5 Best Painters Near Chatham, MA Ranked by Chooz Score

Painting contractors serving Chatham, MA have earned strong reputations through quality work and customer care. Cape Cod homeowners consistently praise these companies for thorough preparation, clear communication, and results that hold up against the coastal climate.

The last time we conducted our Chooz Score analysis, Leo's Painting and carpentry services had over 155 Google reviews with a 4.9-star rating. They've earned a Chooz Score of 89.2% and have been serving Cape Cod since 2001. Owner Leo personally checks in during each phase of the project to ensure customers are satisfied before moving forward. If you're looking for a company that combines painting expertise with carpentry skills for a complete exterior refresh, Leo's Painting is a solid choice.

Reading through reviews, customers frequently mention Leo's willingness to handle the unexpected. Whether it's discovering rotted trim during prep work or managing weather delays, reviewers describe a team that adapts without drama. Several out-of-state homeowners specifically mention trusting Leo to complete work while they're away, receiving updates and photos throughout the process.

• Comprehensive prep work including power washing, sanding, and surface preparation on every exterior project
• 98% recommended on Facebook with over 21,000 followers
• Minor carpentry services included, from trim repairs to cabinet refinishing
• Active Instagram presence with over 640 posts showcasing completed projects

"Leo and his team did an incredible job at painting our kitchen, pantry, entryway and dining room including all cabinets and built ins, trim, walls and ceiling. They worked tirelessly to complete the job." - Susan Moroski-Barron, Google Review

CertaPro Painters of Cape Cod stands out for their communication systems and crew consistency. With a Chooz Score of 88.5% and over 230 Google reviews at a 4.8-star rating, they've built a reputation for keeping customers informed. Estimator Brian Eaton is mentioned by name in dozens of reviews for his responsiveness and detailed explanations. If you want a company with clear project management and someone you can reach when questions come up, CertaPro delivers that structure.

What sets this team apart is how they handle complex projects. Reviews describe large exterior jobs, full interior repaints, and cabinet refinishing completed with precision. Their nearly 100% review response rate shows owner involvement, with personalized replies referencing specific project details rather than generic thank-yous.

• A+ rating with the Better Business Bureau, accredited since 2008
• Named crew members like Adriano, Jonathan, and Antonio receive repeated praise across reviews
• EPA Lead Certified with verified MA HIC License

"From start to finish CertaPro was easy to work with. Everyone was friendly, polite, and skilled. Our second project with them was completed in one day and we are very happy with the results." - Claudia Bellis, Google Review

Owner Derrick Schmidt isn't just running the business at Schmidt Painting, he's actively involved in every project. They've earned a Chooz Score of 87.8% with a perfect 5.0-star rating on Google. What's remarkable is the loyalty they've built: reviewers describe relationships spanning 7, 11, even 14 years of repeat projects. If you want a painter you can call for years to come who remembers your home and preferences, Schmidt Painting has earned that trust.

Reviews consistently mention Derrick's responsiveness and willingness to stand behind his work. When issues arise, he returns personally to make things right. Customers also note that his crew works efficiently without cutting corners, and several mention receiving small extras at no additional charge.

• Repeat customers spanning 5 to 14 years appear throughout reviews
• Derrick personally handles estimates with detailed scope explanations
• Carpentry repairs handled alongside painting projects

"Over the years, whenever we have painting needs, we call on Schmidt Painting to do the job. His company always does excellent work, on time and for a fair price." - Lou Baccari, Google Review

Customers consistently mention the same thing about Stewart Painting: the same crew names appear across reviews spanning months. Tim and Rabi handle house washing, Wayne leads painting crews, and Matt handles carpentry. With a Chooz Score of 87.7% and over 300 Google reviews at a 4.8-star rating, they've scaled without losing the personal touch. If you want a larger company with W2 employees rather than subcontractors, Stewart offers that consistency.

Reviews describe a company that treats every home with care. Their Paint it Forward community program shows local investment, and multiple customers mention using Stewart for different projects over five or more years. The house washing service receives particular praise, with Tim and Rabi mentioned in over a dozen reviews for transforming weathered cedar shingles.

• In-house W2 employees rather than contract painters
• House washing services frequently bundled with exterior painting
• Paint it Forward community program demonstrates local commitment

"The entire Stewart Painting team has been incredibly professional across the board, from communication and scheduling to prep work, punctuality, craftsmanship, and cleanup." - Maggie C., Google Review

With a Chooz Score of 87.5% and a perfect 5.0-star rating, Cape Cod Fine Finishes LLC has built a reputation for specialty work. Owner Nick responds to nearly every review with personalized messages referencing specific projects. If you're particular about craftsmanship and want a team that specializes in detailed work like cabinet refinishing, wallpaper installation, and fine trim, Cape Cod Fine Finishes delivers that precision.

Looking through reviews, this company attracts customers who care about the details. Multiple homeowners describe mahogany door refinishing, knotty pine ceiling projects, and kitchen cabinets that look brand new after refinishing. Nick sends progress photos during projects so customers can track work even when away from the property.

