Prospective Chicago Investor -First Property BRRRR/FHA/House Hack

Prospective Chicago Investor -First Property BRRRR/FHA/House Hack

Chicago, IL · Member since 2018 · 18 posts · 10 votes

Hi everyone!

I've been listening and watching the BP podcasts and youtube videos for years now and recently graduated from college. I've always known I wanted to get into real estate and thought what better time than now to get started. For the past few years I've tried to read, listen and watch as much as I could on real estate. After my research, I concluded that I want to follow the BRRRR method and/or acquire the property through FHA. I'm looking to purchase my first property within the next 6 months. I'm looking for either a duplex or triplex in Chicago and wanted to get some different perspectives and guidance during this process or just some things I should watch out for.

Some background information about me. I'm currently working in a Big 4 accounting firm for the past year and half. I have no debt and 45k saved up so for the acquisition and/or capital to put into the property. I was pre-approved for $390k from Quicken Loans/ Rocket Mortgage, but after they reviewed all my finances they were only able to approve me for $290k (I have self-employment income that wasn't able to be counted as income, but it will be for CY18, which should means I should be approved for $350-380k).

I was wondering what my next steps should be? I've done some research and talked to other friends in real estate and they said I should talk to a local lender in Chicago, because I might be able to get a bigger approval amount and maybe a lower rate, compared to Quicken Loans/ Rocket Mortgage. I was also thinking about filing my taxes in January, so the self-employment income would be counted when I try to go through the approval process again. I'm also starting to look at properties in person too (I just checked out my first property last weekend!). I was previously set on doing an FHA loan, but it seems like it would less of a hassle to just do a conventional loan and put down 5-10%. My game plan is buy and hold the property. I'm shooting for $400+ cashflow per month. Please let me know your thoughts on any of the above!

For the people that live in Chicago or are familiar with the area. I currently live a mile north of the loop and looking to buy a property within a 20-40 minute commute ride, via public transportation into the loop. I'm mostly looking into Wicker Park, Buck Town, and Logan Square, but I don't believe I'll be able to find a triplex in those areas for less than $400k. Therefor, I'm also looking in Pilsen, University Village, Little Italy, and Little Village. Please let me know if there's any suggestions on other areas to look into for a triplex.

Thank you in advance for all the help! 

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Rental Property Investor · Arlington Heights, IL · Member since 2017 · 243 posts · 108 votes
7y

@Kevin Scanlan I'd also look in places that are metra access.  It can get you downtown and many of those neighborhoods are on the fringe of growth.  Better price to rent ratios.  Neighborhoods like Portage Park, Hermosa, Humboldt Park.  

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  • Chicago, IL · Member since 2017 · 18 posts · 13 votes
    7y

    I worked with @Brie Schmidt and one of her agents, Ronan McBrien to find my first property (I tried to tag you Ronan, but it didn't work). They run an agency here in Chicago for investors specifically. I couldn't have found the place or closed on it without their help and expertise. I probably looked at 20 places and offered on 5 before getting my first one under contract.

    I went with a 2 flat (3 livable units) in Albany Park. I was originally looking for 5% down conventional but ended up going with a 5% FHA 203(k). I looked all over the city. I looked at places in Woodlawn, Jackson Park Highlands, Bridgeport, Bronzeville, McKinley Park, Hermosa, West Logan Square, Humboldt Park, and just about everywhere else.

    Feel free to message me if you'd like to learn more about my search. I'd be happy to hop on the phone, or grab a beer!

    Thanks and best of luck,

  • Jake FugmanBusiness Member
    Real Estate Broker · Chicago, IL · Member since 2016 · 256 posts · 250 votes
    7y

    @Kevin Scanlan Congrats on committing to taking your first step in RE investing. As Charlie mentioned I would recommend you find an investor friendly agent (ideally who has some of their own investment properties) to assist. Ask them to setup a custom MLS search with your specific needs and then send them "finalists" that you would ask they do a deeper financial dive into. You will want someone that knows how to add value and target properties with room to raise rents through renovation (forced appreciation).

