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Listing provided by Jonathan Griffus, BHG Masiello Keene
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Welcome home with 5 Highland Avenue! This spacious Hinsdale home offers plenty of room to spread out, featuring 4 bedrooms, 2 bathrooms, and ample living space throughout. Set on a large corner lot with convenient access to Hinsdale schools, walk to downtown, this property offers a great combination of space, location, and functionality. Inside, you'll find a large dining room perfect for family gatherings, entertaining, or everyday meals, with a large three-season porch just off the dining room providing a wonderful additional space to relax, enjoy your morning coffee, or gather with friends and family. Generously sized living areas throughout the home offer plenty of flexibility for family, guests, or a home office. One of the many standout features is the huge 2-bay garage, offering plenty of room for vehicles, equipment, hobbies, or storage. Upstairs, a full workshop provides an exceptional space for the hobbyist, craftsman, or anyone needing additional workspace. Conveniently located with easy access to Brattleboro, Keene, and the Massachusetts border, this home offers a practical location for commuters while maintaining the space and feel of a residential neighborhood. With a generous corner lot, substantial living space, and an impressive garage and workshop, 5 Highland Avenue offers plenty of opportunity to make it your own home paradise.
| DAYS ON MARKET | 2 | LAST UPDATED | 9/26/2026 |
|---|---|---|---|
| YEAR BUILT | 1850 | GARAGE SPACES | 2.0 |
| COUNTY | Cheshire | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| School District | Hinsdale School District |
|---|---|
| Elementary School | Hinsdale Elementary |
| Jr. High School | Hinsdale Junior HS |
| High School | Hinsdale Sr. High School |
| ADDITIONAL DETAILS | |
| AIR | None |
|---|---|
| APPLIANCES | Gas Range, Refrigerator |
| BASEMENT | Concrete, Yes |
| GARAGE | Yes |
| HEAT | Oil, Steam |
| LOT | 0.44 acre(s) |
| LOT DESCRIPTION | Corner Lot, Open Lot |
| PARKING | Paved |
| SEWER | Public Sewer |
| STORIES | 1 |
| STYLE | Colonial, Greek Revival |
| TAXES | 7100.72 |
| UTILITIES | Cable Available, Propane |
| WATER | Public |
| ZONING | Residential |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Data last updated 9/27/26 11:53 PM PDT

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