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luxury houses for sale Bennington County, United States

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House Winhall (United States)

A Sanctuary for Every Season:Picture the moment you turn off the main road and onto tree-lined Aspen Lane. The frantic pace of the week instantly drops away as you pull into your driveway. Tucked into a lush, wooded lot, this four-bedroom chalet is designed for those who live for the outdoors. Whether youre here to chase the morning light on the slopes of nearby Stratton Resort or to spend a slow summer afternoon exploring the local swimming holes, this home serves as the perfect basecamp for your Green Mountain adventures.Inside, the vibe is cozy. On crisp autumn evenings, the pellet stove becomes the heart of the home, casting a steady warmth that invites long conversations and board game marathons. When the Vermont summer hits its peak, youll stay perfectly cool thanks to the modern mini-split systema rare and welcome comfort in a mountain retreat.The expansive deck is your private outdoor dining room, ideal for long weekend brunches or stargazing after a day of hiking. With four bedrooms and 2.5 baths, there is plenty of space for everyone to find their own corner of peace without feeling crowded. A dedicated storage shed means your paddleboards, skis, canoes, and fishing gear are always organized and ready for the next excursion. You can feel the care that has gone into this property. It has been kept in peak condition so that your only job upon arrival is to drop your bags and head outside. From the gear storage to the effortless climate control, every detail has been managed to make your mountain getaways seamless. The mountains are calling, and this chalet is the perfect place to answer. Contact us today to see this Winhall gem in person and start planning your first weekend away.

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$449,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

25

House Manchester (United States)

Welcome to this beautifully updated Cape offering 4 bedrooms and 3 bathrooms in one of Manchester's most desirable neighborhoods. Thoughtfully renovated with extensive recent improvements, this turnkey home blends classic New England character with modern style, comfort, and efficiency.The heart of the home is the bright, open-concept living space, where a beautifully renovated kitchen features quartz countertops, Samsung appliances, and a large center island that flows effortlessly into the dining and living areas, perfect for both everyday living and entertaining. A sliding door leads to the back deck and level fenced yard, where you'll find a brand new hot tub included with the home-the perfect place to relax while taking in the mountain views. Two bedrooms and a full bath complete the main level.Upstairs, the spacious primary suite features a beautifully renovated en suite bath with radiant heated floors. A second bedroom with ensuite bath and convenient second floor laundry area add both comfort and functionality.Recent upgrades include an LG heat pump system, updated baseboard heating, LED lighting, laminate flooring, updated windows and doors, custom wardrobes, a newer roof, paved driveway, and a full basement providing excellent storage.Whether you're searching for a full time residence or a Vermont retreat, this move in ready home offers the ideal combination of thoughtful updates, inviting living spaces, and outdoor enjoyment. Just minutes from downtown Manchester, you'll have easy access to restaurants, shopping, schools, golf, skiing, and year round recreation, all while enjoying the peace and privacy of a quiet residential setting.

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$599,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

4

House Shaftsbury (United States)

Gorgeous, renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient mini-split systems, and a Tesla Powerwall provides added energy independence and peace of mind. The main house offers four bedrooms, a fabulous chef's kitchen with quality finishes and generous workspace, and warm, inviting living areas filled with abundant natural light. Magnificent views of Mount Anthony and the sweeping five-acre meadow below can be enjoyed from the kitchen, dining room, living room, and screened porch-where wildlife is often part of the daily landscape. A new large, enclosed porch further expands the living space, creating the perfect setting to relax or entertain year-round. Set on 17+ picturesque acres framed by classic stone walls, the property offers lovely views, open meadow, and wooded privacy with ample outdoor space to explore and enjoy. A three-car detached garage provides excellent space for vehicles, storage, or hobby use, while a workshop and spacious woodshed add exceptional functionality. Equestrian enthusiasts will appreciate the charming pony barn and paddock, completing this truly special setting. A rare opportunity to own a beautifully expanded home with multiple living options, sustainable features, and breathtaking views in a serene and private landscape.

