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238 Stowe Hill Rd, Wilmington
$2,950,000
9 Beds ⋅ 11 Baths ⋅ 5095093 MLS
Green Meadows Farm is a rare Southern Vermont estate where timeless character, modern comfort, and exceptional recreational amenities come together across more than 16 picturesque acres. Just minutes from Lake Raponda, downtown Wilmington, Mount Snow, and The Hermitage Club, this remarkable property offers sweeping mountain views, stunning sunsets, and the space to create lasting memories for generations. At the heart of the property is a beautifully maintained six-bedroom farmhouse that blends classic New England charm with thoughtful, energy-efficient upgrades. Warm wood floors, inviting gathering spaces, updated kitchens and baths, and period details throughout create a home that is both elegant and welcoming. A post and beam three-season room with a hot tub provides the perfect place to unwind while taking in the surrounding landscape. The property also includes a separate three-bedroom guest cottage, ideal for extended family, guests, caretakers, or rental opportunities. For entertaining on a grand scale, the impressive party barn features an expansive gathering space with kitchen facilities, an indoor basketball court, and room for everything from family celebrations to recreation and hobbies. The lower level, once the dairy barn, offers abundant storage for vehicles, recreational equipment, tools, and toys. Equestrian enthusiasts will appreciate the horse stables, fenced pasture areas, and open grounds, while outdoor lovers will enjoy the property's proximity to Lake Raponda, skiing, hiking, snowmobiling, and year-round recreation. Multiple outbuildings and flexible spaces create endless possibilities for agricultural use, workshops, or a private family compound. Whether envisioned as an equestrian estate, multigenerational retreat or four-season Vermont getaway, Green Meadows Farm presents an extraordinary opportunity to own one of the Deerfield Valley's most distinctive properties.

238 Stowe Hill Rd, Wilmington

5798 South Rd, Woodstock
$2,950,000
8 Beds ⋅ 8 Baths ⋅ 5094600 MLS
Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful perennial gardens, antique moss covered stonewalls, an apple orchard, large swimming pond and a privately sited tennis court. The Estate is meticulously cared for and combines antique craftsmanship with modern touches. The Main house consists of 5 bedrooms including a first floor primary suite with private bath, vaulted ceilings and new large walk in closet. Kitchen features thermador appliances and quartz counters anchored by a large dining room with stunning wood floors. An expansive cozy living room centered by a handsome brick fireplace to curl up with a book on a snowy day. The rooms are spacious and inviting with an abundance of light, exposed original hand-hewn beams and easy access for outdoor entertaining on the brick patio or the new east terrace. Enjoy a separate 3 bedroom Guest House for friends/family with good rental income history. New Tesla Tower for backup power. Located in the heart of horse country and the village of South Woodstock. Enjoy skiing, championship golf and fly fishing on the Black River. Easy access to shopping, restaurants and Upper Valley. Only 8 minutes to Woodstock, 2.5 hours to Boston and 5 hours to NYC. Kedron Valley Farm is a stunning, quintessential farm in the heart of GMHA.

5798 South Rd, Woodstock

68 Green Peak Orch S, Dorset
$2,950,000
5 Beds ⋅ 6 Baths ⋅ 5081997 MLS
Welcome to Green Peak Orchard in Dorset, Vermont, where timeless architecture and exceptional craftsmanship define this custom Greek Revival residence on 9.9 private acres. Surrounded by mature landscaping, stone walls, and slate terraces, this remarkable home blends classic New England elegance with modern comfort. Designed with meticulous attention to detail, the home features wide-plank floors, hand-plastered walls and ceilings, custom moldings, historic reproduction lighting, finely crafted wainscoting and cabinetry, plus premium materials including slate and copper roofs, Vermont marble, and soapstone. A brick-floored mudroom opens to the heart of the home; an expansive, sun-filled chef's kitchen with butler's pantry, dining area, and bar. Just beyond, a charming kitchen garden provides fresh herbs and seasonal blooms. The adjoining keeping room with fireplace flows into a rustic family/sunroom anchored by a dramatic Vermont fieldstone fireplace. French doors from both rooms open to a gracious slate terrace, creating seamless indoor-outdoor living and entertaining. A hardwired audio system enhances the home's inviting atmosphere. The main level also offers a book-lined library and a private guest bedroom with full bath. Upstairs, the primary suite is a peaceful retreat with a spacious spa-inspired bath. Three additional bedrooms and two full baths provide generous accommodations. Radiant heat throughout ensures year-round comfort. The full basement, complete with radiant heat and a half bath, offers outstanding potential for additional finished living space. Landscaped grounds feature mature gardens, stonework, an outdoor shower, and a hot tub for relaxing beneath the night sky. Completing the property are a two-story attached barn/workshop, a two-car garage with loft storage, and an attached tractor shed. A rare offering which must be seen to fully appreciate. Measurements approximate.

