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Chester VT Homes $0 to $30000000
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Price Change! reduced by $20,000 down 11% on April 28th 2025

Description:Great Double Wide Mobile Home. The sale of this property being listed is contingent upon the proposed Seller (or "Owner") completing his/her/its purchase of this property. "Seller" currently has this property under contract for purchase.
- Under Contract

Description:Newly remodeled manufactured home with a full basement/foundation, nestled on 4.12 +/- private acres! This beautifully updated home boasts a modern kitchen featuring maple cabinets, a subway tile backsplash, a gas range with hood, and ample space for a dining table or kitchen island. Just off the kitchen, a laundry/pantry area offers plenty of storage for food and cleaning supplies. A unique dividing wall with tall windows separates the kitchen from the open-concept living area, adding a touch of modern design while maintaining a spacious feel. The primary suite includes its own full bathroom with a sliding barn door, while two additional bedrooms and another full bath are located on the opposite side of the home, ensuring privacy for all. The spray-foamed basement remains unfinished, housing all utilities and a previously existing full bathroom that could be restored if desired. Outside, a concrete slab with electricity remains where a two-car garage once stood, providing the perfect foundation to rebuild. All of this is tucked away behind woods and trees, yet conveniently located right off Rt. 10, with easy access to Chester and Springfield.
- Under Contract

Description: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.
- New Listing!

Description:Experience the warmth of history with the ease of modern living at 663 Depot Street. This fully renovated 3-bedroom, 2-bath home offers historic charm with today�s updates. Since 2022, insulation, drywall, electrical, plumbing, HVAC, furnace, water heater, fixtures, countertops, cabinets, and appliances have all been replaced. The home's original wood flooring has been carefully refinished to honor its roots. Period-appropriate paint colors and thoughtful details like exposed beams and original woodwork add to the timeless feel. The attached 2-story post-and-beam barn�larger than the house�offers incredible potential to expand your living space or create a dream workshop. Set on 1 acre with a sprawling lawn, fire pit, and a prime location near Chester�s Stone Village, Grist Mill, Smitty�s Market, and more. Just 15 min to Okemo and the lakes, 30 min to Bromley, and under an hour to Killington, Stratton, and Mount Snow, it�s ideal for year-round fun. Currently enjoyed as both a family getaway and a successful Airbnb, it offers strong income potential. Whether you�re looking for a primary home or investment, this timeless property is not to be missed.
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Description:Rivers Edge Farm is an absolutely diverse agricultural property which serves bovine, equine and many other farm animals currently and in its past history. 22+ organic acres of rich river bottom land yields a robust crop of haylage, corn or hay or whatever suits your needs. The buildings are mixed use for the owners. Some are animal occupied and feed storage and one is a large garage/workshop that any mechanic would covet. The home is as warm and welcoming as you can get with an updated kitchen, wood floors and a foyer with individual cubbies for occupants to claim as their own. 3 large bedrooms on the second floor and an option for a first floor bedroom vs a playroom exists. Keep the weather and earth outdoors with your covered porches surrounding most sides of the home. Enjoy the river with a seasonal swimming hole under the railroad bridge and there's even a tiny house for those city folk who want a taste of country life. The current owners also sell meats and eggs. Lots of income generation can be gained at Rivers Edge Farm. Come see the potential for yourself!
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Description:Welcome to paradise! Enjoy all four seasons in this handsome colonial-style home with modern amenities. From the covered porch, relax and take in views of the front gardens and your land across the road with apple trees and brook frontage. A large solar array is tucked out of sight producing all the power you would need. Behind the house is a fenced-in garden and greenhouse, a couple of useful sheds and a large, fenced pasture bordered by a brook. Off to the side are two livestock barns and a new 24� x 48� equipment shed. If you have use for a large studio space, you are in luck. Above the 2-car garage is a suite outfitted with a kitchen, � bath, and a large open room with fiber internet, perfect for working, writing, creating art, or exercising. Saving the best for last, the home is just lovely. The dream country kitchen with high end appliances and custom tile is open to the sitting room with fireplace. The dining room enjoys the wall of windows overlooking the back acreage. There is a den with closets and � bath, and second living room with French doors to the porch. There is a large, functional mudroom for all your gear. Upstairs is the primary suite with steam shower and two very generous bedrooms and another renovated bath. Located 3.5 from the town green on a paved road, and close to 3 ski resorts, this unique property provides a wonderful place for living, working, or vacationing. View the video tour and look at the attachments for all the recent improvements.
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