    As far as the loan type to choose - typically investor friendly agents will also have a network of investor friendly mortgage contacts as well as inspectors, attorneys, etc. You will want someone that know FHA well.

    At your price range and ROI expectations I like areas like the West Side, Humboldt, Avondale, and West Logan Park where you can find a decent balance of cash flow and appreciation.

    Feel free to reach out and good luck!

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  • Rental Property Investor · Arlington Heights, IL · Member since 2017 · 243 posts · 108 votes
    7y

    @Kevin Scanlan I'd also look in places that are metra access.  It can get you downtown and many of those neighborhoods are on the fringe of growth.  Better price to rent ratios.  Neighborhoods like Portage Park, Hermosa, Humboldt Park.  

  • Brie SchmidtBusiness Member
    Moderator
    Real Estate Broker · Chicago, IL · Member since 2013 · 6k+ posts · 5k+ votes
    7y

    @Kevin Scanlan - I will PM you a great lender, he does all of our deals and is very experienced with investors, and is an investor himself.

    As far as areas, the north side ones you mentioned are going to be out of your price range, but the south side ones might be a good fit.  Like Charlie mentioned, @Ronan M. is an excellent investor agent who specializes in those areas

  • Investor · Chicago IL · Member since 2018 · 2 posts · 1 vote
    7y

    Hi Kevin. I'm in a similar situation, looking to buy my first property by May in Chicago. Let me share something I learned recently and my thought on your next step. Find an agent who invests in real estate and familiar with your area. Then, the agent should be able to give you contacts you need like Jake said. P.S. my goal for this month is to find my prime realtor. 

    I wish you the best!

  • Ronan M.Pro Member
    Rental Property Investor · Chicago, IL · Member since 2015 · 352 posts · 281 votes
    7y

    Thanks for the tag @Brie Schmidt and @Charlie Clough for the attempted tag !

    @Kevin Scanlan Pilsen is hot but might be doable if you hustle and can do some light rehab (just got a 4 unit for a client for under 400 and it needs moderate work)  Check out Bridgeport or especially McKinley Park for your price range. The latter is a great area and super close for those that need to be near the Loop. Very nice neighborhood and the gentrification is spilling over from Bridgeport. Good train service as well with the Orange line.   

    Don't know if the Rocket guys will be the best option for financing. Not sure how investor friendly they are. Get a local guy who know the biz and the local market. Brie's guy is very good. 

    Feel free to reach out if you need any help.

    Good luck with the investing. 

  • Lender · Chicago, IL · Member since 2015 · 14 posts · 4 votes
    7y

    @Kevin Scanlan Hi Kevin, I am also looking for a 3-4 unit in the City. I am also a mortgage broker and my company offers 203k (rehab) loans although I'm trying to stick with a traditional FHA loan for myself. I'm happy to connect and go over your pre-approval info. We actually fully underwrite your file before you even go under contract to make sure everything is all set. Best of luck on the house search!

  • Chicago, IL · Member since 2018 · 18 posts · 10 votes
    7y

    @Charlie Clough Your game plan sounds exactly what I'm looking to do. Thank you for referring me to Brie. I just sent you a message about learning more about your experience. 

  • Chicago, IL · Member since 2018 · 18 posts · 10 votes
    7y

    @Karin Matsuyama - How has the process been going so far? What kind of search criteria are you using to find the property? What neighborhoods are you looking in, if you don't mind me asking. Thank you! 

  • Investor · Chicago IL · Member since 2018 · 2 posts · 1 vote
    7y

    @Kevin Scanlan I am currently looking for 2 or 3 flat properties with additional space (basement or attic) for short term rentals in NW Chicago (Jefferson Park, Irving Park, Portage Park, etc.) area as well as a few suburbs like Melrose Park and Elmwood Park. I am aiming for $250+ cash flow per unit for regular rentals but I will be doing house hacking for the first year as my husband and I will be using VA loan. I am looking for properties that we can live for almost free after all the expenses while house hacking and provide $250+ cash flow/unit after we move out. I hope that answers your question!

