Brattleboro Homes under $350,000

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Newest Brattleboro Homes under $350,000

$280,000

3 Beds ⋅ 1 Baths ⋅ 5115217 MLS

This sweet home eagerly awaits new owners wanting to put their personal stamp on a cute home with an incredibly convenient location! With 3 nicely sized bedrooms plus an office, you'll have good space for friends/family/guests or perhaps a home office while the full basement provides great storage or workshop/workout areas. The exterior features an open, level lawn great for gardening or outdoor activities as well as a paved driveway. Again, the location is super convenient being a short walk to area schools, grocery store, pharmacies and dining or maybe even an evening stroll around the local neighborhoods. Showings begin 10/24/2026 .

35 Fairground Rd, Brattleboro

$349,900

4 Beds ⋅ 2 Baths ⋅ 5115066 MLS

Well maintained 4-bedroom, 2 full bath In-town cape on a large open and sunny lot in a sought after West Brattleboro neighborhood. The house features a large bright living room and a well equipped eat-in kitchen with granite counter tops and stainless appliances which walks out to the large private patio. The main level also has 2 bedrooms, a tiled full bath with pedestal sink tub/shower unit, The entire main floor has gleaming hardwood floors. Upstairs are 2 carpeted bedrooms both with large walk-in closets with additional storage space. The bedrooms share a 2nd tiled full bath. The full walk-out basement has a direct entry 1 car garage open to the paved driveway, as well as laundry hookups. Green Efficiency is a major benefit of the home and the roof top solar array, Tesla Battery Wall, and hybrid water heater make the carbon footprint much smaller. One of the greatest attributes of the property is the back yard complete with a wonderful blue stone patio with built-in fire pit and privacy fence, raised bed gardens, established perennials and garden shed. The back yard is very private and is bathed in full sun for much of the day. Convenient location less than a mile from the Memorial Park, the Farmers Market, Brattleboro Memorial Hospital and just minutes from downtown. The first showings will be delayed until the Open House on Saturday October 24th from noon to 2pm. Don't miss you chance to see this house before its sold!

311 Guilford St, Brattleboro

$230,000

2 Beds ⋅ 2 Baths ⋅ 5114878 MLS

Welcome to Evergreen Lane. Enjoy comfortable, low-maintenance living in this beautifully renovated three-level condo! Featuring 2 bedrooms and 1.5 bathrooms, this inviting home offers a bright, welcoming atmosphere with sunlit rooms and fresh updates throughout. Recent improvements include new flooring, a new refrigerator, and fresh paint throughout, giving the home a clean, refreshed feel. With three levels of living space, there’s room to relax, work, and entertain. Conveniently located close to shopping, recreation, a seasonal community farmers market on Saturdays and to public transportation, this condo offers a wonderful combination of comfort, convenience, and easy living.

9 Evergreen Ln, Brattleboro

$275,000

3 Beds ⋅ 1 Baths ⋅ 5114102 MLS

Just right! All spiffed up, shinny and ready to move right in. Sweet aging in place home on one level, level back yard, and minutes from grocery stores, hospital and Memorial Park! Just starting out? 3 bedrooms gives you room for expansion, hobbies or an aging parent. This affordable home should go most programs, has lots of light, and is a perfect beginner home. Check it out and start a new chapter; leave the rentals behind and invest in your future!

43 Winter St, Brattleboro

$129,000

5114033 MLS

INVESTORS, LANDLORDS & OWNER-OCCUPANTS - HERE’S YOUR OPPORTUNITY! Whether you’re looking to expand your rental portfolio, create two income-producing units, or live in one unit while the other helps offset your mortgage, this two-unit, up-and-down multifamily property is ready for its next chapter. The heavy lifting has already begun! The current owner has completed the deconstruction, removing all drywall and taking the interior down to the studs, creating a true blank canvas for your vision. Building permits were issued for the deconstruction work already completed. Additional improvements have been made throughout the property, including replacement of the existing chimney with an insulated stainless steel chimney, as well as upgrades to the roof, heating, and electrical systems. The first-floor unit has its existing systems in place, while the second-floor unit will require systems to be installed as part of the renovation. Outside, enjoy a nice, flat yard and plenty of paved parking. With much of the initial demolition already completed, you can focus on designing and finishing the property to fit your investment goals. Bring your contractor, bring your vision, and bring your plans - this clean slate is ready for its next transformation! Come take a look and see what you can create.

139 Frost St, Brattleboro

$339,000

3 Beds ⋅ 2 Baths ⋅ 5113538 MLS

Located in the desirable Black Mountain Road area, this cozy log home includes an attached two-car garage with a workshop area, a three-season porch, and a wraparound deck. The lower level is accessible from the garage and opens into a spacious tiled mudroom. An open staircase leads to the main floor, which features three bedrooms, 1¾ baths, a living room, and a country kitchen with a dining area. The basement provides abundant unfinished space for a workshop, studio, or other creative pursuits, along with laundry, sink and a workbench. Additional outbuildings include small storage sheds. The home needs some TLC but offers worthwhile potential in a country setting, so close to town. The owners are continuing the cleanout process, and additional photos will follow. Please note that the large stones are not included.

