Bolder. Better. Together.

Chesapeake Painting Services and Blue Star Paint & Property Services have merged to provide existing and future clients with five-star services backed by expanded resources, experience, and service capability.

New Price Match Guarantee

With more 5 star reviews than any other company and now a price match guarantee, why go anywhere else?

GET YOUR FREE ESTIMATE

Schedule fills very quickly this time of year, so don’t delay!

Residential & Commercial Services

We provide high-quality residential and commercial painting, renovations, and maintenance services designed to enhance, protect, and transform every space we work in.

Interior Painting

High end quality interior painting services at affordable rates. This is what we built the business on with more than 25 years experience.

Exterior Painting

Nothing enhances the look and value of a home or building than a fresh exterior paint job, and we have done hundreds of them.

Drywall Services

Drywall installation is one of the most challenging jobs to do right. We have experts who focus exclusively on drywall services.

Kitchen & Bath Renovations

Kitchen remodeling, flooring, countertops, painting & more. One of the best investments you can make in your home is in the kitchen.

Cabinet Refinishing

Cabinet painting and refinishing can completely change the look of your kitchen and it’s less expensive than you think.

Powerwashing

Our powerwashing crew will have your home, sidewalks, patios & entryways sparkle like they are brand new using top-of-the-line equipment.

Staining & Sealing

Our staining and sealing service will revitalize your decks and flooring, while protecting your driveways and surfaces for years to come.

Built-ins & Closets

Swap those IKEA shelves for the real thing and customize your closet to max its use with our custom closet and built-ins craftsmanship.

Top Rated Contractor in AA County

We take pride in transparency and our reviews! It is very easy for companies to TELL you about their quality work and to show you testimonials on their website, but we are happy to SHOW you our objective reviews on all of the top review sites because they are truly objective and our customers take time of their own to tell people about their experience with us.

Click any of the following below to read objective reviews by our customers.

Our Proven Process

Our step-by-step process ensures every project is completed with professionalism, quality, and your complete satisfaction.

Discovery & Consultation

We listen, assess your needs, and provide expert recommendations tailored to your project.

Detailed Proposal & Agreement

You’ll receive a clear, itemized proposal with scope, pricing, and timeline – no surprises.

Planning & Scheduling

We develop a clear plan, confirm selections, and schedule your project for success.

Professional Execution

Our skilled team delivers top-quality workmanship with a clean site and regular updates.

Final Walkthrough & Quality Check

We inspect every detail with you and ensure you’re 100% satisfied.

Seamless Billing & Payment

Transparent invoicing with multiple payment options and responsive support.

Ongoing Support & Relationship

We’re here beyond the project with warranties, care tips, and support for future needs.

Love From Our Customers

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Why Work With Us

With so many painting contractors to choose from, why would you choose us?
First, if you ever worked with us before, you know why, but for those who have not, allow us to explain.

The Gentlemen Painters

Most importantly, we are all gentlemen. Our team live up to a standard practically unknown to our industry.

Honesty

We are honest and will remain transparent throughout all phases of your project.

Quality

We insist on very high standards for quality and will not consider a job complete until the client is completely satisfied.

Pricing

We will not overcharge or coerce you into work that is not necessary or you do not want completed.

Cleanliness & Efficiency

We are neat and will leave your place as we found it. We are efficient, but will not rush.

Expertise

We have experts with decades of experience for each service we provide, especially our painting services.

Confidence

We sincerely believe we are the best painting contractor in Annapolis and the surrounding area.

Color Consulting

A full color consultation process with our color professionals

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Simple Financing Now Available

Get approved for up to $25,000 in minutes through

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Home of the Gentlemen Contractors

This is what we do every day. We are highly skilled at interior painting, exterior painting, drywall repair, built-in shelving and closets, kitchens & baths, cabinet refinishing, and making your home beautiful.

We are an Annapolis, MD based painting company with over 25 years experience in residential and commercial painting. We constantly strive to provide the highest possible quality work and customer service available in the area at reasonable prices.

ABOUT US

Get Your Free Estimate Today!

We want to make sure you get what you are looking for at a price that keeps us in business and makes you happy.
Our estimates are always free and we’ll surely provide a bit of advice whether we get the job or not.

Please complete the form below and we will respond within 1 business day to discuss your project needs.

Chesapeake Painting Services is consistently the highest reviewed painting contractor and home services company in the Annapolis, Washington DC, and Baltimore area. We pride ourselves on our high quality at affordable prices, while being transparent with the reviews we get objectively from our customers.

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1797 Virginia Street, Unit C
Annapolis, MD 21401