This appealing cottage could become your affordable primary home or your fun Woodstock vacation retreat. A manageable size! This location is equally wonderful for the proximity to all the numerous amenities of village life, or for enjoying the peaceful solitude of the nearby trails that meander through the Mount Peg town forest! An appealing cottage on a well located village parcel! Obvious upside potential is very clear! See
MLS Property & Listing Details & 39 images.
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$499,999 | $351 per sq.ft.
Price Change! reduced by $25,001 down 5% on October 23rd 2024
378 Fletcher Hill Road
4 Beds | 1 Baths | Total Sq. Ft. 1424 | Acres: 5
Privately located, in desirable South Woodstock! A comfortable home with the benefit of great outside spaces providing the opportunity for recreation, gardening or entertaining! South Woodstock is well known for the potential of having wonderful access to miles of trails enjoyed by equestrians, hikers and snowmobilers. The numerous amenities of historic Woodstock Village are just minutes away! The entrance to the property is via a level tree sided private driveway. By walking up a few steps from the driveway you enter the home into a bright kitchen. Adjacent to the kitchen is a Living room/dining room that features access to a balcony with views of distant hills. Well located within this space is a hearth with a wood pellet stove. At a further end of the main floor is an attractive room equally well suited to be a family room or a first floor bedroom. Completing the main floor is a full bath with both a shower and a tub. Accessed up stairs from the living room are two second floor bedrooms. One of these bedrooms features a private balcony, with hillside views. The full basement is entered either via an interior stairway or through a ground level door off the driveway. Within the basement is a laundry area, space used as a workshop and storage area. Mechanical systems are contemporary, with a newer furnace and hot water heater. Separated off the basement is a 15'x11' heated room currently used as living space. A comfortable home, in a great location within desirable Woodstock! See
MLS Property & Listing Details & 35 images.
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$545,000 | $182 per sq.ft.
Price Change! reduced by $105,000 down 19% on November 4th 2024
24 High Street
5 Beds | 2 Baths | Total Sq. Ft. 2996 | Acres: 0.2
Constructed in 1840, this post & beam home is situated in the heart of Woodstock Village. A short stroll across the Kedron Brook footbridge to shopping and restaurants, the property is just steps away from all of the amenities this renowned Vermont town has to offer. Woodstock Elementary School, Vail Field and the Woodstock Inn are also just around the corner. Historic High Street, once home to blacksmiths, farriers, and livery stables is a vibrant and connected neighborhood today. The front of the house is anchored by an award-winning ninety-foot mature perennial flower garden and antique stone wall. The private backyard includes raised vegetable beds, fieldstone walls, and terraced garden beds built into the hillside. The property abuts Mt. Peg and all it has to offer, including beautiful walks in the woods, birding, hiking, mountain biking, snowshoeing trails, and XC skiing. Once a two-family dwelling, this spacious single-family home offers a flexible floor plan with room for expansion. The second-floor family room includes a woodstove and opens to an end porch entrance and the backyard. The large second-floor front balcony offers plenty of room for outdoor dining and a birds' eye view of Woodstock Village, High Street and Mt. Tom. See
MLS Property & Listing Details & 36 images.
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$595,000 | $350 per sq.ft.
Price Change! reduced by $100,000 down 17% on December 2nd 2024
105 Happy Valley Road
3 Beds | 1 Baths | Total Sq. Ft. 1700 | Acres: 0.44
PRICE REDUCTION!! A Quintessential Historic Village Home in Woodstock's coveted Taftsville Village, the "Levi D. Hall House" was built in 1848 by D. Taft & Sons and has been a loved and well maintained family home by the same family for nearly 70 years. The properties provenance is included and traces back to the original owner. There is a lovely covered front porch to enjoy and enter into beautiful, natural light with wide-board pine floors in pristine condition throughout the home. The classic country kitchen has direct access to the garage with a nicely separated bonus office space. The kitchen walls are a sturdy whitewashed pine board and the country cabinets are a cheerful mustard color. The high ceiling has exposed original beams and a gas fireplace adds warmth to your colder Vermont days. In the Dining and Living Rooms you are greeted with high ceilings and an abundance of natural light and clean white walls, with period trim and lighting. The first floor bedroom/full bath suite has a private dressing area with large closet space and built-in cabinetry. Moving upstairs, there are two attractive bedrooms on either side of a quaint landing. Both bedrooms have wide pine floors with an easy and logical dormer expansion option for larger bedrooms and a large common bath (future investment). New furnace in 2023 and the grounds boast mature perennial beds, a lovely setting, and additional storage above the barn/garage. Must see! Be sure to view the Unbranded Tour link. See
MLS Property & Listing Details & 40 images. Includes a Virtual Tour
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$625,000 | $457 per sq.ft.
