Get matched with top painters in Chestertown, MD
There are 11 highly-rated local painters.
TRUSTED BY CHESTERTOWN, MD HOMEOWNERS
4.8 
72 Verified Reviews for Painting pros in Chestertown, MD
*The Angi rating for Painting companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Painting needs.
*The HomeAdvisor rating for Painting companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Painting needs.
Last update on June 09, 2025
Painters in Chestertown
Brothers Painting is a distinguished provider of professional painting services, committed to transforming homes and businesses with superior craftsmanship and unparalleled customer service. As a family-owned and operated business, we bring a personal touch to every project, ensuring that our clients receive the highest quality results and complete satisfaction. Our mission is to bring color and life to every space we work on. We strive to exceed our clients' expectations by delivering meticulous, high-quality painting services while fostering strong, lasting relationships built on trust and reliability. Transform your space with the expert touch of Brothers Painting Company. Contact us today for a free consultation and estimate. Let us bring your vision to life with our professional painting services.
"The quality of work was fine, the way they handle it was not fine. They set me up for three days at Thursday, Friday and Saturday. They come in and work at Thursday and Friday night. They told me that they had a big job that they have and that they would not be back on Saturday. They delayed coming back to the following day. In order for them to do their job, I had to move all the furniture in my house away from the baseboards and way from the wall so I have rooms after rooms after rooms of furniture. Then when I talk to him, I was trying to delay a day because I had something I had to do and instead of delaying the day, they delayed it until the following Monday which was this last month. I'm just now getting to where i can put my curtains back up and everything else but the problem was they came when I was not here on Monday. They insisted on the $1500. They said they wanted an extra hundred because they moved furniture and I had agreed to the hundred if they moved furniture which they did not. When my wife pay and told them that she is not going to send a positive review, they said "I don't care"."
William C on May 2025
Brothers Painting is a distinguished provider of professional painting services, committed to transforming homes and businesses with superior craftsmanship and unparalleled customer service. As a family-owned and operated business, we bring a personal touch to every project, ensuring that our clients receive the highest quality results and complete satisfaction. Our mission is to bring color and life to every space we work on. We strive to exceed our clients' expectations by delivering meticulous, high-quality painting services while fostering strong, lasting relationships built on trust and reliability. Transform your space with the expert touch of Brothers Painting Company. Contact us today for a free consultation and estimate. Let us bring your vision to life with our professional painting services.
"The quality of work was fine, the way they handle it was not fine. They set me up for three days at Thursday, Friday and Saturday. They come in and work at Thursday and Friday night. They told me that they had a big job that they have and that they would not be back on Saturday. They delayed coming back to the following day. In order for them to do their job, I had to move all the furniture in my house away from the baseboards and way from the wall so I have rooms after rooms after rooms of furniture. Then when I talk to him, I was trying to delay a day because I had something I had to do and instead of delaying the day, they delayed it until the following Monday which was this last month. I'm just now getting to where i can put my curtains back up and everything else but the problem was they came when I was not here on Monday. They insisted on the $1500. They said they wanted an extra hundred because they moved furniture and I had agreed to the hundred if they moved furniture which they did not. When my wife pay and told them that she is not going to send a positive review, they said "I don't care"."
William C on May 2025
The #1 Painting Contractor in Annapolis, Baltimore and the District of Columbia. Over 30 years of top quality service! Annapolis Painting Services has over 75 skilled craftsmen so that we can meet the demands for the residents in the Annapolis, Baltimore and the Washington DC Metro regions. We feature the kind of professional and technical dexterity to go from one specific project to another that may be quite different, which simply indicates we have all of the seasoned experience and training you can want from a painting company. Our clients love us because we proficiently handle all painting requests, both internal and external, for a myriad of properties. No job is too large or small, and they include residential, commercial, industrial, institutional, real estate projects and more. It is all about making your property look its best, which is why we handle related tasks such as: Interior & Exterior painting, Drywall repair & installation Roofing repair & installation, Siding repair & installation, Pressure washing... Plus many more services. Choose the BEST.. Choose APS!
"David and Christian were very professional and helped us get our ceiling painted without issue! They said it would be a two day project and ended up being just complete in one! Thankful for their services and Annapolis Painting for the great service."
