This distinguished landmark villa is situated in picturesque Morningside atop a prime lot and welcomes with period details and modern amenities. The property has seen a tasteful expansion, now hosting a primary residence bathed in natural light, encompassing five expansive bedrooms and five full baths and one half bath. Moreover, the estate features a charming pool house that is home to one of the bed/bath suites, a spacious loft, and a living space serving as an idyllic extension of the living space. Upon entry, guests are welcomed into a grand, two-storied foyer that gracefully transitions into a spacious sitting room adorned with a fireplace and further leads into a sun-drenched family room. With its elegant French doors, the family room opens onto the inviting outdoor pool and meticulously crafted rear yard. The interior spaces are richly appointed with hardwood flooring, exquisite Honduran Mahogany window and door trims, and a breathtaking coffered ceiling in the family room—each element contributing to the home’s warm and stately ambiance. The heart of the house is its remarkable designer kitchen, a testament to form and function. It features an expanded/sprawling island crowned by a solid marble top, a bespoke copper sink, top-tier appliances, and timeless cabinetry complemented by casement windows. The adjoining breakfast area is charming, with an arched nook and a conveniently located scullery pantry. The main floor has a formal dining room with built-in cabinetry and a luxury guest/half bath. Ascend to the sanctuary of the upper floor, where the luxurious primary suite awaits. This tranquil retreat is illuminated by designer lighting fixtures that double as pieces of art and is surrounded by a triptych of arched casement windows that imbue the space with light and splendor, extending into the spa-like en suite bath. The primary bath is a haven of relaxation, centered around a freestanding bathtub, complemented by dual floating vanities, ample storage, a water closet, and a seamless glass shower. Two additional, generously sized bedrooms share an updated bath, while a fourth enjoys an en suite arrangement alongside a convenient laundry facility. The home’s lower level reveals a wine cellar and tasting room, an additional living space, and a full bath, perfectly rounding out this exceptional residence. The outdoor haven features a heated PebbleTec pool, spa, pergola, and expansive pool deck, all enveloped by a privacy fence, offering a secluded oasis. An arched gateway introduces a second patio, designed with an outdoor fireplace and grill, ensuring the pool house’s lofty ceilings, kitchenette, and full bath remain a coveted retreat for guests. Completing this magnificent estate are a two-car garage, additional parking, meticulously designed landscape lighting, and smart home integrations, including a built-in surround sound system, all beneath the classic beauty of a terracotta barrel-tile roof. Situated within the Morningside Elementary School district, the property enjoys proximity to community trails, parks, and local shopping and dining venues, ensuring 1598 W. Sussex Road is not just a residence but a gateway to a lifestyle of luxury and convenience.