6 Best Painters Near Annapolis, MD Ranked by Chooz Score

Homeowners in Annapolis, MD have access to several highly rated painting contractors, each with strong track records across multiple review platforms. From family-owned businesses with decades of experience to specialized crews known for their attention to detail, these companies consistently earn praise for quality work, clear communication, and thorough cleanup. Whether you need interior painting, exterior restoration, or cabinet refinishing, these top-rated contractors deliver reliable results.

The last time we conducted our Chooz Score analysis, Annapolis Coatings had over 90 Google reviews with a perfect 5.0-star rating. This company earned a Chooz Score of 87.0%. With over 45 years in business, owner Terry Goble has built a reputation for hands-on involvement. Reviews highlight that Terry works alongside his crew rather than just managing from the sideline. Customers frequently mention the team's flexibility, noting that they handle unexpected issues with thoughtful solutions that stay within budget. If you're looking for a contractor who can handle painting plus related home improvements like trim replacement or deck restoration, Annapolis Coatings is a solid choice.

Reviews also reveal that this company attracts customers preparing homes for sale, with several noting tight deadline performance. The crew, including Luis and Carlos, receives consistent praise for professionalism. The company also holds a 4.9-star rating on Angi with nearly 40 reviews and is 100% recommended on Facebook.

• Multiple customers describe getting their homes market-ready on strict timelines
• The team tackles diverse projects from mold remediation to luxury vinyl plank flooring
• Factory-quality finishes on kitchen islands and cabinetry mentioned repeatedly

"They have responded thoughtfully to issues that came up, and provided solutions that worked with my budget. Even better, Terry, Luis and Carlos are great people to work with." - Alison McLean, Google Review

For homeowners in the greater Baltimore area who want a contractor focused on surface preparation, Santana Painting Company has earned a Chooz Score of 86.2%. They had over 125 Google reviews with a perfect 5.0-star rating, plus 5.0 stars on Facebook with over 30 recommendations. Owner Dominic runs the company with daily involvement, and reviews consistently mention his perfectionist approach to prep work. Customers describe walls with settling damage, nail pops, and cracked corners being restored to pristine condition before any paint is applied.

The company serves Halethorpe, Catonsville, Ellicott City, Columbia, and surrounding communities. If you're dealing with walls that need significant repair before painting, Santana Painting's thorough approach stands out.

• Storm damage repairs including ceiling reconstruction praised for seamless results
• Customers mention the team fixing issues left by other contractors working simultaneously
• Chair rail removal and baseboard replacement handled as part of painting projects

"They were very meticulous with covering everything, including countertops. The walls now look pristine with no imperfections!" - Peggy B., Google Review

With the largest review volume in the Annapolis, MD area, Chesapeake Painting Services has built an extensive track record. The last time we checked, they had over 380 Google reviews with a 4.9-star rating, plus 4.8 stars on Yelp with over 85 reviews and over 120 Angi reviews with a 4.9-star rating. This company earned a Chooz Score of 85.8% and maintains an A+ rating with the Better Business Bureau.

What sets Chesapeake apart is their consistent crew. The same names appear across reviews - Mike, Jeremia, Jose, Emmanuel, Byron, and Yvonny - suggesting trained employees rather than rotating subcontractors. Customers locally refer to them as "The Gentlemen Painters" for their professional demeanor. They handle everything from powder room floor designs to historic home exteriors, including 100-year-old cedar shake properties.

• Cabinet refinishing praised for perfect color matching and factory-quality results
• Project managers like Josh and Becca coordinate complex multi-trade renovations
• Repeat customers note consistent results across multiple projects over years

"From getting an estimate all the way through completing the job, the communication was outstanding as was the quality of work." - Kathy K., Google Review

A family-owned operation serving Maryland's Eastern Shore since 1972, Don Howard Painting earned a Chooz Score of 85.6%. They have over 65 Google reviews with a perfect 5.0-star rating, an A+ rating with the Better Business Bureau, and 5.0 stars on Facebook. Owner Don Howard handles estimates personally, and crew leader Santos brings over 20 years of experience to the on-site work. If you're in Queen Anne's, Talbot, Caroline, or parts of Anne Arundel County, this company's deep local roots are evident in their reviews.

Multiple reviewers describe returning again and again for new projects. Customers mention exterior work on challenging multi-story homes, mahogany trim staining requiring extensive prep sanding, and kitchen cabinet refinishing. The brush-only approach on exteriors (no rollers or spraying) receives specific praise.

• Three-story home exteriors soft-washed, re-caulked, and painted by brush
• Crew praised for being pleasant, respectful, and responsive to every request
• Customers note edges are perfect with no wall paint on trim

"The painting crew was outstanding. They showed up when scheduled, they were extremely pleasant, respectful, responsive to every request, and came to work. There was no nonsense." - Rhonda A., Google Review

Rounding out the top contractors in Annapolis, MD, Seven Oaks Painting Services earned a Chooz Score of 83.4%. They have over 85 Google reviews with a 5.0-star rating, plus 5.0 stars on Yelp with 5 reviews. Owner Juan Carlos leads projects personally, while specialists like Karla handle ceiling work and Carlos manages cabinet refinishing. The company serves Arnold, Severna Park, Edgewater, Pasadena, and surrounding Anne Arundel County communities.

Reviews consistently describe competitive pricing combined with quality execution. Multiple customers mention working with Juan Carlos across two separate homes over the years. The team handles everything from exterior door refinishing to 650 square feet of vaulted ceiling painting.

