Woodstock Quechee VT
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Under Contract
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$1,195,000 | $448 per sq.ft.
513 Deer Brook Way
4 Beds | 3 Baths | Total Sq. Ft. 2668 | Acres: 8.32
Set on a sun-bathed hillside between Woodstock Village and the renowned slopes of Killington and Pico, this custom-built Colonial captures what buyers seek most in Vermont: privacy, craftsmanship, and striking mountain views that feel close enough to touch. Thoughtfully designed by the respected Vermont Vernacular Builders, the home reflects classic regional architecture with refined proportions, timeless materials, and an effortless sense of place. The interior is bright, welcoming, and designed for both everyday living and memorable gatherings. Wide board floors run throughout, while exposed beams lend texture and authenticity to the inviting den and spacious eat-in kitchen. A butler's pantry provides exceptional storage and service flow to the formal dining room, and multiple living spaces -- including a fireplaced living room with gas insert and a den warmed by a wood stove -- offer comfortable options for relaxing or entertaining in every season. Positioned on more than eight private acres, the setting feels peaceful and secluded, yet remains remarkably convenient: Woodstock's celebrated restaurants, boutiques, and cultural attractions are just minutes away, and premier skiing at Killington's Skyeship Base Lodge is under eight miles from your door. Outdoor living is equally compelling, with a large deck perfectly oriented toward the mountains, an in-ground pool for summer enjoyment, and an oversized garage/barn with storage above presenting exciting potential for a guest suite, studio, or party barn. A rare combination of location, quality, and lifestyle flexibility, this property is ideally suited as a full-time residence, seasonal retreat, or investment in Vermont living at its best. See
MLS Property & Listing Details & 57 images.
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$1,199,000 | $746 per sq.ft.
289 Taft Family Road
3 Beds | 3 Baths | Total Sq. Ft. 1608 | Acres: 0.95
The Maple at Mountain Stream -- To be built by Mountain Stream at Quechee Lakes, the Maple offers 1,608 square feet of refined single-level living, paired with a detached two-car garage. A long, low silhouette under a steeply pitched standing-seam metal roof, vertical board-and-batten siding, and a slim chimney give the home a contemporary presence -- clean lines softened by the surrounding forest. The main level centers on a vaulted great room combining kitchen, dining, and living under cathedral ceilings, anchored by a fireplace and opening through triple-pane glass to a generous deck designed for entertaining or quiet mornings beneath the trees. A primary suite with private bath sits at one end; two more bedrooms share a full bath, joined by a mudroom, walk-in pantry, powder room, and combined laundry and mechanical room -- a thoughtful plan ideal for full-time residence, weekend retreat, or refined main-level living. Vaulted ceilings define the main living areas, while 8'4" ceilings in secondary spaces deliver balanced proportions throughout. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every room. Built to perform as beautifully as it lives, the Maple features high-efficiency construction with R-30 wall insulation, R-60 in the cap, and triple-pane windows throughout, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round trail network. Mountain Stream represents a new chapter at Quechee Lakes -- architecturally considered homes built by a developer committed to craft and longevity. This Is The Place. See
MLS Property & Listing Details & 11 images.
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Under Contract
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$1,300,000 | $407 per sq.ft.
125 Shurtleff Lane
4 Beds | 5 Baths | Total Sq. Ft. 3195 | Acres: 1.07
Beautifully sited just a short walk from Woodstock Village, this 2015 custom-built home blends modern comfort with timeless Vermont charm. Thoughtfully designed for everyday living and entertaining, the main level features an open, light-filled layout, a well-appointed kitchen, and seamless access to a sunny three-season room overlooking the landscaped grounds. The sought-after first-floor primary suite offers ease and convenience, with generous closet space and a private bath. With three additional bedrooms plus a dedicated office, the home offers plenty of room to spread out. The large finished basement provides flexible bonus space--perfect for a playroom, media room, fitness area, or hobbies. Central air conditioning ensures year-round comfort, while an oversized, heated garage and an in-ground irrigation system make this home convenient in every season. Step outside to a private patio, surrounded by terraced gardens and stonework that add character and curb appeal. Located in a quiet setting yet within easy reach of restaurants, shops, and the village green, this property offers modern convenience in one of Woodstock's most desirable walk-to-town locations. A rare opportunity to enjoy newer construction in the heart of Vermont's most charming village. See
MLS Property & Listing Details & 60 images. Includes a Virtual Tour
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$1,400,000 | $306 per sq.ft.
