33 Oak StreetBrattleboro, VT 05301MLS Number 5086282

  • Price: $535,000
  • Est. Mortgage of $/month
  • 21 Days on Market
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%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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33 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 0530133 Oak Street Brattleboro VT 05301
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  • 0.4Acreage
  • 1860Year Built
  • 4,116Square Feet
  • 2024Tax Year

Driving Directions

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.
Listed by Kate Barry of EXP Realty (Phone: 603-547-0852)

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More Info

Tax Information

  • Tax Year2024

Building

  • Year Built1860
  • Building ConstructionWood Frame
  • StyleMulti-Family
  • Units8
  • # of 1 Bedrooms2
  • # of 2 Bedrooms3
  • # of 3+ Bedrooms3
  • BasementDirt Floor, Full
  • FoundationConcrete

Amenities

  • PricePerSqFt129.98

Other

  • Taxes$11,956
  • Seasonal Y/NNo
  • Date Listed04/30/2026
  • View Count6

Basic Information

  • Virtual TourView Tour
  • StatusACT
  • List Price$535,000
  • Date Price Change05/11/2026
  • MLS Number5086282
  • MLS StatusActive

Exterior

  • RoofCorrugated, Metal, Slate

Utilities

  • Heat SystemOil, Hot Water
  • WaterPublic
  • ElectricCircuit Breaker(s), Knob and Tube
  • SewerPublic
  • UtilitiesNone

Location

  • TownBrattleboro
  • StateVT
  • Zip05301
  • CountyWindham
  • ZoningRM / M
  • Address33 Oak Street
  • Flood Zone Y/NNo

Property

  • Acreage0.4
  • GarageNo
  • Parking Spaces
  • Lot DescriptionCity Lot, Level
  • Square Feet4,116
  • APX Fin AG Sqft4,116
  • Road Frontage82
  • RoadsPublic
  • AreaVT-Windham
Bellville Realty
Bellville Realty
Office: 802-257-7979
16 Harmony Place
Brattleboro, VT 05301
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Copyright 2026 PrimeMLS, Inc. All rights reserved. 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 May 20, 2026 5:09 PM EDT

 

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