
33 Oak Street, Brattleboro, VT 05301
VT-Windham County
Key Facts
Description
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.
Property Information
Property Type
Residential Income
Sub-Type
Multi Family
Style
Multi-Family
Year Built
1860
Stories
3
Living Area
9,232 sq ft
Lot Size
0.40 acres
Zoning
RM / M
Days on Market
11
MLS® Listing#
5086282
Property Features
Cooling
Heating
Basement
Parking
Lot Features
Construction
Roof
Utilities
Sewer
Water Source
Financial Details
Annual Taxes
$11,956
Tax year 2024
Affordability Calculator
$107,000
Estimated monthly payment
$2,847/mo
Principal $428,000 · Est. interest $597,098 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Brattleboro, VT
- $325,532
- Median Listing Price
- 83
- Median Days on Market
- 1,872
- Median Sq Ft
- $177
- Median Price / Sq Ft
- 75
- Active Listings
- This home’s price is 64% above the area median.
- Its price per sq ft is 67% below the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Brattleboro, VT.
Location
Points of Interest in Brattleboro, VT
Showing the Brattleboro area map.
Nearby Schools
Green Street School
Elementary · 0.2 mi away
Canal Street Headstart
School · 0.4 mi away
Esteyville School
School · 0.6 mi away
Neighborhood Schoolhouse
School · 0.7 mi away
Vermont Wilderness School
School · 1.0 mi away
The Garland School
School · 1.0 mi away
Austine School
School · 1.0 mi away
Inspire for Autism
School · 1.0 mi away
Oak Grove School
Elementary · 1.0 mi away
Winston Prouty Center
School · 1.1 mi away
Brattleboro Union High School
Secondary · 1.3 mi away
Brattleboro Area Middle School
Secondary · 1.3 mi away
Windham Regional Career Center
Secondary · 1.3 mi away
Liberty High School
Secondary · 1.5 mi away
Hilltop Montessori School
Elementary · 1.8 mi away
Academy School
Elementary · 1.8 mi away
West Bee Nursery School
Elementary · 1.8 mi away
Chesterfield Central School
Elementary · 5.2 mi away
Dummerston Schools
Elementary · 5.6 mi away
Hinsdale Elementary School
Elementary · 5.8 mi away
Commute Calculator
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|---|---|---|---|---|
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| 458 Williams Street, Brattleboro, VT | $395,000 | — | — | 3,240 |
| 458 Williams Street, Brattleboro, VT | $395,000 | — | — | 3,240 |
| 87 Orchard Street 87, Brattleboro, VT | $397,000 | 4 | 4 | 2,800 |

















