Long considered one of Chicago’s most affluent neighborhoods, the Gold Coast also rightly contains some of the most expensive listings currently on the market. Filled with historic properties, designer boutiques and upscale restaurants, the area is also known for its ultra-luxurious real estate.

Currently, one of the priciest is an 8,000 square foot condo within the Mayfair. Priced at $8.95 million, the full-floor unit has undergone a custom renovation. Another unit within the same building is currently listed at $4.4 million.

Meanwhile, a four-bedroom, 5.5-bath unit is on the market for $8.5 million within 209 E Lake Shore Drive. There’s also the option of a massive 10,000 square foot duplex for $7.5 million at 1500 N Lake Shore Drive, or a four-bedroom in the same building for $5.699.

Finally, yet another pricey option exists for $6.789. This 6,200 square foot condo is part of 65 E Goethe, with its own rooftop garden and 24-hour doorman.

Browse the Most Luxurious Listings Currently on the Market in the Gold Coast

Search the Most Expensive Listings in the Gold Coast

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1355 N Astor Street, Chicago

$21,000,000

1355 N Astor Street, Chicago

6 Beds 5.5 Baths 25,000 SqFt Residential MLS® # 12628484

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1355 N Astor Street 1, Chicago

$12,500,000

1355 N Astor Street 1, Chicago

7 Beds 8 Baths 14,000 SqFt Residential MLS® # 12747120

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New
79 E Cedar Street, Chicago

$6,900,000

79 E Cedar Street, Chicago

4 Beds 7 Baths 7,523 SqFt Residential MLS® # 12658057

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1530 N State Parkway 12-13, Chicago

$5,995,000

1530 N State Parkway 12-13, Chicago

6 Beds 7 Baths 7,500 SqFt Residential MLS® # 12623597

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22 E Elm Street, Chicago

$5,995,000

22 E Elm Street, Chicago

11 Beds 5.5 Baths 5,100 SqFt Residential MLS® # 12686438

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New
1454 N Dearborn Street, Chicago

$5,700,000

1454 N Dearborn Street, Chicago

6 Beds 4.5 Baths 11,000 SqFt Residential MLS® # 12762240

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1524 N Astor Street, Chicago

$4,995,000

1524 N Astor Street, Chicago

3 Beds 5 Baths 6,500 SqFt Residential MLS® # 12753134

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New
1447 N Dearborn Street 1n, Chicago

$4,900,000

1447 N Dearborn Street 1n, Chicago

4 Beds 4.5 Baths 5,215 SqFt Residential MLS® # 12733434

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1447 N Dearborn Street 3n, Chicago

$4,100,000

1447 N Dearborn Street 3n, Chicago

4 Beds 3.5 Baths 4,273 SqFt Residential MLS® # 12733402

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30 W Oak Street 7b, Chicago

$3,900,000

30 W Oak Street 7b, Chicago

3 Beds 3.5 Baths 3,349 SqFt Residential MLS® # 12731201

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New
1440 N Lake Shore Drive 22abcd, Chicago

$3,800,000

1440 N Lake Shore Drive 22abcd, Chicago

4 Beds 4.5 Baths 4,800 SqFt Residential MLS® # 12739715

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New
1437 N Dearborn Street, Chicago

$3,750,000

1437 N Dearborn Street, Chicago

5 Beds 4.5 Baths 5,500 SqFt Residential MLS® # 12750844

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33 E Division Street, Chicago

$3,600,000

33 E Division Street, Chicago

7 Beds 0 Baths 0 SqFt Residential Income MLS® # 12644647

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New
1447 N Dearborn Street 1s, Chicago

$3,500,000

1447 N Dearborn Street 1s, Chicago

4 Beds 4.5 Baths 3,725 SqFt Residential MLS® # 12733393

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New
32 E Bellevue Place, Chicago

