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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
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
344 & 183 Morrie Rd, Washington
$2,540,000
4 Beds ⋅ 3 Baths ⋅ 5072930 MLS
Moving to Vermont on this remarkable 221-acre farm offers a return to nature and a slower, more meaningful pace of life. Wide-open skies, expansive mountain views, peaceful surroundings, and year-round outdoor enjoyment define the setting, while a thoughtfully developed farm invites a true farm-to-table lifestyle-whether hands-on or supported by a farm manager. At the heart of the property is a striking, modern, custom-built residence built in 2023 with high-end finishes and a wall of southwest-facing windows to mountain views and abundant natural light. Complementing the main home is a charming renovated 3-bedroom 2,100 sq. ft. farmhouse ideal for guests, extended family, or rental income. The land is actively managed using regenerative farming practices. Since purchasing the property in 2021, the current owners, with no prior farming experience, have transformed it into a thriving farm rooted in stewardship, education, and respect for the land. Their success has proven the property's viability, making it a rare investment opportunity for future generations. With extensive infrastructure, including new barns, greenhouse, sugar house, irrigation ponds, and outbuildings, this farm offers exceptional versatility for continued growth in farming and agricultural ventures. Private, beautiful land, conveniently located about an hour from Burlington and Stowe and three hours from Boston, this property offers the chance to own a luxury retreat that blends sustainability with enduring value. The owners have created a magical lifestyle and spared no expense. The property has two deeds - 183 Morrie Road for the renovated farmhouse and outbuildings & 344 Morrie Road for the newly built energy-efficient home, 2 deeds offer flexibility & liquidity for a farm caretaker or parents/relatives who might want to purchase in the future. The owners have bought a larger farm! Be sure to check the owner's Instagram and YouTube channel-Rocca De Cambio Farm.

344 & 183 Morrie Rd, Washington
2043 Stowe Hollow Rd, Stowe
$2,500,000
6 Beds ⋅ 5 Baths ⋅ 5097463 MLS
Original 1887 Farmhouse on 7 Picturesque Acres. A rare piece of Stowe's history. This original 1887 farmhouse sits on 7 beautiful acres in coveted Stowe Hollow, offering unobstructed views of the Worcester Range, Stowe Pinnacle, Mount Mansfield, and the Trapps. The home's 19th-century character is anchored by massive hand-hewn beams running the full length of the house, built over a classic, full fieldstone basement. Space: 6 bedrooms and 5 bathrooms offer ultimate flexibility for a grand estate, multi-generational retreat or premium ski lodge. Water Features: The pristine grounds feature a private pond, a rushing creek and deeded natural springs. The Setting: Complete privacy and 360-degree mountain backdrops, just minutes from world-class skiing and downtown Stowe.

2043 Stowe Hollow Rd, Stowe
57 Farrants Pt, Newport City
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 5096870 MLS
Private Lakefront Estate awaits... resting majestically on 7.2 deeded acres overlooking Farrants Point, Owl's Head, Bear Mountain, and views into Canada. Live comfortably in this well-appointed home with 3 finished floors, lots of natural light, 2 full kitchens, w/ open floor plan. 2 floors with wrap around decks/patios to enjoy the mesmerizing views of Lake Memphremagog Sunrises. Choose from several beaches on the properties, even catch the Sunset views off Farrants Point! Do you have a sea plane? You can land it here... You can boat across the bay for fine dining at "The Eastside" Restaurant, which includes a Pub, Bakery, and Boutique Shopping! Plenty of room for all your hobbies with a 5 bay garage including 1 w/ radiant heat, 1 w/ lift, separate chicken coop, and a 72'LX32' WX35'H Boat House w/27' door, includes prep kitchen, office & balcony! Stroll along the point to enjoy the natural habitat w/ nesting birds, or fish off the point. Great swimming, boating, fishing, and opportunities to recreate. Minutes to Interstate, Airport, hospital, hiking and biking trails, 25 minutes to Jay Peak Resort, and easy travel to Boston, Montreal, and Burlington. Bonus of municipal water & sewer...imagine an art gallery, a gated community, a wedding venue, it's an open canvas ready for the new owners to cherish. (Boat dock, pontoon boat and side by side will convey). Once in a lifetime opportunity...

