Brattleboro, VT Real Estate & Homes For Sale

40 homes

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NEW - 2 MIN AGO
$175,000
2 Beds
1.5 Baths
1,248 sqft
9 Evergreen Lane,
Brattleboro, VT 05301
PrimeMLS, Active
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NEW
COMING SOON 5/15
25.9 ACRES
$1,249,000
4 Beds
3.5 Baths
4,491 sqft
390 Pleasant Valley Road,
Brattleboro, VT 05301
PrimeMLS, Coming Soon
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NEW - 2 DAYS AGO
$499,000
4 Beds
2.5 Baths
2,874 sqft
41 Chapin Street,
Brattleboro, VT 05301
PrimeMLS, Active
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COMING SOON 5/16
$379,000
3 Beds
2 Baths
1,966 sqft
25 Speno Court,
Brattleboro, VT 05301
PrimeMLS, Coming Soon
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$319,000
3 Beds
2 Baths
1,539 sqft
380 South Main Street,
Brattleboro, VT 05301
PrimeMLS, Active
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$360,000
3 Beds
2 Baths
1,686 sqft
76 Belmont Avenue,
Brattleboro, VT 05301
PrimeMLS, Active
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$287,500
2 Beds
1 Bath
1,237 sqft
364 Bonnyvale Road,
Brattleboro, VT 05301
PrimeMLS, Active
0.42 ACRES
$595,000
3 Beds
3 Baths
2,172 sqft
171 Green Meadow,
Brattleboro, VT 05301
PrimeMLS, Active
$339,000
3 Beds
2 Baths
1,280 sqft
550 South Main Street,
Brattleboro, VT 05301
PrimeMLS, Active
0.4 ACRES
$550,000
Studio
4,116 sqft
33 Oak Street,
Brattleboro, VT 05301
PrimeMLS, Active
$389,000
3 Beds
1.5 Baths
1,163 sqft
44 Cedar Street,
Brattleboro, VT 05301
PrimeMLS, Active
$250,000
2 Beds
2 Baths
1,139 sqft
108 Morningside Commons,
Brattleboro, VT 05301
PrimeMLS, Active
4.3 ACRES
$395,000
Studio
3,240 sqft
458 Williams Street,
Brattleboro, VT 05301
PrimeMLS, Active
$280,000
4 Beds
1 Bath
1,521 sqft
134 Washington Street,
Brattleboro, VT 05301
PrimeMLS, Active
$199,000
2 Beds
1.5 Baths
955 sqft
10 Morningside Commons,
Brattleboro, VT 05301
PrimeMLS, Active
$475,000
3 Beds
3 Baths
1,246 sqft
81 Chapin Street,
East Dummerston, VT 05301
PrimeMLS, Active
103 ACRES
$899,000
4 Beds
4.5 Baths
4,908 sqft
131 Stark Road,
Brattleboro, VT 05301
PrimeMLS, Active
1.9 ACRES
$639,000
4 Beds
2.5 Baths
2,573 sqft
11 Strawberry Hill,
Brattleboro, VT 05301
PrimeMLS, Active
11.4 ACRES
$795,000
4 Beds
3 Baths
3,600 sqft
5 Hillwinds North,
Brattleboro, VT 05301
PrimeMLS, Active
$499,000
2 Beds
2 Baths
1,550 sqft
77 Buttonwood Drive,
Brattleboro, VT 05301
PrimeMLS, Active
$159,000
1 Bed
1 Bath
592 sqft
219 High Street #3,
Brattleboro, VT 05301
PrimeMLS, Active
$159,500
1 Bed
1 Bath
685 sqft
39 Brookside Drive #7,
Brattleboro, VT 05301
PrimeMLS, Active
$345,000
3 Beds
2 Baths
1,152 sqft
39 Atwood Street,
Brattleboro, VT 05301
PrimeMLS, Active
39.39 ACRES
$295,000
4 Beds
1 Bath
1,248 sqft
552 - 554 Hinesburg Road,
Brattleboro, VT 05301
PrimeMLS, Active
$294,000
5 Beds
3 Baths
2,360 sqft
5 Reynolds Drive,
Brattleboro, VT 05301
PrimeMLS, Active
$397,000
4 Beds
3.5 Baths
2,800 sqft
87 Orchard Street #87,
Brattleboro, VT 05301
PrimeMLS, Active
$325,000
5 Beds
3 Baths
2,209 sqft
16 Washington Street,
Brattleboro, VT 05301
PrimeMLS, Active
2.05 ACRES
$150,000
00 Fort Dummer Heights #2,
Brattleboro, VT 05301
PrimeMLS, Active
1.75 ACRES
$125,000
0 Fort Dummer Heights #1,
Brattleboro, VT 05301
PrimeMLS, Active
6.1 ACRES
$48,000
0 Cooke Road,
Brattleboro, VT 05301
PrimeMLS, Active
0.56 ACRES
$339,000
3 Beds
2 Baths
1,703 sqft
1089 Marlboro Road,
Brattleboro, VT 05301
PrimeMLS, Active
$380,000
6 Beds
4 Baths
3,264 sqft
25 Cottage Street,
Brattleboro, VT 05301
PrimeMLS, Active
0.65 ACRES
$350,000
2 Beds
4 Baths
3,312 sqft
573 South Main Street,
Brattleboro, VT 05301
PrimeMLS, Active
$370,000
5 Beds
4 Baths
3,002 sqft
10 Birge Street,
Brattleboro, VT 05301
PrimeMLS, Active
$270,000
6 Beds
2 Baths
2,112 sqft
556 South Main Street,
Brattleboro, VT 05301
PrimeMLS, Active
$300,000
4 Beds
2 Baths
1,808 sqft
109 Central Street,
Brattleboro, VT 05301
PrimeMLS, Active
$90,000
3 Beds
1 Bath
1,030 sqft
93 Clark Street,
Brattleboro, VT 05301
PrimeMLS, Active
18.11 ACRES
$899,800
5 Beds
6.5 Baths
7,430 sqft
925 Hinesburg Road,
Brattleboro, VT 05301
PrimeMLS, Active
$285,000
3 Beds
1 Bath
1,323 sqft
164 Chestnut Street,
Brattleboro, VT 05301
PrimeMLS, Active
1.97 ACRES
$80,000
24 Summit Circle,
Brattleboro, VT 05301
PrimeMLS, Active

