For Sale
Multi family home for sale at 33 Oak St, Brattleboro, VT 05301 | MLS# 5086282 | Listing updated on 2026-09-15
Photo 1 of Multi family home for sale at 33 Oak St, Brattleboro, VT 05301 | MLS# 5086282 | Listing updated on 2026-09-15
Photo 2 of Multi family home for sale at 33 Oak St, Brattleboro, VT 05301 | MLS# 5086282 | Listing updated on 2026-09-15
Photo 3 of Multi family home for sale at 33 Oak St, Brattleboro, VT 05301 | MLS# 5086282 | Listing updated on 2026-09-15
Photo 4 of Multi family home for sale at 33 Oak St, Brattleboro, VT 05301 | MLS# 5086282 | Listing updated on 2026-09-15
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Listed by: Kate Barry | EXP Realty (833) 388-2480

$375,000

Monthly Est:$1,867

  • Beds Icon-- Bed
  • Beds Icon
    -- Bath
  • Beds Icon4,116sqft

33 Oak St, Brattleboro, VT 05301

$1,867/moEst:

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  • Multi Family

  • Built in 1860

  • $-- HOA

  • 17,424 sqft lot

  • $91/sq.ft

Description

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 su
bstantial 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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 15, 2026 at 3:24 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5086282 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    -

  • County

    Vt Windham County

  • City

    Brattleboro

  • Neighborhood

    --

  • Year Built

    1860

  • HOA Fees

    -

  • Finished Area

    4,116 sqft

  • Lot Size

    17,424 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5086282

  • MLS Status

    (10) Active - Active

  • Days on Market

    186

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedroom: --

    Bathroom: --

Interior

  • Sewer

    Public

  • Cooling

    None

  • Heating

    Oil, Hot Water

Construction

  • Year Built

    Year Built: 1860

  • Home type

    Multi Family

  • Roof

    Corrugated, Metal, Slate

  • Architectural Style

    Multi Family

  • Construction Materials

    Wood Frame

  • Property Condition

    Existing

  • Foundation Details

    Concrete

Utilities & Energy

  • Utilities

    None

  • Basement

    Dirt Floor, Full

  • Water Source

    Public

  • Electric

    Circuit Breakers, Knob And Tube

Other Features

  • Lot Features

    City Lot, Level

Price History

DateEventPrice

09/14/2026

Source: mls_logoNEREN/Prime MLS-NH #5086282

Price Decreased

$375,000 -21.05%

$91/sqft

07/21/2026

Source: mls_logoNEREN/Prime MLS-NH #5086282

Price Decreased

$475,000 -4.04%

$115/sqft

06/02/2026

Source: mls_logoNEREN/Prime MLS-NH #5086282

Price Decreased

$495,000 -7.48%

$120/sqft

05/10/2026

Source: mls_logoNEREN/Prime MLS-NH #5086282

Listed for Sale

$535,000

$130/sqft

Nearby Homes

Based on information from PrimeMLS Inc. through Nov 02, 2026, 02:16PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers' personal, non- commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated Nov 02, 2026, 02:16PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

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