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$3,195,000
5 Beds 5 Baths 5090134 MLS
The Drake House is a rare Vermont landmark, nearly two centuries in the making and thoughtfully carried forward by generations of careful stewards. Built in 1825 by Asaph Drake and his wife, this distinguished brick Federal home has long held an important place in the Middlebury area, with later connections to the Morgan Horse Farm, ownership by a Middlebury College president, and listing on the National Register of Historic Places. Most recently purchased in 2023, the 5,030-square-foot home has been meticulously modernized for contemporary living while preserving the character, craftsmanship, and soul that make it irreplaceable. Light-drenched interiors feature original pumpkin pine floors, historic brickwork, marble accents, reclaimed oak flooring, a restored archway, and elevated updates throughout, including a custom kitchen with coffered ceilings, walnut island, Fisher & Paykel dishwasher, and black enamel AGA propane range. Surrounded by approximately 650 acres of conserved land just five minutes from Middlebury village, the property feels deeply private while remaining closely connected to the landscape, with gardens, a pond, outdoor living spaces, and access to the MALT system’s 18-mile trail network. Inside, gracious gathering spaces, a parlor with fireplace and beehive/pizza oven, a serene primary wing with office and cedar sauna, and a wine cellar create a home that is both historic and deeply livable. A post-and-beam barn/garage with guest apartment, additional barn, and second driveway complete this beautifully renewed Federal-era retreat, ready for its next chapter.

1816 Morgan Horse Farm Rd, Weybridge

$3,100,000
5 Beds 5 Baths 5051212 MLS
Welcome to your mountain sanctuary in the heart of Solitude Village—Okemo’s premier slopeside community. This luxurious 5-bedroom, 3-bathroom retreat offers true ski-on/ski-off access, allowing you to hit the Rising Star Trail or Moon Shadow right from your doorstep. Step inside to a warm, elegant interior featuring radiant-heated tile and rich hardwood floors throughout. The expansive great room, with its stunning stone fireplace and vaulted ceilings, creates the perfect après-ski gathering space. Just off the great room, a custom beverage bar with seating for three invites you to unwind with a cocktail while watching the snow fall. The chef’s kitchen is appointed with high-end appliances, granite countertops, and custom cabinetry—ideal for entertaining. The dining room comfortably seats twelve, making it perfect for holidays and celebrations. After a day on the slopes, drop your gear in the well-designed mudroom with built-in cubbies before heading down to the walkout lower level—complete with a pool table, exercise space, sauna, and hot tub for ultimate relaxation. A large game room with tons of comfortable seating for movie watching. The spacious primary suite includes a private balcony, perfect for morning coffee with mountain views. Additional features include a dramatic carport entry, two-car garage, ample storage, and timeless craftsmanship throughout. Whether you're seeking a serene winter escape or an active four-season retreat, this home delivers. ROFR

165 Moon Shadow Dr Unit M-15, Ludlow

$3,000,000
8 Beds 8 Baths 5060687 MLS
AUCTION BIDDING OPEN. Bidding ends July 28. Previously listed at $5.5M. Current high bid $3M. Vermont has a way of making the rest of the world feel very far away and from 39 acres in Stowe, it disappears entirely. Set against views of the Worcester Range with Stowe Mountain Resort minutes up the road, this eight-bedroom farmhouse was built for the kind of gathering that fills every room. Three fireplaces draw people together on winter evenings; a private pond and outdoor kitchen reclaim the property in summer. The finished basement keeps everyone entertained when no one wants to leave; the four-car garage was built with every season’s gear in mind. The VAST trail network runs directly accessible from the property, extending the days in either direction. Stowe Village is close enough for dinner, far enough that the meadow stays quiet. There is a particular pleasure in a property this well-suited to both deep winter and high summer—and this rarely available in a town that has been drawing the world’s attention for decades.

2455 W Hill Rd, Stowe

$2,995,000
7 Beds 6 Baths 5093981 MLS
Meadowoods is a rare offering a private and welcoming Stowe retreat. Set on 8.54 acres, just a short drive from the historic village and Stowe Mountain Resort, the property offers immediate access to world-renowned mountain biking, hiking, and backcountry skiing. The seven-bedroom, multi-level residence is defined above all by its sweeping, unobstructed views of the Worcester Mountain range a panorama that anchors nearly every room. A thoughtful layout welcomes large gatherings of family and friends with ease, while quiet corners for reading, working, or simply taking in the view can be found throughout the home and across the grounds. Your guests may never want to leave. In 2019, a tastefully designed primary suite and dedicated office were added to the main floor, alongside fully updated bathrooms. A newly constructed wrap-around deck extends the living space outward, opening to the breathtaking landscape at the front of the home and to a large, spring-fed swimming pond at the back. After a day on the trails or the mountain, the indoor sauna and outdoor hot tub provide a fitting close. The grounds themselves are a defining feature meticulously kept and graced by a well-appointed gazebo that invites quiet pause. Offered fully furnished, Meadowoods is turnkey: a ready-made escape in one of Vermont's most coveted communities. It is a property that must be experienced to be fully appreciated.

