New to Market in Chicago: 65 Homes at $1M and Up This Week

Sixty-five homes at $1M and up came to market across Chicago this week, September 7 to September 13, 2026, with asking prices from $1,000,000 to $5,595,000 and a median of $1.79M. The listings touched 43 neighborhoods, from Lincoln Park and the Gold Coast to Winnetka, Lake Forest and the North Shore suburbs. For a buyer, the week reads as a broad sample of the metro's upper tier rather than a single pocket, which makes it worth a look before the best of it goes.   ## The new listings 1. **441 West Deming Place, Lincoln Park** — $5,595,000, 5 bed, 5 bath, 5,664 sq ft · [Frank Jeffery](https://directory.luxuryhomesshowcase.com/listings/frank-jeffery) 2. **909 Cleveland Road, Hinsdale** — $3,999,000, 6 bed, 8 bath, 10,110 sq ft · [Kris Berger](https://directory.luxuryhomesshowcase.com/listings/kris-berger) 3. **2333 West Huron Street, West Town** — $3,500,000, 10 bed, 8 bath · [The MVP Team](https://directory.luxuryhomesshowcase.com/listings/the-mvp-team) 4. **5429 Lawn Avenue, Western Springs** — $3,349,000, 6 bed, 7 bath, 7,909 sq ft · [Signature Homes](https://directory.luxuryhomesshowcase.com/listings/signature-homes) 5. **2831 North Pine Grove Avenue, Lake View East** — $3,295,000, 6 bed, 5 bath · [Kasper Group](https://directory.luxuryhomesshowcase.com/listings/kasper-group) 6. **621 Sheridan Road, Glencoe** — $2,975,000, 6 bed, 7 bath, 5,903 sq ft · [The Matlin Group](https://directory.luxuryhomesshowcase.com/listings/the-matlin-group) 7. **2 Hickory Lane, Northbrook** — $2,849,000, 6 bed, 7 bath, 8,559 sq ft · [Meredith Pierson](https://directory.luxuryhomesshowcase.com/listings/meredith-pierson) 8. **344 East Witchwood Lane, Lake Bluff** — $2,750,000, 5 bed, 5 bath, 4,850 sq ft · [Haley Levine](https://directory.luxuryhomesshowcase.com/listings/haley-levine) 9. **438 Birch Street, Winnetka** — $2,749,900, 5 bed, 5 bath, 5,000 sq ft · [Stacy Burgoon](https://directory.luxuryhomesshowcase.com/listings/stacy-burgoon) 10. **1235 Longmeadow Lane, Glencoe** — $2,650,000, 5 bed, 6 bath, 4,336 sq ft · [Bleu Randall](https://directory.luxuryhomesshowcase.com/listings/bleu-randall) 11. **6022 North Ionia Avenue, Sauganash** — $2,400,000, 6 bed, 6 bath, 6,000 sq ft · The Cerny Team 12. **2233 North Burling Street, Lincoln Park** — $2,400,000, 4 bed, 4 bath, 3,500 sq ft · [Lowe Group Chicago](https://directory.luxuryhomesshowcase.com/listings/lowe-group-chicago) 13. **363 East Wacker Drive, New Eastside** — $2,295,000, 3 bed, 3 bath, 2,499 sq ft · [Lowe Group Chicago](https://directory.luxuryhomesshowcase.com/listings/lowe-group-chicago) 14. **3030 North Lake Shore Drive, Lake View East** — $2,295,000, 4 bed, 4 bath, 700 sq ft · [Lowe Group Chicago](https://directory.luxuryhomesshowcase.com/listings/lowe-group-chicago) 15. **55 West Delaware Place, Gold Coast** — $2,225,000, 3 bed, 5 bath, 5,500 sq ft · [Alexandre Stoykov](https://directory.luxuryhomesshowcase.com/listings/alexandre-stoykov) 16. **734 Central Avenue, Highland Park** — $2,200,000, 3 bed, 4 bath, 3,010 sq ft · Jacqueline Lotzof 17. **165 Maple Avenue, Highland Park** — $2,200,000, 4 bed, 4 bath, 4,322 sq ft · [Janet Borden](https://directory.luxuryhomesshowcase.com/listings/janet-borden) 18. **2330 North Kedzie Boulevard, Logan Square** — $2,195,000, 5 bed, 4 bath, 6,178 sq ft · [Malone Residential](https://directory.luxuryhomesshowcase.com/listings/malone-residential) 19. **2109 West Sunnyside Avenue, Ravenswood** — $2,100,000, 5 bed, 6 bath, 3,800 sq ft · Holly Collins 20. **4100 North Oakley Avenue, St. Ben's** — $2,099,988, 5 bed, 6 bath, 4,000 sq ft · [Kasper Group](https://directory.luxuryhomesshowcase.com/listings/kasper-group) 21. **1288 Sunview Lane, Winnetka** — $1,999,000, 5 bed, 5 bath, 3,914 sq ft · Mike LeFevere 22. **2245 Drury Lane, Northfield** — $1,995,000, 3 bed, 3 bath, 3,894 sq ft · The Joanne Hudson Group 