The median home value in Chester, VT is $350,000.
This is
higher than
the county median home value of $198,200.
The national median home value is $219,700.
The average price of homes sold in Chester, VT is $350,000.
Approximately 54.87% of Chester homes are owned,
compared to 20.2% rented, while
24.93% are vacant.
Chester real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Chester real estate agent to arrange a tour today!
Design inspired by Frank Llyod Wright this mid-century modern home is a beacon of tranquility for those looking for privacy. Surrounded by 193 acres including 13 acres of open pasture traced with ancient stone walls. Enjoy more than 2 miles of trails crossing brooks and fields. This magnificent haven for lots of wildlife has apple trees, raspberry bushes and more than 50 blueberry bushes. Inside a wide-open main living area and great room overlooks the 10 foot deep swimming pond, and the nearby stream can be heard from the deck or kitchen with the windows open. Step into the luxurious primary suite, a sanctuary with large windows and a spa inspired bath with a free-standing tub that boasts one of the best views from the house. Enjoy the newly renovated lower level with additional bedrooms and expansive family room. This area is ready for your touch and enjoys walkout access to the yard and pond. The 2nd level of the barn is currently a wood shop with wood-stove and a 2nd access from the road allows for storing large pieces or equipment on this upper level. The ground level of the barn has traditional sliding barn doors and extensive parking in front. Underground power and water lines travel from the house to a nearby site where another barn or horse arena could be built. A unique home treasure and like its organic architectural design the land has its own special quality of character and beauty. 192 acres are in the VT Land Use program. There is a 6 bedroom septic.
One of the larger lots in the lower Remington subdivision. This private lot has underground power at the lot and the permitted septic is an inground system. Bring your plans and your builder or have the seller build your dream home! The seller is a Vermont licensed Realtor.
Just minutes from the Chester Green. The largest available lot in the subdivision with end of the road privacy. This almost 10 acre parcel will afford long distance mountain views with clearing. Underground power is at the lot and the permitted septic is an inground system. All of the heavy lifting is done. Bring your plans and your builder or have the seller build your dream home! The seller is a Vermont licensed Realtor.
In Southern Vermont's Green Mountains, Owl Hill Reserve is a sanctuary spanning 1,928 acres, an expanse over twice the size of New York Cityâs Central Park. Assembled over half a century, this land has united generations in the celebration of the great outdoors. At the heart of the reserve stands an 1800s brick farmhouse, a testament to earlier days of farming, complemented by two historic barns, a two-bedroom barn apartment and guest house. Surrounding the farmstead are apple trees, stonewalls and a spring fed two-acre swimming pond, creating a quiet retreat or jubilant family gatherings. A 3.5-mile private, gravel road meanders with the brook, unwinding through a carefully managed northern hardwood forest, predominantly Sugar Maple, home to a rich ecosystem including bear, moose, coyote, bobcat, and deer. The changing landscape includes exceptional mountain views and rolling meadows either cut for hay or used for grazing cattle. The clear waters of the brook beckon fly fisherman to cast lines. Cross country skiing, snowshoeing, biking, hiking and equestrian pursuits are all out the backdoor with endless trails to explore. A remote cabin near an apple orchard offers a place to immerse in nature or a place to write. Owl Hill Reserve is a legacy offering. It offers the luxury of simplicity, the wealth of nature, and the bond of family heritage. Less than 3 miles from the village center and skiing nearby: 25 mins to Okemo, 33 mins to Bromley. 2.5 hrs to Boston, 4.5 hrs to NY.
A very rare find! Here is your chance to own 2+/- acres of beautiful "actionÂready" landÂin the town of Chester. Situated in a woodsyÂsetting, your new home will feel intimate and private,Âyet only a 15 minute walk into the town of Chester. Best of all, the under ground electric, well, septic, cable and gravel pad are existing and ready to be built on!ÂÂThere is a flat upper pad for your home site with a flat lower grass backyard or walkout basement. In addition, enjoy the sound of the babbling brook that is set safely below the home site. This is truly a one of a kind opportunity for your dream home with all your utilitiesÂand pad ready to go! A huge money and time saver! This land is ideally located for skiing! Just 18 minutes to Okemo, 30 minutes to Bromley andÂ45 minutes to Stratton.ÂGrafton is 10 minutes by car,ÂI-91 is just 15 minutes, and Lebanon/Hanover NH is 1 hour. The road has been newly renamed so there is no sign post yet. Use the Directions provided here on MLS.
