16

Brattleboro, VT Houses for Sale

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  • /37

    $420,000

    • 3 Beds
    • 1 Bath
    • 1,608 Sq Ft

    880 Green River Rd, Brattleboro, VT 05301

    Sweet, passive solar cape in the delightful Green River Road area of Guilford, Vermont. Meticulously located in a meadow, well set back from the road, this inviting and cozy home adeptly collects and distributes the sun’s energy when needed in the winter. While designed for passive solar comfort and low energy needs, the home also offers modern conveniences, such as a newer propane furnace, a

    Dan Normandeau Berkley & Veller Greenwood Country

    880 Green River Rd, Brattleboro, VT 05301
  • /41

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,450 Sq Ft

    441 Guilford St, Brattleboro, VT 05301

    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

    Dan Normandeau Berkley & Veller Greenwood Country

    441 Guilford St, Brattleboro, VT 05301
  • /60

    $579,000

    • 2 Beds
    • 2.5 Baths
    • 2,599 Sq Ft

    290 Roel Rd, Brattleboro, VT 05301

    Welcome to your dream Vermont retreat. Tucked away on 15.6 private acres at the end of a quiet country road, this 2-bedroom, 2.5-bathroom home offers an inspiring blend of rustic elegance and modern comfort. Surrounded by mature oaks and sweeping views of Mount Monadnock, Black Mountain, and the rolling green hills. This home features classic post & beam construction, soaring cathedral ceilings,

    Flex Realty Group Flex Realty

    290 Roel Rd, Brattleboro, VT 05301
  • /20

    $495,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft

    21 Howard St, Brattleboro, VT 05301

    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

    Robert Doyle Berkley & Veller Greenwood Country

    21 Howard St, Brattleboro, VT 05301
  • /26

    $450,000

    • 3 Beds
    • 1.5 Baths
    • 2,262 Sq Ft

    1142 Western Ave, Brattleboro, VT 05301

    You choose! Such a versatile property...invest in 2 rentals...live in either unit and rent the other...maybe develop the barn into another unit, home business, workshop..(check with Zoning). Just short of an acre (.86) the land is the big, big seller....the huge, mostly level back yard is already lush with flourishing fruit trees and blueberry bushes. There is a garage/gardening shed for your

    Christine Lewis Brattleboro Area Realty

    1142 Western Ave, Brattleboro, VT 05301
  • /13

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft

    36 Spruce St, Brattleboro, VT 05301

    You choose! This amazing property can be used as one of the grand ladies of the neighborhood...just open a door or two and repurpose the kitchen...what a nice laundry room it would make...or use as is with 2 flats, live in 1 and have a bit of income from the other...What else, you might ask! There is a rear section of the house ready to be reclaimed, and a barn attached that could also be built

    Christine Lewis Brattleboro Area Realty

    36 Spruce St, Brattleboro, VT 05301
  • /27

    $334,500

    • 3 Beds
    • 1.5 Baths
    • 1,848 Sq Ft

    49 Hampshire Cir, Brattleboro, VT 05301

    Cute home at the end of the cul-de-sac. Large front deck with a slider that leads into a newly refinished kitchen, dining area and living room. A half bath with laundry complete the first floor. Two bedrooms upstairs with a full bath. First floor has a door that leads out back to another large deck. The third bedroom and family room in the walkout basement. Showings start Saturday 6/7 with an

    Darlene Conca Keller Williams Realty Metro-Keene

    49 Hampshire Cir, Brattleboro, VT 05301
  • /30

    $325,000

    • 4 Beds
    • 2 Baths
    • 2,146 Sq Ft

    116 Edward Heights, Brattleboro, VT 05301

    This spacious, single-level home is neatly tucked away on a large corner lot at the end of the street - no through-traffic! The interior features inviting, open living space on one end and separate rooms at the other, including a walk-in pantry, laundry room and bathroom with a step-in tub. The expansive yard offers both sun and shade, with a screened-in outbuilding (formerly a pool house) and a

    Stephanie Wilde Brattleboro Area Realty

    116 Edward Heights, Brattleboro, VT 05301
  • /27

    $349,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 1.5 Baths
    • 1,503 Sq Ft

    6 Willow St, Brattleboro, VT 05301

    This home truly has it all and is conveniently located on one Brattleboro's most charming streets. Close to shopping, restaurants, and downtown yet tucked away from it all. The large fenced lot has good exposure for gardening. Inside the home you will find 3 bedrooms and a fabulous renovated attic, complete with custom cabinetry and shelving. Enjoy indoor/outdoor entertaining with french-door

    John Hatton Berkley & Veller Greenwood Country

    6 Willow St, Brattleboro, VT 05301
  • /39

    $349,000

    • 2 Beds
    • 1 Bath
    • 1,713 Sq Ft

    158 Clark Ave, Brattleboro, VT 05301

    Lovingly refurbished and full of timeless charm, this two bedroom, one bathroom Arts and Crafts bungalow offers bright, comfortable living within a mile from Brattleboro Memorial Hospital and both the middle and high schools. Set on a beautifully level lot, the home features a welcoming enclosed porch, a covered outdoor dining area perfect for three-season enjoyment, and a built-in one-car garage

