Lakeview East
$700K-$2.5M condosBroadway & Hawthorne, Chicago, IL 60657
SafetyA-
PrivacyHigh
Drive6m
The blocks between Broadway and Lake Shore Drive, anchored by Belmont Harbor, mix vintage co-ops and full-amenity high-rises with 24-hour doormen.
Every recommendation here radiates from Wrigley Field at 1060 W Addison Street in Chicago's Lakeview/Wrigleyville neighborhood, where the Cubs both play and work out, not from the Loop downtown. The picks favor the quiet, lakefront-adjacent pockets of Lakeview East and the Southport Corridor that let a player walk or drive to the ballpark in minutes while staying out of the game-day crowds. Think privacy, lake access, and an easy commute up Clark, Halsted, or Lake Shore Drive.
The blocks between Broadway and Lake Shore Drive, anchored by Belmont Harbor, mix vintage co-ops and full-amenity high-rises with 24-hour doormen.
The most expensive pocket of Lakeview, lined with restored brownstones and new construction on tree-shaded residential streets just west of the ballpark.
A tucked-away, residential enclave just west of Wrigleyville with a small-town main street and minimal tourist traffic.
A leafy, family-oriented neighborhood northwest of Wrigley with strong public schools and wide residential lots.
The neighborhoods above sit inside a twenty-minute drive of Wrigley Field. But many athletes prioritize lifestyle, privacy, and prestige over commute — these are the areas across Chicago where athletes most often buy and rent, even though they’re a longer drive from the facility.
The North Shore's old-money capital, with gated multi-acre estates set among ravines and bluffs along Lake Michigan. Elite private and public schools (Lake Forest Academy, Woodlands) and a discreet, deeply established community of executives and athletes.
Two of the wealthiest villages in Illinois, with tree-lined streets, lakefront mansions, and the nationally ranked New Trier school district. Jay Cutler and Bears head coaches have rented and bought here; lakefront homes routinely clear $4M.
Leafy, secluded lakefront suburbs where privacy comes from large wooded lots rather than guard gates — Michael Jordan built his famous fenced-and-gated 7.4-acre '23' estate in Highland Park. Strong schools and an arts-and-culture pedigree.
The marquee western-suburban alternative to the North Shore, with turn-of-the-century mansions in Hinsdale and newer gated estate enclaves in Burr Ridge. Nationally ranked District 86 schools and a polished walkable downtown.