The Chooz Score's in-house crews component shows consistency: the same crew names appear across multiple reviews spanning months. Tim and Rabi handle house washing, Wayne leads painting crews, Jeremy and Matt handle carpentry, and Earl manages larger exterior projects. Customers don't get random subcontractors - they get familiar faces:
"The entire Stewart Painting team has been incredibly professional across the board - communication, scheduling, organization, prep work, punctuality, craftsmanship, attention to detail, and cleanup." - Maggie C., Google Review
If you're looking for a contractor you can call for years to come, this company has built serious loyalty. Stewart Painting uses their own W2 employees rather than contract painters - a distinction several reviewers specifically call out. The Chooz Score's customer retention indicators show repeat customers planning future projects before current ones end:
"We had such a great experience with Stewart Painting at our summer cottage that we decided to hire them for work on our main property too." - Maggie C., Google Review
The last time we conducted our Chooz Score analysis, Stewart Painting had over 350 Google reviews across their Cape Cod and South Shore locations with a 4.8-star rating. This company earned a Chooz Score of 87.7%. With over 40 years in business since 1980, they've built an operation that spans generations:
"Earl's crew was courteous and meticulous in painting the original wood, trim and shutters. It has been 29 years since it received a fresh coat, and it looks like a new house again!" - Richard T., Google Review
Stewart Painting operates with multiple specialized crews - wash, carpentry, and paint - which can create coordination challenges on complex projects. Several reviewers mentioned delays and communication gaps, particularly during busy season. Ask directly: "What's the realistic timeline for my project, and who will be my main point of contact if questions come up during the work?"
"I signed on with them in early May. The work was supposed to be completed in July. It took until October 17 for them to finish. I often went weeks without hearing from them." - Jack M., Google Review (no owner reply)
100% Recommended (33 Reviews)
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Get StartedFREE SERVICEEvery painter listed on this page has been evaluated using the Chooz multi-step quality process. We combine data analysis with human review to identify companies that consistently deliver strong results for property owners in Middleboro, MA.
The Chooz Score is a 100-point rating built on platform reviews, review quality and engagement, website and digital presence, and business authority and operations. We use the same scoring framework nationwide while evaluating each contractor's performance specifically within Middleboro, MA.