Price Change! reduced by $50,000 down 8% on December 10th 2024
1 Border Lane
3 Beds | 2 Baths | Total Sq. Ft. 1368 | Acres: 1.04
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
MLS Property & Listing Details & 30 images.
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$649,900 | $484 per sq.ft.
1613 West Woodstock Road
3 Beds | 2 Baths | Total Sq. Ft. 1344 | Acres: 0.78
Absolutely turnkey Woodstock. Totally renovated in 2019.Gorgeous open concept cape cotemporary. Move right in. You should see this gem abuts Woodstock Middle and High School. Open concept 3 bedrooms 1/2 l bath one renovated next to the primary bedroom over a month ago. The backyard is wonderful private. Lower level is totally a cool playroom. Brand new kitchen. New roof. Come see, a must see to appreciate this Woodstock property. A gem! Zoned Residential and Commercial. See
MLS Property & Listing Details & 46 images.
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$675,000 | $460 per sq.ft.
Price Change! reduced by $20,000 down 3% on September 18th 2024
187 Dana Road
3 Beds | 2 Baths | Total Sq. Ft. 1468 | Acres: 1.71
This beautifully maintained home is perfectly situated on a quiet street just minutes from the middle/high school and the renowned Woodstock Farmer's Market. Step inside to discover a home that has been thoughtfully updated for modern comfort. Recent improvements include blown-in cellulose insulation and 2" exterior insulation, new windows throughout, a whole-house generator, and a newly added first-floor bathroom, ensuring a cozy and energy-efficient living environment year-round. One of the standout features of this property is the inviting three-season porch. Whether you're enjoying a quiet moment with a good book or hosting friends and family, this versatile space is sure to become your favorite spot in the house. In fact, this home has endless spaces for hosting! The open and welcoming kitchen/dining area is another perfect gathering space, while the living room, centered around a warm and charming gas fireplace, offers a cozy retreat for relaxing evenings. Additionally, the spacious family room provides even more room for entertaining or unwinding. Storage is never a concern here. A clean concrete basement and a one-car garage offer ample space for all of your hobbies. Located just minutes from downtown Woodstock, you'll enjoy the peacefulness of your quiet backyard while being close to shopping, dining, and entertainment. This property beautifully blends comfort, functionality, and convenience, making it the perfect place to call home. See
MLS Property & Listing Details & 33 images.
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Under Contract
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$695,000 | $194 per sq.ft.
3914 South Road
Waterfront Owned 4 Beds | 3 Baths | Total Sq. Ft. 3584 | Acres: 5.1
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
MLS Property & Listing Details & 40 images. Includes a Virtual Tour
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$699,000 | $357 per sq.ft.
Price Change! reduced by $61,000 down 9% on October 31st 2024
5851 South Road
3 Beds | 3 Baths | Total Sq. Ft. 1958 | Acres: 0.68
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
MLS Property & Listing Details & 39 images.
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$725,000 | $453 per sq.ft.
