148 properties for sale in East Dummerston

Nestled along one of Putney's most scenic country roads, this private 18.3 acre property offers the perfect balance of wooded privacy, open space, and classic Vermont charm. Stone walls, mature perennial gardens, walking trails, and a meandering stream create a peaceful setting. The thoughtfully designed home offers 2,721 square feet of living space with 2 bedrooms and 2 bathrooms. A soaring brick fireplace anchors the open living area, while hardwood floors, natural wood finishes, and large windows create a warm and inviting atmosphere. The open floor plan flows into a bright sunroom where woodland views and seasonal mountain vistas become part of the living space. Outside, the property offers endless opportunities to enjoy the outdoors. There are several outbuildings including a former animal barn and a garden shed that offer excellent potential for studios, workshops, or a future ADU. A freestanding wood fired sauna provides the perfect place to unwind and take in the beautiful sett

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-f

Sweet ranch home with 2 car attached garage. A lovely and level lot for gardening or outdoor entertaining, this location provides a country feel but only minutes from vibrant West Brattleboro events and businesses and a short trip brings you into downtown Brattleboro with lots of opportunities. This home with a generous living/dining space, good sized kitchen, 2 bedrooms and 1 full bathroom is great for a starter home or people looking to down size. The attached two car garage has automatic garage doors and an attached breezeway provides direct entry into the house and makes a great mud room with storage. The full basement has storage, the washer and dryer, the pellet stove and an oil hot air furnace. There is also a place to install a bathroom if you want. Use some of the basement as a workshop for projects and fix-it shop. Recent upgrades include new windows and a standing seam metal roof and hot water heater

MOTIVATED SELLERS* Nestled on 5.54 acres at the end of a quiet, privately maintained road, 49 View Point Road offers the Vermont setting buyers dream of: mountain views, open lawn, wooded privacy, and a warm, light-filled Contemporary Cape just minutes from Putney Village and I-91. This spacious 5-bedroom, 3.5-bath home features 2,789 finished square feet with natural woodwork, hardwood floors, exposed beams, soaring windows, and abundant natural light throughout. The kitchen, dining, and living areas-featuring a brand new refrigerator-flow comfortably for everyday living and entertaining, while the flexible bedroom layout offers space for guests, home offices, or creative use. Radiant floor heat, oil heat, and a wood stove provide year-round comfort, and the full unfinished basement offers excellent storage, workshop, or recreation potential. Outside, enjoy deck and patio spaces, garden areas, natural shade, nearby walking trails, a broad lawn, an attached 2-car garage, newly installe

Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share the lovely gardens and enjoy your spacious covered porch. It is heated and air-conditioned with a highly efficient, state-of-the-art heat pump, ensuring comfort in every season. The location is ideal, offering close proximity to several access points for the retreat trails, including an extensive system of hiking trails, with the closest at the nearby Chestnut Reservoir. Very short walk to downtown. The home owners fee is $170.00/month

MAKE YOUR APPOINTMENT TODAY! A very sweet house in a desired West Brattleboro neighborhood on nice corner lot. Pull your car right into the 2-car oversized garage and enter through the enclosed porch which makes an excellent mudroom. First floor: beautifully updated kitchen with quartz countertops and cherry cabinets, a dining area that adjoins the light-filled large living room with lovely warm hardwood floors, exposed beam, an enormous picture window that allows for streaming sunshine throughout the morning. The centrally located Hearthstone woodstove adds to the appealing aesthetics of the home and provides for a secondary heat source that warms the entire home in the winter. Down the hall- a full bath and two good-sized bedrooms with wood floors. Upstairs, you will find an expansive primary bedroom, a half bath and a large office (or 4th bedroom). There is a full, poured concrete basement with bulkhead, where one of two rooms is finished and has served as a play/rec room through th

