Spacious homes on wooded lots in a quiet northeast Louisville city — thorough, unhurried inspections.
Rolling Fields is a small, quiet city in northeastern Louisville, living up to its name with gently rolling streets, wooded lots, and spacious homes set back from the road. Close to Brownsboro Road, Indian Hills, and St. Matthews, it offers a peaceful residential setting just minutes from shopping, dining, and downtown. ProChek Home Inspections serves Rolling Fields buyers and sellers from our Louisville office.
Homes on wooded, sloping lots bring specific considerations — drainage and grading, roofs and gutters under heavy tree cover, and older systems and renovations in homes that have been updated over the decades. Owner Darryl Willoughby spent more than 12 years as a custom home builder before becoming a Kentucky licensed home inspector (#HI-2038) and ASHI member, and he has 20 years of inspection experience, so he takes the time each property needs and explains what he finds in plain language.
Whether you need a buyer’s inspection, a luxury home inspection, a pre-listing inspection, or radon testing, ProChek delivers a thorough inspection, a plain-language walk-through, and a detailed digital report with photos you can access anytime. Darryl’s wife Dee-Dee runs the office and scheduling, and we’re open 7 days a week — call 502-802-6336 to schedule your Rolling Fields inspection.
Here are the inspections Rolling Fields buyers, sellers, and homeowners call ProChek for most — all performed personally by Darryl.
A complete top-to-bottom inspection before you buy, with a detailed report and photos.
Detailed inspections for larger, high-end homes with complex systems.
Find and fix issues before you list — fewer surprises and smoother negotiations.
A yearly check-up that catches small problems before they become expensive ones.
Add a radon test to any inspection — the only way to know your level.
Confirm negotiated repairs were completed — and done right — before closing.
Clients consistently describe Darryl the same way — thorough, knowledgeable, and honest. Here’s what a few of them have to say.
"I’ve worked with several home inspectors and Darryl was one of the most thorough and knowledgeable guys I’ve met in the field. Great work and excellent report with a lot of great recommendations about how to proceed. Also, shout out to DeeDee for making the scheduling process simple and providing all the info needed without having to ask. Excellent company and I couldn’t recommend them more highly!"
"I am forever grateful to Darryl and Prochek Home Inspection. His expertise and thoroughness saved me from what could have been a nightmare. Homeowners tried to hide the truth about their home but Darryl sees right through it. Extremely glad continued to use Darryl for our home inspections. 100% recommend him over and over. Thank you Darryl and Prochek Home Inspection!!!!"
"We recently used ProChek Home Inspection for a home inspection and couldn’t be more impressed with the experience. They were incredibly thorough and made the process so smooth. Following the inspection, Darryl walked us through every step of the inspection with great detail and explanation. He explained issues clearly and offered practical suggestions for addressing them, without being alarmist. The inspection report was delivered promptly, complete with clear photos and well-organized notes. It helped us make a confident decision about the property and negotiate a few important repairs with the seller. We highly recommend using ProChek Home inspections for your new home!"
From our Louisville office on McKenna Way, ProChek serves Rolling Fields and nearby communities including Indian Hills, Windy Hills, St. Matthews, and Graymoor-Devondale.
Answers to the questions Rolling Fields-area buyers, sellers, and homeowners ask us most.
Darryl evaluates grading and drainage around every home, which is especially important on sloping, wooded lots.
Yes — see our Luxury & Estate Home Inspection page.
Yes — an Annual Maintenance Inspection helps catch problems early.
Call 502-802-6336 or request an inspection on our contact page. We’re open 7 days a week, and Dee-Dee will get you on the calendar quickly.
ProChek serves 50 communities across Louisville and the surrounding counties. Click any community to learn more about home inspections there.
20 Years Experience • KY Licensed #HI-2038 • ASHI Member • Open 7 Days • Serving Louisville & Surrounding Areas