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.
Active
Listed by: EXP Realty • Kate Barry
Price cut: $100K (9/15)
$375,000
33 Oak Street, Brattleboro, VT 05301
--beds
--baths
4,116sqft
Multi Family
Built in 1860
-- sqft lot
$-- Zestimate®
$91/sqft
$-- HOA
What's special
Prime downtown parcelVacant three-story building
- 163 days
- 302
- 10
Zillow last checked:
Listing updated:
Listed by:
Kate Barry,
EXP Realty Phone:603-547-0852
Source: PrimeMLS,MLS#: 5086282
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: $91/sqft
- Annual tax amount: $11,956
- Date on market: 4/30/2026
Estimated market value
Not available
Estimated sales range
Not available
$1,611/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/15/2026 | Price change | $375,000-21.1%$91/sqft |
Source: | ||
| 7/22/2026 | Price change | $475,000-4%$115/sqft |
Source: | ||
| 6/3/2026 | Price change | $495,000-7.5%$120/sqft |
Source: | ||
| 5/11/2026 | Price change | $535,000-2.7%$130/sqft |
Source: | ||
| 4/30/2026 | Listed for sale | $550,000$134/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment




