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 floor 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, gas fireplace, an en-suite bath with a soaking tub and a glass-enclosed tiled shower. Two more bedrooms, a tiled laundry room, an abundance of closets and one more full bathroom complete this level. Recessed lighting and crown molding throughout. Newer chimney and tilt in Harvey and Andersen 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. All new exterior professional paint. Convenient access to I-93, and minutes from Muraco, McCall, the High School and Winchester center with boutique shops, restaurants, cafes, and commuter rail. Showings start at Open Houses Sat/Sun 12-2pm.