Homewood offers 29 subdivisions and condo buildings, giving buyers a genuinely varied mix of housing stock within a compact, walkable suburb. Homewood Shores stands out as the largest active community by listing count, offering condo and townhouse living at accessible price points. Established resale neighborhoods like Old Homewood, Southgate, Woodborough and Ravisloe anchor the single-family side of town with mature lots and traditional architecture, while condo and townhouse buildings such as Cherry Brook, Cherry Creek Towers and Pinetree give buyers lower-maintenance alternatives. For those seeking single-level, low-upkeep living, Cameo and The Garden At Homewood Place are the community's two designated 55+ active adult options. Smaller pocket neighborhoods, including Riegel Manor, Downey Manor and Pinewood Manor, round out the inventory with a blend of vintage and updated homes rather than new construction. Overall, this is a market built on established housing stock rather than ground-up development, making it a fit for first-time buyers, downsizers and retirees drawn to Homewood's Metra access and downtown character, with pricing that stays firmly in the affordable-to-moderate range for the south suburbs.