68 Green Peak Orch S, Dorset

249 Sawyer Rd, Woodstock
$2,950,000
3 Beds ⋅ 5 Baths ⋅ 5072035 MLS
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. 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.

249 Sawyer Rd, Woodstock

46 Deer Run, Killington
$2,895,000
3 Beds ⋅ 4 Baths ⋅ 5108098 MLS
BRAND NEW CONSTRUCTION. Set on 0.88 private acres just minutes from Killington and Pico Mountain, this newly built mountain retreat is a true blank slate with some of the best views in town. Including three bedrooms and four bathrooms this is a thoughtfully crafted home. Ceilings soar to 28 feet in the den, 12 feet upstairs and in the primary suite, and 10 feet in the basement, with Anderson windows framing the surrounding scenery. A native granite masonry fireplace anchors the open living area. The kitchen features GE Profile appliances, three ovens, and a Blanco barn sink. Moen matte fixtures, custom woodwork, ¾" knotty pine tongue-and-groove accents, and Danaher-finished yellow pine floors add warmth throughout, while Chicago brick tile brings rustic charm to each bath. Built 20% beyond standard efficiency benchmarks with whole-house spray foam, high-end plumbing, and multi-zone HVAC with high-efficiency AC. Also included: heated garage, ski room with custom cubbies, 1,000-gallon propane tank, and generator readiness. Over 3,000 sq ft of additional unfinished space you could add to the home without an addition. CertainTeed cedar impression siding and a standing seam metal roof with snow guards complete the exterior. A rare chance to own brand-new construction minutes from the lifts and Killington's access road. Call today to learn more about this amazing home!

46 Deer Run, Killington

2060 Townshend Rd, Grafton
$2,895,000
6 Beds ⋅ 4 Baths ⋅ 5092853 MLS
A rare opportunity to own one of Southern Vermont's most remarkable private estates, Riverledge Farm encompasses more than 300 acres in the historic village of Grafton. Nestled in the Green Mountains, this exceptional property combines natural beauty, recreation, and a large homestead. A winding approach framed by mature maple trees and classic stone walls leads to the elegant white farmhouse, where timeless Vermont character meets modern comfort. The residence features six bedrooms, four bathrooms, and two kitchens, complemented by an impressive collection of outbuildings, including a 4,000+ square foot timber frame barn for events, five-bay garage with workshop and offices, seven-bay pole barn, and a three-stall horse barn with heated tack room. Additional accommodations include a separate guest or caretaker residence and two rustic cottages. The substantial acreage includes timberland and open pastures, a half-acre aerated pond, more than two miles of streams, and 6.7 miles of private roads and trails throughout the property. Bordering Mollie Beattie State Forest and the South Branch of the Saxtons River, the land offers opportunities for outdoor recreation, forestry, conservation, maple sugaring, and agricultural pursuits. Three access points to the VAST trail network add to the property's recreational appeal. Meticulously maintained grounds, diverse natural features, and a location near the village of Grafton complete this rare Vermont offering.

2060 Townshend Rd, Grafton

56 Vistas Dr Unit #5, Killington
$2,875,000
4 Beds ⋅ 5 Baths ⋅ 5059095 MLS
NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of a single family home coupled with the convenience, service, and amenities of a homeowners association. Situated in the center of one of Killington's only ski on/ski off communities, the Vistas enables occupants to access the ski lifts and trails, and return home, without the need for a vehicle. The high quality homes being built offer 4 luxury bedroom suites each with a balcony and private bath, a great room with soaring fireplace, and a recreation room with walkout to a private deck. This home features a home office space, radiant heat, a ski storage/mudroom, and 1-car attached garage. Only 6 homes comprise the Vistas community on a 3.8 acre parcel of common land within the Sunrise community. Each home has full access to all Sunrise amenities including an indoor pool, outdoor summer pool, outdoor year round hot tub, fully equipped fitness center and locker rooms, tennis courts, and extensive trail network. Call now to hear more about this unique and limited opportunity to customize one of only three more homes being built at The Vistas. *Photos are representative of a previously constructed Vistas Home. Property for sale is yet to be built*