Real Estate & Homes For Sale Near Brattleboro, VT

We found 11 more homes matching your filters just outside Brattleboro

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2.09 ACRES
$350,000
244 Mountain Road,
West Chesterfield, NH 03466
PrimeMLS, Active
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6 ACRES
$675,000
3 Beds
2 Baths
2,100 sqft
47 Oak Hill Drive,
Dummerston, VT 05301
PrimeMLS, Active
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0.73 ACRES
$395,000
4 Beds
2.5 Baths
2,100 sqft
785 Brattleboro Road,
Hinsdale, NH 03451
PrimeMLS, Active
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NEW CONSTRUCTION
3.37 ACRES
$529,000
3 Beds
2 Baths
1,403 sqft
00 Farr Road Map 13B Block A Lot 20.3,
West Chesterfield, NH 03466
PrimeMLS, Active
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3.63 ACRES
$127,050
Lot 26-4 Plain Road,
Hinsdale, NH 03451
PrimeMLS, Active
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4.28 ACRES
$149,800
Lot 26-3 Plain Road,
Hinsdale, NH 03451
PrimeMLS, Active
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4.02 ACRES
$140,700
Lot 26-2 Plain Road,
Hinsdale, NH 03451
PrimeMLS, Active
3.84 ACRES
$134,400
Lot 26-1 Plain Road,
Hinsdale, NH 03451
PrimeMLS, Active
23.1 ACRES
$199,000
184 Dupre Drive,
Brattleboro, VT 05301
PrimeMLS, Active
NEW CONSTRUCTION
18.06 ACRES
$2,245,000
6 Beds
5.5 Baths
6,476 sqft
30 Farr Road,
West Chesterfield, NH 03466
PrimeMLS, Active
1.3 ACRES
$132,500
00 Creamery Road,
Brattleboro, VT 05301
PrimeMLS, Active

Brattleboro, VT Real Estate Trends

Learn about the Brattleboro, VT housing market through trends and averages.

Affordability
What Locals Say

Affordability of Living in Brattleboro, VT

The median home value is $314,813

Month	Median home value
April 2025	$319k
May 2025	$319k
June 2025	$321k
July 2025	$321k
August 2025	$321k
September 2025	$320k
October 2025	$319k
November 2025	$317k
December 2025	$317k
January 2026	$315k
February 2026	$315k
March 2026	$315k

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Trends and affordability stats are provided by third party data sources.

Explore Neighborhoods in Brattleboro, VT

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West Brattleboro
3 Homes For You
Buy: $160k - $595k
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Neighborhood stats provided by third party data sources.

What Locals Say about Brattleboro

Brenda Nichols
Resident
6mo ago
"Yes! Lots of space for walking and running around with dogs. Quiet countryside with not a lot of traffic."
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Kelly Dias
Resident
1y ago
"People watch out for each other, sometimes we go Christmas caroling, we watch each others’ pets; we have a messaging group for neighborhood news"
1
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Kelly Dias
Resident
1y ago
"It’s a great neighborhood to walk dogs. Sometimes bears come through so if it’s bear season you have to be careful. People are respectful and greet each other and we know each others’ dogs. "
0
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Jessica Brown
Resident
1y ago
"I drive through downtown to work and there is some negativity on the streets by way of homelessness and drug abuse/ mental illness. But this neighborhood is still overall a place that I love to live . "
0
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Kelly Dias
Resident
2y ago
"Pet friendly, willing to help out and get to know pets. Lots if grass and forested trails for walking and hiking with dogs. "
0
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Isaac S.
Resident
6y ago
"Great small town in New England-artsy, funky, liberal. Nice amenities for the size of the town. Still some amount of crime-like everywhere these days."
5
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Isaac S.
Resident
6y ago
"Dogs are welcome. Neighbor s are friendly. Houses are well maintained. I feel safe. Walkable neighborhood."
3
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Jcoursem3
Resident
7y ago
"Neighbors are friendly and help each other out. Get together’s are organic and easy because of our close proximity. "
0
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Deanshippee
Resident
7y ago
"A lot of people trust their dogs without a leash. It’s really annoying especially when every dog owner in. Brattleboro should know about our leash law."
7
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Isaac S.
Resident
7y ago
"Car, 5 minutes to work. Few stoplights in town. Friendly drivers except those from Massachusetts and New York. Main Street gets bogged down with traffic but there are several back ways to get around town. Good city for driving in general."
3
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Grace
Resident
8y ago
"I grew up in this neighborhood & am raising my daughter here. I love how bike friendly the neighborhood is and that we can walk both downtown & to the farmer’s market."
11
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rhc3vt
14y ago
"Deteriorating economics, falling home prices, difficult to sell homes, few jobs, really bad schools, more and more poor people in trailer parks. There's not much of a future here."
0
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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 2026-05-11 08:18:15 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.