222 E Chestnut St

A 19-story prewar condominium built in 1929, this boutique full-service building sits in the Streeterville–Gold Coast border of Chicago. The property retains significant period character: plaster crown moldings, arched entryways, parquet and hardwood floors, decorative built-ins and carved millwork throughout common corridors and many homes. Elevator service is staffed, and the building maintains a staffed 24-hour door team and an historic manual elevator operation. Common interior provisions emphasize classic finishes and convenience — a formal lobby, concierge-style door staff, a small fitness room, generous storage lockers for owners, and coin-free laundry facilities supported by the association. Exterior shared spaces include a rooftop deck with lake and skyline sightlines and a secure dog run; bike storage and valet/garage parking options are available in adjacent garages rather than under the building. Residential layouts are primarily two- and three-bedroom plans, often featuring large formal dining rooms, separate foyers or gallery halls, high ceilings, built-in cabinetry and ample closet space. The association covers heat, water and some communications services; the building is pet friendly with no formal weight limit, allows long-term rentals, and is largely owner-occupied. Its location places residents steps from Michigan Avenue, Oak Street and the lakefront, delivering an exceptionally walkable urban lifestyle with immediate access to shopping, restaurants, cultural venues and transit.