Melvin S on May 2023
The #1 Painting Contractor in Annapolis, Baltimore and the District of Columbia. Over 30 years of top quality service! Annapolis Painting Services has over 75 skilled craftsmen so that we can meet the demands for the residents in the Annapolis, Baltimore and the Washington DC Metro regions. We feature the kind of professional and technical dexterity to go from one specific project to another that may be quite different, which simply indicates we have all of the seasoned experience and training you can want from a painting company. Our clients love us because we proficiently handle all painting requests, both internal and external, for a myriad of properties. No job is too large or small, and they include residential, commercial, industrial, institutional, real estate projects and more. It is all about making your property look its best, which is why we handle related tasks such as: Interior & Exterior painting, Drywall repair & installation Roofing repair & installation, Siding repair & installation, Pressure washing... Plus many more services. Choose the BEST.. Choose APS!
"David and Christian were very professional and helped us get our ceiling painted without issue! They said it would be a two day project and ended up being just complete in one! Thankful for their services and Annapolis Painting for the great service."
Melvin S on May 2023
At TDS Contractors, our company is based on the belief that our customers' needs are of the utmost importance. Our team is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is too big or too small for our experienced team. Call today for a quote.
At TDS Contractors, our company is based on the belief that our customers' needs are of the utmost importance. Our team is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is too big or too small for our experienced team. Call today for a quote.
Super Techs, LLC is locally owned and operated in Millsboro, DE, and offers on-site services to many residential and commercial facilities throughout the Mid-Atlantic Region. We have the best deals on new and recertified computers, accessories, and on-site or in-shop services that other service providers just can't compete with. Super Techs was built with the goal of providing the absolute best quality of service. We take the time to educate the customer in the latest technological advancements which helps them take informed decisions. We can confidently say that we provide the best on-site service at the lowest cost in the area.
Super Techs, LLC is locally owned and operated in Millsboro, DE, and offers on-site services to many residential and commercial facilities throughout the Mid-Atlantic Region. We have the best deals on new and recertified computers, accessories, and on-site or in-shop services that other service providers just can't compete with. Super Techs was built with the goal of providing the absolute best quality of service. We take the time to educate the customer in the latest technological advancements which helps them take informed decisions. We can confidently say that we provide the best on-site service at the lowest cost in the area.
Helping hand, home and extra services. Basic work at home include cleaning maintenance lawn care and painting. Extra services include Auto painting and detailing. Other services are listed but not exclusive unless you have inquired and verified the service needed.
Helping hand, home and extra services. Basic work at home include cleaning maintenance lawn care and painting. Extra services include Auto painting and detailing. Other services are listed but not exclusive unless you have inquired and verified the service needed.
We like to be professional and get the job done in a timely and good manner. We guarantee that everything will be done correctly. We do siding, painting, windows and door installation, flooring, remodeling, and roofing
"Outstanding. What I love about Andre Pasqual is his attention to detail. He makes sure he leaves the job looking flawless, and he is all about making the customer happy!"
Angelica . on December 2024
We like to be professional and get the job done in a timely and good manner. We guarantee that everything will be done correctly. We do siding, painting, windows and door installation, flooring, remodeling, and roofing
"Outstanding. What I love about Andre Pasqual is his attention to detail. He makes sure he leaves the job looking flawless, and he is all about making the customer happy!"
Angelica . on December 2024
Transformed Spaces: Transforming your home into a space you love We are a remodeling company dedicated to create unique and personalized spaces that reflect your lifestyle. We offer a wide range of services, from complete renovations of homes to minor updates, always with the aim of providing a high service quality and attention to detail. Our services: Complete home renovations: Kitchen, bathroom, bedrooms, living room, etc. Additions and expansions: More space for your family or for your hobbies Minor renovations: Painting, installation new flooring, cabinets, etc. ¡
Transformed Spaces: Transforming your home into a space you love We are a remodeling company dedicated to create unique and personalized spaces that reflect your lifestyle. We offer a wide range of services, from complete renovations of homes to minor updates, always with the aim of providing a high service quality and attention to detail. Our services: Complete home renovations: Kitchen, bathroom, bedrooms, living room, etc. Additions and expansions: More space for your family or for your hobbies Minor renovations: Painting, installation new flooring, cabinets, etc. ¡
We believe in creating spaces that inspire and elevate everyday life. Our genuine human approach and attention to detail sets us apart from the competition, bringing in top dollar for our real estate staging and vacation rental clients. Our team of expert stylists are dedicated to making your space a place of inspiration and creativity. Home Staging: We create a strategic staging design plan for your property, Vacant or occupied. Vacation Rental Curation: Vacation Rental (VRBO/Airbnb) Furnishing & Styling Design: Guidance on design and decorating choices for your home, business, or investment property. Founders Lauren Lefever & Dale Beach believe in Creating Spaces That Inspire & Elevate Everyday Life. Our genuine human approach and attention to detail sets us apart from the competition, bringing in top dollar for our real estate staging and vacation rental clients. Lauren our expert stylist is dedicated to making your home a place of inspiration and creativity.
