59 Cherry St, Brattleboro, VT 05301
OFF MARKET

59 Cherry St
Brattleboro, VT 05301

  • 4 Beds
  • 2 Baths
  • 1,600 sqft

$314,800

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $2,138/mo*
Refinance Your Home

$314,800

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $2,138/mo*
Refinance Your Home
4 Beds
2 Baths
1,600 sqft

Local Information

Map showing home location
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Description

This single-family home is located at 59 Cherry St, Brattleboro, VT. 59 Cherry St is in Brattleboro, VT and in ZIP code 05301. This property has 4 bedrooms, 2 bathrooms and approximately 1,600 sqft of floor space. This property has a lot size of 7840 sqft and was built in 1925.
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
Garage
Outdoor
Porch
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 59 Cherry St

Interior Features

Interior Details
BasementNumber of Rooms: 7Ceiling Fan
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: SlateExterior: WoodGardenLawnPorch
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1925Year Updated: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Craftsman

Lot Information

Lot Area: 7840 sqft
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Property Tax and Assessment

Year2024
Tax
Assessment$202,850
Home facts updated by county records

Comparable Sales for 59 Cherry St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
144 Belmont Avenue, Brattleboro, VT
0.12
Single-Family Home
$339,000
12/12/25
3
1.5
1,520
11 Maple Street, Brattleboro, VT
0.19
Single-Family Home
$322,500
09/23/25
4
2
1,548
6 Willow Street, Brattleboro, VT
0.25
Single-Family Home
$349,000
07/15/25
4
1.5
1,503
108 Chestnut Street, Brattleboro, VT
0.29
Single-Family Home
$322,280
06/27/25
4
1.5
1,544
44 Brook Street, Brattleboro, VT
0.26
Single-Family Home
$319,000
03/09/26
4
1.5
1,584
52 Belmont Avenue, Brattleboro, VT
0.20
Single-Family Home
$310,000
07/14/25
3
1.5
1,300
155 Oak Grove Avenue, Brattleboro, VT
0.32
Single-Family Home
$415,000
11/07/25
4
2
1,446
177 Fairview Street, Brattleboro, VT
0.16
Single-Family Home
$350,000
10/06/25
3
1.5
1,768
140 Washington Street, Brattleboro, VT
0.27
Single-Family Home
$365,000
08/29/25
5
2
1,962
157 Pine Street, Brattleboro, VT
0.24
Single-Family Home
$347,000
07/25/25
3
1.5
1,435

Nearby homes

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Assigned Schools

These are the assigned schools for 59 Cherry St.
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

  • 81 % 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

Sourced by Trulia users. Learn more about our methodology.
  • Greycella
    "Great neighborhood for learning to ride bikes, trick-or-treating, making friends with other families."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag

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59 Cherry St, Brattleboro, VT 05301 is a 4 bedroom, 2 bathroom, 1,600 sqft single-family home built in 1925. This property is not currently available for sale. The current Trulia Estimate for 59 Cherry St is $314,800.