What stands out immediately in Leo's reviews is the emphasis on preparation and customer satisfaction. Leo personally checks in during each phase of the project to make sure customers are happy with the progress. The Chooz Score's review authenticity indicators show consistent praise for thoroughness:
"Leo's prep work on the exterior was phenomenal, sanding every outside surface before beginning the paint job. His team was extremely professional and conscientious." - Laurie and Doug R., Google Review
The last time we conducted our Chooz Score analysis, Leo's Painting had over 155 Google reviews with a 4.9-star rating. This company earned a Chooz Score of 89.2%. With over 20 years serving Cape Cod since 2001, they've built a strong local presence:
"Leo and his crew are amazing! I have had many paint jobs over the years with different contractors but NOTHING compares to the job Leo's Painting did." - Jack G., Google Review
Leo and his team consistently receive praise for their responsiveness and communication throughout projects. The Chooz Score's review response quality component reflects strong engagement, with the owner responding to nearly every review with personalized messages:
"Leo was very good at responding to all of our questions and tackling all of our requests. His crew worked very hard, even when the weather didn't cooperate." - Erin G., Google Review
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Get StartedFREE SERVICEOwner responds to virtually every review with personalized messages, not copy-paste thank-yous. The Chooz Score's review response quality component reflects how this team handles feedback: nearly 100% response rate with specific details about each project. This responsiveness extends to the actual service experience:
"Brian Eaton is an exceptional communicator who listened carefully and kept me up to date every step of the process as my exterior painting project was planned and executed." - amelia r., Google Review
The last time we conducted our Chooz Score analysis, CertaPro Painters of Cape Cod had over 230 Google reviews with a 4.8-star rating. This company earned a Chooz Score of 88.5%. With 17 years in business serving Cape Cod, they've established deep roots in the community:
"We have recently hired CertaPro of Cape Cod twice. They did an amazing job both times." - Marie C., Google Review
High marks on the Chooz Score's customer retention indicators: reviewers mention returning for second and third projects, and specifically planning future work before their current project wraps up. The franchise model means consistent processes, but the local ownership means personal accountability:
"We used them to paint our home interior a couple of years ago and I will continue to use them for all my future painting projects." - Gerry T., Google Review
While most individual home projects receive strong reviews, one condo complex project had quality concerns. If your project involves a larger scope or shared property, ask directly: "How do you manage quality control across larger multi-unit projects, and what's your touch-up policy?"
"Paint all over our patio, overspray on our gutters, white trim paint all over the main body paint, trim paint so thin it barely covered the trim." - Robert S., Yelp Review (no owner reply)
100% Recommended (5 Reviews)
High marks on the Chooz Score's customer retention indicators: customers don't just hire Schmidt Painting once, they come back year after year. Multiple reviewers describe relationships spanning a decade or more:
"Have been using Schmidt Painting for 11 years. During this time, I have had to count on them for both large and small projects. No matter the size of the project, amazing workers and the quality outstanding." - Richard M., Google Review
Owner Derrick Schmidt is personally mentioned in nearly every review. He handles estimates, explains the full scope of work, and stays involved throughout each project. The Chooz Score's review response quality component reflects his hands-on approach: responses reference specific project details, customer names, and even personal touches like wishing customers well on trips abroad:
"Derrick was very professional. He arrived on time and spent time explaining how he was going to revamp our deck. In his estimate, he showed us how we could even save money." - James K., Angi Review
The last time we conducted our Chooz Score analysis, Schmidt Painting had over 560 reviews across platforms with near-perfect ratings. This company earned a Chooz Score of 88.2% and has been serving Cape Cod for 27 years:
"We've used Schmidt Painting for the last 5 years for a variety of projects, including interior and exterior painting, woodwork repair and replacement, exterior power washing and floor refinishing. They're reliable and professional, the work is high quality and they're committed to customer satisfaction." - Karen F., Google Review
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)
If you're particular about craftsmanship and the details matter to you, this company consistently delivers. Reviews repeatedly highlight words like "meticulous," "impeccable," and "perfectionists"—and the evidence backs it up. Nick and his team don't just paint; they prepare surfaces thoroughly, address discovered issues like rotted wood without hesitation, and complete work that transforms spaces. This carries through to the actual work:
"Nick and his team are perfectionists and it shows in the high quality work they produce." - Lisa M., Google Review
If you're a first-time customer who wants guidance throughout the process, Nick's communication style stands out. Owner Nick responds to nearly every Google review with personalized replies that reference specific projects and customer names—not generic thank-yous. This carries through to the actual work:
"Nik returned my call immediately, provided a competitive quote the next day, and completed installation within a few days." - Rob D., Google Review
If you're a busy professional or family on a tight schedule, their track record for timely delivery is impressive. Projects consistently finish on schedule—or ahead of it—with over 10 new reviews in the last 3 months alone demonstrating active, ongoing work. This carries through to the actual work:
"They were there when they promised. We found only two small misses and they were back the same day to address them." - Patricia A., Google Review
If you want a company with a solid reputation backed by real customer experiences, Cape Cod Fine Finishes LLC has built an exceptional review portfolio and earned a Chooz Score of 87.5%. The last time we conducted our Chooz Score analysis, they had over 125 Google reviews with a perfect 5.0-star rating (Source: Google Reviews), plus over 40 reviews on Angi at 4.8 stars (Source: Angi). This carries through to the actual work:
#202706 verified active"If there were 10 stars I would rate them at just that. With many that have done work through the years, Cape Cod Fine Finishes is by far my best experience." - Karen M., Google Review
While the work quality appears excellent and they clearly stand behind their craftsmanship, there's no formal warranty or guarantee program listed on their website or business profiles. Ask them directly: "What warranty or guarantee do you offer on your painting and cabinet work, and what's the process if I notice an issue after the project is complete?"
"We found only two small misses and they were back the same day to address them." - Patricia A., Google Review
The company states they are "fully bonded and insured," but specific insurance documentation wasn't verified in public records. For your peace of mind—especially on larger exterior or renovation projects—ask them directly: "Can you provide a copy of your current liability insurance and workers' compensation coverage?"
"His team arrived every day on time, diligently worked until end of day and completed the work on schedule." - Gia D., Google Review
Every 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 Orleans, 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 Orleans, MA.