Gumshoe Home Inspection LLC

Gumshoe Home Inspection is a one-inspector home-inspection company based at 17 Perkins St in Winthrop. The company says every inspection is done by its owner, Joseph Aiello, who describes himself as a licensed Massachusetts home inspector holding registration #773 — a number the company publishes itself rather than one confirmed against the state register. By its own account the work spans single- and multi-family houses, condominiums, new construction, older homes and larger estates across the Greater Boston area. The company also says it holds ACI status with the American Society of Home Inspectors and that its owner served a three-year term as a director of the ASHI board. The independent signal is small but consistent. In an August 2026 r/massachusetts thread asking for a detail-oriented inspector, one commenter wrote that they had used Gumshoe twice and had been happy with his work, and a second commenter seconded the recommendation in the same thread. Those are neighbours' reports rather than verified records, and two comments is a thin base, so the rating here is held at low confidence. This is a reasonable call for a buyer who wants the owner rather than a rotating roster doing the inspection. Before booking, confirm the #773 registration directly with the Massachusetts Board of Registration of Home Inspectors, ask what the inspection covers for the property type you are buying, and ask how the written report is delivered.