@Nicholas Fiore It's funny, I am just starting out as well and I am in a very similar situation. Closed on our first condo in June of last year for $155k (2bd 2 ba in Rogers Park) and ever since, we I have been going back and forth on whether we should do the cash-out or just sell and move on. In researching comps, I'm seeing similar places sell for 225-250k. I have personally come to the conclusion to sell and move on to the next investment.
However, your situation sounds different than mine in a few ways. Most importantly, East Lakeview is an absolute prime location for a rental! Rents are significantly higher there than they are in most neighborhoods throughout Chicago and surrounding suburbs. You shouldn't have much problem at all with turnover/vacancy in that area as there will always be high demand from tenants. I'm assuming it's a 1bd 1 ba, which would mean anywhere from around $1250 to $1800 depending on condition, layout, etc... I would be curious to know how much you think you could charge for rent and what kind of cashflow that would bring after PITI and other related expenses. As long as the HOA payment isn't crazy, I would think that the rent at that rate could bring you a couple hundred bucks of income every month.
Another advantage of your current situation is that it sounds like you did not over-leverage and spend too much of your money or go into significant debt. In my situation, I went way over budget on the rehab project and took on bad debt to complete it. However, it sounds like you are in a sound financial position with minimal debt, which would mean that you wouldn't need to use that $50k from the cash-out refi for anything other than investing in more properties! This is especially true if you can secure an FHA loan for that beautiful 3.5% down. I would just say, keep in mind the maximum limits for FHA loans in Cook County ($379,500 for Single Family, $485,800 for Two-Unit, $587,250 for Three-Unit, and $729,800 for Four-Unit)
Side-note: Have you heard of the FHA 203K construction loan? I've been looking into it and it is super advantageous especially for new investors who are looking to spend the least they possibly can out-of-pocket.
Anyway, overall I agree with @Zack Karp that you can have the best of both worlds! I think in the future you will not regret holding on to this property. One of the regrets I've heard quite a few times from investors on the podcast is that they wish that they held on to every single property they ever bought! Either way I think you're off to a great start with this unit and I'm looking forward to hearing how things go for you with it!
Feel free to reach out if you have any questions or want to chat more about real estate. Would love to connect!
Best,
Tom Casey | Real Estate Agent
East Lincoln Park & Gold Coast Office
@properties