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luxury houses for sale Bennington County, United States

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40

House with terrace Winhall (United States)

Set among sun-dappled woodlands along a peaceful country road, this distinctive post-and-beam home captures the charm of a Vermont sugar shack with the warmth of a classic ski-country retreat. This furnished three bedroom, two bath home offers 1,416 sq ft of inviting living space, thoughtfully designed for both full-time living and memorable getaways. Inside, the vaulted Great Room immediately draws you in with soaring ceilings, warm wood floors, exposed beams, and a dramatic stone fireplace with hearth and wood-storage nook, the ideal gathering place after a day on the slopes or a summer hike. The open kitchen features a breakfast bar and custom stained-glass bar cabinet, creating an inviting space for entertaining. A slider opens to the expansive 400 sq ft deck, where tranquil pond views set the stage for morning coffee, summer dinners, or quiet evenings under the stars.The main level includes a screened porch, welcoming mudroom, bunk room, guest bedroom with deck access, full bath, and laundry closet. Upstairs, a windowed landing leads to a charming loft overlooking the Great Room, offering a cozy reading or relaxation area and generous storage. The vaulted primary suite is a private retreat with his-and-hers closets, sitting area, and en-suite with sauna.Custom wrought-iron fixtures and abundant woodwork enhance the home's warm, authentic character and complement the homes woodland setting. Offered furnished, this turnkey Vermont getaway is equally suited to full-time living, a second home, or a memorable vacation retreat.Enjoy breathtaking views of Stratton Mountain beyond nearby horse-farm paddocks, on your way to Stratton's four-season activities, Manchester's renowned shopping and dining, and Southern Vermont's many outdoor adventures and cultural offerings. Trails toward Gale Meadow Pond are just down Winhall Hollow Road. A unique Southern Vermont retreat ready to create memories for years to come.

… 
$595,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

20

House with garden Manchester (United States)

Discover comfort, style, and mountain views at Green Mountain Estates. This meticulously maintained split-level ranch offers four bedrooms, three bathrooms, and a flexible floor plan designed for everyday living. The bright upper level features 3 bedrooms an open-concept kitchen with new appliances and dining area that flows seamlessly into a cozy living room. Sliding door lead to a spacious and private new deck, creating the perfect setting for outdoor dining, morning coffee, or relaxing. The spacious primary suite includes mountain sunset views, a private en suite bathroom and walk in closet while the lower level offers an additional bedroom, a full bath, and a generous family room ideal for entertaining, working from home, or cozy Vermont evenings. Additional highlights include a oversized two-car attached garage, ample storage, and true move-in-ready condition. Set in a welcoming neighborhood with newly paved roads, this home is just minutes from downtown Manchester's; shopping, dining, recreation, golf, and year-round outdoor activities. Whether you're looking for a primary residence, a Vermont retreat, or a home with space to grow, this house offers comfort, convenience, and virtually turn key appeal. Furnishings are negotiable.

… 
$535,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

New
45

House Shaftsbury (United States)

A picturesque, tree-lined driveway leads to this beautifully renovated Contemporary Farmhouse, set on 17+/- acres of open meadows with spectacular, sweeping mountain views. Blending classic Vermont charm with modern comfort, this exceptional property offers a peaceful country retreat just 30 minutes from Manchester.At the heart of the home is a brand-new cooks kitchen with generous workspace and a welcoming center island, perfect for gathering with family and friends. The bright dining room flows into an intimate sitting area warmed by a wood stove. The spacious living room features soaring ceilings, exposed wood beams, and custom built-ins, creating a warm and inviting atmosphere.Five bedrooms provide comfortable accommodations, including a generous primary suite with fireplace and newly renovated bath. The lower-level family room, anchored by a striking stone fireplace, opens to an outdoor entertaining area with patio, firepit, and heated in-ground swimming pool, ideal for summer gatherings and relaxing evenings.A window-lined home office frames beautiful mountain views, offering an inspiring place to work. Energy-efficient features include a garage-roof solar array with backup battery storage, helping keep annual electricity costs below $400.The expansive meadows offer privacy, room to roam, and opportunities to enjoy every season, from summer walks and brilliant fall foliage to winter cross-country skiing and snowshoeing. An attached three-car, barn-style garage with an oversized heated workshop and abundant storage adds versatility for vehicles, equipment, hobbies, and creative pursuits.With breathtaking scenery, beautifully updated interiors, inviting outdoor amenities, and thoughtful energy features, this distinctive property captures the best of Vermont country living, combining space, privacy, and modern convenience in a remarkable setting.

