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650 Francis Rd, Barnard
$25,000,000
2 Beds ⋅ 7 Baths ⋅ 5066208 MLS
Set on 400+/- acres in Barnard, Vermont, Monsalvat Farm is a legacy estate where rolling pastures, stone walls, forests, and mountain views reflect the state’s timeless character. Settled in 1793, the land carries generations of stewardship, elevated by one of the finest residences in the country—an architectural masterpiece complemented by historic and companion structures that are carefully integrated into the landscape with grace and permanence. Buildings include: the primary residence called "the Sanctuary" with 12-sided cathedral great room, primary bedroom suite with 2 bathrooms, one with fireplace, 7 additional fireplaces including one in the guest suite, wine cellar, music media room known as "the Cabin" and a dining room with stunning overhead sculpture positioned as an upside down tree with nested lights; a 2 bedroom 2 1/2 bathroom charming stone guest house, known as "Gilbert's Cottage;" a restored farmhouse with 4 separate apartments each with 1 bedroom and a full bathroom; a 1 bedroom 1 bathroom cabin called "the Lodge"; a restored historic barn with attached 5 stall stable, heated tack room and farm managers office with bathroom and shower; a Gazebo with fireplace, half bathroom and shower, a detached 3-bay garage, an equipment barn, a cattle barn and a sugar house. With a private gated entrance and bridge, built to highway specifications, over a large pond, a private FAA approved heliport, orchard, fields and miles of trails, Monsalvat Farm is truly magical.

650 Francis Rd, Barnard
1044 Grosse Point Rd, Ferrisburgh
$22,900,000
11 Beds ⋅ 9 Baths ⋅ 5011908 MLS
‘Grosse Pointe’ in Ferrisburgh, Vermont is an extraordinary New England estate on the shores of Lake Champlain. It offers 1.5 miles of pristine shoreline, where panoramic views stretch across the lake to the majestic Adirondack Mountains. Spanning nearly 345 acres of verdant fields and tranquil forests, this estate offers a rare blend of natural beauty and serene isolation. At its heart stands a magnificent 10,000-square-foot French Colonial Revival mansion, a timeless marvel completed in 1906. Constructed with fossil-laden local Panton Stone, its grand façade and richly detailed interior echo the elegance of a bygone era. Perched on the property's highest point, the residence offers breathtaking vistas of the lake and mountains in three directions. Golf has been revitalized at the estate, honoring its history. Two exclusive courses exude beauty that will astound any golfer. The courses navigate pastures and woodlands, along and over the lake, engulfing players in picturesque water and mountain views, and creating an experience to be remembered. The estate also features five additional residences and 'Bradford Farm,' a beautifully renovated farmhouse with two expansive barns. Three concrete piers along the lakeshore offer deep-water access for boating and world-class fishing. This unparalleled summer retreat is a rare legacy opportunity, promising a sanctuary of tranquility, a haven for wildlife, a playground for recreation, and a timeless testament to a life well-lived.

1044 Grosse Point Rd, Ferrisburgh
2575 Weeks Hill Rd, Stowe
$20,000,000
6 Beds ⋅ 10 Baths ⋅ 5051127 MLS
Holistically designed and meticulously crafted, reminiscent of a European country estate, Pristine Meadow is one of New England’s most spectacular properties, perfectly sited on 110 park-like acres in the heart of Stowe. Comprised of gently rolling hills, meadows, woodland, swimming pond, hiking and skiing trails, and breathtaking vistas, this quintessential estate provides the utmost privacy. The 14,000 sqft residence features six bedrooms and ten baths, highlighted by Italian-inspired interiors, imported materials, and magnificent architectural millwork. The symbiosis of design and functionality is exemplified by the great room, both grand and comfortable. A state-of-the-art Boffi kitchen with the best appliances, custom cabinetry, walk-in pantry, and charming breakfast room with fireplace and solarium. A wood-paneled study sits just off the main dining room. The second-level primary suite affords dramatic views, spa-like baths, and two dressing rooms. A secondary suite equal in its design and three ensuite bedrooms and a guest apartment complete the sleeping quarters. The finest example of Italian craftsmanship is the indoor pool constructed with hand-laid tile and beautiful travertine, evoking the experience of an Italian palazzo. A fitness room, wine cellar, and laundry room round out the lower level. Not to be understated are a four-bay garage, car/implement barn, and lovely unfinished cottage that could be utilized in so many ways. Pristine Meadow must be experienced!

2575 Weeks Hill Rd, Stowe
355 Greene Rd, Woodstock
$14,900,000
7 Beds ⋅ 10 Baths ⋅ 5066210 MLS
Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and located next to the swimming pond. The main residence, completed in 2010, consists of the center core with porch - for cooking, gathering and entertaining; the owner’s quarters with a 2nd floor suite and 2 bedrooms below; the guest wing with 3 first-level bedrooms, second-floor game room and adjacent 8-bed bunk room and a 4-story octagon with wine cellar at the base and flexible multi-use spaces above. All 7 bedrooms are ensuite plus 3 powder rooms. The attached gambrel barn is a professional grade gymnasium with 6-car heated garage underneath. The interior is like a grand lodge in the American West while the exterior with shingles and gambrel barn is traditional New England. The systems and mechanicals are all commercial grade. The finishes and craftsmanship are consistently superb. The atmosphere is relaxed and fun. As a complete fully furnished package, each and every attribute at Star Hill Farm - the location, land, exposure, privacy, views, guest house, barn, pond, residence and gymnasium- is exceptional, creating one of the finest properties in Vermont.

