Chesapeake Painting Services is a high end residential and commercial painting contractor in the Annapolis, MD area. Known area wide as the "gentlemen painters", every employee is clean cut, gentlemanly in every respect, and provides a high quality of work and accountability. We are very proud of our team, our business and our finished product. Check out reviews anywhere you can find them online, including many on Google, to learn more about how our clients feel about us and our work.
Business highlights
15 years of trusted experience
Veteran Owned & Operated
LGBTQ+ Friendly
Eco Friendly
Services we offer
Cabinet Painting. Drywall. Painting - Exterior. Painting - Interior. Wallpaper Removal. Power Washing. Staining. Carpentry, Bathroom and Kitchen remodels.
drywall, electrician, flooring contractor, plumbing, home remodeling, interior painters
+ 4 more
I have used Chesapeake in the past to repaint my house. After struggling to find a contractor that was willing to work with us on a shorter timeline, hard to exist without a kitchen, I decided to give James a ring. He sent over a member of his kitchen remodel team. They sized up the job and once we had a confirmed date on the cabinet delivery, they went to work. Along the way, the kitchen team made suggestions that made the remodel even better than it was drawn up. And it was completed in way less time than other folks that quoted told us. They also have excellent plumbing, painting, electrical and tile professionals, all with the proper credentials, who do outstanding work. Not to mention the best painters in the area, who really are "gentlemen". In my opinion if you are looking for someone who is honest, gives fair pricing, and delivers a finished product beyond your expectations, you won't go wrong in calling James!
Description of Work: This was a kitchen tear out and remodel, along with painting, tile, plumbing and electrical work.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$7,300
Response from Chesapeake Painting Services
Thanks for the awesome review! We are so happy that you were pleased with our work. Its customers like you who make our job easy. We look forward to working with you in the future!
Kimberly E.
08/2017
5.0
interior painters
+ -1 more
Working with Chesapeake Painting Company was a smooth process from start to finish. Responses were timely and professional. I was able to get an estimate and set up a date for the work within days. Payment was processed without a problem. They arrived according to schedule and completed the work without any problems or need for attention. It is evident that this business has an efficient system of operations, professional standards, and sound ethical values.
Description of Work: A 20ft x 20ft wall painted
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$300
Response from Chesapeake Painting Services
Hello [Member name removed.]! We hope you are enjoying the new look! Thanks for the review!
Robert P.
06/2017
5.0
drywall, interior painters
+ 0 more
We are nothing short of extremely satisfied. The team we had Ted, Steve and Paco worked to be certain they delivered a wonderful job. Keeping us informed each day at the beginning, middle and end of the progress made that work day. The home needed a a great amount of drywall work and when you look at it know, it isn't the same place. They take care to be be certain that your property is respected in every way. The pricing is extremely fair. Without a doubt, we will hire James and his team as plan future renovations in the home.
Description of Work: We recently purchased a home in Heritage Harbour. The home was in need of some sprucing up, so we contacted James and his team. From the original contact through to the finished product, we dealt with nothing less than seasoned professionals, who know their craft and practice the old time art of making sure the customer is happy. We had the family, dining, both bathrooms, and both bedrooms painted.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$5,305.5
Response from Chesapeake Painting Services
Hello [Member Name Removed], We are so happy we were able to help you spruce up your new home. And thank you for giving us the honor of continuing to work on your home. We truly appreciate your business. Best regards, Jennifer
Stephen O.
06/2017
5.0
interior painters
+ -1 more
Excellent! Even after we changed the color of one room after they started painting it, they managed to finish on the original schedule. Of course they charged us a bit more for tbe extra work and the extra paint, but the additional charge was more than reasonable. The quality of the job was very good as well.
Description of Work: Painting five interior rooms including a two-story foyer/hallway. Painting included ceilings and molding.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$5,225
Response from Chesapeake Painting Services
Thank you for the kind words Mr. [Member Name Removed]. We aim to please!
Eric B.
04/2017
5.0
interior painters
+ -1 more
James came out and gave me a very fair quote with additional 5% Angieslist discount. We had he come three days and complete the job. Very happy with the whole process. I even had them fix a railing that was loose.
Description of Work: Paint living room, master and front door.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$1,050
Response from Chesapeake Painting Services
Thank you Mr. [Member Name Removed]. We are are always pleased to hear that our customers are happy with our work.
Elizabeth R.
03/2017
5.0
interior painters
+ -1 more
very prompt and professional, got an estimate immediately and advice on what paint to use. They used a better quality paint than another recommended contractor and came in cheaper. They also worked on Saturday
Description of Work: Painted living area/stairwell and halls that have cathedral ceilings
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$2,800
Response from Chesapeake Painting Services
Thanks for the great review Mrs. [Member Name Removed]. As always it was our pleasure. Enjoy!
