$319,000
 $1,712 est/mo Sourced by Back At You

59 Highland Street,Brattleboro, VT 05301

Brattleboro, VT 05301

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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!!

Details

MLS #5109553
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
Status(30) Under Contract - Pending
Year1876
Days On Site25
Listing Provided ByBrattleboro Area Realty | Rebecca Seymour

Features

Bed(s)2
Bath(s) 2 Total
Garage1
BasementY
Story(s)3
ZoningRes
Acreage0.29

Interior

Rooms Total9
CoolingNone
HeatingForced Air
AppliancesDryer, Refrigerator, Washer, Electric Stove

Exterior

Exterior FeaturesGarden, Natural Shade, Covered Porch
RoofMembrane, Slate
Construction MaterialsWood Exterior
Foundation DetailsBrick/Mortar, Stone
Lot FeaturesCurbing, Landscaped, Mountain View, Sidewalks, In Town, Near Shopping, Neighborhood, Near Public Transit, Near Hospital, Near School(s)

Parking

Garage Yes / NoYes

Utilities

UtilitiesCable at Site
Electric100 Amp Service
SewerPublic

Taxes

Tax Annual Amount5800
Tax Year2025

Area Information

StateVT
CountyWindham
CityBrattleboro
Zip Code05301
AreaVT Windham
School DistrictBrattleboro School District
Elementary SchoolBrattleboro Elem Schools
High SchoolBrattlebor
Listing VS Median (in 05301)
Price:
$319,000
low | high
Med:
$899,800
100% of Average
On site:
25
low | high
Med:
483
5.175983436853% of Average
Sourced by Back At You

Market Activity 05301

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Learn More About This Property

StateVT
CountyWindham
CityBrattleboro
Zip Code05301
AreaVT Windham
School DistrictBrattleboro School District
Elementary SchoolBrattleboro Elem Schools
High SchoolBrattlebor
Listing VS Median (in 05301)
Price:
$319,000
low | high
Med:
$899,800
100% of Average
On site:
25
low | high
Med:
483
5.175983436853% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $239K - $398K
sqft: 0 - 0
Nearby Listings Property ImageNearby Listings Details
59 Highland Street Property Photo 1
$319,000
59 Highland Street
Brattleboro, VT 05301
Listing Updated: October 5, 2026 at 10:22:36 AM PDT