Rare opportunity to own this iconic Queen-Anne Victorian in Brattleboro’s coveted Tyler Street neighborhood. A remarkable and extremely rare blend of country and in-town living. Extraordinary and stunning views of the Connecticut River & Mount Wantastiquet. Lovingly cared for by the same owner for the past 29 yrs. This home sits proudly on the expansive 0.85-acre corner lot, in the core of the Tyler Street neighborhood. Bracketed by majestic Maple trees in front, the home and mature landscaping gently shields the rear yard, where one finds a serene, park-like setting. Many intentionally cultivated trees, shrubs & perennials create a tranquil, oasis-like setting, with many micro-environs in which to relax and enjoy. The 1st FL offers an expansive, central eat-in kitchen and family room area, off of which there are a living room, dining room, den/office, bonus room or bedroom, & bath. The 2nd FL offers 3 BR’s, all with separate entrances to a central BA. Beautiful patina-rich maple, fir & pine wood floors are found throughout. Also, a spacious, 2-level, partially covered deck, overlooking the rear yard, an extended 2-car garage, plus an 8’x12’ shed. An easy stroll to the heart of downtown Brattleboro. Close to golf, hospitals, culture & recreation. Convenient to airports, Boston, NYC & Canada. Extremely rare opportunity to own this unique charmer. Only 2 owners in past 60+ years! Don’t want to miss this choice offering!! Delayed showings beg. 6/20/25.
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! SHOWINGS BEGIN A PUBLIC OPEN HOUSE SATURDAY 7/5/25 FROM 11AM TO 1PM.
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!
© 2025 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NNEREN. Subject to errors, omissions, prior sale, change or withdrawal without notice.