Feature Properties

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

$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

$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

$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

$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

$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

$2,399,000

4 Beds ⋅ 4 Baths ⋅ 5076149 MLS

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

33 Stone Lodge Rd, Winhall

$2,399,000

4 Beds ⋅ 5 Baths ⋅ 4972272 MLS

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

662 Howe Farm Rd, Jamaica

$2,395,000

4 Beds ⋅ 4 Baths ⋅ 5105378 MLS

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

656 Highland Way, Ferrisburgh

$2,395,000

3 Beds ⋅ 5 Baths ⋅ 5091682 MLS

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

1462 Lake Rd, Panton

$2,375,000

13 Beds ⋅ 15 Baths ⋅ 5093135 MLS

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

241 Main St, Montgomery

$2,350,000

4 Beds ⋅ 5 Baths ⋅ 5104390 MLS

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

1016 Kew Vasseur Rd, Fayston

$2,350,000

5 Beds ⋅ 4 Baths ⋅ 5101868 MLS

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

6 Sunset Ridge Rd, Winhall

$2,300,000

4 Beds ⋅ 4 Baths ⋅ 5103385 MLS

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

22 Mountainside Ln, Killington

$2,300,000

5 Beds ⋅ 4 Baths ⋅ 5099394 MLS

Perched on a hillside in one of the area's most sought-after in-town locations, this special property offers a rare combination of privacy, breathtaking mountain views, and a picturesque pond, all just moments from local shops, restaurants, and amenities. Surrounded by established landscaping and filled with natural light, the home captures the beauty of its setting through expansive windows on both sides, bringing the outdoors in from nearly every room. The comfortable five-bedroom home features a main-level primary suite with a spacious walk-in closet, an inviting eat-in kitchen, a separate dining room, and a welcoming living room anchored by a fireplace. Mini-split systems provide efficient heating and cooling, while abundant storage and an attached garage add everyday convenience. Outdoor living is just as inviting, with decks and patios that take full advantage of the spectacular mountain views. Spend your mornings with coffee overlooking the landscape, entertain friends outdoors, or unwind beside the tranquil pond. Whether you're looking to enjoy the home as it is or envision future updates, this exceptional property offers privacy, views, and endless potential.

241 High Hill Rd, Manchester

$2,300,000

5 Beds ⋅ 6 Baths ⋅ 5098424 MLS

Exceptional Views to Killington! Perched high on a private knoll and surrounded by open lush meadows and surrounded by antique stonewalls. This 5 bedroom, 4 bathroom extended cape styled home was renovated approx 15 years ago with handsome hardwood floors throughout. Large kitchen with Calcutta Marble, Electrolux stainless appliances and ample storage that opens into the dining room- The formal living room also has expansive views beyond the french doors to a covered porch across the back of the house for entertaining family and friends. The living room is anchored by a traditional propane fireplace, custom book shelves, lovely pocket doors... it's easy to want to curl up with a good book in the wintertime. Generous primary suite with custom built-ins, walk in closet and expansive bathroom located on first floor. There is a second guest bedroom with full bath on the first floor as well as a cozy den surrounded by built-in bookcases. Second floor features 3 very large bedrooms and 2.5 bathrooms including a clawfoot tub. A walk out basement for easy access to store patio furniture. Ample storage or potential for a workshop. There is a generator on site, 2 bay attached garage and barn/stables down below the property. The majority of the property is open and mowed to perfection. This estate has been well maintained and in a superior location. Killington/Pico and Okemo a short distance. Easy access to historic Woodstock, championship golf, tennis, cross country skiing and shopping. Come take a look. Not many properties with this exceptional view!

915 Peterkin Hill Rd, Woodstock

$2,300,000

6 Beds ⋅ 5 Baths ⋅ 5090495 MLS

Steeped in history and timeless elegance, this extraordinary circa-1860 Georgian Colonial estate offers over 8,000 square feet of refined living space where classic architecture meets remarkable craftsmanship. From the moment you enter, you are greeted by stunning period details including exquisite crown moldings, grand proportions, soaring ceilings, and beautifully preserved finishes that showcase the home’s rich character and sophistication. Designed with both elegance and comfort in mind, the spacious floor plan offers an unparalleled sense of scale and flow, creating exceptional spaces for entertaining, gathering, and everyday living. Every room reflects the quality and artistry of a bygone era while providing the versatility desired for modern lifestyles. Set atop a picturesque 2-acre retreat, the property is complemented by a three-car garage, a charming 1930s greenhouse filled with vintage appeal, and an additional storage building offering endless possibilities. Surrounded by mature landscaping and peaceful grounds, this one-of-a-kind estate presents a rare opportunity to own a truly distinguished and iconic property.

55 Cherry Hl, Springfield

$2,295,000

5 Beds ⋅ 5 Baths ⋅ 5044086 MLS

Perched above the Connecticut River Valley with sweeping views to the New Hampshire mountains, this meticulously maintained five bedroom, four and a half bath home offers a rare opportunity just 30 minutes to Hanover, NH, Dartmouth College, and Dartmouth Hitchcock Medical Center. For medical professionals relocating to the Upper Valley, this property provides privacy, acreage, and panoramic views at a value rarely found closer to Hanover or Lebanon. Easy access to I 91 allows a comfortable commute to Dartmouth Hitchcock Medical Center while enjoying a peaceful Vermont setting. The open concept layout offers a desirable main level living option and is well suited for multigenerational living or extended guest stays. Hardwood floors, tall ceilings, and expansive windows fill the home with natural light. The spacious kitchen is ideal for entertaining with granite countertops, high end cabinetry, built in refrigerator, wine fridge, and a generous island with prep sink. Both the living room and den feature fireplaces and custom built ins. Upstairs bedrooms offer comfort and privacy. The walkout lower level with tall ceilings and natural light provides excellent expansion potential for recreation space, gym, or media room. The three-car attached garage includes a separate bay with private entrance and direct access to unfinished space above, ideal for a future guest suite, studio, or in law apartment. Outside, enjoy a spacious deck, fire pit area, cleared yard, fenced pen, and spring fed pond. Convenient to Okemo Mountain Resort, Lake Sunapee, Crown Point Country Club, and Upper Valley amenities. Approximately 2 hours to Boston, MA and under 3 hours to Fairfield County, CT, offering strong appeal for both primary and second home buyers seeking Vermont lifestyle with New England accessibility.

