Google satellite image for 1029 Upper Dummerston Rd, Brattleboro, VT 05301

OFF MARKET

—

•

4.5 ba

•

3,165

sq ft

1029 Upper Dummerston Rd, Brattleboro, VT 05301

About this home

1029 Upper Dummerston Rd is a 3,165 square foot multi-family home on a 15.29 acre lot with 6 bedrooms and 4.5 bathrooms.

Multi-familyProperty Type

1992Year Built

15.29 acresLot Size

Source:Public Records

Redfin Estimate

Unfortunately, we don't have enough data to generate an accurate Estimate at this time.

Market trends in 05301, VT

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

99.2%

+2.1% MoM

Median sale price

$385K

$5K MoM

Avg. days on market

50d

9 days MoM

Recently sold homes

14 MoM

New listings for sale

$299,000
6 beds3 baths3,125 sq ft
75 Moreland Ave, Brattleboro, VT 05301
$16,900
2 beds1 bath672 sq ft
11 Crescent Dr, Brattleboro, VT 05301
$499,000
2 beds2 baths1,775 sq ft
171 Buttonwood Dr, Brattleboro, VT 05301
$525,000
3 beds2.5 baths2,330 sq ft
205 Wantastiquet Dr, Brattleboro, VT 05301
$479,000
2 beds2 baths1,775 sq ft
162 Buttonwood Dr, Brattleboro, VT 05301
$439,000
2 beds2 baths1,550 sq ft
77 Buttonwood Dr, Brattleboro, VT 05301
$289,000
2 beds1 bath925 sq ft
45 Kopkind Rd, Guilford, VT 05301
$615,000
4 beds2.5 baths2,212 sq ft
354 Orchard St, Brattleboro, VT 05301
$275,000
Studio— baths1,200 sq ft
752 Butternut Rd, Guilford, VT 05301
$290,000
5 beds1.5 baths2,167 sq ft
207 Elliot St, Brattleboro, VT 05301
See all

Provided by Redfin

Sale history for 1029 Upper Dummerston Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2025

$10,035 (−2.0%)

$156,080 + $385,370

$541,450

2024

$10,236 (+10.8%)

$156,080 + $385,370

$541,450

2023

$9,236 (−43.6%)

$156,080 + $385,370

$541,450

2022

$16,372 (+0.3%)

$156,080 + $385,370

$541,450

2021

$16,318 (+1.7%)

$156,080 + $385,370

$541,450

2020

$16,053 (+3.3%)

$156,080 + $385,370

$541,450

2019

$15,546 (+1.2%)

$156,080 + $385,370

$541,450

2018

$15,362 (+2.3%)

$156,080 + $385,370

$541,450

2017

$15,021 (+0.2%)

$156,080 + $385,370

$541,450

2016

$14,996 (−0.5%)

$156,080 + $385,370

$541,450

2015

$15,070 (+27.6%)

$156,080 + $385,370

$541,450

2014

$11,807

$156,080 + $385,370

$541,450

2013

$156,080 + $385,370

$541,450

Tax history for 1029 Upper Dummerston Rd

Year

Property tax

Land + Additions

Assessment*

2025

$10,035 (−2.0%)

$156,080 + $385,370

$541,450

2024

$10,236 (+10.8%)

$156,080 + $385,370

$541,450

2023

$9,236 (−43.6%)

$156,080 + $385,370

$541,450

2022

$16,372 (+0.3%)

$156,080 + $385,370

$541,450

2021

$16,318 (+1.7%)

$156,080 + $385,370

$541,450

2020

$16,053 (+3.3%)

$156,080 + $385,370

$541,450

2019

$15,546 (+1.2%)

$156,080 + $385,370

$541,450

2018

$15,362 (+2.3%)

$156,080 + $385,370

$541,450

2017

$15,021 (+0.2%)

$156,080 + $385,370

$541,450

2016

$14,996 (−0.5%)

$156,080 + $385,370

$541,450

2015

$15,070 (+27.6%)

$156,080 + $385,370

$541,450

2014

$11,807

$156,080 + $385,370

$541,450

2013

$156,080 + $385,370

$541,450

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Zoning

Rural Residential District

The Rural Residential District encompasses land primarily west of Interstate 91 that is rural in character but is relatively close to the developed areas of town and accessible from improved public roads, which has made these areas a suitable and attractive location for low-density residential development. This land is generally not served by municipal water and sewer, and extension of infrastructure into this district is discouraged. The purpose of this district is to provide opportunities for rural housing and to encourage thoughtful siting of new development in order to protect rural character, farmland, forestland, open space and important natural resources in accordance with the policies of the Brattleboro Town Plan.

Permitted uses

Include but are not limited to:

Agriculture
Religious facility
Housing-Single unit
Housing-Multiple units
Housing-Senior
Infrastructure
Golf related
Cemetery
Park & open space
Timberland

Property details

Interior

Basement Information
Basement Type: Full

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Room Information
# of Rooms: 14

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Duplex
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Building Type: Two Family

Property Information
Living Sq. Ft: 3,165
Gross Sq. Ft: 3,165
Building Sq. Ft: 3,165
# of Stories: 2
Legal Description: DWELLING 2 UNIT/GARAGE/LAND

Parking & Garage Information
Parking Type: Attached Garage
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 666,032
Municipality Name: BRATTLEBORO
Acres: 15.29
Zoning Code: RR
County Use Description: RESIDENTIAL 6+ ACRES

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 6
Baths: 4.5
Sq. Ft.: 3,165
Stories: 2.0
Lot Size: 15.29 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1992
Year Renovated: —
County: Windham County
APN: 08102510220

Home facts updated by county records on Jul 8, 2026

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Windham Southeast Unified Union School District #96 website to verify.

Academy School

Public PreK-6 • 2.4mi

6/10

Neighborhood Schoolhouse

Private PreK-8 • 2.4mi

St Michael Catholic School

Private PreK-12 • 2.6mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 94° expected this year, 16 days in 30 years

4/10 Wind Factor

9% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Brattleboro, VT • 05301

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 3.9 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Sell confidently with a local market expert in Brattleboro. 3 minutes to get started.

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New listings for sale in 05301

$299,000

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Studio— baths1,200 sq ft

752 Butternut Rd, Guilford, VT 05301

Home values near 1029 Upper Dummerston Rd

Data from public records.

Address	Redfin Estimate
939 Upper Dummerston Road, Brattleboro, VT 3 Beds \| 1.5 Baths \| 1592 Sq. Ft.	$424,637
1153 Upper Dummerston Road, Brattleboro, VT 1 Beds \| 1.5 Baths \| 1292 Sq. Ft.	$334,699

Address	Redfin Estimate
1081 Upper Dummerston Road, Brattleboro, VT 5 Beds \| 3 Baths \| 2955 Sq. Ft.	$617,503
1073 Upper Dummerston Road, Brattleboro, VT 3 Beds \| 2 Baths \| 2456 Sq. Ft.	$553,003

Address	Redfin Estimate
904 Upper Dummerston Road, Brattleboro, VT 3 Beds \| 2.5 Baths \| 2935 Sq. Ft.	$622,708
1004 Upper Dummerston Road, Brattleboro, VT 5 Beds \| 2.5 Baths \| 2948 Sq. Ft.	$426,002

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Market trends in 05301, VT

Sale history for 1029 Upper Dummerston Rd

Tax history for 1029 Upper Dummerston Rd

Zoning

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05301

Home values near 1029 Upper Dummerston Rd

More real estate resources