355 Greene Rd, Woodstock
3147 Mount Hunger Rd, Barnard
$12,950,000
5 Beds ⋅ 10 Baths ⋅ 5097482 MLS
Offered as a fully curated legacy estate, Honey Hill Farm encompasses 264.4 extraordinary acres of pastoral beauty, panoramic mountain views, and an unrivaled network of private trails, with an additional contiguous 42.6-acre parcel available for purchase. More than a luxury property, Honey Hill offers the experience of a private park, with nearly 10 miles of trails winding through forests, open meadows, cascading brooks, waterfalls, and around a spring-fed pond. Whether for hiking, cross-country skiing, horseback riding, mountain biking, or quiet exploration, the land offers a seldom-found level of privacy and recreation. The main residence has been masterfully reimagined through a full-scale renovation, blending timeless craftsmanship with modern luxury. At its heart lies an expansive gourmet kitchen with custom marble finishes and bespoke detailing. A four-season room with floor-to-ceiling glass doors dissolves the boundary between indoors and the breathtaking landscape beyond. Formal living spaces flow seamlessly into a richly appointed bar and billiards room and onward to a spectacular library, where exquisite millwork and tailored lighting create an atmosphere of quiet grandeur. Each bedroom suite is generously scaled and paired with indulgent ensuite baths. An extraordinary spa offers infrared and salt therapies and opens directly to a heated pool surrounded by nature. Modern systems ensure comfort and security, including radiant heat, central air, water purification, and a whole-house generator. The iconic red barn has been fully restored, with upper-level entertaining and fitness space and a beautifully appointed guest apartment below. Offered as a fully curated turnkey estate, Honey Hill includes exquisite custom furnishings thoughtfully selected to complement the home and setting, allowing for immediate enjoyment. Privately sited behind gates and shown by appointment only, Honey Hill Farm is a world unto itself and legacy in the making.

3147 Mount Hunger Rd, Barnard
101 Switchback Ln, Stowe
$12,495,000
5 Beds ⋅ 7 Baths ⋅ 5097362 MLS
Experience unrivaled views and a premier, slopeside, Spruce Peak location in this newly constructed, magnificent home. This modern mountain residence was designed by renowned alpine architects Zehren & Associates with floor-to-ceiling glass walls, seamless indoor-outdoor living, and an “infinity view” to Vermont’s natural beauty from every room. Entertain or unwind in world-class amenities including an endless pool and outdoor jacuzzi, custom Japanese soaking tub, infrared sauna, media/game room, and three fireplaces for cozy après-ski evenings. Crafted with precision and curated for luxurious mountain living, this fully-connected smart home features efficiencies such as radiant heat, motorized window shades, an elevator, security system, ski room, executive office, heated garage, primary bedroom with dual walk-in closets, and a backup generator. Each bedroom suite is thoughtfully designed for comfort, privacy, and vantage, and all bathrooms are distinctively designed. Just steps from skiing, golf, fine dining, and year-round adventure at Spruce Peak village, 101 Switchback is the ultimate turnkey retreat.

101 Switchback Ln, Stowe
189 Upper Springs, Stowe
$11,500,000
4 Beds ⋅ 9 Baths ⋅ 5100278 MLS
A design and materials masterpiece, Above the Clouds is one of the most spectacular estates in Vermont. Embedded into rock outcroppings on 15 pristine acres, the setting and views are simply breathtaking. Vermont Danby marble was brilliantly selected as the primary exterior material, and numerous local hardwoods, Italian marble, and sandstone are featured throughout the interior. A spectacular array of floor-to-ceiling windows brings the outside in, creating a beautiful, light-filled home with expansive views from every room. Crafted for grand entertaining, upon entry, a dramatic foyer leads to the dining and great room, which immediately directs your attention to a spectacular veranda and panorama to the mountains and valley below. The primary suite, a private oasis, includes a sunken seating area and splendid bath. Two spacious guest suites grace the upper level with individual terraces, fireplaces, and spa-like baths. A third, private suite, will comfortably host longer-term guests or serve as staff quarters. The lower level is an exquisite recreation venue. A full cocktail bar can host your guests before adjourning to either the 18-seat home theater or game room with marble fireplace; all overlook an opulent, indoor pool and spa. Outdoors is a perfect landscape with stone terraces providing unlimited vantage points and stunning views. Even the drive, forged in stone, provides a spellbinding entry to the property, evoking total privacy, revealing this grand estate.

189 Upper Springs, Stowe
327 Bedell Brook Rd, Elmore
$10,995,000
7 Beds ⋅ 8 Baths ⋅ 5108032 MLS
The Ledges represents the transformation of 209 undeveloped acres into a landmark Vermont mountain estate, where architecture, landscape, and arrival were conceived as a unified experience. Inspired by the architecture and character of Shelburne Farms, the property was created as an alpine interpretation of a traditional Vermont estate. A mile-long drive moves through dense forest, crosses Bedell Brook over a curved stone bridge, and gradually reveals the pond, main residence, and panoramic views across Mount Mansfield, Sterling Mountain, Mount Pisgah, and the Worcester Range, including clear views of Stowe Mountain Resort. The surrounding landscape includes meadows, perennial gardens, three seasonal brooks, extensive stonework, and miles of private trails adjoining Putnam State Forest conservation land. At the center of the property is a seven bedroom residence, an additional one-bedroom guest apartment, expansive living and entertaining spaces, and a clock tower overlooking the surrounding mountains. Additional buildings and amenities include a gatehouse, guest cottage, sauna cottage, inground pool, tennis court and pavilion, garage and tractor pavilion, pond with dock, and a covered lookout positioned to take in views of the mountain range and Stowe Mountain Resort trails. Together, the architecture, landscape, and progression through the property create a private mountain setting defined as much by the land as by the residence itself.

