Brattleboro Vermont Real Estate

This home is in need of some TLC but well worth the effort! This home has bedrooms at each end for privacy and comfort. The rest of the home is open concept for amiable living and good conversation. Cook and visit! Sitting on a nice lot, a small bit of gardening and sun loving sitting on the deck. All homes in this park met energy efficiency standards when placed in the park! Walk the loop and meet your neighbors, or watch them as they take advantage of the easy environment for exercise. Buyers must be park approved with criminal and credit check!

An affordable opportunity for a new beginning, for both you and the home! Located in an evolving neighborhood where a new generation is investing, walk to downtown. This corner lot has off street parking, a bit of yard for some planting or sunning, and what the current owner has used as a workshop. This one will take cash or a rehab loan, but is being occupied so systems are working. Please, only fully qualified with either proof of funds or a bank rehab loan prequel letter. Pets, so flexibility is needed for showing.

Opportunity to live and invest in upgrades for your new home.

Don’t miss this unique opportunity to own a mobile home in a Vermont park with features that truly set it apart. Situated on a large lot, this home offers a full concrete foundation with a walkout basement—a rare find that provides exceptional storage, workshop space, or future finishing potential. The interior features a highly functional floor plan, with the kitchen, living room, and dining area centrally located, creating a comfortable and efficient living space. Bedrooms are positioned at the opposite end of the home, offering added privacy and separation from the main living areas. The secondary bedroom offers two entry doors and a semi-circular footprint, ideal for flexible furniture placement, home office use, or creative layout options. Enjoy the outdoors from the enclosed back deck, perfect for year-round use, relaxing, or entertaining. The backyard provides a peaceful setting where wildlife is frequently seen, adding privacy and a true Vermont feel. With its uncommon foundation, generous lot size, and practical layout, this property offers excellent value and versatility within a park setting. A must-see for buyers seeking space, storage, and a connection to nature. Buyers must be park approved for credit and background check.

Enjoy a spacious kitchen that flows seamlessly into a large living area with open views of Mount Wantastiquet. This single-level ranch offers four generously sized bedrooms and a full bath, making it ideal for those seeking one-floor living and efficient heating. A cozy woodstove in the living area helps offset heating costs while adding warmth and charm. Hardwood flooring, a beautifully tiled shower, claw-foot tub, pantry, built-ins, vintage 1950s kitchen counter, and authentic hardware showcase the home’s timeless character. Ample storage throughout and a full, dry basement add comfort and practicality. Offered as an estate sale and sold as is, this property presents a wonderful opportunity to personalize a solid home in an inspiring location. With great bones and mountain views, a little paint and attention will go a long way. Showings begin Sunday, March 8th, by appointment.

Set in a fantastic, highly sought-after neighborhood, this home is ideally located directly across from Oak Grove School, just around the corner from the Little League field, and within one mile of the hospital, middle and high schools, Interstate 91, and Brattleboro’s vibrant downtown shops and restaurants. This 4-bedroom, 1.5-bath Cape Cod–style home offers a quick closing opportunity and solid potential. Upstairs, you’ll find two generously sized bedrooms with freshly painted walls, gleaming hardwood floors, and a conveniently located half bath between them. The first floor features two additional bedrooms and a full bath, with all bedrooms offering ample closet space. The sun-filled living room boasts a cozy wood-burning fireplace, while the kitchen provides abundant cabinet and counter space. Relax and unwind on the inviting three-season porch—perfect for warm summer evenings. Outside, the spacious backyard offers plenty of room for gardening and outdoor enjoyment, and the garage includes an additional storage room. A full basement provides excellent storage space and includes a washer and dryer. A brand-new oil furnace was installed in January 2026. With great bones and just a few cosmetic updates, this home has the potential to truly shine. Enjoy the convenience of a prime location less than two hours from Boston and Albany, 3.5 hours from New York City, and 4 hours from Montreal. So many plusses—don’t miss this opportunity! **If you drive by - The address is 49 Clark Avenue. Do not get confused with Clark Street which is in a different area of town.**

So much to offer! This 4 bedroom 2 bath has plenty of room for all! It features a large kitchen with lots of counter space and the laundry tucked in for easy access while you cook and bake. The deck overlooks the lower yard where the solar panels live and the perfect spot for the above ground swimming pool (needs a liner). Huge lot, lots of off street parking and on the MOOVER line for non drivers. In a previous life the 4th bedroom was a beauty salon...food for thought...Good bones, owner has updated many features...a home worth considering.

