For your situation, I would explain the situation to the tenant let them know that over time the rent needs to increase to get closer to where it should be.

Do your research and visit any area at different times of the day to get a feel for the parking situation, noise levels, and traffic. 

Most people here are going to tell you the same thing......the situation now is better than what you previously thought it was. 

Two - In my due diligence, it looks like the only real option to make this unit legal is a special permit and variance, therefore, causing me to update the whole building with sprinklers, fire alarm, and meeting stretch code (certainly not enough meat on the bone for this route).  

Client Name: Property Adddress: Current Property Type: Post Rehab Property Type: Level of Finishes: List Structural Changes: Final Bed/Bath Count: Exit Strategy (sell or refinance): PHASE 1: PRE-CONSTRUCTION Original Amount Net Adjustments Adjusted Total Description Drawings $ - $ - $ - Permits $ - $ - $ - Expeditor $ - $ - $ - Alarm/Security $ - $ - $ - Temporary Fencing $ - $ - $ - Portable Toilets $ - $ - $ - Engineering Fees $ - $ - $ - Architectural Fees $ - $ - $ - Utilities $ - $ - $ - TOTAL PRE-CONSTRUCTION $ - $ - $ - PHASE 2: DEMOLITION Original Amount Net Adjustments Adjusted Total Description Interior Demo Exterior Demo Dumpsters TOTAL DEMOLITION $ - $ - $ - PHASE 3: CORE AND SHELL Original Amount Net Adjustments Adjusted Total Description Excavation $ - $ - $ - Foundation $ - $ - $ - Underground Plumbing $ - $ - $ - Drain Tile $ - $ - $ - Sump Pump $ - $ - $ - Steel $ - $ - $ - Floor Joists $ - $ - $ - Subfloor $ - $ - $ - Rough Carpentry $ - $ - $ - Interior Stairs $ - $ - $ - Dormer $ - $ - $ - Roof Masonry Siding Windows Exterior Paint Soffit/Fascia Gutters Landscaping Walkways Exterior Doors $ - $ - $ - Exterior Stairs $ - $ - $ - Porch $ - $ - $ - Deck $ - $ - $ - Driveway $ - $ - $ - Garage TOTAL CORE AND SHELL $ - $ - $ - PHASE 4: HVAC Original Amount Net Adjustments Adjusted Total Description HVAC Rough Furnace Condensing Unit & Lineset $ - $ - $ - HVAC Trim $ - $ - $ - TOTAL HVAC $ - $ - $ - PHASE 5: ELECTRICAL Original Amount Net Adjustments Adjusted Total Description Electrical Rough $ - $ - $ - Electrical Finish & Fixtures Low Voltage TOTAL ELECTRICAL $ - $ - $ - PHASE 6: PLUMBING Original Amount Net Adjustments Adjusted Total Description Water Service Upgrade $ - $ - $ - Sewer $ - $ - $ - Plumbing Rough $ - $ - $ - Water Heater $ - $ - $ - Plumbing Trim & Fixtures $ - $ - $ - TOTAL PLUMBING $ - $ - $ - PHASE 7: DRYWALL AND DOORS Original Amount Net Adjustments Adjusted Total Description Insulation $ - $ - $ - Drywall, Tape, Sand $ - $ - $ - Finish Carpentry (Trim) $ - $ - $ - Interior Doors $ - $ - $ - Interior Paint $ - $ - $ - TOTAL DRYWALL $ - $ - $ - PHASE 8: FLOORS Original Amount Net Adjustments Adjusted Total Description Hardwood Floors $ - $ - $ - Tile Vinyl Carpet $ - $ - $ - TOTAL FLOORS $ - $ - $ - PHASE 9: KITCHEN Original Amount Net Adjustments Adjusted Total Description Cabinets Countertops Backsplash Plumbing Fixtures $ - $ - $ - Light Fixtures Appliances TOTAL KITCHEN $ - $ - $ - PHASE 10: BATHROOMS Original Amount Net Adjustments Adjusted Total Description BATHROOM # 1 Tub $ - $ - $ - Shower Tile Vanity Countertop Plumbing Trim & Fixtures Light Fixtures Glass & Mirrors $ - $ - $ - Bath Accessories $ - $ - $ - TOTAL BATHROOM # 1 $ - $ - $ - BATHROOM # 2 Original Amount Net Adjustments Adjusted Total Description Tub $ - $ - $ - Shower Tile Vanity Countertop Plumbing Trim & Fixtures Light Fixtures $ - $ - $ - Glass & Mirrors $ - $ - $ - Bath Accessories $ - $ - $ - TOTAL BATHROOM # 2 $ - $ - $ - BATHROOM # 3 - Basement Original Amount Net Adjustments Adjusted Total Description Tub $ - $ - $ - Shower $ - $ - $ - Tile $ - $ - $ - Vanity $ - $ - $ - Countertop $ - $ - $ - Plumbing Trim & Fixtures $ - $ - $ - Light Fixtures $ - $ - $ - Glass & Mirrors $ - $ - $ - Bath Accessories $ - $ - $ - TOTAL BATHROOM # 3 $ - $ - $ - **Please add itemization of work for additional kitchens or bathrooms** PHASE 11: OPTIONAL Original Amount Net Adjustments Adjusted Total Description Other $ - $ - $ - Fireplace $ - $ - $ - Final Cleaning Staging Stucco Closets General Contractor Fee $ - $ - $ - Finish Carpentry $ - $ - $ - Underpinning $ - $ - $ - Footers $ - $ - $ - Contingency $ - $ - $ - TOTAL OPTIONAL $ - $ - $ - Total Estimated Cost of Repairs $ - $ - $ -

HOWEVER, 2) you can also have situations where net income can be higher than cash flow. 

You don't want to repeat this situation.

I recommend talking with an attorney to see what options make sense for you.Once you have the ownership/legal entity situation handled, you'll know how many accounts to have.

Hey @Jeff Ryan - While I can not speak to your exact situation, I can speak to the thousands of homes I have walked here in Chicago, where majority of the homes were built in the late 1800s/early 1900s.I would say that 7/10 of the older homes I look at have some sort of settlement in the foundation, which causes the cracks and sloped floors you are mentioned you are seeing in your property. 

These people will know more about your situation than anyone on this website. 2.