Beautifully cared-for 3 bedroom, 3 bath single family condo in a desirable small association, conveniently located near town, golf course and major road access. This spacious home features a sought after first-floor primary suite with en-suite bath, skylights that fill the home with natural light, and elegant cherry flooring throughout the main living areas. The remodeled kitchen offers modern finishes and functionality, while the family room boasts brand new carpeting for added comfort. a perfect blend of privacy, convenience, and tasteful updates in an exceptional location. Open house Sunday May 31st 11am-2pm

DESIRABLE END UNIT! Why rent when you can buy- giving you peace of mind, an opportunity for stability and building equity. Maybe you are a first-time homebuyer' Or someone who wants to downsize from a bigger house and time-consuming yard chores and projects to a simpler life. An investor' Enjoy easy, affordable, and low-maintenance living in this sweet two-bedroom, 1.5 bath townhouse. Storage space in the attic! Conveniently located 1/2 mile to downtown Brattleboro's Main Street, the food Co-op, the new Brattleboro train station and museum, and lots of fun shops and diverse restaurants. Association amenities: a fabulous in-grown pool, pickleball/tennis court. HOA dues include lovely landscaping, master insurance policy, plowing, snow-removal, and trash. A delightful community of neighbors in a very pretty setting. is contingent on Sellers finding suitable housing/closing within 90 days of contract

Price Improvement! Escape to this beautifully updated home set on 25.9 idyllic acres of forests, meadows and stone walls, while only minutes from amenities including the local creekside farmers market, treasured food co-op and Brattleboro's vibrant downtown. A gorgeous stone floor and blown glass windows in the entry vestibule set the tone as you are drawn to the stunning great room. The home tastefully captures the historic essence of Vermont with its chestnut beams, wide plank flooring and stylish yet unpretentious design. Interior features offer the perfect balance of grandeur and intimacy with oversized windows that bathe the rooms in natural light, 3 fireplaces and authentic lighting. The kitchen is a culinary haven with state-of-the-art appliances and stunning Brazilian countertops, providing ample workspace and an eat-in area. The first floor also offers a formal dining room, a guest/primary suite with a private entrance and laundry, an office, and it's completed by a sitting ro

Welcome to this lovingly maintained 3-bedroom, 1-bath ranch located in the sought-after Carriage Hill neighborhood of West Brattleboro. Where affordability and opportunity come together in this move-in ready home. Whether you're taking the exciting step into homeownership or searching for a home that lets you spend less time on upkeep and more time enjoying life. The open-concept, light filled living room and eat-in kitchen create a comfortable, welcoming space that feels like home the moment you walk in. South facing windows fill the living room with an abundance of natural light, creating a bright and inviting atmosphere throughout the day. Just off the kitchen, step onto the back deck overlooking the spacious, fenced-in backyard. Mature trees provide natural shade and privacy, while the property extends well into the woods with established walking trails, offering a setting to explore and enjoy nature right from your own backyard. Back inside, you'll find three comfortable bedrooms

Welcome to this lovingly maintained 3-bedroom, 1-bath ranch located in the sought-after Carriage Hill neighborhood of West Brattleboro. Where affordability and opportunity come together in this move-in ready home. Whether you're taking the exciting step into homeownership or searching for a home that lets you spend less time on upkeep and more time enjoying life. The open-concept, light filled living room and eat-in kitchen create a comfortable, welcoming space that feels like home the moment you walk in. South facing windows fill the living room with an abundance of natural light, creating a bright and inviting atmosphere throughout the day. Just off the kitchen, step onto the back deck overlooking the spacious, fenced-in backyard. Mature trees provide natural shade and privacy, while the property extends well into the woods with established walking trails, offering a setting to explore and enjoy nature right from your own backyard. Back inside, you'll find three comfortable bedrooms

Rare to find an in-town condo with a waterfront view like this! Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the tranquil Whetstone Brook. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement with washer/dryer hookup and extra storage. The entire interior has been freshly painted, new kitchen cabinets, countertop and appliances, new bathroom vanity, bathtub surround, updated light fixtures and new flooring throughout. This condo is located in a prime location with quick, easy access to I91, Farmers Market and Living Memorial Park. Association fees include heat, water/sewer, landscaping and more