505 Deweys Mills Road
Waterfront Shared 216 Ft. of shoreline | 6 Beds | 5 Baths | Total Sq. Ft. 4571 | Acres: 0.9
The Dewey House joins timeless elegance with contemporary convenience. Situated on a quiet road adjacent to the Quechee Gorge waterfall in the charming town of Quechee, this property offers easy access to I-89, I-91, and Route 4. Nearby walking trails and direct water access lend themselves to outdoor pursuits, while the views from the house and its decks over the mill pond and hills create the perfect place to visit with friends, relax to the soothing sounds of the waterfall, or watch for eagles and hot air balloons. Whether you intend to run this as a private home, a short-term rental, or a B&B, you'll love being on this gracious property. Enter through the front door to an expansive foyer. To the left is the double-sized living room, which opens to the dining room. Beyond that, there is a study and a bathroom. To the right of the front door, you'll find a small sitting area, and then the expansive kitchen/breakfast room and deck access. Upstairs are the bedrooms, sitting rooms, and bathrooms. The second floor features an elegant office/sitting room/bedroom and bath on one end, two bedrooms and a bath on the other. The bifurcated third floor features two bedrooms and a bathroom accessible via one staircase, and an en-suite bedroom accessible via the other. All of the rooms enjoy views of the Vermont hills and blue sky, most overlooking the water. Many recent updates bring this antique treasure up to modern standards while preserving the historic integrity of this home. See
MLS Property & Listing Details & 58 images.
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$1,405,500 | $617 per sq.ft.
4074 Tichenor Road
4 Beds | 3 Baths | Total Sq. Ft. 2277 | Acres: 1
The Alder at Mountain Stream -- To be built by Mountain Stream at Quechee Lakes, the Alder offers 2,277 square feet of thoughtfully designed living across two levels, paired with a detached two-car garage. A steeply pitched standing-seam metal roof, vertical board-and-batten siding, and a dramatic central chimney give the home a modern presence -- clean lines softened by the surrounding forest. The main level centers on a vaulted great room combining kitchen, dining, and living under double-height ceilings, anchored by a fireplace and opening through triple-paned glass to a generous deck designed for entertaining or quiet mornings beneath the trees. A main-level primary suite with a walk-in closet and private bath is joined by a second bedroom with a walk-in closet, a full bath, a mudroom, mechanical room -- delivering single-level living when desired. The second level adds two more bedrooms beneath vaulted ceilings, including a generous bunk room ideal for kids or grandkids, plus a third full bath -- exceptional flexibility for family, guests, and four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every room. Built to perform as beautifully as it lives, the Alder features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round trail network. Mountain Stream represents a new chapter at Quechee Lakes, architecturally considered homes built by a developer committed to craft, performance, and longevity. This Is The Place. See
MLS Property & Listing Details & 13 images. Includes a Virtual Tour
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$1,465,950 | $541 per sq.ft.
470 Bentley Road
5 Beds | 4 Baths | Total Sq. Ft. 2709 | Acres: 1
The Evergreen at Mountain Stream -- Currently under construction at 399 Bentley Road, the Evergreen offers 2,709 square feet of contemporary living across two finished levels, paired with a detached two-car garage. A long, low silhouette under a standing-seam metal roof, composite board-and-batten siding, and a dramatic central chimney give the home a distinctly modern presence -- clean architectural lines softened by the surrounding forest. The main level opens to expansive living, dining, and kitchen areas anchored by a Wittus Shaker wood stove and stretching out to a generous deck designed for entertaining or for quiet mornings beneath the trees. A primary suite sits alongside three additional bedrooms and two more full baths, delivering true single-level living whenever so desired. The walkout lower level adds a fifth bedroom, full bath, family room, flex space, laundry, and generous storage -- exceptional flexibility for family, guests, and four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every single room. Built to perform as beautifully as it lives, the Evergreen features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round network of hiking, biking, and Nordic ski trails. Mountain Stream represents a new chapter at Quechee Lakes -- architecturally considered homes built by a developer committed to craft, performance, and longevity. This Is The Place. Photos are renderings only. CO expected 6/1/2026 See
MLS Property & Listing Details & 24 images.
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Under Contract
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$1,475,000 | $482 per sq.ft.
