OFF MARKET

Listed by Chris Long • BHG Masiello Brattleboro. Bought with Berkley & Veller Greenwood Country.

Off Market Nov 2017 for $335K

$579,241

Est. refi paymentEst. refi $2,153/mo

•

1,840

sq ft

298 Pleasant Valley Rd, Brattleboro, VT 05301

About this home

Named "Wickopee" by the owner this charming Gambrel/Cape situated on 6.85 acres has one of the nicest settings imaginable. Although located only a few minutes from downtown Brattleboro this property has a very calming sense of peace and tranquility. This 3 Bedroom, 2 Bath home has been lovingly cared for and features a 1st floor master bedroom suite, 2 fireplaces, a 13'6" X 21' living room with the main fireplace, a cozy breakfast area off kitchen with the second fireplace, wood flooring, natural woodwork, 1st floor laundry, formal dining room, and a large screened breezeway connecting to the attached two car garage with a workshop. The local views of surrounding hayfields and meadows is spectacular. If gardening is a priority this property offers many perennial beds and a large existing and expandable vegetable garden complete with a garden shed. The grounds are tastefully landscaped with terraced stone walls and overall gently rolling terrain. Located just up the road from the Pleasant Valley Reservoir which offers hundreds of acres of protected land and a fantastic trail network for hiking, mountain biking, X-country skiing or any other form of recreation. Truly a must visit home and location.

Single-familyProperty Type

1962Year Built

6.85 acresLot Size

$315Est. Price/Sq.Ft.

2 car garageParking

Listed by Chris Long • BHG Masiello Brattleboro

Bought with Thom Dahlin • Berkley & Veller Greenwood Country

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4656491

Redfin Estimate

$579,241

$244K since sold in November 2017$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 39.7% higher than the average sale price ($415K) of 6 comparable homes.

SOLD JUL 31, 2026
$320,000
A
3 beds2 baths1,703 sq ft
1089 Marlboro Rd, Brattleboro, VT 05301
SOLD AUG 12, 2026
$325,000
B
2 beds2 baths1,499 sq ft
1644 Upper Dummerston Rd, Dummerston, VT 05301
SOLD JUL 15, 2026
$379,000
C
3 beds2 baths1,966 sq ft
25 Speno Ct, Brattleboro, VT 05301
SOLD MAY 18, 2026
$590,000
D
3 beds2.5 baths1,995 sq ft
299 Sunset Lake Rd, Brattleboro, VT 05301
SOLD MAY 8, 2026
$435,000
E
3 beds2 baths1,660 sq ft
56 Lee Rd, Guilford, VT 05301
SOLD MAY 13, 2026
$439,000
F
4 beds2 baths1,568 sq ft
387 Meadow Brook Rd, Brattleboro, VT 05301

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,086/mo

Redfin rental estimate

List your home for rent

Market trends in 05301, VT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.1%

0.5% MoM

Median sale price

$382K

$3K MoM

Avg. days on market

62d

2 days MoM

Recently sold homes

5 MoM

New listings for sale

$575,000
3 beds2 baths2,100 sq ft
47 Oak Hill Dr, Dummerston, VT 05301
OPEN SAT, 10AM TO 1PM
$289,000
3 beds1 bath1,056 sq ft
145 Belmont Ave, Brattleboro, VT 05301
COMING SOON
$299,000
3 beds1 bath1,104 sq ft
48 Wilsons Woods Rd, Brattleboro, VT 05301
$830,000
5 beds5.5 baths5,064 sq ft
253 Sugar House Hl, Guilford, VT 05301
$149,900
3 beds2 baths1,232 sq ft
14 Deepwood Park, Brattleboro, VT 05301
$395,000
2 beds2 baths1,400 sq ft
215 Gilbert Rd, Marlboro, VT 05344
$190,000
2 beds1 bath930 sq ft
39 Brookside Dr #5, Brattleboro, VT 05301
$120,000
2 beds1 bath924 sq ft
21 Winding Hl, Brattleboro, VT 05301
See all

Provided by Redfin

Sale history for 298 Pleasant Valley Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,656 (−1.9%)

$110,100 + $293,030

$403,130

2024

$7,803 (+10.5%)

$110,100 + $293,030

$403,130

2023

$7,063 (−43.0%)

$110,100 + $293,030

$403,130

2022

$12,397 (+0.9%)

$110,100 + $293,030

$403,130

2021

$12,288 (+1.8%)

$110,100 + $293,030

$403,130

2020

$12,069 (+3.0%)

$110,100 + $293,030

$403,130

2019

$11,714 (+39.2%)

$110,100 + $293,030

$403,130

2018

$8,415 (+1.4%)

$124,500 + $169,960

$294,460

2017

$8,296 (+0.2%)

$124,500 + $169,960

$294,460

2016

$8,277 (−0.9%)

$124,500 + $169,960

$294,460

2015

$8,349 (+42.2%)

$124,500 + $169,960

$294,460

2014

$5,873

$124,500 + $169,960

$294,460

Tax history for 298 Pleasant Valley Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,656 (−1.9%)

$110,100 + $293,030

$403,130

2024

$7,803 (+10.5%)

$110,100 + $293,030

$403,130

2023

$7,063 (−43.0%)

$110,100 + $293,030

$403,130

2022

$12,397 (+0.9%)

$110,100 + $293,030

$403,130

2021

$12,288 (+1.8%)

$110,100 + $293,030

$403,130

2020

$12,069 (+3.0%)

$110,100 + $293,030

$403,130

2019

$11,714 (+39.2%)

$110,100 + $293,030

$403,130

2018

$8,415 (+1.4%)

$124,500 + $169,960

$294,460

2017

$8,296 (+0.2%)

$124,500 + $169,960

$294,460

2016

$8,277 (−0.9%)

$124,500 + $169,960

$294,460

2015

$8,349 (+42.2%)

$124,500 + $169,960

$294,460

2014

$5,873

$124,500 + $169,960

$294,460

*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

6.85 Acres

Year renovated

—

Sq. Ft.

