Chester VT
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$345,000 | $128 per sq.ft.
Price Change! reduced by $134,000 down 39% on December 4th 2024
3590 VT 103 North
4 Beds | 2 Baths | Total Sq. Ft. 2702 | Acres: 0.89
Fully furnished! This home on .89 acres is located in the beautiful area of Gassetts in Chester, Vermont. Zoning is versatile and provides a wide range of options for commercial, retail, residential, or industrial use. Whether you're seeking a year-round vacation home or a weekend getaway, this beautiful mountain retreat offers the ideal combination of luxury, location, and outdoor adventure. 10 minutes to Okemo, 20 minutes to Magic Mountain, 30 minutes to Bromley, 40 minutes to Killington and under an hour drive to Stratton ski resort. Recent upgrades to the home include a brand new roof, siding, all new flooring, new kitchen cabinets and quarts countertops, new sheetrock and paint in the majority of the house, new sub flooring in the living room, laundry area, and mudroom, new window sills, new mini split, removal of all previous knob and tube wiring, replaced windows, new french door in the living room, new patio and fire pit area, freshly leveled and graveled driveway, two-car carport, refinished front deck, and freshly leveled backyard. This three bedroom, two bathroom home has an open concept. The three bedrooms are located on the second floor, with one bathroom being on the first floor as well as the second. Hiking, mountain biking, and snowmobiling trails surround the town, making this home ideal for anyone who enjoys the natural beauty of Vermont. High speed internet is available (currently VTEL). See
MLS Property & Listing Details & 26 images.
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Under Contract
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$349,000 | $157 per sq.ft.
489 Main Street
4 Beds | 2 Baths | Total Sq. Ft. 2220 | Acres: 0.2
This beautifully renovated farmhouse offers a perfect mix of classic charm and modern updates, located just a short distance from the historic town green, shopping, and dining. The home features a spacious living room and cozy family room, providing plenty of space for both relaxation and entertainment. A dining area off the modern kitchen is perfect for family meals or hosting guests. The wood stove in the kitchen provides warmth and ambience The main floor also includes a convenient first-floor bedroom, while the second level features three additional bedrooms, one of which is an excellent option for a home office. You'll also find a large laundry room and a second floor back porch providing access down. Recent updates include new hardwood floors, fresh interior paint, and updated bathrooms. Mini-split systems on both floors provide efficient air conditioning and additional heating for year-round comfort. Enjoy outdoor living with a private fenced in back courtyard, a back porch entry, and a fenced-in backyard. A 1-car garage barn adds extra storage. This home is a dream for outdoor enthusiasts, with major ski resorts including Okemo, Magic, Bromley, and Stratton just a short drive away. The town Recreation Center, pool, and VAST snowmobile trails offer year-round fun, with plenty of biking and hiking trails only a half mile away. Vermont living at its finest--right in town! See
MLS Property & Listing Details & 34 images. Includes a Virtual Tour
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$425,000 | $236 per sq.ft.
Price Change! reduced by $19,000 down 4% on January 24th 2025
3057 VT Rte 11 East
3 Beds | 2 Baths | Total Sq. Ft. 1800 | Acres: 10.08
Unique Chester property on 10.08+/- acres with home business potential! This 3 bedroom, 1.5 bath Contemporary has lovely grounds that feature a pond, landscaped rock gardens, a vegetable garden and ample open space for more gardening endeavors. The detached 3-bay garage offers multiple large spaces and oversized doors. Whether you are an artist, contractor, carpenter or mechanic, the high ceilings and huge amount of work space will be appreciated. Set back from the road with plenty of parking area, there is room to add more outbuildings for business needs. The efficient house features a cozy living room, first floor bedroom, full bath and kitchen/dining that opens to the back deck overlooking the private pond. The second floor has a large common area adjoined by two bedrooms and a half bath with laundry. The whole house generator and Fiber Optic internet service will keep your systems and business running during power outages. Commutable to the Upper Valley, convenient to Springfield, skiing, shopping, Chester Village and all the area has to offer. See
MLS Property & Listing Details & 43 images. Includes a Virtual Tour
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$425,000 | $144 per sq.ft.