57 Farrants Pt, Newport City
1163 Thompsons Point Rd, Charlotte
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 5096174 MLS
Gorgeous 5+ acre Charlotte, Lake Champlain oasis with stunning views and picturesque grounds. This artfully updated contemporary waterfront home integrates a large rolling green landscape approaching 480'+/- of owned lake frontage with comfortable living including serene swimming pool that highlights the beautiful surroundings from every angle. The 4 bedroom, 4 bathroom home offers over 3,500 sq. ft. of living space. The front door opens to a spacious living room with clean sight lines of the lake and lawn through a beautiful southern bank of windows. The meticulously renovated kitchen by Dovetail Designs features soapstone counters, Plato cabinets, and ingenious built-ins that flow seamlessly between workspace and dining while capturing stunning water views and ample sunlight. A cozy den and sitting room exude warmth with a gas fireplace installed in 2025. Upstairs, the primary suite offers elevated views of the lake and mountains, a walk-in closet, and a luxurious full bathroom with soaking tub and water views all its own. A second bedroom with bonus/office space and an additional full bathroom complete the level. The lower level features a spacious family room with French doors opening to the rolling lawn and lake beyond, two additional bedrooms, a bonus room, and a ¾ bath with laundry. Recent updates include refinished floors, new roof, painted exterior, new French doors, kitchen renovation, gas fireplace, and more. The grounds are extraordinary — fruit trees, gardens, berry patches, and mowed paths lead to the expansive lakefront with dock included. A true boater's paradise nestled within Town Farm Bay, overlooking Point Bay Marina. Two outbuildings offer exciting expansion potential. A truly remarkable property on Charlotte's sought after Thompsons Point.

1163 Thompsons Point Rd, Charlotte
114 Oak Ridge Way, Woodstock
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 5087228 MLS
See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstock’s rolling countryside, this exceptional estate offers a rare blend of refined luxury and pastoral charm. Thoughtfully designed for both elegant entertaining and everyday comfort, the four-bedroom, four-bath residence centers around a stunning gourmet kitchen—complete with a Sub-Zero refrigerator, Wolf range, dual dishwashers, prep sink, and a generous granite island perfect for gathering. Beyond the kitchen, a gracious butler’s pantry, inviting den, game room, and large living room create a home that is as functional as it is inviting. Expansive windows frame unobstructed views, bringing the surrounding landscape into every room, while modern efficiencies—including a whole-house generator and rooftop solar—offer peace of mind and sustainability. Equestrians and hobby enthusiasts alike will appreciate the impeccably maintained grounds: a four-stall barn with heated tack room, double run-in shed within the six-acre pasture, a greenhouse, and an additional five-bay garage/shop provide endless flexibility for pursuits and storage. The primary three-car garage ensures convenience close to home. With two wells servicing the property and an included separate, buildable lot with a four-bedroom septic design, the estate presents a unique opportunity for expansion or multigenerational living. All of this, just seven minutes from the charm of Woodstock Village and under twenty minutes to world-class skiing, creates a lifestyle defined by privacy, beauty, and effortless access to Vermont’s finest amenities.

114 Oak Ridge Way, Woodstock
59 Garden Loop Rd, Winhall
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 5085635 MLS
- Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual laundry areas. The well designed kitchen with Italian custom cabinetry offers an impressive honed granite island, Thor oven and 6 burner cooktop, Bosch dishwasher, Zline frig/freezer. Beautiful French oak floors throughout. Brizo hardware. Sonos sound system. Air conditioning. HVAC system is variable refrigerant flow (VRF). Weather Shield windows and doors. Heated two car garage. HOA fees include road and driveway maintenance, caretaking, lawn care and private winter shuttle service to Stratton's base lodge. We are nearing completion of Luna Thermowood exterior siding work with landscaping including blue stone patio next. (added digital image of lawn) Stylishly furnished. Experience captivating sunsets from most rooms, your deck and covered porch. We welcome your interest and enthusiasm, come take a look. This is not just a home but a mountain statement.

59 Garden Loop Rd, Winhall
61 Academy Cir, Woodstock
$2,500,000
6 Beds ⋅ 6 Baths ⋅ 5002873 MLS
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.

61 Academy Cir, Woodstock
3398 Jericho Rd, Hartford
$2,499,000
5 Beds ⋅ 6 Baths ⋅ 5108462 MLS
Built in 1789, the year George Washington was elected President, the Philemon Hazen Homestead is a rare Vermont property where history, architecture and modern luxury come together. Set among rolling pastures in Hartford’s Jericho Rural Historic District, this 4,462 sq. ft. historic farmhouse feels a world away—yet is just 6 miles from Hanover and Dartmouth College, 5 miles from Norwich and less than 10 miles from Woodstock. Its 237 year history is evident in hand-hewn timbers, wide-plank floors and two original New England fireplaces, but nearly everything behind them is new. An extraordinary 2025–26 restoration preserved the soul of the farmhouse while reimagining it for modern living. At its heart is a sun-filled 1,500 sq. ft. kitchen and great room created from the former carriage house. Soaring timbered ceilings frame a chef’s kitchen with custom cabinetry, polished concrete floors with radiant heat, and room for a 12-seat farmhouse table. Steel-and-glass doors open to the patio, gardens, stonework and sweeping pastoral views, with neighboring sheep grazing beyond. Five bedrooms and 5½ baths include a spacious first-floor primary suite. Upstairs are four bright bedrooms—three ensuite and one with a private bath connected by a wide central hall/gallery thoughtfully lit for art. The restoration extends far beyond what can be seen: a new roof, sheathing, insulation, drywall, plumbing, electrical, appliances, and HVAC, plus radiant and hydronic heat, heat pumps, 400-amp electrical service and Tesla Powerwall backup. Country roads and open fields coexist with remarkable convenience to Dartmouth Hitchcock Medical Center, Hanover, Norwich, Woodstock, Quechee, Killington, shopping, I-89 and I-91. The Philemon Hazen Homestead is a masterclass in restraint—preserving the authenticity and character of an 18th century Vermont farmhouse while delivering the comfort, technology, and quality of a modern custom home. Historic without being precious. Rural without being remote.