56 Vistas Dr Unit #5, Killington

1121 Herrick Brook Rd, Pawlet
$2,850,000
5 Beds ⋅ 4 Baths ⋅ 5116106 MLS
Originally built in 1804, this remarkable brick home has undergone an extraordinary three-year, top-to-bottom renovation. Nearly every major component has been updated, including new HVAC, electrical, plumbing, insulation, roofing, windows, bathrooms, kitchen, flooring, lighting, a Tesla Powerwall backup system, and much more. The result is a home that beautifully preserves its historic character while offering modern comfort and efficiency. The main residence offers over 5,000 square feet of living space, with five spacious bedrooms (reconfigured from nine smaller bedrooms), beautifully renovated marble baths, a stunning open concept kitchen with new appliances, including a 72” Lacanche range with six burners, warming drawers, and a deep fryer, wide-plank pine floors, and a dramatic stone fireplace. There are an additional four original decorative marble fireplaces. The property encompasses 37.6 acres with long-range mountain views, a large spring fed pond, expansive lawns, an original milk house and goat barn, and a charming two bedroom, 1.5 bath guest cottage with a full kitchen and laundry. In addition, there is an original 100’ long, hand hewn chestnut barn complex and a five bay equipment barn. Herrick Brook runs along one side of the property, and there are stone walls and numerous 200 year-old maples scattered throughout the property, creating a truly exceptional Vermont estate. This is a rare opportunity to own a turnkey historic property where virtually all of the hard work has already been completed.

1121 Herrick Brook Rd, Pawlet

2334 Morse Hill Rd, Dorset
$2,850,000
2 Beds ⋅ 4 Baths ⋅ 5083576 MLS
Beautiful Dorset Contemporary Offering Privacy, Comfort, and Easy Living. If you’ve been looking for a private Vermont retreat with room to relax, entertain, and enjoy the beauty of every season, this exceptional custom home may be the perfect fit. Built in 1996 by respected Dorset builder Keith Dodson, this thoughtfully designed 5,731 sq. ft. contemporary sits on 12.15 peaceful acres with a pond and detached four-car garage. Inside, the home offers a welcoming and comfortable layout with 9 rooms, hardwood floors, radiant heat, central air with four zones, and a partial-house generator for added peace of mind. The kitchen features cherry cabinets, Corian countertops, a large island, cathedral ceiling, and easy access to the screened porch, an ideal spot for morning coffee or quiet summer evenings. The dramatic great room creates a wonderful gathering space, with its soaring two-story cathedral ceiling, skylights, exposed beams, built-ins, window seats, and balcony overlook. Throughout the home, warm details such as vertical pine walls, granite stone-faced fireplaces, and generous natural light add character and charm. The exterior combines cedar siding, granite stone accents, and a slate roof for lasting beauty and durability. A detached four-bay garage with direct entry and second-floor storage adds convenience and flexibility. This is a special property for those seeking quality construction, privacy, and a relaxed country lifestyle in one of Vermont's most desirable settings.

2334 Morse Hill Rd, Dorset

332 Luce Hill Rd, Stowe
$2,800,000
3 Beds ⋅ 2 Baths ⋅ 5101377 MLS
332 Luce Hill Road, Stowe, VT, A Vermont Legacy, Once in a Generation Some properties come on the market. This one comes into your care. Built in 1830 and held on 18 acres of open meadow and rolling farmland in Stowe's protected Meadowland Overlay District, 332 Luce Hill Road is a rare offering: a true multi-generational legacy property, ready for a new steward to write its next chapter. The farmhouse and its attached barn have anchored this land for nearly two centuries, and they're protected to stay that way. Deed restrictions ensure both structures may be renovated and updated, but never torn down, a rare guarantee that the character of this property, and this stretch of Vermont countryside, will endure. Exterior changes are subject to Stowe Historic Preservation review, keeping the home's story intact for whoever comes next. The land itself is the story here: open meadow, mountain views, and the kind of acreage that has supported farming, gathering, and quiet Vermont living for generations. The property is serviced by town water, adding practical ease to its rare setting and history. This is more than a house, it's an invitation to be part of something ongoing. For the right owner, one who wants to honor this land's history while shaping its future, 332 Luce Hill Road offers a foothold in Stowe that few properties, and few families, ever get the chance to hold.

332 Luce Hill Rd, Stowe

507 Worcester Ridge Rd, Elmore
$2,795,000
3 Beds ⋅ 4 Baths ⋅ 5097873 MLS
Set on 7.5 acres in Elmore, Vermont, this contemporary residence was thoughtfully designed to fill the home with natural light and impressive Green Mountain views. The open-concept main level brings together a well-appointed kitchen, dining area, and living room centered around a striking granite fireplace, creating inviting spaces for everyday living and entertaining. The home offers a first-floor primary ensuite with two bedrooms and two baths in the lower level, along with a dedicated wine cellar, a spacious mudroom, and carefully selected finishes throughout. Radiant heat, central air, and an attached two-car garage provide year-round comfort, while landscaped grounds complement the home's clean architectural lines. Offered furnished with some exceptions, the property is ready to be enjoyed from day one. Outdoor enthusiasts will appreciate the close proximity to world-class skiing, backcountry adventures, hiking and biking trails. Defined by clean architecture, meticulous craftsmanship, and framed by views of Mt. Mansfield. This is a home for those drawn to Vermont's most scenic countryside.

