The Hamptons and East End communities like Sagaponack, NY attract painting contractors who work on some of the most demanding properties on Long Island, from weathered cedar-shingled beach houses to high-end estate interiors with intricate millwork. The top-rated contractors on Chooz Painters have built their reputations through referrals, returning customers, and years of consistent results across the region.
The last time we conducted our Chooz Score analysis, Chameleon Painting Inc. had over 170 Google reviews with a perfect 5.0-star rating, earning a Chooz Score of 86.8%. Led by Juan Guillermo Jaramillo and his family, this father-and-son operation has spent over 10 years in business serving the Hamptons and North Fork. What stands out in the reviews is the level of trust customers place in this crew: several describe leaving for extended trips or running errands while Juan and his team paint the entire home, receiving daily photo updates to stay informed. Juan personally oversees estimates and job-site progress, and the range of projects is broad, from cedar siding staining and deck restoration to wallpaper installation and church hall repaints. If you are a homeowner who needs a crew you can leave unsupervised with confidence, Chameleon Painting Inc. is a strong fit.
- Several customers describe leaving on extended trips, even out of state, while the team painted their entire home, with photo updates provided throughout to keep owners informed
- Projects span a wide range: soft-washing weathered shingles, staining 2,200-square-foot decks, painting cedar siding, wallpapering, and basement epoxy floors
- A family member or supervisor visits job sites daily to check progress and quality before wrapping up each day
"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 and reports. I came back to see a perfect job." - Ellen, Google Review
Also serving Sagaponack, NY and the surrounding East End, Todd's Painting earned a Chooz Score of 86.5% with over 150 Google reviews at a 5.0-star rating, with additional reviews on Yelp and Facebook. Cabinet painting is a specialty that surfaces again and again in reviews: customers describe spray-applied finishes on kitchen cabinets that come out looking factory-new. Todd also handles commercial work, from an animal hospital exterior to a congregation's gallery with very high ceilings. Several reviewers note that Todd proactively suggested a different paint color before starting the job, saving them a costly repaint later. If you want a go-to painter who will handle jobs of all sizes and keep coming back for years, Todd's Painting is a good choice.
- Cabinet refinishing is a frequently requested specialty, with spray-applied finishes described as looking factory-new in multiple reviews
- Commercial work is part of the portfolio: animal hospitals, congregation galleries with high ceilings, and retail spaces alongside residential projects
- Todd proactively advises on paint color choices, with multiple reviewers crediting his recommendation for saving them a repaint down the road
- Long-term loyalty is common, with one customer noting she has used Todd's for over 30 years across multiple properties
"Start to finish, Todd's painting was a great decision! Communication was prompt and concise. Work was completed as described. Todd and his crew are professional. They left the area clean at the end of each day and returned as promised, on time. We are delighted with our maple cabinet makeover." - Donna DiNapoli, Google Review
When it comes to large-scale projects across Long Island's East End, CertaPro Painters of Port Jefferson NY brings a structured, full-team approach backed by a strong track record. They earned a Chooz Score of 85.3% with over 200 Google reviews at a 4.9-star rating and over 100 reviews on Angi at a 4.7-star rating. Owner Jim LaFontaine is named throughout reviews for personal involvement from estimate to final walkthrough, and the office team, including AnnMarie and Jennifer, earns consistent praise for responsiveness and flexibility when project timelines shift. Repeat clients include a property manager of a condo complex who has used the company for over 8 years and a homeowner who returned 11 years later for a second project. If you manage multiple properties on the East End or need a company that can handle volume and complexity, CertaPro Painters of Port Jefferson NY is worth calling.
