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  • Listed by: EXP Realty • Kate Barry
    Price cut: $20K (7/22)
    $475,000

    33 Oak Street, Brattleboro, VT 05301

    --beds
    --baths
    4,116sqft
    : 
    $3,913/mo
    Get pre-qualified
    Multi Family
    Built in 1860
    -- sqft lot
    $463,500 Zestimate®
    $115/sqft
    $-- HOA

    What's special

    Prime downtown parcelVacant three-story building
    This is a rare opportunity to take over a multi-family redevelopment project in the heart of Brattleboro. Situated on a 0.40-acre site, the property features a vacant three-story building that has already been gutted and fully remediated for lead paint. With municipal zoning approvals already in place to expand from 8 to 13 units and full architectural plans included with the sale, the time-consuming planning and permitting phase is behind you. Upon completion, the complex will offer roughly 11,183 square feet of high-demand housing in a neighborhood characterized by strong rental demand and near-zero vacancy. The financial incentives lined up for this project provide substantial non-dilutive equity. The purchase includes access to $317,500 in VHIP funds ($130,000 for the 8 original units and $187,500 for the 5 expansion units), a $125,000 Downtown State Tax Credit that can be utilized directly or sold to a lender at 90% face value, and an estimated $60,000 in weatherization incentives. A recent appraisal strongly supports a robust finished valuation, offering a clear path to equity. The project is also well-suited for a phased renovation approach, allowing units to be completed and leased in stages to generate immediate cash flow during construction. The seller is motivated and open to creative financing options for qualified buyers. This is a unique chance to transform a prime downtown parcel into a vibrant, high-yield community asset with enthusiastic neighborhood backing. Complete project documentation, including architectural plans as well as as-is and as-completed appraisals, is available in a shared data room. Proof of funds or a commercial pre-approval is required prior to scheduling a showing or receiving the full diligence file.
    117 days
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    233
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    2
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    Zillow last checked:

    Listing updated:

    Listed by:

    Kate Barry,

    EXP Realty Phone:603-547-0852

    Source: PrimeMLS,MLS#: 5086282MLS Logo

      Facts & features

      Interior

      Heating
      • Oil, Hot Water
      Cooling
      • None
      Features
      • Basement: Dirt Floor,Full,Walk-Up Access
      Interior area
      • Total structure area: 9,232
      • Total interior livable area: 4,116 sqft
      • Finished area above ground: 4,116
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: Gravel
      Features
      • Levels: 3
      • Frontage length: Road frontage: 82
      Lot
      • Size: 0.4 Acres
      • Features: City Lot, Level
      Details
      • Zoning description: RM / M

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Multi Family
      Materials
      • Wood Frame
      • Foundation: Concrete
      • Roof: Corrugated,Metal,Slate
      Condition
      • New construction: No
      • Year built: 1860

      Utilities & green energy

      • Electric: Circuit Breakers, Knob and Tube
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: None, No Internet

      Community & HOA

      Location
      • Region: Brattleboro

      Financial & listing details

      • Price per square foot: $115/sqft
      • Annual tax amount: $11,956
      • Date on market: 4/30/2026

        Estimated market value

        $463,500

        $440,000 - $487,000

        $1,749/mo

        Price history

        DateEventPrice
        7/22/2026Price change$475,000-4%$115/sqft
        Source: PrimeMLS #5086282 Report a problem
        6/3/2026Price change$495,000-7.5%$120/sqft
        Source: PrimeMLS #5086282 Report a problem
        5/11/2026Price change$535,000-2.7%$130/sqft
        Source: PrimeMLS #5086282 Report a problem
        4/30/2026Listed for sale$550,000$134/sqft
        Source: PrimeMLS #5086282 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 05301

        Getting around

        88 / 100
        Very Walkable
        38 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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