Opportunities like this happen once in a generation. For the first time since its construction in 1966, this custom-built property is hitting the market under the care of its original owner. Nestled on highly sought-after Anne Road-one of Naperville's absolute best-kept secrets-this home offers the ultimate blend of a premier location, incredible scale, and the chance to bring your fresh vision to this timeless beauty. Positioned on a prime lot with a bright southern front exposure, the home sits high over the road, offering great curb appeal and peace of mind with a high-and-dry foundation. Step inside to find a rare, true 5-bedroom layout spread across 2,566 square feet of living space. Every bedroom is generously sized, a feature nearly impossible to find in standard layouts. The "great bones" of this home are undeniable. The main level offers a spacious, traditional floor plan just waiting for a modern, re-imagined floorplan for today's living. Busy families will love the oversized, side-load two-car garage, providing excellent storage and a clean profile from the street. Need more space? The unfinished basement features plumbing already roughed-in for a half bath, ready to be converted into the ultimate rec room, home theater, or gym. Step out back into your own private sanctuary. The backyard is an entertainer's dream, featuring gorgeous mature trees and backing directly to a quiet, lush treeline with no neighbors behind you-an absolute premium for privacy so close to Naperville's vibrant downtown. Location is everything, and this property delivers a quintessential Naperville lifestyle - Located just a half-mile east of the downtown area. Walk to dining, boutique shopping, the famous Riverwalk, and Centennial Beach. Steps from local parks, trails, and green spaces. An ultra-convenient north-side location means you are just minutes from the Naperville Metra Station for a seamless commute to Chicago, and only 6 minutes from the I-88 and I-355 corridors. Families (and your home value) will benefit from the nationally acclaimed District 203 Schools: Prairie Elementary School (Just a short walk away!), Washington Junior High School and Naperville North High School