OFF MARKET

Listed by Kerry Mulverhill • Brattleboro Area Realty. Bought with Brattleboro Area Realty.

Off Market May 2023 for $280K

$360,446

•

1,989

sq ft

750 Upper Dummerston Rd, Brattleboro, VT 05301

About this home

This gorgeous circa 1800's Cape Cod style home is an eye catcher for sure. Located in a most desirable neighborhood, just around the corner from the Brattleboro Country Club. Holding onto its classic charm, this sweet home has retained much of its original character. An impressive large kitchen with a center island, wall oven, walk-in-in pantry and a gorgeous formal dining room. The 1st floor has a relaxed feel of spaciousness with an office or potential ground floor bedroom, a generous living room, den, full bath and washer/dryer hookup. Take the classic staircase upstairs to the three bedrooms. The oversized detached 2 car garage has an expansive second floor that offers a storage area as well as potential for an office or studio. Capturing natures beauty from you back stone patio, you overlook 2 acres of open land and mature trees or waive to your neighbors on your covered front porch. This is a fabulous home for entertaining, all just minutes to downtown Brattleboro, the Retreat Farm, hiking and biking trails, kayaking etc. This gem checks all the boxes if you are looking for a classic Vermont home in a superb setting.

Single-familyProperty Type

1830Year Built

2.23 acresLot Size

$181Est. Price/Sq.Ft.

2 car garageParking

Listed by Kerry Mulverhill • Brattleboro Area Realty

Bought with Victoria Woods • Brattleboro Area Realty

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4916437

Redfin Estimate

$360,446

$80K since sold in May 2023$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.5% lower than the average sale price ($403K) of 6 comparable homes.

SOLD AUG 12, 2026
$317,000
A
3 beds1 bath1,522 sq ft
69 Carriage Hill Rd, Brattleboro, VT 05301
SOLD APR 20, 2026
$568,000
B
3 beds2 baths2,066 sq ft
192 Western Ave, Brattleboro, VT 05301
SOLD NOV 21, 2025
$407,000
C
3 beds1.5 baths1,655 sq ft
155 Upper Dummerston Rd, Brattleboro, VT 05301
SOLD JUL 15, 2026
$379,000
D
3 beds2 baths1,966 sq ft
25 Speno Ct, Brattleboro, VT 05301
SOLD JUL 31, 2026
$320,000
E
3 beds2 baths1,703 sq ft
1089 Marlboro Rd, Brattleboro, VT 05301
SOLD DEC 29, 2025
$425,000
F
3 beds1.5 baths1,846 sq ft
16 Vermont Ave, Brattleboro, VT 05301

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Rent

$2,386/mo

Redfin rental estimate

List your home for rent

Market trends in 05301, VT

Last updated August 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
See all

Provided by Redfin

Sale history for 750 Upper Dummerston Rd

Year

Property tax

Land + Additions

Assessment*

2025

$5,050 (+5.9%)

$87,300 + $178,630

$265,930

2024

$4,768 (+11.7%)

$87,300 + $178,630

$265,930

2023

$4,269 (−44.9%)

$87,300 + $178,630

$265,930

2022

$7,744 (−4.5%)

$87,300 + $178,630

$265,930

2021

$8,106 (+1.8%)

$87,300 + $178,630

$265,930

2020

$7,962 (+3.0%)

$87,300 + $178,630

$265,930

2019

$7,727 (+1.6%)

$87,300 + $178,630

$265,930

2018

$7,602 (+1.4%)

$87,300 + $178,630

$265,930

2017

$7,497 (+0.2%)

$87,300 + $178,630

$265,930

2016

$7,479 (−0.9%)

$87,300 + $178,630

$265,930

2015

$7,546 (+520.6%)

$87,300 + $178,630

$265,930

2014

$1,216

$87,300 + $178,630

$265,930

2013

$87,300 + $178,630

$265,930

Tax history for 750 Upper Dummerston Rd

Year

Property tax

Land + Additions

Assessment*

2025

$5,050 (+5.9%)

$87,300 + $178,630

$265,930

2024

$4,768 (+11.7%)

$87,300 + $178,630

$265,930

2023

$4,269 (−44.9%)

$87,300 + $178,630

$265,930

2022

$7,744 (−4.5%)

$87,300 + $178,630

$265,930

2021

$8,106 (+1.8%)

$87,300 + $178,630

$265,930

2020

$7,962 (+3.0%)

$87,300 + $178,630

$265,930

2019

$7,727 (+1.6%)

$87,300 + $178,630

$265,930

2018

$7,602 (+1.4%)

$87,300 + $178,630

$265,930

2017

$7,497 (+0.2%)

$87,300 + $178,630

$265,930

2016

$7,479 (−0.9%)

$87,300 + $178,630

$265,930

2015

$7,546 (+520.6%)

$87,300 + $178,630

$265,930

2014

$1,216

$87,300 + $178,630

$265,930

2013

$87,300 + $178,630

$265,930

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

Public record

Public record
Zoning

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

2.23 Acres

Year renovated

—

Sq. Ft.

