• Property photo 1
    Brattleboro, VT $545,000
  • Property photo 2
    Brattleboro, VT $545,000
  • Property photo 3
    Brattleboro, VT $545,000
  • Property photo 4
    Brattleboro, VT $545,000
  • Property photo 5
    Brattleboro, VT $545,000
  • Property photo 6
    Brattleboro, VT $545,000
  • Property photo 7
    Brattleboro, VT $545,000
  • Property photo 8
    Brattleboro, VT $545,000
  • Property photo 9
    Brattleboro, VT $545,000
  • Property photo 10
    Brattleboro, VT $545,000
  • Property photo 11
    Brattleboro, VT $545,000
  • Property photo 12
    Brattleboro, VT $545,000
  • Property photo 13
    Brattleboro, VT $545,000
  • Property photo 14
    Brattleboro, VT $545,000
  • Property photo 15
    Brattleboro, VT $545,000
  • Property photo 16
    Brattleboro, VT $545,000
  • Property photo 17
    Brattleboro, VT $545,000
  • Property photo 18
    Brattleboro, VT $545,000
  • Property photo 19
    Brattleboro, VT $545,000
  • Property photo 20
    Brattleboro, VT $545,000
  • Property photo 21
    Brattleboro, VT $545,000
  • Property photo 22
    Brattleboro, VT $545,000
  • Property photo 23
    Brattleboro, VT $545,000
  • Property photo 24
    Brattleboro, VT $545,000
  • Property photo 25
    Brattleboro, VT $545,000
  • Property photo 26
    Brattleboro, VT $545,000
  • Property photo 27
    Brattleboro, VT $545,000
  • Property photo 28
    Brattleboro, VT $545,000
  • Property photo 29
    Brattleboro, VT $545,000
  • Property photo 30
    Brattleboro, VT $545,000
  • Property photo 31
    Brattleboro, VT $545,000
  • Property photo 32
    Brattleboro, VT $545,000
  • Property photo 33
    Brattleboro, VT $545,000
  • Property photo 34
    Brattleboro, VT $545,000
  • Property photo 35
    Brattleboro, VT $545,000
  • Property photo 36
    Brattleboro, VT $545,000
  • Property photo 37
    Brattleboro, VT $545,000
  • Property photo 38
    Brattleboro, VT $545,000
  • Property photo 39
    Brattleboro, VT $545,000
  • Property photo 40
    Brattleboro, VT $545,000
  • Property photo 41
    Brattleboro, VT $545,000
  • Property photo 42
    Brattleboro, VT $545,000
  • Property photo 43
    Brattleboro, VT $545,000
  • Property photo 44
    Brattleboro, VT $545,000

211 Pleasant Valley Road

Brattleboro, VT 05301

MLS # 5094642 Residential Active
Chris Long ·
0
Bedrooms
0
Bathrooms
0
Acres
0
Square Feet

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.

Property Status: Active
Price: $545000.00
Assessed: N/A
Assessed Year: N/A
County: VT-Windham
Acres: 5.90
Property Type: Single Family Residence
Year Built: 1942
Agency/Brokerage: Agent: Chris Long
Office: BHG Masiello Brattleboro
Cooperation Fee: N/A
Bedrooms: 2
Total Baths: 1.00
Sq. Ft. (Total): 1576
Tax Year: 2025
Taxes: $9431.56
Association Fees: N/A
# Of Stories: N/A
Sq. Ft. (Total): 1576
Sq. Ft. (Above Ground): N/A
Sq. Ft. (Below Ground): N/A
Sq. Ft. Unfinished: N/A
Rooms: N/A
Bedrooms: 2
Baths: 1.00
Interior Desc: N/A
Appliances Included: N/A
Flooring: N/A
Heating Cooling Fuel: N/A
Water Heater: N/A
Basement Desc: N/A
Style of Residence: Contemporary
House Color: N/A
Time Share: N/A
Resort: N/A
Exterior Desc: N/A
Exterior Details: N/A
Amenities/Services: N/A
Land Desc.: N/A
Suitable Land Usage: N/A
Roof Desc.: N/A
Driveway Desc.: N/A
Foundation Desc.: N/A
Sewer Desc.: N/A
Garage/Parking: N/A
Garage Spaces: N/A
Road Frontage: N/A

What's Nearby

Finding what's nearby…

School Reports for Brattleboro

Change Indicators:

Excelling🔺 Improving Not Improving🔻 Declining🔒 Suppressed No Data

Academy School

Snapshot
Loading snapshot data...

Bratt Area Middle School

Snapshot
Loading snapshot data...

Brattleboro Uhs

Snapshot
Loading snapshot data...

Green Street School

Snapshot
Loading snapshot data...

Oak Grove School

Snapshot
Loading snapshot data...

Windham Southeast Su

Snapshot
Loading snapshot data...

Mortgage Calculator

20%
Monthly Principal & Interest $0
Monthly Property Tax $0
Monthly Insurance $0
Total Monthly Payment $0
Loan Amount $0
Total Interest Paid $0
Total Cost $0

Paul Geary

Your Agent

8027603123

Paul Geary