Classic architecture meets modern updates in this beautiful three-story Tudor-style stucco home ideally located just steps from Wesleyan University and within walking distance to vibrant downtown Middletown, where restaurants, shopping, and entertainment are right at your doorstep. Built in 1926, this distinctive residence showcases timeless character while benefiting from numerous thoughtful updates. Recent improvements include a new roof, gutters, updated electrical system, interior painting, refinished hardwood flooring, and many replacement windows-allowing the home's original charm and craftsmanship to shine while providing modern comfort. Sun-filled rooms and generous living spaces create a warm and inviting atmosphere throughout the home's three levels. The flexible floor plan offers six spacious bedrooms and three and a half baths, ideal for guests, home offices, or multi-generational living. The private primary suite features its own full bath and sitting area offering a quiet retreat. Classic details, beautiful hardwood floors, and abundant natural light enhance the home's character, while the spacious layout provides versatility for today's lifestyle. Located in one of Middletown's most desirable neighborhoods, this property offers the rare combination of historic elegance, modern updates, and exceptional walkability to campus and the thriving downtown district. A truly special opportunity to own a gracious and beautifully maintained Tudor in a prime location.