1,989

Year built

1830

Style

Single Family Residential

County

Windham County

APN

08102512856

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 8, 2026.

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

Parking

Parking & Garage
Garage Capacity: 2
Location: Detached
Driveway, Garage

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 1

Basement Information
Basement: Yes
Basement Access: Interior
Concrete, Concrete Floor, Partial, Stairs - Interior, Unfinished, Interior Access, Stairs - Basement

Other Interior Features
# of Rooms: 8
Flooring: Carpet, Laminate, Wood
Water Heater: Electric
Dining Area, Kitchen Island, Laundry Hook-ups, Natural Light, Laundry - 1st Floor

Equipment & Appliance Information
Dishwasher, Oven - Wall, Stove - Electric
Stove-Wood

Room 1 Information
Kitchen
Kitchen
Dimensions: 15.3x15.8
Level: 1

Room 2 Information
Living Room
Dimensions: 15.5x32.6
Level: 1

Room 3 Information
Dining Room
Dimensions: 13.9x15.8
Level: 1

Room 4 Information
Den
Dimensions: 13.6x16.6
Level: 1

Room 5 Information
Foyer
Dimensions: 6.9x13.4
Level: 1

Room 6 Information
Office/Study
Office/Study
Dimensions: 9.1x9.4
Level: 1

Room 7 Information
Bedroom
Dimensions: 12.6x16.3
Level: 2

Room 8 Information
Bedroom
Dimensions: 11.2x11.4
Level: 2

Room 9 Information
Bedroom
Dimensions: 11.1x11.8
Level: 2

Room 10 Information
3/4 Bath
Dimensions: 5.3x9.1
Level: 1

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 1989
Approximate Sq. Ft. Total: 2551
Color: White
Porch - Covered, Storage
Construction: Wood Frame
Foundation: Stone
Roof: Shingle
Exterior: Clapboard

Driveway
Paved

Lot, Zoning, & Easement Information
Country Setting, Level, Sloping

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1830

Financial

Tax Information
Tax Year: 2021
Gross Amount Tax: 8105.8
SPAN Number: 081-025-12856
Taxes TBD: Yes

Other Tax Information
Page Deed: 510

Utilities

Heating & Cooling Information
Heat: Monitor Type, Multi Zone, Passive Solar, Radiator, Stove - Wood
Heat Fuel: Electric, Oil, Solar, Wood

Sewer Information
Private

Electric Information
Circuit Breaker(s)

Water Information
Private

Other Utilities Information
Cable - Available, Telephone Available

Location

School Information
School District: Windham Southeast
Elementary School: Brattleboro Elem Schools
Elementary School: Brattleboro Elem Schools
Middle/Jr School: Brattleboro Area Middle School

Road Information
Road Frontage: Yes
Road Frontage Length: 162
Public

Other Location Information
Directions: Linden St. to Upper Dummeston rd. on left about 1.4 miles, home on left, see sign.

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 1,989
Stories: 2.0
Lot Size: 2.23 acres
Style: Single Family Residential
Year Built: 1830
Year Renovated: —
County: Windham County
APN: 08102512856

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 • 1.9mi

6/10

Green Street School

Public PreK-6 • 2.3mi

8/10

Neighborhood Schoolhouse

Private PreK-8 • 1.9mi

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

Estimated sale price

$343,000 – $415,000

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

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Home values near 750 Upper Dummerston Rd

Data from public records.

Address	Redfin Estimate
799 Upper Dummerston Road, Brattleboro, VT 3 Beds \| 2 Baths \| 2100 Sq. Ft.	$653,763
665 Upper Dummerston Road, Brattleboro, VT 2 Beds \| 2 Baths \| 1300 Sq. Ft.	$392,953

Address	Redfin Estimate
651 Upper Dummerston Road, Brattleboro, VT 5 Beds \| 3 Baths \| 3426 Sq. Ft.	$548,315
833 Upper Dummerston Road, Brattleboro, VT 3 Beds \| 3 Baths \| 2340 Sq. Ft.	$485,907

Address	Redfin Estimate
736 Upper Dummerston Road, Brattleboro, VT 3 Beds \| 1 Baths \| 1633 Sq. Ft.	$371,804
863 Upper Dummerston Road, Brattleboro, VT 3 Beds \| 2.5 Baths \| 2112 Sq. Ft.	$539,364

Property information provided by PrimeMLS when last listed in 2022. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05301, VT

Sale history for 750 Upper Dummerston Rd

Tax history for 750 Upper Dummerston Rd

Public record

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 750 Upper Dummerston Rd

More real estate resources