List Price: $545,000 | $494 per sq.ft. | 2 Bedroom | 1 Bathroom | 1 Story Single Family Home
Date Listed Sunday Jun 14, 2026 | MLS# 5094642


Address: 211 Pleasant Valley Road Brattleboro VT
Listed by Chris Long BHG Masiello Brattleboro
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.

Room Information:
Total Rooms: 5
Total Baths: 1
Flooring: Carpet | Laminate | Vinyl
Full Baths: 1
Bedrooms: 2
Kitchen size: 10' X 17'
Basement: Partial | Partially Finished | Interior Stairs | Storage Space | Walkout

Construction Information:
Year Built: 1942
Type: Wood Frame | Vertical Siding | Wood Siding

Building Info
Finished Sq.Ft.: 1776
Above Grade Sq.Ft.: 1104
Below Grade Sq.Ft.: 472
Apx Below Grade Unfinished Sq.Ft.: 200

Exterior Info
Style: Contemporary
Exterior Color Brown
Roof: Flat | Membrane

Utilities
Electric: 100 Amp Service
Water: Drilled Well
Sewer: On-Site Septic Exists

Land Description:
Agricultural | Country Setting | Field/Pasture | Level | Sloping | Trail/Near Trail | View | Wooded | Near Country Club | Near Golf Course | Near Skiing | Rural | Near Hospital | Private
Lot size: 5.9 acres
Zoned: res
Surveyed: Yes
Flood Zone: No
Seasonal: No
Road Frontage: 650
Driveway: Gravel

Additional Information
Taxes $9,432
Assesed Value Not Reported
Schools

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