This classic brick Colonial Williamsburg-style home offers timeless character and thoughtful updates in a sought-after Highcrest location. Recent improvements include a tear-off and new roof in 2024, all new gutters and downspouts with metal leaf guards, a new chimney cap and all new windows (excluding the three-season room) with a transferable Window World warranty. Inside, you'll find ceramic tile and hardwood floors throughout, a well-appointed kitchen with ample storage, a breakfast bar, updated counters, and a double oven. A charming half bath with wainscoting conveniently located on the main level while the layout also includes a dining room, a separate living room, and a cozy family room with a wood-burning fireplace framed by built-ins. A bright three-season room overlooks the landscaped backyard-complete with some new fencing, a shed already stocked with chopped firewood ready for fall! Upstairs, enjoy a spacious primary suite with a private tiled full bath, and three closets (incl. a walk-in), along with two more well-sized bedrooms and additional full bathroom. The backyard is a gardener's delight, with brown cherries, asparagus, strawberries, rhubarb, grapevines, chives, and more, all set around a manicured, dry creek bed. The partially finished basement includes laundry (all appliances stay, including a 3-year-old water softener), multiple storage closets, a wooden workbench, working sauna w/stereo and a rec space. A deep, two-car, attached garage offers extra storage and a second attic, where the quiet cul-de-sac setting is close to Rock River, Sinnissippi Park, Anderson Gardens, golf courses, and Edgebrook mall. Nothing to do but move in to this beautifully maintained home.