40+ Years of Quality Work

Trusted Painting and Remodeling on Cape Cod, South Shore, and Nantucket

Serving Cape Cod, MA, and surrounding areas, our experienced painters and remodelers deliver reliable timelines, clear communication, and consistent results.

Expect the Best from Stewart Painting, Inc.

Delivering Outstanding High-Quality Results

At Stewart Painting, we rely on trained, full-time professionals who follow a clear process on every project. From detailed surface preparation to precise application, each step is handled with consistency and attention to detail. This approach helps ensure finishes that not only look clean and refined but also hold up over time.

Reliability is built into every stage of the experience. Our clients receive clear communication, accurate estimates, and a dedicated crew leader who keeps the project on track. Clean job sites and respectful service are standard, not optional. The result is a smooth, well-managed project that prioritizes customer satisfaction and delivers outcomes clients can feel confident in.

The Go-to Painters and Remodelers on Cape Cod, South Shore, and Nantucket

Stewart Painting is the go-to choice for homeowners and businesses across Cape Cod, MA, who value reliability and a well-managed process. With a trained, full-time team and a structured approach from estimate to final walkthrough, every project is handled with consistency and care. Known for clear communication, clean job sites, and dependable results, our team delivers a professional experience that protects both your time and your property.

Stewart Painting, Inc. - House and Commercial Painters on Cape Cod, South Shore, and Nantucket

Why Choose Stewart Painting, Inc.?

Customer satisfaction is our main goal. We keep the needs of our clients at the front of the line in every project. There are many reasons people choose us. Here are just a few.

A Structured Process You Can Rely On

We stand out for our clear, step-by-step process that keeps every project organized and predictable. From on-site estimates delivered quickly to a dedicated crew leader assigned to your job, every detail is managed with care.

Skilled, In-House Professionals

From customer service to technical application, each team member is equipped to deliver professional results while minimizing disruption. This commitment to internal training and development helps maintain high standards across every project and ensures a level of accountability that clients can trust.

Complete Property Care with Long-Term Value

We offer a full range of services, including carpentry, house washing, and repairs, allowing projects to be handled from start to finish under one team. With over 40 years of experience serving Cape Cod and the surrounding areas, the focus is not just on appearance, but on protecting and maintaining properties for long-term value and performance.

Our Management

Sheldon Stewart

President and Founder

Sheldon Stewart started painting houses in high school and worked his way through college as he built his business. In 1984 Stewart Painting was officially launched. Sheldon’s heritage as a “Cape Codder” dates back more than two generations and has been a strong influence in the way he approaches his business.

Recognizing that building an impeccable reputation requires a team of people that are like minded and strive to provide quality service. Sheldon credits his success by surrounding himself with family members and key people to operate his thriving business. Sali Stewart handles customer relations, his daughter Shelby worked during school breaks, and his nephew Todd Piknick has more than 20 years with the company and is the Production Manager.

Sheldon holds certifications in Home Improvement, Lead remediation license OSHA 30. Giving back to the community is very important to Sheldon. Stewart Painting donates to many charities. As a member of the steering committee for the Pops by the Sea, Sheldon and his employees donate their time to setting up for the event each year. Please visit our Community Support page for a more detailed list of local causes we support.

Todd Piknick

Production Manager

Todd started working for Stewart Painting in 1992 as a painter’s helper. He learned the painting trade during the summer months while attending Barnstable High School (Class of 1995) and Salve Regina University in Rhode Island (Class of 2000). After college, Todd took on a full time roll as the House Wash Division Foreman (3 years), then as a Painting Foreman (4 years), Field Supervisor (7 years) and his current role as Production Manager. He is RRP (Lead Renovation, Repair and Painting) Certified and OSHA 30 Certified.

Todd appreciates Stewart Painting’s commitments to all of their employees, the great work environment, high standards in the trade, and overall betterment of the community. Outside of work, Todd enjoys playing golf, hockey and spending time with family and friends.

Kim Redfield

General Manager

Kim is currently General Manager of Stewart Painting and joined in 2018 as the company’s Controller. She has more than 30 years of accounting experience. After attending Suffolk University, Kim started her career in banking and while raising her family spent most of her time doing accounting for charitable organizations. When she returned to the workforce she spent many years in the building materials industry, moved on to Medical Manufacturing and patient care, before joining Stewart Painting.