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$1,495,000
452
6bedrooms
5bathrooms

By Annonceur International

39

House Manchester (United States)

Set on over 11.5 private acres, this custom-built Colonial offers the kind of comfort, craftsmanship, and peace of mind thats increasingly hard to find. Thoughtfully designed and maintained since it was built in 2004, this home blends timeless style with practical features for everyday living. With over 4,300 square feet, the layout provides generous space without feeling overwhelming. The home is permitted for four bedrooms, with flexibility for additional rooms to accommodate guests, hobbies, or a home office. Five full bathrooms and a half bath ensure convenience for both residents and visitors.The main level is designed for ease and accessibility, featuring a spacious primary suite with a spa-like bathroom, complete with a soaking tub. A two-story great room with a striking floor-to-ceiling stone fireplace creates a welcoming gathering space, while hardwood floors and central air conditioning add comfort throughout. The kitchen is equipped with high-quality Viking appliances, ideal for those who enjoy cooking and entertaining. Outside, the property has been thoughtfully improved to enhance mountain views and to maximize natural light. Additional features include a heated two-car garage, a large laundry room, ample storage space, and a finished lower level with a recreation or fitness area that opens directly to a bluestone patio. An elevated screened porch offers a quiet place to relax and enjoy the surrounding landscape.

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$1,450,000
4bedrooms
6bathrooms

By Four Seasons Sotheby's International Realty

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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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$599,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Contract pending
16

House Manchester (United States)

Perfectly blending Vermont charm with exceptional versatility, this beautifully maintained raised ranch is set on 3.2 picturesque acres with sweeping mountain views, offering a rare opportunity to live, work, and create in one remarkable setting. The thoughtfully designed residence includes a in-law apartment, providing flexibility for extended family, guests, or supplemental income. A truly extraordinary feature of the property is the expansive detached workshop and garage complex with nine oversized bays, offering limitless possibilities for the automobile enthusiast, collector, craftsman, entrepreneur, or home-based business seeking outstanding workspace with effortless access. The level grounds provide abundant room for recreation, gardens, or future expansion, all while enjoying a peaceful country setting just minutes from Manchester's shops, dining, schools, and everyday conveniences. World-class skiing, hiking, biking, golf, and the Green Mountain National Forest are all within easy reach, creating an unmatched four-season lifestyle. Whether envisioned as a private retreat, a premier live-work estate, or an investment in Vermont living, this exceptional property presents a rare combination of luxury, flexibility, and enduring value.

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$875,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

40

House Dorset (United States)

Nestled in one of Dorset's most desirable private settings, this enchanting storybook Cape is a rare offering that blends timeless New England charm with exceptional beauty. Surrounded by lush perennial gardens and magnificent specimen maple trees and an extraordinary acre of mature pachysandra, the property offers a sense of peace and privacy that is increasingly hard to find. The welcoming living room is centered around a classic colonial fireplace and opens to a slate terrace overlooking established perennial gardens - an ideal place for relaxing or entertaining. Filled with natural light, the dining room features elegant built in cabinetry and flows seamlessly into a custom-designed kitchen with a Dutch door to a covered porch for morning coffee. The tranquil sunroom and charming powder room complete the first floor.Upstairs, you'll find a primary bedroom with fireplace and attached bath and a guestroom with bath and a generous storage attic.The exceptional grounds offer endless possibilities, including a detached barn with exciting guest cottage, studio, or workshop (subject to permits) potential, a colonial style potting shed and seven acres of picturesque land that provides privacy, beauty and room to explore. A home of exceptional warmth, character and timeless appeal in one of Southern Vermont's most coveted communities. Owner is a Vermont licensed Real Estate Agent.

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$1,200,000
2bedrooms
3bathrooms

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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$975,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

45

House Dorset (United States)

Set on over half an acre in the heart of East Dorset Village, this newly renovated three-bedroom, two-bath bungalow blends modern upgrades with cozy charm and even includes a peaceful brook running through the property. Recent upgrades include completely new kitchen and bathrooms and fresh interior paint throughout. The open-concept layout creates a bright,connected space thats perfect for both everyday living and entertaining.Hardwood floors add character and charm. The main level also features an inviting mudroom/laundry room, bedroom, and full bath. A bonus office/sunroom offers the flexibility to work from home or to create aquiet retreat. The primary suite, complete with walk-in closet and ensuite bathroom, is located on the second floor, along with a third bedroom.The oversized detached two-car garage has new overhead doors and electric openers, a solid concrete floor, and plenty of extra space for storage, gear, or hobbies. Exterior improvements include updated roofing and new retaining wall. Low-maintenance vinyl siding makes exterior upkeep simple. Step outside to enjoy the covered porch overlooking the yard and gentle brook - a perfect place to relax and unwind.