Catherine S.
02/2017
5.0
woodworking, house painters, interior painters
+ 1 more
Quite well. They responded quickly (and pleasantly) when contacted, and the price was much lower than the other estimate we received. When their first attempt at painting the family room ceiling did not result in hiding the spots (they told us to wait a few weeks for the spots to fade -- we did, and the spots did not go away), they came back quickly and re-did the work -- and that effort was immediately perfect. When they worked on our front door, one of their products "cleaned" two spots on our concrete steps extremely effectively -- so that the two spots still remain today, months after the work was done. (also - not sure that we received an Angie's List discount?)
Description of Work: Area around front door and large window above it needed work to prevent leaking. Family room ceiling needed repainting to hide two large spots from a prior bathroom leak.
Rating Category
Rating out of 5
quality
4.0
value
5.0
professionalism
4.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$800
Response from Chesapeake Painting Services
[Member Name Removed], Thank you for taking the time out to write a review. We appreciate your business and look forward to working with you in the future.
Rhonda B.
02/2017
5.0
pressure washing, interior painters
+ 0 more
Chesapeake painting did an amazing job on our home. We had painting, power washing, dry wall repair and electrical work completed. The team that came to our home was friendly and professional. The management team stopped over several times to review work and provide feedback to the team. We are in the process of selling our home and James was able to squeeze in some additional work to get us on the market quickly! We will ALWAYS use Chesapeake Painting for our home improvement needs.
Description of Work: Painting, dry wall repair, power washing, electrical repair
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$3,000
Response from Chesapeake Painting Services
First and foremost, thank you for your business, and thank you for taking the time out of your day to leave us a review! You were truly a pleasure to work with and I am so glad that we were able to accomodate your need to get the project completed within your time frame. Best wishes to you, and we look forward to working with you again.
Heather Z.
12/2016
5.0
interior painters
+ -1 more
Job was great. Friendly, accommodating staff. Completed the job flawlessly in only 2-3 hours. What they did in a few hours what would have taken me a full weekend or two!
Description of Work: Room painting - 3 small rooms
Rating Category
Rating out of 5
quality
5.0
value
4.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
Response from Chesapeake Painting Services
Thank you [Member Name Removed], for taking the time to leave us this review. We are pleased you are happy with our work. If you need any work done in the future, please let us know.
Heather Z.
12/2016
5.0
interior painters
+ -1 more
Great! James was very flexible and willing to work with my schedule and short timeline. The job was done quickly, and done WELL - rooms looked great.
Description of Work: Painting - 3 rooms
Rating Category
Rating out of 5
quality
4.0
value
4.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$850
Response from Chesapeake Painting Services
Thank you for taking the time to leave a review. We are so glad that we were able to accommodate your schedule and get the project finished for you in a timely manner, and to your satisfaction.
Jeffrey S.
11/2016
5.0
wallpaper removal, interior painters
+ 0 more
Looks great. I sent them a short video of the room for estimating purposes and that worked out well too.
Description of Work: Powder room wallpaper removal, prep & paint.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
Response from Chesapeake Painting Services
[Member Name Removed], Thank you for taking the time to write a review. That video was awesome. It was so helpful to get an accurate understanding of the bathroom so that we could estimate the project accurately. Wishing you Happy Holidays. Lisa
Janet S.
11/2016
5.0
drywall, woodworking, house painters, interior painters
+ 2 more
Great. Painter also showed me how to fix corner edges that get scraped by using my finger.
Description of Work: Repainted shutters and front door.repaired hole in bathroom ceiling from removed fixture and repainted ceiling. Replace two and paint triangles of rotted wood over exterior of garage door frame. Scrape side of roof flange and repainted, and paint gas pipe on side of house to match the siding.
Rating Category
Rating out of 5
quality
5.0
value
4.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$950
Response from Chesapeake Painting Services
[Member Name Removed], Thank you for taking the time to leave a review. You are always a pleasure to work with and we are grateful to have you as a client. Happy Holidays!
Janet M.
11/2016
5.0
interior painters
+ -1 more
Prompt courteous service. Excellent workmanship.
Description of Work: Ceiling painting
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$1,300
Response from Chesapeake Painting Services
[Member Name Removed], Thank you for taking the time to leave a review. We appreciated having the work and we are so glad we were able to meet your expectations.
Ralph K.
11/2016
5.0
wallpaper removal
+ -1 more
Scheduling was easy, the workers arrived promptly at the appointed time and began work quickly thereafter. They managed to remove the wallpaper from two bathrooms and a powder room within the 8 hours of work that I purchased as a special offer. The guys were courteous, efficient, and professional.
