4,595

Brattleboro, VT Homes

Section Image
  • /26

    $550,000 Open Sat 11AM - 1PM

    • 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
  • /10

    $1,300 per month

    • 1-3 Beds
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    75 Green St Unit 2A, Brattleboro, VT 05301

    Historic Brick building, early 19th century construction restored interior. 1GB high speed Wi-Fi internet provided. Shared backyard and front herb gardens, raspberry patch. A minute walk to downtown restaurants, cafes, theater, music, shopping and more. Off-street parking available in shared driveway. Cats allowed, no dogs please. Oil Heat, Water, Internet included.

    75 Green St Unit 2A, Brattleboro, VT 05301
  • /37

    $375,000 Sold Jun 16, 2025

    • 1,632 Sq Ft
    • $230/SF
    • 66 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1998

    146 Sherwood Cir, Brattleboro, VT 05301

    If you’re looking for privacy, space to roam, and the convenience of being just 3 miles from downtown Brattleboro, this charming Cape-style home is a must-see! Set on a beautifully landscaped 1.16-acre lot in a desirable neighborhood, this 3-bedroom, 1.5 bath home sits slightly elevated above the others, offering stunning mountain views and all-day natural sunlight. The open-concept kitchen and

    Kate Barry EXP Realty

    146 Sherwood Cir, Brattleboro, VT 05301
    • /26

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 962 Sq Ft

      1 Wildwood Dr, West Brattleboro, VT 05301

      1 Wildwood Dr, West 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
  • /9

    $1,900 per month

    • 1 Bed
    • 1 Bath
    • 535 Sq Ft
    • Apartment for Rent

    215 Main St Unit 206, Brattleboro, VT 05301

    Recently renovated One bedroom apartment on the second floor. This one-bedroom apartment has bright sun lit rooms, with additional locking storage in the building, along with an elevator to get to the second floor for the onsite laundry facilities. This is intown living at its best. Photos are virtually staged

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    215 Main St Unit 206, Brattleboro, VT 05301
  • /25

    $315,000 Sold Jun 13, 2025

    • 1,340 Sq Ft
    • $235/SF
    • 50 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1988

    71 Whetstone Dr, Brattleboro, VT 05301

    Tucked in a sweet newer neighborhood, this home is not to be missed. Perfect for one floor living and aging in place, but versatile enough for choosing an upstairs bedroom! There is a one car attached garage and sunny deck with a slider to the dining area. The open concept with a vaulted ceiling gives a spacious, light filled living area. Some tlc needed but well worth a painting party.

    Christine Lewis Brattleboro Area Realty

    71 Whetstone Dr, Brattleboro, VT 05301
    • /32

      Est $605,212 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,770 Sq Ft

      133 Briggs Rd, Brattleboro, VT 05301

      133 Briggs Rd, Brattleboro, VT 05301
  • /59

    $547,000

    • 5 Beds
    • 4.5 Baths
    • 5,850 Sq Ft

    628 S Main St, Brattleboro, VT 05301

    Absolutely Gorgeous In-Town Home with Exceptional Attention to Detail.This stunning residence offers over 5,000 square feet of meticulously designed living space in the main house, plus a fully separate accessory dwelling with two independent living areas—ideal for extended family, guests, or producing income. Additionally there is a two-car garage with an integrated service pit for convenient

    Kerry Mulverhill Brattleboro Area Realty

    628 S Main St, Brattleboro, VT 05301
  • /7

    $1,450 per month

    • 1 Bed
    • 225 Sq Ft
    • Apartment for Rent

    114 Main St Unit 36, Brattleboro, VT 05301

    Newly renovated third floor studio apartment with a large window with in-town views. Access to everything you need within a few blocks. Enjoy the downtown scene with restaurants and breweries right on the same block. This one room apartment has its own washer and dryer in the unit. Pictures are virtually staged, apartment is not furnished.

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    114 Main St Unit 36, Brattleboro, VT 05301
  • /33

    $386,250 Sold Jun 12, 2025

    • 1,617 Sq Ft
    • $239/SF
    • 49 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1880

    33 Frost Place, Brattleboro, VT 05301

    Whether you're seeking a smart investment or a beautifully appointed primary residence, this exceptional offering in the heart of Brattleboro, VT, is not to be missed. Fully renovated by the current owners, this charming home offers far more than it's modest exterior suggests.Step onto the inviting screened porch — the perfect spot to unwind during warmer months or transition comfortably from the

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    33 Frost Place, Brattleboro, VT 05301
    • /14

      Est $280,091 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,248 Sq Ft

      23 Robin Way, Brattleboro, VT 05301

      23 Robin Way, 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
  • /22

    $93,999 Sold Jun 10, 2025

    • 880 Sq Ft
    • $107/SF
    • 90 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    8 Reservoir Rd, Brattleboro, VT 05301

