59 Highland Street, Brattleboro, VT 05301

bedrooms 2
bathrooms 2
|Other
NZD $570,448
USD $319,000
Published on: 13 Sep 2026
Last updated on: 28 Oct 2026
59 Highland Street, Brattleboro, VT 05301
59 Highland Street, Brattleboro, VT 05301
59 Highland Street, Brattleboro, VT 05301
+49
59 Highland Street, Brattleboro, VT 05301
  • 49
Property ID: 110119920320
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Multi-Family, Brattleboro, VT

59 Highland Street, Brattleboro, VT 05301
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

Basic Info

Property Type
Other
Listing Status
Active
Land Size
1,173.59 m2
Building Size
174.94 m2
Year Built
1876
Rooms
2 bedroom(s), 2 bathroom(s)
Architecture Style
Victorian
Num Floors
3
County
VT-Windham
Provider
PrimeMLS
Brokerage Office Name
Brattleboro Area Realty
Brokerage Office Phone
(802) 257-1335
Address
59 Highland Street, Brattleboro, VT 05301

Nearby Schools

TypeSchool nameDistrict name
HighBrattleboro High SchoolNot available
Not availableNot availableNot available
ElementaryBrattleboro Elem SchoolsNot available
Not availableNot availableNot available
MiddleBrattleboro Area Middle SchoolNot available
Not availableNot availableNot available
JuniorhighBrattleboro Area Middle SchoolNot available
Not availableNot availableNot available

Tax History

YearTax amount
2025USD $5800NZD $10,372*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.co.nz nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.co.nz recommends that you independently verify any information before relying on it.

Contact Agent
Rebecca Seymour
Brattleboro Area Realty
402 Canal St., Brattleboro, VT 05301
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Rebecca Seymour
402 Canal St., Brattleboro, VT 05301
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      Property ID: 110119920320

      Original Property ID: 3yd-NNERENNH-5109552
      Data provided by PrimeMLS, MLS #: 5109552
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