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luxury houses for sale Chester, United States

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House 1
Contract pending
30

House Chester (United States)

Nestled on a picturesque 3.6-acre lot, this expansive Colonial home offers the epitome of Vermont living. Boasting 6 bedrooms, the residence exudes comfort and space. The heart of the home is the generous kitchen with an island, abundant counter space, and cabinets, all adorned with elegant granite countertops. Entertain in the large dining room or relax in the spacious living room that seamlessly flows to the front deck, bringing the outdoors in. An inviting sunroom opens to a very private back deck featuring a rejuvenating hot tub. The new walkout basement entrance leads to a convenient mudroom with ample ski storage, making winter adventures a breeze. The basement encompasses a recreational room with extra sleeping quarters and a delightful game room, offering endless entertainment options. An attached oversized garage provides convenience and additional storage. Beyond the main residence, a substantial barn accommodates equipment and toys, while an attached cottage offers the potential for restoration into a charming playhouse or office. This turnkey offering includes full furnishings, ensuring a seamless transition into your new abode. Secluded and serene, yet just a half mile from town, this property provides the perfect balance of tranquility and accessibility. Enjoy a short 15-minute drive to Okemo Mountain and easy access to other major resorts. Immerse yourself in the Vermont experience at its finest, embracing the beauty and charm this property has to offer.

€744,800
6bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

House with garden and terrace 2
Contract pending
39
Video

House with garden and terrace Chester (United States)

Discover the allure of this custom-built post and beam home nestled on 27 scenic acres. Built in 2006, this stunning residence offers a seamless blend of rustic charm and modern luxury. The heart of the home is the spacious eat-in kitchen, featuring a large center island with stools, granite counters, and high-end appliances. The open concept design flows into the dining area and living room, anchored by a magnificent quarry stone fireplace. Radiant heat tile flooring adds warmth and comfort throughout the main level. Step outside onto the 12X18 deck, ideal for grilling and entertaining.Relish panoramic views from the sunroom with its large windows, offering a tranquil retreat within your own home. The game room beckons with a full wet bar, creating an entertainer's paradise.The lower walk-in floor houses spacious bedrooms, an office, and a mudroom. The primary bedroom is a sanctuary, complete with an ensuite bath, gas fireplace, and a private patio with a hot tub???luxury at its finest. Additional amenities include two separate garages???one featuring a two-bedroom guest house with a mudroom entry, perfect for visitors or a home office. Multiple bays provide ample space for vehicles, ATVs, snowmobiles, and a workshop. Outside, explore a mix of woods, meadows, and streams, along with a bocce court and a shooting range. Direct access to VAST trails ensures year-round outdoor adventure. Located near town and skiing this property offers an ideal VT retreat for all seasons.

€885,500
4bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

17 listings near Chester

House 1
Nearby
Contract pending
36

House Springfield (United States)

Beautifully cared for home on a quintessential Vermont country road. This three bedroom home has an updated kitchen and living space. House is situated on 6 acres of mostly pasture lands. Spacious deck off of the dining area leads to a hot tub and outdoor shower. Nearby two story timber frame barn with workshop and upstairs space. Attached covered deck overlooks a grape covered arbor, a stone fire pit and raised garden beds. The yard includes established perennial beds, mature fruit trees and berry bushes. Enjoy hummingbirds, butterflies and year round bird watching. This home has enormous character and potential. Close to skiing, lakes, hospital, shopping and interstate 91. Come enjoy seeing this property! Showngs begin Saturday 2/10/24!

€334,600
3bd
2ba.

By Four Seasons Sotheby's International Realty

Chalet 2
Nearby
Contract pending
30
Video

Chalet Ludlow (United States)

This could be the home you have been waiting for! Tucked away on a private road with huge views of Okemo, this home has been recently expanded and renovated by Gassetts Group. Drive into the barn-style two-car garage and leave your boots/coats in the mudroom. The inviting kitchen has beautiful quartz counters, combination cherry and painted cabinets, stainless appliances and a large island that seats four. Floor to ceiling windows in the open floor plan let in great light, while offering stellar views. In the winter, cozy up to the pellet stove while watching skiers on the mountain, and in the warmer months enjoy dinners on the deck. The main level also has two bedrooms and a full bath. The second floor comprises the master bedroom, bathroom and open loft. The renovated lower level is the place for fun with a spacious family/gameroom. Sliders lead to a hot tub, where you can relax with more Okemo views. There is a 17'x18' bunk room on this level, a bath with shower, a bonus room, and utility room. Just off the main road on the east end of the village, this very accessible location allows you to be at the slopes or dinner in minutes. And when you are finished, get away from the crowds while still enjoying Okemo in your backyard! Offered fully furnished.

