9 Best Painters Near Ossining, NY Ranked by Chooz Score

The Ossining, NY area has a strong field of painting contractors, and the reviews bear that out. Whether you need cabinet refinishing, historic exterior restoration, wallpaper installation, or a full interior refresh, the top-rated companies serving this Westchester County community consistently earn high marks for craftsmanship, communication, and dependability across multiple platforms.

The last time we conducted our Chooz Score analysis, Paint Track Painting Services had over 150 Google reviews with a 5.0-star rating - the highest-scoring contractor in this area with a Chooz Score of 89.7%. A 4.6-star rating on Yelp and a Nextdoor Neighborhood Favorite designation round out a cross-platform record that is hard to match. Owner Ray leads a full-time W2 crew that includes project manager Jess, estimator Sarah, and named painters who show up repeatedly across independent reviews. With over 20 years in business, Paint Track holds PCA certification, EPA RRP lead-safe certification, and manufacturer certifications from Benjamin Moore and Fine Paints of Europe. If you are looking for a contractor with full crew accountability and a specialty in detail-intensive work like cabinet refinishing and historic exteriors, Paint Track is a strong choice for Ossining, NY homeowners.

• Crew members including Sarah, Jess, Chris, and Sergio appear by name across dozens of independent reviews spanning multiple years and project types.
• Services extend well beyond standard painting - deck restoration, wallpaper installation, shingle repair, and post-plumbing patchwork all show up in the review history.
• Several reviewers use Paint Track for both their personal residence and rental properties, citing consistent quality across different job types.

“Ray and his crew are simply the best! The amount of prep work that goes into any job they take on is impressive, and it’s also key to how long the work lasts.” - Barbara Tierney, Google Review

While Paint Track has built its name around a full-time crew and specialty finishes, Pro Painting Plus earned a Chooz Score of 87.6% with a versatile track record spanning cedar siding, historic tin roofing, epoxy garage floors, kitchen cabinet refinishing, and standard interior and exterior painting. At the time of our analysis, the company carried over 60 Google reviews with a 5.0-star rating. Owner Rob McRae is personally present for estimates and checks in daily on every active job. If you want an owner who stays visible and accountable from quote through completion, Pro Painting Plus is worth a look.

• Owner Rob visits every job site daily and follows up directly to confirm the customer is satisfied throughout the project.
• Crew handles specialty surfaces including cedar, teak, pine, historic tin roofing, and epoxy garage floors alongside standard interior and exterior work.
• Multiple customers mention being on tight move-in deadlines and having the team deliver on schedule - including one whole-house interior completed in under 72 hours.

“Rob and his team elevated our space with their work. During the first walk-through I knew we had to go with Pro Painting due to Rob’s attention to detail and pointing out fixes I hadn’t even noticed.” - Liz McNeil, Google Review

Repeat customers and referrals tell the story for J & S Painting Plus Inc, which earned a Chooz Score of 87.5% backed by a cross-platform record spanning decades. The last time we conducted our Chooz Score analysis, they had over 140 Google reviews with a 4.9-star rating, plus over 300 reviews on Angi at a 4.9-star rating and over 25 Yelp reviews at 4.6 stars. Accredited with the Better Business Bureau since 2006, and with multiple Angi Super Service Awards going back to 2009, this company has been in business for over 24 years. If you are a first-time homebuyer on a tight timeline or a longtime homeowner planning a return visit, J & S has a documented track record with both.

• First-time homebuyers reach out regularly, with multiple reviews describing a same-day estimate and crew on-site within 24 hours of closing.
• Crew lead Sheki is requested by name across multiple return visits, indicating real consistency from job to job.
• Long-term clients span 10-plus years - at least one reviewer returned for the same full exterior job they originally hired J&S to complete over a decade prior, noting the original work still looked good.

“Jay and his team were fantastic! The work is very high quality. The crew did a very detailed thorough job on our home. If anything was not just right, Sheki came back and addressed it.” - Jay Twyman, Google Review

A true owner-operator, Pier Painting Services centers every project around founder Johnny Acosta, who runs estimates, supervises crews, and frequently works alongside them on-site. With a Chooz Score of 87.1%, over 60 Google reviews at a 5.0-star rating, 5.0 stars on Yelp, and 100% recommended on Facebook, every customer-facing platform reflects the same standard of care. With over 25 years in business and membership in the Larchmont Chamber of Commerce, Johnny's reputation across Westchester is built on word-of-mouth that runs from neighbors to neighbors throughout the review history. If you prefer a contractor where the owner personally handles your project from quote through final walkthrough, Pier Painting Services is a natural fit.

