29

Brattleboro, VT Homes for Sale

Section Image
  • /30

    $399,000 Open House 5/03

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft

    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
  • /11

    $495,000

    • 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, built-in bench w/mirror, period staircase, stained glass window and a 3/4 bath. The

    Robert Doyle Berkley & Veller Greenwood Country

    21 Howard St, Brattleboro, VT 05301
  • /59

    $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. Out back, in the private, personal space is the 24x50 salt water pool....once a swim school pool....now an oasis waiting for you to kick

    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
  • /40

    $575,000

    • 3,000 Sq Ft

    22 Chestnut St, Brattleboro, VT 05301

    Rare residential investment opportunity in the heart of Brattleboro! This offering includes 4 of 5 units in a charming condo development just minutes from downtown, the hospital, shopping, and I-91. Unit 5 has been sold. Live in one unit and rent the other 3—or continue renting all four. The property currently generates approximately $7,000/month in rental income, and the owner was informed by

    Erica Reynolds Southern Vermont Realty Group

    22 Chestnut St, Brattleboro, VT 05301
  • /44

    $575,000

    • 6 Beds
    • 4 Baths
    • 3,000 Sq Ft

    22 Chestnut St, Brattleboro, VT 05301

    Rare residential investment opportunity in the heart of Brattleboro! This offering includes 4 of 5 units in a charming condo development just minutes from downtown, the hospital, shopping, and I-91. Unit 5 has been sold. Live in one unit and rent the other 3 or sell them! The property features a large shared yard, off-street parking, and strong rental potential. The owner currently receives

    Erica Reynolds Southern Vermont Realty Group

    22 Chestnut St, Brattleboro, VT 05301
  • /29

    $189,900

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    9 Garden Dr, Brattleboro, VT 05301

    ***Offers due by Monday 4/28 at 3:00" Looking for an affordable home within walking distance to downtown Brattleboro? Come see this 8 room, 3+ bed, 2 full bath home. The 2nd floor has been updated with beautiful refinished floors, recent paint, updated bath and walkup attic with spray foam insulation. The 1st floor needs updates and repairs, but could shine as nicely as the 2nd floor! Replacement

    Sue Beaudet EXP Realty

    9 Garden 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
  • /25

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,340 Sq Ft

    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
  • /13

    $450,000

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

    36 Spruce St, Brattleboro, VT 05301

    Perfect investment. Choose which flat you want to live in and have a bit of income, OR...consider this a long term investment! Such a special location and huge yard. Consider developing more apartments in the back of the house, and rent out the 40 x 40 steel frame building...OR develop into your dream workshop and let the rentals help pay for your fun. Rentals are below market for the

    Christine Lewis Brattleboro Area Realty

    36 Spruce St, 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
  • /60

    $159,000

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    7 Deepwood Park, Brattleboro, VT 05301

    Price improvement!!! Charming one level mobile home with addition in Tri Park Co-op. 3 bedrooms, 2 bathrooms, eat in kitchen, large living room, den/other room, large back deck for entertaining and BBQs and a full concrete foundation!!! Great property! Don't miss this opportunity! Seller to pay buy in fee to the park for buyer at time of closing!!!

    Emily Lagerberg R.H. Thackston & Company

    7 Deepwood Park, Brattleboro, VT 05301
  • /24

    $339,900

    • 4 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    414 Old Guilford Rd, Brattleboro, VT 05301

    Nestled on a dead end town road, kissing Fort Dummer state park and it's more than 200 acres of forest with trails and campsites, this is a special deal! Minutes to everything Brattleboro but snugged up on almost 4 acres of your own enchanting adventure! With a yard full of flowering bushes, trees and perennials, you will be surrounded by a sweet landscape, with plenty of room for your own

    Christine Lewis Brattleboro Area Realty

    414 Old Guilford Rd, Brattleboro, VT 05301
  • /5

    $89,000

    • Land
    • 0.21 Acre
    • $423,810 per Acre

    46-48 Lexington Ave, Brattleboro, VT 05301

    This open, level, in-town building lot is a blank slate awaiting its next chapter. Tucked away in a small neighborhood on a dead-end street, this location offers easy accessibility to shopping, restaurants, public transportation and the interstate. Utilities are readily available, including existing hookups for town water and sewer. A unique opportunity!

    Stephanie Wilde Brattleboro Area Realty

    46-48 Lexington Ave, Brattleboro, VT 05301
  • /26

    $129,000

    • 4 Beds
    • 2 Baths
    • 1,873 Sq Ft

    1149 Western Ave, Brattleboro, VT 05301

    Check out this 4 bedroom, 2 bathroom home in Southern Vermont. This house has town water and sewer as well as high speed internet available. The house does needs work, but would make a great winter project. The location could also be a great spot for a professional office, but you would need to discuss what options are available with town.

    Derek Eisenberg Continental Real Estate Group, Inc.

