Properties Near 672 East Orchard Street Brattleboro, VT

This is IT! Summer is here! The gardens are ablaze, the deck is perfect for the evening sip of something cool and there is open sky for sightings like the strawberry moon and shooting stars. Treat yourself to your own spa....the sweet spot is the oversized salt pool, surrounded by lush greenery for privacy and an apron for sunning. Add some of your own fun and you will stay at home, comfortable, affordable and more friends than you can count. Add to all this a pool house for games or a get away on a rainy afternoon of reading and snoozing, indoor but outdoor. The house is amazing, built by a generation who had the pick of the land and ability to create lovely crafted homesteads. Historic, classic architecture to tug your heart, but the modern perks to make life easy. Entertain inside or out ...huge formal dining, butler pantry, coffee station, and a stunning addition...throw open the glass doors and let the party flow....tired of the city, pop up from Boston or New York....when the summer winds down, become a leaf peeper, skier or self indulgent homebody. The choice is yours, but make this home the heart of your family.

Turnkey Home in Sought-After Hillwinds! Located in the desirable Hillwinds neighborhood and nestled among the trees, your dream home awaits! This charming and functional home offers open, sun-filled living spaces, softwood floors, and abundant storage. The kitchen is a cook’s dream, featuring granite countertops, a gas stove, farmhouse sink, and a unique pull-out cabinet on wheels for added versatility and easy access to storage. The open-concept kitchen flows seamlessly into the living room, complete with a brick mantel and cozy gas fireplace—perfect for relaxing evenings. With four spacious bedrooms and three bathrooms, there’s room for everyone. The primary suite offers a walk-in closet and a skylit bathroom with radiant heated floors for year-round comfort. A convenient first-floor washer and dryer add to the home’s functionality, and if the interior isn’t enough—just wait until you step outside! Enjoy beautifully landscaped gardens with shrubs and mulched beds throughout the yard. A stone patio offers the perfect spot for small gatherings around the fire pit. Off the three-season room, you’ll find a private hot tub—ideal for unwinding after a long day. A private backyard path leads directly to the scenic Hillwinds trails. Don’t miss the chance to own this special home that blends nature, comfort, and thoughtful design. Delayed Showings begin Saturday 7/5/25 with an OPEN HOUSE 11am-2pm.

Perched proudly on a knoll, this mid-19th-century colonial was one of two farmsteads in this neighborhood of Brattleboro, VT. This stunning, 4-BR, 2-BA hip roof colonial & spacious, 2-story barn have been lovingly cared for by the same owner for 56 years! Now is your opportunity to own a New England classic in a neighborhood setting, but country feel - all w/in very close proximity to town amenities – hospital, town park & ski hill, schools, and downtown. ONLY 1 mile to I-91. A sweeping driveway off the town road brings you up to the home & barn, culminating w/ an elegant loop for convenient entry & exit. A charming, covered porch leads you into the home’s center hall w/ a stunning 2nd-floor staircase. Turn left into the spacious kitchen, or right, into the expansive full-width living room w/ center fireplace. Completing the 1st FL are a formal DR, 3/4-BA, OFC or FR w/ priv entr, & a sweet, screened porch from which to look over the flat back yard & watch the colorful summer sunsets. Upstairs are 4 BR’s and a large full BA. A nice mix of hardwood & softwood flooring adds to the aesthetic appeal of the home. Newer windows throughout. Durable slate & metal roofing. Views up the Connecticut River valley, increase after the leaves fall. The nearly 2,000 SF barn offers a multitude of options, w/ approx. half of the space being clear span w/ 20+ ft of headroom; the other half offers 2 full stories. You will want to see this gem! Delayed Showings Begin June 6, 2025.

You can't beat this location, overlooking the Brattleboro Country Club golf course. This home was built circa 1919, and has many cool vintage features such as retro curved metal kitchen cabinets and baths. Generous rooms include a large living room with two field-stone fireplaces, a spacious family room. This is a 3 bedroom house with 3 full bathrooms, but it's really about how you configure the house for yourself. You could live here today, as is, or turn it into something new; it's up to you! Delayed showings begin with an Open House, Saturday, June 21, 11am-1pm. Come see it for yourself!