Price Change! reduced by $200,000 down 28% on October 17th 2024
2 High Street
3 Beds | 3 Baths | Total Sq. Ft. 1600 | Acres: 0.07
OPPORTUNITY AWAITS - Historic circ. 1890 1,600 sqft home in the center of the downtown district of Woodstock. In the heart of everything! Can be purchased as-is for $725,000. The majority of the home is stripped down and ready for remodeling - and we have a contractor ready to go for a custom Winter project and will be starting in November/December. The price goes up as work gets done. Most good builders are a three year wait! 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 - Perfect for enjoying warm summer evenings. Existing home features unique stained glass windows and doors, built-in cabinets and gorgeous hardwood and pine floors all of which retain their timeless charm. Catch this all early and this property is a blank slate. Building materials on site for renovations are included in the sale (including appliances) - or we can finish. 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
MLS Property & Listing Details & 36 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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$899,000 | $687 per sq.ft.
392 Gully Road
2 Beds | 2 Baths | Total Sq. Ft. 1308 | Acres: 5.33
Just minutes from the charming and historic Woodstock Village, this exceptional 5+ acre property offers modern comfort and expansion potential. Built in 2019, the 2-bedroom, 2-bath home features sleek white subway tile, stainless steel appliances, and thoughtful details throughout. Enter through a welcoming mudroom with natural wood accents and convenient laundry, and step into the open-concept living and dining area--ideal for entertaining or cozy nights in. A spacious first-floor bedroom and full bath offer flexibility. Upstairs, the bonus area is perfect for a home office or reading nook, with large windows framing stunning valley views. The primary bedroom features an en suite bath with a sliding barn door for a touch of rustic charm. This incredible property also has the ability to grow. Enjoy established perennial gardens, raised beds, and a professional high tunnel/greenhouse that allows you to extend the growing season. Relax on the patio surrounded by nature, enjoying breathtaking sunsets, or trek up the hill for panoramic views of the surrounding landscape. Designed to support up to 4-bedrooms, the septic system allows for future expansion. Less than 10 minutes to Saskadena Six ski area and 20 minutes to Killington Resort, this location is a dream for outdoor enthusiasts. Enjoy world-class dining and shopping just minutes away in Woodstock. This unique property blends modern comfort with natural beauty in one of Vermont's most idyllic locations. Showings begin 10/22. See
MLS Property & Listing Details & 59 images.
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Under Contract
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$985,000 | $335 per sq.ft.
828 Deerbrook Way
4 Beds | 3 Baths | Total Sq. Ft. 2944 | Acres: 12.21
A gem of a property on 12 spectacular, mostly wooded, acres in the desirable Deerbrook Way area of Woodstock. Four+ miles to all the amenities of Woodstock Village and 8 miles to the Skyship Gondola at Killington. Built in 1994, this custom designed red oak Post and Beam Contemporary provides everything you would want in a primary residence or a get away vacation retreat. Situated on a 12+ acre parcel unlike most. The lot alone is an adventure with its view potential, adventurous topography and great options for adding a trapper cabin or a martini deck for enjoying the incredible Vermont surroundings. Room for everybody with four bedrooms, three full bathrooms. Bedroom on main floor with ensuite bath for main level living. Well appointed kitchen with cherry cabinets, granite countertops and brand new induction range Plus an office/study, and a light filled vaulted ceiling great room. In addition, the property includes a stone patio, a heated three car garage, solar roof top panels that reduce your monthly power bill to less than the cost of a breakfast for two, and a Tesla power wall back up power system that provides uninterrupted power in the event of a power failure. Also included is a dedicated Tesla EV charging unit. See
MLS Property & Listing Details & 37 images.
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$995,000 | $487 per sq.ft.
New Listing!
100 Pomfret Road
4 Beds | 3 Baths | Total Sq. Ft. 2044 | Acres: 4.1
As charming as it is uncommon, 100 Pomfret Road is a handsome farmhouse nestled on four level acres, just a short stroll from Mt. Tom, Billings Farm, and downtown Woodstock. Combining convenience and comfort, this serene brookside retreat features a sunny home with four bedrooms, two full bathrooms, a cozy living room with a fireplace, and an open-concept kitchen, family room, and dining area. The spacious property includes mature landscaping with fruit trees, ample room for gardening, and plenty of open space for outdoor activities. The large barn-style two-car garage provides copious storage for seasonal gear, and the second level offers potential for finishing into additional living space. With easy proximity to hiking trails and the Saskadena Six ski area, this home is ideal for enjoying Vermont in every season. See
MLS Property & Listing Details & 60 images.
