Serving Middletown’s historic Main Street homes, established subdivisions, and newest developments with thorough, unbiased inspections and honest, family-run service.
Middletown earned its name the old-fashioned way — as a stopping point in the middle of the road between Louisville and Shelbyville. More than two centuries later, that same corridor, now Shelbyville Road, is the heart of one of eastern Jefferson County’s most sought-after communities. Middletown blends a historic Main Street lined with older homes and storefronts with established neighborhoods, newer subdivisions, townhome and condo communities, and the shopping and dining that have grown up around Blankenbaker Parkway and the I-64 and Gene Snyder interchanges. For Middletown buyers and sellers, ProChek Home Inspections is a local, family-run inspector based just across the county on McKenna Way in Louisville.
ProChek is a husband-and-wife company. Owner Darryl Willoughby performs every inspection himself, and his wife Dee-Dee runs the office and scheduling. That means one consistent inspector, one point of contact, and a team that treats your purchase like it matters — because to a family business, it does. Clients often mention how easy Dee-Dee makes scheduling and how patiently Darryl answers questions.
Darryl’s background is what really sets ProChek apart. He spent more than 12 years as a custom home builder before becoming a Kentucky licensed home inspector (#HI-2038), and he has now been inspecting homes for 20 years as an ASHI member. He understands how homes are framed, roofed, plumbed, and wired — so he knows what correct looks like, and he knows when something has been covered up or cut short.
Middletown’s variety of housing means a variety of concerns. Older homes near Main Street can hide aging wiring, plumbing, and foundations, while the 1970s-through-1990s subdivisions are reaching the age where roofs, furnaces, air conditioners, and water heaters need replacing. Newer homes and townhomes on the growing east end can carry workmanship issues that only show up after closing. Add Kentucky’s humid summers, strong spring storms, and freeze-thaw winters, and every home deserves a careful, experienced look.
That’s why Middletown clients trust ProChek for buyer’s inspections, pre-listing inspections, new construction inspections, condo and townhome inspections, radon testing, and re-inspections. You’ll get a thorough inspection, a plain-language walk-through, and a detailed digital report with photos you can access anytime. We’re open 7 days a week — call ProChek at 502-802-6336 and let Dee-Dee get your Middletown inspection on the calendar.
From historic homes near Main Street to new townhomes on the east end, here are the inspections Middletown clients count on most.
A complete top-to-bottom inspection before you buy, with a detailed report and photos.
Find and fix issues before you list — fewer surprises and smoother negotiations.
A former custom home builder’s eye on your brand-new home before you close.
Focused inspections for attached homes and the components you’ll own.
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 throughout eastern Jefferson County say the same things about ProChek — thorough, honest, and easy to work with. Here’s what a few of them have to say.
"ProChek did a fantastic job with the inspection on a house we’re in the process of buying. Darryl was incredibly thorough, which is something you definitely want in an inspector! His wife DeeDee was very friendly and helpful in setting up the appointment when we needed it quickly. I highly recommend their services!"
"We used Prochek for our home inspection last week and we are very impressed! Darryl was very thorough and explained everything to us along the way. From start to finish the whole process was very smooth. His office administrator Dee Dee was super friendly and explained everything to us as far as next steps, payment amount and payment options etc. I would definitely recommend this company to anyone looking for a great home Inspection experience!"
"Thank you so much for your thorough evaluation of my forever home.Your patience and honesty was greatly needed and appreciated. Would highly recommend Pro Chek to anyone purchasing property,you will be forever grateful as I surely am. Kenneth Lyons"
From our Louisville office on McKenna Way, ProChek serves Middletown and the surrounding east-end communities — including Douglass Hills, Jeffersontown, Hurstbourne, Anchorage, and Lyndon.
Answers to the questions Middletown-area buyers, sellers, and homeowners ask us most.
Yes. Middletown has many condo and townhome communities, and we offer focused inspections of the unit and the components you’ll be responsible for. Learn more on our Condo & Townhome Inspection page.
We recommend it. New homes are built quickly by many trades, and Darryl’s 12+ years as a custom home builder help him catch issues while the builder is still responsible for fixing them.
The roof, electrical panel and wiring, plumbing, HVAC, and foundation or crawlspace — areas where age, past remodeling, and moisture commonly cause problems.
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 scheduled 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