59 Highland Street, Brattleboro, VT 05301

Brattleboro
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
59 Highland Street,Brattleboro, VT 05301
$319,000
  • 2 Beds
  • 2 Baths
  • 1,883 sq. ft.
  • Multi-family
  • Active
Listed by: rebecca seymour
Office: brattleboro area realty802-257-1335
MLS#:5109552
Source:PrimeMLS

Price summary

  • Price:$319,000
  • Price per sq. ft.:$112.13

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...

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Home facts

  • Year built:1876
  • Listing ID #:5109552
  • Added:1 day(s) ago
  • Updated:September 14, 2026 at 11:46 PM

Rooms and interior

  • Bedrooms:2
  • Total bathrooms:2
  • Full bathrooms:2
  • Flooring:Vinyl, Wood
  • Basement Description:Bulkhead, Concrete Floor, Full, Insulated, Interior, Storage Space, Unfinished
  • Living area:1,883 sq. ft.

Heating and cooling

  • Heating:Forced Air

Structure and exterior

  • Roof:Membrane, Slate
  • Year built:1876
  • Building area:1,883 sq. ft.
  • Lot area:0.29 Acres
  • Levels:2.5 Story

Schools

  • High school:Brattleboro High School
  • Middle school:Brattleboro Area Middle School
  • Elementary school:Brattleboro Elem Schools

Utilities

  • Sewer:Public Available

Finances and disclosures

  • Price:$319,000
  • Price per sq. ft.:$112.13
  • Tax amount:$5,800 (2025)

Parking

  • Parking description:Gravel Driveway
  • Garage spaces:1
MLS LogoCopyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated September 15, 2026

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