33 Oak St

Brattleboro, VT 05301

$535,000
Price
—
Beds
—
Baths
4,116 Sq. Ft.
$130 / Sq. Ft.
4,116
Sq. Ft.
$130
per Sq. Ft.
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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...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.
  1. Listed by Kate Barry • EXP Realty • Phone: 603-547-0852

Property Details for 33 Oak Street

Zoning
RM / M
LISTING UPDATED: 05/11/2026 11:44 PM

Property Details for 33 Oak Street

StatusActive
MLS #5086282
Days on Market29
Taxes$11,956 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeMulti Family
MLS TypeMulti Family
Year Built1860
Lot Size0.40 AC / 17,424 SF
CountyWindham County
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Location

Listing Courtesy of EXP Realty
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Building Information for 33 Oak Street

Stories3Residences8Year Built1860Building Size-Lot Size0.40 AC / 17,424 SF

Payment Calculator

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$3,662 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,666

Property Taxes

$996

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 33 Oak Street

Summary
Location and General Information
  • City: Brattleboro
  • County: VT-Windham
  • Latitude: 42.854242269676398
  • Longitude: -72.562733457672095
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Street
  • Zip Code: 05301
Taxes and HOA Information
  • SPAN Number: 08102514015
  • Tax Year: 2024
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: City Lot, Level
  • Lot Size Acres: 0.4
  • Road Frontage Length: 82.0
  • Total Finished Area: 4116.0
  • Above Grade Finished Area: 4116.0
  • Above Grade Finished Area Source: Owner
  • Above Grade Unfinished Area: 4116.0
  • AboveGradeUnfinishedAreaSource: Owner
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Estimated
  • Below Grade Unfinished Area: 1000.0
  • BelowGradeUnfinishedAreaSource: Estimated
  • Lot Size Square Feet: 17424.0
  • Total Area: 9232.0
Property and Assessments
  • Property Class: Multi-Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1860
Utilities
  • Electric Company: GMP
  • Electric: Circuit Breaker(s), Knob and Tube
  • Sewer: Public
  • Water Source: Public
  • Utilities: None
  • Internet: None
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame
  • Roof: Corrugated, Metal, Slate
Interior Features
  • Basement: Yes
  • Basement Access Type: Walk-up
  • Basement Description: Dirt Floor, Full
  • Heating: Oil, Hot Water
  • Cooling: None
  • Total Stories: 3
Multi Family
Multi-Family Information
  • Total Units: 8
  • Total 1 BR Units: 2
  • Total 2 BR Units: 3
  • Total 3+ BR Units: 3

Property History for 33 Oak Street

DateEvent & SourcePriceAppreciation
Apr 30, 2026

Listed (Active)

New England Real Estate Network #5086282

$550,000—
Jun 2, 2023

Sold (Public Record)

Public Record #1512992059

$350,000—
DateEvent & SourcePrice
04/30/2026

Listed (Active)

New England Real Estate Network #5086282

$550,000
06/02/2023

Sold (Public Record)

Public Record #1512992059

$350,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 33 Oak Street

Taxable ValueLand$70,000Additions$42,930Total$112,930
Tax Record2024$11,956 ($996 / month)
Home Facts
Total Finished SqFt4,116 SqFtAbove Grade Finished SqFt4,116 SqFtStories3Lot Size17,424 SqFtStyleMulti-Family Dwelling (2-4)Year Built1860ZoningRM / MCountyWINDHAMAPN(025) 00275253.000

Schools near 33 Oak Street

This home is within Windham Southeast Unified Union School District #96.
Rating
School
Type
Grades
Distance
Canal Street/Oak Grove Schools
Public - PK to 6
Brattleboro Area Middle School
Public - 7 to 8
Brattleboro Senior Uhsd #6
Public - 9 to 12
Windham Regional Career Center
Public - 9 to 12
Rating
School
Distance
Canal Street/Oak Grove Schools
PublicPK to 6

Brattleboro Area Middle School
Public7 to 8

Brattleboro Senior Uhsd #6
Public9 to 12

Windham Regional Career Center
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 33 Oak Street, Brattleboro, VT 05301

33 Oak Street is a multi-family home for sale in Brattleboro, VT 05301. This property was listed for sale on April 30, 2026 by EXP Realty, it's currently listed at $535,000. It has been on the market for a total of 29 days and was last sold on June 2, 2023. This listing's school district is Windham Southeast Unified Union School District #96. Nearby schools include Canal Street/Oak Grove Schools, Brattleboro Area Middle School and Brattleboro Senior Uhsd #6. 33 Oak Street is a 0-bed, 0-bath, 4,116 sqft multi-family home built in 1860.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of EXP Realty

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 05/30/2026 12:22 PM