• Specialty services include wallpaper installation and floor refinishing
• Same-day or next-day quotes are typical
• Named crew members Javier and Paulo receive consistent praise

"Nick and his team at Cape Cod Fine Finishes were absolutely wonderful to work with. They did an incredible job installing wallpaper in our home. Nick was responsive and his crew were incredibly friendly and skilled." - Kristen Breault Bolio, Google Review

~Review Snippet Sources: Google, Facebook, BBB, Angi

Painting contractors serving Chatham, MA consistently receive praise for their attention to detail and quality results. Leo's Painting and carpentry services customers highlight thorough preparation, with one homeowner noting: "Hard working team, did a good job with attention to detail throughout the project. My house looks great after the power wash, sanding, and painting." Another customer shared: "Leo's prep work on the exterior was phenomenal, sanding every outside surface before beginning the paint job."

Schmidt Painting earns recognition for craftsmanship that holds up over time. One longtime customer wrote: "I am 67 years old and had many painting contractors. Schmidt Painting is by far the best I have ever dealt with. His crew never stops all day. The quality of their work is the best I have seen." Cape Cod Fine Finishes LLC receives similar praise for specialty work, with a reviewer noting: "Nick and his team are perfectionists and it shows in the high quality work they produce." CertaPro Painters of Cape Cod customers describe results that exceed expectations, with one homeowner stating their difficult garage ceiling now "looks like new."

~Review Snippet Sources: Google, Angi

Painting contractors in Chatham, MA are frequently praised for keeping customers informed throughout their projects. CertaPro Painters of Cape Cod stands out for their communication systems. One customer shared: "Gerry Tellier and the team completed power washing and painting the exterior of our house. We could not be more pleased with the results. They were professional, prompt, and communicated with us at every step." Another noted: "From sales, to project management, to execution, they were efficient and paid precise attention to detail all the way through."

Leo's Painting and carpentry services earns praise for responsiveness, particularly from out-of-state homeowners. One reviewer wrote: "Pleased with their work and communication with us as we reside out of state." Cape Cod Fine Finishes LLC customers highlight quick responses, with one noting: "Nik returned my call immediately, provided a competitive quote the next day, and completed installation within a few days." Stewart Painting receives similar recognition, with a customer stating: "Very professional from start to finish. No pressure selling and took time to explain in detail the work that needed to be done."

~Review Snippet Sources: Google

Painting contractors serving Chatham, MA consistently earn praise for their preparation and cleanup practices. Leo's Painting and carpentry services customers frequently mention comprehensive prep work. One homeowner shared: "Leo's crew did a great job for us. They performed some minor trim carpentry and a full staining of our three bedroom condo. Very neat and cleanup well done." Multiple reviews describe power washing, sanding, and surface preparation as standard practice before any paint is applied.

CertaPro Painters of Cape Cod receives similar recognition for job site cleanliness. A customer noted: "Start to finish very professional and efficient. Crew was very professional. Cleaned up when they finished." Another wrote: "The service was impeccable and I would recommend them for any project. They were tidy, quiet and on time." Schmidt Painting customers mention thorough preparation, with one reviewer praising: "They replaced rotted wood, did solid prep work, and painted the exterior of our house, a shed, and an outdoor shower stall." Stewart Painting earns consistent praise for their house washing services in particular, with prep work that brings weathered cedar shingles back to life.

~Review Snippet Sources: Google, Angi

Painting contractors in Chatham, MA consistently receive praise for arriving on time and completing projects as promised. CertaPro Painters of Cape Cod customers frequently mention punctuality. One reviewer shared: "The CertaPro team was terrific. Each day they arrived 15 minutes before they were scheduled to start. The team leader said that was so they wouldn't be late." Another customer noted: "The painters did an excellent job more than I expected. They are on time and answered any of my questions."

Stewart Painting earns recognition for reliable scheduling, with one homeowner writing: "On time and cleanups were done every day." Schmidt Painting customers describe projects completed efficiently, with a reviewer noting: "Derrick was responsive and thorough throughout the job. The painting was completed in a timely and professional manner." Cape Cod Fine Finishes LLC receives praise for speed without cutting corners, with one customer sharing: "They were there when they promised. The work was professional." Leo's Painting and carpentry services is similarly praised, with a reviewer stating: "Great job, they delivered the service quickly and super clean."

~Review Snippet Sources: Google

Painting contractors serving Chatham, MA receive positive feedback for fair pricing and good value. Schmidt Painting customers frequently mention reasonable costs alongside quality work. One longtime customer wrote: "His company always does excellent work, on time and for a fair price." Another noted: "Very happy with this company. They did everything as agreed upon. They are very reasonably priced."

CertaPro Painters of Cape Cod earns recognition for competitive estimates. A homeowner shared: "The price was right, the service impeccable and I would recommend them for any project." Another customer wrote they offer "excellent painting company for service, work and fair cost." Leo's Painting and carpentry services receives similar praise, with a reviewer noting: "Great price. Leo did an outstanding job repainting our lake house." Another customer mentioned: "The workmanship was top notch and the cost was reasonable." Cape Cod Fine Finishes LLC customers describe competitive quotes delivered quickly, with one homeowner praising their "very reasonable price" for repair and painting work.

~Review Snippet Sources: Google, BBB