€1,207,100
4bd
3ba.

By Four Seasons Sotheby's International Realty

House 3
Nearby
30
Video

House Weston (United States)

Searching for a gracious family compound in a vibrant country village? This handsome brick residence has been a showplace since it was built by Judge Wilder in 1827. Completely updated for modern living while maintaining its historic detail, the 8-bedroom, 5-bath home is now complemented by a 3-bedroom, 2 bath guest house. Gather in the rustic game room and bar, the large living room with wood burning fireplace, or the light and open dining room and sun room. Cozy up with a book in the library, a favorite movie in the den, a cup of tea in the eat-in kitchen, or work in the home office with fiber optic internet. A roomy primary suite with sitting area, walk-in closet and spa-like ensuite bath is located up a private staircase next to a bedroom fitted as an exercise room. Six additional bedrooms and three baths over two floors provide comfortable quarters for friends and family alike. Lovingly improved by its owners, the house features an Aga range, 10 heating zones, generator, alarm system, and abundant storage. Outdoor living areas include a sunny south facing deck and a large screened porch. The post and beam 1,824 square foot guest house offers endless possibilities for the new owners. Its multiple living and sleeping spaces are augmented by an exterior balcony with picture book views. A short drive to Okemo, Bromley, Stratton, Magic, Killington, and numerous lakes and trails, and minutes to Weston's restaurants, shops and theater. Showings begin 4/26.

€1,393,500
8bd
5ba.

By Four Seasons Sotheby's International Realty

House 4
Nearby
33

House Londonderry (United States)

Built in 1960, this was the original house of Magic Mountain???s founder, Hans Thorner. He picked, arguably, the best lot on Magic Circle for his own house, after which about eighty more dwellings were built. The house is a reverse chalet (meaning, the kitchen and dining room are upstairs and bedrooms are downstairs) on 3/4 of an acre, with views of Glebe Mountain to the south. Nice decks surround the house. A large backyard provides space for outdoor games and boasts a picturesque fire pit with fantastic views of the mountains. The front yard is home to five raised garden beds, as well as asparagus, raspberries, blueberries, thimbleberries, apple trees, and a perennial flower garden. The home is adorned with numerous upgrades highlighted by cherry and bamboo flooring, soapstone kitchen counter and a full downstairs remodel, including sound barrier insulation between bedrooms and egress windows. Basement has a ski-maintenance bench and private office space. This home is bright and airy, and definitely worth a look. Delayed showings begin February 24, 2024 Open House Saturday 24th 3:00pm-5:00pm!

€465,100
3bd
2ba.

By Four Seasons Sotheby's International Realty

House 5
Nearby
Contract pending
30

House Londonderry (United States)

The ultimate ski house with four ensuite bedrooms! Centrally located to 4 Alpine resorts and 2 Nordic trail systems, VAST trails and close to Mountain Marketplace and in the warmer months; West River Farmer???s Market and Lowell Lake. Londonderry is a hub- joining Manchester & Chester together with Bondville and Weston. This spacious contemporary home offers wonderful places to gather friends and family starting with a great room tying together the living, dining and kitchen areas on the main level. One large deck enlarges the living area and creates your private outside living space. An awesome game and media rec room on the lower level offers sliders to a second deck, and an oversized loft in the upper level connect the four ensuite bedrooms. Room to play. The highly jetted Thermospa enjoys a dedicated room off the great room, and a spacious mudroom, just off the garage completes the simplicity of this layout and handles all the outdoors living clothing and equipment one would want. Something for everyone: space, convenience and fun. The Good Time House. Showings begin at the Saturday Open House.

€558,800
4bd
5ba.

