Author: jesseharp

Home sellers in Wisconsin are facing a unique market right now: median single-family prices have surged to just over $303,000 statewide in early 2025, even as 30-year mortgage rates hover in the mid-6 percents. wra.org At the same time, average apartment rents in cities like Madison ($1,695) and Milwaukee ($1,250) are climbing steadily. zumper.comzumper.com For … Continued

When you sell an investment property, the IRS and the Wisconsin Department of Revenue both want their share. For many Wisconsin investors, “investment property taxes capital gains” is a confusing phrase—yet understanding it can save (or cost) you thousands. Below you’ll find a plain-English guide to how capital-gains taxes work on real-estate investments, the special … Continued

Stop Letting Taxes Eat Your Cash Flow Owning an investment property in Wisconsin, Wisconsin can feel like financial Jenga—every dollar you pull out in rent must be stacked against repairs, mortgages, and the IRS. The good news? Federal and state rules let savvy landlords deduct a surprising number of expenses and even defer profit entirely … Continued

Got renters in place but ready to cash out of your property? You’re not alone. Many landlords in Wisconsin decide to exit the investment property early—whether the market’s heating up, interest rates are shifting, or life just throws a curveball. This guide breaks down everything you need to know to Sell Your House with Tenants … Continued

Thinking about selling your rental property in Wisconsin, Wisconsin? You’re not alone. Rising home prices (the statewide median hit $315,500 in May 2024, up 6.9 % year-over-year wra.org) and tight rental demand are pushing many landlords to cash out while the market is hot. At the same time, occupancy across metro Milwaukee hovers near 96 … Continued

Owning an Investment Property in Wisconsin can feel like riding a roller-coaster—thrilling when rents rise and equity builds, nerve-wracking when repairs stack up or the market jolts. Whether you’re a first-time landlord or a seasoned investor with multiple doors, the toughest call is knowing when to cash out. Below, we break down five clear signals … Continued