105 Lower Moulton Ln, Stowe

$2,995,000
4 Beds 7 Baths 5089125 MLS
Set behind a gated entrance and approached by a winding private drive, this custom-designed fully-furnished residence is surrounded by 63.15 acres of beautifully landscaped, estate-like grounds offering exceptional privacy just minutes from Essex Junction and Burlington. Thoughtfully positioned to capture the natural beauty of the property, the home offers a rare balance of quiet seclusion and convenient access to nearby golf, dining, and Vermont’s mountains. Designed for both refined entertaining and comfortable daily living, the home blends expansive gathering spaces with warm, inviting interiors. At the center of the main level, the chef’s kitchen features a Wolf cooktop, oversized island, walk-in pantry, and custom copper-lined sink, flowing easily into both formal and casual living areas. Large windows and outdoor access throughout the home create a seamless connection to the surrounding landscape and expansive rear deck. With four bedrooms and 6.5 baths, the layout offers privacy and flexibility for hosting. The primary suite serves as a peaceful retreat with a spa-like bath, soaking tub, and generous walk-in closet, while three additional en suite bedrooms provide exceptional comfort. A third-level media room, bonus spaces, and a distinctive cupola with sweeping views add to the character and versatility you’ll find throughout this home. The walkout lower level was designed with entertaining in mind, featuring a recreation room, bar, wine cellar, office, and full bath. Outdoors, the property continues to unfold as a private Vermont retreat with a pond and dock, raised garden beds, fire pit area, and professionally designed landscaping that brings color and enjoyment throughout the seasons. Offering the scale and setting of a country estate without sacrificing proximity to Greater Burlington conveniences, this is a property for those who value privacy, open space, and an elevated Vermont lifestyle.

118 Brigham Hill Ln, Essex

$2,995,000
3 Beds 4 Baths 5080285 MLS
Set along the peaceful shores of Lake Arrowhead in Milton, Vermont, this exceptional lakefront property offers a rare combination of privacy, craftsmanship, and modern convenience, just minutes from everyday amenities while feeling tucked away in a serene setting. This three-bedroom, three-and-a-half-bathroom, custom-built modern farmhouse features approximately 200 feet of shoreline, sweeping water views, and thoughtfully landscaped grounds with apple trees, walking paths, hydrangea-lined lakefront, and expansive 1,500 sq ft stone patios designed for both comfortable living and entertaining. Inside, the home showcases handcrafted Amish-built cabinetry throughout, a double chef’s kitchen with premium appliances including a Dacor Modernist 48” range and dual refrigerators, and a spacious living and dining area highlighted by timberframe ceilings. The primary suite includes a walk-down closet of 485 square foot, a spa-inspired bath with jetted chromatherapy tub, steam shower with multiple body jets and rain heads, and a private flex space suitable for an office or a fourth bedroom space. A detached 1,100 square foot executive office and theatre space is connected by a catwalk and includes three additional garages, a gym space and workshop. No detail is missed in this home's advanced smart technology, with a whole-home generator, Tesla Powerwalls, air and water purification systems, and a 90-head irrigation system with mosquito control. Additional features include a library, basement recreation space with custom loft and foam pit, greenhouse, and a dock with power and water. Outdoor living centers around a year-round saltwater pool with automated systems, a custom pergola with powered louvers, lighting, and screens, plus a high-end sport court and gated driveway. Convenient to I-89 yet offering a tranquil lakefront setting, this thoughtfully designed property showcases a wide range of unique features and quality finishes, with additional details available upon request.