625 Black Mountain Rd, Brattleboro

$189,500

2 Beds ⋅ 2 Baths ⋅ 5112756 MLS

This cozy condo faces a hillside, landscaped with beautiful mature hydrangeas. Besides beauty, the hillside offers privacy and quiet. And no headlights will shine in your windows. The seller has totally renewed the unit with a new hot water heater, newer boiler, new gas range, new microwave, new closet doors and new flooring, and it was newly painted throughout. Then it was professionally cleaned. It is ready for you to move in. Association amenities include a swimming pool, tennis/pickleball courts, basketball, hiking trails, little libraries and common area gardens. The Association takes care of all outside maintenance. Downtown Brattleboro is within walking distance. Easy living awaits you at 29 Morningside Commons.

29 Morningside Commons, Brattleboro

$229,000

2 Beds ⋅ 2 Baths ⋅ 5111836 MLS

In this second floor condo you will not be bothered by steps overhead. You can relax on the back deck overlooking nature. You can spread out in the comfort of a living room, eat-in kitchen, 2 bedrooms and 1.5 bathrooms all on one floor. The seller replaced the double stainless steel refrigerator, the gas range, the dishwasher and the kitchen floor 2 years ago. The washer and dryer are 5 years old. The boiler and hot water heater were replaced 10 years ago. A wall air conditioning unit and 3 ceiling fans add to the ambiance. The Morningside Commons Association takes care of everything outside and provides a swimming pool, tennis/pickleball courts, a basketball area, hiking trails, little libraries and common area gardens for your enjoyment. Downtown Brattleboro is within walking distance. 164 Morningside Commons awaits you.

164 Morningside Commons, Brattleboro

$310,000

3 Beds ⋅ 2 Baths ⋅ 5111605 MLS

This is an estate sale. Entry into the property is forbidden. While the land is beautiful and in a very pastoral rural setting, the dwelling is considered to be a tear down. This property is being sold "as is where is." Accompanied showings only preferably on Wednesday when the caretaker will be available.

627 Abbott Rd, Brattleboro

$129,000

2 Beds ⋅ 1 Baths ⋅ 5111023 MLS

Tiny-home ready for the next owner to make their own! The property offers a solid start to creating a comfortable, 2-bedroom tiny-home. The original log cabin sugarhouse features the kitchen, the dining area and ¾ bath while the unfinished addition houses the living room and the two-bedrooms. With the property’s basic infrastructure already in place - town water and sewer, 100 amp service and new roofing, the next owner can focus on completing the remaining exterior / interior work. Enjoy the outdoors from the deck or the yard. Tucked away at the end of a private road extension in a sought-after west Brattleboro residential neighborhood, the setting is tranquil but super convenient, only minutes to downtown Brattleboro and the highway. Sold As-Is. Cash or Rehab Financing Buyers Only.

50 Lawton Dr, Brattleboro

$279,000

2 Beds ⋅ 2 Baths ⋅ 5110840 MLS

Quite simply, one of the finest units ever offered at Morningside Commons. This beautifully updated 2nd-FL condominium combines thoughtful design, quality upgrades, and true move-in-ready convenience in one of the association's most desirable locations. A priv. 1st-FL entry provides a practical mudroom area before leading upstairs to a bright, welcoming living space. The spacious LR flows seamlessly into the kitchen and opens to a priv. rear deck, creating an ideal setting for everyday living & entertaining. The standout kitchen features abundant cabinetry w/ soft-close drawers, brilliant under-cabinet lighting, a new butcher block island w/ seating, 5-burner gas range, pantry, & adjoining nook perfect for meals, work, or reading. The well-designed floor plan separates living areas from BR’s. The generous primary BR incl. a walk-in closet & updated en-suite BA, while a second BR w/ oversized closet is ideal for guests, hobbies, or a home office. A second full BA, laundry closet, & add’l storage complete the layout. Gleaming maple hdwd floors, attractive tile & vinyl finishes, large sliding windows, & abundant nat. light create a warm & inviting atmosphere throughout. Many recent improvements, incl. an on-demand heat & hot water sys., recessed lighting & paint thru-out, walk-in shower, & more. Situated on a desirable outside corner of the community, this unit enjoys exceptional privacy while remaining just steps from a charming footpath providing direct access to Morningside Cemetery for peaceful daily walks. This offering incl. a dedicated covered carport w/ a priv. shed large enough for bicycles, tools, seasonal tires, & more. Association amenities incl. a swimming pool, tennis/pickleball courts, community gardens, & little libraries. Conveniently located near the hospital, shopping, pharmacies, I-91, Amtrak, & downtown Brattleboro, this exceptional condominium delivers the perfect blend of comfort, style, convenience, & value. A rare opportunity not to be missed!

104 Morningside Commons, Brattleboro

$179,000

1 Beds ⋅ 1 Baths ⋅ 5110478 MLS

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.

40 Brookside Dr Unit 2, Brattleboro

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Brattleboro Homes under $350,000

Newest Brattleboro Homes under $350,000

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