    1149 Western Ave, Brattleboro, VT 05301
  • /5

    $680,000

    • Studio
    • 5,540 Sq Ft

    50 Terrace St, Brattleboro, VT 05301

    SUPERB OPPORTUNITY to acquire one of Brattleboro’s nicest multi-family, investment properties!! Situated in one of THE BEST neighborhoods in Brattleboro, Vermont, this sweet, money-maker offers 7 units on a quiet street that is SOOO close to downtown Brattleboro. What every investor dreams of!!! Location, quality condition and build, spacious unit size, superb level, off-street parking, and

    Dan Normandeau Berkley & Veller Greenwood Country

    50 Terrace St, Brattleboro, VT 05301
  • /2

    $90,000

    • Land
    • 1.97 Acres
    • $45,685 per Acre

    24 Summit Cir, West Brattleboro, VT 05301

    Gorgeous building lot nestled into a prime development on a wooded hillside in Southern Vermont. The 1.97 wooded lot is minutes to downtown Brattleboro, yet private and rural!

    Claire Renaud Berkley & Veller Greenwood Country

    24 Summit Cir, West Brattleboro, VT 05301
  • /16

    $180,000

    • 3 Beds
    • 1 Bath
    • 840 Sq Ft

    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
  • /15

    $100,000

    • 2,090 Sq Ft

    211 High St, Brattleboro, VT 05301

    Here's a great opportunity! Formerly a 2 unit multi-family, this is currently a shell ready for your finishing! This property will need everything ... heating, electrical, plumbing, exterior work and full interior finishing. Very convenient to downtown, some off street parking but nicely sited above the road. Please do NOT park in the driveway.

    A.J. Bellville Bellville Realty

    211 High St, Brattleboro, VT 05301
  • /5

    $380,000

    • 6 Beds
    • 4 Baths
    • 3,264 Sq Ft

    25 Cottage St, Brattleboro, VT 05301

    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

    Christine Lewis Brattleboro Area Realty

    25 Cottage St, Brattleboro, VT 05301
  • /9

    $250,000

    • Land
    • 3.79 Acres
    • $65,963 per Acre

    000 Fort Dummer Heights Unit 1 and 2, Brattleboro, VT 05301

    Easy to build!!! The land is open, so no fuss with a lot of prep. Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation.

    Christine Lewis Brattleboro Area Realty

    000 Fort Dummer Heights Unit 1 and 2, Brattleboro, VT 05301
  • /2

    $150,000

    • Land
    • 2.05 Acres
    • $73,171 per Acre

    00 Fort Dummer Heights Unit 2, Brattleboro, VT 05301

    Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? Easy to build!!! The land is open, so no fuss with a lot of prep. This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation.

    Christine Lewis Brattleboro Area Realty

    00 Fort Dummer Heights Unit 2, Brattleboro, VT 05301
  • /3

    $125,000

    • Land
    • 1.75 Acres
    • $71,429 per Acre

    0 Fort Dummer Heights Unit 1 4934976, Brattleboro, VT 05301

    Manicured into a beautiful high meadow, in a nice little neighborhood....sunny with views, what more could you want? Easy to build!!! The land is open, so no fuss with a lot of prep. This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor

    Christine Lewis Brattleboro Area Realty

    0 Fort Dummer Heights Unit 1 4934976, Brattleboro, VT 05301
  • /5

    $270,000

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

    556 S Main St, Brattleboro, VT 05301

    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.

    Christine Lewis Brattleboro Area Realty

    556 S Main St, Brattleboro, VT 05301
  • /2

    $145,000

    • Land
    • 2.90 Acres
    • $50,000 per Acre

    00 W River Rd, Brattleboro, VT 05301

    A 2.9 acre build-able lot in Brattleboro's Waterfront District, on heavily-trafficked Route 30, next to the well-loved Fire Arts' building. There are many allowed and conditional uses for this zoning, including Residential, Retail, Marina, Fitness, Art Gallery and more. A great location for your new business, with great visibility to over 1500 cars daily.

    John Hatton Berkley & Veller Greenwood Country

    00 W River Rd, Brattleboro, VT 05301
  • /2

    $350,000

    • 2 Beds
    • 4 Baths
    • 3,312 Sq Ft

    573 S Main St, Brattleboro, VT 05301

    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.

    Christine Lewis Brattleboro Area Realty

    573 S Main St, Brattleboro, VT 05301
  • /2

    $370,000

    • 5 Beds
    • 4 Baths
    • 3,002 Sq Ft

    10 Birge St, Brattleboro, VT 05301

    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.

    Christine Lewis Brattleboro Area Realty

    10 Birge St, Brattleboro, VT 05301

Frequently Asked Questions

What are the most popular zip codes in Brattleboro, VT?
The most popular zip codes in Brattleboro, VT include 05356, 03431, 05301, 05363 and 01301.
What are the most popular neighborhoods near Brattleboro, VT?
The most popular neighborhoods near Brattleboro, VT are Colrain, Heath, Warwick, Gill and Montague.
How to Buy a Home How to Finance a Home How to Sell a Home