211 Pleasant Valley Road Brattleboro, VT 05301
Listing Courtesy of: MLS LogoPrimeMLS / Listed By: Christopher Long, Better Homes And Gardens Real Estate The Masiello Group

  211 Pleasant Valley Road Brattleboro, VT 05301

Active
$545,000 (USD)
2
BED
1
BATH
1,576
SQFT

Description

Perched atop this scenic hillside on 6 acres, this distinctive contemporary home and classic gambrel two-story barn once enjoyed sweeping easterly views to Mount Wantastiquet and distant Mount Monadnock. Glimpses of the long-range views exist but will need to be reclaimed. Located on highly desirable Pleasant Valley Road in West Brattleboro, the property offers an exceptional combination of rural Vermont charm, privacy and convenience, with easy access to town. The beautiful Pleasant Valley Reservoir and the recreational opportunities provided by its protected land, trail system and class 4 road network are an underutilized outdoor paradise just down the road. The home's striking flat roof design, redwood siding, and clean mid-century modern influences create a timeless architectural aesthetic. Inside, the open concept living/dining and kitchen area is filled with natural light from the expansive windows that frame the surrounding landscape. An East/SE facing corner deck provides the perfect setting for morning coffee and sunrise views. The main level features two bedrooms and a full bath updated in 2026. The finished walkout lower level offers a spacious additional living space. The impressive gambrel barn once housed horses in its 3-5 stall lower level and has water and power. The top level of the barn is open clear span with a drive-in door ideal for vehicles and equipment storage, a wood shop, workshop, studio space or a variety of other uses including a possible second dwelling unit with applicable permits. The open land in front of the barn was once a dressage arena and provides an excellent level outdoor space for recreation, animals or agriculture. The remainder of the property includes a mix of open field, young growth forest and established yard areas surrounding the home with abundant room for large gardens and outdoor fun. Despite its peaceful country setting skiing, golf, hiking and biking are only minutes away. A rare one-of-a-kind Vermont property.

MLS #:
5094642
Lot Size
5.9 acres
Type
Single-Family Home
Year Built
1942
Style
Contemporary
County
Windham County

Listed By

Christopher Long, Better Homes And Gardens Real Estate The Masiello Group
Source
PrimeMLS
Last checked Jun 14 2026 at 3:55 PM GMT+0000
Bathroom Details
  • Full Bathroom: 1
Interior Features
  • Hearth
  • Living/Dining
  • Skylight
  • Natural Woodwork
  • Wood Stove Hook-Up
  • Natural Light
  • 1 Fireplace
  • Basement Laundry
Lot Information
  • Level
  • Sloping
  • Country Setting
  • Wooded
  • Agricultural
  • Trail/Near Trail
  • Pasture
  • Views
  • Rural
  • Near Skiing
  • Near Country Club
  • Near Hospital
  • Near Golf Course
  • Private
Property Features
  • Fireplace: 1 Fireplace
  • Foundation: Concrete
  • Foundation: Block
  • Foundation: Poured Concrete
Heating and Cooling
  • Hot Air
  • Oil
  • Central Air
Basement Information
  • Partial
  • Storage Space
  • Partially Finished
  • Walkout
  • Interior Stairs
Flooring
  • Carpet
  • Vinyl
  • Laminate
Exterior Features
  • Deck
  • Barn
  • Garden
  • Storage
  • Natural Shade
  • Roof: Membrane
  • Roof: Flat
Utility Information
  • Utilities: Cable, Phone
  • Sewer: On-Site Septic Exists
  • Fuel: Oil
Stories
  • One
Living Area
  • 1,576 sqft
Location
   
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