Price Change! reduced by $225,000 down 15% on September 11th 2025
593 Red Barn Road
5 Beds | 5 Baths | Total Sq. Ft. 3060 | Acres: 6.75
A rare opportunity! This private, tranquil 6.7 AC farm is just a short stroll to the Quechee Club and all amenities. Built in 1975 to the highest standard, and sited to take advantage of a lovely valley view overlooking pastures, rolling fields and your very own spring fed swimming pond. The home is beautifully composed with bright open spaces flowing seamlessly for entertaining and everyday living. Through the covered front porch enter a spacious foyer with sweeping staircase and French doors connecting to the formal dining room and living room both with fireplaces, gleaming hardwood floors and custom built-ins. The roomy, updated kitchen brings you to a tiled sunroom stepping out to a brick terrace. Main level primary bedroom ensuite, and home office, or guest bedroom complete the first level. Moving upstairs you'll find four more bedrooms, two bathrooms, laundry and extra storage space over the garage. Central AC, attached two-car garage, barn structure, Spectacular established perennial gardens, peach and pear trees. Showings begin with a Public Open House on Saturday Aug 23 from 10:30-12:30. See
MLS Property & Listing Details & 51 images. Includes a Virtual Tour
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$1,490,950 | $550 per sq.ft.
399 Bentley Road
5 Beds | 4 Baths | Total Sq. Ft. 2709 | Acres: 1
The Evergreen at Mountain Stream -- Currently under construction at 399 Bentley Road, the Evergreen offers 2,709 square feet of contemporary living across two finished levels, paired with a detached two-car garage. A long, low silhouette under a standing-seam metal roof, composite board-and-batten siding, and a dramatic central chimney give the home a distinctly modern presence -- clean architectural lines softened by the surrounding forest. The main level opens to expansive living, dining, and kitchen areas anchored by a Wittus Shaker wood stove and stretching out to a generous deck designed for entertaining or for quiet mornings beneath the trees. A primary suite sits alongside three additional bedrooms and two more full baths, delivering true single-level living whenever so desired. The walkout lower level adds a fifth bedroom, full bath, family room, flex space, laundry, and generous storage -- exceptional flexibility for family, guests, and four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every single room. Built to perform as beautifully as it lives, the Evergreen features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round network of hiking, biking, and Nordic ski trails. Mountain Stream represents a new chapter at Quechee Lakes -- architecturally considered homes built by a developer committed to craft, performance, and longevity. This Is The Place. Photos are renderings only. CO expected 6/1/2026 See
MLS Property & Listing Details & 22 images. Includes a Virtual Tour
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$1,525,500 | $554 per sq.ft.
5677 Hendee Way
4 Beds | 4 Baths | Total Sq. Ft. 2752 | Acres: 1
The Jasper at Mountain Stream -- To be built by Mountain Stream at Quechee Lakes, the Jasper offers 2,752 square feet of refined single-level living, paired with a detached two-car garage. A long, low silhouette under a sweeping shed roof, vertical board-and-batten siding, and a dramatic central chimney give the home a distinctly modern presence -- clean architectural lines softened by the surrounding forest. The main level centers on a vaulted great room combining kitchen, dining, and living under cathedral ceilings, anchored by a fireplace and opening through expansive Marvin glass to a generous deck designed for entertaining or quiet mornings in the trees. A primary suite with a walk-in closet and private bath sits at one end of the home; two additional bedrooms -- each with its own private full bath -- a dedicated mudroom, walk-in pantry, laundry closet, and mechanical room round out a thoughtful, efficient floor plan ideal for full-time residence, weekend retreat, or refined main-level living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every single room. Built to perform as beautifully as it lives, the Jasper features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round trail network. Mountain Stream represents a new chapter at Quechee Lakes -- architecturally considered homes built by a developer committed to craft, performance, and longevity. This Is The Place. See
MLS Property & Listing Details & 13 images.
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$1,560,000 | $500 per sq.ft.