2,306

Year built

1962

Style

Single Family Residential

County

Windham County

APN

08102514922

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 8, 2026.

Rural District

The Rural District encompasses land primarily in the western, upland portion of Brattleboro, which features large tracts of undeveloped woodlands, working farmland and very-low density residential development. This land is not served by municipal water and sewer or by roads that are capable of accommodating heavy traffic, and extending or upgrading infrastructure in this district is strongly discouraged. The purpose of this district is to protect these remote and relatively inaccessible rural lands from fragmentation, development and undue environmental disturbance by maintaining a very low-density settlement pattern and large tracts of working lands or natural areas in accordance with the policies of the Brattleboro Town Plan.

Permitted uses

Include but are not limited to:

Agriculture
Equestrian facility
Housing-Single unit
Housing-Multiple units
Infrastructure
Cemetery
Park & open space
Timberland

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Attached

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 2

Basement Information
Basement: Yes
Basement Access: Walk-up
Concrete Floor, Crawl Space, Partial

Other Interior Features
# of Rooms: 7
Flooring: Carpet, Softwood, Vinyl
Water Heater: Electric, Owned
Fireplace - Wood, Fireplaces - 2, Master Bedroom With Bath, Natural Light, Natural Woodwork, Window Treatment, Laundry - 1st Floor

Equipment & Appliance Information
Dryer, Microwave, Range - Electric, Refrigerator, Washer

Room 1 Information
Kitchen
Kitchen
Dimensions: 10 X 11
Level: 1

Room 2 Information
Breakfast Nook
Dimensions: 8 X 10
Level: 1

Room 3 Information
Dining Room
Dimensions: 11 X 12
Level: 1

Room 4 Information
Living Room
Dimensions: 13 6" X 21
Level: 1

Room 5 Information
Master Bedroom
Dimensions: 13 X 16
Level: 1

Room 6 Information
Bedroom
Bedroom
Dimensions: 11 X 12
Level: 2

Room 7 Information
Bedroom
Dimensions: 12 X 13 6"
Level: 2

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 1840
Approximate Sq. Ft. Total: 1840
Color: Brown
Garden Space, Outbuilding, Shed
Construction: Wood Frame
Foundation: Block, Concrete, Poured Concrete
Roof: Shingle - Architectural, Shingle - Asphalt
Exterior: Clapboard

Driveway
Crushed Stone

Lot, Zoning, & Easement Information
Easements: Unknown
Country Setting, View, Walking Trails

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1962

Financial

Assessment Information
Assessment Amount: 294460
Assessment Year: 2017

Tax Information
Tax Year: 2017
Gross Amount Tax: 8296.16
SPAN Number: 081-025-14922

Other Tax Information
Page Deed: 792

Utilities

Heating & Cooling Information
Heat: Forced Air
Heat Fuel: Oil

Sewer Information
On-Site Septic Exists, Private

Electric Information
100 Amp

Water Information
On-Site Well Exists, Private

Location

Neighborhood Information
Near Golf Course, Rural

Road Information
Road Frontage: Yes
Road Frontage Length: 171
Gravel, Public, Unpaved

Other Location Information
Directions: From route 9 in West Brattleboro take Meadowbrook Road approx. 1.5 miles to Pleasant Valley Road on left. follow for approx. 1 mile to house on left. See sign

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,306
Stories: 2.0
Lot Size: 6.85 acres
Style: Single Family Residential
Year Built: 1962
Year Renovated: —
County: Windham County
APN: 08102514922

Home facts updated by county records on Jul 8, 2026

Other

Documents & Disclosures
Documents Available: Deed, Tax Map

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 • 2.0mi

6/10

Green Street School

Public PreK-6 • 2.9mi

8/10

Neighborhood Schoolhouse

Private PreK-8 • 2.4mi

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

2/10 Heat Factor

6 days above 93° expected this year, 13 days in 30 years

4/10 Wind Factor

8% 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

$551,000 – $667,000

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

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Land— sq ft

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New listings for sale in 05301

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OPEN SAT, 10AM TO 1PM

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COMING SOON

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3 beds1 bath1,104 sq ft

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Home values near 298 Pleasant Valley Rd

Data from public records.

Address	Redfin Estimate
211 Pleasant Valley Rd, Brattleboro, VT 2 Beds \| 1 Baths \| 1576 Sq. Ft.	$528,119
278 Pleasant Valley Rd, Brattleboro, VT 3 Beds \| 3 Baths \| 1680 Sq. Ft.	$709,063

Address	Redfin Estimate
45 Pleasant Valley Rd, Brattleboro, VT 3 Beds \| 1 Baths \| 784 Sq. Ft.	$166,312
81 Pleasant Valley Rd, Brattleboro, VT 3 Beds \| 1 Baths \| 2833 Sq. Ft.	$354,251

Address	Redfin Estimate
390 Pleasant Valley Rd, Brattleboro, VT 4 Beds \| 3.5 Baths \| 4491 Sq. Ft.	$1,068,988
175 Pleasant Valley Rd, Brattleboro, VT 2 Beds \| 2 Baths \| 1358 Sq. Ft.	$358,759

Property information provided by PrimeMLS when last listed in 2017. 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 298 Pleasant Valley Rd

Tax history for 298 Pleasant Valley 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 298 Pleasant Valley Rd

More real estate resources