3398 Jericho Rd, Hartford
422 Shagbark Ln, Williston
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 5110719 MLS
Set on 11 private acres in a beautiful woodland glen with distant Adirondack views to the west, this exceptional Williston residence blends distinctive architecture, Vermont craftsmanship, and a deep connection to nature. Designed by Selin & Selin of Shelburne and built by Gristmill Builders, the home showcases locally sourced Vermont wood and stone, exposed timbers, handcrafted millwork, warm wood ceilings, and cherry floors. Walking trails wind through the property, while expansive windows, gardens, and inviting outdoor spaces bring nature into everyday living. The spectacular great room is the heart of the home, with soaring timber framed ceilings, a dramatic floor to ceiling stone wood-burning fireplace, and a wall of south-facing windows overlooking the woodland. The chef’s kitchen features custom cabinetry, fossil reef countertops, professional style appliances, a generous island with seating, and a super pantry with a coffee station. The dining room is accented by custom wood walls, while a screened porch with its own wood-burning fireplace creates a wonderful three season gathering space. The main level primary suite opens directly to the gardens and includes a spa like bath with a soaking tub and its own garden access. Radiant-floor heat and thoughtful energy-efficient design provide year-round comfort. Upstairs are two bedrooms, a full bath, and a flexible office or 4th bedroom. Above the garage, a private apartment offers a kitchen, bedroom, bath, built-in bunks, vaulted wood ceilings, and private deck, ideal for guests or extended family. All this privacy and natural beauty is just 10 minutes to shopping and Burlington International Airport, 20 minutes to downtown Burlington, and 30 minutes to Bolton Valley ski area.

422 Shagbark Ln, Williston
232 Town Farm Hill Rd, Hartland
$2,495,000
3 Beds ⋅ 2 Baths ⋅ 5108362 MLS
The property is located on Town Farm Hill Rd, one of the most beautiful ridgeline Vermont roads with long range mountain views to the east and south. At certain times of the day the lighting brings out the true meaning of “purple mountain majesty”. Over the years the seller has acquired multiple parcels to create this beautiful sanctuary setting. The house is positioned to take in the mountain views, spring-fed swimming pond, meadows, and apple orchard. Beautiful rolling fields, stonewalls, acres of forest, and outbuildings are many features of the property. It is surrounded by horse, mountain biking, and hiking trails for recreation. This modest 3-bedroom, 2-bathroom, center chimney Cape with cedar clapboards on 74.83 acres has just been refurbished and is move-in ready. The house could be used as a primary home while building your Vermont dream house, then turned into a wonderful guest house or caretaker’s home. The main level has a spacious country kitchen with an easy flow to the dining and living rooms. Enjoy the views along with Mother Nature while having your morning coffee, evening cocktails or dining on the covered porch overlooking the orchard and pond. Upstairs you find the primary bedroom, full bathroom with laundry, along with two additional bedrooms. The walkout basement is outfitted with a family room, game room, and utility room for the mechanics. The 24’x40’ out building has been used as a workshop, although could be transformed into an animal barn if desired. There is an additional 12’x20’ storage building. Minutes to the village of Hartland, Woodstock, I-91 and the Upper Valley.

232 Town Farm Hill Rd, Hartland
656 Highland Way, Ferrisburgh
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 5105378 MLS
Follow the long, winding drive through the woods and 656 Highland Way slowly comes into view, set high among 92 private acres of open meadows, mature forest and more than 3,000 feet of Lewis Creek frontage. With no neighboring homes in view, mornings begin with the sun rising over the Green Mountains, evenings close with the Adirondacks glowing across the western sky, and in between there is the sound of rushing water, birdsong and wind moving through the trees. This is land meant to be experienced, not simply admired. Nearly 30 acres of rolling fields create room for horses, gardens, agriculture or simply open space beneath an enormous Vermont sky. Paths wind through the property and down to the creek, while the changing seasons bring field birds, monarchs, hummingbirds, wild turkeys and other wildlife. In winter, the landscape becomes a place for cross-country skiing and snowshoeing. High on the property sits a four-bedroom Cape designed for comfortable country living. The new sunroom has become the heart of the house, with glass on three sides opening the room to the landscape. A private upper deck extends from the primary suite, while the patio below invites summer dinners, fires under the stars and quiet evenings outdoors. Inside, a fireplace and wood-burning cookstove make winter something to look forward to. More than $300,000 in improvements have been made during the current ownership, including the sunroom, upper deck, patio and porch, a new roof, updated mechanical systems, and extensive enhancements to the driveway and landscape.This property ticks all the boxes for idyllic Vermont living: 92 contiguous acres, open meadows, mature forest, mountain views, remarkable privacy, more than 3,000 feet of Lewis Creek frontage, abundant wildlife, four-season recreation and room to wander. All within three minutes of Mt. Philo, near Lake Champlain, and approximately 30 minutes from both Burlington and Middlebury.

