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luxury house with terrace for sale Rupert, United States

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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

11 listings near Rupert

Nearby
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

Nearby
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

Nearby
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

Nearby
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

Nearby
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

Nearby
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

Nearby
38

House with garden and terrace Sunderland (United States)

Modern Four-Season Home with Exceptional Views & Workshop Space.Built in 2022, this modern home offers easy one-floor living, beautiful four-season views, and a convenient location close to Manchesters amenities.The bright, open and airy main level features 3 bedrooms and 2 bathrooms, with comfortable living spaces designed to take full advantage of the surrounding views. The open and inviting kitchen is the heart of the home, featuring a large center island, quartz countertops, and stainless-steel appliances perfect for entertaining family and friends or simply enjoying the pleasure of cooking at home.The modern bathrooms are thoughtfully designed with step-in showers and wide doorways, offering both comfort and accessibility.The home also includes an attached garage and a large workshop with additional space below, providing exceptional flexibility for hobbies, in-suite, or a home-based business.A partially finished walk-out basement provides even more space and potential for recreation, a home office, additional living space, or storage.Enjoy peaceful four-season views while being just minutes from Manchesters shopping, dining, recreation, and services. Families will also appreciate Vermonts high school choice.A thoughtfully designed, nearly new home offering modern comfort, beautiful views, one-level living, and exceptional flexibility ready for its next owners to enjoy.All measurements are approximate. Act 250 subdivision.

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$989,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Nearby
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

Nearby
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

Nearby
47

House with garden and terrace Middletown Springs (United States)

This beautiful 1810, meticulously maintained, village home and 4 car barn have been lovingly restored from top to bottom and inside to out by the current talented owners. And yes, the heat pump is considered a heating system and has heated this home year-round. Air conditioning in the summer and heat source in the winter with the Harmon pellet stove for additional heat. The open kitchen overlooks the spacious dining area and sun filled entrance. A very welcoming room for family and friends to gather during each season of the year. The rooms flow from the kitchen/dining area to the living room with the pellet stove, to the den and then the fully insulated sunroom. The first floor 3/4 bathroom has a step in shower and laundry area. The two interior stairways lead to three bedrooms upstairs and another 3/4 bathroom that overlooks the gardens and beautiful stonewalls (hand built by the seller) that are throughout the property. Beautiful perennial gardens accent the yard. The front, two car garage (16x24) has a stairway up to a full storage or game room area and a car port for additional exterior storage. The back two car garage (20x22) has been fully insulated for a year-round workshop! This beautiful home had the siding removed, insulation added and all new exterior composit LP Smart Siding with a 50 yr. warranty. Basement and sunroom fully insulated also. The home has been thoughtfully plumbed for a conventional furnace if desired. A tranquil setting and a tastefully renovated home that has all the expensive, hard work completed for you. Located in this picturesque town of Middletown Springs with a village green and nearby lakes, rivers, and mountains for outside recreation in any seasons.

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$475,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Nearby
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

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