Your Dream Home Awaits on Meetinghouse Lane! Nestled in the desirable and quiet neighborhood of Meetinghouse Lane, this contemporary home offers both privacy & charm. Surrounded by mature trees, the property feels like a peaceful retreat, while still being conveniently located. A paved driveway leads to an oversized two-car garage, connected to the house by a convenient breezeway. The expansive yard offers ample space for gardening, play, or simply enjoying the outdoors. Inside, a striking brick chimney creates a natural separation between the kitchen and the dining/sitting area. A cozy wood stove, nestled at the chimney’s base, adds character and warmth to the home. The spacious living room provides plenty of space for relaxing or entertaining. Offering three comfortable bedrooms & a primary bathroom. A few steps down from the main level reveals an additional oversized room and a full bathroom featuring a jetted tub. The basement includes a laundry area and ample space for a home office, playroom, or storage. Off the kitchen, sliding glass doors open to a beautiful gated deck—ideal for entertaining or enjoying peaceful moments outside, surrounded by nature. This thoughtfully designed split-level home offers the ease of minimal stairs while providing distinct living areas across different levels. Whether you're looking for tranquility, space, or functionality, this home checks all the boxes. House w/5.9 ac avail for $629,000 (addt'l acreage is currently U/C).
Timeless 1855 classic with historic charm just minutes to downtown Brattleboro. Step back in time with this beautifully preserved home, offering a rare blend of vintage character and modern comfort. Featuring three bedrooms and two bathrooms, this home is perfect for those who appreciate craftsmanship and history. Thoughtful updates complement the historic features without compromising authenticity. Bonus: the home includes generous unfinished space—brimming with potential for additional living area, studio, or guest suite. This property is a true gem with room to make it your own. Delayed showings begin Saturday 8/23. OPEN HOUSE 2pm-4pm.
BLACK MOUNTAIN ESTATES - where your next chapter begins. Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & 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, & open green space, residents enjoy a serene setting just 1 mile from I-91, with ease of access to cultural & recreational opportunities, shopping, dining, & 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, & outdoor patio w/ fire pit. Outdoor recreational amenities incl. pickleball, bocce, shuffleboard, & horseshoes—perfect for staying active & social. Enjoy the ease of HOA-managed services & a lifestyle designed for freedom & fulfillment. Each home is single-story & ADA-compliant, offering ease, accessibility, & long-term comfort. Designed w/ energy efficiency in mind, these residences feature building materials & floor plans that minimize energy usage - providing a healthier, more affordable way to live. 2BR/2BA; finished 2-car garage; marble & porcelain tile; radiant floor heat; porch, private backyard, patio; marble sunken-floor showers & vanities; multi-zone heat & A/C; cherry cabinetry; granite countertops; walk-in closets; high-efficiency appliances & lighting.
Sweet! It is starting to get chilly, we remember the oversized salt water pool fun and the summer heat on tanned skin, coming again in the spring. The flowers and shrubs will sing again next season, but for now, we get to love the hardscape that comes to life catching flakes and creating breathtaking sculptures that glitter and change as we watch. It is the season for snuggling in, all toasty and warm, a season for baking and giving, inviting your besties to the great room, surrounded by windows, the smile in their eyes reflecting the snow and candle light. Some will sit in the front parlor, faces to the fire, dozing over a favorite book. Soon, the holiday feast will bring them all together with laughter and love to the dining room, the gathering room of stories and memories of years past, in a home that has held generations of children in it's arms. Generations who have loved and cared for this home and brought it to it's remarkable condition in melding old and new. Come home and nestle into the history, but don't forget to make your own, in the kitchen, around the fire, on the slopes and always with room for friends.
This is IT! If you are looking for an incredible small home...not tiny...but compact and just the right size, this is it. Timber framing at it's best gives you an open concept, live in every inch, light filled, high quality charming home. Nestled in a wildflower meadow, with plenty of room for a homestead garden, enough open sky for stargazers, big and flat enough for your own cross country ski track! If you love nature you will love the view from every window...love coming home. There is so much to talk about in this lovely space created to pamper the soul, and create a center of being. Tuck in, on a cold night, by the fire, when the stars shine like diamonds and the snow cracks under your feet and smile in your cozy retreat. Please, all buyers must be fully qualified before making an appointment to view. Sale is subject to seller finding suitable housing.
First Time on the Market – Premier Brattleboro Location! Nestled on one of the most desirable lots in one of Brattleboro’s finest neighborhoods, this well-maintained home is being offered for sale for the very first time! Custom-built by the current owner in 1970 with attention to detail, this spacious ranch offers comfort, functionality, and an impressive list of amenities. Perfect for both families and empty nesters alike, the home features: 3 bedrooms and 2.5 bathrooms, including a sauna with shower room A bright and open kitchen/dining/family room with an amazing fieldstone fireplace and views of the private backyard A large formal living room ideal for entertaining A finished basement boasting a bar, game room, family room, office, and additional bathroom An attached 2-car garage But the true magic is outside. The expansive grounds include: A separate 4-car garage with its own driveway – ideal for car collectors or a workshop A beautiful in-ground pool with a pool house A basketball/handball court Lovely patios with a built in BBQ and mature landscaping that create a private outdoor oasis Don’t miss this rare opportunity to own a one-of-a-kind property in a truly special location!