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$475,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

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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$895,000
4bedrooms
6bathrooms

By Four Seasons Sotheby's International Realty

42

House Dorset (United States)

Welcome to Green Peak Orchard in Dorset, Vermont, where timeless architecture and exceptional craftsmanship define this custom Greek Revival residence on 9.9 private acres. Surrounded by mature landscaping, stone walls, and slate terraces, this remarkable home blends classic New England elegance with modern comfort. Designed with meticulous attention to detail, the home features wide-plank floors, hand-plastered walls and ceilings, custom moldings, historic reproduction lighting, finely crafted wainscoting and cabinetry, plus premium materials including slate and copper roofs, Vermont marble, and soapstone. A brick-floored mudroom opens to the heart of the home; an expansive, sun-filled chef's kitchen with butler's pantry, dining area, and bar. Just beyond, a charming kitchen garden provides fresh herbs and seasonal blooms. The adjoining keeping room with fireplace flows into a rustic family/sunroom anchored by a dramatic Vermont fieldstone fireplace. French doors from both rooms open to a gracious slate terrace, creating seamless indoor-outdoor living and entertaining. A hardwired audio system enhances the home's inviting atmosphere.The main level also offers a book-lined library and a private guest bedroom with full bath. Upstairs, the primary suite is a peaceful retreat with a spacious spa-inspired bath. Three additional bedrooms and two full baths provide generous accommodations. Radiant heat throughout ensures year-round comfort. The full basement, complete with radiant heat and a half bath, offers outstanding potential for additional finished living space. Landscaped grounds feature mature gardens, stonework, an outdoor shower, and a hot tub for relaxing beneath the night sky. Completing the property are a two-story attached barn/workshop, a two-car garage with loft storage, and an attached tractor shed. A rare offering which must be seen to fully appreciate. Measurements approximate.

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$2,950,000
5bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

27

House Manchester (United States)

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

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$2,300,000
5bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

10

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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$430,000
4bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

46

House Dorset (United States)

Beautiful Dorset Contemporary Offering Privacy, Comfort, and Easy Living.If youve been looking for a private Vermont retreat with room to relax, entertain, and enjoy the beauty of every season, this exceptional custom home may be the perfect fit. Built in 1996 by respected Dorset builder Keith Dodson, this thoughtfully designed 5,731 sq. ft. contemporary sits on 12.15 peaceful acres with a pond and detached four-car garage.Inside, the home offers a welcoming and comfortable layout with 9 rooms, hardwood floors, radiant heat, central air with four zones, and a partial-house generator for added peace of mind. The kitchen features cherry cabinets, Corian countertops, a large island, cathedral ceiling, and easy access to the screened porch, an ideal spot for morning coffee or quiet summer evenings.The dramatic great room creates a wonderful gathering space, with its soaring two-story cathedral ceiling, skylights, exposed beams, built-ins, window seats, and balcony overlook. Throughout the home, warm details such as vertical pine walls, granite stone-faced fireplaces, and generous natural light add character and charm.The exterior combines cedar siding, granite stone accents, and a slate roof for lasting beauty and durability. A detached four-bay garage with direct entry and second-floor storage adds convenience and flexibility.This is a special property for those seeking quality construction, privacy, and a relaxed country lifestyle in one of Vermont's most desirable settings.