By Four Seasons Sotheby's International Realty

House 6
Nearby
Contract pending
31

House Londonderry (United States)

Nestled in the heart of Londonderry stands an iconic testament to acute preservation, what was once the Universalist Church has been ingeniously transformed into a quaint residence. Originally erected in 1860, this historic edifice underwent a remarkable metamorphosis, undergoing a comprehensive renovation that left no stone unturned. From a new foundation, radiant heating, updated plumbing and wiring, to efficient insulation and windows, every detail was meticulously attended to, resulting in a home that seamlessly blends nostalgia with modern comfort. This remarkable dwelling boasts a highly efficient layout, featuring three bedrooms including a lavish primary suite. The interior surprises with its spaciousness, accentuated by an open floor plan & soaring cathedral ceilings that imbue the space with light and airiness. The architectural marvels of yesteryears, such as the exposed beams and a resplendent stained glass window, have been lovingly preserved, adding character & allure to the living spaces. Conveniently situated on Main Street in the quaint downtown, residents are treated to the delights of the region's premier farmers' market just moments away during the summer months. Moreover, the area offers a plethora of recreational activities year-round: skiing, hiking, kayaking and golf, all within minutes' reach. Truly, this unique abode stands as timeless appeal of repurposing, breathing new life into a cherished piece of local history.

€400,800
3bd
2ba.

By Four Seasons Sotheby's International Realty

House 7
Nearby
28

House Ludlow (United States)

One-of-a-kind location on Okemo Mountain. This property enjoys direct Slopeside access on Okemo's Mountain Road Trail. Land runs down adjacent to the Sidewinder Trail. Above Solitude Village. Northern boundary is the Coleman Brook. Fantastic views to the east with clearing. Current winter access is via ski lift only. Off season access is via the Mountain Road. If you have a vision, this could be anything you want it to be - think outside the box - a unique investment property or family compound. There is a lot you can do with 27 acres on Okemo Mountain. Home is in need of restoration. Home has been vandalized and is in disrepair. All utilities/systems formerly in place are unknown at this time. Three levels of living space plus basement and five marble bathrooms. Sold as is. So many possibilities here!

€1,864,200
4bd
5ba.

By Four Seasons Sotheby's International Realty

House 8
Nearby
40

House Londonderry (United States)

Under the Mountain Road is an iconic country road with big views of the surrounding mountains, Stratton and Bromley ski areas. This house boasts being the third oldest center hall home in the State of Vermont. When you pull into the driveway, you are awestruck by amazing stone work as well as flower and vegetable gardens throughout the property, and the large pond in the backyard. While modest in appearance from the road, the back of the home shows its expansiveness from additions made by the present owner. It is the perfect combination of authentic Vermont architecture and newer comfortable spaces. The interior offers six bedrooms and four and one-half baths in the main house (two of the rooms are perfect for personal offices), beautiful wide plank wood floors, a cozy living room, and hand carved railing. The dining room is spacious for large meals. There are three fireplaces throughout, and the master suite includes his and hers bathrooms and two full closets. A lovely screened porch and large stone balcony overlooking the pond and mountains adds living space. Fully grown blueberry trees give bountifully each year. A converted barn serves as a guest house with two bedrooms (including one large enough for up to four people), one bathroom, open-plan entertaining and a one-car garage. This property provides a serene setting for magical summers, opportunities to host large gatherings (sleeps up to 20) and easy proximity to shopping and Vermont's charm.

€1,258,300
8bd
5ba.

By Four Seasons Sotheby's International Realty

House 9
Nearby
30

House Londonderry (United States)

Desirable South Londonderry Vermont Location on 40 Acres with mostly cleared pasture. Home is a three bedroom two bath home with great views of Glebe Mountain Magic. 10 Minute drive to Stratton and Magic Mountain and 15 minutes to Bromley. 13 acres of cleared field pasture that drains into pond.Main house has a stone fireplace and beautiful three season porch with view. Year round hiking trails cross country ski trail all around home. Abutting the pasture is a massive two story barn that invites numerous possibilities. 3-phase converter for machinery, From horse stalls to workshops to potential housing. Two storage sheds and a post and beam tranquillity lodge. Come and see this property with your own ideas. Tenant occupied so will need 48 hours notice.

€834,200
3bd
2ba.