This beautifully renovated in-town home blends character, comfort, and convenience. From the welcoming front porch to the shaded backyard and new deck, every space has been thoughtfully updated. The sunny kitchen offers granite countertops, stainless steel appliances, and a well-planned pantry, while the living room is anchored by a handsome Italian pellet stove; efficient, warm, and the perfect gathering spot in winter. Hardwood floors, custom built-ins, and fresh finishes throughout give the home both charm and polish. Upstairs, the fully re-imagined attic is the showpiece. Once just storage, it now shines as the best room in the house: a spacious bedroom suite with a radiant-heated bathroom, raised soaking tub, ductless mini-split, and dormer windows framing a Japanese red maple. Three additional bedrooms on the second floor feature updated closets, built-ins, a working fireplace and new mini-splits for year-round comfort. There's also a lovely sleeping porch off the second floor and a front foyer and back mudroom. Energy-conscious upgrades include spray-foam insulation, a heat pump hot water heater, replacement windows, and a Nest thermostat, making the home as efficient as it is inviting. Close to downtown, convenient to everywhere, including the Retreat trails. Delayed showings start with an Open House, Saturday, September 27, 10am-noon.
Sweet! The perfect location...intown...backing up to the retreat trail system...and has a beautiful front porch and private back deck. This has been a much loved home, ready for a new generation to create their own music and harmony of life. The rooms are large, comfortable with lots of windows, real wood paneling reflecting the era, high ceilings, enough room to work from home (even an office entrance), a double sized main bedroom with walk in closet and ensuite bath. The kitchen invites an island or traditional kitchen table to keep the company close. Gardens surround the porch and deck and the sun room extends the sitting out season. Location, location, location!!! and this one has got it....please have buyers prequalified for showings.
Vermont Avenue Gem! This stunning in-town Craftsman-style home is ideally located in a highly sought-after neighborhood. Just a short 1/4 mile to downtown, or in the opposite direction, the Marina and trails await. Boasting three bedrooms and 1.5 bathrooms, this home exudes charm with its exquisite woodwork, beautiful floors, and custom-built-ins throughout. Enjoy the abundance of natural light from its southern exposure and the well-designed, inviting layout. Features include a cozy propane fireplace, central air-conditioning, a first-floor office with French doors, and a bright sunroom overlooking the fenced, level backyard. The home also offers a covered front porch and a spacious two-car garage. Incredible home, incredible neighborhood! Closing to take place on December 26, 2025, or after.
Welcome to this classic 4-bedroom, 3-bath Colonial on a lovely level 0.81-acre lot located on a quiet cul-du-sac in one of Brattleboro’s more desirable neighborhoods. Built in the 1970s, this well-loved home offers a timeless layout with plenty of room to live, relax, and entertain. The main level features a formal living room perfect for gatherings or quiet conversation, and a formal dining room ideal for special occasions. A warm, inviting family room highlighted by a striking stone fireplace opens through sliding doors to a delightful 3-season room, extending living space and offering a peaceful spot to enjoy the outdoors. The bright kitchen includes a convenient pantry and a pass-through to the dining area for easy flow when hosting. Upstairs are four comfortable bedrooms offering flexibility for family, guests, or an office. Three full baths provide convenience for busy households. A full basement and accessible attic add valuable storage space, with potential for a workshop or fitness area in the basement. The expansive yard on a double-lot offers space for gardening, play, or outdoor enjoyment, and backs up to acres of town park land. A rare bonus, this property features both an attached and detached garage, with a loft above the attached garage, ideal for additional storage, vehicles, or hobby space. All in a fantastic location—close to schools, parks, shopping, and dining, with the peaceful feel of a mature, established neighborhood. Don’t miss the opportunity.
Take a moment to admire this charming Victorian townhouse, nestled on a quiet one-way street. Delightfully landscaped and renovated, the owner has taken care to modernize (heating system, wiring, plumbing, roof, bathrooms, etc.) without compromising the character & charm we all love. Beautiful maple woodwork and lofty ceilings add to the lovely turn-of-the-century details. With three separate flexible levels that can either connect as a traditional one family home or be used separately, the options with this property are endless. Live on the first floor, enjoy a real fireplace and continue the proven Airbnb business of renting the second and third floors, and live for free. (If this is attractive to you, income figures are available.) Or, use it as a single family home, using the third floor level for an au pair, live-in help, or for a teenager hang level. Owner has explored changing zoning to a three family, and converting to three apartments. A short distance to downtown, to the hikes on the Retreat Trails, to pass time with a book at the Library, or to leave your car at home and take a ride on the MOOVER bus! So much to say about this property...only a look will say it all!
This lovely West Brattleboro cape is located on a quiet cul-de-sac right on the outskirts of town. Built in 2002 with a spacious design, you enter through the oversized two-car garage into a contemporary kitchen. Features include granite countertops, tile floors, an elegant backsplash, and a door leading to a private terrace, ideal for family gatherings or entertaining. The first floor has dining, living, a full bath, and a first-floor bedroom, all with gorgeous oak flooring. Upstairs are two more huge bedrooms, a full bath, and great storage over the garage, which has potential for more living space. This is country living at its best, yet minutes to I-91 and all of Brattleboro conveniences.
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