Welcome to this exceptional duplex, a rare gem in Winter Park offering unmatched flexibility and investment potential. Whether you're looking for a turnkey rental property, a multigenerational living solution, or a home with a private in-law or student suite, this property delivers! Each spacious unit boasts 3 bedrooms and 2 bathrooms, designed with a modern, elegant aesthetic. With dual living areas, kitchens, and baths, this property offers endless possibilities for homeowners and investors alike. The interiors are thoughtfully designed with high-end finishes and contemporary touches throughout, including recessed lighting, sleek fixtures, and an open-concept layout that enhances the home's bright and airy feel. The gourmet kitchens serve as the heart of each home, featuring 42" black cabinetry, granite or quartz countertops, decorative backsplashes, and stainless steel appliances, creating a stylish and highly functional space. The open living and dining areas offer a seamless flow, enhanced by ceramic tile and wood flooring that adds a sophisticated touch. The first-floor primary suites provide privacy and convenience, while additional bedrooms upstairs, along with a secondary living area, create a flexible layout perfect for guests, a home office, or growing families. Each bathroom is elegantly updated with sleek vanities, designer fixtures, and spa-like finishes, bringing luxury to everyday living. Strategically placed laundry areas add to the home's functionality. Outside, the private paved backyard patios, enclosed by vinyl fencing, provide a serene space for outdoor relaxation, entertaining, or dining al fresco. The unbeatable location places you just steps from Park Avenue and Winter Park Golf Course, with easy access to the best dining, shopping, and outdoor recreation. The property is also near Rollins College, Winter Park Village, and the train station, making it a prime choice for both convenience and lifestyle. This duplex can be purchased separately or together (720 & 726 N Pennsylvania Ave), and even offers owner financing options making it an ideal opportunity for an income-producing investment, multigenerational living, or a private in-law or student suite. Whether you're looking to generate rental income, create a home for extended family, or enjoy a private dual-living setup, this property meets every need. Don't miss your chance to own this exceptional duplex in one of Winter Park's most sought-after locations. Schedule your private showing today!