33 Oak Street Brattleboro, VT $ 375,000
33 Oak Street
$ 375,000
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33 Oak Street

Brattleboro, VT, 05301
$ 375,000
Bedrooms-- Baths0.0 Sq 4,116

Monthly Estimate*

$ 2,368

Listed by Kate Barry, EXP Realty, 603-547-0852, katebarryteam@gmail.com
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Multi-Family Home for sale in Brattleboro, VT

for $375,000. This 4,116 square foot home was built in 1860 on a lot size of 0.4.

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.

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Multi-Family Active

Price

$ 375,000

Property Type

Multi-Family

Taxes

$ 0

Style

Multi-Family

Lot Size

0.4

Year Built

1860

Town/City

Brattleboro

County/Region

Windham

MLS | Web ID

5086282

Features
Interior
Basement Description Dirt Floor Full
Basement Yes
Total Number of Units 8
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General
Road Frontage Yes
Sewer Public
Heating Oil Hot Water
Cooling None
Utilities None
Roof Corrugated Metal Slate
Garage No
Flood Zone No
Zoning RM / M
Year Built 1860
Electric Circuit Breaker(s) Knob and Tube
Style Multi-Family
Stories Count 3
Property Condition Existing
Auction No
Tax Year 2024
Status Detail 0
Covenants Unknown
Construction Materials Wood Frame
City Brattleboro
Seasonal No
DOM 148
Price Per Sq Ft Total AG 91.11
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Exterior
Lot Features City Lot Level
Driveway Gravel
Lot Size Area 0.4
Water Source Public
Foundation Concrete
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* Excluded Features
List By
Kate Barry

Listing Agent

Exp Realty

Broker

(603) 547-0852

Phone

katebarryteam@gmail.com

Email

Affordability Calculator

$2,368
Per Month
100%
0%
0%
Monthly Principal & Interest
$2,368
Monthly Property Taxes
--
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/15/2026$375,000 -21.05% Price Down
7/22/2026$475,000 -4.04% Price Down
6/3/2026$495,000 -7.48% Price Down
5/12/2026$535,000 -2.73% Price Down
4/30/2026$550,000 Listed Price

Map


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33 Oak Street, Brattleboro, VT, 05301 is a Multi-Family Home for sale at $375,000 with 4,116 sqft and a lot size of 0.4. 33 Oak Street has 0.0 baths and was built in 1860. The property's zip code is 05301 which is in Brattleboro, VT