The Painted Lady, built in 1891, is truly one of a kind and an iconic part of Ocean City s historic charm. This stunning Victorian single-family home, also known as The Thomas S. Simmons House, offers over 5,600 square feet of living space and was thoughtfully restored in 2019 while preserving its timeless character and elegance. The main home features 6 bedrooms, including a beautiful primary suite, and 3.5 baths. A spacious, cozy wraparound front porch one of the finest in Ocean City welcomes you into a formal entry showcasing the home s exquisite vintage craftsmanship, including extensive woodwork, original fixtures, a grand staircase, hardwood floors, glass doorknobs, and classic switch plates. The interior is tastefully appointed with a blend of historic charm and modern comfort, featuring an updated eat-in kitchen with stainless steel appliances, granite countertops, a large center island, formal dining room, elegant parlor with piano, office, and beautifully remodeled baths with custom tile, elevated granite-top vanities, and glass-enclosed showers. Additional highlights include gas hot water baseboard heat, all-new electric, a tankless water heater, newer windows, and more. One of the property s rarest features is the large, shaded outdoor entertaining area complete with a paved patio perfect for barbecuing, dining, and relaxing, along with a 2-car paver driveway and enclosed outdoor shower. Bonus for investors the property also includes five additional apartments consisting of Rear Duplex G1 with 1 bedroom and 1 bath, G2 with 3 bedrooms and 1.5 baths, Apartment A with 2 bedrooms and 1 bath, Apartment B with 1 bedroom and 1 bath, and Apartment C, an efficiency unit. Attached to the listing is the current rental information for all six units. Potential seasonal rental income exceeds $150,000 annually. Historic charm, an unbeatable location just moments from the beach, boardwalk, and downtown, plus exceptional rental income potential! See you at The Painted Lady!