248 Gird, Weathersfield

$2,295,000

6 Beds ⋅ 7 Baths ⋅ 5063234 MLS

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

56 Handle Rd, Dover

$2,290,000

5 Beds ⋅ 9 Baths ⋅ 5097953 MLS

Discover a once-in-a-generation opportunity to own an extraordinary 745± acre estate in the heart of Southern Vermont. Steeped in centuries of history yet thoughtfully updated for modern living, this remarkable property combines unmatched natural beauty, recreational opportunities, and agricultural potential. The diverse landscape features expansive open fields, mature woodlands, pristine streams, scenic mountains. Miles of historic carriage roads have been transformed into an extensive trail network ideal for mountain biking, hiking, trail running, horseback riding, cross-country skiing, and snowshoeing. Abundant wildlife, a productive sugarbush, and managed timber resources make this an exceptional property for conservation, recreation, or income-producing land management. The 4,400+/1 square foot main residence offers five bedrooms and comfortable, updated living spaces that blend timeless Vermont character with today's conveniences. A charming carriage house includes a private two-bedroom apartment, providing ideal accommodations for guests, family, caretakers, or rental opportunities. An extensive collection of outbuildings offers outstanding flexibility for equestrian pursuits, livestock, woodworking, equipment storage, workshops, or a variety of agricultural and recreational uses. Modern infrastructure includes drilled wells, updated septic systems, a whole-house generator, and high-speed internet, allowing for year-round comfort without sacrificing the property's peaceful rural setting. Conveniently located near renowned ski resorts, shopping, dining, and four-season recreation. Metropolitan areas are easily accessible making this an ideal full-time residence, sporting estate, family compound, working farm, or legacy investment. Properties of this size, quality, and versatility rarely become available. This is a truly exceptional Southern Vermont offering.

634 Lower Dover Rd, Marlboro

$2,285,000

5 Beds ⋅ 5 Baths ⋅ 5089892 MLS

A Serene Dorset Hollow Retreat Along the Mettowee River Tucked into the storied Dorset Hollow, this 4.6-acre retreat enjoys 488 feet of Mettowee River frontage, offering a rare blend of tranquility, comfort, and timeless Vermont charm. Expansive mountain views and the soothing sounds of the river surround you—fall asleep each night to its calming presence. Multiple outdoor spaces include a covered front porch, kitchen-side veranda, and a bluestone terrace that seamlessly connects to the open-concept living areas. The home is perfectly positioned for southern light and sweeping views, blending rustic elegance with modern sophistication. Inside, a dramatic two-story foyer and stone fireplace anchor the beautifully maintained residence. Large sliders flood the home with light, creating harmony between indoor and outdoor living. A granite chef’s kitchen, dining room, and living room offer stylish functionality. The main-level primary suite features a spa-like bath and walk-in closet. A study and three ensuite bedrooms complete the living spaces. Enjoy the peaceful yard, fish from your private stream frontage, and take in the vibrant foliage or snowy fields. Thoughtful extras include a hot tub, finished bonus room above the garage, and an unfinished basement for future expansion. Just minutes from Dorset Village, this exceptional property offers peace, privacy, and a deep connection to the natural beauty of Southern Vermont.

543 Lower Hollow Rd, Dorset

$2,275,000

9 Beds ⋅ 8 Baths ⋅ 5061819 MLS

Imagine your own private Vermont resort getaway just a short drive from Bromley Mountain! Nestled on 12 peaceful acres, this property offers the perfect blend of relaxation, recreation, and convenience. Spend summer days swimming or paddling on your private pond, relaxing on the sandy beach, soaking in the hot tub, or unwinding in the sauna after a workout in your home gym. Evenings can be enjoyed fireside under the stars. The main residence boasts a flowing floor plan designed for entertaining, with large windows filling the home with natural light and framing water views from nearly every room. A brand-new septic system, built for seven bedrooms, ensures comfort and space for all. The oversized two-car garage provides ample storage for all your outdoor gear. Set apart among the trees, the guest cottage offers its own sense of retreat with vaulted ceilings, an open living space, two en-suite bedrooms, and an additional two-car garage. A short walking path leads directly to the water’s edge. Located less than a mile from Peru’s charming Hapgood Store and just 2 miles from Bromley Mountain, this property truly offers four-season enjoyment in the heart of Vermont. The current owner benefits from strong rental income when the properties are not being used for personal enjoyment

288 Cedar Ln, Peru

$2,250,000

4 Beds ⋅ 4 Baths ⋅ 5113863 MLS

Beautifully Renovated Dorset Home on 3.02 Acres Discover the perfect blend of traditional Vermont charm and modern style in this beautiful 4-bedroom, 4-bath home, set on 3.02 picturesque acres in desirable Dorset, Vermont. Thoughtfully renovated, this quality-built home offers a wonderful balance of spacious gathering areas and inviting spaces to relax and unwind. The heart of the home features an expansive, open living and dining area with soaring ceilings, flowing seamlessly into the kitchen to create an ideal setting for entertaining and everyday living. Upon entering the home one is greeted by a welcoming entry hall. A charming den tucked just off the main living space offers a cozy retreat, while a separate formal living room and sunroom provide additional space to gather, read, or simply enjoy the natural surroundings. First floor primary suite includes a fireplace and walk in closet . A large mudroom/laundry area with it's own entrance is connected to the garage with a dramatic winding back staircase. Step outside to the beautiful back patio, where a mature tree creates a lovely focal point and a peaceful setting for outdoor dining, entertaining, or enjoying a quiet Vermont afternoon. Ideally located just 1.5 miles from the Dorset Green and approximately 10 minutes from Manchester, this property offers convenient access to shopping, dining, and year-round recreation. Enjoy nearby hiking trails and scenic walks, or head to Bromley Mountain in about 20 minutes and Stratton Mountain in approximately 35 minutes. With its solid construction, thoughtful blend of classic and contemporary design, generous living spaces, and exceptional location, this Dorset home offers a wonderful opportunity to enjoy the very best of Vermont living. Come see all that this special property has to offer!

122 Blue Heron Ln, Dorset

$2,250,000

4 Beds ⋅ 5 Baths ⋅ 5111781 MLS

Wandering Moose: a rare heated-pool ski house on High Meadow, on the Stratton winter shuttle route. Rebuilt top to bottom in 2024 with a designer interior, then finished with a heated in-ground pool (2025), hot tub, barrel sauna, Level 2 EV charger and rooftop solar. Open great room with stone wood-burning fireplace and indoor swing, open kitchen and dining, walkout lower level with wet bar and arcade, 4 bedrooms and 4.5 baths. One of the only private heated-pool rentals near Stratton, and it earns like it: $155,716 gross in 2025 and $216,999 trailing 12 months; about $102,000 in confirmed future bookings on the books (9 stays). GOLF-COURSE ESTATE OPPORTUNITY: the seller also owns the adjoining Indian Paint Brush building lots (Lots E-13R & E-14R, 2.48± ac), which abut the Stratton golf course and are listed separately at $500,000. Buy both: live in or rent the Moose while you build your estate next door. Featured on the Destination Channel's Staycation TV program. Listing broker is a principal and beneficial owner of the selling entity. Potential tax advantages for STR buyers (non-passive treatment, cost segregation, bonus depreciation) - consult your tax advisor. Revenue figures are gross rental revenue excluding taxes, before expenses; unaudited; past results do not guarantee future results.

