Welcome home to 1438 N. Wieland! Discover the perfect blend of timeless design and comfort of this wide 5-bedroom, 4.5-bath penthouse situated in the heart of Old Town! With beautiful new Pella Architecture Series windows installed in 2022, this lovely and sundrenched residence boasts hardwood floors throughout the first and second floors, adding a touch of cozy warmth to this unique home. The main level welcomes you with a spacious living room featuring a gas burning fireplace and Juliet balcony and an adjacent dining area with a custom bar, perfect for hosting and entertaining guests. As you walk towards the rear of the home on the main floor, you'll find a powder room with herringbone hardwoods and a well-appointed, newly updated (2025) eat-in kitchen that seamlessly flows into family room and boasts a 2nd gas burning fireplace, creating a warm and inviting space for everyday living. As an extra bonus, the main level includes a convenient patio perfect for frequent grilling or relaxing on a beautiful Chicago day. Moving up to the second level of the home is the primary ensuite, which uniquely features two en-suite bathrooms (one with a large walk-in closet), dual closets, a gas burning fireplace and a private balcony. Two additional bedrooms, an additional guest bathroom and a laundry closet, complete the 2nd floor and provides ample space for family and visitors. Heading to floor 3, you will find 2 additional bedrooms (one which is perfectly situated for an office/workout space), a spacious updated (2025) walk in laundry room and large storage closet. At the rear of the floor is an additional balcony with staircase that leads to a special bonus of the home...a breathtaking 360-degree view of the city! Finished roof deck plans have been developed and are available upon request or customize your own private roof oasis. There are endless options to make this spectacular roof area a truly special and valuable asset to this home. This beautiful home is in close proximity to popular dining, entertainment, shopping, Lincoln Park/Zoo and the famed Lake Shore Drive. Additionally, the home is steps away from Catherine Cook and Immaculate Conception St. Joseph Schools. Your perfect home awaits at 1438 N. Wieland!