4070 Tichenor Road
4 Beds | 5 Baths | Total Sq. Ft. 3120 | Acres: 1
The Thistle at Mountain Stream -- To be built by Mountain Stream at Quechee Lakes, the Thistle offers 3,120 square feet of contemporary living across two levels, paired with a single-bay tuck-under garage, separate heated storage with optional rec-room conversion, and a detached two-car garage. A long, low silhouette under a sweeping shed roof, vertical board-and-batten siding, and a dramatic central chimney give the home a distinctly modern presence -- clean architectural lines softened by the surrounding forest. The main level centers on a vaulted great room combining kitchen, dining, and living under cathedral ceilings, anchored by a fireplace and opening through expansive Marvin glass to a long deck. Two main-floor bedrooms each enjoy private full baths, joined by a mudroom and powder room. The walkout lower level adds a family room, an additional bedroom and an office (or optional fourth bedroom) with private full baths, plus laundry and mechanical rooms -- exceptional flexibility for family, guests, and four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every single room. Built to perform as beautifully as it lives, the Thistle features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round trail network. Mountain Stream represents a new chapter at Quechee Lakes -- architecturally considered homes built by a developer committed to craft, performance, and longevity. This Is The Place. See
MLS Property & Listing Details & 14 images. Includes a Virtual Tour
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$1,560,000 | $500 per sq.ft.
7034 Hiram Atkins Byway
4 Beds | 5 Baths | Total Sq. Ft. 3120 | Acres: 1
The Thistle at Mountain Stream -- To be built by Mountain Stream at Quechee Lakes, the Thistle offers 3,120 square feet of contemporary living across two levels, paired with a single-bay tuck-under garage, separate heated storage with optional rec-room conversion, and a detached two-car garage. A long, low silhouette under a sweeping shed roof, vertical board-and-batten siding, and a dramatic central chimney give the home a distinctly modern presence -- clean architectural lines softened by the surrounding forest. The main level centers on a vaulted great room combining kitchen, dining, and living under cathedral ceilings, anchored by a fireplace and opening through expansive Marvin glass to a long deck. Two main-floor bedrooms each enjoy private full baths, joined by a mudroom and powder room. The walkout lower level adds a family room, an additional bedroom and an office (or optional fourth bedroom) with private full baths, plus laundry and mechanical rooms -- exceptional flexibility for family, guests, and four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every single room. Built to perform as beautifully as it lives, the Thistle features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round trail network. Mountain Stream represents a new chapter at Quechee Lakes -- architecturally considered homes built by a developer committed to craft, performance, and longevity. This Is The Place. See
MLS Property & Listing Details & 14 images.
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$1,625,000 | $424 per sq.ft.
7074 Robert Frost Lane
5 Beds | 4 Baths | Total Sq. Ft. 3837 | Acres: 0.98
The Aspen at Mountain Stream -- To be built by Mountain Stream at Quechee Lakes, the 3,079-square-foot Aspen offers three levels of flexible, beautifully appointed living, with a single-bay tuck-under garage and a detached two-car garage. The main level centers on a great room that combines living, dining, and kitchen areas under double-height ceilings, anchored by a fireplace and opening to a deck ideal for entertaining or quiet mornings. A main-level primary suite, an additional bedroom with a walk-in closet, a mudroom, a mechanical room, and a half bath round out single-level living at its best. The second level adds a family room, full bathroom, and another bedroom. The lower level offers a family room, two more bedrooms, a full bathroom, and an optional mudroom or storage -- exceptional flexibility for family, guests, and four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful millwork in every room. Built to perform as beautifully as it lives, the Aspen features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round network of hiking, biking, and Nordic ski trails. Mountain Stream represents a new chapter at Quechee Lakes -- architecturally considered homes built by a developer committed to craft, performance, and longevity. A rare new construction opportunity in one of Vermont's most established four-season communities. This Is The Place. See
MLS Property & Listing Details & 13 images.
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$1,675,000 | $437 per sq.ft.
4071 Tichenor Road
5 Beds | 3 Baths | Total Sq. Ft. 3837 | Acres: 1.09
The Walnut at Mountain Stream -- To be built by Mountain Stream at Quechee Lakes, the Walnut offers 3,837 square feet of beautifully appointed living space across three levels, paired with a detached two-car garage. The main level centers on a great room that combines the kitchen, dining area, and living room into one expansive, light-filled space with soaring cathedral ceilings, a wood-burning fireplace, and a deck ideal for entertaining or quiet mornings. Five bedrooms, four bathrooms, and a generous recreation room provide ample room for family, guests, and the rhythms of four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful millwork that carries through every room. Built to perform as beautifully as it lives, the Walnut features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. The exterior is defined by a classic gable roofline and a welcoming deck designed for Vermont's outdoor lifestyle. Located within the Quechee Lakes community, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round trail system of more than thirty miles. Mountain Stream represents a new chapter at Quechee Lakes -- architecturally considered homes built by a developer committed to craft, performance, and longevity. A rare new construction opportunity in one of Vermont's most established four-season communities, and a chance to own something built to last, finished to impress, and ready for generations. This Is The Place. See
MLS Property & Listing Details & 16 images.
