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947 Miller Rd, Dummerston
$760,000
2 Beds ⋅ 3 Baths ⋅ 5095978 MLS
Stunning Southern Vermont home with views, gardens and private pond on 10 acres in coveted Dummerston, Windham County. Entering the circular drive, lush perennial gardens welcome you and the magic begins. This meticulously designed 1600-square-foot home features soaring ceilings and superior craftsmanship throughout. The spacious kitchen includes custom cabinetry, Sub-Zero and Wolf appliances, Carrara marble countertops, a wine fridge and a sitting area beside a fireplace. An oversized great room creates a wonderful gathering place with expansive views from the ample south-facing windows. Beautifully designed bathrooms continue the Carrara marble theme with custom vanities, radiant floors and heated towel racks. The first floor primary offers one-level living and overlooks a tranquil screened porch. A second bedroom upstairs offers lovely views, for a total of 2 bedrooms and 2.5 baths. Step onto the large stone terrace to take in the parklike, private setting, lush wetlands, a spring-fed swimmable pond and a custom-built gazebo from Thailand. Goshen stone steps lead to a lower garden, sitting area and fire pit. An attached oversized 2-car garage adds convenience plus storage and workspace. A whole-house backup generator and raised vegetable garden beds are just a few of many extras included in this special offering. Garden enthusiasts and nature lovers seeking superior construction, privacy, and artistic design will love this one-of-a-kind serene, Vermont retreat. Walk to nearby hiking trails, a nature reserve, and several working orchards and farms, while being just 10 minutes from the eclectic village of Putney and Route 91. This Southern Vermont country home is a wonderful second home or vacation property for those coming from Boston (2¼ hours), Hartford (1¼ hours), or NYC (3½ hours). Easy drive to ski mountains. Landmark College, Putney School and Greenwood School are minutes away, as is Brattleboro, Southern Vermont’s most vibrant artistic hub.

947 Miller Rd, Dummerston

3333 W River Rd, Dummerston
$540,000
4 Beds ⋅ 3 Baths ⋅ 5097216 MLS
Amazing multi-family residential/commercial opportunity! Tucked back from the road for added privacy, the main home offers 4 bedrooms, 3 baths, and flexible space ideal for first-floor living or a home office. The thoughtfully designed layout features a spacious kitchen with a cozy pellet stove and beautiful cherry dowel flooring, a bright and welcoming dining room highlighted by a lovely bay window, and a generous living room perfect for gathering with family and friends. A private three-season room is a wonderful place to relax or entertain, while the lower level includes a summer kitchen, full bath, and private walkout, offering even more versatility. A second residence provides 2 bedrooms, a full bath, office space, and an attached one-car garage, making it ideal for extended family, guests, potential rental income, or business use. An additional 28' x 40' four-car garage is a fantastic bonus. Occupied by the original owners for the past 46 years, the property showcases beautifully landscaped grounds with mature rhododendrons, a Japanese dogwood, red maple tree and a productive apple tree. Outdoor enthusiasts will love the endless recreational opportunities nearby, including hiking and biking trails, favorite swimming holes, fishing spots, and skiing at Mount Snow, all within a 30-minute drive. This area is also known for some of the most spectacular foliage around and is conveniently located near the popular Indian Love Call swimming spot. Whether you're looking for space for a large family, accommodations for multiple households, private rental possibilities, or room for a home-based business, this unique property offers exceptional flexibility and potential. Please respect the owners’ privacy and do not enter the driveway.

3333 W River Rd, Dummerston

71 Woods Rd, Dummerston
$520,000
3 Beds ⋅ 2 Baths ⋅ 5082826 MLS
Discover a Vermont retreat where rustic charm, modern comfort, and four season beauty come together in perfect balance. Nestled in a private setting with a blend of woods, open lawn, and distant eastern skyline, this inviting home—full of classic New England character—feels instantly welcoming. Shingle siding, a bold red door framed by lush gardens, and a stone walkway set the tone for the warm, thoughtfully designed spaces inside. Step into sun filled rooms framed by oversized windows and rich natural woodwork. The living area features exposed beams, hardwood floors, and a stone fireplace with pellet stove insert, creating a warm, lodge like atmosphere with seamless flow to the outdoors—an ideal year round gathering spot. The open dining area, complete with a farmhouse table and pendant lighting, connects effortlessly to a bright, well designed kitchen featuring white Shaker style cabinetry, a butcher block workspace perfect for bakers, synthetic soapstone style countertops, stainless appliances, and peaceful views of the surrounding forest and gardens. Multiple living spaces offer room to relax, work, and entertain. Bedrooms are restful and full of character, with abundant windows, a skylight, and two balconies that bring nature indoors. Updated bathrooms blend clean, modern finishes with timeless materials, offering comfort and style in equal measure. Outdoor living shines here. Enjoy a magical firepit patio with Adirondack seating and string lights, expansive lawns, mature trees, & vibrant seasonal gardens. Whether it’s fall foliage, winter sunsets, or summer greenery, the property delivers postcard worthy scenery in every direction. Private, peaceful, and designed for year round enjoyment, this home is a rare blend of charm, comfort, & natural beauty—an ideal full time residence, second home getaway, or nature lover’s sanctuary. Minutes from Putney Village, local schools, farm markets & I-91. Convenient to Boston, NYC, Montreal & numerous airports & Amtrak.