507 Worcester Ridge Rd, Elmore

1726 Skitchewaug Trl, Springfield
$2,790,000
4 Beds ⋅ 5 Baths ⋅ 5098535 MLS
Set on 157 private acres with sweeping long-range views of the Connecticut River, this meticulously restored circa 1735 Cape offers a rare blend of historic character, refined comfort, and estate-scale amenities. Completely dismantled and rebuilt with care, the post-and-beam residence displays exposed beams, wide-board floors and sheathing, gunstock corner posts, and classic brick fireplaces alongside thoughtful modern upgrades. The inviting, renovated kitchen features an oversized fireplace, high-end appliances, and expansive views of the swimming pond and distant views of the Connecticut River. Three en-suite bedrooms include a gracious first-floor primary suite enhanced by a 30-by-20-foot addition. A detached one-bedroom guest cottage with a four-bay garage, a separate utility barn, walking trails, and a 40-acre maintained hay field creates an exceptional private retreat. Mechanical upgrades, a concrete basement, and a whole-house generator provide ease and reliability, with convenient access to Interstate 91, all-season recreation, and Hartness State Airport approximately 20 minutes away. 4 hours to NYC, 2.5 hours to Boston.

1726 Skitchewaug Trl, Springfield

151 Big Rock Rd, Killington
$2,750,000
4 Beds ⋅ 4 Baths ⋅ 5107842 MLS
Ski-on, ski-off residence just steps from Killington’s Homestretch Trail, 151 Big Rock Road is a custom-built mountain retreat that pairs a desirable location with striking architecture. At the heart of the home, the main living area invites you to gather and unwind. A floor-to-ceiling natural stone fireplace comes together with cathedral ceilings, expansive windows, exposed timber framing and wide-plank floors to create an inviting mountain setting. The seamless connection to the kitchen and dining area creates an effortless setting for entertaining, lingering over meals, and relaxing together after a day on the slopes. Warm wood cabinetry and finishes complement the stainless-steel appliances, while a generous breakfast bar provides a casual spot for dining and conversation. Just off the main living area, a cozy den offers a quiet place to escape the activity and unwind. The spacious mudroom is thoughtfully designed for mountain living, with durable slate flooring, plenty of room for gear and a wood-burning stove to welcome you in. From here, a ¾ bath with sauna leads to the deck and hot tub. A striking timber staircase brings you to the second level and tucked at one end is the primary bedroom complete with en-suite bath, walk in closet, another dramatic fireplace, and a private balcony with stairs down to the hot tub. The other end of this generous level has an expansive recreation room with a private balcony that extends the length of the living space and rear stairs down to the hot tub. This impressive room provides a second gathering area for apres-ski and games. Three more refined bedrooms and a full bathroom complete the second floor. Lastly, this home features a heated attached two car garage and a semicircle driveway with plenty of parking. Entry from the garage leads to a laundry room and another half bath. From its exceptional location to thoughtfully designed spaces 151 Big Rock has it all! Check out the 3D tour and schedule your private showing!

151 Big Rock Rd, Killington

48 Pike St, Stowe
$2,750,000
4 Beds ⋅ 4 Baths ⋅ 5063832 MLS
Originally built in 1900 and reimagined through meticulous renovations, this distinguished home blends timeless Vermont charm with modern sophistication. Details are crafted with care, including bespoke built-ins, hand-selected hardware, and refined fixtures that elevate each room. The gourmet, open-concept kitchen invites gatherings around its expansive island and flows directly into a grand dining room. A striking stone fireplace anchors the space, creating a dramatic focal point for entertaining or enjoying quiet evenings. A modern addition included a stately two car garage with a private primary suite above. This gorgeous, window-filled space is complete with a full bathroom with a steam shower, soaking tub, walk-in closet, and kitchenette. Owners can enjoy their morning coffee right from their bedroom suite, or use the space to welcome guests in style. Set back from the street, the home provides peace and privacy while keeping you in the center of Stowe Village. Step outside and stroll to the public library, upscale shops, and acclaimed dining all just moments from your front door.

