6 Best Painters Near Middletown, NY Ranked by Chooz Score

Homeowners across Middletown, NY have no shortage of strong painting contractors to choose from. The companies profiled below stand out across the Chooz Painters platform for their track records of quality work, consistent crews, and strong customer relationships. Whether you're refreshing interior rooms, tackling a full exterior repaint, or refinishing cabinetry, you'll find contractors here who've done it before - and done it well.

The last time we conducted our Chooz Score analysis, Ryan's Painting had over 110 Google reviews with a 4.9-star rating, plus 5.0 stars on Angi with over 30 reviews, 100% recommended on Facebook, and 5.0 stars on Yelp. Based in New Windsor and serving Middletown, NY and surrounding communities, this company earned a Chooz Score of 88.6% - the highest of any contractor in our analysis. Owner Ryan Clarkin built the business over 5 years, and his crew has become known throughout the Hudson Valley for its consistency and care. The same team members - Dave, Jonathan, Cesar, Jorge, and Jose - appear across reviews spanning different project types and timeframes. One pattern worth noting: several reviewers mention giving Ryan feedback mid-project and having it immediately incorporated, including a customer whose concerns about a paint choice Ryan addressed while on vacation by viewing job-site photos remotely. If you're looking for a crew that takes ownership of the result the way you do, Ryan's Painting is a good choice.

• Multiple reviewers describe the crew completing large interior projects - walls, ceilings, trim, and doors - in as little as two to three days without rushing the finish quality.
• Color consultation is a recurring service mentioned by customers who arrived undecided; Ryan and his team regularly offer guidance on palettes that work with existing fixtures and lighting.
• Historic home restoration appears in multiple reviews, including a detailed account of a Second Empire home built in 1869 where Ryan hand-mixed pigments to achieve historically accurate colors.

For customers looking for a painting operation with deep local roots, Pro Painting Plus brings over 40 years in business to the table - a family-owned operation out of Monroe with a Chooz Score of 87.6%. At the time of our analysis, they had over 140 Google reviews with a 4.9-star rating. Owner Rob McRae leads the team personally, and reviews consistently mention him visiting job sites to inspect progress and check in with customers. Named painters Dario, Oscar, Herbie, Juan, Luis, and Miguel appear in separate reviews, confirming the company maintains a stable crew across projects. The range of work is notable: from cabin restorations and cedar siding replacements to historic church exteriors and garage floor epoxy coatings. If you have an unusual surface or a project that other painters have passed on, Pro Painting Plus is worth calling.

• Exterior work on challenging surfaces - cedar homes, historic shingles, tin roofing, log cabins - appears across multiple reviews, with customers praising results on materials that require specialized prep.
• Rob's willingness to step in when other contractors fall through shows up in multiple accounts; at least one customer moving into a new home had their job abandoned by another painter and Rob's crew started within 24 hours.
• Deck and dock restoration is a recurring specialty, including a 52-year-old lake dock that a customer described as looking brand new after the work was complete.

Repeat customers and referrals tell a consistent story for MGP Painting Inc., a Rockland County-based operation that has served the Hudson Valley for over 13 years. They earned a Chooz Score of 87.2%, and at the time of our analysis had over 200 Google reviews with a 4.9-star rating and 5.0 stars on Angi with over 10 reviews. Owner Moises personally handles estimates, appears on job sites, and conducts walk-throughs at project completion. Named crew members Galo, Orlando, Alex, and Marco each get called out in separate reviews for precise work on everything from wallpaper installation to cabinet spray painting. One distinctive pattern: multiple customers describe choosing MGP after gathering three or more competing quotes, then returning for second and third projects years later. MGP Painting Inc. is a solid fit for homeowners who want a reliable crew for long-term property upkeep, not just a one-time job.

