Brattleboro VT Real Estate & Homes for Sale

This lovely property has classic character and charm with modern updates and upgrades making this a truly comfortable place to call home! There's the main house with attached garage as well as the accessory in-law suite/apartment/accessory living space for longer term guests to stay that provides privacy from your main home. There's the nicely sized barn for parking, animals or storage which could be a great base for a mini-farm setup when combined with the upper field fruit trees and potential gardening space. You can relax in the in-ground pool at the end of a long day working and puttering around or retreat inside and enjoy the multiple wood stoves depending upon which space you choose to enjoy. There's also the nice sun room for indoor plants and enjoying your morning beverage watching the sun rise. This is a very conveneint location with multiple uses and plenty of options for you to make this your home. Delayed showings until May 18, 2024 with an Open House planned for that same day.

Perched perfectly amidst 18 tranquil acres of woodland, this sweet contemporary residence in Guilford features three bedrooms, two baths, and breathtaking eastern views overlooking the preserved meadows of neighboring Sunrise Farm and Governor Mountain. Inside, vaulted ceilings and a great brick fireplace radiate warmth and charm, while expansive windows and sliders in the living room and primary bedroom offer captivating panoramic views. Step out onto the generous twenty-foot covered deck, perfect for unwinding or hosting gatherings amidst the serene beauty of nature. Enjoyed by the same family for 50 years, this property is now being offered for your updates and customization to make it your own. Complementing the residence is a versatile 32' x 40' barn, providing ample space for a workshop and storage of equipment. Explore the possibility of converting it for equestrian use or agricultural endeavors, and envision opening up the surrounding land for pasture or cultivation. Enjoy the idyllic essence of rural living with an abundance of countryside pleasures right at your doorstep. Your neighbors at Deer Ridge Farm trade the use of the sugarbush for maple syrup! Conveniently situated just five miles from Route 9 in West Brattleboro and 15 min. from the middle of town. The property offers both seclusion and accessibility, an exceptional opportunity for a truly remarkable retreat. 2.5 hrs. Boston. 4 hrs. NYC & Montreal. Delayed showings until May 11, 2024. Open House 11-2 p.m.

An ideal location from which to enjoy the countless in-town and country activities available in the Brattleboro area! This circa 1910 arts and crafts style cedar shingle house was one of Brattleboro's historic downtown homes and was moved to its current enviable location in 1996. The house sits 1/8th of a mile off of Route 30, within one mile of downtown Brattleboro and even closer to the active Retreat Farm (with its seasonal music and food truck roundups), the Meadows (water related activities) and the extensive Retreat trail system. The house is under 1/4 mile from the Brattleboro Country Club for golf, cross-country skiing and dining. The home offers an exceptional combination of country living and accessibility and features wood floors with radiant heat, a wood burning fireplace with built-in bookcase surrounds, high ceilings throughout, a formal dining room, office, and a kitchen with informal kitchen dining area with abundant natural light. The second floor is home to four spacious bedrooms and a full bathroom. The primary bedroom includes another private ensuite bath. There is ample outdoor common area including a 440 square foot deck above the home's two-bay garage and a covered entry porch which looks to the property's yard and surrounding woods. The walkout level basement is currently utilized as a rented apartment with one bedroom, an office space, and an open plan kitchen and living/dining space. Showings Begin 5/4! Contact us to discuss this special offering!

Just what you have been waiting for!!! An affordable way to move into one of Brattleboro's sweet spots! A couple of minutes to grocery, pharmacy, schools and the interstate, even downtown. Bring your pets and let them run in the fenced yard! WOW..A garage that can double as a workshop! Inside is the solid construction of the 40's with huge first floor bedroom, right next to the bath, huge living room, large enough for a gathering, (with parquet flooring and fireplace) all with 1 floor living. The owners have enjoyed the marvelous lower level family room with wet bar, oversized jet tub, a second fireplace, huge laundry room and lots of special built-ins. This home is just waiting for the new owner to choose colors, do some repair, spiff and polish to make it their own. In this walk about neighborhood, you will meet new friends and reconnect with old ones! Start your journey here or tuck into the downsize. Either way you will love the project, love the home. Sellers are on the hunt for new digs so sale is subject to seller finding suitable housing. *Interior photos to follow.

Sweet ranch in a great in-town neighborhood at the end of a cul-de-sac. Single-level living! Level lot that gets plenty of sunlight. In-law or visiting nurse suite with 3/4 bath. This house is well-loved and well-cared for. Relax in the den or watch your widescreen TV in the finished family room in the basement. This one is ready for you to move in. Delayed showings until Saturday, May 4 with OPEN HOUSE 1-3pm.

