21

Brattleboro, VT Houses for Sale

Section Image
  • /44

    $375,000

    • 4 Beds
    • 2.5 Baths
    • 2,132 Sq Ft

    156 Sherwood Cir, Brattleboro, VT 05301

    YOU CAN GET THERE FROM HERE! NEW ENGLAND CHARM AND FLEXIBLE SPACES...YOUR LUSH RETREAT AWAITS! A short drive to the cultural and foodie hub of southeastern Vermont, this slice of heaven is where your dreams take root. Follow a scenic road to a vibrant green lot where a terraced rock wall dotted with ferns and hostas signals your arrival. A large covered porch invites you to pull up a chair,

    Fine Homes Group International Keller Williams Realty-Metropolitan

    156 Sherwood Cir, Brattleboro, VT 05301
  • /26

    $550,000

    • 3 Beds
    • 3 Baths
    • 3,148 Sq Ft

    672 E Orchard St, West Brattleboro, VT 05301

    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

    John Hatton Berkley & Veller Greenwood Country

    672 E Orchard St, West Brattleboro, VT 05301
  • /60

    $729,000

    • 3 Beds
    • 2 Baths
    • 2,731 Sq Ft

    49 Tyler St, Brattleboro, VT 05301

    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

    Dan Normandeau Berkley & Veller Greenwood Country

    49 Tyler St, Brattleboro, VT 05301
  • /38

    $465,000

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    660 Bonnyvale Rd, Brattleboro, VT 05301

    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

    Kate Barry EXP Realty

    660 Bonnyvale Rd, Brattleboro, VT 05301
  • /58

    $650,000

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

    301 Maple St, Brattleboro, VT 05301

    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,

    Christine Lewis Brattleboro Area Realty

    301 Maple 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
  • /19

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft

    85 Crosby St, Brattleboro, VT 05301

    Charming 1950s Gem! Step into timeless warmth and character with this delightful 3-bedroom, 1-bath home. This lovingly cared for home features beautiful rock maple hardwood floors, solid wood doors, and rich original woodwork that speak to its enduring craftsmanship. Recent updates blend vintage charm with modern comfort, including fresh interior and exterior paint, standing seam metal roof,

    Karen Hoppe Berkley & Veller Greenwood Country

    85 Crosby St, Brattleboro, VT 05301
  • /18

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,174 Sq Ft

    138 Cedar St, Brattleboro, VT 05301

    Welcome to this adorable 3-bedroom, 1-bath ranch-style home nestled in one of Brattleboro's most sought-after neighborhoods! Built in 1956, this lovingly cared for gem perfectly blends classic character with modern comfort. Many recent upgrades including CertainTeed Monogram vinyl siding and trim, freshly painted interior walls and so much more. The kitchen features a sleek Whirlpool glass top

    Claire Renaud Berkley & Veller Greenwood Country

    138 Cedar St, Brattleboro, VT 05301
  • /47

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,222 Sq Ft

    1082 W River Rd, Brattleboro, VT 05301

    Welcome to 1082 West River Road — a peaceful, well-located gem just minutes from downtown Brattleboro. This charming home offers the perfect blend of convenience, outdoor space, and natural beauty. Set on a spacious lot with a large, open yard, there's room to garden, gather, or simply relax and enjoy the Vermont seasons. The private river access makes it easy to enjoy kayaking, swimming, or

    Kate Barry EXP Realty

    1082 W River Rd, Brattleboro, VT 05301
  • /51

    $949,000

    • 5 Beds
    • 8 Baths
    • 7,430 Sq Ft

    925 Hinesburg Rd, Brattleboro, VT 05301

    Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

    Christine Lewis Brattleboro Area Realty

    925 Hinesburg Rd, Brattleboro, VT 05301
  • /24

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,183 Sq Ft

    4322 Augur Hole Rd, Brattleboro, VT 05301

    Super location! Easy access to Rt 9 and Rt 30 but tucked into nearly a level acre in a lovely country setting. You can tell the previous occupants loved their gardens and a bit of work would restore the blooms to full glory. The pool is a bonus but is waiting for some care to get up and running...The home has emerged from a fun loving schoolhouse filled with learning and joy to a cozy,