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$2,850,000
2bedrooms
4bathrooms

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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$825,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

43

House 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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$1,350,000
4bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

37

House Winhall (United States)

Where Mountains Meet Modern Living: Perched just moments from the energy of Stratton Mountain Resort, this contemporary mountain home reimagines what a Vermont getaway feels like. From the moment you step inside, the design does exactly what a great contemporary home should: it steps back and lets nature take center stage. Massive, soaring windows act as living art pieces, framing sweeping, panoramic mountain views from every single room. Whether you are prepping a meal, lounging by the fire, or waking up in the primary suite, the connection to the landscape is seamless. This home was built for an active, balanced lifestyle, emphasizing connection, wellness, and effortless entertaining. Rise and Align: Start your morning in the dedicated home workout space. Roll out a yoga mat, find your flow with a view of the peaks, or power through a session on the erg and free weights while watching the morning fog lift from the valley. Gather Around: The heart of the home is a dramatic, light-filled great room anchored by a magnificent stone fireplacethe ultimate anchor point for swapping stories after a day on the slopes. Unwind and Reconnect: Pour a drink at the built-in bar, head downstairs to the game area, or step out onto the expansive deck to breathe in the crisp, silent Vermont air. Four Seasons of Adventure: While winter brings world-class skiing just minutes away, the warmer months unlock championship golf, hiking, and the vibrant local culture of Winhall.When the day winds down, the primary suite offers a private retreat, complete with its own crackling fireplace and a balcony made for stargazing through the clear mountain night. Its a space designed to let you recharge deeply before doing it all over again tomorrow.If you've been looking for a home that captures the true essence of Vermontwhere modern design meets rugged, natural beauty25 Benson Fuller Road is waiting. Reach out today to schedule your private tour and experience these views in person!

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$795,000
4bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

28

House Manchester (United States)

Located in the beautiful countryside of Manchester, Vermont, 1613 West Road offers a peaceful setting with the kind of charm and character that makes this property truly one of a kind. Surrounded by scenic mountain views, open land, and natural surroundings, the property strikes a perfect balance of privacy and convenience. Just a short drive from the heart of Manchester, you enjoy easy access to local dining, shops, and everyday amenities while still coming home to a quiet, private country setting. The home is spacious, warm, and welcoming. Filled with natural light, with large windows that highlight the surrounding landscape, as well as a wood-burning fireplace in the home. The layout is thoughtfully designed with an easy flow between rooms,creating a comfortable and connected feel throughout. Multiple living areas offer flexibility for relaxing, entertaining, or everyday living. A dedicated dining area sits just off the kitchen, providing a practical and comfortable space for both daily meals and gatherings. This property is a great opportunity for a full-time residence or a peaceful Vermont getaway, offering space, charm, and a beautiful natural setting in one of Manchesters most desirable locations.

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$3,250,000
5bedrooms
6bathrooms

By Four Seasons Sotheby's International Realty

33

House Dorset (United States)

Tucked away on 12.3 private acres, this move-in-ready contemporary retreat offers the perfect balance of modern design, natural beauty, and effortless single-level living. Adding to its exceptional appeal, the property includes an additional building lot, creating a rare opportunity for a guest house, family compound, future expansion, or investment.Clad in timeless clear cedar siding and thoughtfully designed to embrace its surroundings, the home is filled with natural light through expansive windows overlooking peaceful woodlands and the property's picturesque pond. Beautiful ash wood floors add warmth to the clean, contemporary interior, while a dramatic circular fireplace serves as the home's striking architectural centerpiece.The open-concept layout offers seamless indoor-outdoor living, ideal for both everyday comfort and entertaining. The main level provides the ease of single-floor living, while the finished lower level offers flexible space for guests, a home office, media room, fitness studio, or recreation.Surrounded by a tranquil landscape, this meticulously maintained home offers exceptional privacy and year-round enjoyment, from quiet mornings by the pond to evenings gathered around the fire under the stars. Blending architectural elegance with Vermont's natural beauty, this rare property offers timeless design, exceptional craftsmanship, and the added value of a separate building lotan extraordinary opportunity to enjoy today while planning for tomorrow.

