Welcome to 580 Pleasant Avenue, a delightful blend of classic charm and modern convenience in the heart of sought-after Ravinia. This bright and inviting 3-bedroom, 2 and 1/2 bath home retains its original character while offering thoughtful updates for today's lifestyle. Step through the welcoming vestibule and be greeted by elegant archways, hardwood floors, crown moldings, and plantation shutters throughout the main level. The spacious living room features a cozy wood-burning fireplace, while the formal dining room boasts timeless chair rail molding. The family room seamlessly connects to the updated kitchen, where white shaker cabinets, black honed granite countertops, stainless steel appliances, and a breakfast bar create the perfect space for gatherings. A stylish powder room completes the main level. Upstairs, the generous primary bedroom is filled with natural light, as is the second bedroom, currently used as an office. The third bedroom provides additional flexibility for guests or family. An updated full bath with marble shower round out the second floor. The finished basement offers extra living space, lots of storage and another stylish full bath. There is also a fully fenced backyard for outdoor enjoyment. Recent improvements include a new roof, garage door, additional insulation, washing machine, and dryer (all 2023), plus a newer A/C (2018) and Hardie board siding. Enjoy an unbeatable location close to Ravinia Festival, the Ravinia business district, Metra, top-rated schools, and Lake Michigan. Don't miss this rare opportunity to own a beautiful and timeless, move-in-ready home in one of Highland Park's most beloved neighborhoods!