Discover this Historic District charmer on one of downtown Naperville's most picturesque streets one block to the Metra Rail! The classic front porch welcomes you into a beautifully maintained, expanded, and updated residence boasting four bedrooms, three and a half bathrooms, and 2,710 square feet above grade. Over the past 25 years, thoughtful updates have enhanced the home's appeal, including a gorgeous new kitchen in 2023 and a great room addition by the renowned Charles Vincent George Architects in 2000. This family space features a soaring 17-foot vaulted ceiling, clerestory windows, and views to the backyard. Custom millwork surrounds the gas-log fireplace with built-in cabinetry. The welcoming foyer sets the tone with its reading nook and a dual-sided original staircase and oak hardwood flooring throughout the main level. The living room overlooks the welcoming front porch and is accented by original pocket doors leading to the dining room, which boasts a triple-bay window and ample space for family gatherings. A full bathroom is conveniently located on the main level. Upstairs, the primary bedroom offers a seating area and walk-in closet, while the hall bath, impresses with a stunning onyx floor. The second bedroom includes a private ensuite, and the third bedroom is also spacious, with refinished original hardwood flooring. The third level hosts the fourth bedroom with a half bath and custom built-ins, providing flexible space for a recreation area or a private office suite. Zoned heating and central air ensure year-round comfort, complemented by scenic tree-top views. The basement provides a laundry room, mechanical room, and storage. Step outside to enjoy a professionally landscaped, fully fenced yard and lighting. The property also includes the original 16' x 24' coach house, featuring a remote garage door and walk-up stairs to an unfinished attic space. Recent updates include interior painting, new stair runner, exterior painting (2023), a new tear-off roof and gutters (2015), a new front porch (2010), and a renovated second-floor hall bath 2009(shower in 2023). The home benefits from copper plumbing, upgraded 200-amp electric with underground line, and newer zoned boiler and central air. Located in the award-winning District 203 school area, the home is just one block from the BNSF Metra station and four blocks from downtown Naperville's restaurants and shops. This property is truly a gem, offering historic charm, modern amenities, and unbeatable convenience.