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$1,795,000
5bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

24

House Manchester (United States)

Set back from a quiet country road in Manchester, Vermont, this spacious Federal farmhouse style home offers a wonderful blend of comfort, privacy and Vermont charm. The classic white exterior with its attached red barn creates a welcoming first impression, while the homes thoughtful design provides plenty of space for everyday living, entertaining and enjoying the peaceful surroundings. Inside, wide-plank wood floors and abundant natural light create a warm and attractive atmosphere throughout. The main living areas are open and comfortable, featuring a modern kitchen, separate dining space and generous living areas with high ceilings and a stone fireplace in the living room, making gathering with family and friends easy. The layout offers both functionality and flexibility, creating spaces that feel connected while still providing room to spread out. The upper level features multiple bedrooms and bathrooms, including a spacious primary suite complete with an en-suite bath with glass-enclosed shower and marble finishes, walk-in closet and a second fireplace. A dedicated home office adds versatility for remote work, study, etc., while a bonus family room above the garage offers additional living space that can adapt to a variety of needs. Outdoor patios and gathering spaces with mountain views provide a natural extension of the home and a perfect spot for relaxing, dining or entertaining. Amidst a tranquil setting, yet conveniently located just minutes from Manchester's shops, restaurants and amenities, this inviting property combines contemporary living with the character and charm that make Vermont so special. All measurements approximate.

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$1,575,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

41

House Manchester (United States)

Set on more than 18 picturesque acres along desirable River Road in Manchester Village, this extraordinary, converted farm offers a rare blend of historic character, modern comfort, & endless possibilities. Thoughtfully transformed into a multi-use residential compound, the property features four distinct living, working, & entertaining spaces, each with its own personality and purpose. Throughout the property, authentic antique details have been carefully preserved & integrated into the design. Original barn doors, handcrafted woodwork, exposed beams, & custom trim accents create a warm & inviting atmosphere while seamlessly blending with modern updates & amenities. The former horse barn stalls have been creatively reimagined into a charming office, library, & 3/4 bath, providing an inspiring space for work, study, or quiet retreat. A covered walkway leads to an impressive barn, ideal for large gatherings, celebrations, creative pursuits, or even a prized car collection.. A third living area serves as an exceptional landing place for family, guests, or multigenerational living. Barn-inspired architectural elements continue throughout, complemented by multiple bedrooms, and bathrooms, Completing the compound is a separate one-bedroom cottage, offering privacy & flexibility for guests, caretakers, or your personal slice of serenity. Outside, the grounds are equally captivating. Mature plantings & meticulously maintained landscaping showcase several perennial gardens that bloom throughout the seasons. A heated in-ground pool provides the perfect place to relax. Across the street, additional acreage framed by classic Vermont stone walls and a large stream-fed pond adds another dimension to the estate, with space for future residences, guest accommodations, or a private family compound. A truly exceptional offering in the heart of Historic Manchester Village.

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$3,900,000
5bedrooms
7bathrooms

By Four Seasons Sotheby's International Realty

Contract pending
14

House Dorset (United States)

Picture your Vermont dream on just under six private acres in one of Dorset's most desirable locations! This distinctive Contemporary Lodge-style home offers 4 bedrooms, 4 baths, and exceptional year-round relaxing living. A welcoming foyer opens to a dramatic great room featuring a soaring cathedral ceiling, impressive fireplace, abundant natural light, and a striking circular wood staircase leading to the second-floor gallery. The first-floor primary suite with a walk-in closet and primary bath that includes a steam shower and two-person jetted tub! A second flexible first-floor bedroom has vaulted ceilings and 3/4 bath! Designed for entertaining, the cook's kitchen features beautiful cabinetry, abundant storage, a center island sink, stainless steel appliances, and a double wall oven. An adjoining dining room offers ample space for gatherings and special occasions. The second floor includes two additional bedrooms sharing a full bath, plus a large multipurpose room ideal for a home office, studio, recreation room, or guest overflow. Additional amenities include a two-car attached garage with storage above and a mudroom connecting the garage to the kitchen entry. Outside, enjoy a large rear deck overlooking the private grounds. A charming pond greets you as you arrive along the curved driveway, creating a memorable Vermont setting. Conveniently located near Manchester and Southern Vermont's premier attractions, including Stratton, Bromley, and Magic Mountains, offering easy access to skiing, hiking, golf, fishing, and year-round recreation. Nearby cultural attractions include the Dorset Playhouse, Weston Theater Company, and Southern Vermont Arts Center. Fine dining, casual restaurants, boutique shops, and national outlets are all within easy reach. The property does have deferred maintenance and is priced accordingly, presenting an excellent opportunity to personalize a remarkable Vermont retreat in an outstanding location. All measurements approximate.

