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 264 Greenleaf St estimated to be worth?

Trulia's estimated value for 264 Greenleaf St in Brattleboro, VT is $354,500 .

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 264 Greenleaf St?

The closest schools to 264 Greenleaf St in Brattleboro, VT are Academy School (Pre-K/Elementary, rated 6/10), Brattleboro Area Middle School (rated 6/10), Windham Regional Career Center (High).

How big is the lot at 264 Greenleaf St?

The lot at 264 Greenleaf St in Brattleboro, VT is about 1.1 acres .

OFF MARKET

$354,500

Trulia Estimate

Studio

264 Greenleaf St, Brattleboro, VT 05301

Est. Refi. Payment $2,420/mo*

Refinance Your Home

Home Value

Trulia Estimate

$355K

Since last month

$16K (-4.4%)

Since last year

$13K (+3.9%)

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 +71% in the last 10 years

Month	Estimated value
2026
August 2026	$357K
July 2026	$373K
June 2026	$364K
May 2026	$373K
April 2026	$361K
March 2026	$369K
February 2026	$353K
January 2026	$353K
2025
December 2025	$357K
November 2025	$361K
October 2025	$355K
September 2025	$358K
August 2025	$344K
July 2025	$370K
June 2025	$378K
May 2025	$381K
April 2025	$375K
March 2025	$371K
February 2025	$341K
January 2025	$361K
2024
December 2024	$377K
November 2024	$363K
October 2024	$343K
September 2024	$361K
August 2024	$370K
July 2024	$368K
June 2024	$346K
May 2024	$336K
April 2024	$363K
March 2024	$354K
February 2024	$348K
January 2024	$341K
2023
December 2023	$318K
November 2023	$344K
October 2023	$348K
September 2023	$350K
August 2023	$352K
July 2023	$348K
June 2023	$350K
May 2023	$321K
April 2023	$317K
March 2023	$315K
February 2023	$310K
January 2023	$312K
2022
December 2022	$319K
November 2022	$323K
October 2022	$329K
September 2022	$329K
August 2022	$329K
July 2022	$327K
June 2022	$330K
May 2022	$322K
April 2022	$307K
March 2022	$305K
February 2022	$299K
January 2022	$300K
2021
December 2021	$301K
November 2021	$302K
October 2021	$307K
September 2021	$303K
August 2021	$312K
July 2021	$326K
June 2021	$322K
May 2021	$282K
April 2021	$266K
March 2021	$250K
February 2021	$242K
January 2021	$236K
2020
December 2020	$236K
November 2020	$232K
October 2020	$231K
September 2020	$228K
August 2020	$230K
July 2020	$228K
June 2020	$229K
May 2020	$228K
April 2020	$228K
March 2020	$233K
February 2020	$235K
January 2020	$237K
2019
December 2019	$230K
November 2019	$233K
October 2019	$233K
September 2019	$230K
August 2019	$235K
July 2019	$234K
June 2019	$230K
May 2019	$230K
April 2019	$227K
March 2019	$226K
February 2019	$227K
January 2019	$224K
2018
December 2018	$216K
November 2018	$212K
October 2018	$214K
September 2018	$218K
August 2018	$221K
July 2018	$220K
June 2018	$216K
May 2018	$216K
April 2018	$216K
March 2018	$215K
February 2018	$213K
January 2018	$210K
2017
December 2017	$210K
November 2017	$214K
October 2017	$215K
September 2017	$214K
August 2017	$209K
July 2017	$205K
June 2017	$208K
May 2017	$207K
April 2017	$210K
March 2017	$209K
February 2017	$206K
January 2017	$206K
2016
December 2016	$204K
November 2016	$206K
October 2016	$208K
September 2016	$209K
August 2016	$209K

