430 properties for sale in Brattleboro town

Bright, airy, and full of personality, this charming two-bedroom, one-bathroom condo in the Village of Putney offers comfort, style, and convenience. Ideally located just minutes from I-91 and close to Putney's vibrant downtown shops, cafes, and everyday amenities, this condo offers easy access to village life. Inside, natural light fills the thoughtfully designed space, highlighting dreamy wallpaper and artistic touches throughout. The customized modern kitchen is both stylish and functional, complemented by a beautifully updated bathroom. Built-in bookshelves create a warm, character filled living area, perfect for curling up with a book beside the cozy Jotul gas stove. Both bedrooms offer comfortable retreats, complemented by generous closet space and additional storage within the building. A covered carport provides convenient protected parking year-round. Best of all, step outside onto your private deck perched above the town- an ideal spot for morning coffee, sunset unwinding, or

Bright, airy, and full of personality, this charming two-bedroom, one-bathroom condo in the Village of Putney offers comfort, style, and convenience. Ideally located just minutes from I-91 and close to Putney's vibrant downtown shops, cafes, and everyday amenities, this condo offers easy access to village life. Inside, natural light fills the thoughtfully designed space, highlighting dreamy wallpaper and artistic touches throughout. The customized modern kitchen is both stylish and functional, complemented by a beautifully updated bathroom. Built-in bookshelves create a warm, character filled living area, perfect for curling up with a book beside the cozy Jotul gas stove. Both bedrooms offer comfortable retreats, complemented by generous closet space and additional storage within the building. A covered carport provides convenient protected parking year-round. Best of all, step outside onto your private deck perched above the town- an ideal spot for morning coffee, sunset unwinding, or

Enjoy the peace and privacy of this pristine log home on 8.1 beautifully landscaped acres, set back on a lovely country road. Thoughtfully updated and meticulously maintained, it blends timeless log home charm with warm rustic-chic style and is ready for you to move in and enjoy. Relax on the inviting front porch overlooking established perennial and vegetable gardens, or follow the path down to Glenn Brook, which meanders through the property. Inside, the custom kitchen with a center island opens to a welcoming living room with a propane stove. A first-floor den offers the perfect home office or guest space, while upstairs you'll find a spacious primary bedroom with generous storage and two additional bedrooms. The finished lower-level family room with a pellet stove adds additional living space. Three mini-splits, standing-seam metal roofs, and an oversized 1+ car, two-story garage complete this exceptional property, offering peaceful country living just minutes from Greenfield

Nestled on 0.9 acres in scenic Leyden, this split-entry home blends comfortable living with space to relax and entertain. Hardwood floors flow throughout the main living areas, where the updated kitchen features granite countertops, a center island, stainless steel appliances, and an open connection to the dining area and living room. A wood stove creates a cozy focal point, while the main level also offers a primary bedroom with en suite bath, second bedroom, and additional full bath. The walkout lower level expands the living space with a large family room warmed by a second wood stove, a third bedroom, half bath, and utility room. Solar panels help offset energy costs and keep utility costs lower year-round. Outside, enjoy summer days by the in-ground pool, unwind in the hot tub, or take in the peaceful surroundings from the deck and patio area. Conveniently located near Greenfield, Brattleboro, and I-91, this is a home you don't want to miss!

Experience the timeless charm of Vermont living at this beautifully renovated farmhouse estate sitting on 92 acres in Newfane Vermont. Originally restored and thoughtfully updated, this exceptional antique farmhouse seamlessly blends historic character with modern comfort and convenience. Unlike many older homes, this property features expansive rooms, high ceilings, wood floors, abundant natural light, and generous storage. For ease of ownership there is an automatic propane generator and the septic was redesigned in 2022. In addition to all of this is a beautifully crafted timber frame barn that utilized reclaimed beams from the original structure on the property. Rich in authentic New England character, the home showcases exposed hand-hewn beams, a stunning chef's kitchen with custom cabinetry, a massive stone hearth with a traditional beehive oven, and a unique gardener's foyer complete with workspace and cast-iron wash sink. The spacious first-floor primary suite offers cathedral-