111 Lakeside Ave, Milton

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

5798 South Rd, Woodstock

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

68 Green Peak Orch S, Dorset

$2,950,000
3 Beds 5 Baths 5072035 MLS
Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary residence is perfectly sited to overlook Woodstock’s iconic Mount Tom and the Marsh-Billings Museum, Vermont’s only National Park. The property sits at the end of a quiet road with only one other neighboring residence and is surrounded by over 400 acres of conserved land. There is a bedroom suite on each of the three levels, allowing family members or guests to claim their own space. The open living room on the main level is a natural gathering place, either by the fire in the winter, or out on the deck in the summertime to take in the views. The adjoining 1,040-sqft modern pool house was completed in 2023, providing a luxurious new extension of the home. Inside is an open floor plan, where floor-to-ceiling windows showcase unobstructed mountain views to the North and West. Thoughtfully designed with a custom Viking kitchen, spa-style walk-in shower, and guest bed, the pool house is ideal for entertaining guests, hosting family parties, or relaxing apres-ski. The outdoor heated pool is a centerpiece of the property, providing four-season enjoyment.

249 Sawyer Rd, Woodstock

$2,940,000
3 Beds 2 Baths 5093109 MLS
Extraordinary VT Estate & Recreational Property – 213.9± acres across 4 parcels-A truly rare opportunity to own a legacy property with a rich history, exceptional acreage, multiple residences, and breathtaking natural beauty. Encompassing approximately 213.9 acres across 4 separate parcels, this remarkable property offers an unparalleled combination of residential, recreational, agricultural, & investment potential. The primary parcel consists of 142.6 acres and features a 3-bed, 2-bath main residence, a 2-bed, 1-bath secondary home, a large workshop with a 1-bed, 1-bath apartment, & small horse barn, providing ample flexibility for multi-generational living, rental income, guest accommodations, or a home-based business. Adding to the appeal are 3 additional parcels totaling 71.3 acres. One parcels encompasses 34 acres and includes a State-approved septic design for a 3-bed home, presenting an outstanding opportunity for future development. This parcel boasts magnificent views overlooking the CT River, creating an exceptional homesite surrounded by Vermont's natural beauty. The property is a true outdoor enthusiast's paradise, featuring an incredible 13 ponds scattered throughout the landscape, attracting abundant wildlife & enhancing the property's scenic appeal. From select vantage points, enjoy views of Lake Morey & Lake Fairlee, adding to the property's already impressive collection of natural features. Accessed by a privately maintained rd, the property offers exceptional privacy while remaining accessible year-round. Formerly known as Record Ridge Hunting, the land has a longstanding reputation as a premier destination for outdoor recreation. The diverse terrain, extensive acreage, ponds, and wildlife habitat make it ideal for hunting, hiking, horseback riding, ATV use, or simply enjoying the peace and solitude of a large VT landholding. Whether you're searching for a family compound, sporting property, or investment opportunity, this property is a must see.

198 Brackett Rd, Fairlee

$2,900,000
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

$2,900,000
5 Beds 4 Baths 5091062 MLS
CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef’s kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead—with its native timbers and stone fireplace—creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook House—a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience.

66 Hollow Farm Rd, Woodstock

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

2060 Townshend Rd, Grafton

$2,895,000
3 Beds 4 Baths 5080212 MLS
EXCEPTIONAL BRAND-NEW SKI HOME IN KILLINGTON! Nestled on 0.88 acres in one of Killington’s most sought-after locations, this brand-new multi-bedroom with five sleeping rooms—including three officially designated bedrooms—and four bathrooms, this home offers a high level of comfort, luxury, craftsmanship, and energy efficiency with arguably one of the best views in town. Enjoy soaring ceilings—28 feet in the den, 12 feet in the upstairs common areas and primary suite, and 10 feet in the basement—plus Anderson windows that flood the space with natural light. A real masonry fireplace with native granite stone anchors the open living area. The chef’s kitchen features GE Profile appliances, three ovens, septic-safe disposal, and a Blanco barn sink. Moen matte finishes, custom woodwork, and ¾" knotty pine tongue-and-groove accents create a warm mountain retreat, complemented by Danaher-finished yellow pine floors with a durable oil coating. Each bath showcases Chicago brick tile for rustic charm. Built for efficiency, the home exceeds standards by 20% with whole-house spray foam, high-end plumbing, multi-zone HVAC with high-efficiency AC, heated garage, ski room with custom cubbies, 1,000-gallon propane tank, and generator readiness. Also, offer 3,000 + additional unfinished square footage for a total of over 7000 sq/ft. The exterior features CertainTeed cedar impression siding and a standing seam metal roof with snow guards. Just minutes from lifts and Killington’s famous access road, this rare offering blends luxury, durability, and location. Easy to show or make sure to watch the video.

