We’re Sherwood Painting

Our aim is to elevate the painting industry in Marblehead and make our customers’ lives easier

Elevating painting services across Massachusetts since 2005

More Than A Painting Company

Dan Sherwood founded Sherwood Painting Services in 2005. Ever since he and his wife Kate moved here, he instantly loved everything about the North Shore.

He knew there was a better way to provide painting services for the coastal and historic homes of the region.

Raised in a family of realtors, Dan saw firsthand the most common issues homeowners face when hiring a contractor. He set out to provide not only a high-quality paint job, but also an experience that makes homeowners smile!

We’re a local family business, helping other families like us protect their homes and achieve the look they dream of.

Meet Kate, An Artist With People Skills And A Warm Heart

Kate is Dan’s wife, and a very important part of Sherwood Painting. Raised in Marblehead, she met Dan while studying art in Colorado and they eventually returned to raise their family.

Historic houses are in Kate’s blood and she loves helping people make theirs as beautiful as possible. After living and traveling around the world, nothing could compare to the architecture and natural beauty of historic New England.

A natural people person, Kate is the liaison between the crew and our customers. She brings warmth and a much-needed soft touch to any job site, making sure you feel heard, understood, and that your needs are met.

When she’s not overseeing Sherwood Painting jobs, Kate pours herself into making art, gardening and keeping up with two teen boys and two active dogs.

The Crew That Makes It All Happen

Tyler Periera

Cleber DeSilva

Tyler and Cleber are our lead foremen. They manage the day-to-day operations on the job site, making sure that everything goes according to plan. They have a genuine desire to satisfy customers and an unmatched set of skills.

They both run their own crew, embodying our company’s mission, values, and high level of work. They’ll be there to answer your questions, address your concerns, and help materialize your dreams.

Our Warranty And Promise

Repainting old houses is not an exact science. We’ve had our fair share of challenges, but we’ve always risen above them and kept our promises.

3-Year No Questions Asked Warranty

We live and breathe through our community so that we can truly provide for them to the best of our abilities and make sure each and every customer is happy.

The video on the right will help show why we’re different.

What Our Customers Say

The high-level craftsmanship and personalized customer experience we deliver are what keep our customers happy and telling their friends about us. We can’t wait to help you with your painting project!


Exterior repainting of a full house and that paint still looks amazing after 8 years.

The second job is an interior job in our new home this summer. It includes changing a dining room from dark, varnished wood to light colors and repainting the kitchen walls and cabinets. The result is phenomenal and transformational; it’s like a different house.

Dan is friendly, knowledgeable, and responsive. His team is professional, skilled, and careful.

-they’re there when they say they will be
-keep an open line of communication
-do what they say they will do and do it very well

Nicely done!

We recommend them highly and will definitely work with them again when the need arises.

Gerrick Rodrigues


I can’t say enough about the quality of the work.

I have used them several times and will do so again.

John Drislane


Detailed contract spelling out what would be done, at what cost, type of paint, payment schedule and 3 year warranty.

Work started to meet our schedule and progressed extremely well as we expected.

Careful prep, scraping, sanding and caulking, daily clean-up before crew left.

Accommodated our requests for touchup, additional sanding and repainting in difficult areas.

Crew was pleasant, responsive, neat.

Couldn’t have asked for more willing workers, agreeable management or more satisfying result.

A-Rated on Angie's List

You And Your Home Deserve More Than A Paint Job

We’re here to give your home the professional paint job it deserves.