48 Pike St, Stowe

118 Brigham Hill Ln, Essex
$2,745,000
4 Beds ⋅ 7 Baths ⋅ 5089125 MLS
Set behind a gated entrance and approached by a winding private drive, this custom-designed fully-furnished residence is surrounded by 63.15 acres of beautifully landscaped, estate-like grounds offering exceptional privacy just minutes from Essex Junction and Burlington. Thoughtfully positioned to capture the natural beauty of the property, the home offers a rare balance of quiet seclusion and convenient access to nearby golf, dining, and Vermont’s mountains. Designed for both refined entertaining and comfortable daily living, the home blends expansive gathering spaces with warm, inviting interiors. At the center of the main level, the chef’s kitchen features a Wolf cooktop, oversized island, walk-in pantry, and custom copper-lined sink, flowing easily into both formal and casual living areas. Large windows and outdoor access throughout the home create a seamless connection to the surrounding landscape and expansive rear deck. With four bedrooms and 6.5 baths, the layout offers privacy and flexibility for hosting. The primary suite serves as a peaceful retreat with a spa-like bath, soaking tub, and generous walk-in closet, while three additional en suite bedrooms provide exceptional comfort. A third-level media room, bonus spaces, and a distinctive cupola with sweeping views add to the character and versatility you’ll find throughout this home. The walkout lower level was designed with entertaining in mind, featuring a recreation room, bar, wine cellar, office, and full bath. Outdoors, the property continues to unfold as a private Vermont retreat with a pond and dock, raised garden beds, fire pit area, and professionally designed landscaping that brings color and enjoyment throughout the seasons. Offering the scale and setting of a country estate without sacrificing proximity to Greater Burlington conveniences, this is a property for those who value privacy, open space, and an elevated Vermont lifestyle.

118 Brigham Hill Ln, Essex

58 Red Hawk Rise, Stratton
$2,700,000
5 Beds ⋅ 6 Baths ⋅ 5113717 MLS
Crafted by Vermont Barns / Wadsworth Design Build, this custom timber frame home in Stratton, Vermont, brings together beautiful craftsmanship, generous living spaces, and a peaceful National Forest setting just 15 minutes from both Mount Snow and Stratton Mountain. With five bedrooms, six bathrooms, and two bonus rooms for additional sleeping space, the home offers ample room for family and guests. At the heart of the home, an expansive open kitchen, dining, and living area showcases the warmth and architectural beauty of the timber frame. A dramatic wall of windows draws the surrounding mountain landscape indoors and fills the gathering space with natural light. The floor-to-ceiling stone wood-burning fireplace anchors the living room, creating an inviting setting for après-ski gatherings. With generous space to prepare meals, gather around the dining table, and relax by the fire, the open layout keeps everyone connected. An expansive mudroom provides a practical arrival point with room for ski gear, boots, and the essentials of Vermont mountain life. Two bedrooms feature ensuite baths, providing added comfort and privacy. The primary suite offers a private retreat with a balcony perfectly positioned to take in mountain sunrises. The lower level provides another welcoming space to gather, complete with a custom bar for relaxed evenings and entertaining. Outdoor living is equally inviting, with a screened porch for leisurely meals and quiet mornings, a back deck with a fire pit for evenings together, and a hot tub for unwinding after a day on the mountain. The surrounding forest creates a peaceful backdrop throughout the seasons. An attached two-car garage adds everyday convenience, while a detached barn with a second-floor gym expands the property’s versatility. Thoughtfully designed for both gathering and retreat, this distinctive timber frame home offers enduring craftsmanship and easy access to the best of Southern Vermont.

58 Red Hawk Rise, Stratton

36 Woffenden Rd, Wilmington
$2,699,000
6 Beds ⋅ 3 Baths ⋅ 4971898 MLS
Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better—this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or envision more—the potential to be certified organic or transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm!

36 Woffenden Rd, Wilmington

2072 Saw Mill Hill Rd, Wells
$2,695,000
3 Beds ⋅ 6 Baths ⋅ 5109153 MLS
High on the side of Northeast Mountain, this exceptional 17.3-acre property brings together architecture, engineering, landscape, and privacy in a remarkable Vermont setting. Elevated above a scenic Green Mountain valley, the property enjoys expansive western and northern views, with the Adirondacks visible in the distance. Custom designed and built with an uncommon focus on performance and longevity, the 5,000+ square-foot residence pairs a Bensonwood timber frame with Structural Insulated Panels (SIPs), creating an exceptionally tight, highly insulated building envelope for year-round energy efficiency and climate control. State-of-the-art systems are thoughtfully organized for accessibility and future maintenance, providing both sophisticated performance today and flexibility for future upgrades. Inside, impressive scale is balanced by warmth and livability. Three bedrooms and five-and-a-half baths are complemented by multiple living areas, a beautifully appointed gourmet kitchen, tranquil screened porch, and a full guest apartment for privacy. The layout offers excellent flexibility for entertaining, extended stays, or simply enjoying the generous spaces. Outside, landscaped grounds lead to a classic timber-frame barn with storage and potential for future expansion. A large fenced pasture adds versatility for gardening, recreation, or animals. Despite its private mountain setting, the property is conveniently connected to the region. Golf, hiking, an extensive mountain-bike trail network, Lake St. Catherine, and the village of Wells are nearby, with Dorset and Manchester an easy scenic drive away and several ski areas within an hour. For those who appreciate distinctive architecture, intelligent construction, energy performance, land, and long-term flexibility, this is a property designed to endure. Come experience the views, craftsmanship, and extraordinary quiet for yourself. Schedule a private showing and discover this exceptional Vermont mountain property.

