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 364 Reviews
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Karyn Swanson
June 26, 2026

I am thrilled with the results! My family room and porch look brand new and I couldn’t be happier. The guys were professional, friendly, and surprisingly quiet. I look forward to working with your company again!

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Jon Patsavos
June 26, 2026

Tim and Rabi did a great job power washing my mother in laws house!

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Bob Pierpont
June 25, 2026

Tim and Ravi were timely and thorough in their Powerwashing. They took care of plantings. Provided detail on what to do Next. Thanks guys

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Cynthia Kett
June 24, 2026

The crew showed up promptly and did an excellent job washing my house, they went above and beyond expectations. I would definitely hire them again.

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Franny Reynolds
June 24, 2026

Timothy and Rabi on the wash team did a great job cleaning our front porch. Thank you! Now it’s ready to stain.

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Charlie Peterson
June 24, 2026

I paid a little more however I received much more in return. Stewart painting provided professional Carpenters and Painters with an eye for detail. Replaced old trim board, sanded and caulked every seam. They made my twenty year old home look new again.

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Sheila Carter
June 20, 2026

The house looks great…it looks brand new …Thank You

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Natalie Pittenger
June 19, 2026

Timmy came to power wash the house and he did a fabulous job !! Everything came out spotless and he was so nice if I had any questions. He went right about his work and even found a lost earring that was in the driveway !! When the painters came to do the house they were beyond efficient. Everything was protected and they all just went to work and got the house painting done. All the colors for trim, front door, shutters, and house were correct. All in all, they did a great job and neighbors have commented on how nice the house looks!!

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Michael Carter
June 18, 2026

Amazing job! Just got my shingles in Harwich washed and it looks like a completely new house. Highly recommended!!!

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