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luxury houses for sale Bennington County, United States

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21

House Manchester (United States)

Tucked away on a quiet residential street, just moments from the heart of Manchester Center, 37 Brookside Road offers a rare balance of privacy and connection. Start the morning with coffee in the three-season sunporch, enjoy the changing seasons from the back deck, and settle into the evening warmth of the wood stove. Here, the rhythm of village life is close at hand, yet home feels comfortably removed.Designed for easy living, this clean and thoughtfully maintained home offers a welcoming single-level layout with a natural flow between spaces. The living room centers around the fireplace with wood stove and opens to the dining area and kitchen, creating a comfortable setting for everyday living and gathering. The primary bedroom includes an en-suite bath and direct access to the sunporch and deck, while two additional bedrooms share a full bath.A generous mudroom connects the home to the garage, providing a practical space for Vermont seasons and daily routines. Outside, open lawns and mature landscaping create a peaceful backdrop with room to relax, garden, and enjoy the outdoors, all within easy walking distance of Manchester Center's shops, restaurants, and amenities.A true village retreat with the convenience of in-town living, 37 Brookside Road invites you to experience a simpler, more connected way of life. Schedule your private showing and discover the comfort and character of this Manchester Center home.

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$469,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

27
Video

House Winhall (United States)

Experience four season Vermont living at 33 Burnt Hill Road in Strattonwald, a recreational community in Winhall just minutes from Stratton Mountain. Set on 1.09 wooded acres, this three bedroom, two bath mountain home combines privacy and Vermont character with access to the Strattonwald swimming pond and beach, tennis courts and winter shuttle service to Stratton.Inside, natural wood, exposed beams and a brick fireplace create the warmth of a classic Vermont retreat. The updated kitchen opens to the dining area, while multiple living spaces provide room for family and friends. The expansive four season sunroom is a highlight, with a vaulted ceiling and walls of glass overlooking the surrounding woods. An additional office or den offers flexibility, and the attached one car garage adds everyday convenience.Late summer means days at the pond and evenings around the firepit. Fall brings hiking, foliage and cool evenings by the fire. When winter arrives, Strattonwald's shuttle makes ski days at Stratton remarkably easy, with Bromley and Magic Mountain also nearby. Manchester is within easy reach for dining, shopping and entertainment.Whether the day is spent swimming, hiking, skiing or simply enjoying the quiet of the woods, 33 Burnt Hill Road offers an inviting home base for experiencing Southern Vermont in every season.

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$599,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

New
49

House 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 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

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50

House 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

21

House MANCHESTR CTR (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 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

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

31
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House Peru (United States)

Imagine turning off the main road as the canopy thickens, the drone of highway traffic fading into the quiet rustle of wind through northern hardwoods. Up on a gentle knoll surrounded by over two wooded acres, 292 Forest Mountain Road feels less like a house and more like a breath of fresh air.Morning here starts slowly. Coffee brews while sunlight filters through the trees, casting soft shadows across comfortable living spaces designed for easy, unpretentious living. Spring and summer bring lush green privacy, with plenty of room on the knoll to tuck in a vegetable garden, sip evening drinks outdoors, or simply listen to the forest. Autumn transforms the acreage into a front-row seat for southern Vermont's foliage, while winter brings that distinct, quiet magic, unloading ski gear after a day on the slopes at nearby Bromley or Stratton, stepping inside, and letting the days chill melt away.Its the kind of retreat where Fridays mean shedding city schedules, picking up morning pastries at the local general store down the road, and letting days stretch out naturally. Whether youre tinkering with projects in the detached garage with workshop, hosting friends for a long weekend, or spending a quiet afternoon with a good book, the home offers a warm, low maintenance haven that lets you focus on being here, not maintaining it.Property DetailsSetting: 2.25 private, wooded acres situated on a peaceful knollInterior: 2,000 sq. ft. contemporary layout featuring 3 bedrooms and 2 bathsOutbuildings: Detached workshop/garage with room for standard vehicles, hobby space, and mountain gear storageLocation: Peru, VT, minutes to Bromley Mountain, Stratton Resort, Magic Mountain, and the shops and dining of Manchester

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$489,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

50

House 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 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 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 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 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 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 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
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House Manchester (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

31

House Manchester (United States)

Welcome to this inviting one level Manchester Vermont home, perfect for easy living and year round enjoyment and minutes from Bromley, Magic, and Stratton ski areas. A spacious deck off the kitchen welcomes you to the home and offers a wonderful spot to enjoy the morning sun and take in the surrounding mountain views.Inside, the bright, open kitchen features a wall of windows with lovely mountain views and flows naturally into the dining area and comfortable living room. The living room is the heart of the home, with a cathedral ceiling, floor to ceiling windows, and brick fireplace creating a warm and inviting space for relaxing and entertaining. A loft above the dining area adds character and flexible space.The home offers three bedrooms and two baths, including a comfortable primary bedroom with its own private bath, along with two additional bedrooms that share a bath. Two of the bedrooms open directly to decks, providing easy access to the outdoors and peaceful spots to relax.A full, unfinished basement with a bulkhead to the outdoors provides abundant storage and excellent potential for future use. A separate two car garage offers convenient space for vehicles, outdoor equipment, and Vermont gear.Outside, the beautiful level yard is ideal for play, dogs, gardening, or simply enjoying the peaceful surroundings. With its convenient location and inviting layout, this home makes an excellent primary residence or weekend retreat, offering easy access to skiing, hiking, dining, and all that Manchester and the surrounding mountains have to offer. Showings start Sunday 8/30