196 North Street
3 Beds | 3 Baths | Total Sq. Ft. 2960 | Acres: 0.7
The Simeon Sherwin House, built in 1844, is one of three look-alike houses known as "Three Sisters". The house was owned by Olivia Goldsmith in the 1990's who wrote The First Wives Club. Her worldly, vibrant imprint is still evident in many of the home's unique features. Architecturally, the stone exterior is unique with large blocks (quoins) of schist and mica at the corners. Inside, there is a delightful three season sunroom and formal dining room with woodstove insert, chandelier and an array of full light doors which open to the large, bright kitchen and first floor full bath. A sitting room with a double-sided fireplace connects to the spacious living room. The inviting foyer leads to the second floor which features 3 bedrooms, 2 baths and a sitting room. An addition added by the author and named the Queen's Room during the current owners bnb tenure features built-ins, a partition wall with transom window and a wood stove insert flanked by cozy built-in seats. The primary bath features gold-plated fixtures, a skylight and soaking tub. The first floor also has a heated, retail space for a home business with a separate entrance and office above that has served as an antique shop. The two-car attached, garage has unfinished, overhead space. The exterior needs some sprucing up and a new owner will want to add cosmetic upgrades. The property on .70 acres has a lovely yard with a hydrangea bush, charming bridge, small pond and stone bench overlooking the picturesque village. See
MLS Property & Listing Details & 57 images.
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$439,000 | $162 per sq.ft.
Price Change! reduced by $20,000 down 5% on December 4th 2024
491 Farrar Road
4 Beds | 4 Baths | Total Sq. Ft. 2710 | Acres: 1.79
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. See
MLS Property & Listing Details & 35 images.
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$439,000 | $221 per sq.ft.
Price Change! reduced by $10,000 down 2% on January 14th 2025
102 Church Street
4 Beds | 2 Baths | Total Sq. Ft. 1990 | Acres: 0.12
A classic, easy maintenance four bedroom, two bath home in Chester village on .12 acres +/-, within walking distance to the Village Green for summer concerts, restaurants and shopping. The front porch is a focal point and a great way to meet your neighbors and passersby on the walking loop. The first floor features a large foyer, spacious living room, large dining room with corner built-in and elegant lighting, a country kitchen with marble tile flooring, first floor bath with tiled shower and an adjoining bedroom with a lovely reading/entertainment nook that connects with the dining room. The second floor has a large landing with two adjoining bedrooms, a full bath with radiant heat in the floor and a cool, private back bedroom. The basement has foam insulation and the windows, water heater and oil tank have been replaced. Ready for your enjoyment as primary, secondary or investment property. Close to Magic, Okemo, Bromley and Stratton Resorts, and year year-round recreational activities. See
MLS Property & Listing Details & 48 images. Includes a Virtual Tour
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$469,000 | $121 per sq.ft.
96 S. Main Street
4 Beds | 5 Baths | Total Sq. Ft. 3888 | Acres: 0.53
This spacious 1800's home is filled with Vermont charm and located in the heart of Chester. Filled with natural light from newly installed windows, the home boasts beautiful wood floors throughout and antique door handles that capture the essence of the era. Spacious bedrooms provide ample comfort, while smart thermostats ensure modern convenience. A newly built, covered front porch welcomes you into the home, and a deck off the kitchen leads to an open, level backyard--perfect for gardening or outdoor activities. One of the standout features of this property is the versatile studio space. Accessible via its own entrance from Main Street, this expansive area features vaulted ceilings and two half baths, offering endless possibilities. Whether you're looking to create a storefront, set up an at-home business, or convert the space into a private apartment, the potential is limitless. This property offers a unique opportunity to live in a quintessential Vermont town while having the flexibility to tailor the space to your needs. It's a must-see for anyone seeking a charming, functional home with potential for growth! See
MLS Property & Listing Details & 53 images.
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