Chester VT
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$319,000 | $118 per sq.ft.
Price Change! reduced by $160,000 down 50% on March 11th 2025
3590 VT 103 North
4 Beds | 2 Baths | Total Sq. Ft. 2702 | Acres: 0.89
Fully furnished! Thoughtfully upgraded home on .89 acres located in the beautiful area of Gassetts in Chester, Vermont. Easy access to I-91, 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. This three bedroom, two bathroom home has an open concept. Two bedrooms on the second floor and one bedroom on the third floor. One bedroom on the second floor is a primary bedroom with a full bathroom. Large open area kitchen and dining room with plenty of room for storage, cooking and entertaining. Recent upgrades to the home include a brand new roof, siding, all new flooring, new kitchen cabinets and quartz countertops, new sheetrock and paint throughout, 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. 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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$329,000 | $113 per sq.ft.
198 Coach Road
4 Beds | 3 Baths | Total Sq. Ft. 2904 | Acres: 0.25
Imagine a home so inviting and comfortable, you'd never want to leave. Welcome to this practical and low-maintenance ranch-style home, perfectly designed for both relaxation and entertainment. Step inside and be greeted by the beautifully updated living room, bathed in natural light and warmed by a cozy wood stove--a haven during those chilly Vermont winters.This house isn't just a place to live; it's a space to thrive. The open concept kitchen and dining area, complete with a breakfast bar and ample cabinet space, serves as the heart of the home. Whether you're whipping up a family meal or hosting a casual brunch, this kitchen handles it all with ease.The practicality continues with three comfortable bedrooms on the main level alongside a full bathroom and primary ensuite. Venture downstairs to the fully finished basement, a dynamic space featuring an additional bedroom, a 1/2 bathroom, a media room, and a sizable office space currently set up as a gym. There is so much space you imagination can run wild with ideas for new uses.Maintenance is a breeze both inside and out, letting you spend more time enjoying your home and less on upkeep. The yard is just as manageable, ideal for those who appreciate outdoor space without the hassle.This clean, streamlined home is ready for you to make it your own. Don't miss out on this charming, expansive ranch--call today to schedule your viewing and start imagining your life here, where every day feels like a retreat. See
MLS Property & Listing Details & 29 images.
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Under Contract
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$429,000 | $216 per sq.ft.
Price Change! reduced by $20,000 down 5% on February 12th 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. Motivated Sellers! 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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$500,000 | $289 per sq.ft.
Price Change! reduced by $175,000 down 35% on March 22nd 2025
4877 VT Route 103
4 Beds | 2 Baths | Total Sq. Ft. 1728 | Acres: 1.12
Looking for the perfect ready to move in home in Vermont? Look no further than this French Provincial meets Vermont cabin centrally located in the quiet town of Chester, Vermont on Route 103. Within an hour drive to 5+ great ski mountains, within 10 minutes to Okemo mountain. House features so many great amenities and improvements--new black/grey roof just installed June 2024, new egress windows, beautiful indoor and outdoor fireplace, outside hot tub, beautiful stone patio, large private deck, 2 car garage, 4 bedrooms (but lots of room for more people), 2 bathrooms, a bonus bunk room, 2 extra lofts for an office or library, extra recreation room, and paved driveway. The house is a short distance to several beautiful lakes and state parks, mountains to hike, near the VAST trails, and interstate 91. Very spacious and also currently a great short term rental income property. And if you happen to lose power there is a 20kw stand-by propane generator ready to go. Call for a showing today! See
MLS Property & Listing Details & 44 images.
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