Skip main navigation
Active
  • Listed by: BHG Masiello Brattleboro
    $545,000

    211 Pleasant Valley Road, Brattleboro, VT 05301

    2beds
    1,576sqft
    : 
    Loading
    Get pre-qualified
    Single Family Residence
    Built in 1942
    5.9 Acres Lot
    $529,900 Zestimate®
    $346/sqft
    $-- HOA

    What's special

    Distinctive contemporary homeStriking flat roof designClassic gambrel two-story barnClean mid-century modern influencesRedwood siding
    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.
    4 days
    |
    1,034
    |
    70
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Chris Long,

    BHG Masiello Brattleboro 802-257-1111

    Source: PrimeMLS,MLS#: 5094642MLS Logo

    Loading...

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 1
      • Full bathrooms: 1
      Heating
      • Oil, Hot Air
      Cooling
      • Central Air
      Appliances
      • Included: Microwave, Electric Range, Refrigerator
      • Laundry: In Basement
      Features
      • Hearth, Living/Dining, Natural Light, Natural Woodwork
      • Flooring: Carpet, Laminate, Vinyl
      • Windows: Skylight(s)
      • Basement: Partial,Partially Finished,Interior Stairs,Storage Space,Walkout,Walk-Out Access
      • Number of fireplaces: 1
      • Fireplace features: 1 Fireplace, Wood Stove Hook-up
      Interior area
      • Total structure area: 1,776
      • Total interior livable area: 1,576 sqft
      • Finished area above ground: 1,104
      • Finished area below ground: 472

      Property

      Parking
      • Total spaces: 2
      • Parking features: Gravel
      • Garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Deck, Garden, Natural Shade, Storage
      • Has view: Yes
      • Frontage length: Road frontage: 650
      Lot
      • Size: 5.9 Acres
      • Features: Agricultural, Country Setting, Field/Pasture, Level, Sloped, Trail/Near Trail, Views, Wooded, Near Country Club, Near Golf Course, Near Skiing, Rural, Near Hospital
      Details
      • Additional structures: Barn(s)
      • Parcel number: 8102513594
      • Zoning description: res

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Vertical Siding, Wood Siding
      • Foundation: Block, Concrete, Poured Concrete
      • Roof: Flat,Membrane
      Condition
      • New construction: No
      • Year built: 1942

      Utilities & green energy

      • Electric: 100 Amp Service
      • Sewer: On-Site Septic Exists
      • Utilities for property: Phone, Cable

      Community & HOA

      Location
      • Region: Brattleboro

      Financial & listing details

      • Price per square foot: $346/sqft
      • Tax assessed value: $270,820
      • Annual tax amount: $9,431
      • Date on market: 6/14/2026
      • Road surface type: Gravel
      Get pre-qualifiedBe ready to make an offer.
      Connect with an agentGet info on this home, tour, and more.
      Calculate monthly paymentSee if you can afford this home.

        Estimated market value

        $529,900

        $503,000 - $556,000

        $3,058/mo

        Price history

        DateEventPrice
        6/14/2026Listed for sale$545,000$346/sqft
        Source: PrimeMLS #5094642 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $270,820
        2023-- $270,820
        2022-- $270,820
        2021-- $270,820
        2020-- $270,820
        2019-- $270,820
        2018-- $270,820
        2017-- $270,820
        2016-- $270,820 +9900.7%
        2015-- $2,708
        2014-- $2,708
        2013-- $2,708
        2012-- $2,708
        2011-- $2,708
        2010-- $2,708 +20.4%
        2009-- $2,249
        2008-- $2,249
        2007-- $2,249

        Find assessor info on the county website

        Monthly payment

        Est. payment

          Payment breakdown

          Explore the cost of this home by adjusting the details. Changes won't be saved.
          All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
          HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
          See how much you could borrow to make a competitive offer.

          Climate risks

          Neighborhood: 05301

          Getting around

          0 / 100
          Car-Dependent
          5 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

          A local agent can set up tours, give advice and negotiate with sellers.

          Browse local experts

          Similar homes

          Skip to the end of the carouselSkip to the beginning of the carousel