BEDS2
BATHS2 full
SQUARE FEET1,883
MLS#5109553
STATUSActive
PROPERTY TYPEResidential - Single Family
SCHOOLBrattleboro
Listing Courtesy of:
Brattleboro Area Realty
Agency Phone: 802-257-1335
Associate Name: Rebecca Seymour
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!!
Property Features
Property Type: Residential - Single Family
Basement: Yes
Basement: Bulkhead, Concrete, Concrete Floor, Full, Insulated, Storage Space
Cooling: None
Garage: 1
Heating: Forced Air
Home Style: Victorian
Lot Size: 0.29 Acres
Roof Type: Membrane, Slate
Stories: 3.0
Taxes: $5,800
Year Built: 1876
Amenities
Garden Space
Natural Shade
Covered Porch
Feature Descriptions
Appliances: Dryer, Refrigerator, Washer, Electric Stove
Baths Full: 2
Color: yellow
Construction: Wood Exterior
Days on Site: 3
Driveway: Gravel
Electric: 100 Amp Service
Exterior: Wood Exterior
Flood Zone: No
Flooring: Vinyl, Wood
Foundation: Brick, Stone
Lot: Curbing, Landscaped, Mountain View, Sidewalks, In Town, Near Shopping, Neighborhood, Near Public Transport, Near Hospital, Near School(s)
Number of Rooms: 9
Road Frontage: 94
Roads: Public
Sewer: Public
Sq. Ft. Above Grade Finished: 1883
Sq. Ft. Total Finished: 1883
Total Stories: 3
Water: Public
Zoning: Res
Local Schools
High School: Brattleboro High School
Middle School: Brattleboro Area Middle School
Elementary School: Brattleboro Elem Schools
School District: Brattleboro
Listed By / Shown By
Listed By
Agency Name: Brattleboro Area Realty
Agent Name: Rebecca Seymour
Agency Phone: 802-257-1335
Shown By
Agency Title: Better Homes and Gardens Real Estate The Masiello Group
Agency Phone: 800-741-1540
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Estimated Payment
$ 1,286.33 per month $709.96 Principal & Interest $483.33 Property Tax $93.04 Homeowner's Insurance
Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-09-15 23:33:29 
59 Highland Street | MLS# 5109553
This single family home located at 59 Highland Street, Brattleboro, VT 05301 is currently listed for sale with an asking price of $319,000. This property was built in 1876 and has 2 bedrooms and 2 full baths with 1883 sq. ft. Highland Street is located within the Brattleboro school district. Search Brattleboro real estate on www.masiellogrouprealestate.com today.