656 Highland Way, Ferrisburgh
3039 Rte 30, Dorset
$2,495,000
4 Beds ⋅ 6 Baths ⋅ 5089828 MLS
Tucked away at the end of a long, winding driveway, this remarkable Dorset Village estate sits on one of the area's largest parcels—over six private acres. A rare blend of privacy, history, and elegance, the home features four stunning stone fireplaces, exposed antique beams, reclaimed wood details, and abundant natural light throughout its flowing layout. Designed for gathering and making memories, it offers unique touches like theater-inspired stair railings and a vaulted-ceiling game room. Outdoor living is unmatched with a spacious wraparound deck, screened porch, wood-fired brick pizza oven, and a tucked-away sauna. The charming barn includes two horse stalls, a tack room, and room for more animals, plus a fenced paddock and serene pond. An oversized three-car garage adds functionality to this character-filled property. Just a short walk to town and trails, yet feeling worlds away—this is a one-of-a-kind Vermont estate.

3039 Rte 30, Dorset
722 Babbling Brook Rd, Enosburg
$2,474,000
6 Beds ⋅ 4 Baths ⋅ 5099166 MLS
Set on 208 private acres beneath Vermont’s Cold Hollow Mountains, this exceptional country estate offers a rare combination of refined living, extraordinary acreage, privacy, and possibility. Approximately 60 acres of open fields and 150 acres of forest surround two residences, an in-ground pool, mountain views, trails, streams, springs, ponds, and abundant wildlife. The beautifully updated 3,100 sq ft primary residence offers 5 bedrooms and 3 baths, with soaring ceilings, exposed hemlock beams, southern exposure, fireplaces with soapstone wood stoves, central air, backup generator, and attached garage. Outside, the in-ground pool creates a private summer retreat surrounded by the beauty of the Vermont landscape. A separate second residence offers exceptional flexibility for guests, extended family, rental income, caretaker quarters, or multi-generational living. With approximately 60 acres of open land, existing barn and agricultural infrastructure, established orchards, berry plantings, and gardens, the property offers exciting potential as an equestrian estate, gentleman’s farm, recreational retreat, or simply an extraordinary private residence with room to breathe. An approximately 6,000 sq ft commercial greenhouse, currently configured for aquaculture and hydroponic growing, provides substantial infrastructure for continued agricultural use or adaptation to a new owner’s vision. Located within the Cold Hollow to Canada wildlife corridor, the property offers exceptional privacy, recreation, and stewardship opportunities. Enrolled in Vermont Current Use, 722 Babbling Brook is more than a farm. It is a remarkable Vermont estate offering two homes, extensive acreage, and the increasingly rare luxury of space. This property could easily be converted to a wellness center, equestrian farm, livestock farm and more.

722 Babbling Brook Rd, Enosburg
324 Fellows Rd, Pittsfield
$2,450,000
4 Beds ⋅ 4 Baths ⋅ 5110057 MLS
Set within 210 acres of unspoiled forestland spanning Killington and Pittsfield, Vermont, The Tweed River Estate is a truly one-of-a-kind property, a private sanctuary where nature and craftsmanship meet. Designed by a renowned architect, the bespoke home is a masterwork in its own right, with exposed beams, high-end custom woodwork, and windows throughout that fill every room with light. Every detail, from the stonework to the finest materials, reflects the artistry of master stonemasons and skilled craftsmen. The house is perched above the Jimmy Dean Brook and the Tweed River, where the sound of running water settles peacefully over the property. Enveloped by forest on all sides, the stone, concrete, and timber structure sits on its mountain top setting so naturally that it feels less built than grown from the land itself, as if it had always been there. Large windows, stone patios and a second-floor porch frame views down the valley to the northeast and out across the surrounding woodland. On mornings when fog fills the valley below, the houses, elevated location gives the sensation of floating above the world on a cloud, a true private retreat. The property spans 210 acres across two contiguous parcels, the majority of which is untouched private forest in Pittsfield, with development potential on the 89-acre Killington parcel. Combining privacy, character, and genuine architectural originality, the estate remains just minutes from an impressive range of amenities, ski resorts, shops, and dining, making this a rare chance to own a home and landscape unlike any other in Vermont.

