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Listing provided by Jamie Smith, BHG Masiello Keene

PRICE $499,900 dsIDX morgage calculator
BEDS 3
BATHS 2
HOME SIZE 1,808 sqft
LOT SIZE 4.30 ac

** OPEN HOUSE SATURDAY, JUNE 6 FROM 11AM-1PM** Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for enhanced energy efficiency, a spacious back deck ideal for entertaining and outdoor enjoyment, fresh paint throughout the interior, updated light fixtures, and a new dishwasher, allowing the next owner to move in with confidence. The functional floor plan provides flexibility for everyday living, whether you're gathering with family, working from home, or hosting friends. Outside, enjoy the benefits of outdoor living from the rear deck or wrap around front porch, perfect for summer barbecues, morning coffee, or simply relaxing while taking in the surroundings. The solar system helps reduce energy costs while adding long-term value and sustainability. 465' of frontage on Ashuelot River. Conveniently located with easy access to local amenities, schools, shopping, dining, and recreational opportunities, this property offers the perfect balance of small-town New Hampshire living and modern convenience. Easy commute to Keene, Mass, Brattleboro and Interstate 91.

DAYS ON MARKET 7 LAST UPDATED 6/3/2026
YEAR BUILT 1800 COUNTY Cheshire
STATUS Active PROPERTY TYPE(S) Single Family

SCHOOLS
School District Keene Sch Dst SAU #29
Elementary School Winchester School
Jr. High School Winchester School
High School Keene High School


ADDITIONAL DETAILS
APPLIANCES Dishwasher, Dryer, Refrigerator, Washer
BASEMENT Concrete, Finished, Full, Unfinished, Yes
CONSTRUCTION Wood Siding
HEAT Hot Water
LOT 4.3 acre(s)
LOT DESCRIPTION Level, Sloped, Waterfront, Wooded
PARKING Gravel
SEWER Public Sewer
STORIES 2
STYLE New Englander
TAXES 6330
UTILITIES Cable Available
WATER Public
WATER ACCESS Ashuelot River
WATERFRONT Yes
WATERFRONT DESCRIPTION River Front
ZONING CENTRA
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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Data last updated 6/9/26 6:34 PM PDT


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