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$995,000 | $312 per sq.ft.
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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Under Contract
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$1,125,000 | $286 per sq.ft.
1548 Peterkin Hill Road
4 Beds | 4 Baths | Total Sq. Ft. 3934 | Acres: 6
A classic, beautifully maintained residence in an exceptional location in South Woodstock, 8 minutes to the Village Green, in an area of substantial homes and estates, sited on 6 landscaped acres with mowed lawns, raised beds, stone patios and a charming red barn - suitable as a workshop, artist studio, storage for gear and motorized toys or for goats and chickens! The main residence features an open floorplan with modern kitchen, family room and sunny eat-in breakfast area all enjoying one of the homes 3 woodburning fireplaces. Also on the 1st floor is a larger formal dining room open to a living room with fireplace. The charming mud-entry area with slate floor has a private powder bath. Up the main front stairway is the privately situated primary bedroom suite with the 3rd fireplace, a walk-in closet and updated, lovely bathroom with glass/stone shower and separate free-standing tub. 2 other upstairs bedrooms (plus a smaller room with overflow bunk beds) share an updated hall bath that also has full-size laundry. The lower level has a fully finished workout/rec room. Above the attached/heated 2-car garage is a large private guest suite with vaulted ceilings, sitting/office area, kitchenette and an ensuite full bath. Off the kitchen is the outdoor and south-facing stone patio with lovely perennial gardens and stonewall for entertaining/ cookouts. This is a move-in-ready home, in an exceptional area! SEE FULL PROPERTY WEBSITE FOR FULL DETAILS! See
MLS Property & Listing Details & 39 images.
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$1,245,000 | $265 per sq.ft.
Price Change! reduced by $205,000 down 16% on August 7th 2024
119 English Mills Way
5 Beds | 5 Baths | Total Sq. Ft. 4698 | Acres: 5.1
An expansive 5 bedroom home, in a private location, conveniently just a few minutes drive from Woodstock Village! Among often sought amenities are a ground floor primary bedroom suite with private bath, a dramatic great room with cathedral ceiling and wood burning fireplace, a generously sized lower level in-law/guest suite with kitchen, dining, living room and bedroom with bath, 3 additional upper level bedrooms with 2 full baths, a family room with an attractive soap stone wood burning stove, a bright kitchen with cherry cabinets and an attached 2 car garage. The well conceived design presents the practical opportunity for single level living utilizing the gracious ground floor bedroom suite. Alternatively, the 5 bedrooms, on 3 levels, can satisfy a whole gang! The lower level private suite could present comfortable accommodations for an in-residence caregiver. Outside, a large wrap around deck transitions to pleasant sunny lawn areas with perennial gardens. Within walking distance are Mt. Tom's hiking trails! The property benefits from owner's who have taken pride in maintaining their beloved home! An attractive home that benefits from a thoughtful interior design! Equally suited for use as a well located year round residence or to be the vacation home that can accommodate friends and family alike! Skiing at Suicide Six as well as all the well known Woodstock Village amenities of shopping, dining and cultural events are just minutes away! Truly a great Woodstock property! See
MLS Property & Listing Details & 40 images.
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$1,340,000 | $504 per sq.ft.