327 Bedell Brook Rd, Elmore
775 548 Sugar House Rd, Hartland
$8,750,000
5 Beds ⋅ 5 Baths ⋅ 5103915 MLS
Hart’s Crossing is a home and a haven featuring a custom 21st-century residence and a comprehensively restored Civil War-era guest house, set on 418 acres of private land. The property provides a refuge in nature, with a kingdom-sized backyard to explore and adventures that change with the seasons. Located at the end of a town-maintained road, the property is a 10-minute drive from either Woodstock Village or the Upper Connecticut River Valley to access the conveniences and necessities of life, yet a century away from the inconveniences, in a peaceful sanctuary. The airy and light-filled 5-bedroom main residence sits on a plateau overlooking the Ottauquechee and White River Valleys to the east and north, with sweeping views to the south along the Connecticut River through walls of windows. The historic farmhouse has been reimagined as a comfortable 2-bedroom guest cottage, featuring exposed timber framing accented by a modern kitchen and bath, with a screened porch and wide deck alongside a refreshing, spring-fed swimming pond. Nearby is a multipurpose barn with a caretaker’s apartment for farm and recreational purposes. The property is enrolled in Vermont’s Current Use program, intended to help large landowners preserve the working landscape with a professional land management plan and a reduction in property taxes as consideration. There are miles of trails enabling access to the entire property for hiking, biking, snowmobiling, and simply wandering without a watch. At the end of Sugar House Road, you’ll discover the best of today, thoughtfully combined with the timeless values of yesterday.

775 548 Sugar House Rd, Hartland
557 Trager Rd, Jamaica
$8,200,000
6 Beds ⋅ 10 Baths ⋅ 5076041 MLS
Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in its surroundings while still just a short drive to Stratton Mountain Resort and the Stratton Helipad. Step into an open-concept haven where elegance meets comfort. Framed by soaring timber beam ceilings, the main living area echoes the grandeur of the mountains while preserving the warmth and intimacy of a true retreat. Natural materials, handcrafted details, and thoughtful design choices create a home that feels warm, timeless and deeply personal. The estate preserves uninterrupted views across the landscape—ensuring that natural beauty remains the focal point from every vantage point.The grand stone fireplace anchors the living area, drawing the eye to soaring ceilings and expansive windows that frame breathtaking mountain ridges. Sunlight floods the space, highlighting the harmonious blend of natural textures and refined finishes.The gourmet kitchen blends beauty and function with custom wood cabinetry, hand-carved artistic accents, a welcoming breakfast bar, and an expansive island designed for conversation, connection, and effortless entertaining. Every space in this residence has been intentionally designed with a keen eye to detail. While every room blends effortlessly with the home’s elevated rustic feel, each one remains extremely unique. Offering six en-suite bedroom in the main residence and 2 bedroom2.5 bath guest quarters. Main Residence with extraordinary gathering rooms and multiple suites, 5 bay barn, guest quarters, pond, miles of maintained trails for mountain biking and winter activities,

557 Trager Rd, Jamaica
4279 Harbor Rd, Shelburne
$6,499,500
4 Beds ⋅ 4 Baths ⋅ 5109125 MLS
This custom contemporary lakefront residence pairs panoramic views of Lake Champlain and the Adirondack Mountains with architecture by TruexCullins, landscape design by Wagner Hodgson, and construction by Roundtree Construction. Mature landscaping, perennial gardens, a living roof, and organic screening provide privacy throughout the property. A maple-lined entry leads to the cedar-shingled residence, where floor-to-ceiling windows, white oak floors, cove lighting, and a multilevel, glass-lined stairwell define the interiors. The open main level brings together a custom kitchen finished with Danby marble, dining and living areas oriented toward the lake, a three-sided contemporary glass fireplace, and sliding doors that open to a cantilevered balcony. The upper level includes a primary suite with sweeping lake views, private balcony, soaking tub, marble shower, dual vanities, and custom walk-in closet, along with an en-suite guest bedroom and a studio or additional bedroom with direct access to the living roof balcony. The walkout lower level offers an additional bedroom and bath, sauna, laundry, and flexible living space opening directly to the pool and lakeside patio. Outdoor amenities include a lap pool with integrated hot tub and waterfall feature, bluestone patios, a gas fire pit, multiple decks, and stairs descending to the lakefront. A heated three-car garage, radiant heat, generator, irrigation and landscape lighting complete the property.

