Welcome to 2665 Tierra Circle, a captivating Mediterranean-inspired residence nestled in the desirable Casa Aloma neighborhood of Winter Park. This thoughtfully maintained 4-bedroom, 2-bath home spans 1,885 square feet and has been lovingly cared for by a single owner for the past 23 years, evident in every detail throughout. Step inside to discover a flowing floor plan featuring distinct living, dining, and family rooms, all bathed in abundant natural light, particularly during the afternoon hours. The home's signature feature is its numerous French doors that seamlessly connect the interior spaces to enchanting garden islander styled courtyard areas, creating an indoor-outdoor living experience reminiscent of classic Mediterranean architecture. Elegant tile flooring flows throughout the home, complemented by crown molding that adds a refined touch to each room. The primary bedroom serves as a private retreat with its en suite bathroom featuring a walk-in shower, while three additional guest bedrooms share a well-appointed hall bath. Notably, the dividing wall between the third and fourth bedrooms has been removed to create a generous suite, offering flexibility to reinstate a fourth private bedroom with simple drywall installation if desired. The true showpiece of this property is the mature landscaping and garden spaces that surround the home, offering multiple courtyard areas perfect for entertaining or peaceful relaxation. The private pool provides a refreshing escape, while block walls throughout ensure complete privacy on the spacious 0.24-acre corner lot. Practical updates include a 2021 HVAC system and 2019 roof, natural gas utilities, and a large laundry and storage room. The two-car garage completes this exceptional offering, presenting a rare opportunity to own a meticulously maintained retreat in one of Winter Park's most sought-after neighborhoods.