Is Dummerston, VT dog-friendly?

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

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

As of early 2026, 100% of users say they plan to stay for at least 5 years

Does Dummerston, VT show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Are yards well-kept in Dummerston, VT?

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

Is there wildlife in Dummerston, VT?

As of early 2026, 100% of users say there's wildlife

Are neighbors friendly in Dummerston, VT?

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

What is 1644 Upper Dummerston estimated to be worth?

Trulia's estimated value for 1644 Upper Dummerston in Brattleboro, VT is $240,100 .

What is the price history for 1644 Upper Dummerston?

1644 Upper Dummerston in Brattleboro, VT last sold for $99,900 in December 2019.

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

Brattleboro is currently a seller's market, based on recent for-sale activity.

What are the closest schools to 1644 Upper Dummerston?

The closest schools to 1644 Upper Dummerston in Brattleboro, VT are Academy School (Pre-K/Elementary, rated 6/10), Brattleboro Senior Uhsd #6 (High, rated 7/10), Dummerston Schools (Pre-K/Elementary/Middle, rated 7/10).

1644 Upper Dummerston, Brattleboro, VT 05301

OFF MARKET

$240,100

Trulia Estimate

3 Beds
1 Bath
1,040 sqft

1644 Upper Dummerston, Brattleboro, VT 05301

Est. Refi. Payment $1,667/mo*

Refinance Your Home

Currently Off Market - Sold Dec 31, 2019 for $99,900

Home Value

Trulia Estimate

$240K

Since last month

$8K (-3%)

Since last year

$10K (+4.3%)

Since last sale

$140K (+140.3%)

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 +140% in the last 10 years

Month	Estimated value
2026
August 2026	$240K
July 2026	$248K
June 2026	$244K
May 2026	$245K
April 2026	$227K
March 2026	$234K
February 2026	$220K
January 2026	$224K
2025
December 2025	$217K
November 2025	$216K
October 2025	$213K
September 2025	$226K
August 2025	$230K
July 2025	$227K
June 2025	$222K
May 2025	$225K
April 2025	$224K
March 2025	$220K
February 2025	$219K
January 2025	$212K
2024
December 2024	$228K
November 2024	$217K
October 2024	$228K
September 2024	$222K
August 2024	$223K
July 2024	$224K
June 2024	$227K
May 2024	$216K
April 2024	$220K
March 2024	$216K
February 2024	$203K
January 2024	$219K
2023
December 2023	$219K
November 2023	$217K
October 2023	$231K
September 2023	$229K
August 2023	$222K
July 2023	$218K
June 2023	$220K
May 2023	$290K
April 2023	$281K
March 2023	$268K
February 2023	$258K
January 2023	$257K
2022
December 2022	$271K
November 2022	$276K
October 2022	$281K
September 2022	$275K
August 2022	$283K
July 2022	$287K
June 2022	$289K
May 2022	$283K
April 2022	$274K
March 2022	$270K
February 2022	$244K
January 2022	$236K
2021
December 2021	$254K
November 2021	$256K
October 2021	$263K
September 2021	$258K
August 2021	$224K
July 2021	$159K
June 2021	$150K
May 2021	$111K
April 2021	$109K
March 2021	$109K
February 2021	$108K
January 2021	$105K
2020
December 2020	$105K
November 2020	$104K
October 2020	$103K
September 2020	$102K
August 2020	$102K
July 2020	$103K
June 2020	$102K
May 2020	$102K
April 2020	$101K
March 2020	$101K
February 2020	$101K
January 2020	$100K