Description of Work: Removal of wallpaper and preparation of walls for painting.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$299
Response from Chesapeake Painting Services
Thank you for taking the time to leave us a review! We truly appreciate it. We are so glad that we were able to meet your expectations. We hope that you have an amazing Holiday Season and we will look forward to working with you again! Cheers!
David B.
10/2016
5.0
house painters
+ -1 more
Excellent work. Completed earlier than estimated, professional crew, started early each morning and put in full days. Lowest of two estimates obtained by about $4,500, and final bill came in slightly below estimate. Would definitely recommend.
Description of Work: Exterior painting of house and guest house
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$6,800
Response from Chesapeake Painting Services
Thank you for taking time out of your day to leave a review. We are never pleased until our clients are pleased, and we are so glad that you are satisfied with the work we had the opportunity to perform. Wishing you all of the best!
Barbara J.
10/2016
5.0
house painters
+ -1 more
Job went very extremely well. Chris was very helpful and organized the work around another company doing replacement of gutters. The painter assigned to our work was great. Painting was done carefully and area around house cleaned up well each night. We had squirrel damage near the roof line that required replacing some wood fascia and crown modeling. All the work was done well. We would strongly recommend this team to others.
Description of Work: Exterior trim painted on our house and garage plus some repair wood work around roof line.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$5,800
Response from Chesapeake Painting Services
Thank you so much for taking the time to leave a review! We sure appreciated the opportunity to paint the trim on your home and show case some of our carpentry skills. Hoping all is well. Best!
Lisa B.
10/2016
5.0
drywall, interior painters
+ 0 more
It went very well. The painter, Angel was very professional and displayed exceptional customer service. Highly recommend him!
Description of Work: Interior painting of our home.
Rating Category
Rating out of 5
quality
5.0
value
4.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$6,225
Response from Chesapeake Painting Services
Thank you for taking time out of your day to leave a review. You were such a pleasure to work with from start to end. Your responsiveness and attention to detail was awesome! Thank you for allowing us to paint and transform your home. Best!
Robert S.
09/2016
5.0
interior painters
+ -1 more
Great. Communication, scheduling, and work done in a professional manner.
Description of Work: Wall paper removal.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
Response from Chesapeake Painting Services
Thank you for taking the time to leave a review, and furthermore for the opportunity to work for you. We are glad that you were pleased with our services from beginning until end. All of the best!
Jimmy P.
09/2016
5.0
interior painters
+ -1 more
James and his crew at Chesapeake were very professional, thorough and extremely fair with their pricing. I would recommend Chesapeake Painting Services to anyone looking for painting in the Annapolis area.
Description of Work: Painted interior of house
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
Response from Chesapeake Painting Services
We appreciate you taking the time out of your day to write a review, thank you. It was a pleasure working with you. Thank you for allowing us the opporunity to paint at your home and to leave you a satisfied client. Cheers!
nancy S.
08/2016
5.0
house painters
+ -1 more
Great Job, start to finish. Excellent workers arrived on time and worked diligently all day on the prep work, first and second coats. They cleaned up each day and covered plants and brick work as they painted. It took only two full days to complete with the 5 person crew.
Description of Work: Exterior house painting, eves, trim and shutters on a one story, brick house with siding on the four eves.
Rating Category
Rating out of 5
quality
5.0
value
4.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$3,025
Response from Chesapeake Painting Services
Thank you so much for taking the time to write a review. We appreciated having your business and for the opportunity to paint at your home. We take pride in our work and like to treat our clients homes better than we would our own. We are so pleased that you had a great experience with us. Cheers!
Michael B.
08/2016
5.0
house painters
+ -1 more
Superb - on schedule, on cost, excellent quality.
Description of Work: Painting of all exterior trim, shutters and some wooden window frame repair for two story colonial style home.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$800
Response from Chesapeake Painting Services
Thank you for taking the time to leave a review. We truly appreciated the opportunity to complete your painting project for you. We are never pleased until our clients are pleased and we are so glad that you are satisfied with the [Member Information Removed] that everything turned out. Cheers!
They were excellent with the process, their timing was spot on, the team was highly professional, they fixed things when we weren't happy with them, the pricing was more than reasonable especially considering how often we changed the scope of work, and the space was completely transformed according to our original specs, which they helped us define so we could save money on architects and interior designers. I can't say enough really. James and the Chesapeake Painting team are the best contractors I've worked with, period.
