Most Expensive Homes for Sale in Chicago

Explore Chicago's luxury market with Stacker's list of the city's priciest homes for sale.

Stacker compiled a list of the most expensive homes in Chicago listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.

#30. 1713 N. Burling St., Chicago

  • Price: $6,900,000
  • 6 bedrooms, 5 full bathrooms, 2 half bathrooms
  • Square feet: 7,000
  • Price per square foot: $985
  • Lot size: 0.2 acres
  • Days on market: 20 days
  • View listing on realtor.com

#29. 363 E. Wacker Drive, Unit 5506, Chicago

  • Price: $6,992,064
  • 4 bedrooms, 5 full bathrooms, 5 half bathrooms
  • Square feet: 4,779
  • Price per square foot: $1,463
  • Days on market: 36 days
  • View listing on realtor.com

#28. 1300 N. State Parkway, Apt 1201, Chicago

  • Price: $6,995,000
  • 5 bedrooms, 5 full bathrooms, 1 half bathroom
  • Square feet: 6,800
  • Price per square foot: $1,028
  • Days on market: 39 days
  • View listing on realtor.com

#27. 1524 N. Astor St., Chicago

  • Price: $6,995,000
  • 3 bedrooms, 4 full bathrooms, 2 half bathrooms
  • Square feet: 6,500
  • Price per square foot: $1,076
  • Lot size: 0.1 acres
  • Days on market: 76 days
  • View listing on realtor.com

#26. 400 W. Huron St., Unit 501, Chicago

  • Price: $6,999,999
  • 4 bedrooms, 4 full bathrooms, 2 half bathrooms
  • Square feet: 5,566
  • Price per square foot: $1,257
  • Days on market: 167 days
  • View listing on realtor.com

#25. 21 N. May St., Unit 1501, Chicago

  • Price: $7,000,000
  • 4 bedrooms, 4 full bathrooms, 1 half bathroom
  • Square feet: 5,187
  • Price per square foot: $1,349
  • Days on market: 370 days
  • View listing on realtor.com

#24. 9 W. Walton St., Apt 2902, Chicago

  • Price: $7,175,000
  • 4 bedrooms, 4 full bathrooms, 1 half bathroom
  • Square feet: 4,420
  • Price per square foot: $1,623
  • Days on market: 52 days
  • View listing on realtor.com

#23. 1837 N. Howe St., Chicago

  • Price: $7,350,000
  • 7 bedrooms, 7 full bathrooms, 1 half bathroom
  • Square feet: 9,003
  • Price per square foot: $816
  • Lot size: 0.1 acres
  • Days on market: 374 days
  • View listing on realtor.com

#22. 1515 N. State Parkway, Chicago

  • Price: $7,500,000
  • 6 bedrooms, 5 full bathrooms, 2 half bathrooms
  • Square feet: 9,680
  • Price per square foot: $774
  • Lot size: 0.1 acres
  • Days on market: 173 days
  • View listing on realtor.com

#21. 159 E Walton Pl Apt 31A, Chicago

– Price: $7,500,000
– 3 bedrooms, 3 full bathrooms, 1 half bathroom
– Square feet: 5,500
– Price per square foot: $1,363
– Days on market: 200 days
– View listing on realtor.com

#20. 159 E Walton Pl Apt 22A, Chicago

– Price: $7,500,000
– 3 bedrooms, 3 full bathrooms, 2 half bathrooms
– Square feet: 5,500
– Price per square foot: $1,363
– Days on market: 349 days (-$495,000 price reduction since listing)
– View listing on realtor.com

#19. 1521 N. State Pkwy, Chicago

– Price: $7,700,000
– 6 bedrooms, 6 full bathrooms, 2 half bathrooms
– Square feet: 9,700
– Price per square foot: $793
– Lot size: 0.1 acres
– Days on market: 95 days
– View listing on realtor.com

#18. 9 W. Walton St., Apt 1901, Chicago

  • Price: $7,775,000
  • 4 bedrooms, 4 full bathrooms, 1 half bathroom
  • Square feet: 5,230
  • Price per square foot: $1,486
  • Days on market: 11 days
  • View listing on realtor.com

#17. 1500 N. Lake Shore Drive, Unit Ph, Chicago

  • Price: $8,500,000
  • 6 bedrooms, 6 full bathrooms, 1 half bathroom
  • Square feet: 8,000
  • Price per square foot: $1,062
  • Days on market: 438 days (-$1,250,000 price reduction since listing)
  • View listing on realtor.com

#16. 14 W. Superior St., Unit 7100, Chicago

  • Price: $9,250,000
  • 4 bedrooms, 3 full bathrooms, 2 half bathrooms
  • Square feet: 6,085
  • Price per square foot: $1,520
  • Days on market: 249 days
  • View listing on realtor.com