2072 Saw Mill Hill Rd, Wells

426 Roaring Brook Rd, Killington
$2,675,000
6 Beds ⋅ 5 Baths ⋅ 5097098 MLS
This Stunning home has an amazing location on the 4th hole of Killington Golf Course in the heart of Killington Resort! It has an extraordinary combination of golf course frontage and unobstructed vistas of the Killington Mountain range. Enjoy total privacy while being less than a half a mile to the downtown restaurants, and less than 2 miles to the Killington Base lodges. The recent renovations by renowned architectural firm Robert Carl Williams include large round custom windows, wide plank white oak quarter sawn flooring, and natural Vermont granite, which are seen throughout this magnificent home. The open floor plan is ideal for entertaining. The chef’s kitchen and large connected dining room are steps from the sunroom with its floor to ceiling windows that integrate the 1.5-acre landscape. This floor also has a main floor guest bedroom and full bathroom. The generous newly added master bedroom on the top floor, with en-suite bathroom, features breathtaking year-round mountain views. This floor also has an additional bedroom and full bathroom. Visit the first floor to discover a family room with a fireplace, kitchenette, two offices, a full bathroom, an additional sunroom, as well as access to the outdoor hot tub. You enter the home via the custom post and beam four vehicle carport. The property has an equally impressive studio apartment located above a heated detached two-car garage. Meticulously designed, constructed, and maintained, this exceptional home will be enjoyed for generations to come.

426 Roaring Brook Rd, Killington

66 Hollow Farm Rd, Woodstock
$2,650,000
5 Beds ⋅ 4 Baths ⋅ 5091062 MLS
CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef’s kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead—with its native timbers and stone fireplace—creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook House—a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience.

66 Hollow Farm Rd, Woodstock

113 N Village Rd, Ludlow
$2,650,000
5 Beds ⋅ 6 Baths ⋅ 5012032 MLS
This beautiful and very spacious newly constructed home, with energy efficient upgrades, has over 6,000 square feet of living space on three levels. Within walking distance to the slopes, located close to the Base Lodge area, this home has everything a ski home needs. Enter through the carefully crafted front door into one of the two mudrooms, or through the two car garage or by the side mudroom and you will see walls of three-pane glass picture windows (for insulation and acoustics) looking at your mountain range view. An open floorplan with vaulted ceilings, large chef's kitchen with an island, hickory flooring, dining and living room with a fireplace that has a metal insert with internal blowing. There are 5 and a half bathrooms, plenty of spacious bedrooms, and a beautiful media/recreation room with a wall of windows, vaulted ceiling and view, which will be a fun space for entertaining guests! A hot tub, and covered porch/deck add to the exterior ambiance. Radiant heat on the ground floor, air recuperation system, 2x8 walls, foam insulation in walls and roof and more!

113 N Village Rd, Ludlow

51 E Ash Rd, Plymouth
$2,650,000
7 Beds ⋅ 10 Baths ⋅ 5025237 MLS
Welcome to Eureka House. This 7 bedroom Robert Carl Williams designed home is the ultimate in Vermont luxury and privacy. Enjoy unparalleled amenities like a 14-seat theater with stage, drive-through portico entrance, 2 story living room with gallery, 2 laundries, bedrooms are all en suite, and a 2 1/2-story carriage house with 3-car garage as well as living space above. The property is framed with beautiful stonework, patios, gardens, and a gently babbling stream. Exceptional craftsmanship coupled with the very finest materials makes this one of the nicest homes in the Hawk Resort community. Need to work remotely - the generous office suite provides what is needed to stay connected and affords some very nice views too. Game time is easy with a 2nd living room with billiards, an arcade game on the lower level, and a gaming/puzzle space on the top level. There's even a fun bunk room with a kid-sized bathroom.  The carriage house is perfect for a private guest house or caretaker. The home has recently undergone system and mechanical upgrades to bring it up to date for easy living. Being sold fully finished makes it a true turn-key residence. Okemo Ski Resort is about 10 minutes away, Rutland Regional Airport is about 30 minutes away, and lots of hiking, biking, shopping, and fly fishing are close by.   You must see it in person to appreciate this quality home in the Okemo Valley. Visit the Okemo real estate community today. Taxes are based on current town assessment.