324 Fellows Rd, Pittsfield
269 Billings Hill Rd, Stowe
$2,450,000
4 Beds ⋅ 6 Baths ⋅ 5097864 MLS
Tucked into the exclusive Robinson Springs neighborhood of Stowe, 269 Billings Hill Road is a beautifully maintained and custom updated home set on nearly four acres with sweeping views of Mount Mansfield and the ski trails. Private trails on the property offer peaceful spots to rest and connect to the Robinson Springs Waterfall Trail, while association trails for hiking, snowshoeing, and cross-country skiing place some of Vermont's finest natural terrain right at your door. The layout is made for both comfortable living and gracious entertaining. The living room anchors the main level with a wood-burning fireplace, flowing into a spacious kitchen with an island and a dining area warmed by a second fireplace. A comfortable den connects the main living areas to the original primary suite, a true retreat that offers guests exceptional privacy. The upper-level primary is a destination unto itself, featuring its own sitting room, two walk-in closets, and a large modern bathroom with a soaking tub that enjoys direct mountain views. A third en suite bedroom and a fourth bedroom with shared bath complete the upper level. The large deck, accessible from the dining area, den, and downstairs suite, faces directly toward the mountains and is perfectly positioned for morning coffee or evening gatherings. A finished walkout lower level adds a recreation room and bath for additional flexibility. A two-car garage, hot tub, vaulted ceilings, natural woodwork, and fiber optic internet round out an exceptional Stowe property.

269 Billings Hill Rd, Stowe
109 Mountainside Dr, Killington
$2,450,000
3 Beds ⋅ 5 Baths ⋅ 5088805 MLS
This fully furnished, high end home delivers opulence from the moment you pull in. From the recently resurfaced driveway your eyes are immediately drawn to the newly installed daltile porcelain roof, offering you peace of mind for decades to come. Park your car in the 2 car garage and enter into a dedicated mudroom with copper fire slate flooring. The dedicated laundry room offers LQ Signature washer/dryer, soap stone counter top and a deep work sink. Entering into the grand foyer you will be met with floor to ceiling windows in the living room that deliver breathtaking mountain views, giving you a sense of seclusion. Unwind by the beautiful floor to ceiling stone hearth fireplace. For your comfort there is a 30,000 BTU AC in the great room. Immerse yourself into the stunning chefs kitchen with Brazilian Venata countertops, cherry cabinets and stainless steel appliances. The Bruce Kennedale Prestige maple hardwood flooring throughout the living room, dining room and kitchen adds beauty, durability and is designed to last a lifetime. The spacious primary suite located on the main floor offers a large bedroom with miles of mountain views, a walk in closet, sitting area, 9000 BTU AC, large whirlpool tub, walk in shower, double sink, toilet room and sauna. Relax in the 4 season sunroom offering 180 degree mountain views and the tranquility of the natural brook. Host a gathering on the large two wing wood deck. Whether it is a bbq or sitting by the on deck fire pit, entertaining is made easy here. Upstairs you will find 2 large ensuite bedrooms both offering incredible mountain views. Downstairs in the family room there is a Westwood Tuscany 8 foot pool table that converts to a ping pong table. Enjoy the ambiance of an additional fireplace. You will find additional sleeping space, a 3/4 bath and storage rooms as well. The property comes with 3 additional parcels which can be divided off, retained for privacy or create your family compound. This is a must see property!

109 Mountainside Dr, Killington
494-564 Goodaleville Rd, Jamaica
$2,430,000
9 Beds ⋅ 7 Baths ⋅ 5107418 MLS
TWO HOMES | 1BR BARN APARTMENT | RESTORED VINTAGE BARN | 13+ ACRES. A rare Vermont multi-residence estate offering two beautifully renovated homes, a separate 1BR barn apartment, a restored vintage barn, and more than 13 acres along the Winhall River. Thoughtfully renovated by Vermont Country Builders, Winhall River Farm blends authentic character, exceptional craftsmanship, and modern four-season comfort. One residence is a restored 4BR farmhouse once used as the summer home of renowned art historian Meyer Schapiro, with wide-plank floors, antique doors, an expanded kitchen with soapstone counters, updated baths, and custom built-ins. Schapiro’s former art studio now serves as a self-contained 1BR apartment with SMEG appliances, a screened porch, and heated storage below. The second home is a reimagined historic schoolhouse with a timber-frame addition, high ceilings, generous windows, two sunrooms, restored floors, and warm architectural detail throughout. Private hot tubs and inviting outdoor living spaces complement all three residences. Extensive improvements across the property include standing-seam roofs, new Marvin windows, updated electrical and plumbing, modern insulation, mini-split heating and cooling, high-efficiency systems, new appliances, generators, and EV chargers. The 13+ acres include open fields, woods, apple trees, gardens, extensive stonework, patios, decks, and opportunities for trails, recreation, and equestrian use. Set along the Winhall River with direct access to the West River Rail Trail for walking, biking, swimming, and exploring. In the heart of ski country, just minutes from Stratton, Bromley, and Magic Mountain. An exceptional family estate, multi-generational retreat, or investment opportunity. Offered furnished and ready to enjoy, with additional acreage also available. All the hard work has been done--move in and start enjoying Vermont. Properties also offered individually as MLS #5101688 & #5101689. Seller is the listing broker.