Are you looking for a sanctuary away from it all? Look no further! Discover peaceful country living in this charming cedar-sided cape. Listen to the owls hoot while you look at all the stars you have been missing in the night sky. This well-kept home seamlessly blends character with modern features and energy efficiency. Bask in the warmth of the bright sunroom leading to an open-concept living space with wood accents throughout. The kitchen boasts granite counters and maple cabinetry, flowing into a cozy family room and onto a Timber-Tek deck. Bathrooms offer custom touches, while the home stays warm with minimal oil and wood usage. Nestled in the woods on 4 acres with mature landscaping and a blueberry patch about 15-20 minutes from Brattleboro in one direction and Putney in the other. Showings begin Sat. 5/4 Open house 11-2.

Sweet 3 bedroom home in the much sought after Carriage Hill neighborhood. Easy access to shopping, restaurants, the hospital, interstate, bus stops and so much more all while maintaining that charming country neighborhood feel. Mount Snow is about a 35-minute drive, just over an hour to the Bradley International airport and about 2 hours to Boston. Enjoy Brattleboro's vibrant downtown which offers live music, art. theaters and more. Stay warm and dry as you head down the paved driveway into the direct entry 2 car garage. Enter through the lower level where you will find plenty of room for storage and the laundry room. Head on upstairs to find the open concept living room, kitchen and dining area with a back door to the deck and spacious back yard with mature trees providing natural shade and plenty of wildlife. Back inside you will find 3 bedrooms and a full bath all on the main level. The furnace is very well maintained, and the central ac is a huge bonus during those hot, sticky summer months. Add your own cosmetic updates and it will be perfect!!!

Low maintenance, affordable and desirable ground floor unit. Perched up high in Brookside development sits this cute efficient one bedroom condo. Inviting flow with a pass thru from the kitchen into the dining and the spacious living room has a great slider out to your small rear yard. Get creative and build a terrace to enjoy your summer evenings. The large bedroom with double closet has direct access to the full 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. Shared basement. Association fees include heat, water/sewer, landscaping and more. Come visit this sweet home with an attractive price.

Easy living with a great location, you can walk downtown or even the train station! There's good space inside with nice sized bedrooms, second floor laundry as well as patio space out back looking out on the woods. Association amenities include a tennis court and in ground pool as well as trash removal, plowing and landscaping. This "almost an end unit" includes a carport to keep the snow and sun off your vehicle!

Excellent turn key investment opportunity with this 6-unit multi-family residence in-town Brattleboro. This property features a well-balanced unit mix, offering 3 two-bedroom and 3 three-bedroom units, catering to a variety of tenant needs. With a current NOI* of $49,430 this property represents a lucrative investment opportunity. Each unit has been meticulously maintained and offers modern amenities for tenant comfort and satisfaction. At an attractive price per unit, this property is ideal for investors seeking stable rental income or homeowners looking to diversify their portfolio. With a current occupancy rate of 100% this demonstrates strong tenant demand and potential for further growth. This property can also be sold together with 99 Clark Street (MLS #4991276)

Welcome to 99 Clark Street 4-unit multi-family residence with recent updates and renovations, ideally located in-town, offering accessibility to shops, downtown, hospitals, and schools. This property boasts a diversified unit mix, featuring 1 studio, 2 one-bedroom, and 1 three-bedroom units, ensuring broad appeal to prospective tenants. With a current NOI* of $25,781 and a valuation above 10% cap rate (12%+ cap if self-managed), this property stands as a solid investment opportunity. Each unit offers modern amenities and comfortable living spaces, promising tenant satisfaction and retention. Take advantage of the attractive price per unit and capitalize on the potential for long-term growth. Whether you're an investor seeking stable rental income or a homeowner looking to offset mortgage expenses, 99 Clark Street presents an enticing opportunity.

This charming country estate offers an array of amenities tailored for the discerning buyer. Nestled near the quaint town center amidst picturesque rolling meadows, it provides a captivating backdrop with stunning views of distant hills. Step inside and discover the seamless blend of modern living and rustic charm. The open-concept design welcomes you, with a spacious living area featuring a bank of windows and glass doors that frame the panoramic vistas. Enjoy cozy evenings by the stone fireplace, adjacent to built-in wood bookcases and a stylish chef kitchen with butcher block center island. Entertaining is effortless, whether you're hosting gatherings in the screened-in exterior living space or relaxing in the family room. With seven bedrooms, there's ample space to accommodate guests and family members. Explore the lower level, where you'll find a well-appointed home theater, a comfortable family room, and a private office. A hidden tunnel, with wine storage, leads to a secret music studio discreetly tucked behind a cleverly disguised bookcase. For those seeking solitude, ascend to the highest peak of the house and retreat to the private ensuite, offering unparalleled tranquility and breathtaking vistas. This exceptional property invites you to immerse yourself in its enchanting ambiance and make lasting memories in a truly extraordinary setting. Convenient to Brattleboro, with easy access to shopping, entertainment, a vibrant cultural scene and local outdoor recreation.

