Is a car needed in West Brattleboro, Brattleboro, VT?

As of early 2026, 100% of users say car is needed

Is West Brattleboro, Brattleboro, VT dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Does West Brattleboro, Brattleboro, VT have sidewalks?

As of early 2026, 100% of users say there are sidewalks

Would people walk alone at night in West Brattleboro, Brattleboro, VT?

As of early 2026, 100% of users say people would walk alone at night

Is parking easy in West Brattleboro, Brattleboro, VT?

As of early 2026, 100% of users say parking is easy

Are yards well-kept in West Brattleboro, Brattleboro, VT?

As of early 2026, 100% of users say yards are well-kept

Does West Brattleboro, Brattleboro, VT show holiday spirit?

As of early 2026, 75% of users say there's holiday spirit

Is there wildlife in West Brattleboro, Brattleboro, VT?

As of early 2026, 67% of users say there's wildlife

Is West Brattleboro, Brattleboro, VT walkable to restaurants?

As of early 2026, 60% of users say it's walkable to restaurants

Do kids play outside in West Brattleboro, Brattleboro, VT?

As of early 2026, 50% of users say kids play outside

Are neighbors friendly in West Brattleboro, Brattleboro, VT?

As of early 2026, 50% of users say neighbors are friendly

Are there community events in West Brattleboro, Brattleboro, VT?

As of early 2026, 33% of users say there are community events

Are the streets well-lit in West Brattleboro, Brattleboro, VT?

As of early 2026, 25% of users say streets are well-lit

What is 39 Brookside Dr estimated to be worth?

Trulia's estimated value for 39 Brookside Dr in Brattleboro, VT is $193,800 .

What is the price history for 39 Brookside Dr?

39 Brookside Dr in Brattleboro, VT last sold for $180,000 in May 2025.

Is Brattleboro a buyer's or seller's market?

Brattleboro is currently a balanced market, based on recent for-sale activity.

What are the closest schools to 39 Brookside Dr?

The closest schools to 39 Brookside Dr in Brattleboro, VT are Academy School (Pre-K/Elementary, rated 7/10), Brattleboro Area Middle School (rated 7/10), Windham Regional Career Center (High).

OFF MARKET

$193,800

Trulia Estimate

Studio

39 Brookside Dr, Brattleboro, VT 05301

West Brattleboro

Refinance Your Home

Currently Off Market - Sold May 27, 2025 for $180,000

Home Value

Trulia Estimate

$194K

Since last month

$3K (-1.6%)

Since last year

$12K (+6.8%)

Since last sale

$11K (+6.3%)

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 +78% in the last 10 years

Month	Estimated value
2026
November 2026	$191K
October 2026	$194K
September 2026	$195K
August 2026	$192K
July 2026	$188K
June 2026	$187K
May 2026	$185K
April 2026	$186K
March 2026	$182K
February 2026	$183K
January 2026	$180K
2025
December 2025	$179K
November 2025	$180K
October 2025	$179K
September 2025	$180K
August 2025	$179K
July 2025	$179K
June 2025	$180K
May 2025	$161K
April 2025	$161K
March 2025	$168K
February 2025	$158K
January 2025	$171K
2024
December 2024	$160K
November 2024	$163K
October 2024	$176K
September 2024	$164K
August 2024	$169K
July 2024	$165K
June 2024	$161K
May 2024	$159K
April 2024	$169K
March 2024	$155K
February 2024	$174K
January 2024	$147K
2023
December 2023	$151K
November 2023	$152K
October 2023	$159K
September 2023	$156K
August 2023	$162K
July 2023	$168K
June 2023	$160K
May 2023	$151K
April 2023	$149K
March 2023	$150K
February 2023	$147K
January 2023	$151K
2022
December 2022	$151K
November 2022	$154K
October 2022	$151K
September 2022	$150K
August 2022	$148K
July 2022	$146K
June 2022	$140K
May 2022	$137K
April 2022	$134K
March 2022	$133K
February 2022	$134K
January 2022	$135K
2021
December 2021	$134K
November 2021	$133K
October 2021	$132K
September 2021	$131K
August 2021	$133K
July 2021	$137K
June 2021	$137K
May 2021	$112K
April 2021	$107K
March 2021	$102K
February 2021	$106K
January 2021	$107K
2020
December 2020	$109K
November 2020	$108K
October 2020	$113K
September 2020	$126K
August 2020	$105K
July 2020	$107K
June 2020	$108K
May 2020	$107K
April 2020	$107K
March 2020	$107K
February 2020	$107K
January 2020	$107K
2019
December 2019	$108K
November 2019	$109K
October 2019	$108K