    Welcome to 8 Reservoir Rd, Brattleboro, VT 05301, where modern comfort meets affordability in Deepwood MHP Park! This brand-new Dias model manufactured home offers 3 bedrooms, 2 bathrooms, and 869 sq. ft. (14 x 66 ft.) of thoughtfully designed living space.Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

    Kate Barry EXP Realty

    8 Reservoir Rd, Brattleboro, VT 05301
    • /13

      Not Listed For Sale

      0 Middle Rd, Brattleboro, VT 05301

      0 Middle Rd, 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
  • /24

    $325,000 Sold Jun 09, 2025

    • 1,464 Sq Ft
    • $222/SF
    • 7 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1990

    110 Arbor Hill Commons Unit 25, Brattleboro, VT 05301

    Sunlight pours into this beautifully maintained home! If you're looking for a low-maintenance lifestyle—no snow shoveling, no exterior upkeep—this is the one for you. Drive directly into your attached garage, which offers extra storage, and enter through a spacious mudroom with even more room to stay organized. The main level features an open-concept kitchen, dining, and living area—perfect for

    Thomas Dahlin Berkley & Veller Greenwood Country

    110 Arbor Hill Commons Unit 25, Brattleboro, VT 05301
    • /12

      Est $573,241 Not Listed For Sale

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

      58 Oak St, Brattleboro, VT 05301

      58 Oak St, Brattleboro, VT 05301
  • /27

    $410,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,832 Sq Ft

    32 Christie Ln, Brattleboro, VT 05301

    This will be your favorite new listing. Tucked on a pocket of land, just beyond Memorial Park, you're in a neighborhood but it feels private, you see trees out every window. Custom-built home, 3 bedrooms, 2 1/2 updated baths, built in 1985. Incredibly warm and comfy. Cathedral ceiling with a wall of windows. Great kitchen for cooking, plenty of room for multiple chefs. Cozy nook for a small

    John Hatton Berkley & Veller Greenwood Country

    32 Christie Ln, Brattleboro, VT 05301
  • /15

    $160,000 Sold Jun 09, 2025

    • 840 Sq Ft
    • $190/SF
    • 276 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 2003

    12 Culbertson Dr, West Brattleboro, VT 05301

    PRETTY IN PINK! The famous PINK house is back on the market with a huge price reduction and looking for just the right buyer...can it be an investor who takes it to a new level.....it is a sweet rental property... or an affordable great place to park the x generation until they find their way? If you saw it before, come back and check it out...great new price, stackable washer and dryer...and a

    Christine Lewis Brattleboro Area Realty

    12 Culbertson Dr, West Brattleboro, VT 05301
    • /3

      Est $400,016 Not Listed For Sale

      • Studio
      • 2 Baths
      • 2,863 Sq Ft

      394 Canal St, Brattleboro, VT 05301

      394 Canal St, Brattleboro, VT 05301
  • /37

    $420,000 Under Contract

    • 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
  • /22

    $67,000 Sold Jun 06, 2025

    • 1,224 Sq Ft
    • $55/SF
    • 14 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1978

    89 Glen St, West Brattleboro, VT 05301

    This single wide has so many added benefits! You can heat entirely with wood should you choose, there's an entryway and a huge heated mudroom, with direct access to the expansive back yard. The corner lot overlooks neighboring grassy fields for additional privacy. This yard has raised beds and over 200 bulbs planted!Being sold with a solar generator that powers the owners' home office.Contingent

    Victoria Woods Brattleboro Area Realty

    89 Glen St, West Brattleboro, VT 05301
    • /26

      Est $270,887 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,248 Sq Ft

      17 Evergreen Ln, Brattleboro, VT 05301

      17 Evergreen Ln, Brattleboro, VT 05301
  • /5

    $100,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    39 Brookside Dr Unit 7, Brattleboro, VT 05301

    Ready for a redo, this home is priced right for anyone who is handy with freshening, light carpentry (flooring) and other minor skills. Worth the effort to find an affordable option to renting or living with Mom! 48 hour a must for notice. 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.

    Christine Lewis Brattleboro Area Realty

    39 Brookside Dr Unit 7, Brattleboro, VT 05301
  • /35

    $341,000 Sold Jun 03, 2025

    • 1,631 Sq Ft
    • $209/SF
    • 62 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1945

    70 Greenleaf St, Brattleboro, VT 05301

    Welcome Home! This move-in-ready gem is a delight, full of character and charm with modern conveniences. As you step inside, you'll find a home bathed in natural sunlight, creating a warm and inviting atmosphere. The open kitchen and dining area are perfect for entertaining, and the new sliding door opens onto the large back deck, where you can enjoy the spacious, level yard—ideal for gardening