$3,490,000

32 E Bellevue Place, Chicago

6 Beds 5.5 Baths 6,000 SqFt Residential MLS® # 12756996

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New
75 E Elm Street, Chicago

$3,399,990

75 E Elm Street, Chicago

7 Beds 6.5 Baths 7,150 SqFt Residential MLS® # 12773566

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65 E Goethe Street 3w, Chicago

$2,900,000

65 E Goethe Street 3w, Chicago

3 Beds 3.5 Baths 4,390 SqFt Residential MLS® # 12651986

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New
111 W Maple Street 3402-3404, Chicago

$2,899,500

111 W Maple Street 3402-3404, Chicago

2 Beds 3.5 Baths 2,500 SqFt Residential MLS® # 12780897

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1540 N Lake Shore Drive 8n, Chicago

$2,850,000

1540 N Lake Shore Drive 8n, Chicago

2 Beds 2.5 Baths 4,100 SqFt Residential MLS® # 12735064

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45 E Cedar Street 200, Chicago

$2,675,000

45 E Cedar Street 200, Chicago

3 Beds 3.5 Baths 3,000 SqFt Residential MLS® # 12331403

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1040 N Lake Shore Drive 7c, Chicago

$1,775,000

1040 N Lake Shore Drive 7c, Chicago

3 Beds 3.5 Baths 3,050 SqFt Residential MLS® # 12674926

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57 E Cedar Street, Chicago

$1,699,990

57 E Cedar Street, Chicago

4 Beds 0 Baths 0 SqFt Residential Income MLS® # 12735025

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67 W Schiller Street, Chicago

$1,699,900

67 W Schiller Street, Chicago

3 Beds 3 Baths 2,500 SqFt Residential MLS® # 12721184

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New
1325 N Astor Street 2, Chicago

$1,600,000

1325 N Astor Street 2, Chicago

3 Beds 4 Baths 4,300 SqFt Residential MLS® # 12772455

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New
1319 N Sandburg Terrace, Chicago

$1,495,000

1319 N Sandburg Terrace, Chicago

4 Beds 4 Baths 2,850 SqFt Residential MLS® # 12762102

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1260 N Astor Street 7, Chicago

$1,475,000

1260 N Astor Street 7, Chicago

5 Beds 5 Baths 4,500 SqFt Residential MLS® # 12743102

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New
1418 N Lake Shore Drive 28, Chicago

$1,400,000

1418 N Lake Shore Drive 28, Chicago

2 Beds 2.5 Baths 3,100 SqFt Residential MLS® # 12760630

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1313 N Ritchie Court 2701, Chicago

$1,350,000

1313 N Ritchie Court 2701, Chicago

3 Beds 3 Baths 2,785 SqFt Residential MLS® # 12675212

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111 W Elm Street, Chicago

$1,350,000

111 W Elm Street, Chicago

4 Beds 3.5 Baths 2,951 SqFt Residential MLS® # 12705648

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1501 N State Parkway 12c, Chicago

$1,295,000

1501 N State Parkway 12c, Chicago

2 Beds 2 Baths 1,850 SqFt Residential MLS® # 12730093

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New Open House
24 E Scott Street 2, Chicago

$1,275,000

24 E Scott Street 2, Chicago

3 Beds 2.5 Baths 2,600 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 2pm
MLS® # 12778834

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1239 N State Parkway 2, Chicago

$1,145,000

1239 N State Parkway 2, Chicago

3 Beds 2.5 Baths 2,470 SqFt Residential MLS® # 12688117

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1120 N Lake Shore Drive 16b, Chicago

$1,075,000

1120 N Lake Shore Drive 16b, Chicago

3 Beds 3.5 Baths 0 SqFt Residential MLS® # 12716342

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1310 N Ritchie Court 10ad, Chicago

$1,050,000

1310 N Ritchie Court 10ad, Chicago

3 Beds 3 Baths 3,000 SqFt Residential MLS® # 12717753

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Posted by Leo Clark. on

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