59 Cherry St, Brattleboro, VT 05301
OFF MARKET

59 Cherry St
Brattleboro, VT 05301

  • 4 Beds
  • 2 Baths
  • 1,600 sqft

$314,500

Trulia Estimate
as of Aug 23, 2026

$314,500

Trulia Estimate
as of Aug 23, 2026
4 Beds
2 Baths
1,600 sqft

Home Value

Trulia Estimate
$315K
Since last month
Decreased$7K (-2.3%)
Since last year
Increased$20K (+6.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +60% in the last 10 years
MonthEstimated value
2026
August 2026$313K
July 2026$321K
June 2026$321K
May 2026$320K
April 2026$311K
March 2026$294K
February 2026$270K
January 2026$276K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
44 Brook Street, Brattleboro, VT
0.26
Single-Family Home
$319,000
03/09/26
4
1.5
1,584
16 Willow Street, Brattleboro, VT
0.24
Single-Family Home
$399,900
06/02/26
3
1.5
1,339
76 Belmont Avenue, Brattleboro, VT
0.18
Single-Family Home
$391,000
06/25/26
3
2
1,686
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
134 Washington Street, Brattleboro, VT
0.28
Single-Family Home
$255,000
07/02/26
4
1
1,521
140 Washington Street, Brattleboro, VT
0.27
Single-Family Home
$365,000
08/29/25
5
2
1,962
49 Clark Avenue, Brattleboro, VT
0.53
Single-Family Home
$255,000
05/04/26
4
1.5
1,200

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
95 Maple Street, Brattleboro, VT 05301
0.03
$476,800
4
2
1,970
Off Market
25 Cottage Street, Brattleboro, VT 05301
0.04
$380,000
6
4
3,264
For Sale
31 Pleasant Street, Brattleboro, VT 05301
0.11
$399,100
1
2
1,560
Off Market
144 Belmont Avenue, Brattleboro, VT 05301
0.12
$339,000
3
1.5
1,520
Recently Sold
22 Chestnut Street #5, Brattleboro, VT 05301
0.15
$210,500
3
1
1,250
Off Market
203 Fairview Street, Brattleboro, VT 05301
0.15
$350,000
2
1
640
For Sale
187 Maple Street, Brattleboro, VT 05301
0.15
$365,900
2
1.5
1,272
Off Market
177 Fairview Street, Brattleboro, VT 05301
0.16
$361,800
3
1.5
1,768
Off Market
116 Birge Street #2, Brattleboro, VT 05301
0.19
$255,000
1
1
1,320
For Sale
116 Birge Street #3, Brattleboro, VT 05301
0.19
$239,000
1
1
2,000
For Sale
11 Maple Street, Brattleboro, VT 05301
0.19
$333,900
4
2
1,548
Off Market
196 Fairview Street, Brattleboro, VT 05301
0.18
$355,900
5
2
1,714
Off Market

Local Information

  • Map ViewExplore the area around 59 Cherry St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1925
Living Area
1,600 sqft
Price/Sqft
$197
Parking
Garage

About this House

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.
59 Cherry St, Brattleboro, VT 05301 is a 4 bedroom, 2 bathroom, 1,600 sqft single-family home built in 1925. It is currently off market. The Trulia Estimate is $314,500, with a rent estimate of $2,740/month.

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

Price and Tax history

YearProperty taxTax assessment
2024Unavailable
$202,850
Home facts updated by county records

Market trends in Brattleboro

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32

Around this home

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

  • 66 % 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 streets are well-lit

  • 50 % Say there are community events

  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 59 Cherry St

  • What is 59 Cherry St estimated to be worth?
    Trulia's estimated value for 59 Cherry St in Brattleboro, VT is $314,500.
  • Is Brattleboro a buyer's or seller's market?
    Brattleboro is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Brattleboro?
    Residents describe Brattleboro, VT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Brattleboro, VT.
  • What are the closest schools to 59 Cherry St?
    The closest schools to 59 Cherry St in Brattleboro, VT are Brattleboro Area Middle School (rated 6/10), Brattleboro Senior Uhsd #6 (High, rated 7/10), Green Street School (Pre-K/Elementary, rated 8/10).
  • Does 59 Cherry St have laundry facilities?
    Yes, 59 Cherry St in Brattleboro, VT has in-unit laundry.
  • How big is the lot at 59 Cherry St?
    The lot at 59 Cherry St in Brattleboro, VT is about 0.18 acres (7,840 sq ft).

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