494-564 Goodaleville Rd, Jamaica
111 Lakeside Ave, Milton
$2,399,000
3 Beds ⋅ 4 Baths ⋅ 5080285 MLS
Extraordinary Lakefront Estate with 200' of Vermont Waterfront: Set on a private 2-acre peninsula with 200 feet of pristine lake frontage, this custom-built 2020 estate offers a rare blend of Vermont craftsmanship and modern luxury. Over 6,400 square feet unfold across a smart, sound-insulated floor plan governed by a high-end Elan home automation system controlling lighting, security, climate, irrigation, and whole-house audio. The kitchen is a showpiece - handmade Amish black walnut and maple cabinetry, dual Fisher & Paykel refrigerators, a Dacor 48" range, marble backsplash, and zoned Klipsch copper speakers. Vaulted Douglas fir ceilings anchor the great room, while the primary suite occupies its own private wing with a steam shower, chromatherapy soaking tub, heated bidet, and a 500+ sq ft closet with in-suite laundry. Outside, entertain by the salt-water, auto-chemical-balanced pool beneath a custom pergola, or unwind at the bluestone fire pit overlooking the water. Grounds include three custom water features, a private dock, greenhouse, apple orchard, and 70 flowering hydrangeas along the shoreline. A detached executive office/ADU adds a full gym, sound-proofed workspace, and three additional heated garage bays: six-plus total. Full-home Generac backup, Tesla Powerwalls, whole-house water and air purification, and Wifi 7 throughout ensure effortless, self-sufficient luxury. A true four-season Vermont retreat, minutes from everyday convenience.

111 Lakeside Ave, Milton
33 Stone Lodge Rd, Winhall
$2,399,000
4 Beds ⋅ 4 Baths ⋅ 5076149 MLS
Experience Premiere Luxury living in this newly built mountain residence with extraordinary panoramic views . Just minutes to Stratton Mountain'sTrails and move in ready, no detail has been overlooked with superior craftsmanship, energy efficiency and contemporary design. The handcrafted Timber Frame great room , defined by cathedral ceilings, wood burning stone hearth and expansive windows, showcases breathtaking views and the natural beauty of the Green Mountains.Every detail showcases a design with performance and comfort in mind:Premium lighting , hardware and plumbing fixtures, exceptional wood flooring and tile baths. A gourmet kitchen with Bosch appliances and a separate scullery offers a design well suited for entertaining and apres ski gatherings. Three levels, 4 Bedrooms/3.5 Bathswith 2 ensuite primaries, a lower level with a mega bedroom designed with bunks in mind ,a spacious game and media room that opens to the outdoors- just ready foryour active lifestyle.With the mountain enthusiast in mind, you'll appreciate the custom mud room, laundry room, and the oversized 2 car garage with expansion space above. Central AC, Water filtration system, standing seam roof and much more.You'll have the space and conveniences you look for in a Vermont mountain retreat. This home is prime for your winter season and one that you must visit in person to appreciate the exceptional quality and design. Located just minutes to the StrattonMountain Resort, this home offers an ideal balance of luxury, efficiency and Stratton's natural beauty. Neighborhood shuttle to the Stratton Base Lodge is scheduled for2027. Simply unrivaled in the marketplace. Time to settle into Mountain Living before the snow flies!

33 Stone Lodge Rd, Winhall
662 Howe Farm Rd, Jamaica
$2,399,000
4 Beds ⋅ 5 Baths ⋅ 4972272 MLS
Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of nature to your daily life. Multiple bedrooms give everyone in your party a private space to relax after a long day exploring the outdoors. Step outside to witness dramatic views of the rolling hills that surround the property. A tranquil pond with gazebo graces the landscape. A well-appointed barn with 5 stalls and a paddock caters to equestrian enthusiasts. Miles of trails crisscross the property, providing endless opportunities for outdoor activities. This property is subject to an Act 250 permit and enrolled in Vermont Current Use Program, securing its natural beauty for the future. Whether you are relaxing on the porch or hosting gatherings in the spacious bonus room, this estate balances seclusion and convenience. Situated in bucolic Jamaica, it is 20 minutes from Stratton and 25 minutes from Mount Snow. Let this be your four season retreat, close to the mountains in the winter, swimming holes in the summer, and stunning views all year round!