23. **119 West Delaware Place, Downtown Chicago** — $1,995,000, 4 bed, 5 bath, 4,400 sq ft · [Lowe Group Chicago](https://directory.luxuryhomesshowcase.com/listings/lowe-group-chicago) 24. **152 West Huron Street, River North** — $1,995,000, 3 bed, 3 bath, 4,300 sq ft · [Joanne Nemerovski](https://directory.luxuryhomesshowcase.com/listings/joanne-nemerovski) 25. **2214 West Oakdale Avenue, Hamlin Park** — $1,990,000, 6 bed, 5 bath, 4,500 sq ft · RH Group Chicago 26. **1400 Kurtis Lane, Lake Forest** — $1,975,000, 6 bed, 6 bath, 6,105 sq ft · [The GGL Group](https://directory.luxuryhomesshowcase.com/listings/the-ggl-group) 27. **4844 North Hermitage Avenue, Uptown Chicago** — $1,975,000, 6 bed, 5 bath, 4,800 sq ft · [The Terra Group](https://directory.luxuryhomesshowcase.com/listings/the-terra-group) 28. **887 Ash Street, Winnetka** — $1,950,000, 4 bed, 4 bath, 3,045 sq ft · [The Meyers Group](https://directory.luxuryhomesshowcase.com/listings/the-meyers-group) 29. **1711 Midwest Club Parkway, Oak Brook** — $1,950,000 · [Signature Homes](https://directory.luxuryhomesshowcase.com/listings/signature-homes) 30. **1425 North Campbell Avenue, East Humboldt Park** — $1,925,000, 9 bed, 9 bath · [Adam Max](https://directory.luxuryhomesshowcase.com/listings/adam-max) 31. **586 Earl Drive, Northfield** — $1,899,000, 6 bed, 5 bath, 5,338 sq ft · [The Paige Dooley Team](https://directory.luxuryhomesshowcase.com/listings/the-paige-dooley-team) 32. **3841 North Kenneth Avenue, Old Irving Park** — $1,849,000, 5 bed, 5 bath, 3,950 sq ft · [Kasper Group](https://directory.luxuryhomesshowcase.com/listings/kasper-group) 33. **2314 North Lincoln Park West, Lincoln Park** — $1,799,000, 4 bed, 5 bath, 3,200 sq ft · [Lowe Group Chicago](https://directory.luxuryhomesshowcase.com/listings/lowe-group-chicago) 34. **716 20th Street, Wilmette** — $1,795,000, 5 bed, 5 bath, 4,830 sq ft · [Meg + Katie Group](https://directory.luxuryhomesshowcase.com/listings/meg-katie-group) 35. **1340 West Chestnut Street, Noble Square** — $1,775,000, 5 bed, 5 bath, 4,200 sq ft · [Lowe Group Chicago](https://directory.luxuryhomesshowcase.com/listings/lowe-group-chicago) 36. **60 East Monroe Street, Downtown Chicago** — $1,698,000, 3 bed, 3 bath, 2,450 sq ft · [Kalina Pon](https://directory.luxuryhomesshowcase.com/listings/kalina-pon) 37. **171 West Westminster Avenue, Lake Forest** — $1,695,000 · [The Matlin Group](https://directory.luxuryhomesshowcase.com/listings/the-matlin-group) 38. **1745 Sundrop Circle, Highland Park** — $1,675,000, 6 bed, 9 bath, 5,339 sq ft · Rita Masini 39. **545 West Windsor Road, Inverness** — $1,675,000, 4 bed, 7 bath, 7,061 sq ft · [Kim Alden](https://directory.luxuryhomesshowcase.com/listings/kim-alden) 40. **870 Prospect Avenue, Winnetka** — $1,649,000, 4 bed, 3 bath, 3,215 sq ft · [The Paige Dooley Team](https://directory.luxuryhomesshowcase.com/listings/the-paige-dooley-team) 41. **616 South Stough Street, Hinsdale** — $1,599,000, 5 bed, 4 bath, 4,635 sq ft · [Signature Homes](https://directory.luxuryhomesshowcase.com/listings/signature-homes) 42. **1960 Abbotsford Drive, Inverness** — $1,565,000, 5 bed, 4 bath, 6,428 sq ft · [Kim Alden](https://directory.luxuryhomesshowcase.com/listings/kim-alden) 43. **900 West Washington Boulevard, West Loop** — $1,525,000, 2 bed, 3 bath, 1,605 sq ft · England Group 44. **3709 North Bosworth Avenue, Lake View** — $1,500,000, 10 bed, 5 bath · [Matthew Mika](https://directory.luxuryhomesshowcase.com/listings/matthew-mika) 45. **26825 North Fairfield Road, Fremont Township - Lake County** — $1,500,000 · [Matthew Messel](https://directory.luxuryhomesshowcase.com/listings/matthew-messel) 46. **26825 North Fairfield Road, Fremont Township - Lake County** — $1,500,000, 4 bed, 2 bath, 1,612 sq ft · [Matthew Messel](https://directory.luxuryhomesshowcase.com/listings/matthew-messel) 47. **286 Avon Avenue, Northfield** — $1,499,000, 