The agencies at Rupert
These agencies offer a selection of luxury properties vente at Rupert. Feel free to contact them for personalized assistance.
Have you looked at homes and wondered if you could move a wall to make an open floor plan or create a bigger mudroom or master? Here is your chance! Due to a freeze up this winter this wonderful property is ready for you to let your imagination take flight! Just heading up to Rupert Mountain's Merck Forest, and merely two and a half miles from the Dorset green, with views of the Green Mountains and meadowlands, she is waiting for you to love and restore her. The five-bedroom main house and outbuildings include a one bedroom guest cottage, carriage barn, and workshop sited on five acres of land. Come make a special piece of Vermont your own!
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
Seller is now saying BRING ME AN OFFER! Located exactly 2.5 miles from the DORSET INN, DORSET GREEN & THE DORSET UNION STORE, this impeccably maintained 4-bedroom home sits privately on almost 6 1/2 acres with mountain views. Beautifully landscaped with rock gardens, pathways, oriental koi pond and plenty of room for outdoor play. From the park like setting, enter into a stunning post and beam great room with handsome detailing, cathedral ceiling, a window wall with additional transom windows and massive stone wood burning fireplace. The cherry flooring throughout the great room, dining area, breakfast nook, kitchen, foyer and mudroom has just been exquisitely refinished. The spacious, open and bright gourmet kitchen shares a very spacious breakfast room. At one end of the home are 2 bright guest bedrooms, with a full bath, a very expansive family room with a propane fireplace and another ?? bath. Privately situated at the other end of the home is the master bedroom suite, which opens out onto a stone patio, plus an office/guest bedroom and full bath. This home is equipped with a generator. The free standing, 2 story post & beam barn/garage measuring 34' x 32', offers plenty of room for 2 cars and a workshop on the main level. Second floor is finished and heated providing endless possibilities. This property was APPRAISED IN SEPTEMBER 2015 FOR $995,000. All measurements are approximate.
…By Four Seasons Sotheby's International Realty
Have you ever wanted to walk to the Dorset Playhouse, Field Club, or Dorset Union Store? This meticulously maintained classic village bungalow exudes charm with its refined elegance, high ceilings, neutral color palette, and exceptional attention to detail. Upon entering from the covered porch, the residence seamlessly flows from the foyer to the well-appointed living room with a fireplace, extending to the spacious kitchen and dining area with French doors open to a sunlit family room, adding to the inviting atmosphere. The generously sized 1st floor primary bedroom boasts a substantial walk-in closet and doors leading out to the stone patio. Situated on a corner lot, the property is adorned with charming, landscaped gardens and a shaded blue stone patio. The property also features an oversized two-car garage with storage and a potting table. Conveniently located within walking distance to all Dorset Village???s amenities and various restaurants.
…By Four Seasons Sotheby's International Realty
Nestled in one of Dorsets most desirable private settings, this enchanting storybook Cape is a rare offering that beautifully blends timeless New England character with the relaxed elegance of Vermont living. Set amid seven picturesque acres, the property is surrounded by lush perennial gardens, magnificent specimen maples, and an extraordinary acre of mature pachysandra, creating a remarkable sense of privacy and natural beauty.At the heart of the home, the inviting living room is anchored by a classic colonial fireplace and opens to a slate terrace overlooking the garden, an idyllic setting for quiet afternoons or effortless entertaining. Filled with natural light, the dining room features elegant built-in cabinetry and flows seamlessly into the custom-designed kitchen, where a Dutch door leads to a covered porch perfect for morning coffee. A tranquil sunroom and charming powder room complete the first floor.Upstairs, the serene primary bedroom features its own fireplace and en suite bath, while a comfortable guest bedroom with adjoining bath provides a welcoming retreat for family and friends. A generous attic offers additional storage.The grounds are every bit as special as the home. A detached barn offers exciting possibilities for a guest cottage, studio, home office, or workshop, subject to applicable permits, while a charming colonial-style potting shed adds to the propertys quintessential Vermont appeal. With seven acres to garden, wander, entertain, or simply enjoy the changing seasons, this is a property that invites you to slow down and savor its surroundings.Warm, welcoming, and rich with character, this distinctive Dorset property offers the privacy of a country retreat with the enduring appeal of one of Southern Vermonts most coveted communities.The owner is a Vermont licensed real estate agent.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
