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Courtesy of Rebecca Seymour of Brattleboro Area Realty: .

59 Highland Street

Brattleboro, VT 05301
  • $319,000
  • STATUS: Active Under Contract
  • ON SITE: 33 Days
  • MLS #: 5109553
Under Contract
UPDATED: 17 min ago
$319,000
  • 2
    BEDS
  • 0.29
    ACRES
  • 2
    BATHS
  • 0
    1/2 BATHS
  • 1,883
    SQFT
  • $169
    $/SQFT
Type:
Single-Family Home
Built:
1876
County:
Area:

School Information

Description

Sited at the top of the hill in one of Brattleboro's desirable, close to town, neighborhoods, this mini victorian home is arguably one of the coolest houses in town! Offering a perfect blend of character, comfort, 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. The space features high ceilings, original wood floors, and great light. Currently set up and town assessed as a two family, with a 1-2 bedroom on the first floor, a one bedroom on the second floor with unique arched windows, and a turret room encompassing the third floor. One could make this a single family just by removing the second stove, opening doors, and a change of use, plenty of room for everyone! If rental income would be welcome, the detached garage offers possibility for a tiny home. The established perennial gardens are lovely and provide a tranquil retreat. This house does need exterior maintenance but this would be an investment worth making, restore this magical home to its former beauty!!

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© Copyright 2026 PrimeMLS. 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 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. Data last updated 2026-10-16T17:06:07.117.
www.livingvermont.com/homes/181148024
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59 Highland Street Brattleboro, VT 05301

  • Price: $319,000
  • Status: Active Under Contract
  • On Site: 33 Days
  • Updated: 17 min ago
  • MLS #: 5109553
2
Beds
2
Baths
0
½ Baths
0.29
Acres
1,883
SQFT
$169
$/SQFT
1876
Built
County:
Windham
Area:
Brattleboro
Elementary School:
Brattleboro Elem Schools
Middle School:
Brattleboro Area Middle School
High School:
Brattleboro High School
School District:
Brattleboro School District
Property Description
Sited at the top of the hill in one of Brattleboro's desirable, close to town, neighborhoods, this mini victorian home is arguably one of the coolest houses in town! Offering a perfect blend of character, comfort, 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. The space features high ceilings, original wood floors, and great light. Currently set up and town assessed as a two family, with a 1-2 bedroom on the first floor, a one bedroom on the second floor with unique arched windows, and a turret room encompassing the third floor. One could make this a single family just by removing the second stove, opening doors, and a change of use, plenty of room for everyone! If rental income would be welcome, the detached garage offers possibility for a tiny home. The established perennial gardens are lovely and provide a tranquil retreat. This house does need exterior maintenance but this would be an investment worth making, restore this magical home to its former beauty!!
Exterior Features

Architectural Style Victorian Color yellow Construction Materials Wood Exterior Driveway Gravel Exterior Features Garden SpaceNatural ShadeCovered Porch Has Garage Yes Lot Features CurbingLandscapedMountain ViewSidewalksIn TownNear ShoppingNeighborhoodNear Public TransportNear HospitalNear School(s) Road Frontage Yes Road Frontage Length 94 Roof MembraneSlate

Interior Features

Appliances DryerRefrigeratorWasherElectric Stove Basement Access Type Interior Basement Description BulkheadConcreteConcrete FloorFullInsulatedStorage Space Cooling None Flooring VinylWood Foundation BrickStone Has Basement Yes Heating Forced Air Quarter Baths 0 Rooms Level1 Level 1: BedroomLevel 1: Full BathroomLevel 1: Eat-in KitchenLevel 1: Living RoomLevel 1: Office/Study Rooms Level2 Level 2: BedroomLevel 2: Full BathroomLevel 2: Family RoomLevel 2: Eat-in Kitchen Rooms Level3 Level 3: Bonus Room Rooms Total 9 Sq Ft Approx Fin Above Grade 1883 Sq Ft Approx Fin Below Grade 0

Property Features

Construction Status Fixer Covenants Unknown Electric 100 Amp Service Electric Company Green Mtn Power Financing Possible Opt CashConventional Flood Zone No Pre Construction No Property Type Single Family Road Frontage Type Public Seasonal No Sewer Public Span Number 081-025-13221 Special Listing Conditions None Surveyed Unknown Tax Gross Amount 5800 Tax Year 2025 Taxes Tbd No Timeshare Fractional Own No Utilities Cable at Site Water Source Public Zoning Res

Courtesy of Rebecca Seymour of Brattleboro Area Realty: .


© Copyright 2026 PrimeMLS. 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 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. Data last updated 2026-10-16T17:06:07.117.
 
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Colchester VT, 05446