Historic railroad-era estates, wooded lots, and one-of-a-kind homes — inspected with the care Anchorage properties deserve.
Anchorage is one of eastern Jefferson County’s most distinctive small cities — a leafy, quiet community that grew up as a railroad suburb in the 1800s and today is known for its winding lanes, large wooded lots, historic estates, and its own independent school district. Homes here range from century-old residences to custom builds set back from the road beneath mature trees. ProChek Home Inspections serves Anchorage buyers and sellers with detailed, unhurried inspections.
Older and custom homes like those in Anchorage deserve an inspector who understands construction. 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. He pays close attention to aging systems, past additions and renovations, roofs and gutters under heavy tree cover, and drainage on wooded, sloping lots — the issues that matter most on properties like these.
Whether you need a buyer’s inspection, a pre-listing inspection, a luxury and estate home 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 Anchorage inspection.
Here are the inspections Anchorage buyers, sellers, and homeowners call ProChek for most — all performed personally by Darryl.
Detailed inspections for larger, high-end homes with complex systems.
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 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.
"Dee Dee and Darryl were very easy to work with, and the inspection report that was provided was very comprehensive! Darryl included pictures of everything from the foundation to the roof with arrows pointing to every problem area on each pic. Having all that data helped me dodge a bullet on a house that would have needed extensive repairs had I proceeded with the purchase. I am still looking for another house at the moment, and when I find one I want to put an offer in on, I will use ProChek again!"
"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!!!!"
From our Louisville office on McKenna Way, ProChek serves Anchorage and nearby communities including Middletown, Lyndon, Hurstbourne, and Douglass Hills.
Answers to the questions Anchorage-area buyers, sellers, and homeowners ask us most.
Yes. Darryl’s background as a custom home builder helps him evaluate older construction and the additions and renovations many historic Anchorage homes have received over the years.
They can. Darryl looks closely at roofs, gutters, and drainage, which can be affected by heavy tree cover, falling limbs, and leaf debris.
Yes — see our Luxury & Estate Home Inspection page for details.
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