**Privacy. Design. Nature. Possibility.** Tucked away on 12.3 acres, this exceptional contemporary retreat is the kind of property that makes you slow down the moment you arrive. A peaceful pond, mature woodlands, and complete privacy create an extraordinary setting, while the home's thoughtful architecture brings the beauty of the outdoors into every room.Wrapped in beautiful clear cedar siding, the residence is modern without feeling starkwarm, inviting, and incredibly livable. Expansive windows flood the home with natural light and capture tranquil views in every season. Rich ash floors add warmth and texture, while the dramatic circular fireplace provides a striking architectural focal point and an unforgettable gathering space.The open-concept main level is designed for **effortless single-level living**, with an easy flow from the kitchen to dining and living spaces and directly outdoors. Whether you're hosting a crowd or enjoying a quiet morning overlooking the pond, the home feels connected to its surroundings at every turn.Downstairs, the finished lower level offers room to spread out, with flexible space for guests, a home office, media room, gym, studio, or recreation. There is space here for everyoneand for whatever comes next.Outside is where the magic really happens. Wander down to the pond, explore your acreage, entertain on a summer evening, or gather around the fire as the stars come out. This is Vermont living at its best: private, peaceful, beautiful, and completely your own.And then there is the **additional building lot**, a rare and valuable bonus that opens the door to a guest house, studio, family compound, future expansion, or investment opportunity, subject to approvals.**A contemporary Vermont retreat with soul, exceptional privacy, architectural character, and room to dream. Come for the house, stay for the settingand imagine what you could create here.**
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
A true piece of Vermont history, this rustic 1880 timber frame barn embodies the craftsmanship and character of a bygone era. Encompassing approximately 5,500 square feet, the structure is exceptionally solid, showcasing the strength and character of its original hand-hewn beams and post and beam joinery offering soaring interior spaces and authentic architectural details. Set on 10.05 picturesque country acres, the property is surrounded by rolling pastures and neighboring farmland, and offers endless possibilities including agricultural operations, equestrian pursuits, working farm, contractors workshop, event venue, artisan workshop, professional offices, or a stunning conversion into a one-of-a-kind residence. All uses subject to local town and state approvals and permits. With 5 acre zoning in Pawlet this property is subdivided into two lots: barn on 5.03 acres and a second lot with 5.02 acres. The second parcel offers an ideal location with distant views for a new residence while allowing the historic barn to continue as a workshop, studio, home based business or other creative enterprise. The barn has been partially converted to a residence and is ready for renovation to create your perfect living space; or build elsewhere on the second lot with appropriate permits. Property past history includes use as a stagecoach stop, a restaurant lounge and currently a Vermont food production company. A peaceful four season property minutes to Pawlet Village, nearby Dorset & Manchester shopping and amenities, plus hiking, skiing, rail trail, equestrian pursuits, lake and river recreation, farmers markets, music, art & theater! All measurements approximate.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
Commanding panoramic mountain views define this exceptional Dorset Overlook residence, where every room is designed to capture the beauty of Southern Vermont's ever-changing landscape. Bathed in natural light, the home's open floor plan creates an effortless flow between living, dining, and entertaining spaces, making everyday living as enjoyable as hosting family and friends. The thoughtfully designed layout offers comfortable living spaces, complemented by expansive windows that frame the spectacular vistas from nearly every angle. Step outside to a stunning marble patio, the perfect setting for al fresco dining, or unwind on the screened porch while taking in the mountain air and unforgettable sunsets.Ideally situated on the sought-after Dorset Overlook Road, this home offers a peaceful setting just minutes from the villages of Dorset and Manchester, renowned for their dining, shopping, recreation, and year-round cultural attractions. For those seeking additional living space, the unfinished second-floor attic offers an excellent opportunity for future expansion, whether envisioned as guest accommodations, a studio, an office, or a recreation space. A rare offering where breathtaking views, timeless design, and one of the area's most desirable locations come together to create an exceptional Vermont lifestyle.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
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.
…By Four Seasons Sotheby's International Realty
Set on coveted Taconic Road in the heart of Manchester Village, this beautifully renovated five-bedroom home seamlessly blends timeless Vermont charm with modern comfort. Thoughtfully reimagined from top to bottom, every detail has been carefully considered, resulting in a home that is both inviting and functional.Filled with natural light, the spacious floor plan centers around a beautifully appointed chef's kitchen designed for gathering, entertaining, and everyday living. Multiple living spaces offer flexibility for family and guests, while the custom-built bunk room creates the perfect retreat for children or weekend visitors. Listings begin Monday, August 10, 2026.Outside, the level yard provides an ideal setting for recreation, entertaining, or simply enjoying the peaceful surroundings. A detached barn with a two-car garage offers exceptional versatility, with unfinished space above presenting the potential for a guest suite, home office, studio, or apartment, subject to any required approvals.Ideally located just moments from the Equinox Preserve, enjoy easy access to miles of scenic walking trails while remaining close to the shops, restaurants, and amenities of Manchester Village.Combining exceptional craftsmanship, thoughtful design, abundant natural light, and one of Manchester Village's most coveted addresses, this is a rare opportunity to own a turnkey Vermont home with room to grow.
…By Four Seasons Sotheby's International Realty
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These agencies offer a selection of luxury properties vente at Rupert. Feel free to contact them for personalized assistance.