List Price: $395,000 | $145 per sq.ft. | 4 Bedroom | 2 Bathroom | 2 Story Single Family Home
Under Contract Date Listed Tuesday Sep 9, 2025 | MLS# 5060368


Address: 105 Chestnut Street Brattleboro VT
Listed by Kristen Ziter Taylor Brattleboro Area Realty
Description:
This authentic and updated Vermont home is situated on welcoming, dead-end street surrounded by woods on two sides creating a feeling of peacefulness and connection with nature. How fortunate to live in town but also have the calming surroundings of mature plantings, opportunity to garden and de-stress in your private sanctuary. Enjoy outdoor dining on the deck, located just off the dining room/kitchen area. In addition, this is an income-producing property with an accessory living apartment that has a separate entrance. Offset expenses, enjoy multigenerational living, or merge and expand the home back to a single family. The interior, though updated, with a fully modern kitchen and bath, maintains the best of its original features, such as exposed beams, built-ins, large windows, and hardwood floors. The attached antique barn with a workbench is an inviting space for projects or to utilize as a studio. This property offers many choices. The stonework, gardens, and detached, expansive two-car garage all add to the desirability. New oil tank in 2024 and you will be impressed with the condition, the privacy, the large lot, and all the accessible amenities in Brattleboro, as well as the eclectic community at large. Delayed showings until Sat Sept. 13th by appointment.

Room Information:
Total Rooms: 11
Total Baths: 2
Flooring: Carpet | Hardwood | Tile
Full Baths: 2
Bedrooms: 4
Kitchen size: 11.8x21.2
Livingroom size: 12.9x21.4
Family/Rec Room: 14.5x15.2
Basement: Concrete Floor | Dirt | Full | Interior Stairs

Construction Information:
Year Built: 1895
Type: Vinyl Siding

Building Info
Finished Sq.Ft.: 3375
Above Grade Sq.Ft.: 2715
Below Grade Sq.Ft.: 0
Apx Below Grade Unfinished Sq.Ft.: 660

Exterior Info
Style: Multi-Family
Exterior Color white
Roof: Metal | Asphalt Shingle | Slate

Utilities
Electric: 100 Amp Service
Water: Public
Sewer: Public

Land Description:
Sidewalks | Street Lights
Lot size: 0.78 acres
Zoned: Res
Surveyed: Unk
Flood Zone: No
Seasonal: No
Road Frontage: 135
Driveway: Circular | Paved

Additional Information
Docs Available : Deed | Property Disclosure | Tax Map
Taxes $6,429
Assesed Value Not Reported
Schools
Elementary School: Brattleboro Elem Schools
Middle School: Brattleboro Area Middle School
High School: Brattleboro High School

© 2000-2025 Big Green Real Estate
NEREN Logo
5 Old Nugget Alley, Hanover, NH 03755 603-643-3942
CONTACT STAR

Big Green Real Estate is not affiliated with nor officially sanctioned by Dartmouth College

Copyright © 2025 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 October 7th, 2025

PLEASE NOTE: Both New Hampshire and Vermont law require brokers and agents to disclose at the “time of first business meeting, prior to any discussion of confidential information”, in New Hampshire’s case, and “first reasonable opportunity”, in Vermont’s case, the nature of the relationships brokers have or may have with customers and clients. Each state requires that a disclosure form be presented to consumers for their review and acknowledgment at the appropriate time. These forms can be accessed at the following websites and you are encouraged to read these documents.Big Green Real Estate chooses as a business model to represent both buyers and sellers; please do not assume, without any contractual agreement otherwise, that Big Green Real Estate at this time represents your interests as an agent.
VT: VERMONT REAL ESTATE COMMISSION MANDATORY CONSUMER DISCLOSURE FORM
NH: NEW HAMPSHIRE REAL ESTATE COMMISSION BROKERAGE RELATIONSHIP DISCLOSURE FORM