5414 Riverside Dr, Port Orange, FL 32127

From the moment you arrive, this extraordinary estate reveals very little of what lies beyond its gates. Privately positioned just steps from the Halifax River, this ONE-OF-A-KIND COMPOUND offers an exceptional blend of luxury, scale, and versatility — featuring TWO FULL RESIDENCES plus a PRIVATE STUDIO across more than 6,000 SQ FT of living space on ONE REMARKABLE PROPERTY. Tucked behind the original residence is the true showpiece: a CUSTOM-BUILT 5,000+ SQ FT ESTATE completed only a few years ago. Inside, SOARING CEILINGS, a dramatic FLOOR-TO-CEILING STONE FIREPLACE, and a CUSTOM WROUGHT IRON STAIRCASE create an unforgettable first impression. TONGUE-AND-GROOVE CEILINGS in the living room flow seamlessly into the ENCLOSED PATIO and DUAL REAR BALCONIES, adding warmth and sophistication throughout. Designed for elevated entertaining and everyday luxury, the main level offers TWO EXPANSIVE ENSUITE BEDROOMS, creating a rare opportunity for MULTIPLE PRIMARY-STYLE SUITES throughout the home. At the center of it all is a MAGAZINE-WORTHY CHEF’S KITCHEN featuring OVERSIZED KITCHEN ISLAND with Granite Countertops, Custom Cabinetries, DUAL PANTRIES, and BRAND-NEW STAINLESS STEEL APPLIANCES. Just outside, the OUTDOOR KITCHEN with GRANITE COUNTERTOPS overlooks the spacious backyard with room for a FUTURE RESORT-STYLE POOL. Upstairs, the PRIMARY SUITE feels like a PRIVATE RETREAT complete with TWO FLEX ROOMS ideal for a nursery, office, glam room, or wellness space, along with a SPA-INSPIRED BATHROOM and PRIVATE BALCONY. This level also features a SOPHISTICATED WET BAR, additional lounge space, and an elegant FAMILY ROOM framed by OVERSIZED WINDOWS and BEAUTIFUL HALIFAX RIVER VIEWS. The THIRD-FLOOR LOFT is surrounded by windows with PANORAMIC RIVER VIEWS, making it the perfect library, art studio, yoga retreat, or guest escape filled with NATURAL LIGHT. Beneath the enclosed patio is a PRIVATE-ENTRY 1,000 SQ FT STUDIO/BASEMENT SUITE with TWO BEDROOMS, a HALF BATH, and LAUNDRY HOOKUPS - ideal for MULTIGENERATIONAL LIVING, GUEST QUARTERS, a FITNESS STUDIO, or INCOME-PRODUCING POTENTIAL. The ORIGINAL FRONT RESIDENCE adds another 1,296 SQ FT with a TWO-CAR GARAGE, UPDATED KITCHEN with MARBLE COUNTERTOPS and WHITE CABINETRY, plus beautifully RENOVATED BATHROOMS; perfect for guests, extended family, or rental opportunities. The entire property has been thoughtfully elevated with a THREE-FOOT LIFT, RETAINING WALL, and NEW PAVERS surrounding the estate for added curb appeal and peace of mind. Tropical landscaping creates a PRIVATE GARDEN OASIS with MANGO, MORINGA, LEMON, JACKFRUIT, and other FRUIT TREES throughout the grounds. Located just MINUTES TO THE BEACH, RIVERWALK PARK, renowned WATERFRONT DINING, and nearby PUBLIC BOAT ACCESS, this estate offers the rare combination of privacy, luxury, and lifestyle in one unforgettable setting. Built to bring generations together - this is more than a home, it’s a LEGACY PROPERTY. LIVE IN ONE. HOST IN ANOTHER. CREATE INCOME FROM THE REST.