Charleston Vermont Real Estate

Escape to your private woodland retreat! Situated on 15 acres, this cozy 1-bedroom, 1-bath cottage offers the perfect blend of rustic charm and easy living. The open-concept, single-level layout features a bright kitchen, dining, and living area centered around a warm wood stove. With a spacious attic for extra storage, a reliable drilled well, backup generator and a long private driveway, this property is perfectly equipped for weekend getaways, hunting retreats, or full-time living away from the hustle and bustle. Surrounded by trails, VAST access just down the road, natural vegetation, and a wooded lot, enjoy peace, privacy, and endless outdoor opportunities, yet town amenities remain just a short drive away! Only 45 minutes to Jay Peak Resort, less than an hour to Burke Mountain and the Kingdom Trails network, 20 minutes to the Canadian border, and close to Newport for gas, groceries, restaurants, entertainment, and more. Just 11.5 miles to Willoughby Lake for hiking, swimming, boating, and sightseeing, and only 8 miles to Seymour Lake. This is the ultimate spot for those seeking quiet, cozy living with nature at their doorstep!

Spacious Historic Home with Oversized Garage, Workshop, and Endless Potential This huge older home offers space galore, ideal for a large household or anyone in need of room to spread out. The property includes a 26’ x 28’ two-car garage with an attached storage lean-to, plus a 40’ x 40’ shop with soaring ceilings—perfect for working on large trucks, equipment, or hobbies. Three covered porches, including one fully enclosed, provide plenty of outdoor living space to enjoy. The first floor welcomes you with a massive family room that flows into a generously sized kitchen featuring abundant cabinetry, shelving for pantry storage, and an open connection to the dining room. Another oversized living room is also located on the first floor, offering flexibility for gatherings and entertaining.The second floor includes three bedrooms, a half bath, and an additional room ideal for a walk-in closet or a fourth bedroom. There’s also a space already plumbed for a future full bath, ready for finishing. The third floor offers four more bedrooms that, with some updating, could provide even more living space.This home can be heated with oil, wood, or a combination of both, giving you options for efficiency. Located in a small, quiet town, the property combines classic charm with the potential to create your dream home.With its abundant square footage, flexible floor plan, and impressive garage/workshop space, this property is perfect for those who value room, utility, and opportunities

Bring your vision and finish this log cabin into the ultimate North Country escape on 10.1 private acres in Charleston, Vermont. Tucked away at the end of a private drive, this property offers the kind of peace and seclusion that’s hard to find. The wraparound porch and balcony off the bedroom invite you to slow down and soak in the natural beauty, while the soaring cathedral ceiling in the living area sets the stage for cozy evenings after days spent exploring. Built with adventure in mind, the property is fully off-grid with solar power, battery storage, and a propane generator to keep you comfortable year-round. A 2-car garage under the home and an oversized carport provide space for all your gear—whether that’s cars, boats, campers, ATVs, UTVs, or snowmobiles. And with direct access to VAST and VASA trails, the wilderness is literally at your doorstep. A generous assortment of building supplies will stay with the property, giving you a head start on completing the cabin to your style. Close to Island Pond and local amenities yet worlds away from the hustle, this is your chance to create a one-of-a-kind retreat where adventure, privacy, and relaxation come together.

This stunning single family log home located at 100 Derby Gore Road in Derby, VT was built in 2002. Located on 5 acres, it has a full basement and 2 large attached decks accessed by a cobblestone walkway. With 2 bathrooms and 1 half bathroom, this home offers convenience and comfort for residents. The finished area of approx 2,000 sq.ft. provides ample room for living and entertaining. Four season activities abound with many nearby outdoor venues all a short drive away, such as two ski areas, multiple lakes for boating and swimming, VAST snowmobile access, and fishing, all with spectacular views. Extensive landscaping enhances the beautiful setting for this home. The area has schools, medical facilities, a hospital, and multiple high class restaurants for your dining pleasure. It is an easy drive to Canada and New Hampshire as well. The property includes a four stall detached garage, a two stall detached work shop/storage building and a 6'x8' breezeway leading to a fully operational oil fired hobby sugar operation. There are raised garden beds, a greenhouse, and a woodworking shop located in the basement. The privacy, views and access to year round recreation make this truly a dream home. And if you want sunsets, this home has them!

