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Photo 1 of 53 — 390 Pleasant Valley Road, Brattleboro, VT 05301
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390 Pleasant Valley Road, Brattleboro, VT 05301

VT-Windham County

Key Facts

4Beds
4Baths
6,911Sq Ft
1974Year Built
25.90Lot (acres)
4Garage
2Stories

Description

Escape to this beautifully updated home set on 25.9 idyllic acres of forests, meadows and stone walls, while only minutes from amenities including the local creekside farmers market, treasured food co-op and Brattleboro's vibrant downtown. A gorgeous stone floor and blown glass windows in the entry vestibule set the tone as you are drawn to the stunning great room. The home tastefully captures the historic essence of Vermont with its chestnut beams, wide plank flooring and stylish yet unpretentious design. Interior features offer the perfect balance of grandeur and intimacy with oversized windows that bathe the rooms in natural light, 3 fireplaces and authentic lighting. The kitchen is a culinary haven with state-of-the-art appliances and stunning Brazilian countertops, providing ample workspace and an eat-in area. The first floor also offers a formal dining room, a guest/primary suite with a private entrance and laundry, an office, and it's completed by a sitting room where the current owners gather around the piano. Upstairs you'll find a generous primary suite, two bedrooms, and one with a connecting room, an ideal playroom or office. The walk-out basement is partially finished with a workout room, laundry room and abundant storage. The house includes high-speed fiber internet and a whole-house generator. The attached 2-car garage is heated and a second heated detached 2-car garage with a finished loft above is perfect for playing pool and foosball with family & friends. Relaxation comes easily by the inviting in-ground pool overlooking tranquil woodlands, the stone-terraced landscape and native wildlife. This special property is nestled in a friendly community on a country road, adjacent to 367 acres of protected land with trails perfect for hiking, biking and snowshoeing. Just 2 hrs to Boston, 3.5 hrs to NYC with direct Amtrak to NYC. Easy drive to ski mountains.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Colonial

Year Built

1974

Stories

2

Living Area

6,911 sq ft

Lot Size

25.90 acres

Garage Spaces

4

Parking Spaces

4

Zoning

res

MLS® Listing#

5088064

Property Features

Interior

Cathedral Ceiling(s)High Speed Internet

Appliances

DryerFreezerRefrigeratorWasherDishwasherElectric RangeGas Range

Cooling

Wall Unit(s)

Heating

OilBaseboard

Flooring

CarpetCeramic TileHardwood

Basement

ConcreteWalk-Out AccessFullPartially Finished

Pool

In Ground

Parking

PavedGarageAttached

Patio

DeckPorch

Lot Features

LevelSlopedWooded

Construction

Wood SidingFrame

Roof

Shingle

Windows

Skylight(s)

Security

Smoke Detector(s)

Other Structures

Shed(s)

Utilities

Cable AvailablePhone Available

Water Source

Well

Rooms

  • 7.4x10.1
  • 14.11x21.6
  • 13.3x15.4
  • 4.8x6.5
  • 12.6x13.5
  • 11.10x19.7
  • 13.3x20.5
  • Bathroom 14.1x6.7
  • Bathroom 24.11x7.3
  • Bathroom 37.9x8.7
  • Bathroom 48.6x14.6
  • Bedroom 113.3x15.5
  • Bedroom 211.3x13.6
  • Bedroom 311.4x13.5
  • Bedroom 413.5x16.5
  • Den12.5x20.8
  • Dining Room11.8x22
  • Great Room20.11x23.11
  • Kitchen15.4x21.7
  • Living Room13.5x25.4
  • Workshop11.10x19.7

Schools

Elementary:
Brattleboro Elem Schools
Middle:
Brattleboro Area Middle School
High:
Brattleboro High School

Financial Details

Annual Taxes

$25,293

Tax year 2025

Directions

From Western Ave/RT9 take Meadowbrook to left on Pleasant Valley.5th home on the left. See sign

Affordability Calculator

$249,800

Estimated monthly payment

$6,648/mo

Principal $999,200 · Est. interest $1,393,973 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Brattleboro, VT

$327,083
Median Listing Price
106
Median Days on Market
2,000
Median Sq Ft
$169
Median Price / Sq Ft
75
Active Listings
  • This home’s price is 282% above the area median.
  • Its price per sq ft is 7% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Brattleboro, VT.

Location

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Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

AddressPriceBedsBathsSq Ft
925 Hinesburg Road, Brattleboro, VT$899,800587,430
925 Hinesburg Road, Brattleboro, VT$899,800587,430

Moving Cost Estimate

EXIT Agents in Brattleboro

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by NEREN. MLS® Listing#5088064. © 2026EXIT Realty®. All rights reserved.