322 Old Guilford Rd, Brattleboro, VT 05301

Listed by Rebecca Seymour • Brattleboro Area Realty. Bought with Bellville Realty.

Off market feb 2014 for $239K

$467,352

Est. refi paymentEst. refi $1,604/mo

•

3,484

sq ft

322 Old Guilford Rd, Brattleboro, VT 05301

About this home

VERY AGGRESSIVE PRICE DROP. .. LISTED $70,000 BELOW TOWN ASSESSMENT! Just step through the entry to appreciate this spacious well crafted home. Extra large kitchen with breakfast bar island, hardwood, granite, open to dining room. Upstairs you'll treat yourself to the expansive master bedroom with not one but two balconies and an incredible jacuzzi tub, tiled shower, and walk-in closet. Two more bedrooms and large family room complete the upstairs. Finished basement with possible exercise room and plenty of space for recreation room or hobby room. Hiking, snowshoeing, cross country skiing just down the road a the State Park! Come be surprised by this hidden gem!

Single-familyProperty Type

1999Year Built

0.46 acresLot Size

$134Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Rebecca Seymour • Brattleboro Area Realty

Bought with A.J. Bellville • Bellville Realty

Redfin checked: a few seconds ago

•Source:PrimeMLS #4259888

Redfin Estimate

$467,352

$228K since sold in February 2014$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.7% higher than the average sale price ($434K) of 6 comparable homes.

SOLD OCT 1, 2026
$726,500
A
3 beds3 baths3,400 sq ft
219 Hillcrest Ter, Brattleboro, VT 05301
SOLD JUN 1, 2026
$385,000
B
3 beds2.5 baths2,128 sq ft
135 Country Hl, Brattleboro, VT 05301
SOLD JUN 29, 2026
$399,000
C
4 beds3 baths2,464 sq ft
28 Wilsons Woods Rd, Brattleboro, VT 05301
SOLD OCT 8, 2026
$405,000
D
3 beds2 baths1,934 sq ft
138 Wantastiquet Dr, Brattleboro, VT 05301
SOLD MAY 14, 2026
$358,000
E
3 beds2 baths2,160 sq ft
160 Sunny Acres Rd, Brattleboro, VT 05301
SOLD JUN 26, 2026
$330,000
F
3 beds2 baths1,521 sq ft
255 Guilford St, Brattleboro, VT 05301

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,144/mo

Redfin rental estimate

List your home for rent

Market trends in 05301, VT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.3%

0.3% MoM

Median sale price

$339K

$41K MoM

Avg. days on market

66d

5 days MoM

Recently sold homes

4 MoM

New listings for sale

NEW 21 HRS AGO
$230,000
2 beds1.5 baths1,248 sq ft
9 Evergreen Ln, Brattleboro, VT 05301
VIDEO TOUR
$299,000
2 beds1 bath925 sq ft
237 Camp Arden Rd, Dummerston, VT 05346
$275,000
1 bed1 bath336 sq ft
311 Lake Rd, Marlboro, VT 05344
$275,000
3 beds1 bath1,112 sq ft
43 Winter St, Brattleboro, VT 05301
$129,000
— beds— baths— sq ft
139 Frost St, Brattleboro, VT 05301
$16,900
2 beds1 bath672 sq ft
11 Crescent Dr, Brattleboro, VT 05301
$339,000
3 beds2 baths1,395 sq ft
625 Black Mountain Rd, Brattleboro, VT 05301
See all

Provided by Redfin

Sale history for 322 Old Guilford Rd

Date

Event

Price

PrimeMLS #4259888

Feb 28, 2014

Sold

$239,000

$69/sq ft

Aug 6, 2013

Listed

$249,900

$72/sq ft

PrimeMLS #2820496

Aug 13, 2010

Sold

$285,000

$82/sq ft

Feb 24, 2010

Listed

$295,000

$85/sq ft

An amazing value! Nearly new contemporary w/ over 3,500sf of bright and cheerful living space. Stunning master bedroom suite w/ walk-in closet, tiled master bath w/ shower and jet tub; custom built P & B sunroom w/ gas stove overlooking private backyard; adults and childs family rooms; capacious centered island kitchen; hardwood floors. 3BRs/2.5BA, balconies, porches. Short hop to stores, schools and highway. Nearby trail system for 4 season enjoyment. Spacious, comfortable and convenient living.

PrimeMLS #3013108

Aug 15, 2002

Sold

$210,000

$60/sq ft

Mar 7, 2002

Listed

$205,000

$59/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$5,090 (−1.9%)

$34,800 + $233,230

$268,030

2024

$5,188 (+10.5%)

$34,800 + $233,230

$268,030

2023

$4,696 (−43.0%)

$34,800 + $233,230

$268,030

2022

$8,242 (+0.9%)

$34,800 + $233,230

$268,030

2021

$8,170 (+1.8%)

$34,800 + $233,230

$268,030

2020

$8,025 (+3.0%)

$34,800 + $233,230

$268,030

2019

$7,788 (+1.6%)

$34,800 + $233,230

$268,030

2018

$7,662 (+1.4%)

$34,800 + $233,230

$268,030

2017

$7,556 (+0.2%)

$34,800 + $233,230

$268,030

2016

$7,538 (−0.9%)

$34,800 + $233,230

$268,030

2015

$7,605 (+6.2%)

$34,800 + $233,230

$268,030

2014

$7,163

$38,670 + $281,510

$320,180

Tax history for 322 Old Guilford Rd

Year

Property tax

Land + Additions

Assessment*

2025

$5,090 (−1.9%)

$34,800 + $233,230

$268,030

2024

$5,188 (+10.5%)

