Brattleboro, VT

MLS - Better Homes and Gardens Real Estate - The Masiello Group

62Results

View all of the current listings for sale below. Contact Better Homes & Gardens Real Estate The Masiello Group to learn more about a property or to schedule a showing. Tip! Create an account to save your favorite listings and be notified when similar properties hit the market. 

Newest
New Listing
1/23
117 Oak Grove Avenue Brattleboro VT 05301
117 Oak Grove Avenue Brattleboro VT 05301
117 Oak Grove Avenue Brattleboro VT 05301

$339,000

Brattleboro, VT

117 Oak Grove Avenue

  • 3 Beds
  • 1 Bath
  • 0.13 Acres
  • 1,300 SqFt
  • 1 Day on Market
MLS#: 5089873
New Listing
1/10
114 Main Street Brattleboro VT 05301
114 Main Street Brattleboro VT 05301
114 Main Street Brattleboro VT 05301

$1,700/month

Brattleboro, VT

114 Main Street, Unit 37

  • 1 Bed
  • 1 Bath
  • 2 Days on Market
MLS#: 5089678
New Listing
1/31
30 Chapin Street Brattleboro VT 05301
30 Chapin Street Brattleboro VT 05301
30 Chapin Street Brattleboro VT 05301

$475,000

Brattleboro, VT

30 Chapin Street

  • 3 Beds
  • 3 Baths
  • 0.14 Acres
  • 2,400 SqFt
  • 6 Days on Market
MLS#: 5089156
New Listing
1/23
255 Guilford Street Brattleboro VT 05301
255 Guilford Street Brattleboro VT 05301
255 Guilford Street Brattleboro VT 05301

$329,000

Brattleboro, VT

255 Guilford Street

  • 3 Beds
  • 2 Baths
  • 0.5 Acres
  • 1,521 SqFt
  • 9 Days on Market
MLS#: 5088378
New Listing
1/2
69 Grove Street Brattleboro VT 05301
69 Grove Street Brattleboro VT 05301

$245,000

Brattleboro, VT

69 Grove Street

  • 2 Baths
  • 0.12 Acres
  • 2,148 SqFt
  • 9 Days on Market
MLS#: 5088353
New Listing
1/6
48 Pleasant Street Brattleboro VT 05301
48 Pleasant Street Brattleboro VT 05301
48 Pleasant Street Brattleboro VT 05301

$295,000

Brattleboro, VT

48 Pleasant Street

  • 2 Baths
  • 0.2 Acres
  • 1,744 SqFt
  • 9 Days on Market
MLS#: 5088296
New Listing
1/32
9 Evergreen Lane Brattleboro VT 05301
9 Evergreen Lane Brattleboro VT 05301
9 Evergreen Lane Brattleboro VT 05301

$175,000

Brattleboro, VT

9 Evergreen Lane

  • 2 Beds
  • 2 Baths
  • 1,248 SqFt
  • 10 Days on Market
MLS#: 5088202
New Listing
1/53
390 Pleasant Valley Road Brattleboro VT 05301
390 Pleasant Valley Road Brattleboro VT 05301
390 Pleasant Valley Road Brattleboro VT 05301

$1,249,000

Brattleboro, VT

390 Pleasant Valley Road

  • 4 Beds
  • 4 Baths
  • 25.9 Acres
  • 4,491 SqFt
  • 10 Days on Market
MLS#: 5088064
New Listing
1/51
41 Chapin Street Brattleboro VT 05301
41 Chapin Street Brattleboro VT 05301
41 Chapin Street Brattleboro VT 05301

$499,000

Brattleboro, VT

41 Chapin Street

  • 4 Beds
  • 3 Baths
  • 0.19 Acres
  • 2,874 SqFt
  • 12 Days on Market
MLS#: 5087925
New Listing
1/34
25 Speno Court Brattleboro VT 05301
25 Speno Court Brattleboro VT 05301
25 Speno Court Brattleboro VT 05301

$379,000

Brattleboro, VT

25 Speno Court

  • 3 Beds
  • 2 Baths
  • 0.15 Acres
  • 1,966 SqFt
  • 13 Days on Market
MLS#: 5087868
New Listing
1/44
380 South Main Street Brattleboro VT 05301
380 South Main Street Brattleboro VT 05301
380 South Main Street Brattleboro VT 05301

$319,000

Brattleboro, VT

380 South Main Street

  • 3 Beds
  • 2 Baths
  • 0.09 Acres
  • 1,539 SqFt
  • 15 Days on Market
MLS#: 5087462
New Listing
1/37
171 Green Meadow Brattleboro VT 05301
171 Green Meadow Brattleboro VT 05301
171 Green Meadow Brattleboro VT 05301

$595,000

Brattleboro, VT

171 Green Meadow

  • 3 Beds
  • 3 Baths
  • 0.42 Acres
  • 2,172 SqFt
  • 17 Days on Market
MLS#: 5086904
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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated May 20, 2026 10:23 PM EDT