Nestled on a picturesque, tree-lined street in one of Upland's most character-rich neighborhoods, this beautifully maintained 3-bedroom, 2-bathroom home offers 1,757 square feet of warm, inviting living space filled with classic charm and thoughtful upgrades throughout. Step inside to find gleaming hardwood floors, plantation shutters throughout, and abundant natural light pouring through updated windows, while the spacious living room features a stunning wood-carved fireplace mantel that creates a cozy focal point perfect for relaxing evenings, and a second family room showcases a striking slate fireplace surround beneath a vaulted wood-beamed ceiling, adding rustic warmth and architectural interest. The kitchen is outfitted with rich wood cabinetry, granite countertops, and a garden window overlooking the backyard, while a sunny dining area off the kitchen provides the perfect spot for morning coffee, and each of the three bedrooms offers comfortable, light-filled retreats, with two tastefully maintained bathrooms rounding out the interior. This home has been extensively upgraded for peace of mind, including a new roof, new HVAC system, new water filtration system, new gas service line, and an updated kitchen, combining classic character with modern reliability. Outside, the expansive backyard is an entertainer's dream, featuring a covered patio, lush Saint Augustine lawn, mature landscaping, and a garden area ready for your green thumb, complemented by a detached two-car garage with convenient back alley access that provides extra storage, parking flexibility, and potential for future use. Just minutes from downtown Upland's shops and restaurants, top-rated schools, and easy freeway access, this delightful home combines classic Upland charm with the updates today's buyers are looking for, offering a rare opportunity to own a piece of this beloved, tree-lined community.