When narrowing down that wish list for a new Chicago condo, space is often the last thing home buyers want to sacrifice. The unfortunate reality for many condo buyers, however, is that the extra square footage you so desperately want tends to be the number one factor that drives up how much you'll end up paying.

Bargains for two-, three- and even four-bedroom condos can of course be found all over the city, but for each extra bedroom that’s included in a swanky new downtown condo, the harder it becomes to find a place you like at the price you want.

For obvious reasons, three bedroom condos in Chicago are in very high-demand. Whether you want that third bedroom to use as an office, to use for your kids or to simply use as an extra guest room, having plenty of extra space certainly has its advantages.

But if you’re searching downtown neighborhoods like Streeterville, River North or the Gold Coast, three-bedroom condos don’t usually come cheap. Right now, only 2 three-bedroom condos in such neighborhoods are priced under $400,000 and some of the more higher-end condos are listed for well over $1 million. But if it’s a three-bedroom condo in downtown Chicago you have to have and your budget may not be unlimited, here’s a quick snapshot of what you can expect. Listed below are 20 of the cheapest three-bedroom condos in popular downtown neighborhoods like Streeterville, River North and the affluent Gold Coast community. And if you like what you see, be sure to give Gold Coast Realty a call at (312) 280-9600 to schedule a private showing today!   

SEARCH 3-BEDROOM CONDOS FOR SALE IN CHICAGO BELOW:

Search Downtown Chicago Three-Bedroom Condos:

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55 E Erie Street 4503, Chicago

$1,500,000

55 E Erie Street 4503, Chicago

3 Beds 2.5 Baths 2,300 SqFt Residential MLS® # 12757426

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161 E Chicago Avenue 49a, Chicago

$1,525,000

161 E Chicago Avenue 49a, Chicago

3 Beds 2.5 Baths 2,510 SqFt Residential MLS® # 12683042

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New
600 N Lake Shore Drive 3011, Chicago

$1,550,000

600 N Lake Shore Drive 3011, Chicago

3 Beds 3 Baths 2,124 SqFt Residential MLS® # 12776874

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New
600 N Lake Shore Drive 1305, Chicago

$1,550,000

600 N Lake Shore Drive 1305, Chicago

3 Beds 3.5 Baths 0 SqFt Residential MLS® # 12688483

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Open House
840 N Lake Shore Drive 603, Chicago

$1,595,000

↓ $95,000

840 N Lake Shore Drive 603, Chicago

3 Beds 3.5 Baths 3,198 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 2pm
MLS® # 12698443

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403 N Wabash Street 15b, Chicago

$1,599,000

403 N Wabash Street 15b, Chicago

3 Beds 3.5 Baths 2,517 SqFt Residential MLS® # 12758679

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403 N Wabash Avenue 3a, Chicago

$1,599,000

403 N Wabash Avenue 3a, Chicago

3 Beds 3.5 Baths 2,424 SqFt Residential MLS® # 12711390

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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 Open House
500 W Superior Street 2401, Chicago

$1,650,000

500 W Superior Street 2401, Chicago

3 Beds 2.5 Baths 3,550 SqFt Residential
Sun, Oct 11th, 2026 @ 12pm - 1:30pm
MLS® # 12769705

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403 N Wabash Avenue 10b, Chicago

$1,650,000

403 N Wabash Avenue 10b, Chicago

3 Beds 3.5 Baths 2,517 SqFt Residential MLS® # 12716731

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10 E Delaware Place 29e, Chicago

$1,690,000

↓ $110,000

10 E Delaware Place 29e, Chicago

3 Beds 3.5 Baths 2,161 SqFt Residential MLS® # 12721327

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New
505 N Lake Shore Drive 6801, Chicago

$1,695,000

505 N Lake Shore Drive 6801, Chicago

3 Beds 3 Baths 3,000 SqFt Residential MLS® # 12766791

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New
159 E Walton Place 7d, Chicago

$1,700,000

159 E Walton Place 7d, Chicago

3 Beds 3.5 Baths 3,157 SqFt Residential MLS® # 12781373

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159 E Walton Place 5c, Chicago

$1,750,000

159 E Walton Place 5c, Chicago

3 Beds 3.5 Baths 3,672 SqFt Residential MLS® # 12705829

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161 E Chicago Avenue 44a, Chicago

$1,750,000

161 E Chicago Avenue 44a, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12751115

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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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New
180 E Pearson Street 3807, Chicago

$1,797,000

180 E Pearson Street 3807, Chicago

3 Beds 3 Baths 2,754 SqFt Residential MLS® # 12781063

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175 E Delaware Place 7201-7202, Chicago

$1,800,000

175 E Delaware Place 7201-7202, Chicago

3 Beds 3 Baths 3,050 SqFt Residential MLS® # 12697463

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229 E Lake Shore Drive 10e, Chicago

$1,824,999

↓ $24,001

229 E Lake Shore Drive 10e, Chicago

4 Beds 4 Baths 3,735 SqFt Residential MLS® # 12566727

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159 E Walton Place 8d, Chicago

$1,850,000

159 E Walton Place 8d, Chicago

3 Beds 3.5 Baths 3,157 SqFt Residential MLS® # 12719761

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New
180 E Pearson Street 6401, Chicago

$1,895,000

180 E Pearson Street 6401, Chicago

3 Beds 3 Baths 2,754 SqFt Residential MLS® # 12774071

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180 E Pearson Street 3707, Chicago

$1,897,747

180 E Pearson Street 3707, Chicago

3 Beds 3.5 Baths 2,754 SqFt Residential MLS® # 12686123

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800 N Michigan Avenue 5501, Chicago

$1,899,000

800 N Michigan Avenue 5501, Chicago

3 Beds 3.5 Baths 4,200 SqFt Residential MLS® # 12772697

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200 W Grand Avenue 2700, Chicago

$1,900,000

200 W Grand Avenue 2700, Chicago

3 Beds 3.5 Baths 4,150 SqFt Residential MLS® # 12760625

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840 N Lake Shore Drive 1803, Chicago

$1,990,000

840 N Lake Shore Drive 1803, Chicago

3 Beds 3.5 Baths 3,200 SqFt Residential MLS® # 12722568

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New
257 E Delaware Place 10ab, Chicago

$1,995,000

257 E Delaware Place 10ab, Chicago

4 Beds 4.5 Baths 4,000 SqFt Residential MLS® # 12774015

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180 E Pearson Street 4801, Chicago

$1,995,000

180 E Pearson Street 4801, Chicago

3 Beds 2.5 Baths 2,754 SqFt Residential MLS® # 12674616

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New
152 W Huron Street 4, Chicago

$1,995,000

152 W Huron Street 4, Chicago

3 Beds 2.5 Baths 4,300 SqFt Residential MLS® # 12736423

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850 N Lake Shore Drive 205, Chicago

$1,999,000

↓ $73,000

850 N Lake Shore Drive 205, Chicago

3 Beds 2.5 Baths 3,794 SqFt Residential MLS® # 12479877

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55 W Delaware Place 1120, Chicago

$2,225,000

55 W Delaware Place 1120, Chicago

3 Beds 4.5 Baths 5,500 SqFt Residential MLS® # 12741185

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Posted by Leo Clark. on

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