• Kitchen cabinet painting and refinishing generates some of the most enthusiastic reviews, with customers noting perfect sprayed finishes - even on dark custom colors and specialty matte applications.
• Multiple reviewers describe the crew completing drywall repair, ceiling work, and surface correction in the same visit - a full prep-to-finish approach rather than painting over existing problems.
• One customer noted that Moises proactively suggested a cost-saving approach on a townhome job that reduced the final bill by over $2,000 compared to the original plan.

With over 26 years in business - operating continuously in the Hudson Valley since 1999 - Kyle Stark Painting has built a reputation that comes from decades of repeat customers and word-of-mouth referrals. They earned a Chooz Score of 85.0%, and at the time of our analysis had over 85 Google reviews with a perfect 5.0-star rating and 96% recommended on Facebook. Kyle handles estimates personally and is consistently described as punctual, easy to communicate with, and willing to accommodate customers on short notice. Named crew member Jorge appears alongside Kyle in multiple reviews. One account describes Kyle taking time during an exterior job to speak with a customer's grandson - the kind of moment that reflects the personal nature of a small, owner-led operation. Kyle Stark Painting is a good fit for homeowners who value a long-term contractor relationship over the course of multiple projects.

• Customers return for both interior and exterior work over multiple years; several reviews describe hiring Kyle for interior rooms first, then bringing him back for the exterior once satisfied with the results.
• Cabinet refinishing appears alongside room painting in several reviews, showing the team's range beyond standard wall and ceiling work.
• Weathered and difficult exterior surfaces appear in multiple accounts, including a home with multiple layers of peeling paint that a customer described as a miracle of careful surface preparation.

Also serving the Middletown, NY area, KB Quality Painting is a Highland Mills-based contractor that earned a Chooz Score of 83.2%. The last time we conducted our Chooz Score analysis, they had over 120 Google reviews with a perfect 5.0-star rating. Owner Kevin runs a responsive, hands-on operation - multiple reviewers describe him personally handling estimates, replying to calls and texts quickly, and helping customers select colors when they arrive undecided. Crew member Caesar is specifically named by reviewers for focused, careful interior work. The company handles residential interiors, stucco exteriors, commercial buildings, and deck staining. If you're a new homeowner in the area or a landlord managing multiple properties, KB Quality Painting is a strong, reliable option.

• Landlords and property managers appear across the reviews, with at least one noting they've relied on Kevin's team across multiple rental properties for consistent results.
• Response time stands out; several customers mention Kevin fitting them into the schedule within days when they were in a pinch or had an upcoming deadline.
• Project scope often grows in reviews - customers who called for one or two rooms frequently added work mid-project after seeing the quality of the initial effort.

Rounding out the top contractors serving Middletown, NY, Precision Painting NY Inc earned a Chooz Score of 83.0%. At the time of our analysis, they had over 65 Google reviews with a perfect 5.0-star rating, along with 5.0 stars on Yelp and a Houzz Award. Owner Nakia Dunn leads the crew personally - his involvement is consistently mentioned in reviews from initial estimate through final walk-through and follow-up. Named crew members Eduardo, Dwayne, and Lloyd appear across separate reviews on different project types, pointing to crew stability over time. One reviewer describes Eduardo completing both a residential exterior project and a commercial NYC showroom renovation for the same customer on separate occasions, with the same quality each time. With 10 years in business, Precision Painting NY Inc handles historic homes, commercial spaces, cabinet refinishing, wallpaper installation, and specialty finishes like Venetian plaster - making them a strong choice for customers with complex or unusual painting needs.

• Historic and century-old homes appear repeatedly in reviews, with Nakia and his crew praised for careful treatment of aged surfaces, old plaster, and period-appropriate finishes.
• Several reviewers describe the team self-reporting problems they noticed - thin coverage, unfilled wall holes - and correcting them without being asked, absorbing the added time themselves.
• Commercial and residential work both appear in the review history, including a late-night store painting completed with full inventory protection for a West Nyack business.