• Johnny Acosta is mentioned by name in nearly every review - as the person who runs the estimate and remains involved throughout the project.
• Services regularly extend beyond painting to include carpentry, grouting, TV mounting, water damage repair, and fixture installation.
• Quotes are transparent, final costs consistently match estimates, and multiple reviewers describe leaving their homes without supervision during the project.

“Johnny and his team are terrific - I have used them for multiple projects and the quality of his work is always top notch. I have no doubt that I will hire him again for any future painting, drywall repair or general handyman projects.” - Joseph Fleury, Google Review

With nearly 40 years in business since 1987, Aquinas Painting Contractors carries a Chooz Score of 86.3% backed by a perfect rating across every platform in our analysis. The last time we conducted our Chooz Score analysis, they had over 80 Google reviews with a 5.0-star rating, 5.0 stars on Yelp, and 5.0 stars on Angi with over 9 reviews. Partner Alex Solis now leads the business day-to-day, working alongside a crew that includes painters Pablo, Walter, and Miguel. If you are looking for a company with deep Westchester and Rockland County roots and a reputation measured in decades, Aquinas delivers.

• Alex Solis responds quickly to initial inquiries and is known for rearranging the schedule to fit the customer's availability without a long wait time.
• Large-scale work is a strength - 10-room interiors, full house plus garage plus shed combinations, and multi-property clients all appear in the reviews.
• The team came out multiple times before starting one project to sample paint colors with the homeowner, confirming the right choice before any work began.

“Best painting staff in the tri-state area! Alex was extremely professional from the first contact. Pablo and Walter were clean and awesome painters.” - John Viola, Google Review

Rounding out the top contractors in Ossining, NY, Paintworks & Decorating brings a multi-trade background and one of the strongest review volumes in the group. With a Chooz Score of 86.1%, over 200 Google reviews at a 4.9-star rating, over 65 Yelp reviews at a 4.7-star rating, and 100% recommended on Facebook, their reach extends across Manhattan, Brooklyn, Queens, and Westchester. With over 12 years in business, co-owners Ricky and project manager Ryan handle a wide range of finishes - cabinet refinishing, custom wallpaper, carpentry, drywall, and tile work alongside standard interior and exterior painting. If you need a contractor comfortable with both residential apartments and commercial spaces, Paintworks & Decorating covers a lot of ground.

• Project manager Ryan is mentioned by name in a significant portion of reviews for replying to initial inquiries within minutes and providing itemized quotes within 24-48 hours.
• The team has handled wallpaper murals, custom carpentry, tile and grouting, fire escape painting, and brownstone railing restoration alongside painting.
• Commercial clients appear alongside residential customers in the review history, including medical practices and office spaces with large-format vinyl murals.
• Follow-up touch-ups after project completion are described by multiple reviewers as standard practice at no additional charge.

“Paintworks has been my go-to for 5+ years. They are efficient, flexible and professional. I never use anyone else.” - Oona Haas, Google Review

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

Quality is the dominant theme across reviews in the Ossining, NY area. At Paint Track Painting Services, customers frequently describe cabinets that guests mistake for factory-new, even on 20- and 30-year-old kitchens. The prep process - caulking, crack repair, sanding, and the use of dust-extracting sanders before any paint goes on - comes up repeatedly as the reason the finished work holds up over time. At J & S Painting Plus Inc, reviewers highlight precision on detail work: trim, ceilings, doors, and front doors all get called out individually. Crew lead Sheki and his team are praised for doing thorough walkthroughs and returning to address anything the homeowner flags, rather than considering the job closed at the end of the last paint day.

Pro Painting Plus draws praise for quality across a wide variety of surfaces - cedar siding, teak, pine, historic tin roofing, drywall, and cabinetry all appear in the review history. One reviewer described tricky historical trim work requiring removal and careful replacement, noting the final result was flawless. Aquinas Painting Contractors customers consistently describe work completed quickly without sacrificing the finish - multiple reviewers mention large-scale jobs wrapped up in two to three days with nothing looking rushed. At Paintworks & Decorating, crew members Luis, Aigars, and Danny each get singled out for precision work including tile cutting, grouting, and custom carpentry alongside the painting. Across companies, the pattern is consistent: customers in Ossining, NY are not describing adequate work - they are describing results they point guests to.

