Weymouth, MA Painting Contractors
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CertaPro Painters of the South Shore and Boston
![CertaPro Painters of the South Shore and Boston has been given a Chooz Painters [object Object] in silver badge in 2025](/_next/image?url=%2F_next%2Fstatic%2Fmedia%2Fchooz_painters-top_painter_award-silver.142a3f13.png&w=256&q=75&dpl=dpl_ALraJ15jUrGCcicF2Ya4mUTmj4jo)
About
When Harry Lavoie's chimney showed weather damage four years after CertaPro originally painted it, the company didn't make excuses about coastal exposure or extreme New England winters. Owner Paige NeJame sent crew leader John back with a full team to spend an entire day scraping and repainting the hardest-hit areas at no charge. This level of accountability defines how this Rockland-based franchise operates, recognizing that a warranty means something only when a company actually honors it without hesitation.
That chimney project represents typical CertaPro execution. Owner Paige NeJame has built over 250 five-star Google reviews and a 4.9-star rating through consistent practices across both residential and commercial projects. Morning arrival confirmations before crews show up, daily communication during multi-day projects, addressing discovered issues like yellow jacket nests or rotted shingles without scheduling disruptions. From their Weymouth Street headquarters, they handle everything from single-room refreshes to complete Victorian restorations requiring historical color matching. Customers repeatedly mention designer Kate's complimentary color consultations, the final walkthroughs where crew leaders like Edwardo review completed work before packing up, and Paige's personal follow-up calls on major installations.
CertaPro operates primarily through repeat customers and referrals. Clients like Chris Berk hire them multiple times because the reliability exceeded expectations. Gail Manning has worked with them since 2019. The reviews reflect something more than technical painting skill. They capture a contractor who treats two-decade warranty commitments as seriously as original installations, maintains owner-level communication rather than disappearing between estimate and completion, and consistently delivers the kind of accountability that turns first-time customers into clients who forget the CertaPro name but remember calling "Paige's company."
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About
When Heather contacted Jose's Painting the Friday before Labor Day thinking she wouldn't hear back for weeks, they responded immediately and started working on Labor Day itself. Then, when she and her husband struggled with color selection, the crew "literally painted swatches all over our house until we found the one we liked." This level of responsiveness and patience defines how this Marlborough contractor operates, recognizing that behind every painting project is a family making decisions that will affect their home for years.
That Labor Day project represents typical Jose's execution. The team has built over 100 five-star Google reviews through consistent practices. Bianca maintains responsive communication through text and email, often replying within hours. Rodrigo and Arthur oversee projects with daily check-ins. Painters like Leo and Antonio protect floors with multiple layers, move furniture including wall-mounted TVs, and vacuum before leaving. Reviews consistently mention the "no payment until job is done" policy, which Jose has maintained since 2018 despite industry norms requiring deposits.
Jose's operates primarily through word-of-mouth referrals. Property manager Paul Celia has used them for multiple commercial buildings over several years, then hired them for his own home because the reliability exceeded expectations. The 4.9-star average reflects something more than painting skill. It captures a contractor who shows up on Labor Day weekends, repaints color samples without complaint, and trusts customers enough to complete entire renovations before requesting payment.
About
When Jeff Trelegan reached 67 years old and had worked with many painting contractors over the decades, he found something different in Derrick Schmidt's approach. "His crew never stops all day" captured what made the experience stand out, but it was the meticulous installation of 13 composite trim pieces and the crew's willingness to ask before adding any work that prompted him to call Schmidt Painting "by far the best I have ever dealt with." Behind this single project sits a pattern repeated across Cape Cod for nearly two decades.
That attention reveals itself in unexpected ways. When David Winther's house needed repainting in 2023, the original 2014 Schmidt work had held up so well it only required touch-ups after nine years, despite the siding having experienced total paint failure before that first job. The Benjamin Moore Master Stain Certification that Derrick holds translates into diagnostic precision others miss. Customers mention morning routines where crews arrive exactly on schedule, Derrick personally conducting final walkthroughs to catch imperfections before clients notice them, and Sarah serving as both project supervisor and lead painter. The over 400 reviews and 4.9-star rating across platforms come from this operational consistency rather than marketing promises.
Schmidt Painting operates primarily through referrals from completed projects. Customers like Amy Waddill watch the crew work on neighbors' homes before hiring them, then report their 1965 house "has never looked this good." The fully licensed and insured husband-and-wife team, working from their Hyannis location since 2006, built their reputation one project at a time across Cape Cod and the South Shore. When Karen Flowers followed their suggestion to remove upper cabinets to open her kitchen space, the transformation exceeded expectations because the recommendation came from experience rather than upselling. This pattern of solving problems rather than just completing transactions explains why multiple reviews mention 7, 9, 11, and 14-year client relationships.
Costa Painting Services Inc and Carpentry
About
Led by owner Adilson Costa since 2007, Costa Painting Services Inc and Carpentry has built a reputation with over 90 five-star Google reviews and a 4.9-star rating through hands-on service and versatile expertise. Operating from Somerville, this team handles both painting and carpentry work, solving problems that contractors often split into separate projects. When crews arrive for exterior painting, they repair rotten wood and replace failing gutters during the same visit rather than scheduling additional trips.
The combination of painting and carpentry capabilities sets Costa Painting apart in addressing complete home improvement needs. Christopher Dunphy hired them for his 1895 Victorian exterior, receiving not just painting but extensive front porch carpentry, siding repair, and complete gutter replacement in one comprehensive project. Christine Kamp Cichello watched the crew go beyond painting to fix gutters, repair woodwork, and seal every entry point squirrels could access. Reviews consistently mention attention to detail, with crews protecting surfaces carefully, cleaning up after each day's work, and Adilson personally ensuring every item gets completed before calling a project finished.
What distinguishes Costa Painting is their accountability. When Chris Long's project missed gutter adjustments and chimney painting, the crew returned the next day and refused payment until everything was done correctly. Multiple customers mention Adilson's responsiveness to questions throughout projects and his practice of addressing discovered issues without scheduling delays or surprise charges. The company serves greater Boston communities from their Somerville base, handling projects ranging from single-room interior painting to complete Victorian restorations with the same commitment to quality and customer satisfaction.