Nestled next to Brattleboro's favorite public park, this end unit is wrapped in coveted out door space,wrapping from the coffee deck all the way around to the back brick patio It also features a private garage with auto open, and laundry and storage neatly behind, The parking is paved with plenty of room for guests. Inside the ample galley kitchen has everything you need including a large top doing double duty as prep space and an extension of the dining room with stools to sit and sip. Just the right size for entertaining or family time, the living room is bathed in light from the large windows and the slider to the deck. A refuge from every day life, the huge main bedroom has room for a cozy chair, lots of closets and direct access to the bath. So special in it's location, so close to I91 north and south and east/west travel on RT 9, you can easily access health care, shopping, and all the fun things Vermont has to offer. Worth a visit for affordability, location and ease of lifestyl

Nestled in the sought-after Orchard Street neighborhood, this beautiful townhouse offers bright, sun-filled living spaces and a serene wooded backdrop. The rear deck extends into the backyard, creating the peaceful feeling of living in a private treehouse retreat

Perched atop this scenic hillside on 6 acres, this distinctive contemporary home and classic gambrel two-story barn once enjoyed sweeping easterly views to Mount Wantastiquet and distant Mount Monadnock. Glimpses of the long-range views exist but will need to be reclaimed. Located on highly desirable Pleasant Valley Road in West Brattleboro, the property offers an exceptional combination of rural Vermont charm, privacy and convenience, with easy access to town. The beautiful Pleasant Valley Reservoir and the recreational opportunities provided by its protected land, trail system and class 4 road network are an underutilized outdoor paradise just down the road. The home's striking flat roof design, redwood siding, and clean mid-century modern influences create a timeless architectural aesthetic. Inside, the open concept living/dining and kitchen area is filled with natural light from the expansive windows that frame the surrounding landscape. An East/SE facing corner deck provides the p

Elegant Post-and-Beam! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls and gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through a covered porch that opens into a marble floored foyer with skylight, entry closet and stained-glass windows. Adjacent, opens into a warm, spacious family room with cherry wainscoting, a gas stone fireplace, curved architectural accents and mud room access. The formal living room features a brick fireplace and is surrounded by classic post and beam architecture and stained glass windows. The open kitchen and dining area are ideal for entertaining and impress with cherry cabinetry, quartz countertops, stainless appliances, and sliders to an expansive deck with serene views. A den, half bath, and

Time to think of the garden! This sweet home has a huge level back yard just right for flowers, veggies and fruit trees. There is still time to get the jump on planting your favorite things! There is a primary suite on the 1st floor including laundry so there is total first floor living if you need/want it. The traditional cape 2 beds and a bath up are private for family or guests. The living room us huge and sports a fireplace at the end (sellers have not used it), the formal dining has great light and can set 6. the kitchen has lovely cherry cabinets and lots and lots of counter top for baking and every day meals. No mud season here! This lovely well cared for home is waiting for a new owner

Beautifully maintained, 1880s, in-town Victorian blends timeless elegance with modern comfort. The large, light-filled kitchen combines with an open, cathedral ceiling dining area inviting the gathering of family and friends. The renovated kitchen has granite, stainless steel appliances, and laundry area. Soaring, 9 ft ceilings create light-filled rooms. Elegance of timeless design and detailed wood trimmed finishes are throughout with crafted moldings framing arched and stain glass windows, custom fireplace mantles and functionally flexible built-ins. Enjoy the old-world charm of two covered porches. The expansive first floor has lovely potential for those wanting first floor accommodations. An ornately crafted staircase rises gracefully to the second floor with four bedrooms, two full baths and the continuation of flooding sunlight. The outdoors offers gorgeous stonework, lush perennial plantings and a magical patio. So close to downtown's Brattleboro Museum, Art Center, Galleries, C