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$1,450,000
5bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

50

House with garden and terrace Manchester (United States)

BROOK FRONTAGE AND MOUNTAIN VIEWS If you are looking for a property with both mountain and water views, this exceptional five-bedroom Manchester home is must-see.Set on a remarkable lot featuring breathtaking vistas and approximately 400 feet of frontage along Bromley Brook, this home offers a rare combination of privacy, natural beauty, and convenience. Located just minutes from the center of Manchester and near the areas premier ski mountains, it provides the ideal Vermont lifestyle. Imagine spending summer afternoons relaxing by the running brook or enjoying a peaceful day of fishing right on your own property.The spacious residence includes a heated three-bay garage with an additional two-bedroom living space above (2003 construction), perfect for guests, office or extended family. Inside, the home features a large open kitchen, generous living areas, and a cozy wood-burning fireplace. The primary suite, complete with cathedral ceilings, enjoys serene views of both the mountains and Bromley Brook. Two additional bedrooms are located upstairs in the main part of the house.Also included is an adjacent 1.7-acre building lot, offering excellent potential for a guest house or future development.This property is a truly special opportunity combining privacy, stunning vistas, and endless possibilities. OPEN HOUSE OCTOBER 10th from 10-12noon All measurements approximate.

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$1,375,000
5bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

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38

House with garden and terrace Manchester (United States)

Set on coveted Taconic Road in the heart of Manchester Village, this beautifully renovated five-bedroom home seamlessly blends timeless Vermont charm with modern comfort. Thoughtfully reimagined from top to bottom, every detail has been carefully considered, resulting in a home that is both inviting and functional. Town water and sewer, paved driveway and updated systems ensure worry free living. Filled with natural light, the spacious floor plan centers around a beautifully appointed chef's kitchen designed for gathering, entertaining, and everyday living. Multiple living spaces offer flexibility for family and guests, while the custom-built bunk room creates the perfect retreat for children or weekend visitors. Outside, the level yard provides an ideal setting for recreation, entertaining, or simply enjoying the peaceful surroundings. A detached barn with a two-car garage offers exceptional versatility, with unfinished space above presenting the potential for a guest suite, home office, studio, or apartment, subject to any required approvals. Ideally located just moments from the Equinox Preserve, enjoy easy access to miles of scenic walking trails while remaining close to the shops, restaurants, and amenities of Manchester Village. Combining exceptional craftsmanship, thoughtful design, abundant natural light, and one of Manchester Village's most coveted addresses, this is a rare opportunity to own a turnkey Vermont home with room to grow.

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$1,495,000
5bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

33

House with garden and terrace Dorset (United States)

**Privacy. Design. Nature. Possibility.** Tucked away on 12.3 acres, this exceptional contemporary retreat is the kind of property that makes you slow down the moment you arrive. A peaceful pond, mature woodlands, and complete privacy create an extraordinary setting, while the home's thoughtful architecture brings the beauty of the outdoors into every room.Wrapped in beautiful clear cedar siding, the residence is modern without feeling starkwarm, inviting, and incredibly livable. Expansive windows flood the home with natural light and capture tranquil views in every season. Rich ash floors add warmth and texture, while the dramatic circular fireplace provides a striking architectural focal point and an unforgettable gathering space.The open-concept main level is designed for **effortless single-level living**, with an easy flow from the kitchen to dining and living spaces and directly outdoors. Whether you're hosting a crowd or enjoying a quiet morning overlooking the pond, the home feels connected to its surroundings at every turn.Downstairs, the finished lower level offers room to spread out, with flexible space for guests, a home office, media room, gym, studio, or recreation. There is space here for everyoneand for whatever comes next.Outside is where the magic really happens. Wander down to the pond, explore your acreage, entertain on a summer evening, or gather around the fire as the stars come out. This is Vermont living at its best: private, peaceful, beautiful, and completely your own.And then there is the **additional building lot**, a rare and valuable bonus that opens the door to a guest house, studio, family compound, future expansion, or investment opportunity, subject to approvals.**A contemporary Vermont retreat with soul, exceptional privacy, architectural character, and room to dream. Come for the house, stay for the settingand imagine what you could create here.**

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$1,595,000
5bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

27

House with garden and terrace Manchester (United States)

