This iconic Bayshore estate is nestled on a 100 x 250 homesite overlooking Hillsborough Bay and features expansive city skyline views from nearly every room. The 5,000+ sf residence has seen some tasteful upgrades over its long history. The inviting foyer showcases an original staircase and opens to the formal living and dining rooms which feature custom millwork, wood burning fireplace and French doors leading to the spacious grounds. A stunning open concept kitchen includes Bayshore's waterfront dining views and a spacious family room that overlooks the private backyard with its new saltwater pool and recreational sport-court beyond. The private office wing is handsomely appointed with custom cabinetry, tranquil bay views and an adjacent flex room with full bath. The second floor boasts an enviable owner's retreat with fireplace, luxury master bath and an oversized custom walk-in closet. Completing the 2nd floor are three additional bedrooms and a second staircase to the family room. Additional amenities include first and second floor laundry rooms and a side entry three car garage. A sound investment with incredible opportunities for the next fortunate homeowners!