The warmth and charm of this beautifully renovated cape will capture your heart! Extensive renovations of the interior design and exterior, with energy efficiency in mind, have been aesthetically designed and laid out. A lovely back entry covered porch with Mahagony decking greets you as you enter the main level to the kitchen with handsome custom cabinetry detailed with butcherblock counters and maple floors that extend throughout the rest of the interior. The open living/dining area is highlighted with a wood burning fireplace with a heatalator insert and custom mill work finish and access to a deck. One can utilize a bonus room as either a den/study or main level bedroom. A nicely tiled full bath completes the main level. The second level offers 3 bedrooms and a spacious ¾ bath with in-floor radiant heat. The primary bedroom is a gorgeous combination of exposed beams, vaulted ceiling and skylight. Numerous additional improvements include new cedar wood siding, Loewen windows, a deep energy retrofit of new insulation, and a standby generator. Perfect location for either a primary or vacation home - within minutes of Chester Village Green, easy access to walking and hiking trails and 15-30 minutes to 3 major ski areas!
Nestled on a serene, quiet town maintained dirt road, this spacious home offers the perfect blend of tranquility and comfort. As you approach, you'll be captivated by the stunning long-range views that greet you from the expansive deck, a haven for relaxation and outdoor enjoyment. The deck overlooks a picturesque pond, not on the property but offering a beautiful, calming view that enhances the natural charm of the setting all the same. Step inside to discover a thoughtfully designed interior where ample space meets cozy. The large, finished basement is a true bonus, featuring a cozy and convientent propane stove and serving as an ideal games room or entertainment space for family and friends. Featureing 4 large bedrooms, 3.5 bathrooms, with large primary ensuite, large living room with views and that all enticing party or craft space in the below. This is equally a perfect vacation retreat or spacious family home. Conveniently located close to the popular ski areas of Okemo, Stratton, and Magic this home is perfect for winter sports enthusiasts. Whether you're seeking a peaceful year-round residence or a seasonal getaway, this property promises a lifestyle of serene beauty and endless recreational opportunities. Welcome home to your personal oasis.
Discover the perfect blend of tranquility and convenience with this 2.3-acre country building lot, nestled in a well-established neighborhood outside the beautiful village of Chester, Vermont. This idyllic parcel boasts a cleared building site, complete with a newly installed drilled well and a state-approved wastewater system designed for a 4-bedroom home. Enjoy this wonderful location on a town-maintained gravel road, a roughed-in driveway, and underground utilities make this ready for immediate hookup. Imagine your future home with scenic winter views of local farm landscape and excellent solar exposure at this lot. Located between Chester and Londonderry, this property offers the perfect retreat, set back far enough from Route 11 to ensure some seclusion. This lot is not just ready for a home; itâs ready for your dream home. Come explore this exceptional opportunity and invest in your future today.
Until recently this was a working dairy farm and it certainly can be again. Or a horse farm! This 1860 farmhouse sits on 32 acres at the end of a town maintained road. 5 barns and outbuildings including a barn with cattle stanchions. Open meadows with river frontage and also a huge private pond. If you are looking for Vermont property with lots of Vermont charm, look no further than this beautiful property. Located in the peaceful town of Chester, just five minutes to the center of Chester and 10 or 15 minutes to Springfield shopping. Okemo Mountain is just 15-20 minutes away for great skiing and year-round activities! Several other ski areas are within a 30 to 45 minute drive.
Situated on the babbling Potash Brook is this wonderful open concept camp. With over 300 feet of brook frontage to enjoy, you feel like you're in the middle of the woods. Step into the spacious entry/mudroom where you'll also see the water system, a large closet and full bath with an incinerating toilet. The water is heated by a propane fired Rinnai water heater. You'll love the openness of the kitchen with a live edge bar and rail footrest, living and dining area. From the primary bedroom with a private deck out to the brook, you can take in all that nature has to offer right from your bed. This turnkey camp is the perfect private Idaho and a must see to appreciate all it has to offer.
If you are looking to build a new vacation or primary home in Chester, this wooded 10.4+/- acre parcel within short driving distance to Okemo and town awaits your plans. The surveyed parcel offers 244 feet of road frontage and gently rolling land. If you are interested in privacy, there is potential for a secluded home site set back from the road. Possible view with some cutting at 1,000 ft plateau. Utility pole is at the road and the location is just 10 minutes from town and centrally located to conveniences. Explore this acreage for your cabin in the woods, primary home setting or recreational fun.
Experience the tranquility of country living with this stunning 10.1-acre property. Enjoy breathtaking views, a fully functional septic system, and a drilled well. The property features a solid structure and 2.5 acres of maintained land, complete with a chicken coop, an apple tree, and blueberry bushes. Located in a quiet neighborhood, this land offers peace and privacy. Additionally, over 7 acres of untouched land with possible granite, providing potential for various uses. Don't miss out on this unique opportunity! Contact us for more details.
