The 10 Biggest Home Sales in Chicago This Year

The ten biggest closed sales in Chicago over the last 12 months total $63.7M, ranging from $5,750,000 to $8,225,000. These are the top closings across every Compass agent in the metro, drawn from transaction histories for the period ending in the Summer 2026 issue. The list spans city neighborhoods, the North Shore and the western suburbs, showing that the city's highest-priced homes do not sit in one place.   ## The list 1. **4027 North Broadway in Buena Park** — $8,225,000, closed November 2025, 2,500 sq ft · The Rowland Group 2. **209 East Lake Shore Drive in Gold Coast** — $7,500,000, closed November 2025, 7 bed, 9 bath, 12,250 sq ft · Jeff Lowe 3. **9 West Walton Street in Gold Coast** — $6,400,000, closed November 2025, 3 bed, 4 bath, 4,500 sq ft · Jeff Lowe 4. **261 East Onwentsia Road in Lake Forest** — $6,350,000, closed May 2026, 8 bed, 13 bath, 11,542 sq ft · [The GGL Group](https://directory.luxuryhomesshowcase.com/listings/the-ggl-group) 5. **1722 North Burling Street in Lincoln Park** — $6,050,000, closed April 2026, 8 bed, 7 bath, 7,300 sq ft · Mario Greco 6. **819 Chestnut Avenue in Wilmette** — $5,955,000, closed October 2025, 5 bed, 6 bath, 7,172 sq ft · Joanne Hudson 7. **1438 North Dearborn Street in Gold Coast** — $5,950,000, closed February 2026, 5 bed, 8 bath, 3,564 sq ft · [Emily Smart LeMire](https://directory.luxuryhomesshowcase.com/listings/emily-smart-lemire) 8. **544 West Wellington Avenue in Lake View East** — $5,800,000, closed March 2026, 22 bed, 16 bath, 14,208 sq ft · [The Standard Group](https://directory.luxuryhomesshowcase.com/listings/the-standard-group) 9. **835 West Chalmers Place in DePaul** — $5,761,500, closed June 2026, 6 bed, 8 bath, 8,500 sq ft · Jeff Lowe 10. **165-197 Schneider Road in Kaneville Township - Kane County** — $5,750,000, closed February 2026, 6 bed, 13 bath, 6,500 sq ft · Wesley Ingold The sales cluster in Gold Coast with three closings, but the rest are scattered from Lake Forest to Kaneville Township. The price range holds steady between $5,750,000 and $8,225,000, so a home at the bottom of this list is not far from the top in dollars, even if it is far in square footage. That consistency suggests buyers at this level are paying for specific properties rather than chasing a single address.  Jeff Lowe sold three of the ten, including two in Gold Coast and one in DePaul, which is the only repeat name on the list. The Rowland Group, The GGL Group, Mario Greco, Joanne Hudson, Emily Smart LeMire, The Standard Group and Wesley Ingold each closed one. For a seller at this price, the pattern shows that while one agent has depth, the market is not locked to a single name, and other specialists have closed comparable homes. The GGL Group, Emily Smart LeMire and The Standard Group are on the directory, and their pages carry current listings, contact details and open houses. A reader can move from this list of closed sales to what those agents have on the market now. The full ranking is a record of what closed, which is the most reliable guide to who is selling at the top of Chicago's market. *Source: the Compass transaction histories of every Compass agent in the Chicago area, as recorded on September 16, 2026; closed sales over the 12 months to August 2026. Prices are the recorded sale prices.*