~Review Snippet Sources: Google, Facebook, Yelp

Quality of workmanship is the single most praised attribute across hundreds of reviews for painting contractors serving Middletown, NY. Customers describe finished surfaces that look sharper than expected, repairs that hold up over time, and attention to details they hadn't thought to specify. Ryan's Painting stands out for the range of work its crews handle with equal skill - from drywall repair and skim coating to cabinet painting and precise color matching. Projects ranging from single-room refreshes to full interior renovations of larger homes consistently close with reviewers describing results that exceeded what they were expecting. "Ryan and his team did an incredible job painting our main floor, to include drywall repairs (of which there were MANY), painting the trim, ceilings, walls, as well as doors. They made very quick work of all they needed to accomplish but with precision." - Elise M., Google Review Pro Painting Plus earns particularly strong marks for craftsmanship on technically challenging surfaces - cedar homes, historic shingles, and kitchen cabinet finishes all show up in their reviews alongside praise for the lasting quality of the result. "It's been six months since they painted our cabinets, and I'm still just as impressed as I was on day one. The attention to detail in the preparation, application, and finishing was truly impressive." - Ian B., Google Review

MGP Painting Inc. receives high marks for quality on technically demanding projects, including wallpaper installation in complex spaces and cabinet refinishing on surfaces with existing layers of finish. Reviewers consistently note that Moises and his crew don't rush or skip steps - the finished product reflects a process that started with thorough surface preparation. Kyle Stark Painting draws equally strong reviews for the level of finish on both interior and exterior work, with customers noting clean lines, careful trim work, and surfaces that needed no touch-ups after the job closed. KB Quality Painting earns consistent perfect scores from reviewers across both residential and commercial projects, with customers describing results that matched or exceeded the detailed expectations they set at the estimate stage. Precision Painting NY Inc brings a specialty focus to quality that shows up across cabinet refinishing, historic surface restoration, and Venetian plaster applications. "Best painting crew I've ever used. Hard-working and thorough; they went above and beyond. Quick update: it's been almost a year later and our home still looks great." - Dennis F., Google Review

~Review Snippet Sources: Google, Facebook

Prep work and end-of-day cleanup are among the most frequently mentioned themes in reviews for painting contractors serving Middletown, NY. Customers routinely describe arriving home to a workspace that looks as though no work had been done - furniture covered, floors protected, and surfaces tidied each day until the project was complete. Ryan's Painting crews are consistently noted for cleaning up at the end of each workday on multi-day projects. Multiple reviewers describe the team covering everything that needed protection before paint was applied and leaving no mess behind at the close of each shift. Pro Painting Plus receives specific praise for prep quality from customers with older or more demanding homes - including one customer who described named painters Herbie and Juan repairing cracks, seams, and nail pops in each section of a first-floor renovation before a brush ever touched the walls. "The crew showed up first thing in the morning both days even while traveling to Sullivan County. The finished product is amazing and the attention to prep and detail was over the top!" - Kimberly A., Google Review

The same commitment to prep and cleanup holds across the other top-rated contractors in the area. MGP Painting Inc. earns repeated praise for protecting floors and furniture on every project, with multiple customers noting particular care around newly refinished floors and fragile surfaces. "They were reliable, arrived every day at the time they said. The quality of the work was amazing, they heard our suggestions and did exactly what we asked. Lines are straight, they made sure to drape everything, and clean up was perfect." - Kay C., Google Review Kyle Stark Painting is specifically noted for prep on weathered exterior surfaces - multiple customers describe the team addressing layers of peeling paint and surface damage before any new color went on, with results that reflect thorough groundwork. KB Quality Painting earns marks for cleanup discipline, including replacing outlet covers and hardware carefully at project close and leaving finished rooms exactly as the customer expected. Precision Painting NY Inc receives consistent praise for cleanup so thorough that multiple reviewers describe the finished space as though the crew was never there - a level of tidiness that several customers call out as a specific reason they'd hire the team again.

