Listing Details

Brattleboro, VT 05301 59 Highland Street

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Presented By: Rebecca Seymour with Brattleboro Area Realty;
  • PrimeMLS - 85 - NH
  • MLS# 5109553
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Disclaimer: The information contained in this listing has not been verified by Halliday Real Estate and should be verified by the buyer.
  • Beds • 2
  • Baths • 2
  • SQFT • 1,883
  • Garage • 1

Home Details

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!!
Presented By: Rebecca Seymour with Brattleboro Area Realty;

Interior Features for 59 Highland Street

Bedrooms

Beds2

Other Interior Features

InternetHigh Speed Intrnt at Site
Total Finished Area1883
Basement Access TypeInterior
BasementYes
Basement DescriptionBulkhead, Concrete, Concrete Floor, Full, Insulated, Storage Space
FlooringVinyl, Wood

Other Rooms

Room 1 Level1
Rooms: Level 3Level 3: Bonus Room
Rooms: Level 2Level 2: Bedroom, Level 2: Full Bathroom, Level 2: Family Room, Level 2: Eat-in Kitchen
Rooms: Level 1Level 1: Bedroom, Level 1: Full Bathroom, Level 1: Eat-in Kitchen, Level 1: Living Room, Level 1: Office/Study
Room 9 TypeBathroom Full
Room 9 Level2
Room 8 TypeEat-in Kitchen
Room 8 Level2
Room 7 TypeFamily Room
Room 7 Level2
Room 6 TypeBedroom
Room 6 Level2
Room 5 TypeBedroom
Room 5 Level1
Room 4 TypeBathroom Full
Room 4 Level1
Room 3 TypeOffice/Study
Room 3 Level1
Room 2 TypeLiving Room
Room 2 Level1
Room 10 TypeBonus Room
Room 10 Level3
Room 1 TypeEat-in Kitchen
Total Rooms9

General for 59 Highland Street

3/4 Baths
AppliancesDryer, Refrigerator, Washer, Electric Stove
Bathrooms2
CityBrattleboro
Construction MaterialsWood Exterior
CoolingNone
CovenantsUnknown
DOM4
DirectionsAccess from Washington Street or Central Street. See sign at top of Highland St.
Electric100 Amp Service
Electric CompanyGreen Mtn Power
Elementary SchoolBrattleboro Elem Schools
Flood ZoneNo
Full Baths2
GarageYes
Half Baths
HeatingForced Air
High SchoolBrattleboro High School
Last Updated09/15/2026 16:20:10
Middle SchoolBrattleboro Area Middle School
Price Per Sq Ft Total AG169.41
Property ClassResidential
Property ConditionFixer
Road FrontageYes
RoofMembrane, Slate
School DistrictBrattleboro School District
SeasonalNo
SewerPublic
Status Detail0
Stories Count3
StyleVictorian
Tax Year2025
TypeSingle Family
UtilitiesCable at Site
Year Built1876
ZoningRes

Exterior for 59 Highland Street

Coloryellow
DrivewayGravel
Exterior AmenitiesGarden Space, Natural Shade, Covered Porch
Foundation Brick, Stone
Garage Capacity1
Lot FeaturesCurbing, Landscaped, Mountain View, Sidewalks, In Town, Near Shopping, Neighborhood, Near Public Transport, Near Hospital, Near School(s)
Lot Size Area0.29
Lot Size Square Feet12632
Road Frontage Length94
Road Frontage TypePublic
SurveyedUnknown
Water SourcePublic

Additional Details

Price History

Schools

Middle School Brattleboro Area Middle School
High School Brattleboro High School
Elementary School Brattleboro Elem Schools

Sadie Halliday

REALTOR
Price $319,000
MLS#5109553
Property Type Single Family
Phone 603.660.2321
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