Cherished home located on a quiet side street in Winchester Highlands, close to the popular Fells Reservation. Flexible layout perfect for today's living with 5 bedrooms and 3.5 bathrooms. The first floor features a formal living room with fireplace, expansive sun-filled family room and open concept dining room/kitchen with new appliances, cherry cabinets, natural stone granite countertops and bar area with beverage cooler. Two first bedrooms and a full bath provide options for an amazing in-law suite, hosting guests or as a home office. The second floor has 3 beds, the primary features cathedral ceilings, an ensuite bath with a soaking tub and a glass-enclosed tiled shower and a gas fireplace. Two more bedrooms, a tiled laundry room, an abundance of closets and one more full bathroom complete this level. Recessed lighting & crown molding throughout. Newer chimney and tilt in Harvey and Anderson windows. Oversized rear deck overlooks a private back yard, perfect for summer entertaining. Two-car side entry garage leads to a finished basement great for home gym or playroom. A second 1 car detached garage, plus off-street parking for 8 cars in two separate driveways. Convenient access to I-93, and minutes from Muraco, McCall, the High School and Winchester center with boutique shops, restaurants, cafes, and commuter rail.