Sherwood Inspection Services - New Haven County

Providing Inspection Services to the New Haven County Community.

Your Trusted Home Inspectors in New Haven County

At Sherwood Inspection Systems, “We don't just inspect, we educate.”  We have built our reputation on providing superior service and educating our customers on every important aspect of the property. Our inspectors have served New Haven County and the entire state of Connecticut for over 35 years.  From Wolcott to Milford, SIS inspections has home buyers, sellers, and real estate professionals in New Haven County covered.   We understand why people love it here, with places like Yale University and the Gold Coast, Sherwood Inspection is proud to serve this great area.

The inspectors on our team understand the real estate market of New Haven County and bring that knowledge to every inspection.  From a commercial property in Waterbury to a waterfront property in Madison, we have the experience needed to provide you the most thorough inspection possible.


What Does a Home Inspection Cover?

Our inspectors will evaluate the components of your home including:  the condition of the home’s heating and cooling systems, the plumbing system; electrical systems; roof; attic; windows, ceilings, floors, walls; doors; the basement foundation, and structural components.


What Makes Our Home Inspections the Best?

All of our inspectors are state licensed and certified by the American Society of Home Inspectors (ASHI) and the International Association of Certified Home Inspectors (NACHI).

SIS inspectors will provide you with a detailed inspection and also identify additional evaluations a property may need.  Wind and flooding are common issues for homes in New Haven County due to geographical and local weather factors.  Our inspectors examine the exterior, windows, attic and basement of a home to ensure the property can withstand the effects of strong winds and flooding that are common in the area. You can trust the thorough evaluations provided by SIS inspections to inform you about these and any areas of the property that may need maintenance, repair, or upgrading, so that you're prepared to care for your property.


What You’ll Receive After Your Home Inspection

After your inspection, we will provide you with a comprehensive report including digital photos.  Our reports are easy to read and understand. In addition to your state of the art detailed inspection report, you'll also receive a copy of our Closing Walkthrough Checklist and we will email you a copy of our Homeowner's Guide.  Your inspector will also be available to answer any questions you may have once you receive your report.


interNACHI Certified Home Inspector
internachi certified
Member of the International Association of Certified Home Inspectors

AHIT Certified Home Inspector
ahit certified
Member of the American Home Inspectors Training

IAC2 Certified Home Inspector
iac2 certified
Certified by interNACHI for both Radon testing and Mold Testing

ASHI Certified Home Inspector
ashi certified
Members of the American Society of Home Inspectors

The Sherwood Team is Best-In-Class


Our highly skilled team is led by talented engineer and company founder, David Sherwood. He is the former President of the American Society of Home Inspection (ASHI), located right here in Southern New England. David was appointed to the Home Inspection Licensing Board by the CT Secretary of State, and to this day, he trains our inspectors to guarantee an exceptional inspection service for all of our clients. As Master Inspectors, accredited NACHI (International Association of Certified Home Inspectors) and ASHI members, our licensed Sherwood inspectors have helped countless home buyers in Connecticut and Massachusetts uncover problems quickly and efficiently, saving both time and money.



David Sherwood

Owner & Inspector

Chris Benney
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Chris Benney

General Manager / Head of Operations

Chris Benney
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Dee Persaud

Executive Director

Dee Persaud Executive Director
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Bradley Peters

Environmental Tech

Bradley Peters
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Kyle Wicklund

Home Inspector

Kyle Wicklund
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Alex Bozzi

Home Inspector

Alex Bozzi
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Cathy Corning

Commercial/Home Inspector

Cathy Corning
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Adam Anderson

Home Inspector

Adam Anderson
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Robert Mehr

Customer Experience

Robert Mehr
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Aldi Ajce

Environmental Tech

Aldi Ajce
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Matthew Naumec

Home Inspector

Matthew Naumec
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Meron Yemane

Customer Experience

Meron Yemane
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Maria Dudley

Home Inspector

Maria Dudley
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David Hayford

Environmental Tech

David Hayford
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Ariel Torres

Home Inspector

Ariel Torres
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Our Services

Our Specialties

Dillon was Amazing. Any questions we had he was able to answer. I would highly recommend Sherwood Inspection Services to anyone who's purchasing a home and looking for a great home inspection company.  A+++ SERVICE.
Lina M.

We Look Forward To Serving Your Needs


SIS wants to be your home inspector of choice.  We are so confident of our great service, that we offer our customers a 200% guarantee!  That means if for any reason you are not satisfied with your inspection, we will pay for another inspection with a home inspector of your choice up to the amount of our fee.

You can learn more about our home inspections by giving us a call; we will guide you on the services we feel are right for you. If you already know what service you need, go ahead and get your inspection scheduled today!