Price Change! reduced by $335,000 down 25% on October 21st 2024
6453 South Road
3 Beds | 3 Baths | Total Sq. Ft. 2660 | Acres: 20.7
Round Top Cottage is sited on a knoll just outside the village of South Woodstock on 20 acres, offering complete privacy and views of the rolling hills framing the Kedron Valley. This three-bedroom lodge, fully renovated in 2024, blends modern amenities with rustic elegance. The open floor plan features cathedral ceilings in the main living and dining area, creating an inviting space to gather (or enjoy quiet time). The first floor primary suite has lovely light and a generous soaking tub. The second floor includes a sitting area, two bedrooms, and an office. In the summer, enjoy outdoor living with a fire pit for evening gatherings under the stars. Direct access to trails for all season exploration. Equestrians will appreciate the potential to build a small barn with a paddock, and the short hack over to Green Mountain Horse Association (GMHA). Close to skiing: 23 miles from Killington, 22 miles from Okemo, and 10 miles from Saskadena Six. See
MLS Property & Listing Details & 31 images. Includes a Virtual Tour
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$1,395,000 | $540 per sq.ft.
1075 Westerdale Road
3 Beds | 4 Baths | Total Sq. Ft. 2584 | Acres: 41.45
This lovingly maintained property with mountain views has been enjoyed by a single family since its construction in 1985. The open-concept layout is anchored by a stone Rumford fireplace, which along with the southern exposure warms the large easy-to-keep space. The first floor master boasts ample storage with a sliding door for quick access to the grounds. Across from the main house via a covered breezeway is a large 2 car garage, gorgeous horse barn with hay loft and a cozy studio apartment, making this the perfect spot for a variety of uses. Equally comfortable as a part-time or full-time home, this property is conveniently located on the western side of Woodstock, just twenty minutes from Killington's Skyeship gondola and ten minutes from downtown Woodstock. With over forty acres on prestigious Westerdale road, owners enjoy privacy and expansion potential. Offered for the first time since its inception, this property is an exceedingly rare opportunity for rolling acreage in a highly coveted location. See
MLS Property & Listing Details & 50 images.
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$1,499,000 | $409 per sq.ft.
Price Change! reduced by $100,000 down 7% on October 21st 2024
72 French's Road
6 Beds | 4 Baths | Total Sq. Ft. 3668 | Acres: 3.68
In 1880, this lovely hilltop Gambrel Colonial was designed by the prominent Manhattan Architectural Firm, McKim, Mead and White. "Rose Hill" was one of Woodstock's most prominent residences featuring the exquisite workmanship of the region's finest craftsmen. The grand scale and proportion of the rooms and the elegant period detail harken back to days of gracious gatherings with a formal DR complete with custom built-ins, a Library and a Stately Living Room anchored by a central fireplace, with direct access to a brick portico that runs the length of the home- ideal for summer entertaining. The kitchen has custom built-ins, plenty of counter space, a pantry entry, and a secondary staircase to access the second floor. A combination of indigenous hardwood floors run throughout the entire home. The sweeping formal staircase brings you to the second level with a spacious landing, and a wall of built-ins. There are a total of six bedrooms including a roomy primary bedroom with a fireplace, and three bathrooms. To the rear of the home you'll find a separate 2-car garage with a two bedroom rental unit above. Follow the footpath down to a secluded, very sweet two-bedroom guest cottage. All sited on 3.68 AC offering privacy, and plenty of space for gardening, entertaining and recreation. Just a short stroll to the Village Green and the National Park. This very special property awaits your vision to return it to its former splendor. See
MLS Property & Listing Details & 45 images. Includes a Virtual Tour
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$1,575,000 | $373 per sq.ft.