4279 Harbor Rd, Shelburne
300 Nims Rd, Dorset
$6,250,000
6 Beds ⋅ 9 Baths ⋅ 5112024 MLS
Nestled upon a private hilltop just above the town of Dorset, your sprawling country retreat awaits. Set on 28.61 acres with sweeping mountain views, this enchanting Vermont property offers an impressive combination of luxury, amenities, and beautifully maintained grounds. Perfect for multigenerational living, the entertainer or a growing family; the compound includes a five-bedroom main residence with an attached two car garage, a separate newly renovated guest house with an attached two car garage, an in-ground pool and pool house, a hot tub, a tennis court, an additional freestanding two car garage with storage, extensive stonework and patios, specimen plantings and raised garden beds . Architecturally this home seamlessly blends rustic reclaimed beams and floors with a contemporary, airy floor plan. The great room frames the sweeping mountain view through expansive windows, while a floor-to-ceiling stacked-stone fireplace creates a striking focal point. A wet bar and dual french doors to the stone patio make the space ideal for entertaining, with a generous dining room providing additional room for formal gatherings. The spacious cook’s kitchen features marble countertops and a large island, with an adjoining dining area overlooking the stone terrace and spectacular Taconic mountain views. The three-level home offers both first and second floor primary suites, each with a walk-in closet and custom built-ins, along with an office, billiard room and a lower-level media room with built-in bar and wood-burning fireplace. A converted wine cellar, exercise room, studio space and spacious sauna add flexibility for hobbies, recreation and relaxation. Five fireplaces throughout the home provide warmth and character. A rare combination of acreage, views, indoor and outdoor amenities, and exceptional and flowing living spaces. Just a stone's throw away from New England's finest skiing, golf, and fly fishing.

300 Nims Rd, Dorset
88 Mann Rd, Wilmington
$5,998,000
5 Beds ⋅ 8 Baths ⋅ 5098574 MLS
A truly one-of-a-kind estate. Uncompromising quality, timeless design, and exceptional craftsmanship. Every detail has been thoughtfully curated, showcasing impeccable fit and finish. The spectacular main residence features custom stone flooring, reclaimed vintage barn board accents, and a dramatic great room anchored by a massive smooth stone fireplace and walls of glass with natural light. At the heart of the home is a chef's kitchen complete with marble countertops, an oversized center island, walk-in pantry, dual Sub-Zero wine refrigerators, a built-in pizza oven, and a impressive suite of Wolf and Sub-Zero appliances. Designed for year-round enjoyment, the grounds are simply unmatched. Bluestone patios surround the home and lead to a sunken hot tub, cold plunge, a massive BBQ, pergola, children's playscape, and a spectacular post-and-beam open-air pavilion. Gather around the oversized fire pit while enjoying panoramic western sunsets over Haystack Mountain. Private tennis and pickleball courts, complete with a beautifully appointed cabana featuring a half bath, wet bar, and folding glass walls that open directly to the courts. A custom-built carriage house offers four oversized garage bays below for vehicles and seasonal recreational equipment. Above, guests will appreciate a beautifully finished two-bedroom apartment featuring an open-concept kitchen and living area, a gas fireplace, and a full bath ideal as guest accommodations, an in-law suite, or caretaker's quarters. The professionally landscaped grounds include a paved driveway, beautiful perennial plantings, rolling open field, and stunning views of Haystack Peak. Located just minutes from The Hermitage Club, Mount Snow, golf, skiing, dining, shopping, and all of Southern Vermont's year-round recreational amenities. This is more than a home—it's a legacy estate offering an unparalleled lifestyle where luxury, recreation, and Vermont's natural beauty come together in perfect harmony.

88 Mann Rd, Wilmington
551 W Fields Rd, Manchester
$5,995,000
6 Beds ⋅ 9 Baths ⋅ 5052301 MLS
Discover "the pinnacle of luxury living" in the heart of Manchester Village! Crafted by Breen Builders and Ramsay Gourd Architect, every detail reflects superior craftsmanship and timeless elegance! From the very foundation to the finishing touches, attention to detail and commitment to quality shine through! Experience the perfect blend of luxury and convenience in this stunning 10,000 sq.ft estate where impeccable artisanship meets breathtaking mountain views! This architectural masterpiece offers the serenity of nature with privacy and supple views! This is more than a home, it is your private retreat with the world at your doorstep! Additional 10 acre abutting lot also available for purchase. See attached video for property tour.

551 W Fields Rd, Manchester
412 Skyland Ln, Woodstock
$5,950,000
4 Beds ⋅ 5 Baths ⋅ 5044620 MLS
Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace. At the heart of the home is a chef’s kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, and a spacious barn perfect for guest quarters, workshop or a car collection. Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. Additional land available.

412 Skyland Ln, Woodstock
115 Eastman Rd, Woodstock
$5,875,000
3 Beds ⋅ 4 Baths ⋅ 5099532 MLS
Sorgenfrei, German for "carefree" captures the spirit of this remarkable 68 acre property in one of South Woodstock's most desirable locations: a place where life slows and the beauty of the Vermont countryside takes center stage. At the end of a quiet road, the property combines sweeping mountain views, and exceptional privacy with a thoughtfully designed hand-crafted, timber frame home. Outside, perennial gardens give way to open pasture suitable for a few horses or sheep, woodland trails for riding, hiking, cross-country skiing, and snowshoeing and direct access to the GMHA trail system. Built in 2015, the three-bedroom residence is defined by soaring spaces, exposed fir beams, walls of glass, and craftsmanship that feels substantial without being formal. Nearly every principal room is oriented toward the eastern views, bringing the surrounding mountains and changing Vermont landscape into daily life. The main level is equally comfortable for quiet everyday living or a houseful of guests, with an open kitchen, dining area, and dramatic great room centered around a floor-to-ceiling double-sided stone fireplace. A more intimate sitting room, screened porch, expansive deck, and primary suite are also located on this floor. Upstairs are a loft office, two en suite guest bedrooms, and a media room. The walk-out lower level adds a gym, infrared sauna, workshop, and temperature-controlled wine room with capacity for approximately 1,000 bottles. An 18.5 kW solar array supports near net-zero living, while a three-bay garage accommodates vehicles, sporting equipment, and the gear that comes with an active Vermont life. Just minutes from Woodstock Village, 16 miles from Killington Resort, and 26 miles from Okemo Mountain Resort.

