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  • Listed by: EXP Realty • Kate Barry
    Price cut: $40K (6/3)
    $495,000

    33 Oak Street, Brattleboro, VT 05301

    --beds
    --baths
    4,116sqft
    : 
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    Multi Family
    Built in 1860
    -- sqft lot
    $481,200 Zestimate®
    $120/sqft
    $-- HOA

    What's special

    Three-story building
    This is a rare opportunity to take over a multi-family project in the heart of Brattleboro. The 0.40-acre site features a vacant three-story building that has already been gutted and fully remediated for lead paint. With town zoning already approved to expand from 8 to 13 units and full architect plans included, the heavy lifting and permitting phase is already behind you. Upon completion, the complex will offer roughly 11,183 square feet of high-demand housing. The financial incentives currently lined up for this project are significant. The sale includes access to VHIP funds : 8 original units $130,000 and the 5 new units $187,500. Additionally, there is a $125,000 Downtown State Tax Credit that can be used directly or sold to a bank at 90% face value, plus an estimated $60,000 in weatherization incentives. A recent appraisal supports a strong finished value, offering a clear path to equity for an investor. Located in a neighborhood with high rental demand and a low vacancy rate, this property is in an ideal location and could also be renovated one stage at a time so that units could go live and start generating cash flow. A lot of leg work has already been done, and the entire community wants to see this building come alive again with residents. This part of Brattleboro is thriving and this is truly the opportunity to take the worst house in the best neighborhood and turn it into affordable housing that generates a positive return. All project documents, including architect plans and both as-is and as-complete appraisals, are available in a shared Drive file. Please note that proof of funds or a commercial pre-approval is required before scheduling a showing or receiving the full data room.
    65 days
    |
    306
    |
    5
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Kate Barry,

    EXP Realty Phone:603-547-0852

    Source: PrimeMLS,MLS#: 5086282MLS Logo

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      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: $120/sqft
      • Annual tax amount: $11,956
      • Date on market: 4/30/2026

        Estimated market value

        $481,200

        $457,000 - $505,000

        $1,943/mo

        Price history

        DateEventPrice
        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.
        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

        89 / 100
        Very Walkable
        38 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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