Homes with a View for Sale in Chester, VT

Home with View for sale in Chester, VT:

Enjoy breathtaking views of Magic Mountain and the surrounding Green Mountains from the deck, living room, family room, and primary suite of this beautifully updated home. Whether you're seeking a primary residence or a vacation getaway, this property offers the perfect Vermont lifestyle. Large windows allow sunlight to flood the Great Room, highlighting a stunning floor-to-ceiling stone fireplace and a sleek, updated kitchen. Finishing off the first floor you will find two cozy bedrooms and a full bath. Upstairs, a spacious loft serves as the private master suite with skylight and an updated, spa like bathroom. The walk-out lower level features another Great Room, with two large sliding gl

Home with View for sale in Chester, VT:

Once a tavern for travelers and a stagecoach stop in the early 1800s, 1607 Massey Road stands as a testament to Vermont’s enduring spirit. This distinguished 1810 Federal style home rests gracefully on over 48 acres of rolling meadow, woodland, and quiet pasture, offering a rare blend of seclusion, scale, and story. With more than 4,100 square feet of living space, the home welcomes you with generous rooms, wide fireplaces in the living room and bedrooms, and a sense of history in every beam and board. A classic kitchen with a center island opens to a breakfast nook bathed in morning light. Upstairs, a vast attic space invites conversion into a workshop, studio, or retreat beneath the

Home with View for sale in Chester, VT:

Set on nine acres, this inviting three bedroom brick home offers a rare blend of comfort, space, and rural charm. The main level features a large primary bedroom, with a beautiful full bathroom and walk in closet. Each room on the main level you'll find bright and comfortable living spaces and a beautiful sunroom that overlooks the surrounding fields. Upstairs, two spacious bedrooms share a bathroom, providing an ideal layout for family or guests. The finished basement offers a family room and bar area, perfect for entertaining, relaxing or additional living space. The main property has an attached two car garage. The property includes a spacious barn with a full 1 bedroom apartment above-

Home with View for sale in Chester, VT:

Sugar Maple 11 is a stunning 3-bedroom, 3-bath townhouse that perfectly blends contemporary design with the natural beauty of its mountain setting. This spacious unit offers over 1,800 square feet of living space, thoughtfully designed with sleek finishes and cutting-edge technology. The open concept living area is filled with natural light and framed by breathtaking easterly mountain views perfect for watching spectacular sunrises. The gas fireplace creates a warm and inviting atmosphere while the gourmet kitchen features a breakfast bar, ideal for casual meals or gathering with friends and family. The master suite is a serene sanctuary, complete with an oversized tile shower and elegant f

Home with View for sale in Chester, VT:

Perched on scenic Cobble Ridge, this custom five-bedroom, four-and-a-half-bath retreat embodies balance, light, and renewal in the heart of Southern Vermont. Set on seven private, fenced acres framed by stone walls and dual gated entries, the property enjoys southwest exposure with soft, filtered ridgeline views that evolve beautifully through the seasons. Inside, a brick fireplace anchors the great room, where natural light and warm wood tones evoke a sense of calm and connection. The thoughtfully designed kitchen with premium appliances flows seamlessly into open dining and living spaces that invite both gathering and quiet reflection. The main-level primary suite features a gas fireplace

Home with View for sale in Chester, VT:

This spectacular Vermont estate, completely refurbished and magnificently landscaped, is available for the first time in 20 years. Surrounded by conserved forest on its own 10 rolling acres with a swimming pond, 2 bedroom guest house, and mountain views, it is just minutes from the vibrant and picturesque village of Weston and a short drive to Stratton, Bromley, Magic and Okemo ski resorts. The 10,000+ square foot main house is open and light filled with a combination of large and gracious gathering spaces and comfortable, even cozy dens and sitting rooms. Its 5 bedrooms, 6.5 baths, and 6 stone fireplaces complemented by a 50 foot indoor pool and sauna, a large rec room/game room with bath,