71 Woods Rd, Dummerston

321 Leonard Rd, Dummerston
$499,000
3 Beds ⋅ 2 Baths ⋅ 5052772 MLS
Get ready for your new favorite property. Located in highly-desirable West Dummerston, just 10 minutes from downtown Brattleboro, this energy-efficient Unity high performance home is waiting for you. It’s a very cozy 3-bedroom, 2 full bathroom single-level home on 0.88 acres. Built of pre-fabricated components in factory-controlled conditions, this house is just some solar panels away from being Net Zero. R-60 insulated roof, R-35 insulated walls. Triple-glazed windows. The two mini-splits are quite sufficient to heat it through the winter months; the propane stove and electric baseboard provides more backup. On demand hot water heater. The house is designed & built to be tight, so there’s an air exchange system in place. Lovely 3-season screened-porch. The siding is very durable fiber cement Hardie board. Attached one-car garage. The front yard pops with the colorful and nicely-landscaped plantings. Delayed showings begin Saturday July 26th with an Open House 11am-1pm .

321 Leonard Rd, Dummerston

88 Dummerston Station Rd, Dummerston
$430,000
2 Beds ⋅ 3 Baths ⋅ 5086884 MLS
Beautifully updated- low maintenance home in exceptional condition, offering a perfect blend of comfort, charm, and thoughtful upgrades throughout. The bright and airy open-concept layout with updated windows, allow natural light to pour in, creating a warm and inviting atmosphere. The central kitchen is eye catching with granite countertops, an island, soft close cabinets and updated appliances. The home is currently listed by the town as a 3-bedroom; however thoughtfully modified to suit the current owner’s needs. It now features a stunning primary suite with an elegant bath, along with an additional room being used as a bedroom but does not include a closet. The spacious primary suite includes a gorgeous tiled step-in shower plus a tub. A well-appointed guest bath with a step-in shower adds convenience for visitors and daily living. The lower level offers excellent potential for future expansion, with a 1/2 bath and partially finished space with a separate heat zone—ideal for a future family room, office, or additional living area. Comfort is enhanced throughout the home with multiple heat zones and mini-splits, providing efficient and flexible options for both heating and air conditioning. Outside, enjoy the charm of a gorgeous wrap-around porch complete with a sweet porch swing, perfect for relaxing and taking in the peaceful surroundings. The home features durable LP Smart Side siding, making exterior maintenance simple and convenient. The property features open land accented by mature trees, along with a garage and several additional outbuildings full of character and charm. Located in desirable East Dummerston, just off the main road on a dirt road; offering privacy, charm, and a true sense of Vermont living. The property backs up to 12 acres of wooded state land, complete with a walking trail—perfect for enjoying nature right from your doorstep. Option available to purchase the home with a total of 10 acres for $499,000.

88 Dummerston Station Rd, Dummerston

366 Hague Rd, Dummerston
$389,000
3 Beds ⋅ 2 Baths ⋅ 5090453 MLS
Historical build by local artist, incorporating wood pews and other architectural pieces reclaimed from an old Vermont church, culminating into a beautiful country home. Appreciate the picturesque views of this 5.5+- acres located on a quiet road, looking south to a lovely meadow, complete with fruit trees and a pine-lined border. This home is perfectly sized with 3 bedrooms, 2 baths and a large partially finished basement with ancillary wood stove. The first floor offers an open, light-filled kitchen/dining/living with oak floors and pretty built-ins. Upstairs is a large room and an ample attic. To complete this quaint, affordable home, there is a two-car garage with a southern-facing windowed room that would be perfect for a studio, solarium or workshop. In the side yard is a large, divided shed that has raised flocks of chickens and has made a perfect garden shed. The extensive perennial flower beds will provide beauty as they are, yet there is plenty of room to grow your own garden if you choose. Access local walking trails and enjoy encounters with songbirds, owls, hawks, deer, foxes and other wildlife. This home is set in a quintessential Vermont community complete with a covered bridge, swimming holes and farm stands, yet is 15 minutes from town. Ideal for those wishing to downsize, seeking a VT retreat, or a family starting out, this will not just be your next home; this can be the setting of your beautiful story.