662 Howe Farm Rd, Jamaica
1462 Lake Rd, Panton
$2,395,000
3 Beds ⋅ 5 Baths ⋅ 5091682 MLS
With west-facing views across Lake Champlain to the Adirondack Mountains, extensive lake frontage, and approximately 4,100 square feet of living space, 1462 Lake Road is an exceptional waterfront retreat set on nearly 17 private acres. The property offers direct access to Lake Champlain for swimming, boating, fishing, and days on the water. Stairs to the beach provide convenient shoreline access, and the property can accommodate both a dock and mooring. Inside, lake and mountain views take center stage from the moment you enter. The dramatic living room features 12-foot-plus ceilings, two fireplaces, and a wall of west-facing glass doors framing the Adirondacks beyond. The spacious kitchen opens to an inviting breakfast and family room, creating a comfortable gathering space at the heart of the home. The primary suite offers a peaceful retreat, while two separate two-bedroom guest suites, connected to the main residence by breezeways, provide privacy for family and guests. A flexible second-floor room above the garage is ideal for an office, studio, or additional guest space. Outdoors, beautifully maintained perennial gardens surround the home, complemented by a gunite pool, greenhouse, enclosed garden with raised beds, and expansive lawns leading toward the lake. A long, cedar-lined drive creates a wonderful sense of arrival and enhances the privacy of the property. Morning coffee might be accompanied by bald eagles and osprey overhead, while evenings bring Adirondack sunsets, time on the deck, and the unmistakable call of loons across the water. Despite its private setting, the property is within an easy 20- to 30-minute drive of Middlebury and Vergennes, with convenient access to restaurants, shopping, theater, golf, medical services, and other area amenities. With five bedrooms and four-and-a-half baths, 1462 Lake Road offers a rare combination of privacy, recreation, generous accommodations, and a remarkable connection to Lake Champlain.

1462 Lake Rd, Panton
56 Handle Rd, Dover
$2,395,000
6 Beds ⋅ 7 Baths ⋅ 5063234 MLS
Incredible Legacy Property. This extraordinary estate blends timeless elegance with modern comfort. The first floor features a welcoming den, gourmet eat in kitchen with DCS range, stainless appliances, sub- zero refrigerator and wet bar. A dining room, gracious living room, office, and butler’s panty with fridge and ice maker make entertaining effortless. Five fireplaces, custom-built-ins, wood floors and beautifully tiled baths create a warm refined atmosphere. Upstairs the primary suite offers a fireplace and luxurious bath. An additional en-suite bedroom and three more bedrooms, laundry room, and two full baths provide plenty of space for family and guests. Dual staircases, tiled entry, and both front and back foyers highlight the home’s thoughtful design. The grounds are equally impressive with a covered front porch that overlooks the sprawling south facing lawn with winter views of haystack. A serene screened veranda, back deck and stone patio with fire pit invite outdoor gatherings. An oversized-attached two car garage, whimsical children’s playhouse and an incredible post and beam barn with full lower level perfect for all your recreational vehicles complete the offering. Exquisite gardens, stone walls and meticulous land scaping surround this rare property, ideally located across from the esteemed Hermitage Inn and exclusive Hermitage Club with easy access to all area activities.

56 Handle Rd, Dover
241 Main St, Montgomery
$2,375,000
13 Beds ⋅ 15 Baths ⋅ 5093135 MLS
Escape the noise, traffic, and stress of metropolitan living and embrace the timeless Vermont innkeeper lifestyle with this exceptional hospitality property near Jay Peak Resort in the heart of the Northeast Kingdom. Surrounded by rolling mountains, fresh air, and four-season recreation, this unique property offers the rare opportunity to live and work in one of New England’s most scenic and sought-after destinations. Perfectly located near Jay Peak—renowned for some of the highest snowfall totals in the nation—this established inn attracts visitors year-round for skiing, snowboarding, hiking, mountain biking, golf, fall foliage, and destination travel. Whether you envision operating a boutique inn, farm-to-table restaurant, wedding venue, ski lodge, wellness retreat, or multi-use hospitality business, the possibilities here are truly endless. At the heart of the property is a welcoming restaurant and tavern space with seating for approximately 70 guests, creating an ideal setting for both travelers and locals alike. The fully equipped commercial kitchen and bar provide the infrastructure needed for a successful dining operation, special events business, or expanded hospitality concept. Cozy dining spaces, warm wood interiors, and classic Vermont character create an inviting atmosphere that guests remember and return to year after year. The inn offers comfortable guest accommodations, relaxing common areas, and the authentic charm today’s travelers seek when searching for a Vermont getaway experience. Guests can unwind after a day on the slopes beside a crackling fire, enjoy the peaceful mountain setting, and immerse themselves in the beauty of the Northeast Kingdom. This highly versatile property presents incredible opportunities for entrepreneurs seeking a lifestyle change, remote investors pursuing a hospitality venture, or anyone dreaming of trading city life for mountain living.