115 Eastman Rd, Woodstock
740-2 Edson Hill Rd, Stowe
$5,844,000
8 Beds ⋅ 8 Baths ⋅ 5104275 MLS
Rare Stowe Offering: Extraordinary mountain estate Estate + Buildable Lot on Edson Hill. Discover a once-in-a-lifetime opportunity in Stowe—Eden, a stunning 22± acre estate paired with an adjacent 3.98-acre buildable lot on exclusive Edson Hill. Eden offers 8 bedrooms, 8 baths, a gourmet chef’s kitchen, vaulted ceilings, and multiple spaces for entertaining, including a great room, sunroom with stone fireplace, and a lower-level wellness retreat with twin spas, sauna, steam shower, and game room. Outdoor living is elevated with twin ponds, tennis court, heated pool, hot tubs, and exquisite gardens—all with breathtaking views of Mount Mansfield and the Worcester Range. The adjacent lot provides a rare chance to expand or build anew. Surrounded by multi-million dollar homes one of Stowe's most exclusive streets. It features mature trees, municipal water, approved wastewater and driveway permits, direct access to Wiessner Woods’ trails, streams, and sugarhouse—and extraordinary views that mirror those from the main estate. Just minutes from Stowe Mountain Resort and some of the area's best dining, this combined offering delivers unparalleled mountain lifestyle, seclusion, and potential.

740-2 Edson Hill Rd, Stowe
64 Needle Leaf Ln, Stowe
$5,800,000
4 Beds ⋅ 8 Baths ⋅ 5070706 MLS
“Tansy Hill Farm” is the quintessential Stowe, Vermont breathtaking, timeless, and meticulously crafted home. This exceptional farmhouse was designed and built by the current owners with an uncompromising eye for quality and detail. Offering over 8000 sq. ft. of beautifully appointed living space, the floor plan is both expansive and exceptionally functional. The main level features a grand living room with French doors opening to a gracious stone patio; an inviting library warmed by a gas fireplace; and a gourmet kitchen overlooking the circular cobblestone drive. The adjoining dining area, also with a gas fireplace, leads seamlessly into a stunning four-season sunroom equipped with a built-in gas grill. A spa-like primary suite with vaulted ceilings and office. A second bedroom offers vaulted ceilings and an extraordinary architectural centerpiece: a partial 20-foot faux oak tree with custom walnut stairs. Second floor offers 2 more spacious bedrooms complete with baths, a comfortable/family area with 1/2 bath, dining table and built in sleeping area. A spiral staircase leading to view the property completes the second floor. Finished basement with exercise room and hot tub. Three car attached garage. Charming one bedroom 2 bath cottage, a 4 stall barn complete with fully fenced area for your animals. Pole barn for equipment and toys. Over 28 acres of fields, woods, ponds and completely private bordering Sterling Brook!!

64 Needle Leaf Ln, Stowe
109 W Shore Rd, Grand Isle
$5,695,000
4 Beds ⋅ 4 Baths ⋅ 5094808 MLS
A willow-lined drive creates a grand approach to this Grand Isle estate, conveying privacy, craftsmanship, and tranquility. The property opens to nearly 12 private acres with approximately 1,300 feet of Lake Champlain frontage and broad western views to the Adirondack Mountains. From the screened porch, expansive lawns, gardens, and stone pathways, the setting unfolds with open water, protected shoreline, and spectacular sunsets. What distinguishes this property is not only what you can see, but what you cannot. Beyond the finishes, sweeping views, and exceptional amenities lies an extraordinary level of craftsmanship, planning, and investment. From the construction methods and mechanical systems to the carefully selected materials, custom millwork, and award-winning interior design, every element was thoughtfully considered and executed to the highest standard. Encompassing approximately 4,361 square feet of thoughtfully designed living space, the residence blends timeless detail with exceptional comfort. Custom built by Red House Building, with interiors by an award-winning designer, the home features warm oak floors, expansive Pella windows, custom cabinetry, and carefully selected finishes throughout. The kitchen, dining, and living areas flow together easily, creating an inviting gathering space. A first-floor primary suite offers a peaceful retreat, while three upper-level bedrooms and a flexible multipurpose suite provide comfortable accommodations for everyone. The outdoor living experience is equally impressive. Curated, award-winning gardens, mature plantings, and stone pathways create a peaceful setting filled with seasonal color and texture. Along the lake, a deep-water dock, kayak dock, lakeside storage shed, screened hot tub pavilion, fire pit area, beach volleyball court, soccer field, and equipment barn add to the enjoyment and function of the property. A beautifully built, carefully maintained waterfront estate prepared for the next generation.

109 W Shore Rd, Grand Isle
1060 Upper Hollow, Dorset
$5,600,000
5 Beds ⋅ 6 Baths ⋅ 5075285 MLS
'MOONLIGHT REFLECTIONS ON AN UPPER HOLLOW SANCTUARY'... This stunning rare estate sits on 66 secluded acres of unspoiled beauty, offering breathtaking sweeping views of two luminous ponds, where moonlight reflections shimmer across the water each evening, creating a truly magical feeling. Inside you will find a contemporary open layout anchored by a dramatic stone fireplace, perfect for cozy evenings. The main residence captures the landscape from every angle blending modern architecture seamlessly with nature. This is much more than a home, it is truly a legacy property... Prestigious, Private and Profoundly Peaceful and must be seen to be fully appreciated!! Beauty, solitude, quiet luxury!!! Subdivision potential.