By Four Seasons Sotheby's International Realty

House 10
Nearby
Contract pending
35

House Jamaica (United States)

Experience this waterfront escape in Jamaica, Vermont! This unique property rests on a private .6-acre lot directly on Cole Pond. Only a short drive to Stratton Mountain's base lodge, making it a prime location for all season mountain fun. Bring your kayaks, paddle boards, and canoes, or enjoy the floating dock propelled by an electric motor, allowing you to relax and soak in the incredible views. The house features a spacious 4 bedroom, 3.5 bathroom layout that is perfect for entertaining. Craftsmanship shines through this custom-built home, showcased in its meticulous design and premium finishes. Inside, two distinct living areas provide ample space for leisure and entertainment. Sunlight streams in through large windows, seamlessly merging indoor and outdoor living. The heart of the home is the open kitchen and dining area with glass sliders providing direct access to the deck offering picturesque water views for memorable meals. Rustic charm emanates from a two-story field stone chimney and wood beams, harmonizing with the natural surroundings. An attached 2-car garage includes a studio apartment with private bathroom above, adding extra room for guests or a private workspace. Outside, relish the property's well-tended gardens. Immerse yourself in the ultimate waterfront living at this meticulously designed retreat overlooking Cole Pond. Delayed Showings until 9/6/23. Please no drive-bys

€932,100
5bd
5ba.

By Four Seasons Sotheby's International Realty

House 11
Nearby
35
Video

House Jamaica (United States)

Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of nature to your daily life. Multiple bedrooms give everyone in your party a private space to relax after a long day exploring the outdoors. Step outside to witness dramatic views of the rolling hills that surround the property. A tranquil pond with gazebo graces the landscape. A well-appointed barn with 5 stalls and a paddock caters to equestrian enthusiasts. Miles of trails crisscross the property, providing endless opportunities for outdoor activities. This property is in Vermont Current Use Program, securing its natural beauty for the future. Whether you are relaxing on the porch or hosting gatherings in the spacious bonus room, this estate balances seclusion and convenience. Situated in bucolic Jamaica, it is 20 minutes from Stratton and 25 minutes from Mount Snow. Let this be your four season retreat, close to the mountains in the winter, swimming holes in the summer, and stunning views all year round!

€2,236,100
4bd
5ba.

By Four Seasons Sotheby's International Realty

House 12
Nearby
40
Video

House Plymouth (United States)

Spacious Hawk home with many amenities and pretty views! This comfortable home has plenty of space for family and friends. Generous open living area has fieldstone fireplace and updated greenhouse windows. Master bedroom complete w/ fireplace, private bath with large whirlpool, and sliding glass doors to balcony. Second bedroom and bunk room share a full bath. Lower level has family room that leads to deck with hot tub, full bath with sauna, and a fourth bedroom. Wood floors throughout. Located in Hawk Resort, halfway between Okemo and Killington, close to lakes!

€666,500
4bd
4ba.

By Four Seasons Sotheby's International Realty

House 13
Nearby
Contract pending
40

House Plymouth (United States)

Welcome to this spacious Hawk home offering pretty westerly views over the valley below. Stow your gear in the mudroom entry equipped with a bench, cubbies, and slate floor.The kitchen has been tastefully expanded and features granite countertops, cherry cabinetry, and stainless steel appliances, including a 6-burner commercial stove, double wall oven, and wine fridge. In the living room, you'll find built-ins, a soaring fireplace, and cathedral ceilings. A full bath on the main level adds convenience, while sliders from both the dining and living area lead out to a large covered deck to enjoy the view. Heading upstairs, the loft space with an adjoining half bath offers versatility as a home office or den. On the mid-level, the expanded primary bedroom boasts a balcony and a luxurious private bath with a double vanity, jetted tub, and separate shower. Also on this level are a bunk room and another bedroom, accompanied by a full bath.The lower level reveals another bedroom, two additional bunk rooms, laundry facilities, a full bath, and a family room with a wet bar. Step through the sliders to the outdoor deck and hot tub???the perfect setting to unwind. Nestled in the scenic lakes region, halfway between Killington and Okemo, Hawk offers a prime location for outdoor enthusiasts. Whether you're hitting the slopes, exploring the trails, or simply enjoying the serene beauty of the area, this home provides the perfect retreat for all seasons.

€834,200
6bd
5ba.

By Four Seasons Sotheby's International Realty

House 14
Nearby
30
Video

House Plymouth (United States)

