Properties Near 498 Town Line Road Bennington, VT

Nestled on 5 private acres, this custom-built log home offers the perfect blend of rustic charm and refined comfort. Surrounded by beautifully curated gardens, mature apple trees, lilacs, maples, plum trees, oaks, and stone walls, the setting is both tranquil and picturesque—yet just minutes from town conveniences. There is even a targeting golf green! Inside, the home showcases a stunning great room anchored by an impressive floor-to-ceiling fireplace, with a loft above that overlooks the space and adds architectural interest. The thoughtfully designed layout includes three bedrooms, highlighted by an incredibly spacious primary suite featuring a walk-in closet and a luxurious en suite bath with soaking tub and double vanities. The main level also offers two additional bedrooms, a full bath, and convenient first-floor laundry. A bright breakfast nook provides the perfect spot to start your day, while the back deck overlooks the lush gardens, creating an ideal setting for outdoor entertaining or quiet relaxation. The inviting front sitting porch, complete with a charming fish pond, enhances the home's peaceful appeal. Additional features include an attached oversized two-car garage, a home office, large workshop and sweeping mountain views that complete this exceptional property. A rare opportunity to enjoy privacy, natural beauty, and timeless craftsmanship in one remarkable setting.

Horse enthusiasts take notice! Barn Recently renovated w New Electric, 3@12x12 stalls, new Loft & Heated Tack Rm added, or use as desired, Hobby Shop, Antiques, Storage. Wonderful Newly Fenced Pasture & Paddocks & Fencing around house for children or pets. Charming audible Paran Creek from the porch w/nearby adjoining access to serene 6acre Spring Fed Pond. Total of 17.47 acres for your complete enjoyment. This is a vintage 1800's farmhouse w/an old grist mill foundation still evident along the brook w/this historic property! Covered Porch & Patio is perfect for relaxing rocking, while being soothed by the soft sounds of the brook. Renovated in 2020 including Elec, Heating & Lighting updates. Outdoors there are berries, perennials, mature apple trees & volleyball court! Presently used as a second story apartment/two family, or can easily revert back to one larger single family, additionally can be as In-Law family living w/second kitchen. Home presently occupied by Owner & Tenant, photos prior to owner occupancy. Currently home business. 15 mins to nearby Bennington or 25 mins to Manchester for shopping & restaurants, Rt 7 north/south State access. Lake Shaftsbury State Park nearby. Seller can be Ready! Tractor negotiable. Please call,text or email for latest on occupancy.

Welcome to Rod and Gun Club Rd. Offering 1748 sq ft, with a full useable basement, sitting on 4.43 acres of land, with a 3-bay garage with carport as well as, an attached 2-car garage, a barn with stalls if you want to have some animals. This newly renovated ranch style home with thoughtful design offers 3B,2Bath, with a spacious and flexible layout with a fireplace with a gas insert in the living room. Newer kitchen with granite counter tops and large island all with new stainless-steel appliances. First- floor Primary bedroom offers its own walk out deck for your morning coffee with amazing views. In the basement you will see a new Buderus Boiler and 200-amp electrical service and a large great room with a wood burning fireplace. This home has a new roof as well as a new front porch. This house has been totally renovated top to bottom. Enjoy a large inground pool for your private entertaining, with an amazing large porch for that perfect party day. Call for your personal viewing today.

This charming, beautifully updated Cape sits on a sprawling 2-acre lot in a highly sought-after section of Shaftsbury, offering breathtaking panoramic mountain views. Boasting character and gleaming hardwood floors throughout. The first floor features a large living room with built-in bookshelves and cozy wood stove, a primary bedroom, full bath, and spacious country kitchen with granite countertops, island with storage and seating, recessed lighting, and adjacent eat-in dining area. There's a practical mudroom off the main entrance, which leads to a bright 14' x 22' multi-purpose sunroom with cathedral ceilings, perfect for an office, crafting, home gym, or entertaining guests. Upstairs, you’ll find two generously sized bedrooms with beautiful cherry and oak wood floors and an updated full bath. The full basement with concrete floors and insulated walls provides excellent storage space and utilities. Step outside and take in sweeping mountain views that frame the property in natural beauty. The expansive yard is complemented by thoughtfully established gardens, showcasing a curated collection of mature, high-end perennial flowers that bloom season after season—creating a serene and picturesque setting to fully enjoy the surrounding landscape. A large two-car garage completes the property. Recent upgrades include a new roof (2021), siding (2023), heating system (2020), new drilled well (2020), heat pump water heater (2025), heat pump mini split (2025), new electrical in the basement (2025), and added insulation through Efficiency Vermont (2025). Kitchen, flooring, bathrooms, windows, electrical, and plumbing were updated in 2009. Conveniently located just 20 minutes to Manchester and 10 minutes to Bennington, with easy access to major highways. Close to premier ski resorts including Bromley (30 minutes), Stratton (45 minutes), and Mount Snow (55 minutes). Truly move-in ready and offering the perfect blend of comfort, updates, and Vermont charm.

