52 Generous St, Brattleboro, VT 05301
OFF MARKET

52 Generous St
Brattleboro, VT 05301

  • Studio

$282,900

Trulia Estimate
as of Aug 21, 2026

$282,900

Trulia Estimate
as of Aug 21, 2026
Studio
(on 0.67 acres)

Home Value

Trulia Estimate
$283K
Since last month
Increased$6K (+2.2%)
Since last year
Increased$45K (+19.1%)
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 +71% in the last 10 years
MonthEstimated value
2026
August 2026$279K
July 2026$273K
June 2026$249K
May 2026$273K
April 2026$246K
March 2026$255K
February 2026$229K
January 2026$284K
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
28 Wilsons Woods Road, Brattleboro, VT
0.11
Single-Family Home
$399,000
06/29/26
4
3
2,464
23 Wilsons Woods Road, Brattleboro, VT
0.10
Single-Family Home
$489,000
05/13/26
4
3.5
2,312
160 Sunny Acres Road, Brattleboro, VT
0.21
Single-Family Home
$358,000
05/14/26
3
2
2,160
32 Marlboro Avenue, Brattleboro, VT
0.26
Single-Family Home
$425,000
06/30/26
4
2
1,920
100 Moreland Ave, Brattleboro, VT
0.38
Single-Family Home
$96,664
08/10/26
-
-
138 Marlboro Ave, Brattleboro, VT
0.32
Single-Family Home
$170,034
02/17/26
-
-
91 Sunny Acres Road, Brattleboro, VT
0.26
Single-Family Home
$325,000
12/30/25
3
2.5
1,890
15 Mountain View Ave, Brattleboro, VT
0.39
Single-Family Home
$28,677
01/21/26
4
1.5
2,200
177 Fairview Street, Brattleboro, VT
0.48
Single-Family Home
$350,000
10/06/25
3
1.5
1,768
49 Clark Avenue, Brattleboro, VT
0.36
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
39 Atwood Street, Brattleboro, VT 05301
0.06
$320,000
3
2
1,152
For Sale
28 Wilsons Woods Road, Brattleboro, VT 05301
0.11
$399,000
4
3
2,464
Recently Sold
23 Wilsons Woods Road, Brattleboro, VT 05301
0.10
$489,000
4
3.5
2,312
Recently Sold
68 Wilsons Woods Road, Brattleboro, VT 05301
0.16
$417,300
3
1
1,722
Off Market
67 Wilsons Woods Road, Brattleboro, VT 05301
0.16
$491,700
5
3
2,038
Off Market
90 Wilsons Woods Road, Brattleboro, VT 05301
0.19
$335,000
3
1.5
1,550
For Sale
394 Canal Street, Brattleboro, VT 05301
0.26
$401,400
Studio
2
2,863
Off Market
158 Clark Avenue, Brattleboro, VT 05301
0.25
$339,700
2
1
1,713
Off Market
160 Sunny Acres Road, Brattleboro, VT 05301
0.21
$358,000
3
2
2,160
Recently Sold
32 Marlboro Avenue, Brattleboro, VT 05301
0.26
$425,000
4
2
1,920
Recently Sold
71 Home Street, Brattleboro, VT 05301
0.27
$381,200
4
2
1,840
Off Market
51 Parkside Avenue, Brattleboro, VT 05301
0.27
$328,400
3
1
1,300
Off Market

Local Information

  • Map ViewExplore the area around 52 Generous St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Lot Size
0.67 acres
Parking
Garage

About this House

This single-family home is located at 52 Generous St, Brattleboro, VT. 52 Generous St is in Brattleboro, VT and in ZIP code 05301. This property has a lot size of 0.67 acres.
52 Generous St, Brattleboro, VT 05301 is a studio single-family home. It is currently off market. The Trulia Estimate is $282,900, with a rent estimate of $2,581/month.

Home Details for 52 Generous St

Property Information

Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
GarageParking: Garage Attached

Lot Information

Lot Area: 0.67 acres

Price and Tax history

YearProperty taxTax assessment
2024Unavailable
$162,210
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 52 Generous St

  • What is 52 Generous St estimated to be worth?
    Trulia's estimated value for 52 Generous St in Brattleboro, VT is $282,900.
  • 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 52 Generous St?
    The closest schools to 52 Generous St in Brattleboro, VT are Brattleboro Area Middle School (rated 6/10), Canal Street/Oak Grove Schools (Pre-K/Elementary, rated 5/10), Windham Regional Career Center (High).
  • How big is the lot at 52 Generous St?
    The lot at 52 Generous St in Brattleboro, VT is about 0.67 acres (29,185 sq ft).
  • Does 52 Generous St have a garage?
    Yes, 52 Generous St in Brattleboro, VT has a garage.

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Off Market Homes Near 52 Generous St

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