1100 W Montrose Avenue # 503

First time available in 20 years, this exceptional two bedroom plus flex space, two bath duplex-up offers dramatic scale, refined updates, and tranquil treetop views overlooking historic Graceland Cemetery, a designated Level II arboretum. Thoughtfully designed across two levels where every square foot is livable, the home is filled with beautiful southern light and enhanced by newly refinished hardwood floors. The updated open kitchen features quartz countertops, refreshed custom cabinetry, and crisp contemporary finishes, flowing seamlessly into the expansive living and dining space. Soaring 19-foot ceilings, oversized windows, and a gas fireplace create a striking sense of volume and warmth, while the private balcony extends the living space outward with peaceful treetop views. The main level also includes a generously sized second bedroom and a full bath, ideal for guests or flexible everyday living. Upstairs, a lofted flex space overlooks the main living area and offers the perfect setting for a home office, media lounge, or reading retreat. The spacious primary suite features excellent closet space, skyline views of the city, and a well-appointed bath with dual vanity, separate shower, and jacuzzi tub. Residents also enjoy access to a common rooftop deck with sweeping city views. Additional highlights include an elevator, deeded exterior parking in a gated lot, private storage cage, and bike storage. Ideally located just two blocks from the CTA Red and Purple Lines and moments from the lakefront, Target, Montrose Beach, Southport Corridor, Uptown, Wrigleyville, and Andersonville, with convenient access to Lake Shore Drive.