1060 Upper Hollow, Dorset
159 Winhall Hollow Rd, Winhall
$5,575,000
7 Beds ⋅ 10 Baths ⋅ 5104104 MLS
Privately situated in a most beautiful setting, this grand Vermont estate commands a remarkable landscape, with Stratton Mountain rising majestically beyond the tree line. A sweeping private drive sets the tone for an extraordinary arrival; open meadows, a serene pond, and beautifully preserved grounds before revealing the 9915 SF residence itself and massive barn. There's an immediate sense of permanence here.Thoughtfully positioned for complete privacy, the 7 ensuite Bedroom/9.5 bath home possesses the scale, presence, & quiet grandeur reminiscent of New England's great legacy estates. Its architecture feels substantial yet entirely at home within its surroundings, balancing stately proportions and refined craftsmanship with the warmth and authenticity of a distinguished country property. Expansive lawns, pastoral vistas, mature trees, and distant mountain views create a magnificent natural setting on 42.93 acres, while the home stands as its centerpiece: elegant and enduring.The Main Residence features multiple gathering spaces, three fireplaces, beautiful wood floors, impeccable stonework, fine woodworking and upscale details. It's grand in scale, warm in spirit, and created for gathering. Meticulously crafted stone archways, wood beams and oversized timber mantels frame the hearths. A generous chef’s kitchen with premier appliances and custom design was conceived for those who appreciate the art of cooking and the pleasure of company. An extraordinary barn enhances the property with it's interior grand lodge room framed with reclaimed barn beams, a 2 story stone hearth, ideal for entertaining and apres ski fun, guest quarters with kitchen and 3 bay garage.This represents Vermont country living at its most distinguished a rare convergence of masterful craftsmanship, remarkable acreage, architectural character, and an incomparable natural setting. It's a home for generations to gather. Just 5 minutes to the Stratton Mountain Access Road,20 min to Manchester

159 Winhall Hollow Rd, Winhall
6954 Vermont Route 17 W, Addison
$5,500,000
4 Beds ⋅ 5 Baths ⋅ 5091992 MLS
On a secluded headland offering ultimate privacy with 14.7 private acres and over 1,200 feet of pristine Lake Champlain shoreline, Blue Heron Point offers exceptional privacy, panoramic lake and Adirondack views, and a rare turn-key Vermont waterfront lifestyle. Designed by architect Peter Morris, the 6,059± square foot shingle-style residence blends timeless New England character with modern luxury, thoughtful craftsmanship, and pristine natural surroundings. Professionally landscaped grounds, mature gardens, forested walking trails, expansive lawns, and an easy gravel path to the private cedar dock create a setting of unmatched beauty and seclusion. Seamless indoor-outdoor living is central to the property, with patios, poolside and lakeside gathering areas, and a screened dining porch for relaxed summer living and effortless entertaining. A cathedral-ceilinged Great Room anchored by a massive fieldstone fireplace showcases hand-selected Northern Hemlock timbers, while open interiors flow easily into modern amenities including a fitness studio with professional-grade equipment, wet bar, and versatile family/media room with gas fireplace. Waterfront living includes a private cedar dock, sweeping Adirondack views, and a spring-fed pond for seasonal swimming or skating. A heated gunite pool with bluestone patio, stone terraces, perennial gardens, wooded trails, fire pit, and independent one-bedroom guest apartment with kitchen, bath, and laundry complete this property. Just under an hour from Burlington International Airport and close to historic sites, dining, and shopping in Middlebury and Vergennes, Blue Heron Point is a legacy property where timeless design meets Vermont’s most sublime natural setting.

6954 Vermont Route 17 W, Addison
3800 Weston Andover Rd, Andover
$5,150,000
8 Beds ⋅ 8 Baths ⋅ 5089880 MLS
Bringing generations together in a place that inspires connection, adventure, celebration, work and stewardship, Moosewalk Lane is a purpose built multigenerational family compound. Created over two decades and set on 384 private acres in Vermont's Green Mountains, Moosewalk Lane is offered fully furnished and equipped. Anchored by a 10,062 square foot timber frame home, guest house, writer's cabin, equipment barn, and miles of private trails, Moosewalk provides a true sense of place where comfort, privacy, and recreation exist in equal measure. Designed for year round living and entertaining, the compound comfortably accommodates extended family, friends, and guests with eight bedrooms, seven full baths, a dramatic two story great room, a chef's kitchen with Viking appliances and an Italian wood fired pizza oven, a library, media and game room, fitness space, six garage bays, and thoughtfully designed gathering places both inside and out. Just beyond the backyard, Broadway, the property's original logging road turned trailhead, provides direct access to the balance of the 384 acre property and four season recreation. Ride horses through open meadows, hike, snowshoe, or explore miles of private woodland trails, produce maple syrup from your own gravity fed sugarbush, enjoy direct access to Vermont's VAST trail system, or retreat to the writer's cabin overlooking the Connecticut River Valley. Historic stone walls, managed hardwood forests, abundant wildlife, and protected Current Use acreage reflect more than ownership, they reflect stewardship. Thoughtfully created for extended family, private retreats, entertaining, or simply escaping the pace of everyday life, Moosewalk offers something increasingly rare: a place where time slows, memories are made, meals are shared, and life is measured by moments well spent.