Beautifully maintained, 1880s, in-town Victorian blends timeless elegance with modern comfort. The large, light-filled kitchen combines with an open, cathedral ceiling dining area inviting the gathering of family and friends. The renovated kitchen has granite, stainless steel appliances, and laundry area. Soaring, 9 ft ceilings create light-filled rooms. Elegance of timeless design and detailed wood trimmed finishes are throughout with crafted moldings framing arched and stain glass windows, custom fireplace mantles and functionally flexible built-ins. Enjoy the old-world charm of two covered porches. The expansive first floor has lovely potential for those wanting first floor accommodations. An ornately crafted staircase rises gracefully to the second floor with four bedrooms, two full baths and the continuation of flooding sunlight. The outdoors offers gorgeous stonework, lush perennial plantings and a magical patio. So close to downtown's Brattleboro Museum, Art Center, Galleries, C

What will the next life be for this iconic property' From popular and innovative hair salon to successful dental practice to a 4 unit family complex. pick your use! Owner occupied business. roomy apartments. small business complex. this multi use property has been renovated in the last few years with nice kitchens and baths. and has been used essentially as a single family with a huge yard, paved parking and easy access. Some permits may be required but it is a great base to start a new investment

Exceptional investment opportunity! This well maintained six-unit property is in outstanding condition and has seen numerous recent improvements, making it an attractive addition to any investment portfolio. Exterior updates include fresh paint completed last year, newer windows (approximately three years old), a newer rubber membrane roof, buried power, updated electrical, a newer hot water heater, spray foam insulation, and new cellulose insulation in the attic. The building offers six rental units, including three efficiency apartments, (2) two-bedroom units, and (1) one-bedroom unit (please note the bedroom does not have a window). Three units are currently occupied by long-term tenants. The two-bedroom and one-bedroom units each have separate electric service, while the three efficiency units are on the owner's electric meter. Heat and hot water are included for all tenants. The property also offers plenty of off-street parking with a convenient location close to shopping, the hos

BLACK MOUNTAIN ESTATES where your next chapter begins! Welcome to Brattleboro's premier 55+ active lifestyle community, where nature, connection, and comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, and open green space, residents enjoy a serene setting just 1 mile from I-91, with ease of access to cultural and recreational opportunities, shopping, dining, and medical care. Nestled on 33 acres of pristine Vermont landscape, this premier neighborhood is thoughtfully designed, offering a vibrant community center w/ library, fireplace lounge, fitness center, full kitchen, and outdoor patio w/ fire pit. Outdoor recreational amenities incl. pickleball, bocce, shuffleboard, and horseshoes-perfect for staying active and social. Enjoy the ease of HOA-managed services and a lifestyle designed for freedom and fulfillment. Each home is single-story and ADA-compl

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

Move-in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open-concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyard-perfect for relaxing, gardening, or outdoor gatherings. Upstairs, the bedrooms offer comfortable accommodations with the opportunity to add a full bathroom in the future, allowing the home to grow with your needs. The lower level includes a separate in-law suite complete with its own private entrance and laundry area, offering flexibility for guests, multi-generational living, a home office, or potential rental income. Conveniently located, the property is less than a block from the Vermont Country Deli and within walking distance of the Brattleboro Farmers' Market, Memorial Park, and recreation fields. Easy

Move-in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open-concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyard-perfect for relaxing, gardening, or outdoor gatherings. Upstairs, the bedrooms offer comfortable accommodations with the opportunity to add a full bathroom in the future, allowing the home to grow with your needs. The lower level includes a separate in-law suite complete with its own private entrance and laundry area, offering flexibility for guests, multi-generational living, a home office, or potential rental income. Conveniently located, the property is less than a block from the Vermont Country Deli and within walking distance of the Brattleboro Farmers' Market, Memorial Park, and recreation fields. Easy