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luxury real estate for sale Chester, United States

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House 1
Contract pending
42

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.

€740,700
6bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

Land 2
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.

€54,700
40,914

By Four Seasons Sotheby's International Realty

33 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!

€332,800
3bd
2ba.

By Four Seasons Sotheby's International Realty

Farmhouse 2
Nearby
39

Farmhouse Grafton (United States)

Don't miss out on this historic gem in Grafton, VT! This 1844 farmhouse, formerly a bed and breakfast, has been thoughtfully renovated while preserving its timeless charm. The main house boasts 4 bedrooms, 3 of which are ensuite, providing ultimate comfort and privacy. Inside, you'll find a bright and inviting living room, a cozy den with a wood-burning fireplace, and a formal dining room for entertaining. The large, eat-in country kitchen features modern updates and offers a perfect space for family meals. Off the kitchen, a delightful sunroom and screened-in porch overlook the lush property, providing serene views and a perfect spot to unwind. The guesthouse has been updated as well, offering extra space for visitors or potential income opportunities. The expansive grounds are truly magnificent, with access to the Saxtons River. Spend your evenings around the fire pit, listening to the soothing sound of the river, or enjoy the beautifully crafted gazebo for peaceful moments. Located just a short distance from the picturesque village of Grafton, you'll have easy access to local attractions such as the historic Grafton Inn, Phelps Barn, the Grafton Market, the Grafton Nature Museum, and the Grafton Trails and Outdoor Center. This is a true Vermont property that has it all???charm, history, and the perfect blend of modern living and natural beauty! OPEN HOUSE SATURDAY MAY 4TH, 11:00AM- 2:00PM

€579,400
4bd
4ba.

By Four Seasons Sotheby's International Realty

Apartment 3
Nearby
Contract pending
30
Video

Apartment Cavendish (United States)

Perfect opportunity to own an affordable three-bedroom, two-bath condo in the Okemo Valley. Natural light floods the inviting space which is highlighted by exposed beams and a cozy wood-burning fireplace. Recent updates include new carpeting and paint throughout, a new washer and dryer, upgraded toilets, smart WiFi-enabled thermostats, locks, and security cameras, as well as tasteful new furnishings. There is a hidden bonus room that could be used as an office or just as great extra storage space. Conveniently located in the heart of the village of Proctorsville, you'll find yourself surrounded by local eateries and a brewery just steps from your doorstep. Throughout the summer months, soak in the community atmosphere with live music performances on the village green. Perfectly situated for both winter sports enthusiasts and outdoor adventurers, this affordable condo enjoys proximity to Okemo Mountain for skiing, VAST snowmobile trails, scenic hiking routes, and the serene lakes region, all within a short drive. Whether seeking relaxation or adventure, this condo offers an ideal base for embracing the best of village living and outdoor recreation. Seller financing considered.

€184,500
3bd
2ba.

By Four Seasons Sotheby's International Realty

Land 4
Nearby
10

Land Andover (United States)

If you are looking for the perfect location to build your Vermont home look no further than this wonderful Andover lot in the green mountains. The best of all worlds is right here. Privacy and seclusion just a short drive to the towns of Weston, Chester and Londonderry. The 8.5 acres has been cleared and is ready to build. Driveway is in place along with a drilled well and septic design for a 4 bedroom home of your choosing. Plenty of cleared acreage for outbuildings and barn if you are looking to have horses or animals. Location is also ideal for the outdoor enthusiast with hiking, snowmobiling, mountain biking, hunting and close proximity to several major ski resorts including, Okemo, Magic, Stratton and Bromley. Come and create your Vermont dream home and experience.

€165,900

By Four Seasons Sotheby's International Realty

House 5
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.

€1,483,300
4bd
3ba.

By Four Seasons Sotheby's International Realty

Chalet 6
Nearby
Contract pending
43
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.

€1,200,500
4bd
3ba.

By Four Seasons Sotheby's International Realty

Apartment 7
Nearby
16

Apartment Ludlow (United States)

Ludlow Village Green Condominiums are conveniently located overlooking the gazebo at Veteran's Memorial Park...the venue for summer concerts and winter holiday tree lighting! Steps from shopping and fine dining options in town and on the shuttle route to Okemo Mountain Resort for world class skiing, these condos are less than a mile away. This 2nd floor 2-bedroom, 2-bathroom unit is a one-of-a-kind for this well-maintained building. Coin operated laundry located in common area for owners, renters and guests. Enjoy the ambiance of the electric fireplace insert and easy access to the lockable outdoor storage area for your seasonal toys!

€212,300
2bd
2ba.

By Four Seasons Sotheby's International Realty

Property 8
Nearby
36
Video

Property Ludlow (United States)

Discover this Ludlow Village home that offers the perfect combination of space, comfort, and convenience. With three levels of living space, this residence boasts ample room for everyone. The main level greets you with a large living room, gas fireplace, hardwood floors, an office, kitchen, dining area, a full bath, and a den. Upstairs, enjoy three bedrooms and a full bath. And on the top floor, there are three more bedrooms that are perfect for a growing family or hosting guests. Plus, if you need additional living space, the attached barn is ready for your imagination. Savor summer evenings on the deck, taking in the views and sounds of the Black River. With its prime location, you can easily access the village amenities, including restaurants and shopping. Zoned commercial/residential. Don't miss out on the opportunity to make this your dream home!

€648,000
6bd
3ba.

By Four Seasons Sotheby's International Realty

House 9
Nearby
11

House Weston (United States)

This inviting 4-bedroom cape, situated on 1.6 acres conveniently located off Route 100 in Weston, invites you to experience the quintessential charm of Vermont living. While the house could benefit from cosmetic updates, its solid bones provide an excellent foundation for creating your dream home. Step inside to discover a cozy living space featuring a fireplace, seamlessly connected to a kitchen and dining area, ideal for both gatherings and everyday living. The first floor boasts two bedrooms and a full bathroom, offering convenience and functionality. Upstairs, two additional bedrooms and another full bathroom await. The full walkout basement, currently set up as a shop, offers versatility and potential, serving as additional storage space. Outside the kitchen, a deck overlooks a peaceful backyard adorned with a small stream, creating a serene ambiance perfect for relaxation and enjoyment of the natural surroundings. Whether you're seeking a peaceful retreat or a permanent residence, this solid cottage embodies the essence of Vermont living, offering endless possibilities to make it your own.

€323,500
4bd
2ba.

By Four Seasons Sotheby's International Realty

House 10
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.

€1,385,900
8bd
5ba.

By Four Seasons Sotheby's International Realty

House 11
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!

€462,600
3bd
2ba.

By Four Seasons Sotheby's International Realty

House 12
Nearby
Contract pending
33

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.

€555,800
4bd
5ba.

By Four Seasons Sotheby's International Realty

House 13
Nearby
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.

€398,600
3bd
2ba.

By Four Seasons Sotheby's International Realty

House 14
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!

€1,854,100
4bd
5ba.

By Four Seasons Sotheby's International Realty

Land 15
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.

€231,800

By Four Seasons Sotheby's International Realty

House 16
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

€2,734,800
9bd
7ba.

By Four Seasons Sotheby's International Realty

House 17
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.

€1,251,500
8bd
5ba.

By Four Seasons Sotheby's International Realty

House 18
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.

€829,700
3bd
2ba.

By Four Seasons Sotheby's International Realty

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