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$639,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

21
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House Winhall (United States)

Escape to the mountains in this charming A-frame, ideally located between the bustling town of Manchester and the area's best ski mountains. This home is your perfect base for year-round adventure, putting you just minutes from world-class skiing, hiking, mountain biking, and shopping.Inside, you'll find a comfortable layout featuring 3 bedrooms, 2 bathrooms, and a home office that can easily flex to accommodate extra guests. Cozy up by the wood-burning fireplace after a day on the slopes or soak up the sun on the inviting deck. This isn't just a home; it's a gateway to the best of Vermont.Septic system is being replaced and completion date in early October.

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$425,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

50

House with garden Dorset (United States)

Where Vermont Living Feels Effortless Dorset Home, Guest Cottage, Pond & Mountain Views. Settle into the beauty of Dorset with a property that feels like a true Vermont retreat. This lovingly maintained offering pairs a welcoming main residence with a separate one-bedroom cottage, 4.5 acres of open land, a private pond, and beautiful views creating a rare opportunity to enjoy space, privacy, and flexibility in one memorable setting.The main home welcomes you with a light-filled sunroom, a wonderful place to relax and enjoy the surrounding scenery. The renovated eat in kitchen with a fireplace features beautiful, leathered granite countertops, stainless steel appliances while the spacious living room offers a propane stove, creating a warm and inviting atmosphere on cozy Vermont winter evenings. A comfortable den on the first floor provides additional living or office space.Upstairs, the home features three charming bedrooms and two additional bathrooms, offering plenty of room for family and guests. The residence has been lovingly cared for by the current owner for many years.A detached two-car garage is conveniently located close to the main house. The additional one-bedroom cottage, complete with an attached garage, offers tremendous flexibility and could be used as a rental opportunity, guest accommodations, studio, home office, or additional space for family and friends.The beautiful open acreage, peaceful pond, and expansive views complete this special Dorset property. Whether you're looking for a year-round home, a Vermont getaway, an investment opportunity, or a property that can accommodate extended family, this offering provides exceptional flexibility and charm.Furniture is included. Measurements are approximate.Open House: Saturday, September 5, 10:00 AM12:00 PM.

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$949,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

50

House Pownal (United States)

Custom-built and truly exceptional, this phenomenal home is set on 5.81 wooded acres, offering privacy, space, and room for everyone. With 12 rooms, 4 bedrooms, and 4 bathrooms, this spacious home is designed for comfortable living and effortless entertaining. The first-floor primary suite features a beautiful private bath, and adjacent laundry room. The inviting family room offers cathedral ceilings and a gas fireplace, while the impressive kitchen showcases maple cabinetry, granite countertops, and a large island. The expansive great room is perfect for entertaining, featuring a full bar and abundant space for gatherings. The second floor offers three additional bedrooms and a full bathroom. The finished lower level provides even more living space with a large recreation room, two versatile office spaces that can be used for whatever your needs may be, a 3/4 bathroom, and utility room. Outdoor living is equally impressive, with an above-ground pool and deck, stamped concrete patio, and beautiful TREX-covered porches. A separate detached one-car garage and large outbuilding provide additional storage and workspace. This exceptional property offers privacy, space, and amenities both inside and out. A must-see home!

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$999,000
4bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

27

House 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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$995,000
5bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

50
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House Dorset (United States)

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

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$4,995,000
5bedrooms
7bathrooms

By Four Seasons Sotheby's International Realty

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House Rupert (United States)

INTERIOR PHOTOS NOW ADDED. Tucked away on a quiet, town-maintained dead-end dirt road, this inviting Rupert, Vermont property offers the kind of peaceful country setting that's becoming increasingly hard to find. Set on 6.79? acres, it's a place where morning walks, afternoon bike rides, and evenings under the stars can become part of everyday life.At the heart of the property is a circa 1850 Greek Revival home, rich with architectural character and topped by a classic slate roof. A substantial steel barn offers exceptional space for hobbies, equipment, vehicles, a workshop, or the projects you've always wanted room to pursue.Significant improvements have already been completed, including a new septic system, ductless mini-split heating and cooling, all new windows and exterior doors, a whole-house water filtration and softener system, an updated bathroom and a generator hookup. These investments provide a solid foundation while leaving room for the next owner to add their own vision.Offered as-is and priced accordingly, the home presents an opportunity to complete additional improvements while creating a property that reflects your own style and needs. There is great upside potential to further enhance the value. Conveniently located just 20 minutes from Dorset, 30 minutes from Manchester, and about an hour from Rutland, Bennington, and Saratoga Springs, you'll enjoy the tranquility of country living with easy access to shopping, dining, recreation, and cultural attractions.If you're looking for a Vermont property with authentic character, open space, and the opportunity to make it your own, schedule your private showing today and experience all this special property has to offer.

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$399,000
4bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

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