Is parking easy in Brattleboro, VT?

As of early 2026, 92% of users say parking is easy

Is Brattleboro, VT dog-friendly?

As of early 2026, 91% of users say it's dog friendly

Are yards well-kept in Brattleboro, VT?

As of early 2026, 82% of users say yards are well-kept

Does Brattleboro, VT show holiday spirit?

As of early 2026, 81% of users say there's holiday spirit

Is a car needed in Brattleboro, VT?

As of early 2026, 81% of users say car is needed

Is there wildlife in Brattleboro, VT?

As of early 2026, 80% of users say there's wildlife

Would people walk alone at night in Brattleboro, VT?

As of early 2026, 72% of users say people would walk alone at night

Is Brattleboro, VT walkable to restaurants?

As of early 2026, 66% of users say it's walkable to restaurants

Does Brattleboro, VT have sidewalks?

As of early 2026, 62% of users say there are sidewalks

Are neighbors friendly in Brattleboro, VT?

As of early 2026, 60% of users say neighbors are friendly

Is Brattleboro, VT walkable to grocery stores?

As of early 2026, 58% of users say it's walkable to grocery stores

Do kids play outside in Brattleboro, VT?

As of early 2026, 55% of users say kids play outside

Are the streets well-lit in Brattleboro, VT?

As of early 2026, 50% of users say streets are well-lit

Are there community events in Brattleboro, VT?

As of early 2026, 50% of users say there are community events

Do residents of Brattleboro, VT plan to stay at least 5 years?

As of early 2026, 48% of users say they plan to stay for at least 5 years

Is Brattleboro, VT quiet?

As of early 2026, 38% of users say it's quiet

What is 21 Pine St estimated to be worth?

Trulia's estimated value for 21 Pine St in Brattleboro, VT is $310,900 .

What is the price history for 21 Pine St?

21 Pine St in Brattleboro, VT last sold for $174,000 in October 2014.

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 .

How big is the lot at 21 Pine St?

The lot at 21 Pine St in Brattleboro, VT is about 0.12 acres (5,227 sq ft).

Does 21 Pine St have a garage?

Yes, 21 Pine St in Brattleboro, VT has a garage.

OFF MARKET

$310,900

Trulia Estimate

3 Beds
2 Baths
1,356 sqft

21 Pine St, Brattleboro, VT 05301

Est. Refi. Payment $2,131/mo*

Refinance Your Home

Currently Off Market - Sold Oct 28, 2014 for $174,000

Home Value

Trulia Estimate

$311K

Since last month

$200 (+0.1%)

Since last year

$9K (-2.9%)

Since last sale

$133K (+76.1%)

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 +70% in the last 10 years

Month	Estimated value
2026
August 2026	$307K
July 2026	$306K
June 2026	$306K
May 2026	$302K
April 2026	$301K
March 2026	$296K
February 2026	$288K
January 2026	$301K
2025
December 2025	$300K
November 2025	$294K
October 2025	$297K
September 2025	$303K
August 2025	$316K
July 2025	$314K
June 2025	$315K
May 2025	$312K
April 2025	$307K
March 2025	$299K
February 2025	$290K
January 2025	$291K
2024
December 2024	$298K
November 2024	$305K
October 2024	$310K
September 2024	$308K
August 2024	$315K
July 2024	$314K
June 2024	$314K
May 2024	$310K
April 2024	$299K
March 2024	$293K
February 2024	$288K
January 2024	$291K
2023
December 2023	$292K
November 2023	$292K
October 2023	$302K
September 2023	$300K
August 2023	$299K
July 2023	$301K
June 2023	$298K
May 2023	$296K
April 2023	$289K
March 2023	$284K
February 2023	$275K
January 2023	$270K
2022
December 2022	$271K
November 2022	$275K
October 2022	$278K
September 2022	$278K
August 2022	$279K
July 2022	$283K
June 2022	$284K
May 2022	$278K
April 2022	$268K
March 2022	$262K
February 2022	$253K
January 2022	$250K
2021
December 2021	$251K
November 2021	$249K
October 2021	$249K
September 2021	$248K
August 2021	$247K
July 2021	$243K
June 2021	$227K
May 2021	$195K
April 2021	$187K
March 2021	$179K
February 2021	$178K
January 2021	$173K
2020
December 2020	$173K
November 2020	$169K
October 2020	$168K
September 2020	$176K
August 2020	$173K
July 2020	$176K
June 2020	$172K
May 2020	$173K
April 2020	$175K
March 2020	$173K
February 2020	$173K
January 2020	$174K
2019
December 2019	$174K
November 2019	$173K
October 2019	$172K
September 2019	$175K
August 2019	$171K
July 2019	$172K
June 2019	$167K
May 2019	$166K
April 2019	$172K
March 2019	$172K
February 2019	$175K
January 2019	$177K
2018
December 2018	$168K
November 2018	$168K
October 2018	$167K
September 2018	$168K
August 2018	$173K
July 2018	$169K
June 2018	$172K
May 2018	$172K
April 2018	$170K
March 2018	$169K
February 2018	$169K
January 2018	$169K
2017
December 2017	$169K
November 2017	$180K
October 2017	$185K
September 2017	$185K
August 2017	$185K
July 2017	$184K
June 2017	$183K
May 2017	$183K
April 2017	$183K
March 2017	$182K
February 2017	$182K
January 2017	$181K
2016
December 2016	$181K
November 2016	$181K
October 2016	$180K
September 2016	$180K
August 2016	$180K