Kim lives in Plymouth. In her off time, she enjoys spending time with family, gardening and enjoying nature.

Salijane Stewart

Wash Division Manager

Salijane has been an essential part of Stewart Painting for over 35 years. A lifelong Centerville resident, she is married to Sheldon Stewart, the company’s president and owner. Outside of work, Salijane enjoys going on walks with her sisters and friends, and cherishes time spent with her grandchildren. Her dedication and commitment have made her a cornerstone of the Stewart Painting team.

Brian Manning

Human Resources Manager

Brian joined Stewart Painting in September of 2023, bringing with him over six years of experience in Human Resources and a strong background in financial sales and management spanning more than a decade. As HR Manager, Brian plays a key role in employee relations, recruitment, and organizational development – helping foster a positive and productive workplace culture.

Brian holds a Bachelor of Science degree in Business Management from Suffolk University. He lives in Barnstable with his fiancée, Michelle, and their two Yorkies. In his free time, Brian enjoys watching movies, spending time with friends and family, and playing with his dogs.

Community service is also a priority for Brian. He continues to participate in Stewart Painting’s “Paint it Forward” initiative and actively supports all the company’s charitable efforts for veterans. Brian has also donated his time driving for Meals on Wheels and continues to look for ways to give back whenever possible.

Shayla Wilkinson

Marketing Manager

Shayla Wilkinson is the Marketing Manager at Stewart Painting, a role she’s proudly held since 2020. A resident of Dover, New Hampshire, Shayla brings creativity and community spirit to everything she does — both in the office and beyond.

In addition to her marketing career, Shayla is an aerial arts instructor at the University of New Hampshire, where she shares her passion for movement and performance with students of all levels. She earned her Bachelor’s Degree in Dance from the University of New Hampshire in 2014.

When she’s not working or teaching, Shayla loves spending quality time with her family and unwinding on her yoga mat. Her days are fueled by connection, creativity, and a love for inspiring others through both words and movement.

Carissa Booth

Customer Service Manager

Carissa Booth joined our team in the Spring of 2022 after seventeen years working for Sherwin Williams! She earned her Bachelor’s Degree from Salem State in Business Administration. Carissa is a resident of East Wareham and when she is not working she enjoys spending time with friends and family, being a baseball coach for her son’s team and spending time at the canal!

Who We Are

Stewart Painting works diligently to maintain its distinguished reputation for providing more than 40 years of quality work, exceptional service and complete customer satisfaction in the residential and commercial painting and carpentry industries.

Service Areas

Our team serves the listed areas and extends coverage throughout Cape Cod, South Shore and Nantucket communities. Please contact us to verify service availability for your location.

See Our Past Masterpieces

Customer Testimonials

4.8
Based on 355 Reviews
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Jacob Linder
June 4, 2026

We are extremely happy with Stewart Painting and the work they did! From initial quote to completion they were responsive and timely and on the day of painting they were on time and completed the work same day! The work is high quality and our house looks great!

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Patricia Hogan
June 3, 2026

Just have to tell you how great TIMOTHY is. A charmer and a hard worker doing a thorough job washing my house in preparation for painting.

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Devin Massarsky
June 2, 2026

Got an exterior wash of my house, they even did the shed. It all looks great.

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Stephen Clayton
June 1, 2026

I had the outside of my washed by Timothy. He did an excellent job and I would highly recommend him!

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Ellen Grady
May 31, 2026

We had an exceptional experience with Stewart Painting! Timothy arrived at our home to house wash our home and roof. He was courteous, professional, and timely. His work ethic was second to none, and so was his work! Our house looks beautiful…. Thank you!

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Cassie Joy
May 31, 2026
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Tom Mulligan
May 30, 2026

Awesome job

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cheri mitchell
May 30, 2026

The crew from Stewart power washes our slate patio every two years. They do exceptional work!

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michael dube
May 29, 2026

Tim from Stewart painting just did an awesome job cleaning my house!!👍🏻