• Commercial storefront exteriors and residential townhouse interiors both praised
• Bathroom tile repair and handyman work offered alongside painting services
• Customers describe fast turnarounds from quote to completed work

"We have worked with Juan Carlos in two separate houses for over a decade. He is quick and fairly priced. I've given out his name to many friends who all love his work." - Elle S., Google Review

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

Quality workmanship is the most frequently praised attribute across painting contractors in Annapolis, MD. Customers consistently describe finished work that exceeds expectations, from flawless interior walls to restored exterior surfaces that look factory-new. Several contractors stand out for their attention to detail and thorough preparation, which reviewers note makes a visible difference in the final results.

Annapolis Coatings receives praise for achieving factory-finish quality on kitchen islands and cabinetry. One reviewer noted the team handled drywall repair, touch-ups, and color blending alongside the painting work. Santana Painting Company earns recognition for wall preparation, with customers describing pristine walls after extensive nail pop and crack repairs. "The craftsmanship was excellent. I was extremely satisfied with every detail of the work." - Gregg R., Google Review for JL Painting Corp. Chesapeake Painting Services customers frequently mention their cabinet refinishing work achieving perfect color matching. "The painters and carpenters were absolutely perfect." - Gregg R., Google Review. Don Howard Painting receives praise for mahogany trim staining that requires extensive prep sanding, with customers noting the finished work looks like new. Seven Oaks Painting Services earns recognition for both exterior door refinishing and interior ceiling work, with one customer noting this company surpassed four previous painters in attention to detail.

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

Painting contractors in Annapolis, MD generally earn strong marks for communication, with customers highlighting responsiveness, clear explanations, and consistent updates throughout projects. Several companies stand out for keeping homeowners informed from initial estimate through final walkthrough.

Chesapeake Painting Services customers frequently praise their project managers for outstanding communication. "The communication was outstanding as was the quality of work." - Kathy K., Google Review. Project manager Josh receives specific mention for keeping customers informed throughout challenging projects. Don Howard Painting owner Don Howard earns praise for prompt return calls and answering questions directly. "The owner, Don, is so prompt with return phone calls and answering any questions." - Bonnie C., Google Review. Seven Oaks Painting Services owner Juan Carlos is described as easy to contact, with customers noting he calls ahead if running late. Santana Painting Company owner Dominic maintains daily communication with customers throughout projects. Annapolis Coatings owner Terry Goble responds quickly to estimate requests and remains on-site to discuss any issues that arise.

~Review Snippet Sources: Google, Facebook, Yelp

Timeliness and efficiency receive consistent praise from homeowners who hired painting contractors in Annapolis, MD. Reviewers frequently mention crews arriving on time each morning and completing projects within estimated timeframes, with several noting deadline-critical work finished as promised.

Annapolis Coatings customers describe the team completing work on strict deadlines, including homes being prepared for market. "They finished the work just in time for guests." - Teresa M., Google Review. Chesapeake Painting Services crews receive praise for punctuality, with one reviewer noting the team arrived at 8am sharp each morning and left the home tidy at 4pm. "They were punctual walking through our door every morning at 8am." - Christopher P., Google Review. Don Howard Painting crew leader Santos and his team are described as showing up when scheduled without fail. JL Painting Corp owner Julio is praised for fast turnarounds, with one customer noting the crew started the next day after the estimate. Seven Oaks Painting Services customers describe fast turnarounds from quote to completed work, with one reviewer praising the quick response and efficient execution.

~Review Snippet Sources: Google, Facebook

Value and fair pricing are frequently mentioned in reviews for painting contractors serving Annapolis, MD. Customers describe competitive estimates, transparent pricing, and work quality that justifies the investment. Several contractors are specifically noted for offering lower prices than competitors without sacrificing results.

Annapolis Coatings customers note competitive pricing with one reviewer mentioning estimates significantly lower than other quotes received. "The price was competitive and they were the only contractor who offered a fixed price for the repair work." - Angi Review. Seven Oaks Painting Services receives consistent praise for competitive pricing, with multiple customers describing great work at reasonable rates. "Great price!" - Lynda K., Google Review. JL Painting Corp is praised for fair and competitive pricing, with one reviewer noting exterior painting completed for less than half what another company quoted. "He then jumped in on a bathroom remodel that another contractor did not finish, ultimately saving us a lot of time, money & headaches." - Beth P., Google Review. Don Howard Painting and Chesapeake Painting Services customers describe the work as worth the investment, noting quality that justifies the price.

~Review Snippet Sources: Google, Angi, Facebook

Cleanup and preparation receive strong praise from homeowners who hired painting contractors in Annapolis, MD. Reviewers consistently mention thorough covering of furniture and floors, careful protection of belongings, and homes left cleaner than before the work began.

Chesapeake Painting Services crews receive specific praise for daily cleanup, with customers noting cleaned completed areas and orderly work sites. "They cleaned each completed area and our home nice and tidy at 4pm." - Christopher P., Google Review. Annapolis Coatings earns recognition for thorough prep work and cleanup, with one reviewer stating the house was cleaner than before they started. Santana Painting Company customers describe everything being carefully covered, including countertops, with not a speck of dust left behind after ceiling repairs. "All the items in my house were covered carefully and not a speck of dust was left behind." - Kerry A., Google Review. Don Howard Painting crew is praised for covering everything and beautiful cleanup. Seven Oaks Painting Services customers mention Juan Carlos draping everything and cleaning up after jobs are finished.

~Review Snippet Sources: Google, Angi