4448 N Tripp Avenue Chicago, IL 60630

Welcome to this exceptional Greystone vintage 3-unit building offering 5 bedrooms and 5.1 bathrooms, perfectly blending classic Chicago charm with modern comfort. Featuring beautiful landscaping, a fenced backyard, and thoughtfully designed living spaces, this property is an outstanding opportunity for both homeowners and investors. A stunning hardwood staircase welcomes you through the main entrance and leads to the upper-level unit. The bright and spacious living room makes an immediate impression with oversized windows that fill the home with natural light. The primary suite features a separate sitting area, generous closet space, private balcony access, and large windows that create a warm and inviting atmosphere. The upper-level unit also offers two full bathrooms - one with a walk-in shower and another with a soaking tub - along with a conveniently connected laundry area for added comfort and privacy. The second bedroom includes a walk-in closet and ample space. Toward the rear of the home, the open-concept family room and kitchen create the perfect gathering space, complete with a cozy fireplace. The kitchen features stainless steel appliances, a large island with breakfast bar seating, pantry storage, and abundant windows surrounding the space for exceptional natural light. The rear staircase provides convenient access to the rooftop area, the main-level second unit, and the lower-level unit. The second unit mirrors the upper-level layout, offering excellent flexibility for multi-generational living or rental income potential. The lower-level unit features a spacious utility and laundry room, a large recreation area, full kitchen with stainless steel appliances and range hood, full bathroom, and closet space, creating a comfortable studio-style living arrangement. Outside, enjoy the beautifully maintained fenced backyard with brick paver patio, mature landscaping, and dedicated outdoor seating areas ideal for entertaining and relaxation. Conveniently located near public transportation, bus stops, restaurants, grocery stores, shopping, and everyday conveniences, this property offers the perfect combination of location, functionality, and timeless Chicago character. A rare opportunity to own a versatile multi-unit property in the Chicago.