Light, bright, & thoughtfully updated, this charming Manchester village home offers the perfect blend of antique character, modern convenience, & exceptional outdoor space. Set on nearly five acres of level, usable land with beautiful views toward Mount Equinox, the property provides room to spread out & enjoy everything Vermont living has to offerwhether gathering with family & friends, gardening, playing, or spending time with animals.Inside, classic Vermont character shines through with beautiful wide pine floors, newer windows, & timeless architectural details, complemented by numerous updates that make the home truly move-in ready. The inviting eat-in kitchen features a custom window-seat bench, creating a cozy spot for morning coffee or casual family meals. A convenient mudroom entry provides practical everyday space, while the spacious living room is filled with natural light & anchored by a cozy gas stove.The library/family room offers custom built-ins & a full reading bench, creating a comfortable retreat for reading, gathering, relaxing, or working from home. A bright three-season porch extends the living space & provides a wonderful vantage point overlooking the backyard.Recent improvements include updated lighting & plumbing fixtures throughout, new appliances including a Bosch dishwasher, range/oven, refrigerator, & dryer, an updated boiler, & refreshed interior & exterior porches. The sunroom has also been beautifully refreshed with a new door, lighting, & fresh paint.Outside, the covered front porch offers a welcoming entrance, while the back deck & partially fenced yard create an ideal setting for entertaining, gardening, children, & pets. A functional barn provides excellent storage & offers flexible space for a one-car garage, workshop, or hobbies. Additional improvements include a potting shed, swing set, playhouse, added fencing, an expanded and regraveled driveway, and refreshed gardens.Don't wait, come preview this lovely home today.

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$925,000
5bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

35

House with garden Manchester (United States)

Storybook-worthy and wonderfully unique, this charming Manchester property is a little oasis tucked away just minutes from downtown. Inspired by the feel of an English cottage with a clean, Scandinavian-influenced aesthetic, the property combines warmth, character and thoughtful design with an unusual amount of flexibility. The main house is an inviting one-bedroom, 1.5-bath cottage (1142 sq ft) filled with natural light and cozy details. The beautifully designed kitchen is both stylish and highly functional, with an excellent layout and new upscale appliances (2025). Recent improvements include a generator (2023), propane fireplace insert (2023), all new windows and exterior doors (2025), interior and exterior painting (2024-2025), and an updated driveway with a gorgeous bluestone walkway (2024). Across the slate patio is The Makery, a wonderful flexible studio space (240 sq ft) that could serve as an office, creative studio, gym, or an incredible game or party room. A separate renovated (2026) three-season guest cottage (192 sq ft) offers a bedroom and full bath and provides the perfect cozy space for guests, a home office or family members, just across the yard. The beautifully landscaped, fenced backyard feels remarkably private and secluded, creating a true oasis. The front yard features peach and apple trees, creating a charming mini orchard. With three distinct buildings arranged around the property, it feels more like a tiny compound than a traditional home. All of this, yet you are just minutes from Manchester's shops, restaurants and amenities, with the convenience of town water and sewer. A truly special property that feels both tucked away and connected-full of charm, flexibility and possibilities.

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$629,000
1bedroom
2bathrooms

By Four Seasons Sotheby's International Realty

50
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House with garden Dorset (United States)

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

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$6,250,000
6bedrooms
9bathrooms

By Four Seasons Sotheby's International Realty

23

House with terrace Manchester (United States)

Discover an exceptional opportunity to own a contemporary two-story Colonial style townhome duplex in the heart of Manchester Center, Vermont, set on nearly one acre with beautiful views of the Green Mountains to the south and Equinox Mountain to the west. Perfectly suited for an owner-occupant, multi generational living, or investment strategy, this unique property offers the opportunity to live in one townhome while renting the other to help offset expenses. Both spacious townhomes feature a comfortable, easy-flowing first-floor layout with an inviting living room, dining area, and well-appointed kitchen. Upstairs, each unit offers two bedrooms, each with its own private bath, providing comfort and privacy for residents and guests alike. The finished lower levels add even more versatility. Each townhome includes a third bedroom with a private bath, plus a separate flex room that can be tailored to your lifestyle, ideal for a home office, fitness room, media or movie theater, hobby space, or additional recreational area. Outdoor living is equally appealing. Unit B features a large deck for entertaining or relaxing while taking in the surrounding mountain scenery, while Unit A offers a smaller private deck tucked behind the home and side patio. Each unit also has its own covered entry porch, adding welcoming outdoor space and year-round convenience. Set on nearly an acre, the property provides ample outdoor parking and plenty of room to enjoy the setting, while its downtown Manchester Center location puts shops, dining, recreation, and the area's renowned mountain attractions within easy reach. Whether you're looking for a versatile primary residence, a Vermont getaway with rental income potential, or an investment property in one of southern Vermont's most desirable communities, this distinctive duplex offers space, privacy, flexibility, and spectacular mountain views.