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$795,000
4bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

47

House Peru (United States)

Your private Vermont resort awaits! Perfect for multi-generational living or a co-ownership vacation compound, this 9.5-acre estate offers historic charm with massive capacity. Located minutes from premier skiing at Bromley, Stratton, and Magic. Highlights include, Main Residence: Beautifully renovated 1835 farmhouse with 4 beds, 3 baths, modern kitchen, and deck.Guest Wings: Two additions provide 13 extra bedrooms, library, game room, and a vintage bar/lounge area. The Grounds: Woods, trails, 2 ponds, and a 2 bay outbuilding workshop and equipment storage. The Potential: 875 sq. ft. of bonus space ready for your finishing touches, possibly a theater or a gym? This is the ultimate gathering place for creating memories that last a lifetime. Don't just visit Vermont, own a piece of its history. All measurements approximate. Listed commercially as well, MLS#5075319

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$925,000
13bedrooms
12bathrooms

By Four Seasons Sotheby's International Realty

50
Video

House Landgrove (United States)

Some properties simply hold stories within their walls. Formerly the beloved Nordic Inn, this iconic Landgrove property has been thoughtfully reimagined into a gathering place designed for modern Vermont living while honoring its rich history of hospitality, adventure, and connection.Inside, six ensuite bedrooms, spa-inspired baths, multiple fireplaces, a chefs kitchen, sun-filled all-season room, and a cellar tavern and game room create spaces that feel welcoming in every season. The separate two-bedroom guesthouse offers additional flexibility for hosting family and friends after long days spent exploring the mountains and surrounding countryside.From winter mornings skiing Stratton, Bromley, Magic, or Okemo to summer afternoons at Lowell Lake, nearby trails, swimming holes, galleries, farmers markets, and outdoor concerts, life here naturally follows the rhythm of Vermonts changing seasons. Evenings return home beside the fire, gathering over dinner, sharing stories, and settling into the quiet beauty of the Green Mountains.Set along scenic Route 11 near the Catamount Trail and just a short drive to Manchester and Weston, this is more than a home. It is a place to create traditions, welcome generations, and experience Vermont at its most timeless and authentic.Floor plans and video tours available online. All measurements approximate.

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$850,000
6bedrooms
8bathrooms

By Four Seasons Sotheby's International Realty

20

House Peru (United States)

Historic Jack's Hill House, masterfully designed by Vermont Vernacular Designs. Nestled on approximately 21 private acres along a winding country road and bordered by National Forest, Still Meadows Farm offers a rare blend of timeless New England character, modern comfort, and unparalleled access to Vermont's outdoor lifestyle.Outdoor enthusiasts will appreciate the property's proximity to the Catamount Trail and endless opportunities for hiking, skiing, snowshoeing, mountain biking, and exploring the surrounding forests. Gardeners will fall in love with the established perennial gardens, peaceful woodland paths, and open meadows that create a true Vermont sanctuary.Spectacular mountain views stretch across the landscape, including captivating vistas toward Stratton Mountain and seasonal views of Bromley Mountain. Whether enjoying a quiet morning coffee overlooking the mountains or relaxing beside one of three Rumford fireplaces, you'll experience a sense of stepping back in time while enjoying every modern convenience.The sun-filled open-concept living and kitchen area showcases handcrafted cabinetry, soapstone countertops, updated appliances, the home's distinctive Rumford fireplaces featuring a traditional baking oven. The main level includes a bedroom with fireplace, a flexible bonus room with fireplace, bath, and mudroom. Upstairs are two additional bedrooms, a full bath, office nook, and a space with future plumbing possibilities. Adding versatility and value is a charming 700-square-foot guest cottage complete with its own kitchen and bathideal for guests, multigenerational living, a caretaker, artist studio. includes a 10-acre subdividable lot

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$875,000
3bedrooms
2bathrooms

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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$450,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

50

House Manchester (United States)

If you are looking for a property with both mountain and water views, this exceptional five-bedroom Manchester home is a 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. All measurements approximate. OPEN HOUSE is on July 19th from 3-5pm

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$1,475,000
5bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

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