If you are seeking privacy and serenity, look no further. Your private drive will lead you to your home on the hill with no neighbors in sight. You will enjoy this peaceful spot, yet you are just 5 miles to downtown Bennington. 52+ acres that include open land perfect for kids, animals, gardens, sledding, or all of the above. The blueberry bushes are big producers. This home was built by the owners in the '80s. The 3300+ square feet of living area on the upper level and another 3300+ on the lower level ready to be finished. As you can see, the lower level has plenty of windows and will be very flexible space to use. The two-car garage is attached to the house. From there, into the mudroom. The kitchen is very generous...There's room for your breakfast table, a couple of easy chairs and a love seat, and the woodstove will make this a cozy country kitchen to be. This is a 'cooks dream'. The commercial range will make your friends jealous, as will the pantry and stained glass on the upper cabinets. Off the kitchen is a large sunroom which leads out to the deck. Large dining room perfect for entertaining and a very comfortable formal living room. There are two guest rooms that share a tile bath. The primary suite has its own tile bath and a room that could be a nursery or an office. The lower level is ready to finish into living space if you need it. A few spots will need a bit of TLC, but the end result will be fantastic. Several updates have been done. For the handyman or animal lover, there is a 23x46 foot barn with room for several vehicles or machinery. There are two garage doors, and it even has a pit for working under your vehicles. The open land is gorgeous. Stonewalls and woodland await. If you enjoy sunny locations, this is a perfect spot. There is enough land to enroll the property into Vermont's Current Use program. This may be the spot you have been waiting for!

Some homes simply have a way of making you slow down. Built in 1863, the original Twitchell Farmhouse is one of them. Rich in history and craftsmanship, this beautifully maintained four-bedroom, 2.5-bath home offers the warmth and authenticity that only a true Vermont farmhouse can provide. Original hardwood floors, handcrafted woodwork by a master carpenter, and thoughtful updates create a home that feels both timeless and comfortable. The country kitchen has been tastefully renovated while respecting the home's heritage, and the spacious primary bath features a generous double vanity with classic farmhouse styling. Whether it's curling up beside the fireplace on a snowy evening, enjoying a quiet morning in the bright enclosed sunroom, or unwinding on the private back yard surrounded by gardens, every space invites you to linger just a little longer. Outside, the property's agricultural roots remain proudly intact. The impressive tri-level hand-hewn and pegged barn, with silo, offers exceptional space for hobbies, storage, or a workshop, with the original cow stanchions still in place as a reminder of its working past. The attached two-car garage, once the home's summer kitchen, adds yet another layer of character and history. Perennial gardens, heirloom lilacs, and berry bushes create colorful seasonal displays, while protected land bordering the northern boundary helps preserve the peaceful setting for years to come. Offered fully furnished and move-in ready, this remarkable farmhouse is ready to be enjoyed from the moment you arrive. Equally appealing as a cherished full-time home, a Vermont escape, or an income-producing vacation rental, it offers a rare combination of history, craftsmanship, and enduring New England character that is increasingly difficult to find.

At the end of a quiet road in North Bennington, this beloved 1979 home is being offered for the first time by its original owner. Set on over an acre with a large private backyard, garden beds, wild blackberries, and a peaceful wooded backdrop, the property feels beautifully tucked away while remaining just a short walk to the Henry Bridge and the Walloomsac River. Inside, the home is timeless, warm, and wonderfully livable, with approximately 2,389 finished square feet, hardwood floors throughout, fresh interior paint, and abundant natural light. The main level offers a large living room with built-in shelving, an inviting kitchen and dining area, a mudroom entry, first-floor bedroom, full bath, and a den that provides versatile space for guests, hobbies, or everyday living. Upstairs, the flexible layout features two bedrooms and two bathrooms, a spacious office, generous closet space, a built-in dresser, and a Mitsubishi mini split for added comfort. The lower level expands the living space with a finished family/recreation room, laundry, storage, utilities, and updated mechanicals including a Buderus boiler and five heat zones. A separate exterior entrance leads to a large workshop, ideal for tools, projects, outdoor equipment, or creative use. Additional conveniences include public water and sewer, high-speed internet, cable, and school choice for kindergarten through sixth grade. With its wrap-around deck, natural wood trim, built-ins, generous windows and skylights, end-of-road privacy, and unmistakable sense of care, this is a rare North Bennington opportunity with space, flexibility, and enduring Vermont charm. Homes with this setting, history, and location do not come along often.

This c. 1936 4BR/2BA home has been beautifully updated to blend timeless architectural character with modern comfort and convenience. Meticulously maintained throughout, it features gleaming hardwood floors, vintage details and thoughtful updates designed for today’s lifestyle. The stunning granite kitchen offers rich cherry cabinetry and stainless steel appliances, all new in 2024, creating a warm and functional space for cooking and gathering. The expansive primary suite is a true retreat, complete with an oversized walk-in shower, double vanity with granite countertop, and abundant space to unwind. Three additional guest bedrooms and a full guest bath provide flexibility for family, guests, or home office needs. The finished attic is perfect for a playroom or creative space and the home offers abundant storage throughout. Step outside to enjoy the brand-new expansive deck overlooking the yard, along with a shed and additional outbuilding for hobbies, gardening, or extra storage. Located in the Clarks Woods neighborhood, this charming home is convenient to the country club, hospital, and other local amenities while offering the comfort of a lovely residential setting. 0.33 acre.