I am assuming an annual reassessment at the full purchase price plus the 2026 city/county levy increases and school referendums.Municipal Services Bill (125 dollars per month)Factoring in the owner-paid quarterly bill for water, sewer, and solid waste/trash.Insurance (185 dollars per month)DP-3 landlord policy benchmark for a 100-year-old duplex.Property Registration (75 dollars)Mandatory DNS filing for non-residents.Does this look realistic for the current 2026 Milwaukee landscape, or am I being too conservative on the maintenance and tax side?

It doesn't matter if it's from us, but get someone who knows what they are doing or you'll lose a lot of money and waste a lot of time.It's not for the faint of heart.

Check the state you want to wholesale in for details.Fourth it will get you into real trouble if you record a memorandum of interest against a property and not properly release it when you should.Generally the guys on YouTube say they spend $2200 to generate a solid lead and make between $5000 and $10000 ON AVERAGE for those leads.

Cuts down on wasted calls.

The key is to have rock solid systems in place to deal with it as you do every other client's property.

Knowing what you can comfortably qualify for makes it much easier to narrow down markets and start building a solid buy box. 

They often do 80-85% LTV with rehab draws and no upfront fees if you bring them solid deals.

If you’re open to nearby markets, New Port Richey in Pasco and Lakeland in Polk County are solid too, especially with job growth like Amazon.

I’m building in Orlando/Kissimmee/Polk and want to bring properties that actually make sense for investors — not waste anyone’s time.Appreciate any advice

Solid questions.