Exterior House Painting in Dane County, WI

Exterior House Painting in Dane County, WI

Exterior House Being Painted by Cherek Painting in Monroe WI

Why Dane County Homeowners Choose Cherek Painting

• We've been doing this since 1999. My grandfather Leonard started it, my dad Peter kept it going, and now it's me. Three generations of doing the job the right way — no shortcuts, no upsells, no surprises on the invoice.

• We only use premium products, so you're getting real, professional-grade paint — not the cheap stuff that fades and peels in two summers.

Traditional values. Industry-leading results : That's not a slogan we made up for the website — it's how we actually run every job.

What's Included in Every Exterior Paint Job

Pressure washing & wood brightening — we clean and prep the surface before anything else, because paint only holds up as long as the prep work underneath it

Scraping, sanding, and repair — we fix problem spots (rot, peeling, loose trim) instead of painting over them

Premium Products — built for Wisconsin's freeze-thaw cycles

Trim, siding, and detail work — including LP SmartSide and other specialty siding types

Clean job site — we treat your property like it's ours

How We Price the Job

• We price by the job, not by the hour. That means you know the total cost upfront — before we ever pick up a brush. No hourly surprises, no change orders you didn't see coming.

• If we find something during the estimate that could affect the price (like hidden wood rot or moisture damage), we'll tell you straight, before we start — not after.

Areas We Serve

We paint exteriors throughout Dane County, Wisconsin, including Madison, Middleton, Stoughton, Mcfarland, Verona, Oregon and the surrounding communities.

Ready for a house exterior that looks great and actually holds up? Book an appointment with us today!

Frequently asked questions

How long does an exterior paint job take?

Most single-family homes take 3–5 days depending on size, condition, and weather. We'll give you a realistic timeline during your estimate.

Do you paint over old peeling paint?

No. We scrape, sand, and prep problem areas first. Painting over peeling paint just means it peels again — we won't do work that doesn't last.

What time of year is best for exterior painting?

Late spring through early fall gives the best results in Wisconsin, since paint needs the right temperature and humidity to cure properly. We can help you plan timing during your estimate.

Do you offer financing or payment plans?

Financing isn't available just yet, though it's something we're exploring. In the meantime, we gladly accept credit cards for payment.

Your home's exterior takes a beating — sun, rain, snow, and everything Wisconsin weather throws at it. A quality exterior paint job doesn't just make your house look sharp. It protects the wood, siding, and trim underneath from moisture and rot before they become expensive problems.

That's the job we do. Not just painting — protecting your home, done right the first time.