165 High Meadow Rd, Winhall

$2,250,000

8 Beds ⋅ 10 Baths ⋅ 5106601 MLS

The Inn at Grace Farm is a distinctive Vermont estate with three thoughtfully designed buildings: a 5-bedroom Inn with connected Stone House and a separate octagonal timber-frame barn. Together, they create an exceptional private family compound, multigenerational retreat, luxury second home or continued hospitality/event property. The Inn offers five ensuite bedrooms, half bath, kitchen, great room, dining and living spaces. Connected by a breezeway, the Stone House adds three bedrooms, office, two shared baths, large kitchen, dining and living areas. The buildings can function together or independently, offering exceptional flexibility for family, guests and private living. A 3,300 SF walk-out lower level with multiple access points provides substantial storage, utility and flexible space. Built to rigorous standards, the structures feature traditional wood-pegged mortise-and-tenon joinery, highly efficient stress-skin insulation, standing seam roofing, advanced mechanical systems and integrated fire protection. Constructed in 2014 from locally harvested timber, the separate octagonal barn features a dramatic central timber post, expansive gathering space, radiant-floor heat, gas fireplace, catering kitchen, commercial event infrastructure and two restrooms. Its scale and character make it equally suited to private entertaining, family gatherings, celebrations or events. Set amid conserved pastureland with uninterrupted panoramic Green Mountain views, the grounds offer multiple outdoor gathering areas and room for additional amenities. About 25 minutes from Burlington International Airport, with convenient access to Lake Champlain, ski resorts and year-round recreation, Grace Farm is a rare combination of craftsmanship, privacy, guest accommodations and modern infrastructure. Existing wedding commitments are in place and will be honored under their existing agreements. Also listed in MLS#5106600. Website: innatgracefarm.com

117 Highbridge Rd, Fairfax

$2,250,000

4 Beds ⋅ 4 Baths ⋅ 5095474 MLS

Town Line Estate is a once-in-a-generation offering. This extraordinary 22-acre private estate is a testament to master builder craftsmanship and refined living. From the moment you arrive, every detail speaks to an uncompromising standard, classic beams, rich cherry cabinetry, and two Rumford fireplaces create warmth and character throughout. The heart of the home is a restaurant-quality kitchen designed for serious entertaining, flowing seamlessly to a spacious back deck and elegant stone patio. Soak in natural light year-round in the stunning solarium, or retreat to the dramatic tower atrium, an architectural showpiece unlike anything in the market. The estate's grounds are simply breathtaking: manicured gardens of rare beauty, a serene glacial pool, and outdoor spaces that invite both grand gatherings and quiet reflection. Two distinguished carriage houses complete this remarkable compound, one housing an impressive classic car collection and memorabilia, offering the discerning collector a showcase space worthy of the collection itself. Thoughtfully designed for the way you live, the home also features a dedicated exercise room, an expansive private office, a charming potting room for the avid gardener, 4 baths, and heated garages. Whether you seek a private sanctuary, a generational family estate, or an entertainer's dream, this property delivers on every level. Visit the Okemo real estate community today. Taxes are based on the current town assessment.

254 Town Line Rd, Plymouth

$2,250,000

4 Beds ⋅ 5 Baths ⋅ 5067161 MLS

This architecturally designed contemporary farmhouse sits on 13.4± acres and combines beautiful craftsmanship with attention to detail, including beautiful views from every window. Situated convenient to Burlington, Stowe and The Mad River Valley, and minutes from Waterbury Village (which in 2024 was featured by The Boston Globe as “the best little foodie town in New England”), this home is located on a secluded private road with mountain views, and a serene environment. The first floor has an elegant entry foyer, living room, dining room, primary bedroom suite, office/bedroom, mudroom replete with a dog shower, powder room and gourmet kitchen with Sub Zero, Wolf and Cove appliances, custom made cherry cabinets, Vermont Verde marble countertops and a separate breakfast nook and den. The second floor includes three bedrooms, two full baths, and spectacular views of both the Mansfield and Worcester mountain ranges. The finished basement has a custom-built office, full bathroom, and a workout room. Both the basement and first floors have radiant heated floors. Outdoor features include extensive landscaping with perennial gardens, stone patios, a hot tub, firepit, swimming pond and a post and beam constructed, standalone tree/playhouse. Energy and heating features include solar panels and heat pumps that provide warmth in the winter and air conditioning during the summer months. This home has it all.

111 High Birches Rd, Waterbury

$2,200,000

4 Beds ⋅ 3 Baths ⋅ 5099132 MLS

A rare opportunity to own one of Northern Vermont’s premier agricultural properties. This exceptional 427± acre certified organic farm combines a fully operational dairy, diversified agricultural business, and an outstanding custom home with breathtaking views. The dairy operation includes a barn with capacity for approximately 130 head, a fully equipped milk house with bulk tank, pumps, and milking infrastructure, plus radiant floor heat in the milk house bathroom. Four greenhouses, a retail storefront for flowers and vegetables, additional storage buildings, and a heated, insulated 10’ x 20’ building with outdoor seating create outstanding opportunities for direct-to-consumer sales and agritourism. A separate insulated garage features radiant floor heat, an automotive lift, and workshop. Built in 2008, the quality-crafted home offers over 3,600 sq. ft. of living space with radiant floor heat throughout, cathedral ceilings, a stunning fieldstone fireplace built from stones found on the property, two kitchens with walk-in pantries, a private in-law suite, and an attached two-car garage. The land features productive certified organic hay fields, gravel and sand pits, and an untouched sugarbush with an estimated 5,000-15,000 taps accessed by its own private road separate from the main farm entrance. Enjoy spectacular 180-degree panoramic views of Vermont’s Green Mountains, the Canadian mountain ranges, and Jay Peak Ski Resort. Whether you’re expanding an agricultural operation, pursuing a diversified farming business, or searching for a legacy estate, this extraordinary property offers unmatched versatility, productivity, and natural beauty in the heart of Vermont’s Northeast Kingdom.