Serena Lodge was inspired by the legendary William Rockefeller estate in the Adirondack Mountains, known as The Point, which the current owners so loved. The 9,000+ square foot home was thoughtfully designed to perfectly capture the inviting look and warm feel of the renowned five-star enclave. The long drive welcomes one to the residence, which rests atop a knoll by a crisp creek with small waterfalls that create constant water music. The Great Room, the heart and soul of the home, features a striking stone fireplace, floor to ceiling windows, two sitting areas, and an accessible kitchen framed by a thick granite counter. Outdoors, a barbecue terrace and stairs lead to the creek. In the east wing, the primary suite offers tranquil privacy with sitting area, fireplace, and balcony. The west wing has four more en-suite bedrooms and a designated family room. An open stairway leads to artist studio, office and sitting area in the loft. The 25 x 38 foot Adirondack Room in the lower level is for games and TV, with convertibles for extra sleeping. There is a bonus room with bath and a wood shop that doubles as a car park. The house is fully air-conditioned, has high speed internet and a generator. A short drive to both Okemo and Killington, the Hawk community is managed by Hawk Services providing all the services one could desire. Living at Serena Lodge can be quiet or social, as active or relaxed as you like. The possibilities are as broad and grand as the majestic home itself.

€4,520,700
5bd
6ba.

By Four Seasons Sotheby's International Realty

House 15
Nearby
19

House Winhall (United States)

Showings begin with an open house Saturday February 24th 11am-2pm. Indulge in the serenity of the Stratton Mountain Retreat, meticulously designed for your peace and pleasure. Step into this contemporary haven, meticulously planned to reveal breathtaking mountain panoramas from every angle, initiating your immersive experience. Create cherished memories with loved ones in the expansive open-concept living and dining area, where the well-appointed kitchen, featuring granite countertops paying homage to Vermont's natural allure, awaits your culinary pursuits. The primary bedroom on the main floor provides a luxurious retreat, complete with a sumptuous bath featuring granite countertops and a walk-in shower. Below, the generously-sized family room beckons for bonding moments with family and friends. Accommodating two guest bedrooms on both upper and lower levels ensures your esteemed guests enjoy privacy and comfort throughout their stay.

€838,000
5bd
3ba.

By Four Seasons Sotheby's International Realty

House 16
Nearby
30

House Winhall (United States)

Escape to the serenity of the Vermont mountains with this exquisite home nestled within the renowned Stratton Resort community. The heart of this home is its inviting open floor plan, seamlessly connecting the living, dining, and kitchen areas. This design provides an ideal space for entertaining guests or simply enjoying quality family time. Cozy up by the crackling fire in the spacious living area, adorned with hard wood floors, cathedral ceilings and wood-burning fireplace that sets the perfect ambiance for chilly mountain nights. The kitchen features granite counters, stainless steel appliances and breakfast bar. Retreat to one of the four thoughtfully designed bedrooms, each offering a comfortable and private sanctuary. Whether it's the master suite or the charming guest rooms, every space is carefully crafted for relaxation. The lower level features a gathering room with fireplace, bedroom with full bathroom, office/additional guest room and laundry area. Step outside onto the expansive deck and immerse yourself in the breathtaking mountain views. This outdoor oasis is perfect for al fresco dining, entertaining friends, or simply savoring the fresh mountain air. Embrace the beauty of nature on your own private 1-acre lot. Whether you're surrounded by the vibrant colors of fall foliage or the tranquility of a snowy winter landscape, this property provides a year-round connection to the great outdoors.

€675,800
4bd
4ba.

By Four Seasons Sotheby's International Realty

House 17
Nearby
Contract pending
40
Video

House Peru (United States)

No Showings or Drivebys MLK Weekend. Showings start Noon Monday. And you are not seeing double. The home is sandwiched between a 12 mile unobstructed view of Stratton Mountain and the in the backdrop is Bromley Mountain less than a mile away! This deluxe country home is transformational. As a vibrant ski house, the home graciously expands for the never ending parade of family and friends to share winter activities and traditions. In the intimate mode, you might find yourself sitting quietly on the deck one summer day, after hiking the Catamount trail or National Forest accessed just beyond the spring fed pond, soaking in the magnificent views and cherishing the privacy. Sunshine beams in through the gabled facade into the Great Room due to great southern exposure and with almost 25 acres to embrace, the house is a true Vermont Country Home. A recent addition and remodeling contributed to the winning layout and flow that is the special sauce that makes this home really come together. Enjoy the heated attached garage for convenience, but realize there is a separate 3 bay car barn to house boats, tractors, ATV???s or your choice of indispensable toy. Stairs ascend to a large open room. The home also offers a whole house generator, smart thermostats, heat pumps, security, 1 Gb fiber-optic hi-speed internet, and acres of underground pet fencing. Located close to Manchester???s restaurants, shopping, arts and activities.. but once you arrive here, who would want to leave.

€1,491,400
5bd
6ba.

By Four Seasons Sotheby's International Realty

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