51 E Ash Rd, Plymouth

29 Mountain Rdg, Wilmington
$2,625,000
5 Beds ⋅ 8 Baths ⋅ 5114037 MLS
Discover a rare opportunity to complete a spectacular custom timber-frame residence on 25 private acres in the heart of Southern Vermont's premier four-season recreation destination. Ideally situated adjacent to the Haystack Golf Course and The Stack Restaurant, just minutes from the exclusive Hermitage Club and Mount Snow Resort, this partially constructed home offers an exceptional combination of privacy, natural beauty, and incredibly close proximity to world-class skiing, golf, and year-round outdoor adventure. This impressive residence showcases beautiful timber-frame craftsmanship, soaring ceilings, dramatic architectural details, and expansive windows that bring the surrounding Vermont landscape indoors. With much of the home's construction already completed, the next owner has the exciting opportunity to select the finishes and personal touches that will make this remarkable property their own. The thoughtfully designed floor plan envisions approximately 7,000 square feet of finished living space across three levels. At the heart of the home, a magnificent two-story great room with a dramatic fireplace and walls of windows will create a stunning gathering space. The adjoining dining area and spacious kitchen are designed for effortless entertaining with convenient access to expansive outdoor decking and views. The main-level primary suite envisions a private retreat with a generously sized bedroom, luxurious bath, and dual walk-in closets. Upstairs, two additional en suite bedrooms will complement a dedicated office or open loft overlooking the great room. The walkout lower level adds exceptional possibilities for entertaining and relaxation, planning for a spacious recreation room, wet bar, sauna, movie theatre, and bunk room with a large full bath and storage closet. Above the oversized 2 car garage with room for ATVs or snowmobiles is a great space with another full bath providing additional flexibility for a home gym, family room, or sleeping space.

29 Mountain Rdg, Wilmington

2687 Garvin Hill Rd, Woodstock
$2,600,000
5 Beds ⋅ 5 Baths ⋅ 5112419 MLS
2687 GARVIN HILL ROAD- Surrounded by the rolling hills and natural beauty of the Woodstock countryside, 2687 Garvin Hill Road offers a quintessential Vermont lifestyle on 18.16 acres, just minutes from the heart of Woodstock Village. Landscaped grounds, old stone walls, and expansive acreage create an inviting setting for gardening, outdoor gatherings, walking the property, or simply enjoying the changing seasons. The 5-bedroom historic residence blends original charm and character with sophisticated upgrades, creating warm, comfortable living spaces without compromising modern convenience. A bright, light-filled kitchen and dining area flows beautifully into a formal dining room and a dramatic vaulted great room–showcasing exposed hand-hewn beams and a wood-burning fireplace–as well as a sizable screened porch overlooking the grounds, all of which provide an ideal setting for entertaining family and friends. Adjacent to the kitchen on the other side of the house is a more intimate living room with a second fireplace, an office, and a bedroom with full bath, offering the possibility of one-level living. Upstairs, there is an en suite bedroom and two additional bedrooms that share a full bath. The lower level adds versatile finished space with a 5th bedroom guest suite with recreation space. An attached three-bay garage and barn provide ample room for vehicles, outdoor equipment, and all the gear that comes with four-season Vermont living. The attached barn has two horse stalls. There are two beautiful ponds on the property, the larger is well positioned in the backyard towards the view. Beyond the property, Woodstock’s extensive network of hiking and biking trails, nearby rivers, golf, skiing, and other year-round recreation along with shops, restaurants, and galleries are all within easy reach. Some photos are digitally enhanced.

2687 Garvin Hill Rd, Woodstock

41 Pleasant St, Woodstock
$2,599,000
9 Beds ⋅ 11 Baths ⋅ 5062350 MLS
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!

41 Pleasant St, Woodstock

323 Upper Old Town, Charlotte
$2,595,000
5 Beds ⋅ 6 Baths ⋅ 5114824 MLS
Perched gracefully on 11.79 acres, this thoughtfully designed Contemporary home in Charlotte offers breathtaking, unobstructed views of Lake Champlain and the Adirondack Mountains. Savor spectacular sunsets daily. From the moment you step inside, the open floor plan welcomes you with an airy sense of space and light, perfect for both relaxed living and elegant entertaining. At the heart of the home is an expansive gourmet kitchen, ideal for culinary creativity and lively gatherings. It flows seamlessly into a formal dining area and a dramatic two-story living room, where vaulted ceilings and large windows frame stunning natural views. The layout is both versatile and spacious, featuring two luxurious primary suites. One on the main level and another upstairs, providing options for multi-generational living or in-law accommodations. On the second floor, a bright and open landing creates a lovely flex space, while three additional bedrooms offer plenty of room for family and guests.The finished lower level expands your living space even further, with an executive office, playroom, and dedicated exercise room. An attached heated three-car garage as well as a detached heated and air-conditioned two-story barn are ideal for hobbies, storage, or creative projects. Outdoors, enjoy beautifully maintained gardens, a serene patio and pool area. A private retreat with postcard-worthy views. This is more than a home, it is a sanctuary and opportunity to live amidst VT's finest splendor.

