390 Pleasant Valley Rd

Brattleboro VT 05301

6911 sq. ft.

1128204 sq. ft.

Single-Family

Last sold for $1,175,000

Kristen Taylor, last sold this property on 24 August 2026 after 104 days on market.

Overview

Price Improvement! 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.

Features

4 bedrooms

4 bathrooms

4 carspaces

4 garage spaces

6911 sq. ft. floor area

1128204 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Brattleboro over the last 12 months, the estimated median property value of 390 Pleasant Valley Rd is $432k.

Median value

$432k

Estimated value range

$69.42k - $1.18m

Median days on market

Estimated value trend

21%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Brattleboro. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 390 Pleasant Valley Rd

2026

Sold

$1,175,000

24 Aug 2026 by Kristen Taylor, of Brattleboro Area Realty

2020

Sold

$875,000

15 Sep 2020 by Chris Long, of BHG Masiello Brattleboro

2017

Sold

$785,000

27 Jul 2017 by Robert Doyle, of Berkley & Veller Greenwood Country

Happy sellers in Brattleboro

We have insufficient information to provide an overview of customer satisfaction for Brattleboro. Viewing the agent profiles, reviews and sales for Brattleboro can provide insights for this location.