608 Fletcher Hill Road
4 Beds | 4 Baths | Total Sq. Ft. 4228 | Acres: 5.4
Open House Saturday 12/7 11:00 to 1:00 - Tucked away in the serene forests of Woodstock, Vermont, this beautifully remodeled 11-room home offers 4 bedrooms, 4 bathrooms, and 4,225 sq. ft. of luxurious living space on 5.4 private acres. The open-concept design is flooded with natural light, featuring a stunning chef's kitchen with high-end stainless steel appliances, Vermont soapstone counters, custom cabinetry, and a spacious and sunny dining room. The cozy living room boasts one of two wood stoves, creating a warm and inviting space for relaxation. The massive family room is home to the second wood stove. There are two primary en-suites, each with a fireplace and spa-like bathroom, one in a private wing of the home, while the additional bedrooms and updated baths provide comfort and style. Outside, a large, partially screened-in deck and hot tub offer perfect spots to unwind and enjoy the tranquil surroundings--there is even a sauna off the rec room! Plenty of storage is available in the two-car garage or the two-stall barn. With solar panels, propane heating, two fireplaces, and two wood stoves, this home combines eco-friendly features with modern amenities. Its peaceful setting, just minutes from downtown Woodstock, is also close to the Green Mountain Horse Association, VAST snowmobile trails, Killington Mountain, Mount Tom, and the Saskadena Six Ski Area, making it a perfect full-time residence or seasonal escape. Enjoy Vermont living or work from home with EC Fiber! See
MLS Property & Listing Details & 53 images. Includes a Virtual Tour
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Under Contract
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$1,695,000 | $387 per sq.ft.
33 River Street
4 Beds | 4 Baths | Total Sq. Ft. 4378 | Acres: 0.47
BEAUTIFULLY renovated rare antique residence in the heart of historic Woodstock! Located in a premiere neighborhood within walking distance to all of towns amenities, hiking on Mtn Tom in your backyard. Situated on a very large lot featuring an in-ground pool accented with arbor and pool house. Lovely perennial gardens and large backyard for those seeking a vegetable garden or room for entertaining friends and family. This 4000+ sq. ft residence has generous room proportions, lots of natural sunlight and plenty of nooks for those seeking a quiet place to read a book. Handsome original wide pine floors throughout. This home was fully renovated with updated wiring, plumbing and insulation but still maintains the antique charm of a true Vt farmhouse. Original doors, 2 refurbished sunrooms, 2 covered porches overlooking the river, studio, family room and formal living room accented with a wood burning stove. Large kitchen with soapstone counters with Wolfe Gas range, ample room for cooking. Large dining area for entertaining and a first floor bedroom en suite. 2nd FL offers large primary bedroom suite with cozy sunroom overlooking the pool with views to Mtn Tom. Don't miss the 3rd floor with 2 small offices and lots of storage. The attached barn has capacity for lots of storage and options for multiple use. Walk over beautiful covered bridge to access restaurants, movie theatre and shops. Snow shoeing, championship golf, fly fishing and skiing all minutes away! See
MLS Property & Listing Details & 42 images.
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Under Contract
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$1,875,000 | $241 per sq.ft.
Price Change! reduced by $275,000 down 15% on November 23rd 2024
2709 W Woodstock Road
10 Beds | 12 Baths | Total Sq. Ft. 7769 | Acres: 5.5
INVESTMENT, MULTI-GENERATIONAL, MULTI FAMILY AND COMMERCIAL OPPORTUNITY .. priced below appraised value on land and buildings providing instant equity. 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, dining rooms, a tavern and six ensuite guest rooms- perfect for short term rentals. The residence is perfect for a more intimate gathering or apartment conversion with an open concept main level kitchen/living/dining experience with 3 ensuite bedrooms upstairs plus a separate ground 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 Ottauquechee River on 5.5 acres in Woodstock VT! Unbelievable opportunity and location See
MLS Property & Listing Details & 40 images. Includes a Virtual Tour
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$1,999,000 | $474 per sq.ft.
Price Change! reduced by $396,000 down 20% on September 11th 2024
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 & 40 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 owners 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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$2,750,000 | $427 per sq.ft.
Price Change! reduced by $700,000 down 25% on September 3rd 2024
318 Ebbin Lockwood Way
3 Beds | 4 Baths | Total Sq. Ft. 6443 | Acres: 54.83
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
MLS Property & Listing Details & 40 images. Includes a Virtual Tour
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$2,800,000 | $951 per sq.ft.
2394 Fletcher Hill Road
Waterfront Owned 1000 Ft. of shoreline | 2 Beds | 3 Baths | Total Sq. Ft. 2944 | Acres: 14.9
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
MLS Property & Listing Details & 36 images.
