Welcome to 1440 Highland Avenue, a character-filled home where timeless architecture, beautiful natural light, and gracious living spaces come together in one of Rochester’s most beloved settings! From the classic exterior and mature landscaping to the charm felt before you even step inside, this home makes a lasting impression from the start. The main level offers a wonderful blend of formal spaces and everyday comfort. The living room is warm and inviting, anchored by a gas fireplace and framed by French doors that open to a large screened-in porch, creating a seamless place to relax, gather, or enjoy the surrounding greenery. The formal dining room brings even more charm with beautiful window seating and an adjoining office, offering a thoughtful space for work, reading, or a quiet retreat. The eat-in kitchen is bright and functional with classic cabinetry, generous storage, and room for casual meals. A separate den or study adds another flexible living area, while a charming half bathroom completes the first floor. Upstairs, the second level features four well-sized bedrooms and two full bathrooms. The primary bedroom stands out with its own full bathroom, gas fireplace, and beautiful natural light, creating a warm and comfortable retreat. The additional bedrooms are generous in size and continue the home’s inviting feel with bright windows and thoughtful proportions throughout. The third level adds even more flexibility with two additional bedrooms, both featuring California Closets, along with a full bathroom. This level offers wonderful space for guests, hobbies, offices, or extended living. Outside, the fully fenced yard feels like a natural extension of the home, surrounded by mature trees and layered landscaping that create a beautiful setting for everyday enjoyment. An electric pet fence adds convenience, while the carport and detached garage provide practical parking and storage. With its gas fireplaces, French doors, screened-in porch, flexible living spaces, and unmistakable character, 1440 Highland Avenue is timeless, inviting, and truly one of a kind! The finished third floor adds 354 square feet.