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$895,000
6bedrooms
8bathrooms

By Four Seasons Sotheby's International Realty

43

House with garden and terrace Dorset (United States)

Custom built Dorset Hollow estate offered for the first time since 1998. Perfectly situated on 10 private acres abutting 3,200 acres of conservation land, this 5,100 sq ft residence combines timeless quality, fine finishes, and Vermont mountain charm. Designed for comfort and entertaining, the home features 4 bedrooms, 5 bathrooms, and an attached 2-car garage. Elegant details include four fireplaces, verdi marble flooring, Marvin windows, a slate roof, and a Viessmann boiler premier materials chosen for durability and style. The dramatic living room boasts a large wood-burning fireplace framed by 8-foot, 12-panel Marvin windows, crescent-shaped upper windows, and soaring 30-foot ceilings that fill the space with natural light. The chefs kitchen will delight serious cooks, offering THOR double ovens, a mini wood-burning brick fireplace, center island with butcher block top, verdi marble floors, soapstone counters, Wood Harbor cabinetry, and a charming built-in breakfast alcove. The formal dining room features 12-foot ceilings, crown molding, and direct access to an elevated synthetic sundeck, ideal for entertaining or relaxing outdoors. The intimate den, with its brick fireplace, wet bar, and copper sink, provides a cozy retreat for quiet evenings. A first-floor half bath and laundry room add convenience.Upstairs, a custom fluted staircase leads to two spacious guest bedrooms, a full tile bath, and a walk-in cedar closet. The primary suite (30x14) is a luxurious escape featuring a gas fireplace, 10-foot ceilings, crown moulding, and peaceful mountain views. Two walk-in closets and a spa-inspired primary bath include a sauna, whirlpool tub, tile shower, and double vanity. A fourth ensuite bedroom completes the upper level. Outdoors, the serene setting offers unmatched privacy while being just minutes from Dorset Village and Manchester amenities. This rare offering combines classic design, privacy, and enduring Vermont elegance.

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$1,100,000
4bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

33

House with terrace Jamaica (United States)

Welcome to 6 Jamie Lane, a private Vermont getaway tucked into the hills of Winhall, just minutes from Stratton Mountain. Set on 1.4 acres, this three bedroom home offers the space, setting, and comfort to enjoy every season in Southern Vermont. The main living area features a bright two story great room with a floor to ceiling fieldstone fireplace, warm wood details, and sliders that open to a wrap around deck. The kitchen and dining areas connect easily to the living space, creating a natural flow for meals, relaxing by the fire, and time at home after a day on the mountain. The main level includes a bedroom with a private en suite bath, while the second floor offers two additional bedrooms with a shared full bath. The finished lower level adds a second living area with another wood burning fireplace and a game room along with a private office or den, laundry area, and three quarter bath. Outside, enjoy the peaceful wooded setting, deck, hot tub, gravel driveway, and standby generator. With approximately 3,600 finished square feet and a location close to skiing, dining, shops, and year round recreation, 6 Jamie Lane is ready for its next owners to enjoy the upcoming ski season. Being offered furnished less a few exclusions.

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$745,000
3bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

49

House with terrace Bennington (United States)

Stunning Monument Avenue home offering unparalleled craftsmanship, exceptional style, and beautiful mountain and meadow views. This remarkable ranch-inspired design is equally impressive inside and out, with thoughtfully designed spaces and exceptional millwork throughout. The cooks kitchen features soapstone countertops, stainless steel appliances, and abundant natural light from large windows. An expansive dining room opens to a vaulted, beamed great room, creating an inviting space for entertaining. A light-filled sunroom with a gas fireplace provides a warm and inviting place to relax, while the gorgeous primary suite offers a peaceful retreat. Three additional bedrooms, a den/office, and ample storage provide plenty of space for family and guests. One of the homes standout features is the large screened-in porch, complete with a wood-burning fireplace, offering an exceptional setting for outdoor dining, entertaining, or simply enjoying the spectacular surroundings. With stunning views, beautiful craftsmanship, and exceptional indoor and outdoor living spaces, this is truly a must-see Monument Avenue home.

