@Leo Szac if you do consider Detroit, which of the 183 Neighborhoods will you be targeting & why?

Due to the fact that this neighborhood is lacking comps and a severe lack of development, Being conservative on size and cost there is more planning to be done. 2130 sqft down with an additional 565 sqft up.

STR projections are only projections and can go underwater fast if 2-3 luxury properties with serious amenities pop up in the neighborhood.

All the others have law firms... and those law firms only have interest in your case if you manage a big apartment complex.I'm just a Mom & Pop Landlord.

Have you seen any strategies work well in Anacostia (or neighborhoods with similar challenges) other than flipping?

Excessive complaints or three violations in three years could lead to losing the ability to operate​.Impact on Neighborhoods: Non-owner-occupied STRs (Type 2) may cause friction in residential neighborhoods, as they often function like businesses, which can disrupt the local community atmosphere.Recent Regulations (2024 Updates):1) STR operators must obtain a permit for either Type 1 or Type 2 properties, depending on whether the owner lives on-site.2) Platforms like Airbnb are required to remove any listings that lack a valid permit.3) New noise and occupancy regulations apply, with stricter enforcement through permit revocations and finesThese regulations are part of the city's efforts to balance the benefits of STRs with the preservation of neighborhood quality and local safety standards.4o

So, I would make a firm plan for dealing with this.1.

@Jonathan Feliciano I don't own anything up in East Cleveland but just look it up on YouTube so you can get a good idea/feel of what the neighborhoods look like.

Management experience can be especially valuable; I've had lenders that were particularly eager to finance my deals because of my extensive property management experience and ownership of a property management firm, since I can demonstrate competent real estate management skills and understand how to maximize profits on an asset, large or small. 

Philadelphia is a city of neighborhoods where each has its own personality and values.