The Walter Austin House, a 3+ bedroom, 2.5 bath Queen Anne Victorian on .37 +/- acres in the Chester Village is a grand home that blends qualities from the Gilded Age with a more contemporary lifestyle. The first floor features a tiled mudroom, elegant foyer and spacious living room with an attractive marble gas fireplace. Original pocket doors open to the formal dining room. The efficient, classically styled kitchen has a breakfast bar, Corian countertops and accented glass-paned cabinets with a lovely picture window. The inviting Great Room has a cathedral ceiling, skylights and hardwood flooring with radiant heat and features a beautiful palladium-crowned triptych window overlooking the lovely pastoral view which delights in all seasons. The second floor features 3 bedrooms, a spacious bathroom with a clawfoot soaking tub and large tiled walk-in shower. The laundry room with half bath is across the hall and the finished third floor provides a quiet retreat with two finished rooms for office, study or guest overflow. The lovely, private grounds feature a deck with auto awning, a courtyard , a luxurious relaxing hot tub/swim spa, raised garden beds and established flower gardens. In addition to a one car garage, a two story post & beam barn provides additional garage and work space and a second floor rec room or office. Stroll to the Green or play Pickle Ball at the Rec area! Close to skiing, Summer theater, hiking and all the area has to offer. Showings begin on June 2nd.
Sweet and neat bungalow. Whether you are looking for year-round home, summer home, ski home or getaway this home is truly turnkey. Home is perfect for those looking for ease of one floor living. Bright and light, this home features 2 bedrooms, large living room, spacious kitchen and a sunroom that is a versatile living space. Covered stone patio, large level lot, 2 car garage, garden shed, perennials, and an outdoor cat cage to let you Kittie get some fresh air without getting loose. Walking distance to local market. Just come take a look for yourself.
This magnificent newly constructed home has it all! Located in the peaceful Popple Dungeon area of Chester, Vermont, you'll feel a million miles away from the world, nestled within 29 beautifully wooded acres along the South Branch of the Williams River. With just a short walk, you have over 1/4 mile of your very own stream to cool off in. There is no urban glow, little to no traffic, and the sounds of nature all around. The property features a picturesque pond, open pasture, and a par 3, 140-yard range for you to practice your golf swing. The oversized front deck and private deck off the living area provide several options for outdoor entertainment. The grill is hardlined for convenience and the deck is plumbed to add a gas firepit if you desire. Inside, you will find a meticulously designed and constructed home that is both modern yet classic. The living and gathering areas take advantage of the fully windowed facade, offering stunning views of the surrounding countryside from each level of the home. The everchanging views are enchanting at any time of year! The warm hardwood floors throughout, a kitchen island, central air, a standby generator, and a two-car garage truly make this a wonderful family home or vacation getaway. The forest land is enrolled in the Vermont Current Use Program and is managed by a local forester. All you have to do is sit back, relax, and enjoy your serene surroundings. Open House 5/25/2024 10.30PM to 2.30PM.
Lot #9 is one of the larger lots in the lower subdivision. It includes a pond the is maintained by the association with a fire hydrant to reduce insurance costs. Rough in driveway and cleared building site make this a breeze to start construction. The lot is terraced with a nice buffer of trees for privacy. Come take a look today! Seller is a liscensed Realtor.
In the quaint, charming community of Chester VT, you will find this beautifully maintained historic home offering 3 bedrooms and 2 bathrooms. This New Englander home has the characteristics of an old farmhouse including the exposed beams and woodwork but modern features like an updated kitchen with modern appliances and plenty of workspace on the counters, an elegant living area with a mixed use space currently being used as a bar! with original hardwood floors, and a cozy woodstove. Two first floor bedrooms and first floor laundry and the luxurious primary suite on the second floor includes an en-suite bathroom and ample closet space. A loft/media room for added enjoyment or for entertaining and a sun porch off the back overlooking the pastural views. Take in the beautifully landscaped yard with a spacious deck, perfect for grilling and relaxation. With a one-car garage and a prime location within walking distance to local shops and restaurants, this home combines classic New England charm with modern convenience. Solar panels to help offset the cost of the electric, also! Close proximity to ski resorts, outdoor recreation, hospitals, shopping, schools, I-91 and much more! DELAYED SHOWINGS UNTIL THE OPEN HOUSE SATURDAY, MAY 25 10-12PM AND SUNDAY, MAY 26 12-2PM!!
This affordable lot has under ground power and a permitted inground septic design. Ready for you and your home plans. Just minutes to the Chester Green and an array of outdoor activities to include world class skiing at several different Seller is a licesensed Vermont Realtor.
Just a half mile to the quintessential downtown of Chester is this beautiful lot in the Remington subdivision. This 1.64 acre lot has exceptional views! The terraced lot is ideal for a walk out lower level to a what could be a flat lush lawn with fire pit, swing set, horseshoe pits or all of the above! This is a great value with a million dollar view! Under ground power is at the lot, the permitted septic is an inground system. Bring your plans and your builder or have the seller build your dream home! The seller is a Vermont licensed Realtor.