Unique opportunity to own a nearly 40 acre tract and 2 homes on Hinesburg Road in a great West Brattleboro location. The homes sit unseen approximately 500 feet back on a private driveway from the public road. The houses need a fair amount of repair and remodeling to get them in good condition. The main house is a cape style home with open concept kitchen/dining/living room, full bath, and 2 bedroom on the first floor with 2 bedrooms on the second floor. a large green house stands directly adjacent to the house. The 2nd home is smaller and features a large room on the main floor with kitchen area, living room and bath. Upstairs is a spacous loft bedroom. An unfinished room off the main level was added to become a hot-tub room. This 2nd house would make a nice guesthouse, office, studio or possible long term rental or AirBnb rental. A large garage structure was started but never finished. A common outdoor wood boiler was used to heat both houses and the greenhouse previously but the boiler needs repair/replacement. Several acres have been cleared on the lot. The remaining forest has some marketable timber. The property can also be accessed via a deeded right of way from Goodenough Rd. The property could be perfect for someone seeking a large private parcel of land. It may also be attractive to developers looking to build a road and develop multiple house sites.

Bright Sunny, south facing! 2 stacked flats just perfect for multi generational living! Inside access with both formal front stair and back utility stairs, so easy for caring for family members, or a plan for aging in place with a care giver. Rent one or both for a money maker. This owner is owner occupying both flats. Plenty of off street parking, a sweet side porch and just a bit of a yard to care for. Near down town,, MOOVER route, hospital and all the other good stuff. Quite, level short street, with easy access. Come join the neighborhood! Only the first floor is available to show on first showing. Please have all buyers qualified before requesting an appointment.

Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass windows, and glowing wood floors. First floor has a bedroom option and a full bathroom, there's a full bathroom on each floor! Plenty of room for everyone with three more bedrooms and a bathroom on the second floor. There is an additional room on the second floor with separate entrance that would make a great office, and the third floor offers an in-law potential with a one bedroom studio apartment. There are two furnaces and two oil tanks, one for the first floor, one for the second floor, and a propane wall unit for the third floor.

This charming (really!) 1860 Cape is a hidden gem - literally - nestled in back of the houses that are in front of it on High St and Whipple St. Three bedrooms - one first-floor bedroom - 2 bathrooms, large dining room, comfortable living room, 2 Rumford fireplaces. 2nd floor laundry room. Radiant floors & Buderus boiler provides efficient heating. Full basement with concrete radiant floor. Close to schools, playground, hospital, Main St. shopping. Showings begin with an Open House on Saturday, February 14 11am-1pm. You'll love this one, come see it!

The one you have been waiting for! This traditional New England cape with a twist checks all the boxes! Remodeled in the 90's, it has a cook's delight for a kitchen with tons of cabinets and lots of countertops for baking prep...cookies and breads are a must!. The first floor was expanded to almost double the size of the living room, adding a fireplace and a main bedroom. Aging in place is easy here. Along with the bedroom, there is laundry and full bath on the first floor. The attached 2 car garage keeps you out of the weather, tidy and dry. An amazingly level lot is great for gardening or games. And, you are on pavement, no mud season here! Easy to get to the mountains or Brattleboro and beyond. This is a must see for those long in the market, looking for just the right home.

First time offered, EVER... built and loved by the current family, it is time to pass the keys to a new generation of owners ready to put their own love and dreams into this sweet home. Just across from the high and middle schools, around the corner from Oak Grove grade school, and down the street from the hospital and shopping. There is a first floor bed and bath for aging in place, but 2 big bedrooms and full bath up! The full basement has room for a workshop, storage or game room. Drive and carport are paved for easy maintenance. Huge shed in the back for storage or lawn care tools. Just what you have been waiting for!

Built in 2004 in this much-loved neighborhood, on a desirable one-way cul-de-sac, beautifully maintained, sits this 3-bedroom, 3-bath home. The first floor has a beautiful, large, eat-in kitchen, dining room, 1/2 bath, and access to a very spacious and inviting 16x16 deck ideal for family gatherings or entertaining, and a real sense of privacy. On the second floor, there is a primary bedroom with an ensuite bath, two more bedrooms, and another full bath. The basement is sure to impress, 22 x 19 and finished. This home has gorgeous hardwood flooring, tile, and carpet upstairs. There is a spacious two-car garage. Conveniently located, less than 10 minutes to vibrant downtown and 5 min to I-91. Enjoy country living with the convenience of town amenities minutes away.

Enjoy privacy and nature just minutes from town! This well-cared for 3 bedroom, 2 bath home sits on 4.81 acres, offering space, tranquility, and convenience. Features include a first-floor bedroom, bright and comfortable living areas, a beautiful three-season porch perfect for relaxing and taking in the peaceful setting, and a two-car garage for added storage and functionality. A great opportunity to enjoy country living with easy access to town amenities. OPEN HOUSE SATURDAY 3/21 11AM - 1PM.