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$975,000
3bedrooms
3bathrooms
land 0.8ha

By Four Seasons Sotheby's International Realty

24

House with terrace Dorset (United States)

This beautifully maintained Dorset home with views is ready for its new owners.The main level features a generously sized eat-in kitchen with granite countertops that opens into the dining room. This floor also includes a large living room, a bedroom, and French doors that lead to a spacious deck overlooking a private yard. The ground floor offers a primary bedroom, a bathroom, and a laundry area.Access to the property is convenient, with entries available via the driveway to the main floor or through the lower-level garage. Outside, you can enjoy a beautiful wooden gazebo during the warmer months.The property is ideally located just minutes from the center of Dorset Village and ten minutes from Manchester Center. It is perfectly situated for various activities, including biking, skiing, hiking, gardening, or simply relaxing.Please note that all measurements are approximate.

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$425,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

50

House with garden and terrace Manchester (United States)

In the heart of Manchester Village, this four-bedroom, six-bath colonial blends classic New England charm with the kind of space and flexibility that fits modern living. Set on a level 0.85-acre lot with mountain views, the property offers both privacy and easy access to everything the village has to offer. Inside, you'll find character you can't replicate - spruce and pine floors, exposed beams, custom built-ins, and large six-over-six windows that bring in natural light. The layout is versatile, with multiple living areas including a formal living room, family room, and a dedicated study - ideal for working from home or creating separate hangout spaces. The kitchen features butcher block counter tops, a walk-in pantry, and opens to a bright breakfast room with a built-in window seat. Upstairs four bedrooms and three full baths include a spacious primary suite with a large walk-in closet and an updated bathroom. One of the standout features is the separate one bedroom apartment above the single garage - perfect for guests, or a private home office, or studio. Practical updates include town water and town sewer, forced hot air heat, and a generator. Outside, the property is designed for relaxing and entertaining, with two blue stone and marble patios, mature landscaping, partial fencing, and a backyard gazebo. With a layout that adapts to your lifestyle and a location that keeps you connected, this home offers a unique mix of character, function, and long term value. All room measurements are approximate.

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$750,000
4bedrooms
6bathrooms

By Four Seasons Sotheby's International Realty

31

House Manchester (United States)

Set on two private acres in Manchester, this 4-bedroom, 2.5-bath Colonial combines classic character with thoughtful updates. Wide-plank pine floors, abundant natural light, and generously proportioned rooms define the interiors.The main level includes a spacious living room with a stone fireplace, a formal dining room, and an eat-in kitchen. An adjoining flexible space offers versatility as a mudroom, family room, or home office. A powder room is conveniently located off the main living spaces, and a recently added deck overlooks the backyard.Upstairs, 4 bedrooms include a primary bedroom with a private bath and a separate full hall bath. Recent improvements have been thoughtfully integrated with the homes original character.Located near both Manchester and Dorset, the property offers a peaceful setting with convenient access to village amenities, nearby trails, ski areas, and the distinctive shops and restaurants of Southern Vermont.

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$735,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

28

House Manchester (United States)

Charming Main Street Manchester Barn with Mountain ViewsConveniently located on Main Street in Manchester, this charming barn offers a wonderful combination of character, comfort, and versatility. The open-concept main level features an eat-in kitchen with distinctive post-and-beam details and a spacious living room with a propane fireplace. The living area opens directly to a large screened-in porch and deck, creating an ideal setting for relaxing, entertaining, and enjoying beautiful mountain views.Set on approximately 2 level acres, the property offers a generous open backyard with plenty of room for outdoor dining, gardening, recreation, and enjoying the Vermont seasons.The lower level provides two bedrooms and two bathrooms, offering comfortable accommodations for family and guests. A separate heated studio/outbuilding with a heat pump adds even more flexibility and could serve as a home office, guest space, art or music studio, or creative workspace.The property was thoughtfully updated several years ago and offers an excellent opportunity as a full-time residence, part-time Vermont getaway, or investment property.All measurements are approximate.