Experience the best of country living in this spacious and elegant home in West Brattleboro. This outstanding property boasts over 3000 sq. ft. of living space, with plenty of natural light and long range mountain views. The home features a stunning open kitchen/dining area with maple cabinets and quartz countertops, ideal for entertaining. One will find amazing hickory flooring in the main living area, lots of natural light, and a full walkout basement with new carpeting. Enjoy the outdoors from the two large decks, one with a hot tub for watching the stars. An expansive backyard is ideal for hosting gatherings or relaxing in nature. The home also offers a gym/exercise room, an office, a mudroom, three garage bays, and ample storage space. Situated on 3.36 acres of private land, this home is only two miles from town and close to all amenities. This exceptional property has received thoughtful upgrades, like the newer septic leach field and heating system. In short, this property is at the top of its game. This is a rare opportunity to own a gorgeous home in a prime location. Don't miss it!

Breathtaking country retreat just down from Black Mountain in the hills of East Dummerston. This lovely homestead sits on 10.2 acres just down from the grange towards the covered bridge and West River, with easy access off a paved road. The picturesque setting has a rolling field, wood lot, 3 ponds, rock lined stream, walking trail, stone walls, gardens and beautiful mountainside views. There is a post and beam main residence, expanded a-frame guest house, dry shed, green house, chicken coop, and old barn. The main house has a gorgeous open concept great room with tremendous natural light, wood burning stove, upscale kitchen with stainless appliances, granite counters, and brick stove surround, walk in pantry and laundry, full bath, large sunroom dining and entry area. There is a main floor primary suite with full bath, and guest room. The upstairs has a usable loft space with second spacious bedroom and full bath. The lower level has a large family room with brick stove surround ideal for gas fireplace, another bedroom, and a 3rd full bath. There is a brick and natural wood mudroom entry which leads to the garage and additional storage, as well as a large unused indoor pool that could be converted into something amazing. The guest house has 2 bedrooms, a loft, full bath, adirondack kitchen, and storage garage. The barn shares a separate private drive with the guest house and is in disrepair but has huge potential. A true Vermont getaway with endless possibility.

Amazing, Delightful, Charming...there are not enough adjectives to describe this Sweet Victorian era home with intactwoodwork, working fireplace in the living room, wrap porch, & so much more. The surprise is the 3rd floor suite, a modernbath with wonderful attention to detail in the fixtures, including a claw foot soaking tub. It features a tea (or coffee) station, alittle sitting area for snacking, cozy den & a bedroom all on its own. A get away, x generation transition abode, or studio that will get the creative juices flowing! The owner has taken care to modernize (heating system, wiring, baths) withoutcompromising the character & charm we all love. An ensuite bed/bath can be used as a primary, or choose the largerbedroom & enjoy the king sized bed. If you have a need for first floor living, the bath has astackable & step in shower. Ahuge perk, the owner has owners quarters on the 1st floor and air b&b's the rest of the house for a substantial income! Thesecond floor has 3 bedrooms & 2 baths and a kitchenette with its own stackable, just right for short term guests. The frontentrance is welcoming and the period staircase greets the renters all the way up to the 2nd floor, and the 3rd floor privatestair! If this is attractive to you, income figures are available. Short distance to downtown, hike the Retreat Trails, pass time with a book at the Library, or leave your car at home and take a ride on the MOOVER! So much to say...only a lookwill say it all!

Loved and cared for by the family for almost 75 years, this home is looking for someone new to love it. Tucked neatly into the hillside it is mostly a one floor home once you take the stairs up from the garage. A family sun room was added over the garage and there are a couple of steps to access Kitchen and dining are open concept with a half wall to the living room, creating a nice great rook effect for gatherings of all kinds. Make the best of the small back yard and create a secret garden around the patio. On the Moover line, near everything you need...schools, shopping, hospital, recreation and best of all AFFORDABLE! Heat is off so please dress warm.