4 bed, 3 bath, 2,845 sq ft · [The Matlin Group](https://directory.luxuryhomesshowcase.com/listings/the-matlin-group) 48. **910 West Madison Street, West Loop** — $1,499,000, 3 bed, 3 bath, 2,500 sq ft · [Collin Wasiak](https://directory.luxuryhomesshowcase.com/listings/collin-wasiak) 49. **3479 Meadowlark Lane, Prairie Grove** — $1,475,000, 4 bed, 6 bath, 4,544 sq ft · [Kim Alden](https://directory.luxuryhomesshowcase.com/listings/kim-alden) 50. **930 West 35th Street, Bridgeport** — $1,375,000, 12 bed, 8 bath · [Adam Max](https://directory.luxuryhomesshowcase.com/listings/adam-max) 51. **1020 East Westleigh Road, Lake Forest** — $1,349,000, 3 bed, 3 bath, 2,886 sq ft · [Janet Borden](https://directory.luxuryhomesshowcase.com/listings/janet-borden) 52. **5954 North Paulina Street, Edgewater** — $1,250,000, 5 bed, 4 bath, 3,900 sq ft · Santiago Valdez 53. **10 Elm Street, Hawthorn Woods** — $1,250,000, 5 bed, 5 bath, 8,490 sq ft · [Kim Alden](https://directory.luxuryhomesshowcase.com/listings/kim-alden) 54. **8301 Skokie Boulevard, Skokie** — $1,249,000 · [The MVP Team](https://directory.luxuryhomesshowcase.com/listings/the-mvp-team) 55. **1812 West Erie Street, West Town** — $1,199,999, 8 bed, 3 bath · [The MVP Team](https://directory.luxuryhomesshowcase.com/listings/the-mvp-team) 56. **1161 Winwood Drive, Lake Forest** — $1,199,000, 4 bed, 6 bath, 4,967 sq ft · [Janet Borden](https://directory.luxuryhomesshowcase.com/listings/janet-borden) 57. **723 De Tamble Avenue, Highland Park** — $1,195,000, 3 bed, 3 bath, 2,951 sq ft · [Meredith Pierson](https://directory.luxuryhomesshowcase.com/listings/meredith-pierson) 58. **105 Prairie Avenue, Highwood** — $1,150,000, 3 bed, 4 bath, 2,638 sq ft · Lotzof Malk Residential 59. **3721 North Kenmore Avenue, Wrigleyville** — $1,100,000, 2 bed, 2 bath · [The MVP Team](https://directory.luxuryhomesshowcase.com/listings/the-mvp-team) 60. **1320 West Wrightwood Avenue, Wrightwood Neighbors** — $1,100,000, 3 bed, 2 bath, 1,600 sq ft · Brad Lippitz Group 61. **730 Fair Oaks Avenue, Oak Park** — $1,090,000, 4 bed, 4 bath, 2,839 sq ft · Hughes Home Team 62. **4752 North Lotus Avenue, Portage Park** — $1,075,000, 8 bed, 6 bath · [Matthew Mika](https://directory.luxuryhomesshowcase.com/listings/matthew-mika) 63. **1548 Tulip Tree Court, Glenview** — $1,050,000, 4 bed, 3 bath, 2,734 sq ft · [The Paige Dooley Team](https://directory.luxuryhomesshowcase.com/listings/the-paige-dooley-team) 64. **4412 West Bryn Mawr Avenue, Sauganash** — $1,050,000, 4 bed, 4 bath, 4,000 sq ft · The Cerny Team 65. **3707 North Albany Avenue, Irving Park** — $1,000,000, 4 bed, 4 bath · Ben Lalez The top of the week is 441 West Deming Place in Lincoln Park at $5,595,000, a five-bedroom, 5,664-square-foot home listed by Frank Jeffery, followed by 909 Cleveland Road in Hinsdale at $3,999,000 with 10,110 square feet. Below that the asks fall quickly toward the $1.79M median, and the specs show a split: the higher-priced homes are large suburban houses, while several downtown listings, such as 3030 North Lake Shore Drive at $2,295,000, ask more per foot on far smaller square footage. A buyer should read the asking prices as the starting line only.  Open houses on these and other listings are on the [directory's events page](https://directory.luxuryhomesshowcase.com/events). A weekly list is most useful as a shortlist, not a tour: pick the homes whose price and location fit, then move quickly, because new listings are the ones most likely to change. The agents behind these listings are on the directory, and each page carries their current listings, contact details and open houses, so a buyer can go from a week's list to the agent who actually has the keys. *Source: Compass listings first seen between September 7, 2026 and September 13, 2026 at $1M and up across the Chicago area, as recorded on September 14, 2026. Asking prices, not sale prices.*