95 Chestnut Hl, Brattleboro, VT 05301
OFF MARKET

95 Chestnut Hl
Brattleboro, VT 05301

  • Studio

$629,100

Trulia Estimate
as of Apr 19, 2026
Est. Refi. Payment $4,170/mo*
Refinance Your Home

$629,100

Trulia Estimate
as of Apr 19, 2026
Est. Refi. Payment $4,170/mo*
Refinance Your Home
Studio
(on 0.59 acres)

Homes for sale near 95 Chestnut Hl

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This single-family home is located at 95 Chestnut Hl, Brattleboro, VT. 95 Chestnut Hl is in Brattleboro, VT and in ZIP code 05301. This property has a lot size of 0.59 acres.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 95 Chestnut Hl

Property Information

Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 0.59 acres

Price History for 95 Chestnut Hl

DatePriceEventSource
11/12/2014$370,000Sold
N/A
03/01/1995$209,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax
Assessment$373,570
Home facts updated by county records

Comparable Sales for 95 Chestnut Hl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
15 Water Ln, Brattleboro, VT
0.13
Single-Family Home
$300,000
03/06/26
3
2
924
33 Frost Place, Brattleboro, VT
0.38
Single-Family Home
$386,250
06/12/25
3
2.5
1,617
36 Spruce Street, Brattleboro, VT
0.29
Single-Family Home
$410,000
11/06/25
3
2
2,074
76 Spruce Street, Brattleboro, VT
0.30
Single-Family Home
$408,065
03/12/26
4
3
3,314
138 Cedar Street, Brattleboro, VT
0.21
Single-Family Home
$335,000
07/30/25
3
1
1,174
21 Howard Street, Brattleboro, VT
0.08
Single-Family Home
$490,000
08/07/25
3
3
2,400
15 Laurel Street, Brattleboro, VT
0.20
Single-Family Home
$347,500
11/06/25
3
2
1,296
16 Sycamore Street, Brattleboro, VT
0.24
Single-Family Home
$325,000
02/20/26
3
1
960
95 Forest Street, Brattleboro, VT
0.09
Single-Family Home
$295,000
11/21/25
3
3
1,944
7 Union Street, Brattleboro, VT
0.23
Single-Family Home
$341,000
01/27/26
4
3
1,668

Assigned Schools

These are the assigned schools for 95 Chestnut Hl.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Brattleboro

At least 47 Trulia users voted on each feature.

  • 92 % Say parking is easy

  • 91 % Say it's dog friendly

  • 82 % Say yards are well-kept

  • 81 % Say there's holiday spirit

  • 80 % Say car is needed

  • 80 % Say there's wildlife

  • 72 % Say people would walk alone at night

  • 65 % Say it's walkable to restaurants

  • 62 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 58 % Say it's walkable to grocery stores

  • 55 % Say kids play outside

  • 50 % Say there are community events

  • 49 % Say streets are well-lit

  • 48 % Say they plan to stay for at least 5 years

  • 38 % Say it's quiet

Learn more about our methodology.
  • Brenda Nichols
    "Yes! Lots of space for walking and running around with dogs. Quiet countryside with not a lot of traffic."
    0
    Flag
  • Kelly Dias
    "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
    Flag
  • Kelly Dias
    "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
    Flag
  • Jessica Brown
    "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
    "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.
    "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
    Flag
  • Isaac S.
    "Dogs are welcome. Neighbor s are friendly. Houses are well maintained. I feel safe. Walkable neighborhood."
    3
    Flag
  • Jcoursem3
    "Neighbors are friendly and help each other out. Get together’s are organic and easy because of our close proximity. "
    0
    Flag
  • Deanshippee
    "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
    Flag
  • Isaac S.
    "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
    Flag
  • Grace
    "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
    "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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LGBTQ Local Legal Protections

Homes for rent near 95 Chestnut Hl

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Off Market Homes Near 95 Chestnut Hl

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Explore by feature

95 Chestnut Hl, Brattleboro, VT 05301 is a studio single-family home. This property is not currently available for sale. 95 Chestnut Hl was last sold on Nov 12, 2014 for $370,000. The current Trulia Estimate for 95 Chestnut Hl is $629,100.