323 Upper Old Town, Charlotte

677 Hills Point Rd, Charlotte
$2,595,000
4 Beds ⋅ 4 Baths ⋅ 5109793 MLS
Set along the shores of Lake Champlain with sweeping views of the Adirondack Mountains, this special Charlotte waterfront property offers a rare opportunity to create a home for the next generation. Custom built for the original owners and lovingly maintained for more than 60 years, this four-bedroom, three-bath ranch is ready for its next chapter. Privately situated near the end of a quiet dead-end road on .80 acre with approximately 145 feet of direct lake frontage, the setting is truly exceptional. Lake and mountain views provide an ever changing backdrop from summer days on the water and spectacular Adirondack sunsets to the peaceful beauty of winter. Designed for comfortable main-level living, the home features a primary suite along with a second bedroom and bath on the main floor. The walkout lower level expands the living space with two additional bedrooms, a full bath, and an exceptionally spacious recreation room—ideal for family, guests, games, and relaxed lakeside gatherings. Bring your vision and make this cherished property your own. Thoughtfully update the existing home while taking full advantage of an extraordinary waterfront setting.Charlotte is beloved for its quintessential Vermont character, with country roads, local farms and orchards, nearby trails, and easy access to the town beach and village amenities. Spend your days boating, swimming, cycling the countryside, or simply relaxing along your own shoreline. Whether envisioned as a year-round residence or treasured Lake Champlain retreat, this is a wonderful opportunity to carry forward a legacy of waterfront living and create new traditions for generations to come. Be sure to watch the video link beneath the photos .

677 Hills Point Rd, Charlotte

237 Points North Rd, Stowe
$2,595,000
6 Beds ⋅ 7 Baths ⋅ 5079936 MLS
Westerly views and well-executed outdoor living spaces define this thoughtfully designed home. Oversized windows, cathedral ceilings, and an open layout bring in natural light and create a sense of volume throughout the main floor. A stone fireplace anchors the living room and connects the living, dining, and kitchen areas, each oriented toward the surrounding landscape. The main level includes a private primary suite with views toward Nebraska Valley. One level below are four additional bedrooms and two full bathrooms, providing comfortable accommodations for family and guests. The walk-out lower level, accessible by stairs or elevator, features a spacious recreation room and wine cellar. The outdoor spaces are equally well considered, with terraced gardens, stonework, and a generous patio with a wood-burning fireplace and outdoor kitchen. Above the garage, a one-bedroom apartment offers flexibility for guests, extended family, or rental use. Located just south of Stowe village, the property provides convenient access to I-89, Stowe Mountain Resort, Trapp Family Lodge, and local schools, while remaining close to the area’s year-round recreation, dining, and community amenities.

237 Points North Rd, Stowe

3544 Harbor Rd, Shelburne
$2,500,000
3 Beds ⋅ 2 Baths ⋅ 5099600 MLS
Available for the first time in over half a century, this extraordinary Shelburne Point home offers an uncompromising lifestyle on the pristine shores of Lake Champlain. Nestled on nearly an acre of prime waterfront, this property represents a rare opportunity to acquire one of Vermont's most coveted lakeside locations. Upon arrival, one is immediately captivated by unobstructed panoramic vistas of the Green Mountains, where the majestic, iconic silhouettes of Camel's Hump and Mount Mansfield are framed across the water's expanse. Tailored for the discerning mariner, the home's waterfront is truly unparalleled. A rare, gently sloping private beach provides wade-in access to the lake, ideal for swimming or launching watercraft. Just beyond the shoreline, three dedicated deep-water moorings await, granting immediate access to the finest cruising grounds Lake Champlain has to offer. What distinguishes this property is its exceptional versatility and uncompromising features. Situated mere moments from the gates of historic Shelburne Farms, this waterfront home enjoys unparalleled proximity to Vermont's premier agricultural landmark. World-class walking trails, majestic pastoral landscapes, and a vibrant community become extensions of your own backyard. This is not merely a residence; it is a legacy waiting for its next chapter.

3544 Harbor Rd, Shelburne

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