In c1750 this iconic property was known as Bedingfield Hands House and has enjoyed a storied life with many prominent Chestertown residents. Today, this well-maintained historic gem with enchanting curb appeal has hosted many an event for some of the most beloved non-profit organizations that give our town a very special sense of community. Before even entering the front door, visitors are welcomed by its' large, brick-pathed and picketed fence terraces and irrigated garden beds. One side path leads to a mudroom entrance, another side path guides you to a nicely sized private brick patio and screened porch. The foyer includes a full-size bath and hanging closet. To the right is an intimate library (possible 4th bedroom) with built-in bookshelves. To the left, the large living room with fireplace (currently gas) leads to a formal dining room with another fireplace and corner cabinet. Further on is a most inviting country island kitchen with hand-painted wood cabinets, stainless appliances (new in 2016), breakfast area and powder room. Access to the garage is through an ample mudroom/laundry room. The breakfast room door gives way to the rear patio and screened porch. Upstairs hosts the primary bedroom with ensuite bath with unique ceramic floor tiles. Two additional bedrooms share an end-of-hall bath. The overhead attic with pull-down steps is insulated and suitable for storage. The crawlspace below was also recently insulated along with a complete caulking of its' wood siding as part of an energy efficiency initiative. Please notice that this Realtor waited until the very end of remarks to use the word "charming" ... but it is a must to state.