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
69 Carriage Hill Road, Brattleboro, VT	0.34	Single-Family Home	$317,000	08/12/26	3	1	1,522
198 Carriage Hill Rd, Brattleboro, VT	0.25	Single-Family Home	$260,000	02/03/26	2	1	1,414
184 Carriage Hill Road, Brattleboro, VT	0.27	Single-Family Home	$325,000	08/20/26	3	2	1,272
91 Carriage Hill, Brattleboro, VT	0.38	Single-Family Home	$285,000	12/10/25	3	1	912
85 Stockwell Drive, Brattleboro, VT	0.37	Single-Family Home	$365,000	05/26/26	5	3	2,254
257 Partridge Road, Guilford, VT	0.50	Single-Family Home	$367,500	01/05/26	2	1.5	1,321
135 Country Hill, Brattleboro, VT	0.38	Single-Family Home	$385,000	06/01/26	3	2.5	2,128
115 Country Hill, Brattleboro, VT	0.40	Single-Family Home	$370,000	04/02/26	3	2	1,820
15 Lawton Drive, Brattleboro, VT	0.41	Single-Family Home	$305,000	08/17/26	3	1.5	1,056
98 Greenleaf Street, Brattleboro, VT	0.35	Single-Family Home	$270,000	08/10/26	2	1	1,000

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
75 Mather Road, Brattleboro, VT 05301	0.18	$200,000	1	1	720	Recently Sold
34 Hampshire Circle, Brattleboro, VT 05301	0.20	$324,900	3	2	1,666	Off Market
171 Green Meadow, Brattleboro, VT 05301	0.24	$595,000	3	3	2,172	For Sale
334 Carriage Hill Road, Brattleboro, VT 05301	0.24	$334,100	3	1.5	1,971	Off Market
142 Greenleaf Street, Brattleboro, VT 05301	0.26	$488,800	3	2	1,732	Off Market
139 Green Meadow Road, Brattleboro, VT 05301	0.26	$410,000	4	3	1,925	Off Market
49 Hampshire Circle, Brattleboro, VT 05301	0.25	$349,500	3	1.5	1,848	Off Market
184 Carriage Hill Road, Brattleboro, VT 05301	0.27	$325,000	3	2	1,272	Recently Sold
116 Green Meadow Road, Brattleboro, VT 05301	0.29	$390,000	2	3	1,614	For Sale
65 Mather Road, Brattleboro, VT 05301	0.27	$657,300	3	1.5	2,496	Off Market
116 Edward Heights, Brattleboro, VT 05301	0.30	$347,800	4	2	2,146	Off Market
39 Carriage Hill Road, Brattleboro, VT 05301	0.31	$362,700	4	1.5	1,533	Off Market

Local Information

Map ViewExplore the area around 264 Greenleaf 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

1.1 acres

About this House

This single-family home is located at 264 Greenleaf St, Brattleboro, VT. 264 Greenleaf St is in Brattleboro, VT and in ZIP code 05301. This property has a lot size of 1.10 acres.

264 Greenleaf St, Brattleboro, VT 05301 is a studio single-family home. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $354,500, with a rent estimate of $2,663/month.

Home Details for 264 Greenleaf St

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 1.10 acres

Price and Tax history

Year	Property tax	Tax assessment
2024	Unavailable	$214,450

Home facts updated by county records

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

Academy School
PK-6
Public
418 Students
Windham Southeast Unified Union School District #96
6/10
GreatSchools Rating
Parent Rating Average
Our last public school experience was at a 10/10 on Great Schools. While we had high hopes for that school, they were only able to meet the needs of one type of learner. Here at Academy, they pride themselves on meeting many different learning styles exactly where they are...we are forever grateful.
Other Review
5y ago
3 Reviews

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 264 Greenleaf St

What is 264 Greenleaf St estimated to be worth?
Trulia's estimated value for 264 Greenleaf St in Brattleboro, VT is $354,500.
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 264 Greenleaf St?
The closest schools to 264 Greenleaf St in Brattleboro, VT are Academy School (Pre-K/Elementary, rated 6/10), Brattleboro Area Middle School (rated 6/10), Windham Regional Career Center (High).
How big is the lot at 264 Greenleaf St?
The lot at 264 Greenleaf St in Brattleboro, VT is about 1.1 acres.