918 Armstrong Rd, Newport Town

$2,200,000

4 Beds ⋅ 4 Baths ⋅ 5090466 MLS

Nestled on historic Whipple’s Point, this extraordinary lakefront estate offers the rare privilege of both breathtaking sunrise and sunset views across the sparkling waters of Lake Memphremagog. Set on 5.1 private acres with 500 feet of pristine shoreline, the property features a sandy beach, private dock, and boat launch area creating an exceptional retreat for boating, entertaining, and year-round enjoyment. At the heart of the estate is a striking contemporary residence offering over 5,000 square feet of thoughtfully designed living space. Nearly every room captures panoramic lake views, while soaring ceilings and expansive windows fill the home with natural light. The open-concept layout seamlessly blends elegance and comfort, featuring a chef’s kitchen with abundant cabinetry and a walk-in pantry, a formal dining room, and a stunning glass-enclosed sunroom designed for all-season enjoyment. The luxurious primary suite serves as a private sanctuary, complete with its own den, spa-inspired en-suite bath, and oversized walk-in closet. Upstairs, you’ll find two additional bedrooms and a spacious bonus room ideal for guests, a home office, or additional living space. A detached three-bay garage with an upper-level family and entertainment area offers incredible flexibility and sweeping lake views, perfect for hosting or creative use. Most high-end furnishings convey with the sale, allowing for a seamless transition into this meticulously maintained property. More than just a home, this is an opportunity to experience an unparalleled lakefront lifestyle.

424 Miller Way, Newport Town

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 5107116 MLS

Just minutes from Lake Champlain, this exceptional 5 acre Vermont homestead blends historic character with state of the art construction, energy efficiency, and thoughtful design. Built by the owner/builder and talented local craftspeople, the home reflects a passion for quality reclaimed materials and Vermont craftsmanship. At the heart of the home is an extraordinary 1830s Post & Beam frame salvaged from a building at Norwich Academy that was being dismantled. Carefully restored and incorporated into the new construction, the frame brings warmth, character, and a remarkable sense of place. Hickory boards from Shelburne Farms were crafted into the main-level flooring, while 100-year-old Vermont ash boards grace the second level. Vermont marble from Danby was used for the steps. The open first floor is filled with natural light and features a custom kitchen, a stone-fireplace living room, and a sunroom for gathering. Upstairs, the primary suite joins two additional bedrooms and a full bath. The lower level offers a family room, custom designed second kitchen, private ensuite bedroom, and wine room, with walkout access to a welcoming stone patio overlooking the pond. Above the garage is a complete apartment with kitchen, bedroom, and bath. Energy efficiency is seamlessly integrated, with solar providing 100% of the home’s electricity needs, complemented by mini-split heat pumps for heating and AC and radiant floor heat. Set on five peaceful acres, this classic Vermont Vernacular home feels naturally rooted in its landscape, private, peaceful, and stately, with architecture and land that seem meant to belong together. Bike to the Charlotte beach or marina, hike Mount Philo or nearby conserved trail systems, enjoy terrific local restaurants, and be on the ski slopes in about an hour. A truly special Vermont property where history, craftsmanship, nature, and modern living come together in one remarkable place.

1576 Ferry Rd, Charlotte

$2,195,000

5 Beds ⋅ 5 Baths ⋅ 5090750 MLS

Perched on a private hilltop and surrounded by nature, this stunning recently renovated home offers over 141 acres of open and wooded land enrolled in Vermont’s Current Use Forestry Program. Thoughtfully designed by Beilman Design, the residence features gracious living spaces filled with natural light and an exceptional floor plan ideal for entertaining. The handsome chef’s kitchen is appointed with high-end stainless steel appliances, beautiful countertops, and an exquisite walk-in pantry dedicated to preparation and storage. A spacious guest suite includes two bedrooms and a comfortable sitting area, while the finished lower level offers an additional recreation room with a fireplace. The luxurious primary suite features oversized walk-in closets and a gas fireplace that adds warmth and ambiance. Enjoy the peaceful surroundings from the lovely screened porch or the expansive covered porch overlooking the sweeping lawn and natural landscape. Offering three levels of refined living, the property also includes a large oversized barn for storage, a generator, and a driveway alarm system. Conveniently located with easy access to GMHA, skiing, championship golf, and exceptional fishing, this private retreat presents outstanding potential for a family compound or countryside getaway. Landscaping plans are available.

1702 N Puckerbrush Rd, Reading

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 5089881 MLS

A rare opportunity for true year-round enjoyment. This is a remarkable chance to own a home on a motorboat lake - with a private dock - just minutes from both the Mount Snow and Hermitage Club ski resorts, hiking, biking, and snowmobile trails, and the charming village of Wilmington, Vermont. Lake Raponda stands apart from the other lakes in the area in one important way: because larger boats tend to head for the public-access Harriman Reservoir on the southern end of Wilmington, Raponda remains a predominantly owner-enjoyed lake. The result is noticeably less boat noise and wake, making it equally wonderful for kayaking, paddleboarding, and peaceful summer mornings on the water. The property sits on a generous, nicely sized parcel with sweeping level lawn space, a private yard with fire pit, ample parking, kayak racks, and a private dock - which transforms into an ice skating destination come winter. Inside the fully remodeled and expanded vintage four-bedroom, four-bath lake house, an open-concept floor plan invites you in with warm wood floors throughout, a living room anchored by a wood-burning stove set in a stone hearth, and a well-appointed kitchen with stainless appliances and island. A relaxing entertainment area with full bath flows into the heated sunroom addition, with expansive windows framing the lake views and opening onto a wraparound deck. A generous mudroom entry handles gear for every season with ease. Upstairs, the primary suite offers wonderful natural light and a luxurious bath, alongside three spacious guest bedrooms, two additional full baths, custom built-in storage, and a lovely office space. The practical upgrades here are just as impressive: efficient mini-split heating and air conditioning, an attached garage for gear storage, an updated septic system, and a private driveway with ample parking. All of it recently completed, the home is completely turnkey - so all you'll have to worry about is downtime, not upkeep.