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$425,000
2bedrooms
3bathrooms
land 2m²

By Four Seasons Sotheby's International Realty

50

House with garden Dorset (United States)

Some properties announce everything at once. Others reward the buyer w/ discernment to see what is quietly waiting to be realized. Set along the rise of Morse Hill Road, this Dorset home is a rare opportunity: a substantial residence on 10 acres where value extends beyond what exists today into what the land could become. Beyond a beautiful Vermont home, there is potential to shape an estate-scale setting w/ expanded lawns, layered gardens, paths, terraces, recreation areas & a more park-like relationship between house & land. Inside, the home is substantial & highly spacious. Numerous bedrooms, generous living areas, fireplaces, high ceilings, & a large family room designed for life's gathering. The layout suits quiet weekends, holidays, movie nights, guests, remote work, & longer Vermont stays. A enormous "mudroom" provides the practical transition every four-season home needs, w/ room for boots, coats, ski gear, & outdoor equipment. The full basement adds exceptional storage and flexible recreation or hobby space. Outdoors, cottage perennial gardens, raspberry bushes, mature trees, hillside contours, and a private atmosphere create meaningful room to evolve. The property offers privacy, scale, and a strong sense of place, yet its greater opportunity lies in the ability to open, shape, and elevate the land into something intentional, polished, and luxurious. Recent practical improvements, including a standing seam roof by Iron Horse, updated mechanicals, water softener, pellet furnace, water heater, and exterior paint, add to a confident investment. Dorset Village, Manchester, hiking trails, Bromley, & Stratton are within easy reach, allowing the home to live as a full-time residence, weekend retreat or four-season Vermont base. For the buyer with vision- it is a rare opportunity to get way more than meets the eye.*Photo Disclosure: Some images are virtually staged or digitally modified to illustrate design possibilities; the home is currently unfurnished.

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$775,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

33

House with garden and terrace Arlington (United States)

At the end of the road in Benedict Hollow, where privacy and the beauty of the Vermont woods take center stage, this completely renovated two-bedroom cabin is the perfect escape. Set within 32,000 acres of National Forest, the setting is remarkably peaceful and private, with a cascading stream visible from every window, extensive perennial gardens, stacked stone walls, and a beautifully restored stream-fed trout pond that creates a truly special retreat. A short walk to the historic Battenkill River, drop a line and hook a trout or take a float and relax in the waters of the Battenkill River.The cabin is completely renovated, offering easy, comfortable living with nothing left to do but arrive, unpack, and unwind. The kitchen is smartly designed with brand-new stainless steel appliances and granite countertops. A welcoming mudroom entry provides storage. Cathedral ceilings, tons of natural light, and many windows open to the surroundings, while the ? bath, dining/sitting room overlooking the stream, and cozy bunk room make excellent use of every inch. A stacked-stone fireplace adds warmth and character to the main living space.Step outside and the property becomes even more enchanting. The pond has been dredged and thoughtfully landscaped and hardscaped, with a screened gazebo overlooking the pond and stream, providing the perfect spot to settle in and do absolutely nothing. Professionally landscaped grounds, a large workshop/shed, and a new mound septic system add convenience and peace of mind.A charming new guest house overlooking the stream offers a private space for visitors, a home office, or simply a quiet place to escape with a good book.This is the Vermont getaway you have been looking forprivate, peaceful, and surrounded by nature, yet completely ready to enjoy. Leave the projects behind, grab your toothbrush, and head up to Benedict Hollow. There is nothing to do but unwind.

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$519,000
2bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

14

House with garden and terrace Dorset (United States)

Charming Raised Ranch on 2 Acres Dorset, VTWelcome to your new home in the heart of Dorset! Nestled on a beautifully landscaped 2-acre corner lot, this inviting raised ranch offers privacy, comfort, and versatile living space.3 Bedrooms | 2 Full Baths | 2-Car Attached GarageStep inside to find a bright living room that flows seamlessly into the eat-in kitchen, perfect for everyday living and entertaining. Enjoy the outdoors on your private deck, overlooking a fenced-in backyard ideal for kids, pets, or gardening.The lower level features a cozy family room with fireplace, creating a warm retreat for Vermont winters, plus a separate den/office perfect for working from home or additional guest space.Additional Features:Corner lot offering extra space and privacyAttached two-car garage for convenienceQuiet, desirable Dorset locationClose to schools, shopping, and outdoor recreationThis home is a perfect blend of function and charm a must-see for anyone seeking space, comfort, and the Vermont lifestyle.

