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

111 Lakeside Ave, Milton

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

494-564 Goodaleville Rd, Jamaica

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

109 Mountainside Dr, Killington

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

269 Billings Hill Rd, Stowe

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

324 Fellows Rd, Pittsfield

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

722 Babbling Brook Rd, Enosburg

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

3039 Rte 30, Dorset

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

232 Town Farm Hill Rd, Hartland

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

422 Shagbark Ln, Williston

634 Birch Hill Rd, Stowe
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 5116278 MLS
The Dodecahedron on Birch Hill: an end-of-road estate on 9+ acres with expansive living spaces and commanding Mt. Mansfield views in the renowned resort town of Stowe. This is the original house on Birch Hill, built when the hill was a single 250-acre holding. With all of it to choose from, the first house took the top; the 9+ acres offered today include that hilltop setting. Its architecture recalls the golden age of Vermont skiing, when mountain homes were bold, experimental and unapologetically fun, with a postmodern spirit of geometry and wit: faceted rooflines, porthole windows, two-story glass and a design sensibility carried through the interiors. The signature domed pavilion, linked to the main house by a low wing, is sited and designed for hosting, the après-ski heart of the home, where a day on the mountain turns into a long evening with friends. The dining and living rooms face Mt. Mansfield through a two-story bank of windows anchored by a central stone fireplace. Above the garage, the game room lines up every shot with Mansfield in the background. The main-floor primary suite walks out to the wraparound deck, glass partitions set off the second-floor bedroom en-suite, and the lower-level bath includes a sauna. 5,329 finished sq ft across 3 levels; 4 bedrooms, 5 baths and a multitude of spaces for gathering and quiet relaxation. Walls designed for art, living spaces designed for memories.

634 Birch Hill Rd, Stowe

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

3398 Jericho Rd, Hartford

420 Quechee Rd, Hartland
$2,499,000
5 Beds ⋅ 4 Baths ⋅ 5115420 MLS
Juniper Hill is an extraordinary historic estate. It is described by the Hartland Historical Society in a 1991 publication as one of the town's most beautiful structures. Tradition has it that the house was built in 1790, which is consistent with various architectural details, notably the transitional style of its construction between Georgian and Federal periods. This beautifully situated brick Colonial has 5 bedrooms, 3 bathrooms, five fireplaces and 4,562 square feet of finished living space. The much-loved home of the same family since 1983, the property encompasses 203 acres, including 33 acres of spectacular rolling fields surrounding the residence and barn, and approximately 170 acres of woodland across the Quechee Road. A row of stately maples frames the entrance, while the grounds feature Bridal Wreath, Rose of Sharon, Mock Orange, Holly and a Magnolia with many other treasured plantings. A two storey bank barn, a two-bay garage with a charming one bedroom apartment above, and secluded in-ground pool enhance this remarkable property. Inside, original architectural details, elegant rooms and a classic butler's pantry preserve the home's timeless character. Thoughtful renovations in 2008–2009 include a beautifully updated kitchen and bathrooms with radiant heat. Restoration of the striking front entrance and the exterior of the ell is nearing completion by local craftsmen. Eligible for the State Historic Register, Juniper Hill offers an exceptional opportunity to preserve a significant Vermont landmark while tailoring it to your vision. Fully functional today, there is potential for further enhancements. It is conveniently located in Hartland, with no municipal zoning and easy access to Woodstock and the Upper Valley. A rare, legacy property of extraordinary beauty, history and possibility. See the extensive list of improvements for additional details.

