
Get matched with top exterior painters in Chester, MD
There are 5 highly-rated local exterior painters.
Need a pro for your exterior painting project in Chester, MD?
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Verified Reviews for Exterior Painting pros in Chester, MD
*The Angi rating for Exterior Painting companies in Chester, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Exterior Painting needs.
*The HomeAdvisor rating for Exterior Painting companies in Chester, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Exterior Painting needs.
Last update on December 05, 2025
Find Exterior painters in Chester

Home Genius Exteriors
Home Genius Exteriors
Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!
"I was extremely impressed with the work done. Home Genius installed insulation in my attic. I noticed the immediate change in temperature after the crew left my home. I'm super happy to have the ability to lower my thermostat and save money on my electric bill. I will 100% recommend Home Genius to all family and friends looking for home improvement."
Barbara J on December 2025
Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!
"I was extremely impressed with the work done. Home Genius installed insulation in my attic. I noticed the immediate change in temperature after the crew left my home. I'm super happy to have the ability to lower my thermostat and save money on my electric bill. I will 100% recommend Home Genius to all family and friends looking for home improvement."
Barbara J on December 2025

Home Genius Exteriors
Home Genius Exteriors
Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!
"Tony was my project manager him and his crew did a phenomenal job"
Herndon L on December 2025
Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!
"Tony was my project manager him and his crew did a phenomenal job"
Herndon L on December 2025

Stiles Professional Painting, LLC
Stiles Professional Painting, LLC
We're a locally owned and operated company with over 38 years of industry experience. We value honesty and integrity and treat your property as if it were our own. Our company specializes in custom paint finishes, but we pride ourselves on the quality of our work as well as our commitment to outstanding results regardless of the job. We offer a variety of home improvement services that are customizable to each individual project. We look forward to building lasting relationships with our clients and guarantee your satisfaction!
"My outdoor faded house shutters were painted beautifully with the Raisin color I chose. Todd did a great job, he was fast, and neat. Very happy!"
Linda M on December 2025
We're a locally owned and operated company with over 38 years of industry experience. We value honesty and integrity and treat your property as if it were our own. Our company specializes in custom paint finishes, but we pride ourselves on the quality of our work as well as our commitment to outstanding results regardless of the job. We offer a variety of home improvement services that are customizable to each individual project. We look forward to building lasting relationships with our clients and guarantee your satisfaction!
"My outdoor faded house shutters were painted beautifully with the Raisin color I chose. Todd did a great job, he was fast, and neat. Very happy!"
Linda M on December 2025
Bradley's Painting
Bradley's Painting
Bradley's Painting, LLC is a locally owned and operated company that values honesty and integrity in all aspects of our business. Our dedicated team of professionals have over 25 years of hands on experience, to provide innovative ideas and suggestions tailored to your projects. Our services are customized to your individual needs, paying close attention to the details of each project that we are involved with. Please feel free to contact us today!
"Bradley was very professional."
Latifa M on October 2024
Bradley's Painting, LLC is a locally owned and operated company that values honesty and integrity in all aspects of our business. Our dedicated team of professionals have over 25 years of hands on experience, to provide innovative ideas and suggestions tailored to your projects. Our services are customized to your individual needs, paying close attention to the details of each project that we are involved with. Please feel free to contact us today!
"Bradley was very professional."
Latifa M on October 2024

