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luxury real estate for sale Chester, United States

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Land 1
Contract pending
11

Land Chester (United States)

10.11 building lot with State approved WW permit available. Located at the end of a cul-de-sac this lot is private yet close to Chester Town Green and only about 10 minutes to Rt 91. Ideal place to build you VT dream home.

€55,000
40,914

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

House 3
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

22 listings near Chester

House 1
Nearby
40
Video

House Ludlow (United States)

Nestled in a pristine setting and cared for by the same family for two decades, this contemporary masterpiece offers over 4,500 square feet of finely curated living space. Exhibiting superior craftsmanship, attention to detail and high end finishes ensuring elegance and durability. The turnkey property, complete with upscale furnishings will allow for immediate enjoyment of this special home. Step into the heart of the home, where a modern and spacious kitchen awaits, boasting an expansive center island, abundant cabinets, and ample counter space. Adjacent, a cozy breakfast nook overlooks the serene surroundings. The dining room, adorned with remarkable custom stonework and built-in shelving for unforgettable gatherings. Hardwood floors grace this thoughtfully designed residence, leading you to a living room anchored by a grand Rumford fireplace, perfect for cozy winter evenings after days on the slopes. Four generously sized bedrooms, including an ensuite primary with a luxurious bathroom. The outdoors features a refurbished deck providing a picturesque backdrop for relaxation and entertaining. Newer hot tub promises serene evenings under the stars. Completing this offering is an oversized three-car garage, Situated on a 10-acre lot, this haven strikes the perfect balance between serenity and accessibility. Just minutes away from the Access Rd. This property offers a rare opportunity to create a lifetime of memories in a year round oasis.

€1,491,400
4bd
3ba.

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
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 5
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 6
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

Land 7
Nearby
22

Land Londonderry (United States)

MAKE YOUR MEMORIES HERE!! The possibilities are endless for turning this diversified property into your heart's desire. Loved, owned by, gathered upon, and maintained by the same family for generations, and now it's your turn to make it your own haven. This 23.5 acre parcel is just full of natural beauty, with an abundance of birds and wildlife. Some of the features include a stream-fed pond, 2 outbuildings, and in the upper field, preliminary septic engineering has been done for a 3-BR home, approved well site, power on and to the building site, and nice views of distant mountains. The land is abutted by over 3000 acres of conserved property owned by Vermont Fish and Wildlife, never to be developed. The property is located at the base of Glebe Mountain off Rt. 11 in Londonderry, and close to Lowell Lake and Magic Mountain, for some of your recreational activities. Don't miss this rare opportunity to own your piece of Vermont, and create a homestead to farm, garden, and enjoy for generations to come. This well-loved place is waiting for you right now.

€233,000

By Four Seasons Sotheby's International Realty

House 8
Nearby
37
Video

House Londonderry (United States)

This extraordinary, fully furnished property boasts an abundance of amenities and natural splendor. Revel in the awe-inspiring views and the tranquil swimming pond spread across these extensive 69 acres. Delight in the winding trails that lead to 1,235 feet of pristine West River frontage, providing year-round outdoor activities for all. With three distinct residences and a charming cabin, it offers ample space for everyone to convene while relishing their individual, private retreats. The main house, steeped in history dating back to 1820, is a delightful 3-bedroom brick farmhouse showcasing a generous 45-foot-long great room that seamlessly extends to a covered patio adorned with an awning, a idyllic setting for outdoor gatherings. The newly renovated kitchen, with granite countertops, serves as the heart of the home, combining modern elegance with timeless charm. The guest cottage features an additional three bedrooms, a cozy living room, and a well-appointed kitchen with an adjoining dining area. Adjacent to the guest cottage, a spa facility awaits, boasting a ground-level private gym, sauna, and an outdoor hot tub. Ascend to the second floor to discover two bedrooms, each with a private bathroom and a shared balcony. Nestled at the property's edge, overlooking the serene swimming pond with a beach, is a rustic cabin complete with a welcoming wood-burning stove and a lofted sleeping area. Ideally suited as a family compound, this retreat offers both separation and privacy

€2,749,700
9bd
7ba.

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

Land 10
Nearby
13

Land Reading (United States)

Looking for an affordable building lot? Come check out this five acre parcel with 400' of road frontage. State of Vermont Land Use Permit in place for a four bedroom home. This parcel is in a country location on a town maintained road. Woodstock Village and Okemo Mountain Resort are within about 20 minutes. Close to Colby Pond and Knapp Pond Wildlife area for more outdoor recreation enjoyment. Stone walls, some mature woodland and a quiet country lifestyle can be yours in Southern Vermont !