46 Deer Run, Killington

$2,875,000
3 Beds 5 Baths 5065200 MLS
Welcome to Three Maple Drive, a beautifully crafted, brand-new single-family home nestled in a quiet and scenic location in Manchester, Vermont. Built in 2023 with impeccable attention to detail, this 3,059 sq ft modern farmhouse seamlessly blends luxury, comfort, and timeless design—all set on a private 3.85-acre lot with gorgeous mountain views. This home features three spacious bedroom suites, each with its own private bath, along with an additional half bath on the main level and a ¾ bath in the expansive bonus room above the garage—perfect for a guest suite, office, or studio. The heart of the home is an open-concept kitchen, dining, and living area filled with natural light from oversized windows and designed for effortless entertaining and everyday living. High-end tile work, thoughtfully chosen countertops, and custom finishes create a sense of understated elegance throughout the kitchen and bathrooms. Built with quality and longevity in mind, this home is truly turn-key—from its clean, contemporary farmhouse style to its well-considered layout and luxurious touches. Whether you're seeking a primary residence, a second home, or a Vermont retreat, this property offers it all. Enjoy the peace and privacy of country living while being just 5 minutes from downtown Manchester, close to Dorset, and surrounded by some of the area's best walking and hiking trails. Luxury, comfort, and an unbeatable location—this home checks every box.

466 Three Maple Dr, Manchester

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

56 Vistas Dr Unit #5, Killington

$2,850,000
5 Beds 6 Baths 5091786 MLS
Set on the north side of the Dorset Green, 86 and 78 Church Street present a rare village compound in the heart of Dorset. Fully renovated with exceptional attention to detail, this refined micro-estate blends timeless New England character with sophisticated modern living. Encompassing the main residence, guest cottage, gardens, and garage, the property is both gracious in scale and intimate in feel, the quintessential “new old house” imagined to perfection. Beautifully proportioned rooms are filled with warmth and elegance. The chef’s kitchen features a walk-in pantry with prep sink and dishwasher, plus a dedicated coffee station and refrigerated drawers. The living room opens to a covered porch overlooking the Green, while the screened porch with a stone fireplace connects seamlessly to the dining room, deck, and patio for effortless indoor-outdoor living. A library hallway leads to a bright laundry room and stunning powder room. The billiards room and den offer richly layered finishes and a more intimate atmosphere. Original beams, remarkable millwork, wide-plank pine floors, two staircases, and generous hallways and landings create an effortless sense of flow throughout. The main residence includes two private primary suites, three additional guest bedrooms, marble baths, and beautifully curated gathering spaces. Outside, mature gardens, stone walls, a water feature, fire pit, and outdoor entertaining areas create a secluded retreat. A separate gym, spa, or hobby space opens directly to a tranquil zen garden. The charming three-bedroom guest cottage, complete with its own screened porch, offers ideal accommodations for guests or potential rental income. A singular offering where historic Dorset charm meets elevated village living on one of Southern Vermont’s most iconic addresses.

86 Church St, Dorset

$2,850,000
4 Beds 5 Baths 5085635 MLS
JULY 23 - Significant new price change today! - 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

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

2334 Morse Hill Rd, Dorset

$2,800,000
4 Beds 5 Baths 5101650 MLS
Lake retreat living at its finest! Nestled among the treetops in a peaceful country setting, this beautiful waterfront home offers the perfect blend of privacy, comfort, and year-round recreation. The spacious layout features a private primary en-suite, along with three additional bedrooms, providing ample room for family and guests. Enjoy the gas fireplace in the winter months; Jackson Gore at Okemo Mountain is located minutes away. Outdoor living is exceptional, featuring a screened porch, relaxing hot tub, and fire pit overlooking the water, making it ideal for entertaining or unwinding after a day on the lake. Enjoy full sun throughout the day and over 100 feet of waterfront, offering ample space for docks, swimming, boating, and all your favorite lake toys. Whether you’re looking for a full-time residence or the ultimate vacation getaway, this property is a must-see, where every day feels like a sunny escape. Visit the Okemo real estate community today. Taxes are based on town assessment.

339 Ellisons Lake Rd, Ludlow

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

332 Luce Hill Rd, Stowe

$2,799,000
6 Beds 3 Baths 4971898 MLS
Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better—this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or envision more—the potential to be certified organic or transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm!