Experience the timeless charm of Vermont living at this beautifully renovated farmhouse estate sitting on 92 acres in Newfane Vermont. Originally restored and thoughtfully updated, this exceptional antique farmhouse seamlessly blends historic character with modern comfort and convenience. Unlike many older homes, this property features expansive rooms, high ceilings, wood floors, abundant natural light, and generous storage. For ease of ownership there is an automatic propane generator and the septic was redesigned in 2022. In addition to all of this is a beautifully crafted timber frame barn that utilized reclaimed beams from the original structure on the property. Rich in authentic New England character, the home showcases exposed hand-hewn beams, a stunning chef's kitchen with custom cabinetry, a massive stone hearth with a traditional beehive oven, and a unique gardener's foyer complete with workspace and cast-iron wash sink. The spacious first-floor primary suite offers cathedral-

458 Williams Street, formerly the WKVT headquarters, presents an opportunity for buyers exploring potential residential or mixed-use conversion in a convenient Brattleboro location. The 3,240 SF building is currently configured for office use across two levels, with more than 10 individual rooms, multiple bathrooms, and an existing kitchenette. This layout may lend itself to reconfiguration depending on a buyer's plans, whether for multi-unit housing, live/work spaces, or continued commercial use. Built in 2003, the structure offers the advantage of more modern construction compared to many conversion properties, with central A/C, public water and sewer, high-speed internet availability, and a standby generator system already in place. On-site parking is established, which is an important consideration for any future use. The property sits on 4.3 acres with frontage along Whetstone Brook, providing a natural setting and additional land area that could be incorporated into future plans.

Welcome to this spacious five-bedroom, three-bath New England home, where timeless charm meets endless potential. Set on a picturesque lot surrounded by rolling hills and tranquil countryside, this inviting property offers the perfect balance of privacy, space, and opportunity. Designed with versatility in mind, the property features a barn and a detached two-car garage with radiant heat-ideal for year-round projects, hobbies, storage, or a workshop. Above the garage, unfinished space provides a blank canvas for your vision, whether you're imagining a guest suite, home office, studio, or additional living quarters. Inside, expansive living spaces are filled with natural light and highlighted by beautiful floors milled directly from the property, creating warmth, character, and a unique connection to the land. With generous room throughout and the opportunity to make it your own, this home is ready for its next chapter while retaining the authentic charm that makes it so special. Conven

Custom-built post-and-beam home designed and constructed by Steve Strible, a local restoration specialist and former consultant for This Old House. Set on a peaceful wooded lot, this property offers privacy and tranquility while remaining just minutes from major highway access. The open-concept spacious kitchen with soapstone countertops and sink, large pantry, flowing into the dining and sitting area. Relax and enjoy the surrounding nature from the inviting screened porch. The first floor also includes a large bedroom, full bath, and den with built-in shelving. Upstairs are two spacious bedrooms with ample storage and a beautifully appointed bath featuring a soaking tub, stall shower and mahogany floors. The clean, high-ceiling basement offers excellent storage and future expansion potential. A rare opportunity to own a quality-crafted home that combines timeless craftsmanship, modern comfort, and a convenient country setting

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

This is a rare opportunity to take over a multi-family project in the heart of Brattleboro. The 0.40-acre site features a vacant three-story building that has already been gutted and fully remediated for lead paint. With town zoning already approved to expand from 8 to 13 units and full architect plans included, the heavy lifting and permitting phase is already behind you. Upon completion, the complex will offer roughly 11,183 square feet of high-demand housing. The financial incentives currently lined up for this project are significant. The includes access to VHIP funds: 8 original units $130,000 and the 5 new units $187,500. Additionally, there is a $125,000 Downtown State Tax Credit that can be used directly or sold to a bank at 90% face value, plus an estimated $60,000 in weatherization incentives. A recent appraisal supports a strong finished value, offering a clear path to equity for an investor. Located in a neighborhood with high rental demand and a low vacancy rate, this prop

OPEN HOUSE CANCELLED *This 3-bedroom ranch offers a spacious layout, a large entry with a vaulted ceiling, a beautiful den with hardwood floors and custom built-ins, an enclosed sunporch, and a large detached garage/workshop. Situated on 2.75 acres with fruit trees, established gardens, and a peaceful pond, the property provides plenty of space to relax and enjoy. The home could benefit from some cosmetic updates, including paint and flooring, offering a wonderful opportunity to add your own style and build equity. The 3-bedroom septic system was updated in 2019.*Buyer is responsible for Title V.* Conveniently located with easy highway access, this property is ready for its next chapter

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

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

Country 2-bedroom, 1.5-bath home built in 1972, offering a semi-private setting with mountain views and a nice yard. The home features a good-size kitchen, a separate dining room, and a living room that opens directly to the wrap-around deck and adjoining patio, creating an easy indoor-outdoor flow. A carport provides convenient covered parking. The property offers usable yard space for gardening or outdoor activities. Home is being sold As-Is, giving buyers the opportunity to update and personalize to their needs. Solid layout, peaceful country setting, and room to add value. Please do not go up driveway for a drive by