Two homes near Echo & Seymour Lakes! Let's start with the new home offering a private living room with stunning views from Bald Mountain to the south and sunset views over Jay Peak to the west. Head upstairs where you will find 2 bedrooms, 2 bathrooms and a central kitchen/dining space. This building is complete with a screened-in porch, heated 2-car garage and 2 large lean-tos. Next door is a 1-bedroom home with a lovely kitchen, 2 bathrooms, a guest room, a huge open space with tall ceilings and 3 additional rooms. These spaces offer a lot of flexibility and could be used as shop space, great room, game room, art studio, yoga studio, office, etc. This property was recently hooked to the grid with underground power which will allow net metering of the robust solar power system with battery and generator backup. These homes are sited on 27.2 Acres, 60% of which is open with the balance being wooded. All located about 20-25 minutes to Derby/Newport amenities, and also being not far from Burke Mountain, Kingdom Trails Mountain Biking, Jay Peak Resort, and some amazing local hikes, snowshoe trails, VAST trails and Nordic ski trails. Homes w/ additional 4.16A Winape Hills lots and Lake Seymour access @ $849,900.

Whether you're seeking a turnkey horse property or a peaceful country escape, this extraordinary farm delivers beauty, space and endless potential in a truly picturesque setting. Welcome to your dream equestrian retreat! Spanning 166 scenic acres across two adjoining parcels, this exceptional property offers functionality, privacy and potential. The land features rolling pastures, wooded areas, miles of trails, and stunning views, many of which could be expanded with selective clearing. At the heart of the property sits a spacious 2-bedroom, 3-bath home, offering generous living areas perfect for entertaining, relaxing, or working from home. Nearby, a 2-car garage and shed provide convenient storage and utility, while a 3-bay equipment garage is located closer to the barn, ideal for tractors, trailers and ATVs. Equestrians will appreciate the 100' x 60' covered riding arena, ideal for year-round riding, raining and events. The horse barn contains five stalls, a small garage bay and a tack room. Additional features include a rustic camp with its own garage, offering a cozy retreat or guest quarters, and a studio space with exterior access, perfect for creative pursuits, home-based business or a potential rental unit. With multiple potential build sites, this property offers incredible flexibility for future development, multi-generational living or simply enjoying nature.

Own a breathtaking slice of Vermont with Mount Bess Farm—1,606+/- acres of pristine land featuring hayfields, pastures, woodlands & meandering streams. Nestled at the top of a dead-end, town maintained road, the charming farmhouse overlooks a stunning 1.5-acre spring-fed pond & sweeping mountain views. Open plan kitchen with huge granite island. The main floor also has a bedroom with a private bath. A two story deck with screened porch to be completed. The second floor offers 2 bedrooms & 2 baths, sauna, clawfoot tub & balcony. The property includes a 2 car garage, a 100x40’ building consisting of a heated workshop with compressor, hoist, an office, ¾ bath & cold storage—perfect for tractors, RVs, or boats. Equestrian enthusiasts will love the heated 54'x80' 12-stall horse barn with a huge hayloft plus a 20x20’ office/tack room & ¾ bath. Behind the barn are multiple power & water hookups which could be converted for RV's. With approximately 2 miles of road frontage & miles of interior trails, this estate is ideal for horseback riding or driving, hiking, snowmobiling (VAST trails), ATVing, Nordic skiing, hunting & fishing. Many spectacular mountain view homesites. Property is enrolled in the Vermont Current Use Program offering tax savings. Nearby, Derby, Newport, Jay Peak & Costco in Sherbrooke. This is Vermont country living at its finest.