Gabriella Massaro

Welcome to 50 Willowood Ln — a private luxury estate in Oldsmar offering unmatched privacy, architectural scale, and resort-style living. Located on a sprawling 1.4-acre homesite on a cul-de-sac with no rear neighbors inside the gated Deerpath enclave of East Lake Woodlands, this 4-5 bedroom home offers over 7000sf of combined living space. This executive pool home blends timeless elegance with high-end upgrades, beginning with stunning, rich, turkish tile herringbone floors that create a dramatic designer statement throughout the main level. Soaring ceilings, expansive windows, and an open-concept floor plan flood the interiors with natural light, delivering the expected volume and grandeur. Designed for elevated indoor-outdoor living, the property showcases nearly 2,000 square feet of screened-in outdoor entertainment space, creating a true private resort experience. The massive, completely reimagined resort-style pool anchors the outdoor retreat — ideal for upscale entertaining, sunset gatherings, and year-round Florida living. With serene preserve-like surroundings and no rear neighbors, this estate offers exceptional tranquility and exclusivity rarely found in Pinellas County. The first-floor primary suite provides a private sanctuary featuring dual walk-in closets and a spa-inspired ensuite bath complete with a multi-head steam shower for a true wellness experience. At the heart of the home, the chef’s kitchen is designed to impress — boasting dual sinks, extensive granite countertops, abundant custom cabinetry, a large center island, breakfast bar seating, and an oversized eat-in dining area. Perfectly suited for entertaining on a grand scale, the kitchen opens to a spacious family room featuring a stunning stone fireplace and wet bar, blending warmth and sophistication. A versatile bonus flex room (approximately 230 SF) with a private entrance offers exceptional flexibility as a fifth bedroom, guest retreat, executive office, or in-law suite — ideal for multigenerational living. Major mechanical updates provide peace of mind, including a roof replacement, two hot water heaters, one tankless, enhancing efficiency and supporting the needs of a luxury estate lifestyle. Commercial grade LED lights surround the property, offering over $20,000 of colorful or white accent lighting in addition to the landscape lights. Located within the secure, gated Deerpath section of East Lake Woodlands, residents enjoy privacy, prestige, and convenient access to Tampa Bay’s premier golf, boating, fine dining, and top-rated schools. This is a rare opportunity to own a luxury pool estate on acreage in one of the most sought-after gated communities in the Tampa Bay area. Experience elevated Florida luxury living — where privacy, sophistication, and resort-style amenities converge in one extraordinary property.