#15. 159 E. Walton Place, Unit Ph, Chicago

  • Price: $9,500,000
  • 4 bedrooms, 4 full bathrooms, 1 half bathroom
  • Square feet: 7,880
  • Price per square foot: $1,205
  • Days on market: 89 days
  • View listing on realtor.com

#14. 14 W. Superior St., Unit 7200, Chicago

  • Price: $9,500,000
  • 3 bedrooms, 3 full bathrooms, 2 half bathrooms
  • Square feet: 6,085
  • Price per square foot: $1,561
  • Days on market: 249 days
  • View listing on realtor.com

#13. 14 W. Superior St., Unit 6700, Chicago

  • Price: $9,750,000
  • 3 bedrooms, 3 full bathrooms, 2 half bathrooms
  • Square feet: 6,085
  • Price per square foot: $1,602
  • Days on market: 249 days
  • View listing on realtor.com

#12. 65 E. Goethe St., Apt 3N, Chicago

  • Price: $9,900,000
  • 5 bedrooms, 5 full bathrooms, 2 half bathrooms
  • Square feet: 8,045
  • Price per square foot: $1,230
  • Days on market: 158 days
  • View listing on realtor.com

#11. 2026 N. Kenmore Ave., Chicago

  • Price: $9,995,000
  • 10 bedrooms, 8 full bathrooms, 2 half bathrooms
  • Square feet: 13,400
  • Price per square foot: $745
  • Lot size: 0.2 acres
  • Days on market: 47 days
  • View listing on realtor.com

#10. 1867 N. Burling St., Chicago

  • Price: $10,000,000
  • 4 bedrooms, 5 full bathrooms, 2 half bathrooms
  • Square feet: 9,000
  • Price per square foot: $1,111
  • Lot size: 0.1 acres
  • Days on market: 296 days
  • View listing on realtor.com

#9. 363 E. Wacker Drive, Unit 8801, Chicago

  • Price: $11,519,240
  • 4 bedrooms, 4 full bathrooms, 1 half bathroom
  • Square feet: 6,156
  • Price per square foot: $1,871
  • Days on market: 479 days
  • View listing on realtor.com

#8. 500 W. Superior St., Unit 2703, Chicago

  • Price: $12,000,000
  • 3 bedrooms, 4 full bathrooms, 2 half bathrooms
  • Square feet: 10,000
  • Price per square foot: $1,200
  • Days on market: 13 days
  • View listing on realtor.com

#7. 209 E. Lake Shore Drive, Unit 14, Chicago

  • Price: $13,900,000
  • 7 bedrooms, 7 full bathrooms, 2 half bathrooms
  • Square feet: 12,250
  • Price per square foot: $1,134
  • Days on market: 179 days
  • View listing on realtor.com

#6. 14 W. Superior St., Unit 7300, Chicago

  • Price: $13,950,000
  • 3 bedrooms, 3 full bathrooms, 2 half bathrooms
  • Square feet: 6,085
  • Price per square foot: $2,292
  • Days on market: 446 days
  • View listing on realtor.com

#5. 65 E. Goethe St., Unit 3, Chicago

  • Price: $14,400,000
  • 7 bedrooms, 8 full bathrooms, 3 half bathrooms
  • Square feet: 12,435
  • Price per square foot: $1,158
  • Days on market: 158 days
  • View listing on realtor.com

#4. 451 E. Grand Ave., Apt Ph 65, Chicago

  • Price: $15,170,000
  • 4 bedrooms, 4 full bathrooms, 2 half bathrooms
  • Square feet: 7,582
  • Price per square foot: $2,000
  • Days on market: 1080 days
  • View listing on realtor.com

#3. 3 W. Burton Place, Chicago

  • Price: $15,750,000
  • 6 bedrooms, 8 full bathrooms, 5 half bathrooms
  • Square feet: 20,002
  • Price per square foot: $787
  • Lot size: 0.2 acres
  • Days on market: 1255 days (-$3,000,000 price reduction since listing)
  • View listing on realtor.com

#2. 800 N. Michigan Ave.. Ph 67, Chicago

  • Price: $15,750,00
  • 6 bedrooms, 6 full bathrooms, 2 half bathrooms
  • Square feet: 9,250
  • Price per square foot: $1,702
  • Days on market: 261 days
  • View listing on realtor.com

#1. 1932 N. Burling St., Chicago

  • Price: $23,500,000
  • 6 bedrooms, 7 full bathrooms, 4 half bathrooms
  • Square feet: 25,000
  • Price per square foot: $940
  • Lot size: 0.6 acres
  • Days on market: 437 days (-$4,400,000 price reduction since listing)
  • View listing on realtor.com


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Chicago Parent Editorial Team
Chicago Parent Editorial Team
Since 1984, the Chicago Parent editorial team is trained to be the go-to source for Chicagoland families, offering a rich blend of expert advice, compelling stories, and the top local activities for kids. Renowned for their award-winning content, the team of editors and writers are dedicated to enriching family life by connecting parents with the finest resources and experiences our community has to offer.

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