4 Best Painters Near Southold, NY Ranked by Chooz Score

Painting contractors in Southold, NY serve a demanding market - homeowners on the North Fork and East End expect quality results on everything from historic farmhouses to waterfront second homes. The companies that have risen to the top do so through skilled crews, responsive communication, and work that holds up over time.

The last time we conducted our Chooz Score analysis, Interior Finishing NYC had over 120 Google reviews with a perfect 5.0-star rating, earning a Chooz Score of 87.3%. What sets this company apart is specialty work that most painting contractors simply will not attempt. Owner Dorian Golemi, who studied at the University of Fine Arts in Tirana, Albania, specializes in decorative finishes like limewash, Roman clay, Venetian plaster, marmorino, and metallic applications. With over 22 years in business, the company backs all projects with a three-year workmanship warranty. If you are looking for a specialty finish that other contractors have turned down, Interior Finishing NYC is a strong option.

• Several customers describe reaching out after multiple other contractors declined their project, then having the work completed exactly as envisioned.
• Color consultations and guidance on finish options happen during the estimate - not as an add-on service.
• Commercial and corporate clients appear regularly in the reviews, returning for multiple office and retail projects.

For homeowners looking for a family-run operation with deep roots in the Hamptons and North Fork, Chameleon Painting Inc. earns strong marks. With over 170 Google reviews and a perfect 5.0-star rating, the company holds a Chooz Score of 86.8%. Owner Juan Guillermo Jaramillo and his family personally handle estimates, visit job sites daily, and work alongside the crew on projects. With over 10 years in business serving the region since 2016, this is not a company where you deal with a salesperson and then hand your home over to strangers. If you are planning an exterior refresh, deck staining, or cedar siding restoration, Chameleon Painting Inc. is worth a call.

• Juan personally responded to over 97% of all reviews with specific, personalized replies referencing project details and crew members by name.
• Reviewers consistently mention worksite silence - no loud music while the crew is present - making the team easy to have in the home during the workday.
• Detailed written proposals that break down each project component and price individually are a recurring point of customer praise.
• One customer flew to Florida after hiring Chameleon, received daily photo updates while the crew painted her entire house, and returned to find the job done exactly as expected.

Repeat customers and referrals tell the story for Todd's Painting. The last time we conducted our Chooz Score analysis, the company had over 150 Google reviews with a perfect 5.0-star rating, earning a Chooz Score of 86.5%. Reviewers return for project after project, often over years and even decades - one customer has used Todd for over 30 years across multiple properties. Kitchen cabinet spray painting appears as a personal specialty across numerous reviews, with results customers consistently call like new. If you need a quick turnaround without sacrificing quality, Todd's Painting is a reliable choice.

• Customers describe Todd flagging concerns about a color choice before starting - rather than proceeding without comment and leaving a homeowner disappointed.
• Commercial projects, including an animal hospital exterior and a congregation gallery with very high ceilings, reflect the crew's experience beyond residential work.
• The crew works clean and leaves the space tidy at the end of each workday - a detail mentioned consistently across reviews.

When it comes to the North Fork and East End, AJ Painting has built a following among homeowners who prioritize craftsmanship. With over 70 Google reviews, a perfect 5.0-star rating, 5.0 stars on Yelp, and 100% recommended on Facebook, the company holds a Chooz Score of 84.9%. AJ is a North Fork Chamber of Commerce member and 2025 Best of the Best award winner with Nextdoor Neighborhood Favorite recognition. Southold-area homeowners appear by name in the reviews, reflecting a genuine local footprint. If you are working on a historically significant property or a high-end project with premium paints like Farrow and Ball, AJ Painting is a natural fit.

• Crew members are willing to redo areas a customer is not satisfied with, and take direction without having to be asked twice.
• The team coordinates wallpaper installation alongside painting on the same project, handling both without requiring separate contractors.
• Named crew members Angel, Andy, Isay, and Lindo appear in reviews for their professional work on larger interior projects.

Also serving the Southold, NY area, Precision Painting Plus of Suffolk County brings a structured, project-management approach that shows clearly in customer feedback. With over 180 Google reviews and a 4.9-star rating, the company holds a Chooz Score of 84.5%. Accredited with the Better Business Bureau since 2015 and a Bethpage Best of Long Island winner, the company deploys dedicated project managers - Chris, Jason, and Amy appear by name in reviews - who coordinate crews and serve as the customer's point of contact from estimate through completion. If you are planning a larger project and want clear structure and communication at every stage, Precision Painting Plus of Suffolk County is worth considering.

• A field manager reviews paint colors with the customer before the crew ever arrives, preventing surprises mid-project.
• Customers who were away from home during the entire painting process praised project managers for keeping jobs on track and leaving spaces in order.
• Exterior projects on older homes, including a 230-year-old house, have been completed with strong feedback on prep and surface treatment.