“The quality of their work is outstanding. The painters are so professional, neat and tidy too, and so pleasant to have in my home.” - Jane S., Angi Review (J & S Painting Plus Inc)

“The crew did such a great job painting our living room and installing new flooring. They were so professional and detail-oriented. We were very impressed with them!” - Kate Crouse, Facebook Review (Pro Painting Plus)

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

Communication is a consistent strength among the top-rated painting contractors in Ossining, NY. At Paintworks & Decorating, project manager Ryan is mentioned by name in a large share of reviews, consistently praised for replying to initial inquiries within minutes - even in the evening - and providing itemized quotes within 24-48 hours. Customers describe receiving updates ahead of crew arrivals and proactive notifications any time the schedule shifted. At Pier Painting Services, Johnny Acosta arrives on time to the estimate, goes over every detail of the planned work, and provides clear cost and timeline projections before any work begins. One reviewer described receiving a time estimate at the start of a job and having the crew finish three days ahead of that projection.

Paint Track Painting Services gets credit for a clear internal structure: owner Ray, project manager Jess, and estimator Sarah each play defined roles, and customers note they always knew who to contact and where the project stood. Pro Painting Plus stands out for owner Rob's daily on-site presence - multiple reviewers describe him checking in personally each day to ask whether everything was going as expected, and addressing any concerns before leaving. At J & S Painting Plus Inc, Jay is noted for responsive communication from estimate through final walkthrough, including same-day replies even on tight pre-move-in timelines where schedules are compressed.

“Ryan, Ricky, and their team were amazing! The communication was top notch. We were constantly informed as to when the guys would be arriving, or if there were delays.” - Wendy Lew, Google Review (Paintworks & Decorating)

“From my first interaction with Rob through completion of the job, everyone was professional, personal and punctual. Quality painting at a fair price.” - Stacey Punch, Google Review (Pro Painting Plus)

~Review Snippet Sources: Google, Yelp, Facebook

Long-term relationships are a defining trait across the top contractors serving Ossining, NY. J & S Painting Plus Inc has one of the strongest repeat customer records in the area: multiple reviewers describe returning for a third and fourth project spanning two decades, and at least one customer noted that the original paint job from over 10 years earlier still looked good enough to justify calling Jay back for the same full-house exterior. Aquinas Painting Contractors has clients who have used the company for over 20 years, some of whom followed the business through a change in ownership - first working with founder Jim Dugandzic and continuing with partner Alex Solis. One client brought Aquinas back across multiple separate properties, including a convent exterior, a kitchen, and several bedrooms.

Pier Painting Services shows a similar pattern: Johnny Acosta has customers who have relied on him for over 10 years across exterior painting, interior work, cabinet refinishing, and handyman visits in between. One reviewer described Pier as the best contractor she had worked with in Westchester, after hiring them for several painting and carpentry projects over time. Paint Track Painting Services comes up in the context of both personal homes and rental properties - several customers describe using Ray's team on a primary residence first, then calling them back for investment properties. For homeowners planning multiple projects over time, the track records across these Ossining, NY area contractors speak directly to that kind of ongoing relationship.

“This has been the second time using Pro Paint Plus. They are very professional and most of all they care about the quality of their work.” - Ralph Rivera, Google Review (Pro Painting Plus)

“I have used Pier Services multiple times in my home - three years ago for exterior painting and earlier this spring for a full-house interior paint job, with kitchen cabinet stripping and repainting and other related repairs.” - David Lacher, Google Review (Pier Painting Services)

~Review Snippet Sources: Google, Yelp, Angi

Timeliness and scheduling reliability come up consistently across the top-rated painting contractors in Ossining, NY. At Pier Painting Services, Johnny Acosta communicates proactively about arrival times and is described across multiple reviews as showing up when he said he would, every day of a project. One customer noted a full exterior project where the crew arrived consistently on schedule, cleaned up each day, and finished ahead of the original time estimate. J & S Painting Plus Inc earns particular mention for tight pre-move-in timelines - more than one reviewer describes closing on a house, reaching out to Jay the same day, and having a crew on-site the following morning to complete the entire interior before furniture arrived.