4 condo units being sold together as a great residential package investment opportunity! Rent them, live in one and/or sell them off individually. This offering includes 4 of 5 units in a charming condo development just minutes from downtown, the hospital, shopping, and I-91. Unit 5 has been sold. The property features a large shared yard, off-street parking, and strong rental potential. The owner currently receives approximately $7,000/month in rental income. Additionally, the town has indicated the lot could support the construction of another house, offering even more upside. All units are fully furnished and currently rented, except one mid-renovation. Unit 1 is a spacious 2BR/1BA with a walk-in pantry, washer/dryer, mudroom, oil heat, and private side porch. Unit 2 is a cozy 1BR+ with a walk-in pantry, electric heat, and small porch. Unit 3, currently under renovation, is a large 2BR with gas heat, generous living room, and private front porch—ready for finishing touches. Unit 4 is an updated 1BR/1BA in excellent condition with charming period details. All units feature classic touches like clawfoot tubs and porches. A unique opportunity to own a versatile, income-producing property with potential for future development.

This very Vermont country home is nestled on a peaceful, beautifully landscaped 1.5 acre lot along Upper Dummerston Road. Built with unparalleled craftsmanship by some of the region’s finest artisans, the home exudes exceptional quality throughout. At the heart of the residence is a large chef's kitchen, complete with a gas fireplace, granite countertops, solid maple cabinetry, and premium Wolf and Jenn-Air side-by-side ovens and range & walk-in pantry. The home features three bedrooms, one located on the first floor, and one upstairs with a soaring cathedral ceiling. Additional spaces include a formal dining room, a spacious living room, two beautifully tiled bathrooms, and a finished basement designed for both relaxation and entertaining. The interior is thoughtfully crafted with warm tones, hardwood cherry and oak floors, and solid wood doors. Energy-efficient windows and a newly installed boiler system, and heat pumps for both floors ensure year-round comfort. A generous 2-car garage offers ample storage space above, while a tiled mudroom provides added convenience. The maintained grounds include perennial and raised vegetable gardens, flowering trees and shrubs, stone walls, and a custom-built outdoor craft/sitting area. A professionally designed Ashfield Stone Patio, complete with a wood-fired oven (Pizza!!) crafted by a local mason, offers the perfect setting for outdoor entertaining.

This beautiful Victorian home is just a short stroll from vibrant Brattleboro and has access to a huge town trail network. Nicely landscaped and has a partially fenced yard for pets or children. The house has lovely Victorian detailing and includes 3 covered porches. The formal entry has hardwood flooring, period staircase, stained glass window and a 3/4 bath. The adjacent front parlor includes oak flooring, ceiling fan and double French doors opening onto a cozy living room w/ornate fireplace w/gas stove, ceiling fan and hardwood floors. There is a formal dining room w/built-in hutch and Southern pine flooring. Then kitchen is delightful boasting elegant wainscoting, spacious center island and a walk-in pantry/mud room. The 2nd level offers a blend of comfort and style w/3 bedrooms, 2 of which share a full tiled bath. The primary bedroom is a serene retreat w/direct access to a 2nd floor covered porch, a private dressing room and an en suite tiled bath. The 3rd level unveils even more versatility with a large finished storage room that opens onto a "Summer Bedroom" w/colored glass windows, perfect for additional living space or creative pursuits (artist studio?). This charming home celebrates period Victorian features and a sense of elegance. There is a 2-Car garage, central air conditioning and the residence is located in a highly sought after neighborhood. A special spot offering comfort, beauty and a unique sense of place. Delayed showings 4/28/25.

Tucked away on a peaceful 4.3-acre lot surrounded by mature trees, this “wow—worthy” 960 sq ft modern “glass house” (with additional 600+ sq ft of lower level living) on Bonnyvale Road, offers a stylish and serene retreat. Exquisitely designed, it blends indoor ease and simplicity with an outstanding natural setting. The stand-out home features an open-concept layout filled with natural light thanks to expansive glass doors and Andersen 400 Series gliding windows. There’s warm bamboo flooring throughout, designer track lighting, and a well-equipped kitchen with gas range and center island—perfect for both everyday living and entertaining. Three comfortable bedrooms and a full, plus 1/2-bath, provide ample space for family or guests. Step outside: enjoy the generous deck and covered porch, ideal for relaxing or al fresco dining while soaking in birdsong and private surroundings. During winter, cross-country ski trails are outside your door. Return and soak in your top-of-the-line hot tub. Seeking a comfortable year-round residence or a pristine peaceful getaway? This gem delivers modern living in a tranquil Vermont setting. Open House Sunday June 15th 11am-1pm