    Andie Fusco Four Seasons Sotheby's Int'l Realty

    158 Clark Ave, Brattleboro, VT 05301
  • /28

    $239,000

    • 3 Beds
    • 1.5 Baths
    • 1,531 Sq Ft

    316 Putney Rd, Brattleboro, VT 05301

    Convenient Location & Low Maintenance Living! Enjoy easy access to shopping, public transportation and waterfront with scenic trails. The backyard is just the right size for enjoying nature and a little fresh air. This charming home combines classic character with practical updates featuring a standing seam roof, vinyl windows and aluminum siding. Inside, the home radiates its original charm

    Kerry Mulverhill Brattleboro Area Realty

    316 Putney Rd, Brattleboro, VT 05301
  • /29

    $329,000

    • 4 Beds
    • 2 Baths
    • 1,548 Sq Ft

    11 Maple St, Brattleboro, VT 05301

    Charming and well-built Cape-style home featuring 4 bedrooms and 2 full baths. The updated kitchen boasts tiled floors, generous counter space, and modern finishes—perfect for the home chef. Just off the kitchen, the dining room includes a sliding door that opens to the backyard and patio, ideal for indoor-outdoor entertaining.Beautiful hardwood floors run throughout the home—no carpet here. The

    Monica Sumner BHG Masiello Brattleboro

    11 Maple St, Brattleboro, VT 05301
  • /57

    $650,000

    • 4 Beds
    • 2 Baths
    • 3,090 Sq Ft

    301 Maple St, Brattleboro, VT 05301

    How sweet it is! It is the perfect time to own this home, as the season turns to spring all the extraordinary effort in design and creating the hardscape and gardens come to life in bursts of bloom, enchanting ribbons of perfume and delightful fragrant nooks. Perfect set up for home office on first floor or tuck away in a sweet 2nd floor option with lots of room to work in private. Out back, in

    Christine Lewis Brattleboro Area Realty

    301 Maple St, Brattleboro, VT 05301
  • /5

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 2,014 Sq Ft

    412 Western Ave, Brattleboro, VT 05301

    The cutest house on the block! Only 1 house from the famous deli for eats, right near the entrance to I 91, both north and south for travel or work and 2 minutes away from Memorial Park with all it offers....skating, ball games, pools, sliding, skiing. Plus it has a great back yard, 2 levels of decks and a front porch to add to the package. This 1860's Mansard is so sweet, filled with character

    Christine Lewis Brattleboro Area Realty

    412 Western Ave, Brattleboro, VT 05301
  • /58

    $1,338,000

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    1845 Hatch School Rd, Brattleboro, VT 05301

    Stunning Contemporary Farmhouse with Expansive Grounds & Ultimate Privacy. Nestled in the heart of nature, this beautifully designed contemporary farmhouse offers the perfect blend of modern comfort and rustic charm. Set on a sprawling property with open fields, mature maple trees, and two serene ponds. Stone walls, a stone barn, and an orchard add to the picturesque landscape. The home features

    Richard Caplan Deerfield Valley Real Estate

    1845 Hatch School Rd, Brattleboro, VT 05301
  • /46

    $2,999,000

    • 7 Beds
    • 7.5 Baths
    • 8,718 Sq Ft

    1324 Middle Rd, Brattleboro, VT 05301

    Truly a rare and remarkable property. This custom home was lovingly designed and constructed in 2005 with a clear vision for bringing the Vermont scenery in, while maintaining the rustic charm befitting a country estate. The main house features gorgeous exposed timber frame construction throughout, natural wood flooring, paneling, and trim, extensive artisan stonework inside and out, including 3

    Adam Palmiter Berkley & Veller Greenwood/Dover

    1324 Middle Rd, Brattleboro, VT 05301

Why Live in Brattleboro

On the southeastern edge of Vermont, Brattleboro started as a trading gateway along the Connecticut River before developing into a bookbinding and pipe organ manufacturing town in the 1800s. Today, the small town of about 12,000 residents offers both an artsy and outdoorsy way of life. “We’re a service town for the more rural areas around our outskirts, and city folk have found us, so we’ve become more desirable,” says Christine Lewis, a local broker at Brattleboro Area Realty. “Our landscape is lumpy; we have hills and valleys that give us nic ...

Home Trends in Brattleboro, VT

Housing Trends

Median Sale Price
$331,000
Median Single Family Sale Price
$349,000
Median Townhouse Sale Price
$225,000
Median 2 Bedroom Sale Price
$231,150
Median 1 Bedroom Sale Price
$163,500
Average Price Per Sq Ft
$224
Number of Homes for Sale
14
Last 12 months Home Sales
73
Months of Supply
2.30
Median List Price
$339,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-2%
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