I pulled into the driveway on Summer Street last Tuesday, and before I even got out of my truck, I c

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Aamir Yaqoob, RHI

RHI Certified · OAHI Member · InterNACHI · E&O Insured

April 7, 2026 · 5 min read

I pulled into the driveway on Summer Street last Tuesday, and before I even got out of my truck, I could smell it - that musty, damp odor that tells you everything you need to know about a basement. The seller had listed this 1999 two-story for $785,000, and my buyers were already talking about paint colors. Three hours later, I was showing them $18,500 worth of foundation issues and a furnace that hadn't been serviced since the Obama administration.

This is what I do every day in Winona. I've been inspecting homes here for fifteen years, and I've seen buyers lose their shirts because they fell in love with granite countertops and missed the red flags hiding behind the walls.

Here's what I find most concerning about Winona's housing market right now - with average prices hitting $800,000, people are stretching their budgets so thin that they can't afford to walk away from problems. I get it. You've been house hunting for months, interest rates aren't doing you any favors, and you finally find something in your price range. But what I see in my reports could save you from financial disaster.

Take that Summer Street house. Beautiful hardwood floors, updated kitchen, the works. But when I got into that basement with my moisture meter, the readings were through the roof. The foundation wall had a hairline crack running from the window well down to the floor - not visible unless you knew where to look. The buyers thought they were getting a move-in ready home. Instead, they were looking at foundation repair, waterproofing, and probably mold remediation.

They walked away. Smart choice.

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In fifteen years of doing this, I've learned that Winona homes have their own personality. These aren't ancient properties - we're talking an average age of 25 years - but they've got issues that come with being built during certain eras. The homes from the late '90s and early 2000s? I see the same problems over and over.

Buyers always underestimate the cost of HVAC repairs. I inspected a place on Green Mountain Road last month where the heat exchanger was cracked. The sellers hadn't disclosed it because they probably didn't know. My buyers were looking at $12,800 for a new furnace, and that's before we even talked about the ductwork that looked like it was installed by someone's nephew.

Sound familiar? It should, because I see this scenario play out constantly.

What really gets me frustrated is when I find electrical issues that could have burned the house down. I was in a split-level on Mud Street West - gorgeous curb appeal, asking $825,000 - and the electrical panel looked like a science experiment. Aluminum wiring, double-tapped breakers, and junction boxes that weren't up to code. The cost to bring everything up to standard? $15,200.

The listing had been on the market for 67 days, which should have been a red flag right there. In this market, when something sits that long, there's usually a reason.

Here's my opinion on Winona's east end properties - they're generally better maintained than what I see closer to the highway, but don't let that fool you. I've found $22,000 worth of roof issues in homes that looked perfect from the street. Shingles can hide a lot of sins, and when you're dealing with our Ontario weather, water damage adds up fast.

The tricky part about inspecting in Winona is that many of these homes were built when building codes were different. Not wrong, just different. That means I'm constantly explaining to buyers why something that was perfectly legal in 1999 might need updating in 2026. Windows, insulation, electrical capacity - it all adds up.

I remember a house on Fifty Point Road where the buyers were convinced they'd found their dream home. Three bedrooms, two baths, asking $795,000. But the attic insulation was inadequate by today's standards, the windows were original and failing, and the hot water tank was living on borrowed time. We were looking at $8,900 just to get the basics sorted out, and that didn't include the driveway that was sinking on one side.

Guess what we found when we looked closer at that driveway? A drainage issue that was slowly undermining the foundation. Another $11,500 to fix properly.

What I find most concerning is how many sellers price their homes as if these issues don't exist. I get three or four calls a week from buyers who are shocked by what we uncover. They've made offers based on curb appeal and staged interiors, but they haven't factored in the reality of ownership.

In 15 years, I've never seen a market where buyers had less room for error. When you're already stretching to afford $800,000, finding out you need another $20,000 in immediate repairs can kill a deal. Or worse, it can put you in a financial hole that takes years to climb out of.

By April 2026, I predict we'll see more buyers getting smart about inspections. Right now, too many people are waiving conditions or rushing through the process. But as prices stay high and repair costs keep climbing, thorough inspections aren't optional anymore.

The homes I inspect in Winona aren't disasters - most of them are solid properties that just need informed buyers. But when you're making the biggest purchase of your life, you need someone in your corner who's seen it all before. Someone who knows that a fresh coat of paint can hide water damage, and that a quiet furnace might be quiet for all the wrong reasons.

I've walked through thousands of Winona homes, and I can tell you this - the expensive surprises are always preventable if you know what to look for. Don't let emotions override common sense when you're spending $800,000. Get a proper inspection from someone who'll tell you the truth, even when it's not what you want to hear.

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I pulled into the driveway on Summer Street last Tuesday,... — 2026 Guide | Inspectionly