    Christine Lewis Brattleboro Area Realty

    4322 Augur Hole Rd, Brattleboro, VT 05301
  • /58

    $859,000

    • 3 Beds
    • 3.5 Baths
    • 3,212 Sq Ft

    104 Juniper Ridge Rd, Brattleboro, VT 05301

    Welcome to Juniper Ridge! Where you will find superior craftsmanship, a private haven, and neighbors only one can dream of. As you enter the foyer of this custom built home, you'll feel its character & elegance with vaulted ceilings, arched doorways, terracotta tile and balconies lined with bookshelves. The home was built with attention to the flow, energy and natural light. The kitchen has

    Kristen Ziter Taylor Brattleboro Area Realty

    104 Juniper Ridge Rd, Brattleboro, VT 05301
  • /60

    $995,000

    • 3 Beds
    • 3 Baths
    • 2,258 Sq Ft

    266 Ursa Ridge Rd, Dummerston, VT 05301

    This home is living art, tucked away at the end of the road of lovely homes & hundreds of acres ridgetop, yet only 10 minutes from downtown Brattleboro. Built by a craftsman this home is gracious & energy efficient. Building materials have been harvested from it's 51-1/2 acre woodland. Rooms are thoughtfully designed awash with natural light. Walk up the covered, stone walkway to enter the

    Randi Ziter Brattleboro Area Realty

    266 Ursa Ridge Rd, Dummerston, VT 05301
  • /18

    $319,900

    • 3 Beds
    • 1 Bath
    • 1,323 Sq Ft

    164 Chestnut St, Brattleboro, VT 05301

    Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with

    Christine Lewis Brattleboro Area Realty

    164 Chestnut St, Brattleboro, VT 05301
  • /28

    $225,000

    • 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
  • /22

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    62 Lawton Dr, Brattleboro, VT 05301

    Everything deserves a second chance, and this home found the right owner to love and recreate it in a stunning new life. Anyone who has looked at this home in the past few years, has to come back to see the shine....the fresh new look....the simplicity of move right in. Not only is this home refreshed stem to stern, it has new windows, siding, shingles, kitchen, bath.....and on and on! Tuck

    Christine Lewis Brattleboro Area Realty

    62 Lawton Dr, 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
  • /59

    $1,338,000

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

    1845 Hatch School Rd, Brattleboro, VT 05301

    Welcome to our Contemporary Farmhouse with 100 private acres yet only 5 miles to Wilmington Center and 14 miles to Mount Snow Ski Resort. Harriman Reservoir is close for summer boating, water sports and picnics. Nestled in the heart of nature, the property offers numerous possibilities, including a well-appointed home, a working farm, various business opportunities and/or investment potential. As

    Richard Caplan Deerfield Valley Real Estate

    1845 Hatch School Rd, Brattleboro, VT 05301
  • /22

    $275,000

    • 5 Beds
    • 3 Baths
    • 2,209 Sq Ft

    16 Washington St, Brattleboro, VT 05301

    Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass

    Rebecca Seymour Brattleboro Area Realty

    16 Washington St, Brattleboro, VT 05301
  • /46

    $2,490,000

    • 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 nice views and waterways. The town is well-laid out with nature preserves all around us, so we also attract outdoorsy and active people.” In addition to hiking trails and green spaces, this Windham County town offers ski slopes and boat ramps. Brattleboro’s industry seamlessly transformed from industrial to creative, as more artists, musicians and authors moved to the area. Art galleries and music venues neighbor Main Street’s trendy boutiques and eateries. “We are considered kind of a hippie town. During the war draft years, a lot of young people with a conscience came to Windham College, which was a liberal arts college," Lewis says,

Home Trends in Brattleboro, VT

Housing Trends

Median Sale Price
$331,000
Median Single Family Sale Price
$348,000
Median Townhouse Sale Price
$234,000
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
20
Last 12 months Home Sales
79
Months of Supply
3.00
Median List Price
$329,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-4%
How to Buy a Home How to Finance a Home How to Sell a Home