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89 Properties Within 0.5 miles of: 1509 N Sedgwick, Chicago
  • 1318 N Sutton, Chicago, IL 60610
    Chicago

    1318 N Sutton

    $1,100,000
    3 bed | 2½ bath
  • 1447 N Dearborn Unit 2S, Chicago, IL 60610
    Chicago

    1447 N Dearborn
    Unit 2S

    $2,400,000
    3 bed | 3½ bath
    3 more available units at this address
    $4,900,000 Unit 1N 4 bd / 4 ½ ba
    $4,000,000 Unit 2N 4 bd / 3 ½ ba
    $3,500,000 Unit 1S 4 bd / 4 ½ ba
  • 1447 N Dearborn Unit 1S, Chicago, IL 60610
    Chicago

    1447 N Dearborn
    Unit 1S

    $3,500,000
    4 bed | 4½ bath
    3 more available units at this address
    $4,900,000 Unit 1N 4 bd / 4 ½ ba
    $4,000,000 Unit 2N 4 bd / 3 ½ ba
    $2,400,000 Unit 2S 3 bd / 3 ½ ba
  • 1447 N Dearborn Unit 2N, Chicago, IL 60610
    Chicago

    1447 N Dearborn
    Unit 2N

    $4,000,000
    4 bed | 3½ bath
    3 more available units at this address
    $4,900,000 Unit 1N 4 bd / 4 ½ ba
    $3,500,000 Unit 1S 4 bd / 4 ½ ba
    $2,400,000 Unit 2S 3 bd / 3 ½ ba
  • 1447 N Dearborn Unit 1N, Chicago, IL 60610
    Chicago

    1447 N Dearborn
    Unit 1N

    $4,900,000
    4 bed | 4½ bath
    3 more available units at this address
    $4,000,000 Unit 2N 4 bd / 3 ½ ba
    $3,500,000 Unit 1S 4 bd / 4 ½ ba
    $2,400,000 Unit 2S 3 bd / 3 ½ ba
  • 1646 N Orchard Unit 2, Chicago, IL 60614
    Chicago

    1646 N Orchard
    Unit 2

    $1,749,000
    3 bed | 3 bath
    1 more available unit at this address
    $1,849,000 Unit PHS 3 bd / 3 ½ ba
  • 1646 N Orchard Unit PHS, Chicago, IL 60614
    Chicago

    1646 N Orchard
    Unit PHS

    $1,849,000
    3 bed | 3½ bath
    1 more available unit at this address
    $1,749,000 Unit 2 3 bd / 3 ba
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More Listings Nearby

1509 N Sedgwick
Chicago, IL 60610

  • 19 Beds
  • Built In 1874
1509 N Sedgwick, Chicago, IL 60610
Price

$2,350,000

Est Payment
$14,250 / month (details)  
Taxes
$21,515  
Beds
19  
Rooms
41  
Type
Two to Four Units  
Sq. Ft.
n/a  
Lot Size
2550  
Built
1874  
Neighborhood
Old Town  
MLS
#12427423
Status
Active (92 days)
  • New
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Property Description

Incredible investment opportunity in the heart of Old Town, just steps from the vibrant bars, restaurants, and shops of Wells Street. This oversized 3-flat spans over 7,000 square feet across five levels, offering exceptionally large units and tremendous income potential. The property features three expansive apartments: an 8-bedroom, 7-bedroom, and 4-bedroom unit-perfect for an Airbnb operator or savvy investor. Currently, two units are leased as long-term rentals, while the 8-bedroom unit operates as a highly successful short-term rental, generating nearly $180K in annual gross revenue. Fully gut-renovated in 2018 with all new systems, finishes, and mechanicals, this turnkey building requires no updates and is ready for continued operation. Whether you're looking to maximize income through short-term rentals or secure long-term tenants, this property offers unmatched flexibility and cash flow in one of Chicago's most desirable neighborhoods.

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Property Details

Utilities

  • Heating Natural Gas
  • Cooling
  • Water Public
  • Sewer Public Sewer

Additional Information

Schools
District 299

Payment Calculator

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Principal & Interest
$0
Property Tax
$0
Assessments
$0
Home Insurance
$0
Mortgage Insurance
$0

Listing History

07-30-2025 Listed at $2,495,000
09-15-2025 Price decreased by $100,000 to $2,395,000
10-14-2025 Price decreased by $45,000 to $2,350,000
Last Modified 10/20/25 12:05 AM
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Nearby Transportation

  • Bus 37 < 0.1 mi
  • Bus 0.1 mi
  • Bus 9 0.1 mi
  • Bus 72 0.1 mi
  • Bus 156 0.3 mi
  • Bus 73 0.3 mi
  • Bus 36 0.3 mi
  • Bus 22 0.3 mi
  • Bus 70 0.4 mi
  • Bus 151 0.4 mi
  • Bus 8 0.5 mi
  • Bus 66 0.9 mi
  • Bus 74 0.9 mi
  • Bus 143 1.0 mi
  • Bus 146 1.0 mi
  • Brown Line 0.1 mi
  • Purple Line 0.1 mi
  • Red Line 0.5 mi
  • ZipCar 0.1 mi
  • Maven 0.2 mi
  • I 90 East 1.1 mi
  • I 94 East 1.1 mi
  • I 90 West 1.1 mi
  • I 94 West 1.1 mi
  • I 290 East 2.3 mi
  • I 290 West 2.5 mi
  • I 55 South 3.8 mi
  • I 55 North 3.8 mi
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