392 Lake Raponda Rd, Wilmington

$2,195,000

3 Beds ⋅ 5 Baths ⋅ 5088843 MLS

An exquisite, private retreat for artists, writers, nature-lovers, composers or simply as a quiet, serene getaway gathering house on 66 stunningly beautiful acres with stone walls, gardens, patios, open lawns, a beautiful swimming pond, in-ground heated saltwater pool with stone patio, and a breathtakingly beautiful outdoor screened pergola. The residence has five rooms with beds (easily sleeps 10) plus the heated studio building with half-bath, was constructed using reclaimed frames from several historic hand-hewn cape homes built on a modern foundation with modern mechanicals. The home features antique period door hardware, hinges and locks throughout - and hand hewn beams and wall panel boards (some are 2 feet wide). Other features include 12-over-12 wavy glass windows, dutch doors (pantry and study), 3 fireplaces and 2 wood stoves. Other common spaces include a living room, kitchen, formal dining room, sitting room, rec room and two offices and stone wine cellar. Separately a finished/heated “studio” building with a half-bath is now being used as a pottery studio. Excellent mechanicals include buried electrical lines, fiber optic internet, a solar array and an automatic propane backup generator. The mature gardens feature landscape lighting and many varieties of flowers, apple trees and blueberry bushes, attracting bees and hummingbirds. 64 of the 66 acres of land are professionally managed in a Current Land Use program, saving on taxes, with walking trails. And the property abuts the Hawks Hill Forest and trail network. SEE PROPERTY WEBSITE FOR MORE.

719 Walker Hill Rd, Barnard

$2,195,000

3 Beds ⋅ 3 Baths ⋅ 5086468 MLS

SPRING HILL FARM A Storied Vermont Estate with Timeless Appeal. Set amidst the rolling hills of Barnard, Vermont, Spring Hill Farm is a distinguished country estate where historic charm and thoughtful stewardship come together across 207 acres of beautifully maintained landscape. Anchoring the property is a stately brick residence dating to 1795, offering a refined sense of heritage and permanence. A later addition introduces a striking post-and-beam great room, with soaring cathedral ceilings and a fieldstone fireplace that brings warmth, scale, and a sense of rustic elegance to the home’s traditional architecture. The result is a sophisticated yet approachable interior, ideal for both intimate gatherings and relaxed everyday living. The grounds are equally compelling. A series of manicured ponds adds visual interest and tranquility, drawing wildlife and reflecting the changing sky. Meandering through the property is a spring-fed stream, which courses gently across the land, its flow punctuated by small waterfalls. The estate also includes a variety of well-preserved outbuildings,including a potting shed, sugar house, and a recently renovated guest cabin nestled high up in a quiet meadow with big views. While the estate enjoys gentle visibility within the surrounding landscape, it offers a unique sense of openness, rhythm, and retreat, perfect for those seeking a connection to land, light, and legacy.

9671 Vt Route 12, Barnard

$2,175,000

5 Beds ⋅ 4 Baths ⋅ 5111700 MLS

Located in the heart of the charming hamlet of South Woodstock, the iconic John Arnold Cottle House is widely considered one of Woodstock's finest early residences. Built in 1811, and listed on the National Historic Register, this stately home has been thoughtfully restored, and lovingly stewarded over the years honoring the period detail while creating the perfect unification of antiquity and modern functionality. The bright, spacious rooms flow seamlessly for daily living or entertaining. The impressive Kitchen-Great Room is anchored by a generous brick fireplace, and sweeping 17’ cathedral ceiling, and steps out to a private deck overlooking the brook, fields and trail systems beyond. There is a lovely Primary ensuite bedroom, two additional guest rooms and a cozy loft space on the second level. The Kingsley Barn has been transformed into an impeccably appointed two-bedroom lofted guest house with a heated studio space below, and a strong rental history. Cross the brook to the fields and find another barn for storage or animals. Direct access to the GMHA and VAST trail systems for riding, hiking, cross country skiing, and recreation. A short stroll to South Woodstock Store, Kedron Valley Inn and Ransom Tavern. 5 minutes drive to Woodstock Village Green. Furnishings available.

4945 South Rd, Woodstock

$2,150,000

5 Beds ⋅ 9 Baths ⋅ 5085971 MLS

Circa 1799 Vermont cape, thoughtfully restored and expanded to over 7,300 finished square feet on 12.5 private acres, minutes to Silver Lake and Woodstock village. Five bedrooms, nine baths, and a layout that balances everyday living with the ability to host. Original materials carry throughout, including wide pine floors, skim-coat plaster walls, hand-carved paneling, and period hardware, giving the house a consistent, grounded feel across old and new spaces. The 24' x 24' kitchen is designed for real use, anchored by an eight-foot Atlantic granite island and equipped with Sub-Zero, Wolf, and DCS appliances, dual Bosch dishwashers, and a walk-in pantry with tiled counters, extensive storage, half bath, and laundry. It opens to a sitting room with a wood-burning fireplace and full-height paneling. A separate wet bar includes a wine cooler, ice maker, and copper sink. Living spaces include a formal dining room, library with built-ins, study with Jøtul woodstove, a 22' sunroom with stone fireplace and custom windows, and a 34' screened porch with fir floors and painted wainscot ceiling. The bedroom layout offers flexibility and privacy, with a first-floor en-suite for guests and a primary suite with fireplace, private deck, dressing room, and bath with soaking tub and tiled shower. Two additional en-suite bedrooms, along with a large family room, office, and second laundry, are located upstairs. The grounds feature three ponds, fieldstone terraces and walkways, brick patios, perennial gardens, raised beds, and an apple orchard, along with tucked-away seating areas. Outbuildings include a heated three-bay attached garage and a separate 1,465 SF heated car barn with capacity for up to ten vehicles (four on lifts). Above, a one-bedroom apartment with full kitchen and bath is currently used as a short-term rental. Additional structures include a historic bank barn and chicken coop. 15kW whole-house generator, fiber internet, and updated systems throughout.

1497 Bowman Rd, Barnard

$2,100,000

3 Beds ⋅ 3 Baths ⋅ 5115691 MLS

Discover the beauty of Vermont country living with this exceptional 31.35 acre property in the heart of Fayston, offering breathtaking views of Camel's Hump and the surrounding Green Mountains. A picturesque blend of open meadows, wooded landscapes, and mountain vistas creates a peaceful and private setting for this charming 3-bedroom, 3-bathroom home and horse property. Inside, warm wood accents, exposed beams, and a stunning brick fireplace bring rustic Vermont character to the inviting living spaces. Large windows frame the beautiful natural surroundings, while a spacious living area provides the perfect place to gather with family and friends. The home features a welcoming covered porch, in ground pool, a comfortable primary bedroom, and a sun-filled bathroom with a soaking tub overlooking the trees. Equestrian enthusiasts will appreciate the horse barn, complete with stalls and convenient access to fenced pasture areas. Expansive open fields, a scenic pond, and acres of surrounding woodland offer endless opportunities to enjoy the outdoors, whether horseback riding, exploring your own land, or simply taking in the changing seasons. Ideally situated in Fayston, this special property offers the tranquility of a private country retreat while remaining convenient to the Mad River Valley's renowned skiing, recreation, dining, and charming Vermont villages. Listing agent is related to the sellers.

