Experience the pinnacle of luxury living in the heart of downtown Winter Park with this stunning penthouse residence at The Landmark—an exclusive enclave of just 13 finely appointed condominiums along Park Avenue's iconic brick streets. Amid award-winning restaurants, boutique shops, charming sidewalk cafés and art galleries, this elegant condominium offers the ultimate in urban sophistication and convenience. Surrounded by the energy and charm of Park Avenue—recently featured on the Today Show and home to Central Park, the beloved Winter Park Sidewalk Art Festival and countless community events—this residence places you at center of one of Florida's desirable lifestyle destinations. Meticulously maintained, The Landmark offers a private and serene setting behind a wrought-iron gate that opens to a tranquil central courtyard adorned with a classic fountain and the soft glow of 42 gas lanterns, creating a romantic and inviting ambiance. This penthouse unit, Residence J, features soaring ceilings, abundant natural light, and numerous French doors that open to outdoor terraces with sweeping views of Morse Boulevard and vibrant streetscape below. Inside, the open concept living and dining spaces are centered around a gas fireplace and flow seamlessly into a well-appointed chef's kitchen complete with integrated appliances, gas range, breakfast nook and ample counter space for casual meals and entertaining. The primary suite offers exceptional comfort with dual vanities, dual water closets, a large walk-in shower and a custom walk-in closet. Bedroom two features access to a Jack and Jill bath, while bedroom three offers its private en suite and a Juliet balcony—an ideal perch for taking in the city's charm from above. Additional highlights include two deeded underground parking spaces, a climate-controlled private storage room, and access to a shared summer kitchen and courtyard gathering space, ideal for morning coffee or sunset cocktails with neighbors. Whether you're a local urban dweller, a seasonal resident or a global traveler seeking a lock-and-leave lifestyle, this rare offering at The Landmark delivers an unmatched combination of luxury, location and lifestyle in one of Central Florida's celebrated communities.