241 Main St, Montgomery
1016 Kew Vasseur Rd, Fayston
$2,350,000
4 Beds ⋅ 5 Baths ⋅ 5104390 MLS
An exceptional estate offering sweeping views of Scragg Mountain from nearly every room, this remarkable property captures the very essence of life in the Mad River Valley. Thoughtfully designed, the residence features a recently renovated primary suite on the first floor, creating a private sanctuary with mountainous views. Upstairs, two generously appointed ensuite bedrooms are complemented by a versatile bonus room. The main level is defined by an open-concept design, where the kitchen flows gracefully into the dining and living areas. Just beyond the living room, a heated circular sunporch with floor-to-ceiling glass offers year-round enjoyment. With southern exposure, the home has extraordinary natural light, while the wraparound deck provides a front-row seat to breathtaking sunsets. The basement is fully finished which makes for a wonderful flex space. Equestrian enthusiasts will appreciate the well-appointed barn, complete with a heated tack room, one-car parking, and a beautifully finished one-bedroom, one-and-a-half-bath apartment. The apartment features a soaking tub and a private deck overlooking rolling pastures, an idyllic vantage point from which to watch horses graze peacefully. An additional parcel of 24+/- acres with a 5 bedroom wastewater permit is located just beyond the barn. Crafted for those who cherish Vermont’s four-season lifestyle, this property is your opportunity to experience the beauty of the Mad River Valley.

1016 Kew Vasseur Rd, Fayston
6 Sunset Ridge Rd, Winhall
$2,350,000
5 Beds ⋅ 4 Baths ⋅ 5101868 MLS
Set within the exclusive High Meadow community, one of Stratton's most prestigious mountain enclaves, 6 Sunset Ridge is an extraordinary resort residence of post and beam architecture & impeccable craftsmanship. Positioned to capture sweeping views of Stratton Mountain, this exceptional residence offers an unparalleled lifestyle in one of Stratton's most sought-after luxury neighborhoods. From the moment you arrive, the home's commanding presence is unmistakable. A classic cedar shake roof and classic architectural design create an atmosphere of refined mountain elegance while framing spectacular views from nearly every angle. A magnificent floor-to-ceiling fireplace anchors the grand living room, creating a dramatic yet inviting space for entertaining & cozy après-ski evenings. An additional family room offers a comfortable game and gathering space, while the thoughtfully designed floor plan provides exceptional comfort & privacy. The chef's kitchen is beautifully appointed with rustic mountain character and timeless craftsmanship. Rich custom wood cabinetry, exposed timber beams, premium appliances, abundant storage, & a generous center island create the perfect setting for everyday living & effortless entertaining. The dining area is filled with natural light & picturesque mountain views. Designed with comfort in mind, the home features 5 generously sized bedrooms. The primary suite is a private sanctuary with an expansive layout, spacious walk-in closet, & oversized spa-inspired ensuite bath. Four additional bedrooms provide inviting accommodations for family & guests. Oversized covered porches & an impressive stone patio extend the living spaces outdoors. Perfectly located to take advantage of year round recreation, the winter shuttle picks you up at the driveway and delivers you to the Base Lodge, while summer biking trails and golf are just 5 minutes away. Residence is Sports Center eligible, is served by the resorts water and sewer. Extraordinary Residence!

6 Sunset Ridge Rd, Winhall
22 Mountainside Ln, Killington
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 5103385 MLS
Experience the charm of quintessential Vermont mountain living in this exquisitely crafted log home, masterfully built by renowned local builder Rick Moore. Ideally positioned within the heart of the resort area, this exceptional 4 bedroom, 3 1/2 bath custom built retreat offers the perfect balance of privacy, comfort, and unbeatable convenience. Located less than five minutes from the base of the mountain home to the prestigious Women’s World Cup, and just moments from the Killington golf course, you’ll enjoy effortless access to world-class skiing, riding, golfing, hiking, mountain biking, dining, and everything else this four-season destination has to offer. Designed with both everyday living and entertaining in mind, the thoughtfully planned floor plan features a spacious main-level primary suite, while two additional bedrooms and a full bath upstairs provide comfortable accommodations for family and guests. The lower level offers a fourth bedroom adjacent to a second family room, creating the perfect retreat for visitors or additional living space. Warm, inviting interiors showcase the timeless beauty of log construction, complemented by two stunning fireplaces that provide instant warmth and ambiance at the touch of a button. The game room, complete with a pool table, offers endless entertainment after a day on the slopes or golf course. Step outside from the walkout lower level and unwind in your private hot tub while surrounded by the peaceful beauty of Vermont. Whether you’re searching for a year-round residence or a vacation getaway, this remarkable home offers an incredible opportunity to own a true Vermont retreat in one of the area’s most sought-after resort locations. This property is being sold furnished. Check out this gorgeous property today!

22 Mountainside Ln, Killington

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