Rounding out the top contractors in Southold, NY, Long Island Painting and Restoration brings owner Andres Gallego's hands-on approach to every project. The last time we conducted our Chooz Score analysis, the company had over 55 Google reviews with a perfect 5.0-star rating - every single review a five-star rating - earning a Chooz Score of 84.2%. With over 6 years in business serving Nassau and Suffolk counties, Andres personally handles estimates, spending significant time walking through properties and offering color input at no additional charge. If you need a whole-home project completed quickly and cleanly, Long Island Painting and Restoration is a strong option.

• Andres scales up crew size for larger jobs, with six or more painters on whole-home projects, delivering single-day turnarounds that consistently surprise customers.
• Reviewers note that Andres offers an honest opinion on color choices rather than agreeing with whatever the customer selects.
• Several customers describe finding this company through a contractor or neighbor referral, arriving with high expectations and having them met.

~Review Snippet Sources: Google, Yelp, Facebook

Quality of workmanship is one of the most consistently praised themes across painting contractor reviews in Southold, NY. Customers describe not just a good final result, but the care and attention behind it. AJ Painting earns repeated recognition for careful, deliberate prep on historic and high-end homes - sanding, patching, and priming before any color goes on. For a 110-year-old North Fork farmhouse in a historic district, the crew completed floor-to-ceiling work across two floors including cabinets, built-ins, stairwells, and detailed period moldings, on time and on budget. Long Island Painting and Restoration draws similar praise for older home exteriors, with crews restoring wood rot, scraping, and sanding before painting on a nearly century-old home and its detached garage.

For specialty finishes, Interior Finishing NYC operates at a level most painting contractors cannot match. Owner Dorian Golemi's background in fine arts translates directly to decorative techniques like limewash, Roman clay, Venetian plaster, and ceiling gilding. Customers describe faux-finish color matching after water damage so precise that the repair was completely undetectable. Anthony's Painting And Decorating, Corp brings a similar attention to detail on Long Island, with crew lead Manny catching problem areas during prep - vaulted ceiling tape joints, nail pop-outs, and surface irregularities - that homeowners hadn't noticed. Todd's Painting receives consistent high marks for kitchen cabinet refinishing, with spray-painted results customers repeatedly describe as looking like new.

"Dorian and his crew are masters of their craft." - Armen S., Google Review (Interior Finishing NYC)

"A level of professionalism and craftsmanship that immediately set him apart." - Christopher B., Google Review (AJ Painting)

~Review Snippet Sources: Google

Responsive communication is a consistent theme across reviews for painting contractors serving Southold, NY. Customers describe prompt callbacks, clear estimates, and regular updates throughout their projects. Long Island Painting and Restoration owner Andres Gallego earns specific praise for quick response times - several reviewers describe reaching out, receiving a quote, and having work started within days. A repeat customer hired the company for their first home, then called them back again without hesitation when they purchased a second property. Chameleon Painting Inc. owner Juan takes a similar approach, sending daily photo updates to customers who are away from home during projects and personally responding to virtually every online review with messages that reference specific project details.

Interior Finishing NYC customers describe Dorian Golemi providing quotes over the phone or by video call to save time, then following through with exactly what was discussed. One corporate client praised his patience during building access delays while keeping the project on schedule. Precision Painting Plus of Suffolk County applies a structured system with dedicated project managers who serve as the customer's point of contact from estimate to final walkthrough - multiple customers describe daily check-ins from managers like Chris, Jason, and Amy. Todd's Painting reviewers frequently mention accessible communication, with Todd personally reachable by text and call throughout a job and quick to return when a touch-up is needed.

"AJ is very accessible, and accommodating. His guys are trustworthy and very detail-oriented. You only have to ask once." - Liz G., Google Review (AJ Painting)

"He got me an estimate very quickly and the painters started the following week." - Lesley S., Google Review (Chameleon Painting Inc.)

~Review Snippet Sources: Google, Facebook

Prep work and cleanup are among the most frequently mentioned qualities in reviews for painting contractors serving Southold, NY. Anthony's Painting And Decorating, Corp earns specific recognition for thorough prep - customers describe crew lead Manny's team vacuuming before laying paper on floors, moving furniture, and covering everything with plastic before any painting begins. One reviewer noted that Manny was catching surface issues during prep that the homeowner hadn't noticed, including a large room with vaulted ceilings where tape joints and nail pop-outs required significant work before a single brush stroke. Precision Painting Plus of Suffolk County carries a "white glove operation" reputation among reviewers, with multiple customers noting that furniture is covered before work begins and returned to its original placement when the crew leaves.

Long Island Painting and Restoration consistently receives praise for clean job sites - crews clean up at the end of each workday and leave homes spotless after project completion, even after large whole-home jobs carried out by six-person crews. Chameleon Painting Inc. extends worksite protection to nearby bushes and landscaping during exterior work, and reviewers describe completed jobs with no drips or paint found on surrounding surfaces. Todd's Painting customers mention daily cleanup as a standard part of the process, with crews covering and clearing before leaving each day. AJ Painting reviews describe furniture being moved and covered at the start of each workday, with fixtures removed and properly reinstalled when the job is complete.