Advanced Green Home Solutions
Advanced Green Home Solutions
ANNAPOLIS AND HANOVER, MD: Award-Winning BGE, Pepco and Delmarva Power certified Home Energy Audits, Insulation, Air Sealing, Solar, and HVAC -- all with utility rebates. We fix your home's energy efficiency from the inside out. Unlike many contractors, we discount your utility rebate immediately on your proposed work scope, so you don't have to wait for the check in the mail. Angi Super Service Award winners each year from 2016 to 2023! MBE certified Woman Owned Business. Our weatherization crew consists of our own in-house and full-time Lead Carpenter and trained Retrofit Technicians for high quality control. Advanced Green Home Solutions is an elite BPI GoldStar Contractor. Contact us for the $100 Comprehensive Home Performance Audit to qualify for rebates or the No-Additional Cost Quick Home Energy Check-Up (QHEC) in BGE, Pepco, and Delmarva Power areas.
"Great service and professionalism Team was knowledgeable"
Keshia G on October 2023
ANNAPOLIS AND HANOVER, MD: Award-Winning BGE, Pepco and Delmarva Power certified Home Energy Audits, Insulation, Air Sealing, Solar, and HVAC -- all with utility rebates. We fix your home's energy efficiency from the inside out. Unlike many contractors, we discount your utility rebate immediately on your proposed work scope, so you don't have to wait for the check in the mail. Angi Super Service Award winners each year from 2016 to 2023! MBE certified Woman Owned Business. Our weatherization crew consists of our own in-house and full-time Lead Carpenter and trained Retrofit Technicians for high quality control. Advanced Green Home Solutions is an elite BPI GoldStar Contractor. Contact us for the $100 Comprehensive Home Performance Audit to qualify for rebates or the No-Additional Cost Quick Home Energy Check-Up (QHEC) in BGE, Pepco, and Delmarva Power areas.
"Great service and professionalism Team was knowledgeable"
Keshia G on October 2023
JC Services
JC Services
JC Services is a locally owned and operated, licensed and insured company, with over 15 years of experience in the roofing and siding industry. We are an Owens Corning Preferred Contractor, a member of the Better Business Bureau and an Angie's List Contractor. We take pride in our work and stand behind it 100%. Customer satisfaction is our top priority. JC Services keeps our customers informed through their entire project from start to finish. We use only the finest materials and are still able to offer great prices. Call or email us to speak to us about your project. Estimates are always free and there is no obligation. As always our estimates are from the company owner, not a salesman, so our estimates are NO pressure.
"We have a brand new roof thanks to Joe and Dylan and Omar and all the roofing specialists at JC roofing. The roof was put on professionally and quickly and they were very nice. We look forward to working with them again and again on all our house fixes."
Clarence C on October 2025
JC Services is a locally owned and operated, licensed and insured company, with over 15 years of experience in the roofing and siding industry. We are an Owens Corning Preferred Contractor, a member of the Better Business Bureau and an Angie's List Contractor. We take pride in our work and stand behind it 100%. Customer satisfaction is our top priority. JC Services keeps our customers informed through their entire project from start to finish. We use only the finest materials and are still able to offer great prices. Call or email us to speak to us about your project. Estimates are always free and there is no obligation. As always our estimates are from the company owner, not a salesman, so our estimates are NO pressure.
"We have a brand new roof thanks to Joe and Dylan and Omar and all the roofing specialists at JC roofing. The roof was put on professionally and quickly and they were very nice. We look forward to working with them again and again on all our house fixes."
Clarence C on October 2025

Complete Home Remodeling Services, LLC.
Complete Home Remodeling Services, LLC.
Home Remodeling Services, LLC. Owner operator. Gabriel Galeano Tel 240-398-0471 with more than 25 plus years of experience in home remodeling. The Services provide are the follows: Carpentry, framing, tile, painting ( interior-exterior ), kitchen remodeling, bathroom remodeling, basement, decks, wallpaper, etc.
"Overall, it went well. We still have more to do…."
Claudia S on December 2023
Home Remodeling Services, LLC. Owner operator. Gabriel Galeano Tel 240-398-0471 with more than 25 plus years of experience in home remodeling. The Services provide are the follows: Carpentry, framing, tile, painting ( interior-exterior ), kitchen remodeling, bathroom remodeling, basement, decks, wallpaper, etc.
"Overall, it went well. We still have more to do…."
Claudia S on December 2023

ALL PAINTING & POWER WASHING, LLC
ALL PAINTING & POWER WASHING, LLC
The Company's Primary Goal; To provide you with the most professional, skilled and responsive Painting & Power Washing service in your community. We are properly licensed (MHIC# 79737) and fully insured. We have years of expert experience to go along with attention to details to make sure your job "Looks Its Best". We are focused on developing a loyal base of lifelong clients. We understand that loyalty can only be earned through both quality of our work and the service we provide. We look forward to earning your business! Jeff All Owner/Operator Professional, Friendly Service with Superior Workmanship and Attention to detail. "When You Want It To Look Its Best". FREE ESTIMATES. LICENSE MHIC #79737 AND FULLY INSURED
"Terrible painting job. I would not recommend them to anybody."
Betty N on January 2022
The Company's Primary Goal; To provide you with the most professional, skilled and responsive Painting & Power Washing service in your community. We are properly licensed (MHIC# 79737) and fully insured. We have years of expert experience to go along with attention to details to make sure your job "Looks Its Best". We are focused on developing a loyal base of lifelong clients. We understand that loyalty can only be earned through both quality of our work and the service we provide. We look forward to earning your business! Jeff All Owner/Operator Professional, Friendly Service with Superior Workmanship and Attention to detail. "When You Want It To Look Its Best". FREE ESTIMATES. LICENSE MHIC #79737 AND FULLY INSURED
"Terrible painting job. I would not recommend them to anybody."
Betty N on January 2022