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$2,865,000 | $818 per sq.ft.
4945 South Road
Waterfront Owned 450 Ft. of shoreline | 5 Beds | 4 Baths | Total Sq. Ft. 3502 | Acres: 2.7
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
MLS Property & Listing Details & 43 images.
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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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$3,995,000 | $777 per sq.ft.
18 The Green
6 Beds | 8 Baths | Total Sq. Ft. 5142 | Acres: 0.36
Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town's finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort and convenience. The first level of the original home features generous spaces for entertaining and cozy, intimate rooms for quiet reflection. Original wide pine plank floors, oversized 6/6 windows, formal parlor and library each with a working fireplace. There is potential for a first-floor primary suite. The main house is further completed by 3 ensuite bedrooms and laundry on the second level, and two guest rooms with a shared bathroom on the third. The magnificent, attached c1750 oak gunstock post and beam barn frame was disassembled, imported from Hampshire, England and added to the home in the 1980's, providing a Great Room beyond compare. Anchored by a massive stone fireplace, Palladian windows and a well-appointed chef's kitchen, all located on the main level. There is a guest suite, three car garage, and courtyard entrance on the walk out lower level stepping out to lovely, landscaped grounds and gardens. See
MLS Property & Listing Details & 40 images.
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$4,150,000 | $1,074 per sq.ft.
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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$8,000,000 | $1,486 per sq.ft.
115 Eastman Road
3 Beds | 4 Baths | Total Sq. Ft. 5384 | Acres: 68.92
Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a testament to elegant durability. From the mahogany exterior to the handcrafted front doors and custom-wrought hardware, this spacious and meticulously considered home celebrates the skill of Vermont's most talented craftspeople. The unparalleled 180 degree views over the Woodstock valley are spectacular in every season, offering year-round sunlight and ever-changing vistas. With a gourmet kitchen custom-built for entertaining, a 1,000 bottle wine cellar, and a double-sided great room fireplace, Sorgenfrei perfects conviviality. The measures taken to ensure the property's efficiency and durability are too numerous to name - among them, an 18kw solar array, Pella Architect-Series windows, and custom mortise and tenon fir construction. At home among Woodstock's most lauded residences, and gorgeously situated in one of the area's most prestigious neighborhoods, this home is a testament to uncompromising vision and a paean to unparalleled enjoyment of Vermont's Green Mountains. See
MLS Property & Listing Details & 49 images. Includes a Virtual Tour
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$8,950,000 | $1,003 per sq.ft.
Price Change! reduced by $300,000 down 3% on April 8th 2024
2034 Long Hill Road
4 Beds | 7 Baths | Total Sq. Ft. 8921 | Acres: 295.59
High up in the hills above South Woodstock, Little Baldy Hill Farm is set among rolling meadows with sweeping views of the Green and White Mountains. The 295 acre property offers complete privacy, miles of trails through spectacular classic Vermont landscapes, and a compound with every amenity carefully considered. Inspired by travels through Europe, the house was designed with a romantic, and very comfortable, take on country living. Arched windows and hallways, vaulted ceilings, a rounded tower and a great hall with a massive stone fireplace give context to spaces for gathering with friends and family and cozy nooks for reading. The property embraces its setting: taking in the views and light, with French doors inviting a walk in the courtyard gardens and the stone terrace, a splash in the pool, and quiet puttering in the greenhouse. The main house has four bedrooms en suite with a first floor primary and guest suite. The three-level carriage barn has a one bedroom guest apartment on the top floor. A ramp to the second floor allows for the storage of cars and carriages or makes for a great party barn or studio. Also on this level is a 5 stall stable with wash stall. The lower level houses a heated workshop and plenty of room for toys. The grounds include a tennis court, barn and pond and miles to explore. High speed internet. Surrounded by large landowners and yet close to GMHA and the South Woodstock Country Store. 2.5 hours to Boston. Delayed showings until 2.28.23 See
MLS Property & Listing Details & 40 images. Includes a Virtual Tour
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