"They showed up on time, covered all my furniture, like a well oiled machine." - Andy M., Google Review (Anthony's Painting And Decorating, Corp)

"Never left a drop of paint anywhere on the ground, deck or trim." - Leonard Z., Google Review (Chameleon Painting Inc.)

~Review Snippet Sources: Google, Yelp, Facebook

On-time performance and scheduling reliability are consistent strengths across painting contractors serving Southold, NY. Todd's Painting builds a specific reputation for speed without sacrificing quality - reviews describe entire rooms completed in a single workday, projects estimated one morning and finished by 5pm the next day, and large crews moving through multi-room jobs ahead of the expected schedule. The speed comes paired with quality in the reviews, not traded for it. Long Island Painting and Restoration achieves similar turnarounds by scaling up crew size for larger jobs. Six or more painters on a whole-home project have been known to finish the entire job in a single day, while a 4-bedroom, 2-bathroom home was completed in under 48 hours with a clean handoff to the homeowner.

Chameleon Painting Inc. reviewers consistently note that projects started and finished on exactly the dates promised, with one Bridgehampton homeowner praising the crew for hitting every milestone on a detailed scope that broke out individual project components with their own timelines. Precision Painting Plus of Suffolk County applies a structured scheduling process, with field managers reviewing paint colors before the crew arrives and project managers tracking daily progress. AJ Painting customers report jobs completed on time and on budget across complex North Fork and East End properties. Anthony's Painting And Decorating, Corp customers note that when Manny commits to a two-day timeline, he means two days - not an approximation.

"They arrived at 8am and were done by 3pm. In that time they did my whole bathroom, my foyer and front entrance way." - Laura C., Google Review (Todd's Painting)

"They were able to finish such a big job in just one day!" - Keri S., Google Review (Long Island Painting and Restoration)

~Review Snippet Sources: Google

Fair pricing and value are recurring themes in reviews for painting contractors serving Southold, NY, particularly given the premium real estate market on the North Fork and East End. AJ Painting receives consistent recognition for competitive pricing on high-end projects - customers working with premium materials like Farrow and Ball paints describe results that exceeded expectations without surprising charges. Chameleon Painting Inc. earns praise for detailed estimates that break down each project component and price individually, giving customers a clear picture before work begins. One community project saw Juan beat two competing estimates and include the garage at no extra charge.

Todd's Painting customers describe pricing that has prompted them to expand their original project scope - more than one reviewer notes that the fair price point made it easy to add rooms or services they had been considering. Long Island Painting and Restoration is cited by multiple customers as coming in lower than competing quotes while still delivering top results, with several noting this as the deciding factor in their hiring choice. Anthony's Painting And Decorating, Corp has maintained its reputation for honest, consistent pricing across over 28 years in business, with long-term repeat customers describing the value as unchanged over years of projects. Precision Painting Plus of Suffolk County receives praise for projects delivered on budget without surprise charges, with multiple customers returning specifically because of confidence in the estimate process.

"Pricing is reasonable and I can trust them to do the work even in my absence." - S.B., Google Review (Todd's Painting)

"Price was the best compared to other companies I was quoted from." - N.G., Google Review (Long Island Painting and Restoration)

~Review Snippet Sources: Google, Yelp, Facebook

Several painting contractors serving Southold, NY have strong track records with specialty finishes and complex projects that go well beyond basic interior and exterior painting. Interior Finishing NYC leads in this area - owner Dorian Golemi's training at the University of Fine Arts brings a fine-arts perspective to techniques like Venetian plaster, limewash, Roman clay, marmorino, ceiling gilding, and wallpaper installation across challenging surfaces including pre-war woodwork, curved walls, and high Manhattan ceilings. Several customers describe taking on projects that other contractors had refused before finding Dorian. The company also handles multi-room wallpaper installations - cork, vinyl, grasscloth, and large-scale murals with careful pattern matching around awkward architectural features. AJ Painting has completed demanding East End projects including a 110-year-old North Fork farmhouse in a historic district, where the crew handled floor-to-ceiling work across two floors with Farrow and Ball paints, kitchen cabinets, built-ins, three stairwells, and detailed period molding. The team also coordinates wallpaper installation alongside painting on the same project without requiring a separate contractor.

Chameleon Painting Inc. has tackled cedar shingle staining, epoxy basement floor coatings, large-scale deck restoration, and a church hall that had not been painted in 40 years. Anthony's Painting And Decorating, Corp has handled cabinet refinishing, built-in bookcases, vaulted ceilings, and century-old apartments with ornate molding across nearly three decades of work on Long Island. Todd's Painting has completed work at commercial facilities including an animal hospital exterior and a congregation gallery with very high ceilings - projects that require crew adaptability beyond typical residential work.

"His Venetian plaster work on my kitchen walls are unbelievable. I always get compliments from our guests!" - Charlie V., Google Review (Interior Finishing NYC)

"It's like I have a new house! They did such careful work." - Helcat, Google Review (AJ Painting)

~Review Snippet Sources: Google, Yelp