366 Hague Rd, Dummerston

183 Bear Hill Rd, Dummerston
$385,000
3 Beds ⋅ 2 Baths ⋅ 5044114 MLS
Discover a hidden gem nestled deep in the woods—a rustic retreat that’s entirely off-grid and 100% solar powered. Perfect for nature lovers, creative spirits, or anyone seeking serenity and self-sufficiency. This one-of-a-kind property features a charming main house with a two-bedroom loft attached, currently used for short-term rentals. The main cabin exudes classic Adirondack charm with weathered wood siding, hardwood floors, and a metal gable roof with skylights that flood the space with natural light. Inside, the open layout invites you to relax and unwind, with a warm, bohemian-rustic aesthetic, wood stove, and large windows framing the lush forest views. In addition, the property offers three tiny cabins on site—each thoughtfully designed for short-term rental use, providing cozy accommodations for guests or a flexible setup for work or creative endeavors. All structures utilize composting toilets, though the property could easily be brought online with some effort if the buyer prefers. Stone pathways wind through ferns and towering trees, connecting each cabin to the main house, all set on raised post-and-pier foundations that blend seamlessly into the natural landscape. Whether you’re enjoying a quiet evening by the fire, relaxing on the porch, or exploring nearby trails, this is your chance to live simply, sustainably, and surrounded by nature.

183 Bear Hill Rd, Dummerston

908 Stickney Brook Rd, Dummerston
$365,000
2 Beds ⋅ 1 Baths ⋅ 5060563 MLS
Escape to peace and quiet with this rare 37.7-acre property, offering the perfect blend of a large open field and wooded privacy. Nestled in a serene natural setting, this charming cabin is ideal for those seeking a retreat from the everyday hustle. The land features a spacious level field excellent for gardening, hobby farming, or simply soaking up the wide-open views, balanced by mature woods that invite hiking, exploring, and wildlife watching. Whether you’re dreaming of a recreational getaway, a private homestead, or a future build site, the possibilities here are endless. Set well back from the road, the cabin provides a cozy base with rustic charm and all the seclusion you could ask for. The property’s natural beauty and tranquility make it a rare opportunity for outdoor enthusiasts, or anyone in search of a peaceful sanctuary. Property is in Current Use. Delayed showings begin 9/13/25.

908 Stickney Brook Rd, Dummerston

468 Park Laughton Rd, Dummerston
$345,000
5066590 MLS
Welcome to 468 Park Laughton Road in Dummerston, VT, a truly special opportunity to own 19 picturesque acres of classic Vermont countryside, complete with open fields, wooded privacy, and a peaceful brook running through the property. This beautiful parcel offers the perfect blend of natural beauty and functionality, featuring a rustic cabin ideal for weekend getaways, a future homestead, or a basecamp while you build your dream home. The serene Salmon Brook meanders through the land, and an engineered bridge strong enough for a vehicle ensures easy access across. With two established driveways, the layout provides flexibility for multiple uses, whether you’re envisioning gardens, pasture, or simply enjoying the tranquility of nature. The property boasts a mix of sunny open meadows and shady woodland, offering diverse scenery and abundant wildlife. Enjoy the soothing sound of the brook, the privacy of the forest, and the panoramic views across your own slice of Vermont paradise. Conveniently located just minutes from Brattleboro yet tucked away in the peaceful town of Dummerston, this property is perfect for anyone seeking space, beauty, and a genuine connection to the outdoors.

468 Park Laughton Rd, Dummerston

172 School House Rd, Dummerston
$249,000
3 Beds ⋅ 1 Baths ⋅ 5051870 MLS
Set on a level site, close to US Route 5 in Dummerston, this circa 1965 ranch is an excellent opportunity for a cozy, single-level home, equidistant between Brattleboro and Putney. Short walk to Dummerston School. Easy access to I-91. Easy driveway. Nice mix of sun and shade. Excellent gardening spot. High-speed internet. Single level living with 3 BR’s and a spacious full BA. Large eat-in kitchen. Comfortable, wood-paneled living room with picture window overlooking a meadow. The living room has a fireplace, ready for efficient woodstove insert to heat the entire home, if desired. Traditional oil-fired hot-air furnace as primary heat – WITH accessory, wood-fired burner for those interested in heating with wood. Don’t miss this rare, affordable Dummerston property. Delayed showings begin July 19, 2025.

172 School House Rd, Dummerston

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