$34,800 + $233,230

$268,030

2023

$4,696 (−43.0%)

$34,800 + $233,230

$268,030

2022

$8,242 (+0.9%)

$34,800 + $233,230

$268,030

2021

$8,170 (+1.8%)

$34,800 + $233,230

$268,030

2020

$8,025 (+3.0%)

$34,800 + $233,230

$268,030

2019

$7,788 (+1.6%)

$34,800 + $233,230

$268,030

2018

$7,662 (+1.4%)

$34,800 + $233,230

$268,030

2017

$7,556 (+0.2%)

$34,800 + $233,230

$268,030

2016

$7,538 (−0.9%)

$34,800 + $233,230

$268,030

2015

$7,605 (+6.2%)

$34,800 + $233,230

$268,030

2014

$7,163

$38,670 + $281,510

$320,180

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.46 Acres

Year renovated

—

Sq. Ft.

2,512

Year built

1998

Style

Single Family Residential

County

Windham County

APN

08102515816

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 23, 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
Parking Spaces 5

Interior

Bathroom Information
# of Baths (full): 2
# of Baths (1/2): 1

Basement Information
Basement: Yes
Basement Access: Interior
Full, Partially Finished

Other Interior Features
# of Rooms: 7
Flooring: Carpet, Ceramic Tile, Hardwood
Ceiling Fan, Fireplace - Gas, Kitchen Island, Laundry Hook-ups, Master Bedroom With Bath, Whirlpool Tub

Accessibility Information
1st Floor 1/2 Bathroom

Equipment & Appliance Information
Dishwasher, Disposal, Dryer, Exhaust Hood, Microwave, Range - Electric, Refrigerator, Washer
Security System, Smoke Detector, Smoke Detectr-Battery Powered

Room 1 Information
Kitchen
Kitchen
Dimensions: 15' x 25'
Level: 1

Room 2 Information
Dining Room
Dimensions: 11' x 12'
Level: 1

Room 3 Information
Living Room
Dimensions: 11' x 15'
Level: 1

Room 4 Information
Family Room
Dimensions: 14' x 23'
Level: 2

Room 7 Information
Master Bedroom
Dimensions: 25' x 27'
Level: 2

Room 8 Information
Bedroom
Dimensions: 11.5' x 15'
Level: 2

Room 9 Information
Bedroom
Dimensions: 12' x 15'
Level: 2

Room 13 Information
Other
Dimensions: 15' x 16'
Level: 1

Room 14 Information
Other
Dimensions: 8' x 21.5'
Level: Basement

Room 15 Information
Other
Dimensions: 11' x 12'
Level: Basement

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 3484
Color: Gray
Balcony, Porch
Foundation: Concrete
Roof: Metal

Driveway
Crushed Stone, Paved, Right-Of-Way (ROW)

Lot, Zoning, & Easement Information
Lot: 4-22

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1999

Financial

Tax Information
Tax Year: 2013
Gross Amount Tax: 7605.62
SPAN Number: 08102515816

Other Tax Information
Page Deed: 433

Financing Information
Conventional

Utilities

Heating & Cooling Information
Cooling: Multi Zone
Heat: Baseboard, Hot Water, Multi Zone, Stove - Gas
Heat Fuel: Gas - Liquid Propane Bottle, Oil

Sewer Information
Public

Electric Information
200 Amp

Other Utilities Information
Cable, Multi Phone Lines

Location

School Information
Elementary School: Brattleboro Elem Schools
Elementary School: Brattleboro Elem Schools
Middle/Jr School: Brattleboro Area Middle School
School - High: Brattleboro High School

Neighborhood Information
Rural

Road Information
Cul-de-Sac, Public

Other Location Information
Directions: From lower Main St/Canal St, turn onto South Main St. and follow to the end, follow onto Old Guilford Rd, property on left near top of hill.

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,512
Stories: 2.0
Lot Size: 0.46 acres
Style: Single Family Residential
Year Built: 1998
Year Renovated: —
County: Windham County
APN: 08102515816

Home facts updated by county records on Sep 23, 2026

Other

Documents & Disclosures
Documents Available: Deed, Plot Plan, Property Disclosure

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.

Canal Street/Oak Grove Schools

Public PreK-6 • 1.0mi

5/10

Brattleboro Area Middle School

Public 7-8 • 0.6mi

6/10

Windham Regional Career Center

Public 9-12 • 0.6mi

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

10% 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 4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$444,000 – $538,000

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

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New listings for sale in 05301

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Home values near 322 Old Guilford Rd

Data from public records.

Address	Redfin Estimate
302 Old Guilford Rd, Brattleboro, VT 3 Beds \| 2 Baths \| 1957 Sq. Ft.	$381,622
272 Old Guilford Rd, Brattleboro, VT 3 Beds \| 1 Baths \| 1700 Sq. Ft.	$274,027

Address	Redfin Estimate
380 Old Guilford Rd, Brattleboro, VT 4 Beds \| 2 Baths \| 2482 Sq. Ft.	$360,950
298 Old Guilford Rd, Brattleboro, VT 2 Beds \| 2 Baths \| 1283 Sq. Ft.	$306,551

Address	Redfin Estimate
350 Old Guilford Rd, Brattleboro, VT 3 Beds \| 1 Baths \| 1200 Sq. Ft.	$262,815
326 Old Guilford Rd, Brattleboro, VT 2 Beds \| 1.5 Baths \| 777 Sq. Ft.	$221,350

Property information provided by PrimeMLS when last listed in 2013. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05301, VT

Sale history for 322 Old Guilford Rd

Tax history for 322 Old Guilford 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 322 Old Guilford Rd

More real estate resources