3800 Weston Andover Rd, Andover
15 Sawmill Rd, Stratton
$5,100,000
10 Beds ⋅ 10 Baths ⋅ 5101885 MLS
Location, Location, Location. Representing the pinnacle of Stratton Mountain trailside living, 15 Sawmill is a generational property where unrivaled ski-in/ski-out access creates one of Stratton's most exceptional legacy offerings. This is one of the few homes located along the trail - one you admire and wish was yours when you ski by it all winter season! Perfectly positioned directly on the ski trails with effortless access, this remarkable opportunity is an open palate for the next owner. This rare property delivers an unparalleled lifestyle designed to be treasured for generations. This 10 bedroom 9.5 bath residence (with 7 ensuite bedrooms), offers an expansive floor plan thoughtfully crafted for entertaining, family gatherings, & private retreats. An open concept great room is anchored by a commanding stone fireplace, walls of glass facing the trails and a kitchen design featuring an oversized island and dining area. Designed to comfortably accommodate family & guests alike, the residence features an exceptional ski room that opens up to the trailside for ease of trail access! A large family/game room is perfect for watching the game after a day on the slopes or cozying up to watch a movie. Expansive deck - perfect for spring apres ski and summer mornings. The oversized garage provides ample space for vehicles, recreational equipment, & seasonal storage. The scale & thoughtful layout, make this an ideal retreat for multiple generations to gather under one roof. This is more than a residence. It's a rare opportunity to establish your family legacy in one of Stratton Mountain's most coveted locations, where effortless slope side living define the ultimate mountain lifestyle.There are very few Stratton Mountain Resort residences that enjoy direct access to the Wanderer Trail. Convenience abounds. A priceless legacy property. Rare Indeed.

15 Sawmill Rd, Stratton
235 Lower Sanborn Rd, Stowe
$4,999,000
5 Beds ⋅ 7 Baths ⋅ 5098585 MLS
A breathtaking country estate seamlessly integrated into the Vermont landscape, this exceptional two-residence compound offers refined living less than two miles from Stowe Mountain Resort and just minutes to the charm of Stowe Village. Masterfully re-imagined, the property blends timeless design with superior craftsmanship and luxurious comfort. The main residence spans over 10,000 square feet of beautifully finished interiors, complemented by a separate guest house—each designed to elevate daily living and effortless entertaining. A meticulous renovation showcases the highest quality materials and artisan-level detailing throughout, including custom millwork, wide-plank flooring, finely crafted cabinetry, and premium appliances. Every space reflects an uncompromising commitment to excellence. Outside, a tiered, dry-laid stone patio sets the stage for unforgettable outdoor living, featuring a hot tub, dining terraces, and panoramic mountain views. A tranquil pond enhances the natural beauty and serenity of the setting. This is a rare opportunity to own a legacy estate in one of Vermont’s most sought-after locations—crafted with extraordinary care for generations to come.

235 Lower Sanborn Rd, Stowe
62 Moon Shadow Dr, Ludlow
$4,999,000
5 Beds ⋅ 5 Baths ⋅ 5095734 MLS
Welcome to one of Okemo’s most distinctive properties, an iconic SKI-ON, SKI-OFF Tennessee log-style home set directly on the Moon Shadow ski trail within Solitude Village. Offered fully furnished and turnkey, this home is ready for enjoyment. Its exceptional rental performance provides an opportunity to offset substantial ownership costs and meaningfully reduce the effective cost of owning a premier slopeside retreat. With direct trail access, panoramic views, and a proven rental history, this is a rare opportunity to combine an extraordinary Okemo lifestyle with compelling ownership economics. Panoramic mountain views stretch across the Okemo Valley, while authentic log construction, broad-hewn timbers, wide chinking, reclaimed wood floors, and exceptional stonework create an unmistakable sense of place. Seven wood-burning fireplaces add warmth throughout, and soaring ceilings and expansive windows frame the breathtaking views. Designed for both grand entertaining and intimate retreats, the home features five bedrooms and four and a half baths, including three private en-suites. Separate guest quarters with a private entrance, great room, and fireplace provide an ideal space for visitors. The primary suite is a true escape, highlighted by a soaking tub perfectly positioned to capture the view. The gourmet kitchen blends rustic character with refined finishes, featuring high-end appliances, honed granite countertops, a wood-burning fireplace, large island, and commercial-style ice maker. Dual washers and dryers add convenience for owners and guests. Living spaces flow effortlessly to a spacious deck and elevated stone patio with an oversized hot tub overlooking the trail, an ideal setting for après-ski relaxation. A large game room offers gaming tables and pinball machines, while additional gathering spaces include a billiards loft. A well-appointed ski room with boot warmers and abundant storage keeps gear organized. ROFR

