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Listed by Rebecca Seymour with Brattleboro Area Realty 802-257-1335
2 Beds
2 Baths
1,883 sqft

$319,000

59 Highland Street, Brattleboro VT, 05301

Price per sqft$169.41
Built in1876
Property size1,883 sqft
Property typeMulti-family

Overview

Active

Listed Sep 12, 2026

Updated 35h ago

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!

$2,122/mo

Est. mortgage payment based on a $319,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
5109552

Interior Features

Bedrooms
2
Bathrooms
2
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.29 Acres

Other Property Details

Taxes
$5,800
Tax Frequency
Annually
Garage
Yes
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Listed by Rebecca Seymour with Brattleboro Area Realty 802-257-1335

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