59 Highland St Brattleboro, VT 05301
Brattleboro AreaEstimated payment $2,252/month
Highlights
- Hot Property
- Wood Flooring
- Covered Patio or Porch
- Property is near public transit, schools, and shops
- Victorian Architecture
- 1 Car Detached Garage
About This Home
Arguably one of the coolest houses in town!
Perched at the top of the hill in one of Brattleboro’s desirable, close-to-town neighborhoods, this mini Victorian is an incredibly special property offering a rare blend of character, charm, and convenience.
Located in a quiet, leafy area close to downtown, where you'll find a vibrant arts scene, great restaurants, shops, food coop, train station, and more.
Inside, the home is filled with original character, including high ceilings, original wood floors, and great natural light. Currently configured as a two-family property, the first floor offers a 1–2 bedroom apartment that is ready to go, while the second floor features a one-bedroom apartment with unique gothic arched windows. Above it all, the third-floor turret room creates a truly magical bonus space unlike anything you’ll find in an ordinary home. The mature perennial plantings around the home create a beautiful escape all year. The detached garage could be converted for more living space or additional income potential.
The property does need exterior maintenance, offering an opportunity for the right buyer to restore this one-of-a-kind home over time. Rent the first floor to generate income while living comfortably on the second floor tackling improvements as your budget and vision allow.
With its income potential, flexible layout, exceptional architectural character, and fantastic location, this would be an investment worth making. Restore this magical little Victorian to its former glory and make it your own!
Property Details
Home Type
- Multi-Family
Est. Annual Taxes
- $5,800
Year Built
- Built in 1876
Lot Details
- 12,632 Sq Ft Lot
- Garden
Parking
- 1 Car Detached Garage
- Gravel Driveway
Home Design
- Victorian Architecture
- Brick Foundation
- Concrete Foundation
- Slate Roof
- Membrane Roofing
- Wood Siding
Interior Spaces
- Property has 2.5 Levels
Flooring
- Wood
- Vinyl
Unfinished Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
- Basement Storage
Outdoor Features
- Covered Patio or Porch
Location
- Property is near public transit, schools, and shops
- Property near a hospital
Schools
- Brattleboro Elementary Schools
- Brattleboro Area Middle School
- Brattleboro High School
Utilities
- No Cooling
- Forced Air Heating System
- Separate Meters
- 100 Amp Service
- Propane
- Electric Water Heater
- Cable TV Available
Community Details
- 2 Units
- 1 Leased Unit
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $3,049 | $173,840 | $49,250 | $124,590 |
| 2024 | $5,645 | $173,840 | $49,250 | $124,590 |
| 2023 | $5,210 | $173,840 | $49,250 | $124,590 |
| 2022 | $5,062 | $173,840 | $49,250 | $124,590 |
| 2021 | $5,110 | $173,840 | $49,250 | $124,590 |
| 2020 | $5,044 | $173,840 | $49,250 | $124,590 |
| 2019 | $4,861 | $173,840 | $49,250 | $124,590 |
| 2018 | $4,851 | $173,840 | $49,250 | $124,590 |
| 2017 | -- | $173,840 | $49,250 | $124,590 |
| 2016 | $4,808 | $173,840 | $49,250 | $124,590 |
| 2015 | -- | $1,738 | $0 | $0 |
| 2014 | -- | $1,738 | $0 | $0 |
| 2013 | -- | $1,738 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 09/14/2026 09/14/26 | For Sale | $319,000 | +45.0% | $169 / Sq Ft | |
| 10/09/2012 10/09/12 | Sold | $220,000 | -4.3% | $117 / Sq Ft | View Prior Sale |
| 10/09/2012 10/09/12 | Pending | -- | -- | -- | |
| 10/09/2012 10/09/12 | For Sale | $230,000 | -- | $122 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $278,000 | -- | |
| Deed | $220,000 | -- |
Source: PrimeMLS
MLS Number: 5109552
APN: 081-025-13221
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
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Ask me questions while you tour the home.