Own a piece of Chicago real estate history. This meticulously maintained checkerboard octagon bungalow in Belmont Cragin was thoughtfully remodeled in partnership with the Chicago Historic Bungalow Association in 2007, preserving its architectural character while introducing tasteful modern updates. Step inside to discover a truly one-of-a-kind interior, where curated art, vintage furnishings, and thoughtful design choices create a home full of warmth and personality. With two bedrooms and a full bathroom on each level, the home offers exceptional flexibility. The current owners have transformed the entire second floor into a luxurious primary suite, using the second bedroom as an expansive reading lounge, study, and vinyl listening room. The upstairs bath blends modern finishes with timeless character, featuring a classic clawfoot tub, mosaic tile floors, subway tile, and a wraparound shower curtain that pays homage to the era in which the home was built. The octagon design creates an impressive first impression, filling the front living room with light and providing an abundance of living space. There's room for an oversized sectional that comfortably seats a crowd, making it the perfect place to gather with friends and family. Custom built-in shelving adds character before leading you into a spacious dining room that easily accommodates a large dining table, buffet, or hutch-ideal for everything from holiday dinners to casual weeknight meals. The kitchen has everything a home chef could want, including abundant countertop space, generous cabinetry, stainless steel appliances, and a center island with a built-in pot rack that will remain with the home. Just outside the kitchen, the deck offers the perfect spot for your grill while still providing plenty of room for outdoor lounging and a bistro or dining table, creating an easy extension of your living space during the warmer months. The finished lower level adds even more versatility. Whether you envision it as a recreation room, family room, home theater, or game room, the space is ready to fit your lifestyle. The lower level also includes two additional bedrooms, a full bathroom, and a dedicated laundry room, offering plenty of room for guests, hobbies, or a home office. Outside, you'll find a private backyard, perfect for relaxing or entertaining, along with a detached two-car garage. This is a home that celebrates Chicago's architectural heritage while offering the space, comfort, and flexibility today's buyers are looking for. Recent Improvements Include: 2024: New roof and gutters 2019: New humidifier, new blinds, new windows, and tuckpointing 2018: New kitchen appliances and primary bathroom remodel 2017: Closed-cell insulation installed on the second floor. 2024 Property tax $7349.98