5414 Riverside Dr, Port Orange, FL 32127

* * MOTIVATED SELLER * * Privately tucked just steps from the Halifax River, this one-of-a-kind, MULTIGENERATIONAL estate with POTENTIAL INCOME PRODUCING Opportunity offers blend of luxury, flexibility, and lifestyle with TWO FULL RESIDENCES plus a PRIVATE STUDIO, totaling over 6,000 SQ FT on one remarkable property. MAIN RESIDENCE: Hidden behind the original home is a custom-built 5,000+ SQ FT estate featuring SOARING CEILINGS a dramatic floor-to-ceiling stone fireplace, CUSTOM WROUGHT IRON STAIRCASE, tongue-and-groove ceilings, and multiple balconies with beautiful RIVER VIEWS. The home offers MULTIPLE ENSUITE BEDROOM, UPDATED KITCHEN with an oversized island, custom cabinetry, dual pantries, brand-new stainless steel appliances, and an outdoor kitchen overlooking a backyard with room for a resort-style pool. The upper level features a luxurious PRIMARY SUITE with 2 FLEX ROOMS, a spa-inspired bath, PRIVATE BALCONY, WET BAR, family room, and panoramic Halifax River views. A third-floor loft provides the perfect space for an office, library, art studio, or yoga retreat. A 1,000 SQ FT PRIVATE ENTRY STUDIO SUITE with 2 bonus rooms, a half bath, and laundry hookups offers endless possibilities for multigenerational living, guests, a home business, or rental income. HOUSE # 2: The original front residence includes 1,296 SQ FT, a TWO-CAR GARAGE, an UPDATED KITHEN with marble countertops, and beautifully renovated bathrooms, ideal for extended family or additional rental potential. The property is further enhanced by a retaining wall, elevated approximately 3 FEET ABOVE GROUND, and surrounded by beautiful PAVERS. Lush tropical landscaping and mature fruit trees complete this private retreat. Located just minutes from the BEACH, RIVERWALK PARK, waterfront dining, and public boat access, this is a rare opportunity to own a true legacy property. Live in one. Host in another. Generate income from the rest.