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$549,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

33

House with terrace Rupert (United States)

Imagine waking to the quiet rhythm of the Vermont countryside, where morning light stretches across open meadows, woodland trails begin just beyond your door, and the pace of life slows to match the landscape. Set on 26 acres in Rupert, this exceptional property offers a rare combination of privacy, craftsmanship, and room to pursue the life you've imagined. The home is designed to feel connected to its surroundings, with warm wood finishes, expansive windows, and comfortable living spaces that invite both gathering and relaxation. Throughout the property, extraordinary stonework, all from the quarry on-site, reflects a level of artistry and care rarely found today. Beyond the home, a fully equipped 3,100-square-foot heated garage and workshop creates endless possibilities. Featuring radiant heat, a commercial-grade car lift, office space, bathroom, heat pumps, central vacuum, air lines, and oversized 12' x 12' doors, it is an ideal setting for automotive enthusiasts, collectors, entrepreneurs, craftspeople, or anyone seeking exceptional workspace. The land itself is a destination. Explore private trails through mature woods, enjoy open fields, snowshoe after a fresh snowfall, or take advantage of the nearby D&H Rail Trail. Every season brings new opportunities to experience the beauty of Vermont. Additional storage buildings provide ample space for equipment, recreational gear, and the practical needs of country living. Both the home and workshop benefit from updated high-efficiency heating systems for year-round comfort. Conveniently located within easy reach of Manchester, Dorset, regional ski areas, and the Adirondacks, this property offers the perfect balance of seclusion and accessibility. Whether you're seeking a full-time residence, a weekend retreat, a live-work property, or a place to gather family and friends for years to come, this Rupert estate offers a lifestyle defined by space, creativity, and connection to the land. Schedule your private tour today.

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$800,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

24

House with garden and terrace Manchester (United States)

Set back from a quiet country road in Manchester, Vermont, this spaciousFederal farmhouse style home offers a wonderful blend of comfort, privacyand Vermont charm. The classic white exterior with its attached red barncreates a welcoming first impression, while the homes thoughtful designprovides plenty of space for everyday living, entertaining and enjoying thepeaceful surroundings.Inside, wide-plank wood floors and abundant natural light create a warmand attractive atmosphere throughout. The main living areas are open andcomfortable, featuring a modern kitchen, separate dining space andgenerous living areas with high ceilings and a stone fireplace in the livingroom, making gathering with family and friends easy. The layout offersboth functionality and flexibility, creating spaces that feel connected whilestill providing room to spread out.The upper level features multiple bedrooms and bathrooms, including aspacious primary suite complete with an en-suite bath with glass-enclosedshower and marble finishes, walk-in closet and a second fireplace. Adedicated home office adds versatility for remote work, study, etc., while abonus family room above the garage offers additional living space that canadapt to a variety of needs.Outdoor patios and gathering spaces with mountain views provide a naturalextension of the home and a perfect spot for relaxing, dining orentertaining.Amidst a tranquil setting, yet conveniently located just minutes fromManchesters shops, restaurants and amenities, this inviting propertycombines contemporary living with the character and charm that makeVermont so special.All measurements approximate.

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$1,390,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

37

House with terrace Sunderland (United States)

First Time on the Market Original Owner!Built and lovingly maintained by its original owners, this charming ranch-style home offers privacy, space, and plenty of possibilities on 8.40 acres surrounded by natural beauty and mature landscape.Tucked away at the end of a small, private road, the property feels wonderfully secluded while remaining conveniently accessible. The main level features a comfortable kitchen, open living/dining area, three bedrooms, and one full bathroom.The walk-out lower level offers additional flexible space, including a partially finished area with a woodstove, along with a spacious workshop and an attached garage beneath the home.A large, detached barn adds even more versatility and could be used for storage, a workshop, additional garage space, hobbies, or equipment. With plenty of land to enjoy, this property offers room to garden, explore, or simply take in the peaceful surroundings.Conveniently located approximately 10 minutes from Manchester and 20 minutes from Bennington, with Sunderland school choice for high school, this is a wonderful opportunity to own a private country property with convenient access to nearby amenities.All measurements are approximate.

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$415,000
3bedrooms
1bathroom

By Four Seasons Sotheby's International Realty

50

House with garden and terrace Shaftsbury (United States)

"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 todays 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.