Pro Painting Plus is called out for speed without sacrificing quality: one reviewer needed a four-bedroom house completed in 48-72 hours and described arriving to a crew that had coordinated a cleaning team alongside the painters to finish on deadline. At Paint Track Painting Services, the team is noted for staying on schedule even when scope expanded mid-project due to unexpected issues - including one instance where a burst pipe required patch and repaint work that was folded in without throwing off the original timeline. Aquinas Painting Contractors is praised for scheduling flexibility: multiple reviewers note Alex rearranged his calendar to accommodate their availability while still completing the work quickly - one large interior and deck project completed within a week of the quote.

“Johnny arrives on time, goes over everything you want done, gives you a cost estimate and time estimate of how long the job will take - finished 3 days early!” - Theresa Z., Google Review (Pier Painting Services)

“Even though our project was on a tight schedule, they were able to complete it with time to spare.” - Robert Mondelli, Google Review (Pro Painting Plus)

~Review Snippet Sources: Google, Yelp, Facebook

For the top-rated painting contractors in Ossining, NY, prep work and cleanup are central to the final result - not afterthoughts. At Aquinas Painting Contractors, reviewers consistently describe furniture covered and protected, floors shielded throughout the project, and everything returned to its proper place at the end of the job. The crew works around the homeowner's belongings without requiring the space to be cleared in advance. Paint Track Painting Services gets called out specifically for prep thoroughness: caulking, sanding, crack repair, and the use of dust-extracting sanders all come up in customer descriptions of why the final work looks noticeably better than previous paint jobs on the same surfaces.

Pro Painting Plus crews are noted for wiping down floors and surfaces after each work segment on multi-day interior projects, with one customer describing 45-year-old flooring cleaned around carefully before the crew left each day. At J & S Painting Plus Inc, crew lead Sheki and his team are praised for cleaning up nightly and walking through with the homeowner to address anything flagged before calling a job complete. At Paintworks & Decorating, the team is noted for managing prep in occupied apartments - moving furniture away from walls, draping everything - in far more cramped conditions than an empty space would offer, and still leaving the space spotless. Several reviewers across companies note they could barely tell the painters had been there by the end of each day.

“They went above and beyond to be sure everything was to our liking and left the house spotlessly clean and lovely. Alex oversaw the entire job and was a pleasure to work with.” - Cindy Lynch, Google Review (Aquinas Painting Contractors)

“Workers were so nice, quiet, clean, thorough and helpful. You can tell that they take pride in their work.” - Debra Blaustein, Google Review (Paint Track Painting Services)

~Review Snippet Sources: Google, Yelp, Facebook

Pricing comes up organically in reviews of Ossining, NY painting contractors, with most customers describing rates as fair or competitive relative to the quality delivered. At J & S Painting Plus Inc, "reasonable" and "fair price" appear repeatedly across the Google and Angi review record, and at least one reviewer collected multiple bids before choosing Jay's team for both the competitive rate and the documented track record. Aquinas Painting Contractors is described across multiple reviews as well-priced for the quality and speed delivered, with customers noting the combination of fast turnaround, clean results, and reasonable estimates. At Paint Track Painting Services, one customer noted plainly that their 30-year-old cabinets now look factory-new at a fraction of the cost of full replacement.

Pro Painting Plus earns praise for transparent quoting: customers describe final invoices matching the original estimate, with no surprise additions at the end. Owner Rob is noted for arriving to the estimate with a clear plan and straightforward explanation of what the work involves before any number is put on paper. At Pier Painting Services, Johnny's estimates are consistently described as transparent, with costs respected from quote to completion. One point worth noting: several reviewers across these companies acknowledge they did not receive the lowest bid available, but that the quality of results made the investment worthwhile. For homeowners focused on lasting value rather than the cheapest option, the cross-platform track records here back that perspective up.

“Quality painting at a fair price. Highly recommend and will use Pro Painting Plus again for future projects.” - Stacey Punch, Google Review (Pro Painting Plus)

“Costs were transparent, quote was respected. We are very happy with the final result!” - Veronique Vandegans, Google Review (Pier Painting Services)

~Review Snippet Sources: Google, Yelp, Angi