Downtown Chicago Single Family Homes

Looking for single-family homes for sale in Downtown Chicago IL? Check out all available single-family home listings in the Downtown Chicago area below. As Downtown Chicago real estate experts, our team can provide you with up-to-date market stats, dates and prices of recently sold single-family homes in Downtown Chicago, and any disclosures and additional information you might need about a particular property listing.

We also encourage all Downtown Chicago home buyers and renters to register on our website, which allows you to take advantage of all our advanced search features, easily share listings with friends and family, and also have email alerts sent directly to your inbox as soon as new Downtown Chicago single-family homes for sale hit the market.

Search Downtown Chicago Single-Family Homes For Sale

• All Listings
• $200,000 - $300,000
• $800,000 - $900,000
• Over $1,000,000

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New

$21,000,000

1355 N Astor Street, Chicago, 60610

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

$18,500,000

915 N Dearborn Street, Chicago, 60610

6 Beds 6 Baths 13,400 SqFt Residential MLS® # 12273547

New

$6,950,000

1878 N Orchard Street, Chicago, 60614

5 Beds 6.5 Baths 9,512 SqFt Residential MLS® # 12705896

New

$6,900,000

79 E Cedar Street, Chicago, 60611

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

$6,450,000

460 W Huron Street, Chicago, 60654

7 Beds 9.5 Baths 10,360 SqFt Residential MLS® # 12278123

$6,000,000

1454 N Dearborn Street, Chicago, 60610

6 Beds 4.5 Baths 11,000 SqFt Residential MLS® # 12573383

$5,995,000

22 E Elm Street, Chicago, 60611

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

$5,695,000

↑ $195,000

1870 N Burling Street, Chicago, 60614

6 Beds 5 Baths 5,500 SqFt Residential MLS® # 12698186

$5,200,000

1515 N North Park Avenue, Chicago, 60610

7 Beds 5.5 Baths 8,400 SqFt Residential MLS® # 11755660

New Open House

$4,995,000

1524 N Astor Street, Chicago, 60610

3 Beds 5 Baths 6,500 SqFt Residential

Open House

Sun, Sep 13th, 2026 @ 11:30am - 1pm

MLS® # 12753134

$4,500,000

↓ $950,000

32 E Bellevue Place, Chicago, 60611

6 Beds 5.5 Baths 6,000 SqFt Residential MLS® # 12646807

$4,495,000

1811 N Howe Street, Chicago, 60614

5 Beds 4.5 Baths 5,900 SqFt Residential MLS® # 12595802

Contingent

$3,999,000

1857 N Burling Street, Chicago, 60614

5 Beds 4.5 Baths 5,500 SqFt Residential MLS® # 12723191

New

$3,750,000

1437 N Dearborn Street, Chicago, 60610

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

$3,499,990

↓ $100,010

75 E Elm Street, Chicago, 60611

7 Beds 6.5 Baths 7,150 SqFt Residential MLS® # 12553514

Contingent

$2,875,000

↓ $120,000

1816 N Hudson Avenue, Chicago, 60614

5 Beds 4.5 Baths 0 SqFt Residential MLS® # 12354016

Contingent

$2,300,000

1934 N Cleveland Avenue, Chicago, 60614

4 Beds 3.5 Baths 4,798 SqFt Residential MLS® # 12728875

Contingent

$1,890,000

1529 W Adams Street, Chicago, 60607

4 Beds 4.5 Baths 4,950 SqFt Residential MLS® # 12740940

$1,699,900

67 W Schiller Street, Chicago, 60610

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

New

$1,655,000

1125 W Monroe Street, Chicago, 60607

4 Beds 4.5 Baths 0 SqFt Residential MLS® # 12750554

New Open House

$1,499,000

331 W Evergreen Avenue, Chicago, 60610

4 Beds 3.5 Baths 3,100 SqFt Residential

Open House

Sun, Sep 13th, 2026 @ 12pm - 2pm

MLS® # 12753212

Contingent

$1,495,000

1501 N Larrabee Street, Chicago, 60610

3 Beds 3 Baths 3,200 SqFt Residential MLS® # 12730325

Contingent

$1,450,000

344 W Scott Street, Chicago, 60610

3 Beds 3.5 Baths 3,300 SqFt Residential MLS® # 12713927

$1,445,500

↓ $49,500

1454 N Wieland Street, Chicago, 60610

4 Beds 3.5 Baths 0 SqFt Residential MLS® # 12741980

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