Brattleboro, VT | 21 Winding Hill

Move-in ready and easy to maintain, this 2-bedroom, 1-bath townhouse-style condo offers comfortable living in a convenient Brattleboro location. The main level features a bright, open living and dining area with sliding doors that lead to a private patio and a peaceful, wooded backdrop. An inviting spot to relax or enjoy the outdoors. The kitchen offers plenty of cabinetry and workspace and flows easily into the main living area. Upstairs, you’ll find two generously sized bedrooms and a full bath. With 930 square feet of finished living space plus a full 465-square-foot unfinished basement, there’s excellent additional room for storage, hobbies, or everyday necessities. Conveniently located near shopping, public transportation, I-91, the Farmers Market, Living Memorial Park, and all that downtown Brattleboro has to offer. Association fees include heat, water/sewer, landscaping, and more, helping make this an appealing low-maintenance home at an accessible price point.

Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the woods and a small yard space. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement for extra storage with washer/dryer. Newer kitchen cabinets, countertop, flooring, bathroom vanity, vinyl windows and front door. 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.

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. Sale is contingent on Sellers finding suitable housing/closing within 90 days of contract.

Cute as a button! Everyone knows this home painted as pretty as a picture, on the corner lot at the foot of Union Hill. The owners over the years have landscaped and created a magical setting........walk to downtown, coop and the MOOVER! Previous owners did a amazing renovation after Irene. An intown, affordable, vintage home with lots of character. 48 hour notice please in respect of the tenants. No interior photos to respect tenants privacy.

Fully remodeled in 2018, this double wide manufactured home looks far newer and nicer than its 1994 age might show. The home is nicely situated on a wide lot well back from the road and it backs up to a nice forest. The kitchen had lots of cabinetry, a center peninsula, wood countertops and a newer stainless side by side refrigerator, microwave, and propane stove. The large dining area abuts the kitchen and offers plenty of space for a large table and family gatherings. Towards the front is the large living room with picture window overlooking the expansive green lawn. At either end are the bedrooms. A primary suite with walk in closet and primary full bath offer a pleasant space. At the other end, there are 2 additional bedrooms that share a common 3/4 bath that was remodeled in 2024. Off the kitchen is the laundry area, the oil fired Miller furnace and a door to the small covered porch and ramp. The 2018 remodel included all laminate flooring throughout, kitchen and full bath countertops, roof replacement and other cosmetic upgrades. Outside, the skirted home sits on a concrete slab and there is are 2 sheds in the rear. Home is clean and ready for you to move into right away. Sectional couch, dining room table, window treatments, window A/C units to convey with property. Park occupancy is subject to approved application.

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.

Welcome to this beautifully refurbished one-bedroom, one-bath condominium in desirable West Brattleboro. Freshly updated with new flooring, fresh interior paint, vanity, and a new oven, this move-in-ready home offers comfortable, low-maintenance living in a convenient location. Ideally situated just minutes from I-91, this condominium provides easy access for commuters while placing you close to many of the area's most popular recreational and attractions. Enjoy nearby skiing, scenic walks along Whetstone Brook, outdoor activities at Living Memorial Park, the vibrant Brattleboro Farmers' Market, and the beloved Vermont Country Deli. Whether you're looking for a year-round residence, a weekend getaway, or an investment opportunity, this inviting condominium combines modern updates with an exceptional location close to recreation, dining, and everything the Brattleboro area has to offer.

Sweet! Taken to a new level, this home has new windows, flooring, bath, etc. Neat as a pin and ready for easy living! Plus...an enclosed porch for rainy day coffee and a sunny deck for every day use. Bedrooms at either end promote privacy or an office away from the main living. The oversized carport is perfect for the changing weather, but doubles as a patio and grilling station. A good choice for a long term, easy care home. Sale subject to seller finding suitable housing.

Welcome to 22 Valley Road, an affordable and easy-to-maintain 2-bedroom, 1-bath mobile home located in Brattleboro’s Tri-Park Cooperative Housing Corporation. This cozy single-level home offers a bright and refreshed interior with natural light, LED lighting, first-floor laundry hookups, and a functional layout that makes great use of the space. The kitchen features an electric range, refrigerator, freezer, and ample cabinet storage, opening nicely into the living area for everyday convenience. Outside, enjoy a level setting with off-street parking, a gravel driveway, and access to community amenities including common acreage, coin laundry, and a basketball court. The property also offers access to Whetstone Brook, nearby walking trails, and a convenient location close to Brattleboro’s shopping, dining, schools, recreation, and I-91. A great opportunity for affordable living in a convenient Brattleboro location!

Sweet little mobile home! Large mudroom or multi purpose sun room, eat in kitchen separated from the living room with open shelving. Two bedrooms, the larger used to be two smaller bedrooms which could become that again if you need 3 bedrooms, otherwise a great bedroom with a sitting area, and a second bedroom at the end! Stackable washer/dryer in the bathroom. A large shed is great for storage, plenty of room in the yard for flowers or veggies, and you even have your own private beach on the Whetstone Brook! Comer take a look! Must be park approved!