Woodstock Vermont MLS Listings Homes For Sale

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WOODSTOCK VT Home for sale $$449,000 | $427 per sq.ft.

$449,000 | $427 per sq.ft. WOODSTOCK VT HOME FOR SALE

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.


Under Contract WOODSTOCK VT Lake House for sale $$475,000 | $309 per sq.ft.

$475,000 | $309 per sq.ft. WOODSTOCK VT LAKE HOUSE FOR SALE

2115 East Woodstock Road Waterfront Owned 3 Beds | 2 Baths |   Total Sq. Ft. 1536  |  Acres: 1.23

This charming Woodstock home, with river views & versatile floor plan offers two levels of thoughtfully designed living space. This property is a fantastic opportunity for a short-term rental investment or the perfect family getaway for ski season! Upon entering, you'll immediately notice the attractive wood finishes & natural light, capturing the beauty of the surroundings. The home has 3 bedrooms & 2 full bathrooms. The main level includes an inviting living/dining area, bright updated kitchen, & primary bedroom with river views, as well as a full bath with convenient laundry. Downstairs, the lower level offers a spacious family room, along with two additional bedrooms & full bath. The property combines open spaces around the home with wooded areas & level back yard with views of the Ottauquechee River. As a vacation home or investment, this home's layout, makes it ideal for guests. Its proximity to Woodstock's bustling downtown & scenic trails enhances its desirability. Furthermore, amenities such as the open-concept & deck are perfect for accommodating gatherings. Featuring recent upgrades, including modernized appliances, energy efficiency updates, exterior paint just to name a few. Don't miss this highly sought-after destination, year-round outdoor activities, & vibrant cultural scene. Located by Vermont's Premier Ski Resorts, Dartmouth-Hitchcock Hospital 25 mins, Lebanon Municipal Airport 30 mins, Burlington Intl. Airport 90 mins, Boston Logan Intl. Airport 120 mins. See MLS Property & Listing Details & 44 images.


WOODSTOCK VT Home for sale $$499,999 | $351 per sq.ft.

$499,999 | $351 per sq.ft. WOODSTOCK VT HOME FOR SALE
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.


WOODSTOCK VT Home for sale $$545,000 | $182 per sq.ft.

$545,000 | $182 per sq.ft. WOODSTOCK VT HOME FOR SALE
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.


VILLAGE OF TAFTSVILLE IN TOWN OF WOODSTOCK VT Home for sale $$649,500 | $382 per sq.ft.

$649,500 | $382 per sq.ft. VILLAGE OF TAFTSVILLE IN TOWN OF WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $45,500 down 7% on September 16th 2024

105 Happy Valley Road 3 Beds | 1 Baths |   Total Sq. Ft. 1700  |  Acres: 0.44

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. Walk along the stone pathway from the driveway to the covered front porch and enter into beautiful, natural light and lovely wide-board pine floors in pristine condition throughout the home. The classic country kitchen has direct access to the garage with nicely separated bonus office space. The kitchen walls are of sturdy, whitewashed pine board and there are painted country cabinets in 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 clean, white walls, period trim and lighting, high ceilings and an abundance of natural light. 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 and nice light. New furnace in 2023 and the grounds boast mature perennial beds, a lovely setting, and there is great storage above the barn/garage. Must see and be sure to view the Unbranded Tour link. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour


VILLAGE OF WOODSTOCK IN TOWN OF WOODSTOCK VT Home for sale $$675,000 | $493 per sq.ft.

$675,000 | $493 per sq.ft. VILLAGE OF WOODSTOCK IN TOWN OF WOODSTOCK VT HOME FOR SALE

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.


WOODSTOCK VT Home for sale $$675,000 | $460 per sq.ft.

$675,000 | $460 per sq.ft. WOODSTOCK VT HOME FOR SALE
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.


WOODSTOCK VT Home for sale $$699,000 | $357 per sq.ft.

$699,000 | $357 per sq.ft. WOODSTOCK VT HOME FOR SALE
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.


WOODSTOCK VT Home for sale $$725,000 | $453 per sq.ft.

$725,000 | $453 per sq.ft. WOODSTOCK VT HOME FOR SALE
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.


Under Contract WOODSTOCK VT Home for sale $$730,000 | $289 per sq.ft.