OPEN HOUSE SATURDAY FEBRUARY 7th 10 AM- 1 PM This well-maintained three-bedroom, two-bath single-family home is set on a level, fenced-in lot in a coveted neighborhood close to downtown, with convenient access to major highways. The home features radiant flooring, central air, and a finished basement offering flexible living or recreational space. A spacious kitchen provides ample cabinetry and storage, ideal for everyday living and entertaining. Two bedrooms are located on the main level, while the second-floor primary suite offers vaulted ceilings and added privacy. Outdoor highlights include a 16’ x 20’ Trex deck, a bluestone walkway, and a large driveway bordered by a stone wall. A detached one-car garage with a carport adds functionality. Enjoy proximity to the Retreat Trails and Harris Hill Ski Jump, combining comfort, convenience, and an exceptional location.

Step back in time and discover the enchanting potential of this distinguished 1940 Colonial, perfectly positioned to capture the spirit of Brattleboro. Perched on a generous 0.79-acre level lot, this home offers a rare blend of expansive personal space and convenient in-town living. From the moment you arrive, the classic lines, wood siding, and enduring slate roof hint at the craftsmanship of a bygone era. Inside, the home spans a spacious 2,756 square feet, featuring four bedrooms plus bonus room and three bathrooms that provide ample room for family, guests, or creative pursuits. While the interiors are ready for a thoughtful restoration, the home's historic character serves as a beautiful canvas for your vision. This is a unique opportunity to breathe new life into a property with significant provenance, preserving its architectural soul while infusing it with modern comforts and your own personal style.The true magic of this property lies in its setting. Imagine waking up to sweeping, picturesque views of the West River Meadows, a daily reminder of Vermont's natural beauty right from your back yard. Despite this serene visual escape, you are just a short, pleasant walk from the vibrant heartbeat of downtown Brattleboro, where local shops, dining, and community events await. This residence offers the best of both worlds: a private, historic retreat with the convenience of a walkable, connected lifestyle. There are extensive berry bushes, a vegetable garden, and perennials growing on the property. Don't miss this rare opportunity.

Welcome to 23 Wilsons Woods Road, a meticulously maintained Colonial-style home that offers the perfect Vermont balance: total wooded privacy combined with absolute convenience. Nestled at the end of a quiet road, this property feels like a secluded retreat tucked into the forest, yet you are literally moments away from Brattleboro’s vibrant restaurants, local shops, the hospital, and a thriving arts scene. The standout feature of this residence is the thoughtfully designed addition, which serves as a premier mother-in-law suite or guest wing. This expansive space offers flexible multi-generational living without compromise, featuring its own eat-in kitchen and sitting area, and the high-end luxury of radiant floor heating for year-round comfort. With direct access to a private deck and open patio, it is a seamless blend of indoor-outdoor living. The home’s exceptional layout includes 4 bedrooms and 4 bathrooms, providing a natural flow that is perfect for both entertaining and quiet daily life. High standards of maintenance are evident throughout, including recent roof renovations and pristine mechanical systems. Whether you are relaxing on the classic covered wraparound porch or hosting a dinner on the beautiful rear deck, the serene surroundings provide a sense of total calm. This move-in-ready property offers the comfort and quality lifestyle Vermont is known for—quality construction, modern upgrades, and a location that puts the very best of Brattleboro right at your fingertips.

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.

This home is living art, tucked away at the end of the road of lovely homes & hundreds of acres ridgetop, yet only 10 minutes from downtown Brattleboro. Built by a craftsman this home is gracious & energy efficient. Building materials have been harvested from it's 51-1/2 acre woodland. Rooms are thoughtfully designed awash with natural light. Walk up the covered, stone walkway to enter the mudroom. The mudroom provides New England necessities including full bath & walk-in closet. Gaze through the sunroom to overlook the vast landscape. Beautiful floors & custom crafted moldings enhance all spaces. Enter the kitchen through a spaulted black birch doorway to maple & tile flooring, maple cabinets, granite tops & cherry center island. The lay-out flows seamlessly around a beautiful stone chimney built with native stone. The expansive deck invites you to share in its tranquility. Maple, birch & cherry stairs lead to the second floor w/ 2 bedrooms, walk-in closet, dressing area, a bath with double shower, & soaking tub plus laundry room. Enjoy ridgeline views extending beyond the property’s southern boundary a mile away. The light-filled, finished, walk-out basement has bedroom, full bath, exercise room & purposefully designed closet storage spaces. Independent wood & propane heating systems provide radiant heat to every floor including the fully plumbed, oversized garage & wired & plumbed living space above. Timely beauty & calm for you & for the many generations that follow.

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 ½ 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 above. Create a cross-country ski track for moonlight nights. Watch for fireflies in the meadows and see the forest creatures explore their world. A one-of-a-kind property with so much to love; solid, expansive architecture, two staircases, windows everywhere, gleaming wood floors and well positioned, dimmable lighting, bringing together classic and fun, this home was designed for those who love organization with oodles of storage space. The heart of Vermont is here!