Properties Near 40 Brookside Drive Brattleboro, VT

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.**

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.

A three-level, end-unit townhouse with three bedrooms and three baths! Walk directly into the living space from the porch or the garage. This one has a spacious and airy feeling, even a sunroom addition for a quiet afternoon reading an enjoyable book and watching the birds. The primary bedroom boasts a skylight with shudders for light control, a roomy walk-in closet, and a bath with shower. With direct access to their own private patio overlooking the Whetstone Brook, the two bedrooms on the lower level share a full bath and a handy laundry room. The best part is the location! A stone’s throw to the Farmers’ Market for fresh summer produce and the town park next door for swimming, tennis, pickleball, basketball, skating, even a ski hill, and hiking trails for the adventurous. Showings begin 2/28/26.

Don't wait to come view this newly remodeled, low maintenance, affordable and desirable ground floor end unit. Inviting circular flow, the spacious living room has a brand new slider with a view of the rear yard and the Whetstone brook. Plus, you have a brand new kitchen and appliances. The large bedroom with double closet has direct access to the newly renovated bath. This condo is located in a prime location with quick, easy access to I91 and a stones throw to the Whetstone Brook, Farmers Market and Living Memorial Park. Association fees include heat, water/sewer, landscaping and more. Come visit this sweet home with an attractive price.

Rare opportunity to own a desirable end-unit condo in a prime Brattleboro location, priced to sell. This well-maintained unit offers added privacy and natural light, along with a private deck overlooking the river, creating a peaceful setting to relax and enjoy the surrounding landscape. Ideally situated within walking distance to the Brattleboro Farmers Market, Memorial Park, and the Vermont Country Deli, this location provides easy access to some of the area’s most loved community spots, outdoor recreation, and local food. The home has been well cared for and offers a solid foundation for its next owner, with the opportunity to personalize and add value. The unit is currently being sold without appliances other than the stove, presenting a great chance to bring your own updates and finishes. A strong option for buyers seeking low-maintenance living, investment potential, or a conveniently located Vermont retreat. Opportunities like this—especially end units in this location—do not come along often

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.

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

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.