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Business ProfilePainters in Annapolis, Maryland

Chesapeake Painting Services

Chesapeake Painting Services

Chesapeake Painting Services is an Annapolis-based contractor for residential and commercial painting. Interior residential painting is its most-contracted service, and it serves the Annapolis, Washington, D.C., and Baltimore area.

Last Updated October 2, 2026.

Business Highlights
  • The company says its exterior painting operation is licensed, insured, and lead certified.
  • The company says its kitchen and bath renovation specialists are licensed.
  • The company says completed projects include warranty coverage, with terms varying by project.

Service Area

Annapolis, Washington, D.C., and the Baltimore area.

Active Business Listing

Chesapeake Painting Services is one of 10 painters ProsGrade lists in Annapolis, Maryland.

Active
Public local listing
Listing details

11 services listed, including Interior painting, Exterior painting and Commercial painting. Open weekdays, closed on weekends. Rated 4.9 from 413 reviews.

  • Verified listing details
  • Service information
  • Customer review signals
  • Photo gallery
  • Public contact information
  • Published local profile

How This Business Compares

How Chesapeake Painting Services compares with the other 9 painters on ProsGrade in Annapolis, using public Google ratings and review counts.

  • Has the most Google reviews (413) of the 10 Annapolis painters on ProsGrade.
  • One of 10 Annapolis painters on ProsGrade rated 4.7 or higher from at least 10 reviews.

Services Covered

11 services
  • Interior paintingResidential; color and design consultations.
  • Exterior paintingResidential homes.
  • Commercial paintingLight commercial projects.
  • Cabinet refinishingPainting or refinishing existing cabinets.
  • Kitchen and bath renovationsNew or refinished cabinets; custom countertops.
  • Remodeling and renovationsKitchens, bathrooms, basements, built-ins and office spaces.
  • Drywall repairDrywall installation.
  • Built-ins and closetsCustom bookshelves, closets, entertainment centers and storage.
  • Wallpaper removal
  • PowerwashingHomes, sidewalks, patios and entryways.
  • Staining and sealingDecks, flooring, driveways and other surfaces.

Reviews

What customers say

Several customers praise the crews' professionalism and careful finishes. One customer noted that the team cleaned each completed area and reset the furniture before moving on. A reviewer who chose Blue Star reported poor workmanship and missed areas, and said its quality-control department did not respond after receiving detailed photos.

Customer Reviews

Mary Davis

Chesapeake painting services repaired and painted my kitchen. The painters were professional and very polite. The work was neatly done. Will definitely use for my next painting project

Elizabeth Chessler

We chose Blue Star because of their positive Google reviews, but our experience was very disappointing. The workmanship throughout our home is poor and should have been caught during a final walkthrough, if one had been done. We specifically asked for a walkthrough before the crew left, but were told to just call if we had issues. When we called them back, they only addressed the specific items we pointed out instead of inspecting their own work. As we’ve lived in the home, we’ve continued to find more missed areas and sloppy finishing. I sent detailed photos of the issues to their quality control department, but no one ever responded. That silence says a lot about how they stand behind their work. Given the overall poor quality and lack of accountability, we feel a response and refund would have been appropriate. We’ve since hired another contractor for a different property and had a much better experience for a significantly lower price. Based on our experience, Blue Star’s workmanship and customer service do not reflect the high ratings they’ve received which leaves me to speculate that their “glowing” reviews are paid.
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Karen Brooke

I wanted to have my kitchen cabinets painted and reached out to Chesapeake based on their reviews. My island was a different color than the rest of my cabinets and they did an excellent job color matching. EVERYONE involved was outstanding, communication was exceptional and price very reasonable. The painting crew was meticulous. You definitely get the feeling that the customer is a priority. I am so pleased, I am asking them to paint my laundry room and dining room butler pantry cabinets and look forward to that. Highly recommend AAAA++++ 9-23-25 Repeat all around AAAA++++ job for my laundry room cabinets from espresso to white and butler cabinets from cherry to espresso.
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Tom Hogan

We recently had a fantastic experience with Blue Star Chesapeake Paint & Renovations, and I can't recommend them highly enough. From the start, working with Mike was an absolute pleasure. His team, led by Yvonny, was incredibly professional and truly top-notch. They went the extra mile to ensure our satisfaction. With a tight deadline before our vacation, they not only met the schedule but finished with plenty of time to spare. The crew worked hard, patiently answered all our questions, and gave us everything we wanted and more. Their pricing was also excellent, which was the cherry on top of an already great experience. They meticulously repainted the exterior of our house and replaced damaged cedar siding. Inside, they flawlessly repaired cracks and painted walls, doors, and trim. If you're looking for a reliable and skilled team that delivers on their promises, look no further. I would wholeheartedly recommend them to all my friends.
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Christopher Perez

This was our second major interior paint project by Chesapeake Painting Services. The scope for this project was all interior walls of our main house (two levels) and the same for the interior of our guest house (two levels). The team was extremely professional, experienced, and polite. They were punctual walking through our door every morning at 8am and leaving our home nice and tidy at 4pm. During the workday they made very efficient and noticeable progress. They cleaned each completed area and reset all the furniture before moving to the next section. The entire job was completed in 8 days including some carpentry and electrical work. During that time the team was a pleasure to be around. Any minor issues they encountered were quickly explained and solved. We are having them return to do some additional work in areas unrelated to the first phase (which was completed to our total satisfaction). Very happy with this experience. Chesapeake Painting Services is a high-integrity operation providing craftsman-level work product at a fair price. They genuinely are "The Gentlemen Painters."
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Frequently Asked Questions

What does Chesapeake Painting Services include in its project proposal?

Its process includes an itemized proposal outlining the project scope and timeline.

Does Chesapeake Painting Services' process include a final walkthrough?

Yes. Its process includes a final walkthrough and quality check.

What are Chesapeake Painting Services' approximate renovation timelines?

Its estimates are about 2–3 weeks for a bathroom and 4–6 weeks for a kitchen; timing depends on project size and material selection.

Does Chesapeake Painting Services offer project financing?

Yes. Project financing is available.