~Review Snippet Sources: Google, Facebook

Communication quality is one of the most praised and most differentiating traits among painting contractors serving Middletown, NY. Customers describe contractors who respond quickly to initial inquiries, show up on time for estimates, and stay accessible throughout a project without needing to be chased down. Ryan's Painting draws repeated comments about response speed, with multiple customers noting they received a call-back or estimate within a day of reaching out. Customers with mid-project questions describe Ryan as patient and easy to reach - one reviewer specifically mentioned bringing anxious questions to Ryan repeatedly and receiving calm, helpful responses every time. "Ryan is great to work with. He always responds in a timely manner and clarifies all the questions I throw at him. We loved it so much that we got another quote for the second floor." - Patty Y., Google Review Pro Painting Plus owner Rob McRae also earns consistent praise for checking in daily during active projects. "Rob came every day to check on things and me (if I was happy), updated on the work daily. Very happy with the paint job!" - G., Google Review

MGP Painting Inc. owner Moises is consistently described as quick to respond, providing detailed estimates often the same day as the initial contact. The company also keeps an office team in place - one reviewer mentioned office coordinator Rachel as a pleasure to work with on scheduling and logistics. Kyle Stark Painting receives strong marks for communication from first contact through project completion, with multiple customers noting Kyle arrived on time for estimates, offered a clear timeline upfront, and checked in regularly during the work itself. KB Quality Painting owner Kevin is noted across multiple reviews for replying quickly to calls and texts; one customer describes reaching out and having Kevin on-site for an estimate within days. Precision Painting NY Inc owner Nakia Dunn is consistently described as prompt, patient during the decision-making process, and thorough in communicating before, during, and after each job. "Nakia is a truly honest and reliable business person, and I highly recommend him and his team." - Rachel S., Google Review

~Review Snippet Sources: Google, Facebook, Yelp

Reliability on timing is one of the most consistently praised qualities across reviews for painting contractors serving Middletown, NY. Customers describe crews who arrive at the stated time each day, complete the project within the quoted timeline, and - in several cases - wrap up ahead of the original schedule. Ryan's Painting earns specific praise for time management on large projects; one customer with a two-week whole-home project described the crew adding extra hands near the end to finish on a Saturday as planned, allowing time for a cleaning crew to follow. Pro Painting Plus earns similar marks, including a notable account of Rob's crew stepping in to rescue a move-in paint job after another contractor dropped the project four days before a deadline - starting the following day and completing the work on time. "Another painting company left us high and dry 4 days prior to our move into our new home. Rob showed up one hour after my phone call and mapped out the entire job for us. They worked tirelessly to meet our deadline." - R M., Google Review

The same pattern holds across the other top-rated contractors in the area. MGP Painting Inc. customers consistently note the crew arriving on schedule and completing work within the agreed timeframe; one customer described a deck staining project where the team showed up timely on both preparation and staining days and finished cleanly on schedule. Kyle Stark Painting is specifically noted by multiple reviewers for quoting an accurate timeline upfront and then delivering on it - a detail called out by several customers who were particularly anxious about disruption to their daily routines. "Kyle and his team performed the job above our expectations. They started the job on time and completed it when they said they would be done. Our rooms look great now and we would highly recommend them." - Thomas F., Google Review KB Quality Painting owner Kevin is described consistently as showing up exactly when he says he will and finishing by the date quoted, a detail highlighted by multiple landlords and property owners who depend on precise scheduling. Precision Painting NY Inc receives multiple accounts of jobs finishing ahead of schedule without cutting corners on quality, with reviewers noting the team maintained the same level of care throughout even when completing the project early. "Communication was great, they started quickly and finished ahead of schedule. They did a beautiful job, will definitely be using them again for future projects." - Elyse G., Google Review