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
1555 W River Road, Dummerston, VT	0.11	Single-Family Home	$243,000	02/26/26	2	1	903
1644 Upper Dummerston Road, Dummerston, VT	0.08	Single-Family Home	$325,000	08/12/26	2	2	1,499
1082 W River Road, Brattleboro, VT	1.10	Single-Family Home	$305,000	09/23/25	3	1	1,222
183 Bear Hill Road, Brattleboro, VT	0.91	Single-Family Home	$385,000	06/02/26	3	1.5	2,433
155 Hillwinds North Road, Brattleboro, VT	0.58	Single-Family Home	$868,000	09/09/25	4	3.5	3,685
187 Hillwinds Road, Brattleboro, VT	0.91	Single-Family Home	$476,000	11/20/25	4	3	2,372
143 Hillwinds Road, Brattleboro, VT	0.83	Single-Family Home	$615,000	06/26/26	5	3.5	2,520
908 Stickney Brook Road, Dummerston, VT	1.51	Single-Family Home	$365,000	10/17/25	2	1	706
65 Hillwinds N, Brattleboro, VT	0.69	Single-Family Home	$925,000	10/06/25	5	5	4,150
65 Hillwinds North Road, Brattleboro, VT	0.70	Single-Family Home	$925,000	10/01/25	5	4.5	4,150

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
1555 W River Road, Dummerston, VT 05301	0.11	$243,000	2	1	903	Recently Sold
155 Hillwinds North Road, Brattleboro, VT 05301	0.58	$910,900	4	3.5	3,685	Off Market
65 Hillwinds North Road, Brattleboro, VT 05301	0.70	$967,900	5	4.5	4,150	Off Market
143 Hillwinds Road, Brattleboro, VT 05301	0.83	$615,000	5	3.5	2,520	Recently Sold
187 Hillwinds Road, Brattleboro, VT 05301	0.91	$476,000	4	3	2,372	Recently Sold
183 Bear Hill Road, Brattleboro, VT 05301	0.91	$385,000	3	1.5	2,433	Recently Sold
1219 Wickopee Hill Road, Dummerston, VT 05301	0.94	$351,000	3	2	1,532	Off Market
1171 Wickopee Hill, Dummerston, VT 05301	0.98	$399,400	2	1	828	Off Market
1082 W River Road, Brattleboro, VT 05301	1.10	$319,500	3	1	1,222	Off Market
336 Hillwinds Road, Brattleboro, VT 05301	1.15	$754,700	4	3	3,257	Off Market
335 Hillwinds Road, Brattleboro, VT 05301	1.17	$616,200	4	3.5	2,544	Off Market

Local Information

Map ViewExplore the area around 1644 Upper Dummerston.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Living Area

1,040 sqft

Price/Sqft

$231

About this House

This single-family home is located at 1644 Upper Dummerston, Brattleboro, VT. 1644 Upper Dummerston is in Brattleboro, VT and in ZIP code 05301. This property has 3 bedrooms, 1 bathroom and approximately 1,040 sqft of floor space.

1644 Upper Dummerston, Brattleboro, VT 05301 is a 3 bedroom, 1 bathroom, 1,040 sqft single-family home. It last sold for $99,900 on Dec 31, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $240,100, with a rent estimate of $2,428/month.

Home Details for 1644 Upper Dummerston

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

Price and Tax history

Date	Event	Price
Dec 31, 2019 Source: N/A	Sold	$99,900

Additional Cost

Market trends in Dummerston

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Around this home

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 Dummerston

At least 1 Trulia users voted on each feature.

100 % Say it's dog friendly
100 % Say they plan to stay for at least 5 years
100 % Say there's holiday spirit
100 % Say yards are well-kept
100 % Say there's wildlife
50 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.

Alexandria L. M.
Resident
7y ago
"It takes at least 20 minutes to get to any town proper and 40 minutes to a place with businesses to work "
0
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Frequently asked questions about 1644 Upper Dummerston

What is 1644 Upper Dummerston estimated to be worth?
Trulia's estimated value for 1644 Upper Dummerston in Brattleboro, VT is $240,100.
What is the price history for 1644 Upper Dummerston?
1644 Upper Dummerston in Brattleboro, VT last sold for $99,900 in December 2019.
Is Brattleboro a buyer's or seller's market?
Brattleboro is currently a seller's market, based on recent for-sale activity.
What are the closest schools to 1644 Upper Dummerston?
The closest schools to 1644 Upper Dummerston in Brattleboro, VT are Academy School (Pre-K/Elementary, rated 6/10), Brattleboro Senior Uhsd #6 (High, rated 7/10), Dummerston Schools (Pre-K/Elementary/Middle, rated 7/10).