36 Woffenden Rd, Wilmington

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

507 Worcester Ridge Rd, Elmore

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

1726 Skitchewaug Trl, Springfield

$2,750,000
7 Beds 10 Baths 5025237 MLS
Welcome to Eureka House.  This 7 bedroom Robert Carl Williams designed home is the ultimate in Vermont luxury and privacy. Enjoy unparalleled amenities like a 14-seat theater with stage, drive-through portico entrance, 2 story living room with gallery, 2 laundries, bedrooms are all en suite, and a 2 1/2-story carriage house with 3-car garage as well as living space above. The property is framed with beautiful stonework, patios, gardens, and a gently babbling stream. Exceptional craftsmanship coupled with the very finest materials makes this one of the nicest homes in the Hawk Resort community. Need to work remotely - the generous office suite provides what is needed to stay connected and affords some very nice views too. Game time is easy with a 2nd living room with billiards, an arcade game on the lower level, and a gaming/puzzle space on the top level. There's even a fun bunk room with a kid-sized bathroom.  The carriage house is perfect for a private guest house or caretaker. The home has recently undergone system and mechanical upgrades to bring it up to date for easy living. Being sold fully finished makes it a true turn-key residence. Okemo Ski Resort is about 10 minutes away, Rutland Regional Airport is about 30 minutes away, and lots of hiking, biking, shopping, and fly fishing are close by.   You must see it in person to appreciate this quality home in the Okemo Valley. Visit the Okemo real estate community today. Taxes are based on current town assessment.

51 E Ash Rd, Plymouth

$2,745,000
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

$2,700,000
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

$2,700,000
4 Beds 4 Baths 5096693 MLS
Nestled along one of Stowe's most coveted roads, Owl's Head Lane offers an exceptional combination of privacy, convenience, and timeless Vermont character. Perched just above Stowe Village, this custom-crafted home enjoys a serene country setting just minutes from dining, shopping, recreation, and all that Stowe has to offer. Designed for both everyday living and entertaining, the open-concept floor plan creates warm and inviting gathering spaces throughout. Whether preparing breakfast before a day on the trails or unwinding by the wood stove after skiing, the home effortlessly connects comfort with Vermont's four-season lifestyle. A wraparound porch, partially covered for year-round enjoyment, extends the living space outdoors and provides the perfect setting for morning coffee or simply taking in the surrounding landscape. During the warmer months, the screened porch becomes a favorite retreat, complete with a wood-burning fireplace and tranquil views. The main level also features a cozy library, an office and a large pantry offering exceptional storage and functionality. Upstairs, the spacious primary suite is complemented by two additional bedrooms, a full bath, and a conveniently located laundry room. The walkout lower level expands the home's versatility with a large recreation room, fourth bedroom, and full bath, creating an ideal space for guests. An exceptional mudroom with custom built-ins provides ample storage for outdoor gear, while the three-car garage offers additional flexibility with unfinished space above, ready to become an accessory apartment, guest suite, studio, or game room. Surrounded by mature gardens, a swimming pond, and beautiful views, this special property captures the essence of Stowe living.

179 Owls Head Ln, Stowe

$2,699,000
4 Beds 5 Baths 5084329 MLS
Tucked within one of Stowe’s most exclusive enclaves, 615 Bryan Road offers a rare blend of complete privacy and views of Mount Mansfield, creating an elevated mountain lifestyle that feels worlds away, yet sits just minutes from the vibrant heart of Stowe Village. Spanning over 4,000 square feet, the home is thoughtfully designed to balance expansive, light-filled gathering spaces with more intimate retreats. At its center, a professional-grade kitchen flows seamlessly into the dining area and vaulted great room where a custom timber mantel and wood-burning fireplace anchor a timeless Vermont aesthetic. A generous covered porch extends the living space outdoors, overlooking a serene, swimmable pond fed by a continuous freshwater source and framed by mature perennial gardens—an ideal setting for quiet mornings or relaxed entertaining. The home offers exceptional privacy for both owners and guests, with well-appointed en-suite bedrooms and refined finishes throughout. The primary suite is a true retreat, featuring a private sitting area, reading nook, and a spa-like bath with a soaking tub positioned to capture views of Mount Mansfield, along with a custom marble shower with hand-set marble and onyx mosaic that add texture, depth, and craftsmanship to the space. Wellness and comfort are seamlessly integrated, with a gym, indoor sauna, steam shower, outdoor hot tub, and seasonal outdoor shower. Direct access to the nearby Pinnacle trails enhances the home’s appeal for outdoor enthusiasts. Additional features include a dedicated home office, fieldstone walkways, whole-property generator, advanced security system, and integrated Sonos audio. Whether utilized as a year-round residence, a high-end investment, or a refined retreat, 615 Bryan Road is a rare offering that delivers a blend of privacy, sophistication, and proximity to the very best of Stowe.

615 Bryan Rd, Stowe

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

426 Roaring Brook Rd, Killington

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