223 Carey Rd, Fayston

$2,100,000

4 Beds ⋅ 5 Baths ⋅ 5091926 MLS

Set on a beautifully private 3-acre parcel with spring fed pond and sweeping Worcester mountain views, this four bedroom ensuite property offers the perfect balance of comfort, functionality, and refined Vermont living. Thoughtfully designed with an open-concept floor plan, European floor-to-ceiling windows bring Vermont’s natural beauty into every room of the home. Anchored by a warm wood-burning fireplace in the living room, the home offers inviting spaces ideal for both entertaining and comfortable everyday living. The chef-inspired kitchen features an elegant oversized granite island accented by butcher block, subzero fridge, large 48" 8-burner stove, bar sink, and mini beverage fridge offering a seamless flow into the dining and living areas. Double French doors off the kitchen open to a spacious deck, perfect for outdoor dining or relaxing in Adirondack chairs while taking in the surrounding views. A spacious mudroom provides practicality for all seasons with a 3/4 bath, while the main-level ensuite bedroom offers a peaceful retreat with convenience and privacy. Upstairs you will find two primary suites with gas fireplaces, custom showers and Japanese soaking tubs offering peaceful retreats with stunning mountain and pond views. The lower level offers a nature-inspired private bedroom suite with pond views, and an ensuite bathroom. The lower level also hosts a second living room and game room providing another great spot to relax or take in the game or a movie. A double slider door provides easy walkout access from the game room to the yard with lounge chairs and pathway to the pond. Outdoor living is equally impressive. An expansive deck overlooks idyllic mountain vistas and a stunning crystal-clear swimming pond complete with a dock and stocked with fish, creating a truly serene setting for summer days and evening gatherings. This is a rare opportunity to enjoy privacy, natural beauty, and timeless Vermont charm in a property that truly checks every box.

654 Moulton Ln, Stowe

$2,100,000

4 Beds ⋅ 2 Baths ⋅ 5088043 MLS

Stunning panoramic lake and Adirondack views highlight this four-bedroom, two-bath LAKEFRONT home, offering a rare opportunity to renovate or rebuild in one of Charlotte’s most sought-after neighborhoods. Set on 0.89 acres with 150+ feet of lake frontage, the property features a gently sloping lawn leading to a shale beach ideal for kayaking, paddleboarding, boating, swimming, or simply enjoying spectacular sunsets. The existing home offers two finished levels ready for renovation, while the exceptional setting provides endless potential for a custom lakeside retreat. Located in the desirable Hills Point neighborhood with easy access to Charlotte Village, Town Beach, the nearby covered bridge, and convenient commuting to Burlington or Middlebury.

481 Hills Point Rd, Charlotte

$2,095,000

4 Beds ⋅ 5 Baths ⋅ 5114970 MLS

Prominently situated in Burlington's Hill Section, 266 South Union Street is an exceptional 1896 Victorian residence offering significant architectural character, impressive scale, and thoughtfully updated living spaces. Fine exterior stonework, substantial stone walls, and established landscaping complement the home's historic architecture and create a commanding presence. Inside, 10-foot ceilings, beautifully proportioned rooms, natural woodwork, hardwood floors, and multiple fireplaces reflect the craftsmanship of the period. A magnificent cherry and oak grand staircase rises to a dramatic second-floor landing highlighted by extraordinary floor-to-ceiling 19th-century stained glass windows. The main level offers gracious formal and informal spaces, including living and dining rooms, an expansive family room, office, and substantial chef's kitchen with custom cabinetry, generous work areas, and a large center island. The second floor is anchored by an impressive primary suite featuring a curved turret bedroom, gas fireplace, bath with copper soaking tub, and expansive custom dressing room and walk-in closet. Additional bedroom accommodations, tiled bath, laundry, and a secondary staircase complete this level. The third floor provides an additional bedroom, bath, and flexible living space for family, guests, offices, or recreation. A private apartment with its own entrance and parking, together with an attached two-car garage, provides exceptional flexibility. With its distinctive architecture, extensive stonework, mature grounds, and proximity to downtown Burlington, Lake Champlain, and UVM, 266 South Union Street represents a rare opportunity to own one of Burlington's significant historic residences. Owner is a licensed Vermont Realtor.

266 S Union St, Burlington

$2,095,000

4 Beds ⋅ 5 Baths ⋅ 5111035 MLS

Privately set on 6.7 acres just three minutes from the Woodstock Village Green, this Greek Revival-inspired farmhouse offers views of Mount Tom and the Pomfret Hills. Built by noted local designer and builder Chris Ambrose, it combines the character of the 115-year-old farmhouse that once stood here with energy-efficient modern living. Salvaged floors, beams, doors and hardware bring history to light-filled rooms with oversized Andersen windows and French doors. Custom cabinetry, honed granite and quartz countertops, and carefully chosen fixtures complement the reclaimed details. The kitchen features a five-burner range, pot filler, farmhouse sink, beverage center and generous pantry. The vaulted primary suite offers reclaimed beams, mountain views, a walk-in closet and a bath with a cast-iron clawfoot tub. A second spacious suite has built-ins and a marble bath. Gather by the fireplace, currently fitted with a gas insert, relax on the screened porch, or entertain on the 18-by-32-foot terrace overlooking the hills. A finished lower level with a family room, bunkroom and full bath helps the home sleep up to 13. Radiant heat, mini-split heating and cooling, a Viessmann tankless water heater, whole-house water filtration and high-speed internet support year-round comfort. A standing-seam metal roof, copper details, stone walls, birch trees and an outdoor shower complete this distinctive Woodstock retreat. SEE 306MEOKIWAY PROPERTY WEBSITE FOR VIDEO, VIRTUAL WALK-THROUGH, FLOORPLANS AND MORE.