Cruz Quality Painting LLC
Cruz Quality Painting LLC
Cruz Quality Painting, LLC is a locally owned and operated business offering you over a decade of experience. We hope to be your number one choice for all of your painting needs, no job is too small and no job is too big. We value integrity, hard work, and commitment. Call us today for your FREE ESTIMATE and from the bottom of our team's heart, THANK YOU for visiting our profile, hope to hear from you soon.
"He’s excellent… very meticulous and actually did more than we agreed he would do. I hired Cruz to do some exterior painting on my house. He did a fantastic job so I immediately hired him to stain my fence and more. Now I can say, my 90-year-old house has not looked this good in years!"
Barbara R on October 2022
Cruz Quality Painting, LLC is a locally owned and operated business offering you over a decade of experience. We hope to be your number one choice for all of your painting needs, no job is too small and no job is too big. We value integrity, hard work, and commitment. Call us today for your FREE ESTIMATE and from the bottom of our team's heart, THANK YOU for visiting our profile, hope to hear from you soon.
"He’s excellent… very meticulous and actually did more than we agreed he would do. I hired Cruz to do some exterior painting on my house. He did a fantastic job so I immediately hired him to stain my fence and more. Now I can say, my 90-year-old house has not looked this good in years!"
Barbara R on October 2022

American Custom Contractors Inc
American Custom Contractors Inc
American Custom Contractors is a full-service roofing, siding, and general contracting company committed to delivering high-quality home improvement services. With 52 years of experience, we specialize in both residential and commercial projects, ensuring durability and precision in every job. We pride ourselves on our customer-focused approach, providing tailored solutions and exceptional craftsmanship to meet the unique needs of each client.
"American Custom Contractors did an outstanding job replacing the roof, woodwork, trim, and gutters on our historic 1910 home. The ACC work crews, including carpenters, roofers, and gutter specialists, were highly skilled and experienced. Yanni Agouridis, our project consultant, was extremely helpful in working out the details of the engagement at the outset. Blase Skully, project supervisor and quality assurance manager, was always available to answer many questions and provide advice as we refined the scope of work and the project progressed. He made sure they delivered exactly what we were seeking to accomplish. Blase was also sensitive to ensuring that the historic look of the house was maintained and enhanced by the materials they used and the work they did. The result is beautiful. We get many complements on our new roof and gutters. We highly recommend American Custom Contractors."
Frank C on July 2024
American Custom Contractors is a full-service roofing, siding, and general contracting company committed to delivering high-quality home improvement services. With 52 years of experience, we specialize in both residential and commercial projects, ensuring durability and precision in every job. We pride ourselves on our customer-focused approach, providing tailored solutions and exceptional craftsmanship to meet the unique needs of each client.
"American Custom Contractors did an outstanding job replacing the roof, woodwork, trim, and gutters on our historic 1910 home. The ACC work crews, including carpenters, roofers, and gutter specialists, were highly skilled and experienced. Yanni Agouridis, our project consultant, was extremely helpful in working out the details of the engagement at the outset. Blase Skully, project supervisor and quality assurance manager, was always available to answer many questions and provide advice as we refined the scope of work and the project progressed. He made sure they delivered exactly what we were seeking to accomplish. Blase was also sensitive to ensuring that the historic look of the house was maintained and enhanced by the materials they used and the work they did. The result is beautiful. We get many complements on our new roof and gutters. We highly recommend American Custom Contractors."
Frank C on July 2024
The Chester, MD homeowners’ guide to exterior painting services
From average costs to expert advice, get all the answers you need to get your job done.

The cost to stain cedar siding largely comes down to the labor required. Learn how you can keep your costs down for materials, and when hiring a pro.
•Powder coating can give your furniture, car, and other objects a new look. Learn what powder coating costs by object, size, and other factors with this guide.

The cost to paint aluminum siding depends on several factors, including type of paint and labor cost. What are the pros and cons of DIY or hiring a painter?

Discover the perfect shutter colors to complement your gray house, elevate its curb appeal, and enhance the beauty and character of your home.
•Discover the cost to paint a commercial building exterior, including average prices, key cost factors, and tips to help you budget your next project.

Staining a fence is a great project if you’re a handy DIYer. Learn how much it costs to stain a fence and how you can influence the price.
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- 🌱 "Mow a small front yard"
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