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$2,599,000 | $434 per sq.ft.
41 Pleasant Street
9 Beds | 11 Baths | Total Sq. Ft. 5993 | Acres: 0.46
This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont's most beloved communities. Woodstock is often hailed as "the prettiest small town in America," and for good reason. The village is a vibrant resort town with maple-lined streets, stately homes, artisanal boutiques, and a warm and welcoming spirit. The town and assorted local organizations offer cultural and family fun activities offered throughout the year. Currently being used as a 7-room Inn boasting an additional 2-bedroom owner's quarters, this property could be returned to operating as a private residential property with zoning permit. Please contact for more information on making this beautiful place your dream home! See
MLS Property & Listing Details & 54 images.
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$2,950,000 | $543 per sq.ft.
Price Change! reduced by $550,000 down 19% on March 13th 2026
61 Academy Circle
Waterfront Owned 6 Beds | 6 Baths | Total Sq. Ft. 5433 | Acres: 2
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 2+/- acres comprises of lovely landscaping around the home and plenty of land for gardens . The 18th century barn and corn crib lend much charm to the setting. There are 8 additional acres for sale if one would like to expand the property. 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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$3,300,000 | $896 per sq.ft.
249 Sawyer Road
3 Beds | 5 Baths | Total Sq. Ft. 3682 | Acres: 2.37
Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary residence is perfectly sited to overlook Woodstock's iconic Mount Tom and the Marsh-Billings Museum, Vermont's only National Park. The property sits at the end of a quiet road with only one other neighboring residence and is surrounded by over 400 acres of conserved land. There is a bedroom suite on each of the three levels, allowing family members or guests to claim their own space. The open living room on the main level is a natural gathering place, either by the fire in the winter, or out on the deck in the summertime to take in the views. The adjoining 1,040-sqft modern pool house was completed in 2023, providing a luxurious new extension of the home. Inside is an open floor plan, where floor-to-ceiling windows showcase unobstructed mountain views to the North and West. Thoughtfully designed with a custom Viking kitchen, spa-style walk-in shower, and guest bed, the pool house is ideal for entertaining guests, hosting family parties, or relaxing apres-ski. The outdoor heated pool is a centerpiece of the property, providing four-season enjoyment. See
MLS Property & Listing Details & 28 images. Includes a Virtual Tour
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$6,750,000 | $1,327 per sq.ft.
Price Change! reduced by $500,000 down 7% on August 29th 2025
412 Skyland Lane
4 Beds | 5 Baths | Total Sq. Ft. 5087 | Acres: 63.88
Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace. At the heart of the home is a chef's kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, and a spacious barn perfect for guest quarters, workshop or a car collection. Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. See
MLS Property & Listing Details & 48 images. Includes a Virtual Tour
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$14,900,000 | $1,190 per sq.ft.
Price Change! reduced by $3,100,000 down 21% on April 10th 2026
355 Greene Road
7 Beds | 10 Baths | Total Sq. Ft. 12520 | Acres: 183.7
Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and located next to the swimming pond. The main residence, completed in 2010, consists of the center core with porch - for cooking, gathering and entertaining; the owner's quarters with a 2nd floor suite and 2 bedrooms below; the guest wing with 3 first-level bedrooms, second-floor game room and adjacent 8-bed bunk room and a 4-story octagon with wine cellar at the base and flexible multi-use spaces above. All 7 bedrooms are ensuite plus 3 powder rooms. The attached gambrel barn is a professional grade gymnasium with 6-car heated garage underneath. The interior is like a grand lodge in the American West while the exterior with shingles and gambrel barn is traditional New England. The systems and mechanicals are all commercial grade. The finishes and craftsmanship are consistently superb. The atmosphere is relaxed and fun. As a complete fully furnished package, each and every attribute at Star Hill Farm - the location, land, exposure, privacy, views, guest house, barn, pond, residence and gymnasium- is exceptional, creating one of the finest properties in Vermont. See
MLS Property & Listing Details & 59 images. Includes a Virtual Tour
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