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.
Active
Listed by: EXP Realty • Kate Barry
Price cut: $40K (6/3)
$495,000
33 Oak Street, Brattleboro, VT 05301
--beds
--baths
4,116sqft
Multi Family
Built in 1860
-- sqft lot
$481,200 Zestimate®
$120/sqft
$-- HOA
What's special
Three-story building
- 65 days |
- 306 |
- 5 |
Zillow last checked:
Listing updated:
Listed by:
Kate Barry,
EXP Realty Phone:603-547-0852
Source: PrimeMLS,MLS#: 5086282
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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
| Date | Event | Price |
|---|---|---|
| 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$134/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
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
Nearby schools
GreatSchools rating
- 8/10Green Street SchoolGrades: PK-6Distance: 0.2 mi
- 6/10Brattleboro Area Middle SchoolGrades: 7-8Distance: 1.3 mi
- 7/10Brattleboro Senior Uhsd #6Grades: 9-12Distance: 1.2 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Vermont
- Windham County
- Brattleboro
- 05301
- 33 Oak Street