420 Quechee Rd, Hartland

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

59 Garden Loop Rd, Winhall

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

114 Oak Ridge Way, Woodstock

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

1163 Thompsons Point Rd, Charlotte

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

2043 Stowe Hollow Rd, Stowe

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

3544 Harbor Rd, Shelburne

350 Trailside Dr Unit Unit C, Killington
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 5104017 MLS
Experience the mountain lifestyle you've been dreaming of in this exceptional ski-in/ski-out residence at Trailside Village. This home sits directly on Great Eastern, Killington's legendary green circle trail famous throughout the East for its miles of easy, flowing turns giving you the most direct ski access on the mountain. Step right out your door and onto the trail, no shuttle, no driving, no hassle. Spacious and thoughtfully designed, this three-bedroom, three full-bath home combines the convenience of trailside living with the comfort of a year-round mountain retreat. Ski trail views find you throughout the house from the kitchen, from the deck, from multiple vantage points inside so you can watch skiers glide by, catch the groomers grooming corduroy in the evening, and see the snowmaking crews making fresh snow, all without leaving home. Wake each morning to spectacular sunrises and sweeping mountain views, then unwind after a day on the slopes in your private hot tub. The building has undergone extensive exterior renovations, including a commercial-grade metal roof, new siding, energy-efficient windows and doors, stonework, and updated decks, providing exceptional durability and peace of mind. Life at Killington is defined by four seasons of adventure. Winter brings world-class skiing and snowboarding across six mountain peaks, neighboring Pico Mountain, and the longest ski season in the East. In warmer months, enjoy lift-served mountain biking, championship golf, scenic hiking, and endless Green Mountain recreation. Adding to the area's appeal is the proposed Killington Village, envisioned to bring new restaurants, shopping, lodging, and a vibrant slopeside community to one of New England's premier mountain destinations. Whether you're searching for a vacation home, a full-time residence, or an investment opportunity, this rare trailside property offers an exceptional opportunity to enjoy everything Killington has to offer today!

350 Trailside Dr Unit Unit C, Killington

94 Church St Unit B, Burlington
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 5106960 MLS
Unrivaled Luxury on the Church Street Marketplace!!! Experience downtown Burlington living at its absolute peak—completely turn-key and offered fully furnished. 94 Church Street, Unit B offers 2,442 finished square feet of uncompromising style and elevated design. Fully gutted to the studs and meticulously renovated in 2021, this exceptional 3-story townhome blends historic charm with sleek, curated modern finishes. Tucked inside the iconic Warner Block - a stunning Queen Anne building that was built in 1886 and designed by W.H. Townsend. Originally constructed for Mary Wheeler in honor of her banker uncle - Charles Wheeler. This property truly is unparalleled to any other. Layout & Highlights Include: *Turn-Key Luxury: Move right in without lifting a finger—the home comes fully furnished with high-end designer pieces tailored to the space. *First Level: Walk into a sun-drenched, open-concept living and dining area designed for seamless, effortless entertaining, complete with a convenient half bathroom. *Second Level: A private primary suite retreat boasting a large walk-in closet and a luxurious en suite bathroom with a step-in tiled shower, deep soaking tub, and double vanity. *Third Level: Features expansive skylights, three unique train-car style beds, an entertaining bar, a theater room, and a full bathroom with a large walk-in tiled shower. *Exclusive Rooftop Oasis: Take the spiral staircase up to your private rooftop patio featuring panoramic 360-degree views of Burlington and stunning vistas of Lake Champlain. *Prime Location & Parking: Step directly out your door onto the vibrant pedestrian Marketplace, with a rare off-street parking space included—a true downtown luxury. A historic setting with modern perfection. This truly one-of-a-kind property in the heart of Vermont's Queen City is one not to miss!! Schedule your private tour to view today to experience Burlington’s finest residence!

94 Church St Unit B, Burlington

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

237 Points North Rd, Stowe

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

677 Hills Point Rd, Charlotte

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

323 Upper Old Town, Charlotte

41 Pleasant St, Woodstock
$2,599,000
9 Beds ⋅ 11 Baths ⋅ 5062350 MLS
This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont’s most beloved communities. Woodstock is often hailed as “the prettiest small town in America,” and for good reason. The village is a vibrant resort town with maple-lined streets, stately homes, artisanal boutiques, and a warm and welcoming spirit. The town and assorted local organizations offer cultural and family fun activities offered throughout the year. Currently being used as a 7-room Inn boasting an additional 2-bedroom owner’s quarters, this property could be returned to operating as a private residential property with zoning permit. Please contact for more information on making this beautiful place your dream home!

41 Pleasant St, Woodstock

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

2687 Garvin Hill Rd, Woodstock

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

29 Mountain Rdg, Wilmington

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

426 Roaring Brook Rd, Killington

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

2072 Saw Mill Hill Rd, Wells

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

36 Woffenden Rd, Wilmington

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

58 Red Hawk Rise, Stratton

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

How much is your home worth?

Get instant property value now!