
Land with Home for Sale in Brattleboro, Vermont
390 Pleasant Valley Rd, Brattleboro, VT 05301
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. Showings start May 15th by appointment only.
Location
- Street address
- 390 Pleasant Valley Rd
- County
- Windham County
- Elevation
- 723 feet
Directions
From Western Ave/RT9 take Meadowbrook to left on Pleasant Valley.5th home on the left. See sign
Property details
- Acreage
- 25.9 acres
- Zoning
- res
- MLS #
- NNEREN 5088064
- Posted
Property taxes
- 2025
- $25,293
Resources
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
Exterior
- Parking Spaces
- 4
- Parking
- Garage, Paved or Surfaced
Structure
- Stories
- 2
- Basement
- Yes
- Heating
- Baseboard, Oil
- Cooling
- Zoned
- Roof
- Shingle
Interior
- Room Count
- 11
- Rooms
- Basement, Bathroom x 4, Bedroom x 4, Den, Dining Room, Great Room, Kitchen, Living Room, Office, Workshop
- Flooring
- Carpet, Ceramic Tile, Hardwood, Tile
- Appliances
- Dishwasher, Dryer, Freezer, Gas Range, Range, Refrigerator, Washer
Nearby schools
| Name | Type |
|---|---|
| Brattleboro Elem Schools | Elementary |
| Brattleboro Area Middle School | Middle |
| Brattleboro High School | High |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| May 11, 2026 | New listing | $1,249,000 | — | NNEREN |




















































