Hello Sean, It can be very difficult to monitor lawn care and snow removal at a duplex when the tenants are responsible for it, typically landlords provide it + water and the rental rate can reflect that.

In addition new landlords should be attending local LTB hearings to get a feel for the system which is very highly pro tenant.

I am now looking at a mini split system which would give me AC and heat and be very efficient.

Experienced investors (@Gino Barbaro can pipe in here as he did a no money down deal, I think) rarely come across such gems and even then they've put in the time, effort and money into having a system through which they can take this deal without putting any significant capital down. 

I understand the HOA covers the exterior parts of the property but you are responsible for anything inside your unit such as windows, bath n kitchen plumbing issues, furnace, hot water heater, etc.

other wise i will have to go one by one and search each individual apn  The county may have a "sort" in their system that can do that for you.

Once you have your system and network in place it can be very rewarding with minimal involvement thus freeing up time for whatever floats your boat. 

Time to jump and see how cold the water is, instead of just dipping my toes into it

Cicero rental property owners/investors, Please share your insight on this dealI have 4700 W 20th St Cicero under contract for $245,000- 2 units: 2 bed 1 bath + 11x6 sunroom- 2 units 2 bed 1 bath + small porch- 1 garden unit (studio) -1 central radiator system, Hardwood throughout, Seller is making Cicero repairs. - 1 unit needs new kitchen & new toilet & vanity & 1 wall of drywall.- Windows are oigional with old aluminum storm windows some are broken.4700 W 20th stMarket rate (conservative est) Market ratePainted, StainlessAll rentedcompetitivly priced including basement1st floor Front 2bd 1ba includes front porch9009009001st floor 2bd 1ba with heated sunroom 6'11"x 11'9009009002nd floor 2bd 1ba + front porchKitchen needs floor sanded, cabinets plaster, paintBath needs toilet & vanityPorch needs drainage8758752nt floor 2bed, 1 bath heated sunroom 6'11"x 11'900900900Basement STUDIOEgress windowsdrywall, 1 wall needs fixing500Garage$120$150$150Mortgage 260 for 3 units270 for 4 units280 for 5 units-$1,248-$1,296-$1,344heat (heat & cooking)-350-350-350Tax-$635-$635-$635Water & Garb-300-300-300Insurance-$145-$145-$162ElectenanttenanttenantUnits Rented3 units4 units 5 unitsMonthly Cashflow$142$999$1,434If this were 2016, I know I would be overpaying.

I won't be there to know if, i.e. the water is turned off.