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
45 Blakeslee Street, Brattleboro, VT	0.10	Single-Family Home	$266,000	09/30/25	2	2	864
111 Central Street, Brattleboro, VT	0.05	Single-Family Home	$250,000	07/30/26	3	1	1,008
380 South Main Street, Brattleboro, VT	0.30	Single-Family Home	$323,000	07/21/26	3	2	1,539
155 Oak Grove Avenue, Brattleboro, VT	0.25	Single-Family Home	$415,000	11/07/25	4	2	1,446
117 Oak Grove Avenue, Brattleboro, VT	0.21	Single-Family Home	$315,250	08/21/26	3	1	1,300
49 Clark Avenue, Brattleboro, VT	0.24	Single-Family Home	$255,000	05/04/26	4	1.5	1,200
76 Belmont Avenue, Brattleboro, VT	0.47	Single-Family Home	$391,000	06/25/26	3	2	1,686
81 Oak Grove Avenue, Brattleboro, VT	0.18	Single-Family Home	$269,141	09/12/25	2	1	956
134 Washington Street, Brattleboro, VT	0.21	Single-Family Home	$255,000	07/02/26	4	1	1,521
16 Willow Street, Brattleboro, VT	0.46	Single-Family Home	$399,900	06/02/26	3	1.5	1,339

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
109 Central Street, Brattleboro, VT 05301	0.04	$350,000	4	2	1,808	For Sale
111 Central Street, Brattleboro, VT 05301	0.05	$250,000	3	1	1,008	Recently Sold
240 South Main Street, Brattleboro, VT 05301	0.06	$362,300	4	2	1,948	Off Market
45 Blakeslee Street, Brattleboro, VT 05301	0.10	$276,100	2	2	864	Off Market
73-75 Pine Street, Brattleboro, VT 05301	0.10	$518,000	5	3	3,250	Off Market
78-80 Central Street, Brattleboro, VT 05301	0.07	$250,000	4	2	2,408	Recently Sold
91 Pine Street, Brattleboro, VT 05301	0.12	$306,200	3	1.5	1,252	Off Market
16 Washington Street, Brattleboro, VT 05301	0.09	$225,000	5	3	2,209	For Sale
175 South Main Street, Brattleboro, VT 05301	0.12	$206,900	4	2	1,396	Off Market
88 Washington Street, Brattleboro, VT 05301	0.14	$272,000	3	1	1,033	Off Market
17 Thomas Street, Brattleboro, VT 05301	0.13	$195,400	4	2	2,562	Off Market
81 Oak Grove Avenue, Brattleboro, VT 05301	0.18	$279,900	2	1	956	Off Market

Local Information

Map ViewExplore the area around 21 Pine 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

1900

Living Area

1,356 sqft

Price/Sqft

$229

Parking

Garage

About this House

This single-family home is located at 21 Pine St, Brattleboro, VT. 21 Pine St is in Brattleboro, VT and in ZIP code 05301. This property has 3 bedrooms, 2 bathrooms and approximately 1,356 sqft of floor space. This property has a lot size of 5227 sqft and was built in 1900.

21 Pine St, Brattleboro, VT 05301 is a 3 bedroom, 2 bathroom, 1,356 sqft single-family home built in 1900. It last sold for $174,000 on Oct 28, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $310,900, with a rent estimate of $2,646/month.

Home Details for 21 Pine St

Exterior Features
Exterior Home Features Roof: Other
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1900
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Lot Information
Lot Area: 5227 sqft

Price and Tax history

Date	Event	Price
Oct 28, 2014 Source: N/A	Sold	$174,000
Aug 20, 2014 Source: Agent Provided	Listed For Sale	$177,000
Jun 5, 2012 Source: N/A	Sold	$152,000
Nov 2, 2011 Source: Agent Provided	PriceChange	$152,000 Price decreased by 15%
Jun 23, 2011 Source: Agent Provided	Listed For Sale	$179,000
Jun 29, 2007 Source: N/A	Sold	$170,500
Mar 18, 2002 Source: N/A	Sold	$129,900

Year	Property tax	Tax assessment
2024	Unavailable	$151,900

Additional Cost

Market trends in Brattleboro

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Around this home

Canal Street/Oak Grove Schools
PK-6
Public
125 Students
Windham Southeast Unified Union School District #96
5/10
GreatSchools Rating
Parent Rating Average
No reviews available for this school.

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
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
Resident
3mo ago
"Great neighborhood for learning to ride bikes, trick-or-treating, making friends with other families."
0
Flag
Brenda Nichols
Resident
9mo ago
"Yes! Lots of space for walking and running around with dogs. Quiet countryside with not a lot of traffic."
0
Flag
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
Flag
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
Flag
Jessica Brown
Resident
2y 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
Flag
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
Flag
Isaac S.
Resident
7y 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
Flag
Isaac S.
Resident
7y ago
"Dogs are welcome. Neighbor s are friendly. Houses are well maintained. I feel safe. Walkable neighborhood."
3
Flag
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
Flag
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
Flag
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
Flag
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
Flag
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
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 Pine St

What is 21 Pine St estimated to be worth?
Trulia's estimated value for 21 Pine St in Brattleboro, VT is $310,900.
What is the price history for 21 Pine St?
21 Pine St in Brattleboro, VT last sold for $174,000 in October 2014.
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.
How big is the lot at 21 Pine St?
The lot at 21 Pine St in Brattleboro, VT is about 0.12 acres (5,227 sq ft).
Does 21 Pine St have a garage?
Yes, 21 Pine St in Brattleboro, VT has a garage.