We believe in creating spaces that inspire and elevate everyday life. Our genuine human approach and attention to detail sets us apart from the competition, bringing in top dollar for our real estate staging and vacation rental clients. Our team of expert stylists are dedicated to making your space a place of inspiration and creativity. Home Staging: We create a strategic staging design plan for your property, Vacant or occupied. Vacation Rental Curation: Vacation Rental (VRBO/Airbnb) Furnishing & Styling Design: Guidance on design and decorating choices for your home, business, or investment property. Founders Lauren Lefever & Dale Beach believe in Creating Spaces That Inspire & Elevate Everyday Life. Our genuine human approach and attention to detail sets us apart from the competition, bringing in top dollar for our real estate staging and vacation rental clients. Lauren our expert stylist is dedicated to making your home a place of inspiration and creativity.
Our mission is to be an electrician that brings back the personal touch with our customers. We will build a relationship that will last a lifetime once you see our quality work. We're passionate about delivering an exceptional experience. When you hire us, you're hiring a team of professionals who are trained and skilled to deliver lasting value to your home. As a locally owned and operated business we feel invested in our clients and constantly strive for customer satisfaction. We won't leave until the job is done right! Call or click to schedule an estimate today!
"Great very professional, and very good work."
William C on June 2025
Our mission is to be an electrician that brings back the personal touch with our customers. We will build a relationship that will last a lifetime once you see our quality work. We're passionate about delivering an exceptional experience. When you hire us, you're hiring a team of professionals who are trained and skilled to deliver lasting value to your home. As a locally owned and operated business we feel invested in our clients and constantly strive for customer satisfaction. We won't leave until the job is done right! Call or click to schedule an estimate today!
"Great very professional, and very good work."
William C on June 2025
FAQs for painting projects in Chestertown, MD
You should paint your home exterior every five to 10 years, on average. Climate and surroundings can affect how well paint holds up. Wood siding will likely need a fresh coat of paint every three to seven years. Paint on brick tends to last about eight to 17 years, on average.
Professional painters charge $20 to $50 per hour, on average. Hourly rate cost factors include the complexity of the paint job, the type of paint, the height of the walls and ceiling, and the type of prep and repairs needed. For example, removing wallpaper costs an additional $3 per square foot because it can be very time consuming and labor intensive. Your location will also impact the hour rate.
To estimate the cost to paint interior walls, multiply the square footage by the average price range to paint interior walls, which is $2 to $6 per square foot. For example, a 12-by-12-foot room with 8-foot tall walls is 384 square feet, meaning that the cost to paint the room will range from $768 to $2,304. Painting the ceiling and any trim will add to the overall cost, as will any repairs.
To calculate the square footage of a home exterior, painters multiply the length of the wall by the height of the wall to be painted. Then they add the total square footage for all of the walls to be painted. To calculate the price, they multiply the total square footage by their cost per square foot to prep and paint. Additional costs may factor in such as repairs, additional trim, and walls higher than the first story.
The cost to paint the exterior of a house ranges from $1,900 to $4,500 or about $1.50 to $4 per square foot, depending on the size, height, and complexity of the home layout. Other cost factors include your location, the type of siding (e.g., wood, aluminum, brick, stucco, etc.), and the kind of paint (e.g. oil-based, latex, acrylic, etc.). Painting the trim a different color or painting intricately designed trim can also increase the cost.
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