  • Real Estate Broker · 3412 S. Harlem Avenue Riverside, IL 60546 · Member since 2015 · 6k+ posts · 5k+ votes
    7y

    @Karin Matsuyama I think you will have better luck with short term rentals in the city as compared to burbs like Melrose Park, etc. I do a lot of business in the burbs, and you can get great cash flow. I just don't see as much of the short term rental play happening, unless you are in Oak Park or Evanston. 

  • Brie SchmidtBusiness Member
    Moderator
    Real Estate Broker · Chicago, IL · Member since 2013 · 6k+ posts · 5k+ votes
    7y

    @Karin Matsuyama - I cover Portage Park, Jefferson Park, and Irving Park.  I tend to be very conservative on my expense calculations but in those areas $100 per month cash flow per door would be considered a great deal if you are using low money down programs.  If you are putting 20% down then $250 per door would be reasonable 

  • Investor · Chicago, IL · Member since 2018 · 352 posts · 176 votes
    7y

    @Kevin Scanlan Hi Kevin, how is your search going? I just did the same thing you are trying to do earlier this year. I purchased a three flat in Little Village/Pilsen area. The building is able to cash flow even with me living in one of the units (I do rent out the other bedrooms on my floor to maximize return). 

  • Chicago, IL · Member since 2018 · 18 posts · 10 votes
    7y

    @Michael K. It's going well so far. I reached out to a few lenders and now just starting to begin the process of analyzing deals. Do you have any tips for someone that is just starting this process? Was there anything you wish you would have done differently? 

  • Specialist · Chicago · Member since 2015 · 64 posts · 56 votes
    7y

    Ronan is right on target Kevin. You can scratch Bucktown and Logan Square off your list due to the high values there. Some of my clients have been buying single family homes in the Berwyn, Cicero, Stickney area for the good purchase/rent ratios. Taxes are going up, up, up in Chicago due to all the pension can-kicking that's been going on for decades; those chickens are coming home to roost and it won't make owning investment property in the city proper any easier or more remunerative. You might want to spread your search area to include the close-in 'burbs. 

  • Investor · Chicago, IL · Member since 2018 · 352 posts · 176 votes
    7y

    @Kevin Scanlan I do have a lot of ideas, if you are interested in chatting we could grab coffee. I work out of Merchandise Mart most days of the week. Overall, I was not super impressed with the value-add that my realtor or inspector brought me, part of that was not knowing how to make the most of them. Luckily I was able to get higher rents than I originally expected (about 25% higher than my initial budgeting). If that had not been the case I could have still cash flowed but at a much tighter margin than I am currently. In general, I like the near-southwest side (aka West Pilsen/Little Village, Bridgeport and McKinley Park).

  • Chicago, IL · Member since 2017 · 10 posts · 5 votes
    7y

    Little Village and Pilsen are good investments for rentals and flips, especially Pilsen which is priced higher.    Good luck!   

  • Member since 2019 · 4 posts · 0 votes
    7y

    @Kevin Scanlandid you end up puchasing? curious to hear your deal if you ended up finding something

  • Chicago, IL · Member since 2018 · 18 posts · 10 votes
    7y

    @Anthony Mai I haven't purchased a property yet. I was under contract with a legal 2 unit + 2 illegal property in Old Iriving Park two weeks ago through a wholesaler. The wholesale deal fell through and the sellers listed it on the market with a selling agent for $40k more than my original offer that was accepted. I ended up offering full asking price... but unfortunately I was out bidded and the property went for above asking price. 

    I'm going back to the drawling board and hopefully something pops up soon in the next month or so. I'm learned a lot throughout the process so far and narrowed down my criteria for the type and location of the property I'm looking for. So fingers crossed for the near future. 

  • Member since 2018 · 1k+ posts · 1k+ votes
    7y

    "I was under contract with a legal 2 unit + 2 illegal property in Old Irving Park two weeks ago through a wholesaler."

    ----------------------------------------------

    Just as well. I don't know why people even consider buildings with illegal units. If the city government ever finds out -- and it will -- you are screwed, blued, and tatooed. If the numbers didn't work for the old owner to make it legal, they won't work for you.

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