$730,000 | $289 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $65,000 down 9% on August 22nd 2024

1207 Church Hill 3 Beds | 4 Baths |   Total Sq. Ft. 2527  |  Acres: 5.48

Historic Vermont cape house with easy access, only a mile to the Woodstock village center. There is a lot of history and character with beautiful old wood floors and beams. A covered walkway from the attached two-car garage comes into a mud-entry room and right into the classic farmhouse kitchen. Off the kitchen is a generous pantry/laundry room and a bath with shower. The spacious family room/den has a propane woodstove and is perfect for hanging out, chilling/reading or watching the ball game. On the first floor is also a classic formal dining room with lots of natural light, a first level bedroom with ensuite bath and a formal living room with wood-burning fireplace. Upstairs is the primary bedroom with a walk-in closet and ensuite bath, plus another bedroom with ensuite bath that opens into a hangout space with the classic "crooked window" like so many historic Vermont farmhouses have. There is a level side yard for hanging out/playing which also has raised bed gardens. Mechanicals have been updated with a newer Buderus furance and newer heat-exchange hot water heater. High speed internet is at the house. See MLS Property & Listing Details & 32 images.


WOODSTOCK VT Home for sale $$795,000 | $523 per sq.ft.

$795,000 | $523 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $55,000 down 7% on August 17th 2024

13 Golf Avenue 2 Beds | 2 Baths |   Total Sq. Ft. 1520  |  Acres: 0.28

Charming circa 1880 cape in Woodstock Village! Located on a quiet dead-end street across from Mt Peg trail head... Walk to all of towns amenities, shops, restaurants and events on Historic Woodstock Green. Championship golf, fly fishing and skiing near by. This lovely antique cottage has hardwood floors through out, open kitchen with first floor laundry. Adjacent is sitting area and dining. First floor bedroom with adjoining bathroom with soothing green accents. Second floor boasts a generous size bedroom with an abundance of natural light, small library for those reading enthusiasts who would like to curl up with a good book on a rainy day, another bathroom and charming bedroom at the end of the hallway. Enjoy the private covered porch on the back of the house overlooking the lovely perennial gardens. An antique barn awaits to be used for a garage or possible renovations into something more. Low maintenance home, well cared for with lots of character- This property has good rental history for a buyer looking for extra income. Come take a look! See MLS Property & Listing Details & 32 images.


WOODSTOCK VT Home for sale $$845,000 | $1,408 per sq.ft.

$845,000 | $1,408 per sq.ft. WOODSTOCK VT HOME FOR SALE

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.


WOODSTOCK VT Home for sale $$899,000 | $687 per sq.ft.

$899,000 | $687 per sq.ft. WOODSTOCK VT HOME FOR SALE

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.


WOODSTOCK VT Home for sale $$985,000 | $335 per sq.ft.

$985,000 | $335 per sq.ft. WOODSTOCK VT HOME FOR SALE

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.


WOODSTOCK VT Home for sale $$995,000 | $312 per sq.ft.

$995,000 | $312 per sq.ft. WOODSTOCK VT HOME FOR SALE

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.


WOODSTOCK VT Lake House for sale $$1,095,000 | $354 per sq.ft.

$1,095,000 | $354 per sq.ft. WOODSTOCK VT LAKE HOUSE FOR SALE
Price Change! reduced by $400,000 down 37% on September 10th 2024

16 Church Street Waterfront Owned 4 Beds | 3 Baths |   Total Sq. Ft. 3089  |  Acres: 0.52

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 MLS Property & Listing Details & 40 images.


WOODSTOCK VT Home for sale $$1,245,000 | $265 per sq.ft.

$1,245,000 | $265 per sq.ft. WOODSTOCK VT HOME FOR SALE
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.


WOODSTOCK VT Home for sale $$1,250,000 | $729 per sq.ft.

$1,250,000 | $729 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $250,000 down 20% on September 27th 2024

403 Horseshoe Way 2 Beds | 2 Baths |   Total Sq. Ft. 1714  |  Acres: 15.8

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 MLS Property & Listing Details & 43 images. Includes a Virtual Tour


WOODSTOCK VT Home for sale $$1,340,000 | $504 per sq.ft.

$1,340,000 | $504 per sq.ft. WOODSTOCK VT HOME FOR SALE
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


WOODSTOCK VT Home for sale $$1,499,000 | $409 per sq.ft.

$1,499,000 | $409 per sq.ft. WOODSTOCK VT HOME FOR SALE
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