306 Meoki Way, Woodstock

$2,095,000

3 Beds ⋅ 2 Baths ⋅ 5097195 MLS

Wait until you arrive at the end of the winding driveway and experience the breathtaking panoramic views of Lake Champlain and the Adirondack Mountains. Nestled on coveted Barney Point in Colchester, this beautifully restored, architect-designed 1920 lakefront cottage offers timeless character, privacy, rolling lawns, and unforgettable sunsets. Lovingly cared for by its current owners, the property has been thoughtfully preserved to honor its rich history while enhancing its comfort and livability. With appropriate permitting, there is also the potential to convert this remarkable seasonal retreat into a year-round residence. Bird's Eye Construction visited this renovated Great Camp to assess its potential and recommend updates for comfortable year-round living. A woodland path goes to the level shared beach for excellent swimming and paddleboarding. At the heart of the home is an extraordinary great room designed for gathering, dining, and entertaining. Soaring 23-foot ceilings, vintage architectural details, built-in daybeds, and cozy reading nooks create a warm, nostalgic atmosphere that celebrates the cottage's original character. The kitchen offers good work areas, breakfast bar seating, and a walk-in pantry, while a first-floor den provides flexible sleeping accommodations for those seeking single-level living. The stunning primary suite is a thoughtfully designed addition featuring a private lakeside balcony. Connected to the original cottage by a charming cedar-railed bridge, it blends with the historic home while providing a luxurious retreat. The second level also includes a fun, large bunk room with tall ceilings and skylights, and a charming third bedroom. The home features Pella windows and doors, mini-split heat pumps for efficient heating and cooling, composite cedar-inspired siding, a new roof, and low-maintenance systems. Throughout the home, vintage character, modern comforts, and timeless craftsmanship create a one-of-a-kind Vermont retreat.

1333 Colchester Point Rd, Colchester

$2,000,000

5 Beds ⋅ 6 Baths ⋅ 5088047 MLS

Perched atop a hillside with sweeping views of Shelburne Bay, this exceptional colonial-style residence offers a rare blend of elegance, privacy, and an unparalleled Vermont setting. Situated on nearly four acres, the property provides a serene retreat just minutes from the village center, the shores of Lake Champlain, and just down the road from the renowned Shelburne Farms Inn, where miles of walking trails and seasonal special dining await. Boating enthusiasts will also appreciate the home’s close proximity to Shelburne Shipyard Marina. Lovingly maintained by its original owners, the home showcases timeless craftsmanship and custom details throughout. Extra-high ceilings, rich hardwood floors on both levels, crown moldings, and coffered accents create a refined yet inviting atmosphere. A gracious open foyer, enhanced by exquisite custom millwork, sets an elegant tone upon entry. The thoughtfully designed interior offers a spacious kitchen outfitted with high end stainless appliances along with two easy-access refrigerator drawers. The first floor includes a guest bedroom and office, while upstairs offers four en-suite bedrooms, including two primary suites with lake views. The main primary suite serves as a true sanctuary, featuring breathtaking lake views, a cozy fireplace, and a spa-inspired bath. Above the garage, an expansive finished space, with a 3/4 bath, provides endless possibilities ideal for a home office, studio, gym, or private guest or nanny suite. A quintessential covered New England porch graces the lake-facing side of the home, inviting you to relax and take in stunning sunsets over Shelburne Bay. Completing the home is a classic Vermont mudroom, offering generous space for gear and everyday convenience year-round. Convenience is equally exceptional, with easy access to Church Street Marketplace, everyday essentials in Shelburne Village, Shelburne’s seasonal farmers market, and nearby attractions.

132 Point View Dr, Shelburne

$1,999,000

7 Beds ⋅ 4 Baths ⋅ 5095153 MLS

Owner will consider offers. Stunning contemporary chalet completely renovated in 2016 and located adjacent to the base of the Hermitage Club private ski resort. This gorgeous home sits on a private lot with direct snowmobile trail access, easy access to the ski trails, and direct to the clubhouse. Just a short drive into the village of Wilmington and the area's tremendous lakes. Thanks to the complete overhaul and meticulous maintenance, this home is turn key for immediate enjoyment, with features including an open concept design, large great room with vaulting ceilings and exposed beams, a stone hearth with wood burning fireplace, upscale country kitchen with stainless appliances and granite counters, a secondary wet bar area, sizeable dining table for all your guests, wood floors throughout, a main floor primary suite with walk-in closets and large tiled bath, dual rustic bunk rooms, a lower level guest suite, 7 spacious bedrooms in total, a large family room for great separate entertaining space, movies, and games, as well as an adjacent tv area, and a tremendous mudroom with built in cubbies for all your gear after a day on the trails. There is also a large covered front porch to keep the snow at bay with wood storage, massive hot tub, fenced in dog area, generator, tremendous parking, and nice lawn space without being much to maintain. With proximity like this and creature comforts from home, this makes for a great ski home, as well as a welcome respite from the metropolitan bustle year round.

121 Fannie Hill Rd, Wilmington

$1,999,000

3 Beds ⋅ 5 Baths ⋅ 5087147 MLS

Lakefront Luxury Awaits! Nestled on over 20 sprawling acres with 500+ feet of direct, gradual Lake Champlain frontage, this stunning contemporary estate offers breathtaking views of the Inland Sea and Vermont's Green Mountains. Featuring 3 spacious bedrooms, 5 elegant baths, and over 4,000 sq ft of beautifully maintained living space, this home is ready for you to move in and start living the dream. Enjoy outdoor living at its finest with a sauna, swimming pool, and a screened pergola, the perfect spots to unwind by the lake. The level lot invites endless outdoor activities, and with an attached two-car garage plus a large detached shed, there’s plenty of room for all your boats and recreational gear. Just an hour from Montreal and Burlington, this is lakefront living at its best! Your new lakefront lifestyle begins here!

431 Mcgregor Pt, Alburgh

$1,997,000

5 Beds ⋅ 4 Baths ⋅ 5110842 MLS

Enjoy four season living from this spacious lake home just off Lake Raponda in Wilmington Vermont. The 4+ bedroom home has 12+ acres with direct lake frontage, privacy thanks to the 12+ acres, and a tremendous updated size ideal for entertaining. The property consists of 3 buildable parcels, just a short drive from the Mount Snow Ski Resort, each with tremendous privacy and natural beauty. A stream which feeds the lake runs down along the lower boundary and the owners have established paths to walk and cross country ski. Generous clearing has allowed for the majority of the home to have direct views of the lake, and provides for easy access to the water for kayaking, paddleboarding, or a private shallow dock perfect for protection from lake traffic and wildlife. The interior of the home has been completely renovated and features high ceilings, open concept living areas, a spacious kitchen with stainless appliances, new counters and cabinets, a large breakfast bar, a living room with wood burning fireplace, a main floor bedroom and bath for guests, dual primary second flood suites, dual spacious guest rooms with large closets and windows, a full length finished attic for overflow sleeping or play room, a full finished lower level with media room, wet bar with live edge wood features, and sauna, and oversized 2 car garage. Less obvious upgrades include new windows and doors throughout, approved septic plans for the additional two parcels, and extensive cosmetics. For anyone hoping to entertain in all seasons and bring up all the guests, this spacious upscale home has it all. Finish work currently being done. Photos show finished rendering and digital staging in addition to current photos.

