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Single-Family Homes for Sale in Chester, VT
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Discover a unique turnkey opportunity with this beautifully updated 1800's farmhouse, perfect for an inn, BandB, short-term rental or wedding venue. Recently renovated, the stunning home combines modern comforts with timeless charm, making it an i...Daire Gibney ·1 week ago on RealtyWWTools
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The Grafton Village Inn was the inspiration for this truly remarkable custom built colonial home, perfectly sited on 77 private acres on the outskirts of quaint Chester, VT. High quality craftsmanship is on display throughout this lovely home. The...Christopher Cummings ·2 weeks ago on RealtyWWTools
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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 tra...Mary Davis Realtor ·2 weeks ago on RealtyWWTools
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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 Citys Central Park. Assembled over half a century, this land has united generations in the celebration of the ...Story Jenks ·3 weeks ago on RealtyWWTools
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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 fo...Daire Gibney ·4 weeks ago on RealtyWWTools
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Until recently this was a working dairy farm and it certainly can be again. Or a horse farm! This is 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 meado...Glenn Olney ·4 weeks ago on RealtyWWTools
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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. Recent upgrades to the home i...Kimberly Matson ·4 weeks ago on RealtyWWTools
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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, ele...Geralyn Donohue, Broker Associate ·Over 4 weeks ago on RealtyWWTools
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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...Daire Gibney ·Over 4 weeks ago on RealtyWWTools
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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 w...Thaddeus J Abare ·Over 4 weeks ago on RealtyWWTools
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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 ama...Julia Buffum ·Over 4 weeks ago on RealtyWWTools
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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...Daire Gibney ·Over 4 weeks ago on RealtyWWTools
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This lovely brick home has been in the same family for over 80 years and it is time for a new family to start making memories. The home has been used as a one family most recently. Would make a great property for an in-law or guest suite. Large ea...Buffum Realty ·Over 4 weeks ago on RealtyWWTools
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Very cool property on the Chester Green! 26 The Common has been infused with new energyexudes a fun vibe helping to revitalize the Chester village. The 1st floor retail space has been incubating as the template of a play-based school and demonstra...Geralyn Donohue, Broker Associate ·Over 4 weeks ago on RealtyWWTools
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Only once in a while does such a rare property as this come on the market! This 7 +/- acre farm is just 4 minutes walk to the center of Chester village and features 6 bedrooms, 2 of which are on the ground floor, 2 full bathrooms and ample living ...Daire Gibney ·Over 4 weeks ago on RealtyWWTools
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