Best Painters in Annapolis, MD - Chooz Score Ranked
Chesapeake Painting Services
Chooz Score 85.8%
About Chesapeake Painting Services
Too many homeowners in Pasadena and Anne Arundel County have stories about painters who promise perfection but deliver sloppy trim work or create dust disasters during prep. Owner William Roy-Harrison founded Chesapeake Interior Painters in 2018 to eliminate these frustrations through systematic quality controls. Working alongside his mother Alison, who provides color consultations, William maintains a perfect 5.0-star rating across 91 reviews.
Crews use shopvacs while sanding to eliminate dust spread, protect surfaces with multiple layers of covering, and maintain daily cleanup protocols. Jason Shadid notes "no wall paint on the ceiling or trim" while Denise Wilson describes walls so perfect she doesn't want her kids "bouncing a ball anywhere near them." The company specializes in cabinet refinishing so convincing that Linda Uzzle's realtor thought she had purchased new cabinets.
Based in Pasadena, the fully licensed and insured team serves Anne Arundel County including Annapolis, Glen Burnie, and Severna Park. The company holds Maryland Home Improvement License Number 116199 and offers a warranty program covering workmanship on all projects.
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About Don Howard Painting
A Chesapeake Bay area family business since 1972, Don Howard Painting operates from Grasonville serving Queen Anne's, Talbot, Caroline, Kent, and Anne Arundel Counties. Owner Donald A Howard Jr continues the family tradition with particular expertise in cabinet refinishing, drywall repair, deck staining, and pressure washing. The company handles everything from single-room touch-ups to complete three-story house transformations and historic restorations.
Lead crew member Santos brings over 20 years of painting experience to residential and commercial projects. Reviews consistently mention thorough surface preparation, with customers describing "the best mud and sand prep job" for surfaces and crews who "took time to properly prep the space" rather than rushing work. Properties are left "cleaner than when they started" according to multiple customers, with daily cleanup maintaining accessible living spaces during multi-day projects.
Based at 117 King Store Rd, the company serves communities from Annapolis and Kent Island to Easton and St. Michael's. Crews arrive on schedule, complete projects within promised timeframes, and maintain communication throughout work. Owner Don Howard personally oversees estimates and major projects while experienced team members handle installations. With decades understanding Maryland coastal weather, they select appropriate materials for Eastern Shore conditions.
How We Select Painters in Annapolis Junction, MD
Every painter listed on this page has been evaluated using the Chooz multi-step quality process. We combine data analysis with human review to identify companies that consistently deliver strong results for property owners in Annapolis Junction, MD.
The Chooz Score is a 100-point rating built on platform reviews, review quality and engagement, website and digital presence, and business authority and operations. We use the same scoring framework nationwide while evaluating each contractor's performance specifically within Annapolis Junction, MD.