Corcoran Urban Real Estate
$0 to $5,000,000
Any Beds
Any Baths
For Sale
23 Properties Within 0.5 miles of: 3429 N Oakley, Chicago

3429 N Oakley
Chicago, IL 60618

  • 6 Beds
  • Built In 1890


Est Payment
$5,880 / month (details)  
Two to Four Units  
Sq. Ft.
Lot Size
Roscoe Village  
Sold (1/31/2023)

Property Description

You have 3 amazing opportunities with this unbelievably located Roscoe Village home. Ready?? To live in.. or invest in? Or both?? Those are the questions. BOTH you say?? YES! HOUSEHACKING at its finest. Buy this property, live in one unit and use the rental income from both of the other two units to cover your mortgage.. LIVE FOR FREE!! This opportunity doesn't come around very often.. and, it is also the ideal path for young real estate investors. This strategy could help you jump start your way into potential financial freedom, and lead you to building a portfolio of investment properties and long term generational wealth. Onto the other option - TO LIVE IN.. Convert this home into another one of the many beautifully designed single family rebuilt homes in Roscoe Village and watch the value increase to 1.9M-2.2M, and enjoy your own space in this great neighborhood. Equipped with solid bones, a newer garage, tall ceilings in the basement, a nice sized yard and a layout that can easily be converted.. this is a fantastic option for someone who loves the neighborhood and wants to live in a 5000+sqft home. With plenty of parks, great schools, friendly neighbors and a plethora of restaurants and entertainment.. you'd love to call this "home". - TO INVEST IN.. Roscoe Village is known for its great location and livability, but its rental market.. and its ability to bring in professional grade tenants who are willing to pay at or above market rents is also a huge plus for investors. This home currently brings in $6075/month - almost $73,000/year in gross rent and there are still opportunities for value-add in this building. The first floor unit is duplexed down into the basement making it a 2-story unit, but the basement is currently unfinished. Finish the basement and add at least another $13,000/year to the gross rent. Cosmetically update the 2nd and 3rd floors and add another $15,000/year to the gross rent. With updated 2nd and 3rd floor units and a finished basement, this 3 flat can bring in $100,000/year in gross rent.. AWESEOME!! Or... convert this three unit property into two, 2-story townhomes. The first floor unit is already duplexed down making it a 2-story townhouse.. combine the 2nd and 3rd floors to make two beautiful 2-story townhouses, split the pin, create an association and sell each townhouse separately... Mind blowing creativity right there! *****NOTABLES***** This is a legal 3 flat building that has 3 nicely updated 2 Bedroom 1 Bath 1100 sqft units, currently fully rented, each with all their own utilities, including in-unit washer/dryer, furnace/central AC, dishwashers and private decks with storage.***** The building itself has been well maintained inside and out, and the first floor unit is fully updated. Each unit also has hardwood floors throughout, and the fact that each unit has their own separate utilities will make it a breeze for the savvy investor. Each unit also has their own furnace/Central AC, Washer/dryer, dishwasher and private balconies. There is also a 2.5 car garage that was built in 2016.

Property Map

Property Details


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

Additional Information

Exterior Features
Balcony, Deck, Patio
2 Garage Spaces, Garage Door Opener(s), Owned, Parking included in price
Lake View High School (299), Audubon Elementary School (299), Audubon Elementary School (299)

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Principal & Interest
Property Tax
Home Insurance
Mortgage Insurance

Listing History

10-17-2022 Listed at $965,000
11-08-2022 Status changed to Under Contract
11-22-2022 Status changed to Active
12-21-2022 Status changed to Under Contract
01-31-2023 Status changed to Closed
01-31-2023 Sold at $950,000
Last Modified 1/31/23 5:40 PM

Nearby Transportation

  • Bus 49 0.2 mi
  • Bus 152 0.2 mi
  • Bus X49 0.2 mi
  • Bus 77 0.3 mi
  • Bus 50 0.4 mi
  • Bus 94 0.4 mi
  • Bus 80 0.7 mi
  • Bus 76 0.8 mi
  • Bus 9 0.8 mi
  • Bus X9 0.9 mi
  • Bus 78 1.2 mi
  • Brown Line 0.6 mi
  • ZipCar 0.2 mi
  • I 90 West 0.9 mi
  • I 94 West 0.9 mi
  • I 90 East 1.0 mi
  • I 94 East 1.0 mi
  • I 290 West 4.7 mi
  • I 290 East 4.8 mi
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