Description of Work: Complete renovation of office building with 2 bedroom apartment above it in Annapolis. Knocked down walls, built a full kitchen, sanded and resurfaced cabinetry, tore up and replaced entire flooring, added ship lap walls, powerwashed entire exterior, painted entire interior, tons of drywall work, lots of custom carpentry, electrical and plumbing. A complete job and it could not have been done better.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$100,000
Response from Chesapeake Painting Services
Thank you for taking the time to write such a kind review. We couldn't have been happier to be trusted with the transformation of your office building. It is always a pleasure to work with you and we appreciate every opporrtunity that we have to do so. Not only did you trust us with the painting that needed to be done, but you trusted us with the carpentry work, electrical work, and plumbing work and really allowed us to show all aspects of our expertise. Again, thank you. Cheers!
Bobbi C.
04/2016
5.0
house painters, interior painters
+ 0 more
Their estimate was significantly lower than some others I received, but James was very thorough in his estimate, so I had confidence that all the things I needed done were included. I specified the exact brand and type of painted (stain) I wanted used, they had no issues. They arrived promptly and power washed the house the first day, then after waiting a few days for the rain to pass, they started on the painting. It was a big job, but they were careful to prep every area, caulk where needed, and then painted each area with the correct color (house has three colors). When I pointed out a couple things along the way, they were corrected immediately. They always checked with me along the way to make sure my concerns were addressed and cleaned up at the end of each day. Job took 6 days, and the house looks fabulous. I also had them paint a couple rooms inside (walls and trim) and they did a wonderful job there as well. Would not hesitate to use them again (probably will soon).
Description of Work: Painted complete exterior of my cedar sided home and also some interior rooms.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$9,800
Response from Chesapeake Painting Services
Your house has always been one of my favorites! When the men returned with the before and after photos, I was in awe of your color scheme. We are so appreciative that you trust us time and again to complete projects for you. We appreciate you taking the time throughout your day to let us know if something needed additional attention, afterall, we are not satisfied until our clients are. Hoping you are well!
JAIME W.
03/2016
5.0
electrician, interior painters
+ 0 more
The job was superbly done, very professional staff!!!!!
Description of Work: Painting services, bar remodeling and electrical services.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$3,500
Response from Chesapeake Painting Services
Always a pleasure working with you and your family! You have entrusted us time and time again with projects ranging from smaller range to large and I always look forward to speaking with you. Hoping that all is well! Cheers!
Charles G.
03/2016
5.0
drywall, interior painters
+ 0 more
Chesapeake painting did an outstanding job. The most challenging part of the job was prepping the stair woodwork. I wasn't fully satisfied with the initial work, and James sent his team back to correct the problem to my satisfaction. The quality of painting, the professionalism of the painters and their supervisors, and James' responsiveness were second to none. I plan to use Chesapeake Painting for future projects.
Description of Work: Chesapeake Painting performed a couple of services in my home. They removed the poly from my stair bannisters (and other stair woodwork) to prep for staining and resealing. They painted the living room, dining room, and master bath of my home, and repaired drywall in my shop and basement storage.
Rating Category
Rating out of 5
quality
5.0
value
5.0
professionalism
5.0
responsiveness
5.0
punctuality
5.0
Yes, I recommend this pro
$4,000
Response from Chesapeake Painting Services
[Member Name Removed], We've apparently just discovered this awesome "respond" button. We appreciate your feed back and we are glad that we were able to satisfy you. We are even more grateful that you let us know that you were not quite pleased with the initial work on the stairs and gave us the chance to fix it and perform the work up to your standards, as it should be for all of our clients. Hoping you are well!
All statements concerning insurance, licenses, and bonds are informational only, and are self-reported. Since insurance, licenses and bonds can expire and can be cancelled, homeowners should always check such information for themselves. To find more licensing information for your state, visit our State Contractor License Requirements page.
*Contact business to see additional licenses.
Service Categories
Interior Painting,
Exterior Painting,
Drywall,
Wallpaper Removal,
Cabinet Refacing and Refinishing,
Finished Carpentry and Woodworking,
Unfinished Carpentry,
Pressure Washing,
Wallpaper,
Kitchen and Bath Remodeling,
General Remodeling,
Flooring Sales and Installation
FAQ
Chesapeake Painting Services is currently rated 4.9 overall out of 5.
Sunday: Closed
Monday: 8:00 AM - 4:00 PM
Tuesday: 8:00 AM - 4:00 PM
Wednesday: 8:00 AM - 4:00 PM
Thursday: 8:00 AM - 4:00 PM
Friday: 8:00 AM - 4:00 PM
Saturday: Closed
Chesapeake Painting Services accepts the following forms of payment: Check,CreditCard,Financing Available