Turn-Key Investment in the Heart of Brattleboro! This versatile three-unit multifamily property offers an excellent opportunity for investors. Two of the three units have been recently and extensively renovated, featuring brand-new flooring, fresh paint, modern baseboards, and updated plumbing and light fixtures. All three units are currently occupied, providing immediate cash flow. Unit 2 also benefits from a recently installed water heater. Enjoy peace of mind with separate utilities, state lead compliance, vinyl siding, and several replacement windows. Located in a highly walkable area-just steps from downtown, grocery stores, the hospital, and public transit-this property combines low maintenance with strong income potential. The spacious 2-bedroom units feature bright living areas and comfortable bedroom sizes, while the 1-bedroom unit offers a cozy, efficient layout. Each unit is thoughtfully designed to maximize natural light and functional living space. Off-street parking inclu

This inviting 2 bedroom, 2-bathroom townhouse is located with privacy but close to Brattleboro amenities. Drive into your one car garage, in addition there is a storage area and laundry room. The second floor has a spacious living room and galley kitchen with eating nook which flows into a dining room and outdoor deck. The third level of this cozy condominium has a full sectional bathroom and 2 bedrooms with vaulted ceilings. Just next door is the Living Memorial Park offering swimming, baseball games, pickleball, skiing, skating and annual events, The popular Farmer's Market is also within walking distances. Close to 1-91 this convenient property can be your next. home sweet home

Tucked in near schools, hospital, shopping and a short walk to fishing and a canoe ride. Room enough for a garden, play space and just the right size for new beginnings. Nice sun porch doubles a a mud room, kitchen is huge with room enough for an island, a sweet spot with lots of potential

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

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

Back on the market due to the Buyers financing falling through* Step into a piece of history with this grand 1885 residence, where timeless character, impressive scale, and endless potential come together. Rich in original architectural details, this spacious home features generous living areas, soaring ceilings, oversized windows, hardwood floors, and the craftsmanship that simply can't be replicated in today's construction. Offering plenty of room for family and entertaining, the home's expansive layout provides the perfect canvas to restore its historic beauty while incorporating modern updates. From the elegant staircase to the period details found throughout, this property is filled with charm waiting to be brought back to life. Set in a desirable location, this is a rare opportunity for restoration enthusiasts, or buyers looking to create their dream home. With vision and renovation, this historic gem can once again become the stunning showpiece it was meant to be. Property is be

Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of room for everyone in five bedrooms (and of course 7 bathrooms), a choice of large or cozy living rooms and an office to work from home. Toast your toes at either fireplace or soap stone wood stove. Invite your circle of friends to yoga, parties or create a media room in the huge, finished walk-out basement family room, plumbed and wired for a second kitchen, with 1/2 bath, easily converted to extended family suite. 47x21 bonus room with skylights and ample windows overlooking the grounds is perfect for play/gym space, artist studio, etc. 3 car detached heated, finished garage/workshop with storage

Neighborhood home! Living in a sweet neighborhood is a lifestyle choice. Walk to schools, playgrounds, and shopping. This vintage home has an added features of roof top solar, 2 car direct entry garage, a fenced-in yard, and lots and lots of gardens. The classic front porch is on everyone's list of must haves. The neighborhood is perfect for long evening strolls or a brisk walk at dawn. Inside there is a huge living room for hanging out with friends, entertaining or movie night. Work at home' You will love the corner office, age in place with first floor bedroom and bath. So nice, just the right location and just the right home

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

Welcome to a bright, airy home that blends comfort, character, and convenience! Set on 1.26 acres of sunny lawn and wooded privacy, this four-bedroom, two-bath property offers inviting, freshly painted living spaces, central air, and efficient baseboard radiant heat. The living room features a welcoming fireplace, while the kitchen includes a woodstove setup and comes fully applianced with a dishwasher, refrigerator, gas stove, microwave, washer, and dryer. Upstairs, the primary bedroom makes a memorable impression with its vaulted ceiling and exposed brick chimney, adding warmth and architectural charm. Floors are easy to maintain light-toned vinyl planks with carpeted stairs for quiet. Practical features include a drilled well and town sewer, offering ease of ownership in a desirable setting. The location is especially convenient, just a short distance to Exit 1, making it easy to access nearby services, commuting routes, and local amenities. With character-filled details and a 1.26-