The Wainscott, NY area and the surrounding Hamptons and North Fork communities have no shortage of painting contractors, but the companies on Chooz Painters stand out for consistent owner involvement, knowledgeable crews, and results that homeowners in this demanding market can count on. From cedar shingle staining and estate renovations to historic farmhouse restoration, the top-rated painters here bring real range to their work.
Chameleon Painting Inc. leads the field with a Chooz Score of 86.8%. The last time we conducted our Chooz Score analysis, the company had over 170 Google reviews with a perfect 5.0-star rating, and the volume reflects a business actively serving customers throughout the East End. Owner Juan Jaramillo runs the company as a family operation alongside his son Guillermo and extended family, personally handling estimates and visiting job sites daily. With over 10 years in business, the company has built a strong following in a highly competitive coastal market. If you have a cedar shingle home, a large deck, or a complex multi-surface exterior project, Chameleon is a strong choice.
Several homeowners describe leaving for extended trips while Juan and his crew worked unsupervised, returning to completed projects and photo updates sent throughout. That level of trust is mentioned unprompted across a wide range of reviews.
- The range of work spans soft-washing cedar shingles, epoxying basement floors, removing old wallpaper, and a church hall restoration for a property that hadn't been painted in over 40 years.
- Multiple reviewers mention that neighbors and guests noticed the finished work and offered compliments without any prompting from the homeowner.
- The whole family - Juan, Guillermo, and other family members - is present on job sites, which customers describe as a reassuring sign of personal investment in every project.
- Wallpaper installation and removal, caulking, and carpentry repairs frequently appear alongside standard paint jobs, reflecting a broader range of capabilities.
"I bought my home in December and then went to Florida and left Juan to paint my whole house while I was gone. He kept me updated with pictures while the work was going on. The work started and finished exactly as planned." - Ellen, Google Review
For homeowners seeking fast, responsive results from a highly personal operation, Todd's Painting is worth a close look. They earned a Chooz Score of 86.5%, with over 150 Google reviews and a 5.0-star rating, along with consistent marks across Facebook and Yelp. Todd has built the kind of loyalty that only comes from years of showing up exactly as promised - one customer has been using him for over 30 years across multiple properties and still calls without hesitation. If you need a project completed quickly and want someone who knows paint inside out - including which color to steer you away from - Todd's Painting is a good fit.
Cabinet painting comes up repeatedly as a particular specialty, with multiple reviewers hiring Todd specifically for this service and describing spray-painted results that rival new cabinetry. Commercial and institutional work also appears regularly in the reviews, including a congregation gallery with very high ceilings and an animal hospital exterior, alongside the residential jobs that make up the bulk of the business.
- Cabinet painting is a standout specialty - Todd's team uses spray equipment and produces results that multiple clients describe as better than they expected from a refinishing job.
- Commercial work is common: a congregation gallery, an animal hospital exterior, and retail spaces appear alongside residential projects throughout the reviews.
- When Todd notices a color choice may not work, he says so - one reviewer credits him for talking her out of a too-bright selection before work began, saving the final result.
- Same-day and next-day scheduling appears often, with some clients going from estimate to completed project within 48 hours.
"He's a true professional and I found his pricing to be very fair. One look at the inside of his truck and I knew that he was passionate about his business and what he does for a living." - Paul Genova, Google Review
For estate properties, historic farmhouses, or projects where premium craftsmanship is the priority, AJ Painting has built a strong reputation across the East End. They earned a Chooz Score of 84.9%, with over 70 Google reviews and a perfect 5.0-star rating, 5.0 stars on Yelp, and 100% recommended on Facebook. AJ is a North Fork Chamber of Commerce member and a 2025 Best of the Best award winner, with Nextdoor Neighborhood Favorite recognition reflecting deep local standing. If you're working on a high-end property or a project requiring specialty paints and careful preparation, AJ Painting is a strong choice.
Several reviewers note that AJ and his crew are not the least expensive option but describe results that far exceeded their expectations. The company tends to attract repeat clients who start with interior work before trusting them with full exterior projects years later - a sign of long-term confidence that builds over time.
- Named crew members - Angel, Andy, Isay, and Lindo - appear across multiple reviews by name, suggesting a stable and consistent team on every project.
- Projects using specialty paints like Farrow and Ball receive extra attention to sanding, patching, and priming well before any color goes on.
- When customers changed their minds or requested mid-project adjustments, the crew accommodated without complaint or pushback.
- Clients who used AJ for interior work for years often return to trust him with full exterior projects as well - a natural extension of long-term confidence.
"They were not cheap and it took a long time but my god: it's like I have a new house! They did such careful work - the place needed an enormous amount of prep." - Helcat, Google Review
With a large, structured team and nearly two decades of experience, Precision Painting Plus of Suffolk County takes a project-managed approach that appeals to homeowners who want clear communication and organized execution. The last time we conducted our Chooz Score analysis, they had over 180 Google reviews with a 4.9-star rating. This company earned a Chooz Score of 84.5%. The company has been BBB accredited since 2015 and earned the Bethpage Best of Long Island designation. If you have a large or complex project and want a systematic, well-organized operation, Precision is a solid option.
A pre-job visit from the field manager to review colors and set expectations is standard practice before work begins. Named project managers and supervisors - including Chris, Cristhian, Jason, Matt, and David - appear across different customer reviews, reflecting an organized structure with consistent accountability from estimate through completion.
- A field manager visits before work starts to review paint colors and discuss scope - something customers describe as reducing surprises once crews arrive.
- Named project managers across reviews suggest dedicated oversight on individual jobs, not a rotating anonymous crew.
- Customers who first hired Precision for a single room have returned for whole-house projects, with some relationships dating back to 2014.
- Challenging work - including a 230-year-old house exterior and apartments requiring wallpapering and skim coating - has been handled with consistent results.
"Our 230 year old house was in serious need of an exterior paint job. After speaking with three painting companies, we decided on Precision Painting Plus and we are extremely happy with our decision." - Jim Gabriel, Google Review
Rounding out the top contractors serving the Wainscott, NY area, Long Island Painting and Restoration earned a Chooz Score of 84.2%. With over 55 Google reviews - every single one a five-star rating - and over 6 years in business, this company has built its reputation almost entirely through referrals and word of mouth. Owner Andres Gallego personally handles every estimate, spending considerable time walking through homes room by room and offering color consultation recommendations at no extra charge. If you want a highly responsive, owner-led crew that can scale up quickly for large jobs, Long Island Painting and Restoration is a smart pick.
Restoration-level work shows up frequently in the reviews. Andres and his crew have tackled soot-stained walls, near-century-old exterior siding, wood rot repair, and multi-layer wallpaper removal as part of standard projects. Crew sizes scale up with six or more painters for whole-home jobs, allowing large projects to wrap in a fraction of the expected time.
- Andres provides color consultations and professional recommendations during the estimate at no extra charge - something customers describe as particularly helpful during renovation projects.
- Restoration challenges - soot removal, wood rot repair, and stripping multi-layer wallpaper - are handled with the same care as a standard paint project.
- Crew sizes scale up for larger jobs, with multiple reviewers describing six-person teams completing whole-home work in a single day.
- Multiple repeat clients describe booking Andres for their second home after he painted their first, without looking at other bids first.
"He was our painter for our first place and we knew when we got our second he had to do the job. I highly recommend Andres and his team." - Christine Li, Google Review
~Review Snippet Sources: Google, Facebook, Yelp