152 Lake Raponda Rd, Wilmington

$1,997,000

4 Beds ⋅ 5 Baths ⋅ 5098914 MLS

Perfectly positioned between Stratton Mountain and Mount Snow, this exceptional custom timber frame home by Wadsworth Design Build offers the best of Southern Vermont living. Tucked within a private neighborhood and backing directly to the Green Mountain National Forest, the property provides a peaceful setting with immediate access to hiking, snowshoeing, and year-round outdoor recreation right from your backyard. Thoughtfully designed with timeless craftsmanship, the home showcases timber frame construction, expansive walls of glass, and a two-sided stone fireplace that serves as the centerpiece of the main living spaces. Warm wood tones, natural stone, and quality finishes create an inviting atmosphere. The gourmet kitchen is designed for everyday living and entertaining alike, featuring a Wolf range, custom cabinetry, generous center island, and a spacious walk-in pantry offering abundant storage and prep space. The open floor plan flows seamlessly into the dining and great room, making it ideal for gathering with family and friends after a day on the slopes or exploring the surrounding mountains. All four bedrooms are ensuite, providing exceptional privacy and comfort for owners and guests alike. The luxurious primary suite offers a spa-inspired bath with soaking tub, oversized shower, and refined finishes that complement the home's timeless design. The finished lower level expands the living space with additional room for recreation, media, fitness, or overflow guests, while the attached two-car garage provides convenient storage for vehicles and outdoor gear. Meticulously maintained inside and out, this home offers the rare combination of handcrafted quality, modern amenities, and an outstanding location between Vermont's premier ski destinations. Whether serving as a full-time residence or mountain retreat.

14 Talon Dr, Stratton

$1,995,000

4 Beds ⋅ 5 Baths ⋅ 5108457 MLS

Historic Rowen Farm is an extraordinary Vermont country property, where 87.92 private acres across 2 separately deeded parcels of reclaimed meadow, woodland, brooks and mountain views surround an exceptionally restored circa-1812 Federal farmhouse. Restored stone walls trace the land, woodland trails invite exploration, and open meadows extend toward the ridgeline, creating a setting that feels both expansive and intimate. Inside, exceptional historic preservation meets refined modern comfort. Original wide-plank floors, exposed beams, doors, period details and 4 wood-burning fireplaces are complemented by updated kitchen, baths and lighting by Teaselwood Designs. The home unfolds with a welcoming flow as the renovated kitchen opens to breakfast, dining and living spaces filled with natural light and views. Porches and decks extend living outdoors, while a mudroom, ski/gear room, laundry and outdoor shower make returning from mountain or trail effortless. The 4-bedroom, 5-bath layout is equally suited to quiet weekends or a full house. A first-floor ensuite guest room offers privacy, while a library/office leads to a separate wing with bonus room, 3/4 bath and exterior entrance, creating flexibility with potential for a private first-floor suite. Outside, the property becomes its own four-season retreat, with room to hike, bike, explore or simply enjoy the quiet. A farmer maintains the meadows, preserving the pastoral setting, while the relocated town road enhances setback and privacy. A barn/garage with loft and lean-to adds storage and character. A comprehensive 2003 restoration by skilled craftsmen included major system upgrades and a full basement excavated beneath the original house. A 4-bedroom wastewater system was permitted in 2022 and a new shingle roof completed in 2026. High-speed fiber internet keeps you connected. Offered largely furnished with limited personal exclusions. Just 8 miles from Okemo, with easy access to Woodstock and Killington.

226 Hoey Rd, Cavendish

$1,990,000

4 Beds ⋅ 4 Baths ⋅ 5112470 MLS

"Mole Hill Farm" a beautiful antique Cape built in the 1790s is incredibly welcoming with 4BR/4B, a country kitchen with soap stone counters & a new induction stovetop with downdraft, with direct access to a wonderful patio, charming living areas with wainscoting, wide pine floors and period details for character. Original central fireplace graces the large living room, adjoining dining room & en-suite bedroom have fireplaces, as well. The recent addition, a lovely 1st floor primary suite is entered through the stone accented family room. The 2nd floor offers additional bedrooms, bath, living or workspace & a large cedar walk-in. A 2 story 60'x32' barn c.1950 originally 6 large box stalls (now altered but could be reverted) the open feed & tack area once held 3 carts/carriages & 3 sleighs! Loft capable of holding 1000 bales of hay. Ring & pasture areas on property. Close to miles of trails, the farm has often been a water/lunch stop for past GMHA rides. The famous GMHA 100 mile ride goes right by the house. 8 miles to GMHA, 10 miles to Ascutney, 11 miles to Okemo, 16 miles to Killington. This attractive centuries old home has been well maintained; the yard offers many opportunities for an active family! Amenities include underground power, Tesla power wall, a stone patio, horse barn, nearly flat lawn, garden area, fruit trees, almost 1 half-acre spring-fed swimming/skating pond, small separate office space, wine cellar, attached 2 car garage, frontage on two roads, the 24.99 acres includes a 2nd building lot, an additional dwelling on adjacent 7.85 acres could also available. Call for details.

218 N Puckerbrush Rd, Reading

$1,990,000

4 Beds ⋅ 4 Baths ⋅ 5109798 MLS

"Stone Meadows" a quintessential Vermont farmhouse set on more than 72 acres of rolling meadows, historic stone walls & peaceful countryside in Shaftsbury. Tucked along a quiet country road, this is the kind of property that captures the feeling so many people come to Vermont to find privacy, open land, character & and a home that feels connected to its surroundings. Serene and peaceful yet 17 minutes to Manchester. The farmhouse has been thoughtfully updated for today’s living while retaining the architectural details & charm of its era. A brand-new kitchen with marble countertops is the heart of the home, complemented by spacious rooms, abundant natural light & a comfortable, inviting floor plan. Just off the kitchen, the screened porch offers the perfect place for morning coffee, summer dinners or simply taking in the quiet & beauty of the surrounding land. The living room, with its fireplace, provides a warm & welcoming place to gather. The updates continue behind the scenes, with new windows, updated mechanicals, underground power lines, a whole-house generator and dry basements offering the comfort and peace of mind that comes with a home that has been carefully maintained and improved over time. Outside, the acreage is where the magic really happens, an idyllic Vermont landscape, with plenty of room for gardens, animals, recreation or simply enjoying the beauty and privacy of your own land. A two story barn & three car garage provide great space for vehicles, equipment, hobbies & all the pursuits that come with country living. Impeccably maintained inside & out, with an obvious attention to detail, this is a property that has been lovingly cared for without losing the qualities that make a Vermont farmhouse so special. Quiet, beautiful & wonderfully private, this is Vermont country living at its best.

209 Jack Cross Rd, Shaftsbury

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