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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860 N Lake Shore Drive 8m, Chicago

$375,000

860 N Lake Shore Drive 8m, Chicago

3 Beds 2 Baths 1,600 SqFt Residential MLS® # 12468535

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New
1445 N State Parkway 1904, Chicago

$399,000

1445 N State Parkway 1904, Chicago

3 Beds 2 Baths 1,625 SqFt Residential MLS® # 12780884

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1440 N Lake Shore Drive 21h, Chicago

$429,900

1440 N Lake Shore Drive 21h, Chicago

3 Beds 2.5 Baths 1,700 SqFt Residential MLS® # 12617907

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222 E Pearson Street 1901, Chicago

$449,999

222 E Pearson Street 1901, Chicago

3 Beds 2 Baths 1,200 SqFt Residential MLS® # 12760902

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New
40 E Delaware Place 1502, Chicago

$470,000

40 E Delaware Place 1502, Chicago

3 Beds 2 Baths 1,700 SqFt Residential MLS® # 12758818

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860 N Lake Shore Drive 5m, Chicago

$499,000

860 N Lake Shore Drive 5m, Chicago

3 Beds 2 Baths 1,600 SqFt Residential MLS® # 12590987

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New
200 W Grand Avenue 1801, Chicago

$500,000

200 W Grand Avenue 1801, Chicago

3 Beds 2 Baths 1,410 SqFt Residential MLS® # 12779645

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850 N Dewitt Place 9ac, Chicago

$520,000

850 N Dewitt Place 9ac, Chicago

3 Beds 3 Baths 1,800 SqFt Residential MLS® # 12658006

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New
227 E Delaware Place 8c, Chicago

$540,000

227 E Delaware Place 8c, Chicago

3 Beds 3 Baths 0 SqFt Residential MLS® # 12760281

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New
1440 N Lake Shore Drive 12h, Chicago

$549,900

1440 N Lake Shore Drive 12h, Chicago

3 Beds 2 Baths 1,770 SqFt Residential MLS® # 12760520

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1448 N Lake Shore Drive 5b, Chicago

$570,000

1448 N Lake Shore Drive 5b, Chicago

3 Beds 3.5 Baths 2,691 SqFt Residential MLS® # 12686082

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860 N Lake Shore Drive 13l, Chicago

$585,000

860 N Lake Shore Drive 13l, Chicago

3 Beds 2 Baths 1,600 SqFt Residential MLS® # 12750537

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1448 N Lake Shore Drive 3c, Chicago

$589,000

1448 N Lake Shore Drive 3c, Chicago

3 Beds 2.5 Baths 2,520 SqFt Residential MLS® # 12680701

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Open House
744 N Clark Street 305, Chicago

$590,000

744 N Clark Street 305, Chicago

3 Beds 2 Baths 1,428 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 1pm
MLS® # 12754152

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1150 N Lake Shore Drive 6gh, Chicago

$624,000

1150 N Lake Shore Drive 6gh, Chicago

3 Beds 3 Baths 2,200 SqFt Residential MLS® # 12664611

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1122 N Clark Street 3301-10, Chicago

$625,000

1122 N Clark Street 3301-10, Chicago

3 Beds 3 Baths 2,010 SqFt Residential MLS® # 12734661

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257 E Delaware Place 1a2a, Chicago

$630,000

257 E Delaware Place 1a2a, Chicago

3 Beds 3.5 Baths 2,200 SqFt Residential MLS® # 12663184

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200 E Delaware Place 4f, Chicago

$645,000

200 E Delaware Place 4f, Chicago

3 Beds 2 Baths 1,550 SqFt Residential MLS® # 12736384

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175 E Delaware Place 8508, Chicago

$649,000

175 E Delaware Place 8508, Chicago

3 Beds 2.5 Baths 1,840 SqFt Residential MLS® # 12759420

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409 W North Avenue 2e, Chicago

$650,000

409 W North Avenue 2e, Chicago

3 Beds 2 Baths 1,700 SqFt Residential MLS® # 12755445

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744 N Clark Street 1005, Chicago

$674,999

744 N Clark Street 1005, Chicago

3 Beds 2 Baths 1,412 SqFt Residential MLS® # 12720500

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680 N Lake Shore Drive 821, Chicago

$675,000

680 N Lake Shore Drive 821, Chicago

3 Beds 2.5 Baths 2,900 SqFt Residential MLS® # 12544207

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653 N Kingsbury Street 1103, Chicago

$675,000

653 N Kingsbury Street 1103, Chicago

3 Beds 2 Baths 1,425 SqFt Residential MLS® # 12753766

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1410 N State Parkway 7a, Chicago

$679,000

1410 N State Parkway 7a, Chicago

3 Beds 2.5 Baths 2,000 SqFt Residential MLS® # 12684428

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New
1230 N State Parkway 5b, Chicago

$690,000

1230 N State Parkway 5b, Chicago

3 Beds 2.5 Baths 1,650 SqFt Residential MLS® # 12673167

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New
1430 N Astor Street 7c, Chicago

$699,000

1430 N Astor Street 7c, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12748416

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545 N Dearborn Street 3301, Chicago

$724,995

545 N Dearborn Street 3301, Chicago

3 Beds 2 Baths 1,700 SqFt Residential MLS® # 12756568

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1450 N Astor Street 15ab, Chicago

$725,000

1450 N Astor Street 15ab, Chicago

3 Beds 4 Baths 2,500 SqFt Residential MLS® # 12760357

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1410 N State Parkway 27b, Chicago

$749,747

1410 N State Parkway 27b, Chicago

3 Beds 2.5 Baths 2,000 SqFt Residential MLS® # 12758556

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Open House
1547 N Hudson Avenue 3, Chicago

$749,900

1547 N Hudson Avenue 3, Chicago

3 Beds 2 Baths 0 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 12:30pm
MLS® # 12751067

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Posted by Leo Clark. on

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