Luxurious contemporary home in a naturalized setting. Beautiful mountain views from family room and expansive deck. This home is a unique blend of country charm and modern convenience. Everyone will gather round the large center island in this amazing kitchen designed for cooking and entertaining. Open concept floor plan flows from kitchen to dining area and into the family room where you can set and take in the mountain views beyond. Slider leads to the deck combining indoor and outdoor living space. A private den is connected to the family room with French doors and can be opened up for addition living space or closed off for a quiet retreat. Second floor has three generous sized bedrooms, two of which are en suites. There is also a bonus room on the second floor that can be used for crafts, or additional den, home office or playroom. Wired for generator as well. Currently used as a family getaway and Airbnb. Home is located within minutes from year-round outdoor fun. Chester Recreation Center has a beautiful pool and lots of play area too. There are also local swimming holes, lots of hiking trails with lots to do. Just 18 minutes to the ski lifts at Okemo.
Opportunity awaits! This three-unit property has been very well maintained with 2 long term tenants and 1 Vacant unit that has just been painted and is ready to be owner occupied or rented out. This investment features an in-town location within walking distance to shopping, restaurants and local conveniences. This property also includes additional unfinished square footage in the barn, currently used as 2 rented storage units with great potential for new ideas. Even the basement is impressive as it has all been gone through. The outside of this home was just painted last year. All units are in good shape and fully applianced. This property also has a large in town open lot.
Experience the tranquility of country living with this stunning 10.1-acre property. Enjoy breathtaking views, a fully functional septic system, and a drilled well. The property features a solid structure and 2.5 acres of maintained land, complete with a chicken coop, an apple tree, and blueberry bushes. Located in a quiet neighborhood, this land offers peace and privacy. Additionally, over 7 acres of untouched land with possible granite, providing potential for various uses. Don't miss out on this unique opportunity! Contact us for more details.
This charming home in Chester combines Vermont's rural charm with modern amenities. Surrounded by the serene beauty of Fox Chair Mountain, it offers an enchanting escape from daily life's hustle and bustle. Within the home, you'll find cozy spaces perfect for relaxation. From the inviting great room that opens onto a beautiful stone patio to the tranquil library, or the large private deck off the primary suite, and even the attached horse barn, there are several private areas to unwind and rejuvenate in this retreat. With two fireplaces and a wood stove, this home ensures comfort year-round. The modern kitchen is central to the flowing home and the porches and stone patio make gathering with friends and family a breeze whether it be an intimate dinner or a large crowd. The home's eastern exposure over a stunning alpine valley provides endless opportunities to appreciate Vermont's natural beauty. With a rich history as a working farm, this property is ready for its next chapter. This scenic 90+/- acres of stunning land, which is enrolled in the current use forestry program also has an outdoor riding arena, and perhaps an opportunity to create additional building lots in the future. Additionally the home can be purchased with just 3 acres. See MLS# 4995602. Whichever you choose you will find yourself poised for the enriching experience of living in this captivating haven. Don't miss the chance to create your sanctuary in Vermont. Schedule a viewing today!!
This charming home in Chester combines Vermont's rural charm with modern amenities. Surrounded by the serene beauty of Fox Chair Mountain, it offers an enchanting escape from daily life's hustle and bustle. Within the home, you'll find cozy spaces perfect for relaxation. From the inviting great room that opens onto a beautiful stone patio to the tranquil library, or the large private deck off the primary suite, and even the attached horse barn, there are several private areas to unwind and rejuvenate in this retreat. With two fireplaces and a wood stove, this home ensures comfort year-round. The modern kitchen is central to the flowing home and the porches and stone patio make gathering with friends and family a breeze whether it be an intimate dinner or a large crowd. The home's southern exposure over a stunning alpine valley provides endless opportunities to appreciate Vermont's natural beauty. With a rich history as a working farm, this property is ready for its next chapter. Additionally, beyond the 3-acre home site being offered is the opportunity to own a further 90+/- acres of stunning land with an outdoor riding arena, and perhaps an opportunity to create additional building lots. Whichever you choose you will find yourself poised for the enriching experience of living in this captivating haven. Don't miss the chance to create your sanctuary in Vermont. Schedule a viewing today and explore the possibilities of this pastoral paradise.
Rare opportunity to own a vacant lot in Chester Vermont. There are endless possibilities here. Build a home or start a business, Only 5 mile to Chester center and 8 miles to Okemo Mountain. Easily accessible from I-91, Chester is a four-season community with a charming village center and it's proximity to skiing, hiking, biking, snowmobiling, and pretty much all seasons outdoor adventures. This lot has the septic, well & electric. Fiber optic internet. Priced better if purchased with Next door Home 3590 Route 103 North Chester. MLS#
