- Chester VT Land / Acres $0 to $30000000
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$200,000 | Price Per Acre $0 | Acres 6.63 CHESTER VT
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Description:Tucked just off scenic Route 103 in charming Chester, this parcel offers a prime opportunity to create your own Vermont retreat. With aproposed well and septic design already in place, much of the groundwork has been done—now it's your turn to bring the vision to life. The lot offersample space for parking and potential for mountain or woodland views with some strategic tree clearing. Whether you're dreaming of a cozy cabin, amodern hideaway, or a base for four-season adventure, this property has the flexibility and setting to make it happen. Just minutes to Chester Village, and an easy drive to Okemo Mountain, local trails, and swimming holes, this location strikes the perfect balance between convenience and tranquility. There is also an option to purchase 1 of the two lots. This option is for two combined lots.
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Price Change! reduced by $20,000 down 9% on December 19th 2025
$229,000 | Price Per Acre $0 | Total Lots 1 | Acres 27.8 CHESTER VT
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Description:Discover your perfect Vermont getaway on this exceptional 27.8± acre hillside parcel in picturesque Chester, Vermont. Offering sweeping mountain views, privacy, and endless possibilities, this property is ready for your vision. With an approved Vermont state wastewater permit for a 4-bedroom home, you can begin designing your dream family retreat or vacation home right away. A cleared preliminary building site makes for easy access and immediate potential. A logging trail winds to a stunning ridge-top plateau, ideal for an off-the-grid cabin, artist studio, or peaceful sanctuary surrounded by breathtaking vistas. The land borders the Chester Town Forest, ensuring lasting privacy and a connection to nature. Outdoor enthusiasts will love the opportunity to hike, snowshoe, or mountain bike directly from the property. You can also cross-country ski in nearby Grafton or enjoy downhill skiing at Okemo, Magic, Stratton, or Bromley Mountains, all within easy reach. Conveniently located just minutes from Chester Village and close to I-91, this unique property combines natural beauty, accessibility, and investment potential—only 3 hours from Boston and 4.5 hours from New York City. Embrace the best of Vermont’s four-season lifestyle and make this remarkable Chester VT property your own mountain retreat.
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Price Change! reduced by $50,000 down 20% on May 7th 2026
$249,000 | Price Per Acre $0 | Total Lots 1 | Acres 84 CHESTER VT
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Description:84+/- Acres with Stunning Mountain Views in Chester, Vermont Discover a breathtaking property just minutes from the charming village of Chester, Vermont. This expansive parcel features stunning alpine views of Fox Chair Mountain, over 3,000 feet of road frontage, and power and internet access along more than half the frontage. Located on the historic Green Mountain Turnpike, this property embodies the best of quintessential Vermont countryside living. A perfect horse property with an outdoor arena and lots of dirt roads for trail riding. The land includes several open meadows, perfect for future development, homesteading, or recreation. Enrolled in Vermont’s Current Use Program, the property is both environmentally and financially sustainable. A section of the land was selectively logged, creating a network of trails and plateaus, ideal for hiking, wildlife exploration, or building opportunities. This property offers unparalleled potential for dream homes, private retreats, or as an investment in Vermont real estate. Don’t miss the chance to own this unique Vermont land with its stunning mountain views and incredible development possibilities.
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Price Change! reduced by $10,000 down 3% on December 19th 2025
$290,000 | Price Per Acre $0 | Total Lots 1 | Acres 75 CHESTER VT
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Description:Discover the true meaning of "getting away from it all" at 1175 Quarry Road. This expansive 75 acre parcel is tucked away a full mile up a quiet, dead end dirt road in the desirable town of Chester. Mostly wooded with rising topography. It’s an ideal canvas for a private homestead, a hunting camp, or a seasonal getaway. You get the peace of a dead end road with the convenience of being near four local ski mountains. Land of this scale and privacy is increasingly rare. Come explore and see the potential for yourself. Conveniently located 15 minutes to I-91, Under 30 minutes to Okemo, Bromley and Magic Mountain and under an hour to Stratton and Killington.
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Data last updated June 9th, 2026
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