~Review Snippet Sources: Google, Facebook

Pricing for painting contractors in Middletown, NY draws consistently positive comments across reviews - not because these are the cheapest options available, but because customers describe the quality of work as clearly worth what they paid. Ryan's Painting is specifically cited in several reviews as competitive on price while delivering above-average results. One customer who received four separate quotes described Ryan as the clear best choice - not the cheapest or most expensive, but the most thorough in explaining the scope and the most flexible to work with throughout the project. "Ryan was the best quote I had received for painting our house. He was able to squeeze us in earlier as well. His crew did a phenomenal job - I will be having them paint our exterior in the spring!" - Debbie W., Google Review Pro Painting Plus earns similar comments on value, with multiple reviewers describing results that far exceeded what they expected for the price charged. One customer noted that Rob's prices were beyond fair given the quality of work delivered - and that other tradespeople who saw the finished exterior asked for the painter's contact information. "Great price. Multiple ceilings and two rooms were painted and repaired to perfection. Incredible work. You will not regret working with them. Also very fair pricing." - Lyn N., Google Review

MGP Painting Inc. draws consistent praise for competitive estimates that come with detailed breakdowns of scope and materials - and for a willingness to suggest cost-saving approaches proactively, including one customer who described Moises recommending a different plan that cut the final bill significantly. Kyle Stark Painting is noted for reasonable estimates on both interior and exterior work, with several repeat customers citing fair pricing as part of why they've continued returning over multiple years and projects. KB Quality Painting earns high marks for pricing that surprises customers in a positive way - multiple reviewers describe the initial estimate as lower than expected, with the final bill matching the quote exactly and no unexpected additions. Precision Painting NY Inc is described across reviews as fairly priced, particularly for specialty work like wallpaper installation, cabinet refinishing, and exterior painting on historic homes where other contractors charge more. "Work was exceptional and the crew were terrific. Fairly priced. Very pleased. Recommend very highly!" - Lucille G., Google Review

~Review Snippet Sources: Google, Facebook, Yelp

Exterior painting, deck staining, and specialty work like cabinet refinishing, wallpaper installation, and historic home restoration all appear regularly in the review histories of top-rated painting contractors serving Middletown, NY. Ryan's Painting has taken on projects ranging from vinyl siding painting and complex drywall skim coating to the exterior restoration of a Second Empire home built in 1869, as well as a church sanctuary repaint that a congregation member described as entirely changing the atmosphere of the space. "The painting project that Ryan's team executed at our church's sanctuary was a masterclass in professionalism. Ryan consulted with us regarding our vision, sourced the appropriate materials, and his crew executed the project with impressive craftsmanship." - Tim G., Google Review Pro Painting Plus handles a particularly wide range of exterior and specialty work, including cedar siding replacement and painting, historic shingle restoration, tin roof cleaning and recoating, log cabin refinishing, and lake dock restoration. Specialty finishes like garage floor epoxy coating also appear in their review record. "Pro-painting did an amazing job painting our historical church's shingles and restoring it so it looks almost new. The team were hard-working and professional, and gave our buildings a new lease on life for a reasonable price." - Barbara S., Google Review

MGP Painting Inc. also takes on specialty work including patterned wallpaper installation, deck and porch staining, and cabinet painting in custom finishes - including a specialized black matte spray application that a repeat customer described as a standout result. Kyle Stark Painting has logged exterior work on everything from historic wood fascia to painted brick homes, and takes on commercial spaces like barbershops alongside residential projects. KB Quality Painting handles exterior stucco, commercial building exteriors, deck staining with Benjamin Moore products, and porch and door painting - and serves a landlord customer base that relies on the team for a variety of exterior projects across multiple properties. Precision Painting NY Inc rounds out the specialty offering with experience on historic homes, Venetian plaster finishes, bathtub and shower area resurfacing, and commercial showroom painting. "I needed the exterior painted, interior and some repairs and stucco work. Precision Painting handled everything. Nakia is also just a really nice person, and very patient, which made the process smooth. Now my house looks brand new." - Rebecca L., Google Review

~Review Snippet Sources: Google, Facebook, Yelp