62 Moon Shadow Dr, Ludlow
440 Marcia Ln, Dorset
$4,995,000
5 Beds ⋅ 7 Baths ⋅ 5105868 MLS
A rare opportunity awaits at this exceptional Dorset Hollow estate, privately situated at the end of exclusive Marcia Lane. Perched high on Dorset Mountain across 16.74 acres, the property captures breathtaking long-range views of Owls Head, Equinox Mountain, and beyond. Built in 2005 by renowned craftspeople, this 7,451-square-foot, five-bedroom, seven-bath estate has undergone a multimillion-dollar renovation, creating an updated, turnkey retreat. Improvements include a new kitchen addition with locally sourced Danby marble and high-end cabinetry, a remodeled primary suite, and comprehensive renovations to the interior, exterior, and grounds. The home offers seamless indoor-outdoor living, flowing onto a wraparound porch and stone patio with an outdoor kitchen. Stone walkways lead to a large lap pool with a diving rock, a ball field, manicured gardens, wildflower meadows, an apple orchard, and an English garden with a fountain and marble bench. Year-round amenities include three wood-burning fireplaces, multiple gathering rooms, a gym, a theater with surround sound and a large wood-burning fireplace, and a hot tub with spectacular views. Speakers serve the first floor, porch, and pool area. The impressive Bensonwood timber-frame barn features an indoor pickleball court and basketball and a full game room. A separate heated equipment barn with power and internet offers space for equipment storage, a woodworking shop, or other uses. Smart-home upgrades include indoor and outdoor lighting controls, thermostats, and a security system with cameras. Wired and wireless internet extends throughout the property, and a full-estate 80 kW generator provides added reliability. Refined finishes include hand-nailed wide-plank pine floors, crown molding, wainscoting, slate, marble, cherry wood, handmade wrought iron, and locally sourced materials. The grand primary suite showcases dramatic Bensonwood timber framing, creating a warm private retreat.

440 Marcia Ln, Dorset
740 Edson Hill Rd, Stowe
$4,995,000
8 Beds ⋅ 8 Baths ⋅ 5089015 MLS
Set in one of Stowe’s most sought-after locations, Eden is a remarkable 22± acre mountain estate offering privacy, recreation, and breathtaking natural beauty. Surrounded by lush landscapes with views of Mount Mansfield and the Worcester Range, the property features beautifully maintained gardens, twin ponds, a tennis court, heated pool, and two hot tubs, creating an exceptional setting for both relaxation and entertaining. The residence offers eight bedrooms and eight baths with soaring vaulted ceilings and thoughtfully designed living spaces throughout. Just minutes from Stowe Mountain Resort, the property also enjoys direct access to Wiessner Woods for hiking, snowshoeing, and cross-country skiing. Paired with close proximity to some of Stowe’s best dining and amenities, Eden presents a rare opportunity to experience elevated Vermont mountain living in an extraordinary setting.

740 Edson Hill Rd, Stowe
1182 1184 East Manchester Rd, Manchester
$4,995,000
9 Beds ⋅ 10 Baths ⋅ 5063499 MLS
Peacock Hollow, a c.1790 completely private estate, is gracefully sited on 29.9 acres surrounded by sweeping mountain views, a running stream, and bordered by the forest. This rare offering combines historic character with refined updates, creating a legacy property designed for both intimate living and grand entertaining. The 5,500 square foot main residence offers five beautifully appointed bedrooms, five fireplaces, original wood and marble floors, and handsome moldings throughout. The home has been thoughtfully expanded to include a sun-filled country kitchen with custom cabinetry, formal and informal dining rooms, a library, family room, and multiple living spaces that open to marble terraces and gardens. Enhancing the estate are extraordinary amenities, including a marble in-ground swimming pool with stone terrace, a tennis court, and a one-bedroom caretaker’s cottage with attached garage for on-site management or guest overflow. A 2,400 square foot three-bedroom guest house, created from the original c.1796 post-and-beam barn, blends historic charm with modern comfort. A goat and chicken barn, equipment barn, and a separate 30’ x 60’ seven-bay toy and car barn provide abundant storage and the opportunity for a true Vermont farmstead lifestyle or a spectacular car collection. The grounds are equally captivating, featuring mature landscaping, open meadows, orchards, perennial gardens, and stone walls. Pergolas, walkways, and extensive marble terraces.

1182 1184 East Manchester Rd, Manchester
675 Putnam Forest Rd, Stowe
$4,975,000
4 Beds ⋅ 6 Baths ⋅ 5077621 MLS
Prime Stowe Hollow location outdone only by it’s spectacular views of the Green Mountains. Panorama’s sweeping vantage of Mt. Mansfield and the valleys below will take your breath away. With a private, top-of-a-hill setting, mere minutes from Stowe Village, this 16+ acre estate features a 7900+/- sf classic Shingle Style architectural gem. The meticulously maintained 4 bedroom, 6 bath home is light-filled with mountain views from nearly every room. With three floors of living space, Panorama was designed for entertaining friends and family. Unwind after a day of hiking, mountain biking or skiing by one of the three fireplaces or head out to the vast, wrap-around deck to take in incredible Green Mountain sunsets. An expansive bonus room makes for an ideal home office or additional activity/gathering space. The impeccable grounds include flowering shrubs, perennial gardens, a wildflower meadow, and a large, professionally built fire pit with generous space for outdoor gatherings in any season. Miles of trails into the protected CC Putnam State Forest and the Worcester Range are easily accessible, while a short walk from the back door leads to Gold Brook for a quick dip in the numerous swimming holes. Panorama is centered in the heart of Stowe Hollow just under 10 miles to Stowe Mountain Resort, 3.8 miles to Stowe village, 15 minutes from Stowe-Morrisville airport, 35 minutes to Burlington Airport, 2.5 hours to Montreal and a 3-hour drive to Boston. No drive-bys.

675 Putnam Forest Rd, Stowe

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