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$1,990,000
4bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

36
Video

House with pool and terrace Manchester Center (United States)

Experience an exceptional combination of commanding Southern Vermont mountain views, refined luxury and extraordinary energy efficiency at this custom modern farmhouse just outside Manchester Village. Designed by Alan Benoit of Sustainable Design and built in 2017 by Gutbier & Albin of Red Mountain Builders, this beautifully proportioned 5 bedroom, 5 bath residence offers privacy and tranquility while remaining minutes from shopping and dining in downtown Manchester and within easy reach of the regions premier ski resorts, golf, hiking, arts and recreation. At the heart of the home is a light-filled chefs kitchen featuring granite countertops, a butcher-block island with prep sink, walk-in pantry, six-burner cooktop and an impressive suite of built-in Miele appliances, including wall oven, warming drawer, steam oven and convection/microwave. The first floor offers an effortless circular flow connecting the breakfast nook, living room with bar, open dining room, welcoming entry hall and private office. The first-floor primary suite provides a peaceful retreat with direct access to the in-ground pool and hot tub, while an adjacent laundry room adds exceptional everyday convenience. Upstairs, a sitting room/media lounge anchors three additional bedrooms - one ensuite and two sharing a bath. A separate bedroom/bonus suite with half bath above the three-bay garage provides flexible space for guests, recreation or a private retreat. Outside, the sweeping views of Mount Equinox, rolling lawns, mature landscaping and established gardens create a spectacular backdrop in every season. A versatile breezeway connecting the garage and home can remain open in beautiful weather or enclosed when conditions change. Geothermal heating and cooling, solar energy and a whole-house generator deliver uncommon efficiency and comfort. Sophisticated yet welcoming, 120 Summit View is a rare Manchester offering of exceptional design, location and performance! All measurements approximate.

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$2,950,000
5bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

21

House with terrace Manchester (United States)

This exquisite, unattached 3 bedroom, 2.5 bath townhome at Eagle Rise in Manchester, VT offers the perfect blend of sophisticated design, comfort, and effortless mountain living. Completely renovated with contemporary amenities and thoughtfully curated finishes, this move in ready home is designed for both elegant entertaining and relaxed everyday living. The beautifully renovated kitchen and baths, central air conditioning, expanded deck, and all new modern crystal lighting create a fresh, polished aesthetic throughout. Distinctive architectural details add warmth and character, including wide plank wood flooring, artisan crafted bookcases, a natural brick accent wall in the kitchen/dining area, and a cozy weathered wood plank wall in the living room. A coveted private garage adds exceptional convenience; particularly valuable in Vermont communities, while the spacious deck provides an inviting setting for morning coffee, afternoon relaxation, or evening gatherings. Every room reflects a thoughtful balance of modern style and Vermont charm. Designer touches, carefully selected materials, and an understated palette create an atmosphere that is both elegant and inviting. The home is offered either unfurnished or completely furnished with a sophisticated collection of custom furniture, designer fabrics and accessories selected specifically for the residence. The furnishings were purchased new for this home, creating a cohesive and exceptionally well-appointed interior. For those seeking a second home or a turnkey Vermont retreat, the furnished option offers an extraordinary opportunity to arrive, unpack your personal belongings, and begin enjoying the lifestyle. From luxurious Pottery Barn and SHEEX bed linens to casually elegant dinnerware, every detail has been considered to create a serene and welcoming environment. Arrive, settle in, and enjoy the beauty and serenity of Vermont living. NOTE: Furnished price $689,000; complete furniture list available upon request.

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$649,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

33

House with garden and terrace Dorset (United States)

Beautifully maintained contemporary home on 3.62 private acres with elevated westerly views of Mt. Equinox and spectacular sunsets. Designed by renown architect Deborah Berke, Dean of the Yale School of Architecture, this light-filled home offers the ease of main-level living with a first-floor primary suite, laundry, bright office, den with custom built-ins, and spacious living room with vaulted ceiling, wood-burning fireplace, and oak floors. The kitchen features a center island and Aga stove, opening to dining and living areas ideal for everyday comfort and entertaining. Upstairs are two generous guest bedrooms, abundant closets - including a cedar-lined walk-in - and a full bath. Enjoy the seasons from the screened porch or custom fieldstone patio with sitting wall and awnings. Quality features include central air, whole-house generator, security system, water filtration, standing-seam metal roof, Andersen windows, attached two-car garage, and excellent dry basement storage. Minutes to Manchester and Dorset, this private, move-in-ready property offers convenience, comfort, and enduring Vermont charm.

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$1,175,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

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