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
39 Brookside Dr, Brattleboro, VT	0.00	Condo	$190,000	01/30/26		-	-
39 Brookside Dr, Brattleboro, VT	0.00	Condo	$190,000	10/02/26		-	-
40 Brookside Drive #8, Brattleboro, VT	0.03	Condo	$175,000	06/08/26	1	1	700
40 Brookside Dr, Brattleboro, VT	0.04	Condo	$210,000	08/03/26		-	-
60 Brookside Drive #1, Brattleboro, VT	0.03	Condo	$120,000	04/28/26	1	1	700
70 Arbor Hill Cmn, Brattleboro, VT	0.32	Condo	$250,000	11/17/25		-	-
70 Arbor Hill Cmn, Brattleboro, VT	0.32	Condo	$315,000	04/27/26		-	-
70 Arbor Hill Commons #14, Brattleboro, VT	0.42	Condo	$315,000	04/27/26	2	2	1,850
87 Orchard St, Brattleboro, VT	0.40	Condo	$359,000	09/09/26	4	3.5	2,794
116 Birge St, Brattleboro, VT	1.18	Condo	$233,000	10/22/26		-	-

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 Brookside Dr, Brattleboro, VT 05301	0.00	$146,400	Studio	-	-	Off Market
39 Brookside Dr, Brattleboro, VT 05301	0.00	$146,400	Studio	-	-	Off Market
39 Brookside Dr, Brattleboro, VT 05301	0.00	$190,000	Studio	-	-	Recently Sold
39 Brookside Dr, Brattleboro, VT 05301	0.00	$190,000	Studio	-	-	Recently Sold
39 Brookside Dr, Brattleboro, VT 05301	0.00	$178,800	Studio	-	-	Off Market
39 Brookside Dr, Brattleboro, VT 05301	0.00	$98,700	Studio	-	-	Off Market
39 Brookside Dr, Brattleboro, VT 05301	0.00	$146,400	Studio	-	-	Off Market
39 Brookside Drive #3, Brattleboro, VT 05301	0.00	$190,000	2	1	930	Recently Sold
39 Brookside Drive #7, Brattleboro, VT 05301	0.00	$135,000	1	1	685	For Sale
39 Brookside Drive #6, Brattleboro, VT 05301	0.00	$182,500	2	1	930	Off Market
39 Brookside Drive #4, Brattleboro, VT 05301	0.00	$190,000	2	1	930	Recently Sold
39 Brookside Drive #5, Brattleboro, VT 05301	0.00	$190,000	2	1	930	For Sale
39 Brookside Dr #8, Brattleboro, VT 05301	0.02	-	-	-	-	Off Market
59 Brookside Drive #8, Brattleboro, VT 05301	0.03	$158,600	1	1	700	Off Market
59-4 Brookside Dr, Brattleboro, VT 05301	0.03	-	-	-	-	Off Market
60 Brookside Drive #1, Brattleboro, VT 05301	0.03	$120,000	1	1	700	Recently Sold
40 Brookside Drive #8, Brattleboro, VT 05301	0.03	$175,000	1	1	700	Recently Sold
13 Evergreen Ln, West Brattleboro, VT 05301	0.04	$214,700	2	1.5	1,280	Off Market
40 Brookside Drive #7, Brattleboro, VT 05301	0.04	$156,600	1	1	685	Off Market
40 Brookside Drive #6, Brattleboro, VT 05301	0.04	$210,000	2	1	930	Recently Sold

Local Information

Map ViewExplore the area around 39 Brookside Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Condo

About this House

This condo is located at 39 Brookside Dr, Brattleboro, VT. 39 Brookside Dr is in the West Brattleboro neighborhood in Brattleboro, VT and in ZIP code 05301.

39 Brookside Dr, Brattleboro, VT 05301 is a studio condo in West Brattleboro. It last sold for $180,000 on May 27, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $193,800, with a rent estimate of $1,886/month.

Home Details for 39 Brookside Dr

Property Information
Property Type / Style Property Type: Condo

Price and Tax history

Date	Event	Price
May 27, 2025 Source: N/A	Sold	$180,000

Year	Property tax	Tax assessment
2024	Unavailable	$87,500

Additional Cost

Market trends in Brattleboro

Last updated October 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Sourced by Trulia Market Trends

Around this home

Academy School
PK-6
Public
418 Students
Windham Southeast Unified Union School District #96
7/10
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.

Neighborhood Overview

West Brattleboro

11 Homes For You
Buy: $52k - $350k

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about West Brattleboro

At least 1 Trulia users voted on each feature.

100 % Say car is needed
100 % Say it's dog friendly
100 % Say there are sidewalks
100 % Say people would walk alone at night
100 % Say parking is easy
100 % Say yards are well-kept
75 % Say there's holiday spirit
67 % Say there's wildlife
60 % Say it's walkable to restaurants
50 % Say kids play outside
50 % Say neighbors are friendly
33 % Say there are community events
25 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 39 Brookside Dr

What is 39 Brookside Dr estimated to be worth?
Trulia's estimated value for 39 Brookside Dr in Brattleboro, VT is $193,800.
What is the price history for 39 Brookside Dr?
39 Brookside Dr in Brattleboro, VT last sold for $180,000 in May 2025.
Is Brattleboro a buyer's or seller's market?
Brattleboro is currently a balanced market, based on recent for-sale activity.
What are the closest schools to 39 Brookside Dr?
The closest schools to 39 Brookside Dr in Brattleboro, VT are Academy School (Pre-K/Elementary, rated 7/10), Brattleboro Area Middle School (rated 7/10), Windham Regional Career Center (High).