3 single bedroom units and 4 single room occupancy units (SROs) w a shared bathroom. $70,800 in gross annual revenue. The unfinished basement is spray foam insulated with a vapor barrier.

An incomparable property with magnificent view on 31 private acres designed and crafted by Daniel Gehring, AIA with sustainability in mind. At 7,300 sf this house can be a home or a lodge, or both with plenty of room for family and guests. The living area and kitchen wrap around a massive Scandinavian masonry stove and overlook a breathtaking 180 degree view east into New Hampshire. Spacious casual and formal eating areas, comfortable seating around the woodstove and a covered porch to enjoy all that can be seen from your hillside perch. The kitchen is chef worthy with commercial stove and hood, wall ovens, prep island, more cabinets than you'll ever need plus a wood burning pizza oven! The combination entry/mudroom/pantry handles your storage needs out of sight. Generous hallways lead to an office plus 6 large exposed timber bedrooms each with access to a porch, generous walk-in closet and handsome bath. On the second floor you encounter an expansive yoga/recreation room with light pouring in from all sides and a door leading to a private deck and the outstanding view. The drive-in basement is currently used as a woodshop with separate pottery studio. The third floor meditation room with clerestory windows and a gently curved ceiling is ready for your finishing touch. Outer Green Lodge offers world class skiing, kayaking, biking, music and dining and lies within easy access of Boston, Hartford and NYC. An extensive list of features accompanies this summary.

Sweet neighborhood. This would be a great location for an owner to live in one unit and rent the other 3. Lots of character! Great investment possibility. Close to Hospital, nursing homes, shopping, interstate for travel. Plenty of off street parking

This elegant former professional office building has been completely renovated and converted to two, upscale apartments in 2021 - 2022. The first floor is beautifully appointed with period maple woodwork, floors and built-ins. Each apartment has 2 bedrooms, a sleek new kitchen, renovated baths, and refinished hardwood floors or high-end carpeting. Both apartments have new Ruud FHA furnaces with new, insulated ductwork and new Ruud hot water heaters. The building has been extensively rewired including new recessed LED ceiling lights and three new CB panels. The sewer pipe to the street was replaced and the Town water lead intake pipe was replaced with copper. There is blown-in cellulose insulation in the walls and cap and an additional 6" of fiberglass was added to the cap. The slate roof has had any broken slates replaced, a new snow and ice shield on the westside and a couple of valleys replaced. All but two windows have alum combo storms and all window weights were replaced. This listing includes a subdivided .28 acre subdivided building lot (See MLS 4932872).

Just around the corner! From the middle and high school, Oak grove elementary! Pop around the corner for all the high school games, exercise at the track. Interstate is minutes away for easy access to work or play! One apartment is over 1,000 square feet so tons of room for owner occupancy! 2 nice front porches. Worth looking at for either your own home or as an investment. Masks please. Owner is a licensed appraiser and is doing a 1031 exchange. 48 hour notice to show.

Invest in your own home town! Full tenant roster with the easy access to laundry across the street, grocery stores, train and The Moover. Right in the heart of things with little yard to maintain! Consider as an investment in your portfolio or decide to live in one unit and have the others pay your mortgage! Good way to start, retire or increase your portfolio! Owner is a licensed appraiser. Seller is doing a 1031 exchange. 48 hour notice to show, mask up please!

This elegant former professional office building has been completely renovated and converted to two, upscale apartments between 2021 and 2022. The first floor is beautifully appointed with period maple woodwork, floors and built-ins. Each apartment has a sleek new kitchen, 2 bedrooms, renovated baths and refinished hardwood floors or high-end carpeting. Both apartments have new Ruud FHA furnaces with new, insulated duct work and new Ruud hot water heaters. The building has been extensively rewired including new recessed LED ceiling lights and three new electric meters and circuit breaker panels panels. This turn-key upscale apartment building is located in the Village Center Zoning District making it perfect for someone seeking both living and office space. Walking distance to Academy School. Available together with adjacent building lot (MLS #4932872) for $410,000.

Great opportunity for starting or expanding your investment portfolio. Good rental income and affordable property. Nice location. Good parking for tenants and private porches. Minimal yard maintenance. Fully rented.

What a great way to start your home ownership! A tenant can help with the monthly expenses letting you build your own reserves and take a bit of pressure off the cost of home ownership! This 2 family has two-3 bedroom units, a nice yard and off street parking. Check it out and see for yourself...please respect the 48 hour notice for tenants, mask up! No interior photos due to tenant privacy. The vacant lot next door is not part of the offering. Seller to complete a 1031 Exchange. Owner is a Licensed Real Estate appraiser.