    Kerry Mulverhill Brattleboro Area Realty

    70 Greenleaf St, Brattleboro, VT 05301
    • /20

      Est $271,600 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,100 Sq Ft

      149 Canal St, Brattleboro, VT 05301

      149 Canal St, Brattleboro, VT 05301
  • /9

    $179,000

    • Land
    • 14 Acres
    • $12,990 per Acre

    0 E Orchard St Unit 5046918, Brattleboro, VT 05301

    Here's an excellent opportunity to have a larger parcel of land, 13+ acres, in Brattleboro, not only in town but right across the street from the Brattleboro Country Club! This property has not been available for over 35 years and now it's ready for your building plans. This wooded lot features a mature mix of hard and softwoods including some true giants. There's a stream coursing through it

    Bill Hickok Berkley & Veller Greenwood Country

    0 E Orchard St Unit 5046918, Brattleboro, VT 05301
  • /19

    $345,000 Sold May 27, 2025

    • 2,736 Sq Ft
    • $126/SF
    • 16 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 1890

    99 Clark St, Brattleboro, VT 05301

    High cash flow well maintained 4plex located in quaint Brattleboro neighborhood within proximity to the vibrant downtown, listed at a deep-value 11% cap rate. This 100% occupied building has 2x 2br and 2x1br, and a net operating income of ~38K with significant upside based on rents over 20% below market. A new owner can step into to yield over a 15% cash on cash return starting year 1, and

    Michael Gilman 3GEN Real Estate Inc

    99 Clark St, Brattleboro, VT 05301
    • /30

      Not Listed For Sale

      • 8 Beds
      • 4 Baths
      • 3,854 Sq Ft

      100 Frost St, Brattleboro, VT 05301

      100 Frost St, Brattleboro, VT 05301
  • /50

    $318,000

    • 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
  • /23

    $180,000 Sold May 23, 2025

    • 930 Sq Ft
    • $194/SF
    • 49 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1966

    39 Brookside Dr Unit 5, Brattleboro, VT 05301

    Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the woods and a small yard space. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement for extra storage with washer/dryer hookup. The entire interior has been freshly painted, new kitchen cabinets, countertop, new flooring, new

    Angela Sherman Brattleboro Area Realty

    39 Brookside Dr Unit 5, Brattleboro, VT 05301
    • /31

      Est $352,237 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft

      47 Sherwood Cir, Brattleboro, VT 05301

      47 Sherwood Cir, 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
  • /33

    $348,000 Sold May 21, 2025

    • 2,313 Sq Ft
    • $150/SF
    • 50 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1940

    145 Marlboro Ave, Brattleboro, VT 05301

    Marlboro Avenue! A desirable and sunny neighborhood of sweet homes known for its friendliness and truly convenient location. This attractive 3 bedroom, 2 bath home with a fantastic fenced-in yard has many sought-after key features. Current owners have added mini-splits, a huge, enclosed porch- perfect for a mudroom and additional living space. They have renovated the kitchen, including

    Stephanie Peduzzi-Baker Brattleboro Area Realty

    145 Marlboro Ave, Brattleboro, VT 05301
    • /27

      Est $361,551 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 1,970 Sq Ft

      67 Frost St, Brattleboro, VT 05301

      67 Frost St, Brattleboro, VT 05301
  • /33

    $235,000

    • 2 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    116 Morningside Commons, Brattleboro, VT 05301

    Yes! A coveted first floor single level unit! And not only that but an end unit, sweetly tucked away for privacy! Just follow the tree and flower lined path right to your door!2 bedrooms, one ensuite, with an additional bedroom, bath, large eat in kitchen, living room, and a stackable washer/dryer, all on the first floor! There are only a few condos here that have finished basement space and this

    Rebecca Seymour Brattleboro Area Realty

    116 Morningside Commons, Brattleboro, VT 05301
  • /36

    $396,023 Sold May 13, 2025

    • 2,232 Sq Ft
    • $177/SF
    • 9 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1920

    711 Western Ave, Brattleboro, VT 05301

    Nice location on Western Avenue, sitting up above the road, on an open lot. There is ample parking and the side yard has a sitting area and garden space. Enter the main house through the entryway hall and into the mudroom. Some of the nice features in this home are the walk-in pantry, period natural woodwork, gorgeous maple flooring, built-ins and tasteful and fun light fixtures throughout!

    Victoria Woods Brattleboro Area Realty

    711 Western Ave, Brattleboro, VT 05301
    • /38

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,410 Sq Ft

      773 Guilford St, Brattleboro, VT 05301

      773 Guilford St, 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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Brattleboro, VT

Housing Trends

Median Sale Price
$348,000
Median Single Family Sale Price
$375,000
Median Townhouse Sale Price
$234,000
Median 2 Bedroom Sale Price
$235,000
Median 1 Bedroom Sale Price
$163,500
Average Price Per Sq Ft
$227
Number of Homes for Sale
18
Last 12 months Home Sales
73
Months of Supply
3.00
Median List Price
$349,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
3%
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