€90,400

By Four Seasons Sotheby's International Realty

House 11
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 12
Nearby
Contract pending
42

House Peru (United States)

Nestled in the picturesque landscape near Bromley Ski Area and X-Country trails this charming 4-bedroom, 2-bathroom chalet offers the perfect blend of comfort and adventure. With an updated kitchen, inviting living room with barn board walls, a cozy fireplace featuring a pellet insert, and serene surroundings, this property promises a lifestyle of tranquility. A sliding glass door allows for natural light to flood in and gives access to the backyard fire pit where after a day on the slopes you???ll want to roast marshmallows and create lasting memories. There is plenty of room to sleep a crowd, two of the upstairs bedrooms have a wonderful loft overlooking the nicely wooded lot. This getaway has recent upgrades like new windows and siding. Only 15 minutes to Manchester, a few to Hapgood Pond and nestled in the Green Mtn National Forest area you will appreciate this location!

€465,100
4bd
2ba.

By Four Seasons Sotheby's International Realty

House 13
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

Apartment 14
Nearby
29
Video

Apartment Jamaica (United States)

This beautifully renovated home nestled in the tranquil setting of Bear Creek presents a rare opportunity for those seeking comfort and adventure in Vermont. Boasting three bedrooms and three baths, including two en-suite baths upstairs and a bedroom and bath on the main level, it offers ample space for relaxation and privacy. The focal point of the living/dining area is the magnificent stone fireplace, ensuring cozy gatherings, with unlimited firewood conveniently delivered to you and stacked in the wood closet right outside the front door. Located just minutes from the slopes of Stratton Mountain, outdoor enthusiasts will delight in the proximity to all-season enjoyment. During the winter months, take advantage of the convenient shuttle service to Stratton. But the allure of this home extends beyond winter sports. Spring, summer, and fall beckon with tennis matches on the courts and children exploring the playground. Cool off in the inviting swimming pool during the warmer months, or gather around the fire pit for cozy evenings throughout the year. Moreover, the present of a full-time caretaker ensures that every detail is taken care of, allowing you to fully immerse yourself in the Bear Creek lifestyle.

€483,800
3bd
3ba.

By Four Seasons Sotheby's International Realty

House 15
Nearby
40
Video

House Peru (United States)

A distinguished country homestead built and designed by a local craftsman is on the market for the first time. The timeless sense of an English Cottage with divided windows, wood shake roof, inviting nooks, and custom built-ins charmed by warm wood detail that is dispersed throughout. The main house encompasses several unique spaces including the south facing, brick-floored sunroom and a screened porch overlooking the pond and gladed woodlands. Upstairs two of the bedrooms have dedicated bathrooms, one with a loft, the other with a spacious custom-built closet while the guest bath serves the 2 other bedrooms. So many possibilities for the 3rd level wood paneled bonus room; hobby room, studio or 5th bedroom in addition to a home office with a private entrance at ground level. A 1920 sq ft three bedroom guesthouse with permitted separate septic and well is housed comfortably in a red New England barn complete with oversized windowed cupola.?? Do you have some home industry ideas? Finish developing the oversize workshop into living or working space in the additional 2000 sq ft. A detached 4 bay garage houses any mechanical or recreational needs.There are over 10 acres consisting of lawn, field, pond, stone walls and forest. Set just a stone's throw from Peru Village and close to the National Forest trail systems, Bromley, Stratton, Magic Mountains, Wild Wings XC, and Hapgood Pond. So many possibilities! Any furnishings pictured are visually staged.

€1,561,300
5bd
4ba.

By Four Seasons Sotheby's International Realty

Land 16
Nearby
Contract pending
6

Land Jamaica (United States)

Your Vermont dream begins here! This 14+/- acres of land provide space for your vision to unfold, whether it's building your dream home, creating a sustainable homestead, or simply relishing in the beauty of untouched nature. Driveway and house site with views. State Wastewater Permit for 3-bedroom single-family home for up to 6 occupants.

€278,700

By Four Seasons Sotheby's International Realty

Apartment 17
Nearby
Contract pending
40

Apartment Plymouth (United States)

Inviting 3-bedroom condo at Hawk Resort with several standout features. It???s is one of the more accessible units at Hawk with just a couple steps to enter and a bedroom and full bathroom on the main floor. While there are just two levels, there is no other unit above or below. The tasteful and extensive renovations and fresh furnishings elevate the space, while retaining the timeless appeal of the classic Hawk stone fireplace, wide plank floors, expansive windows, and deck. Newly installed heat pumps add comfort and efficiency for heating and cooling. The location is ideal for enjoying Vermont's scenery and four season activities. In the summer and fall, enjoy the refreshing lakes, top-rated golf courses, hiking, biking, and visits to nearby quaint towns. In the winter months, you're perfectly positioned to hit the slopes???just an eight-mile drive to Okemo's Jackson Gore or Fox Run Nordic Center, 10 miles to Killington Resort's Skyeship and 15 miles to the main base lodge at Killington Resort. With so much to offer, this one should not be overlooked.

€418,500
3bd
2ba.

By Four Seasons Sotheby's International Realty

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