- Office staff AnnMarie and Jennifer earn consistent praise for clear communication and flexibility when projects change or expand
- Crew members Gabriel, Noe, Frank, and Chris are called out by name in reviews for careful edgework and attention to trim details
- Repeat clients include commercial property managers and homeowners who have returned for multiple projects spanning over a decade
"We hired CertaPro of Port Jefferson to paint one of our homes in the Hamptons. Ann Marie, Jennifer, Frank, Jim were a class act from start to finish. Very responsive and professional. It was efficiently completed and we were very happy with the work." - Anthony Iervolino, Google Review
For homeowners working on historic or luxury properties across the East End, AJ Painting has developed a reputation that draws clients back project after project. They earned a Chooz Score of 84.9% with over 70 Google reviews at a perfect 5.0-star rating, 5.0 stars on Yelp, and 100% recommended on Facebook. AJ has also been recognized as a North Fork Chamber of Commerce member and a 2025 Best of the Best award winner. Named crew members Angel, Andy, Isay, and Lindo appear across multiple reviews, and the team works with premium paint brands including Farrow & Ball, which requires specific application techniques not every crew handles confidently. Customers note patience with color indecision and a willingness to revisit sections that do not fully meet expectations. If you are working on a historic property or planning a high-end project with premium finishes, AJ Painting is a good fit.
- Experience with historic properties, including a 110-year-old farmhouse in a North Fork historic district that required knowledge of older construction and careful prep throughout
- Farrow & Ball paint application, where technique is critical to achieving the intended finish, is specifically mentioned by name in reviews
- Repeat customers are common, with several reviewers describing both interior and exterior projects completed across multiple seasons
"My husband and I are lucky to have had a lot of expert work done on our 110-year-old farmhouse in a historic district in NoFo over the last 16+ years. But AJ and his incredible team stand out, even among the best craftspeople and professionals out here on the East End." - Kris Kim, Google Review
With nearly two decades in business, Precision Painting Plus of Suffolk County brings a manager-driven process that keeps larger projects organized from start to finish. They earned a Chooz Score of 84.5% with over 180 Google reviews at a 4.9-star rating, and they are accredited with the Better Business Bureau and a Bethpage Best of Long Island winner. Project managers Jason, Chris, Dave, and Matt are named throughout reviews as the key point of contact for day-to-day questions. A field manager visits job sites days before work begins to confirm colors and logistics, and customers who were away from home during painting describe returning to completed work and a clean space. If you prefer a company with a formal project management structure and a long track record on Long Island, Precision Painting Plus of Suffolk County is a good choice.
- A field manager visits the property before work begins to confirm colors, reducing day-of miscommunication on multi-room jobs
- Project managers Jason, Chris, and Dave are cited by name in reviews as the reason jobs stay on track and communication stays clear
- The team replaces furniture and decor after the job, leaving rooms in the same order they found them
"The field manager came to the house days before to receive the shades of colors that were to be used. All the paint was ordered true to the required colors. The field manager and painters arrived at the time scheduled. The painters were very neat and clean." - CarolJean Canavan, Google Review
Rounding out the top contractors serving Sagaponack, NY, Long Island Painting and Restoration earned a Chooz Score of 84.2% with over 55 Google reviews, every one a five-star rating. In over 6 years in business, owner Andres Gallego has built the company almost entirely on referrals. What stands out in the reviews is the combination of speed and quality: multiple customers describe a full home interior completed in under 48 hours, and one reviewer notes a crew of six arriving to finish a large job in a single day. Andres personally walks through color choices with homeowners before work begins, and several new homeowners describe returning when they purchased a second property. If you are a new homeowner or working with a tight timeline on a full repaint, Long Island Painting and Restoration is worth a call.
- Crew sizes scale to the project: smaller jobs receive a tight, focused team while larger homes can see six or more painters arrive on day one
- New homeowners are a core customer base, with multiple reviewers describing calling Andres for their second or third home after a strong first experience
- Restoration work is part of their portfolio, including older homes requiring wood rot repair, scraping, and thorough surface prep before painting begins
"We had our almost 100 year old house and detached garage's exterior painted by them. And all I can say is Amazing!! They restored wood rot, scraped, sanded and brought back our home to like new condition. They were professional and cleaned up after each work day." - D G, Google Review
~Review Snippet Sources: Google, Yelp, Facebook