Get matched with top exterior painters in Chester, MA
There are 6 highly-rated local exterior painters.
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4.5 
94 Verified Reviews for Exterior Painting pros in Chester, MA
*The Angi rating for Exterior Painting companies in Chester, MA 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, MA 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 May 16, 2025
Exterior painters in Chester
Book your Exterior job today.We service the Berkshires and Northern Connecticut. 25 years of experience in Painting and Remodeling. I would love to weatherize your property from the harsh New England weather. I am a firm believer in using Sherman Williams exterior, paints and epoxies to winterize your home, and give it a long lasting weather shield the elements. I absolutely love what I do. Bringing your home back to life with a beautiful Paint Job. I aim to please and all of my customers are ecstatic when the jobs complete. Please feel free to call or text me anytime to schedule your appointment for free estimate. I am a proud recipient of the Angie’s list 2023 and 2024 service award. Feel free to call, text, or email at any time. 413-588-8708 Please leave a message because your call is very important to me and I will get back to you. Thank you and take care I look forward to meeting you
"This home was built in 1868 and was in desperate need of a healthy paint job and repair of some minor exterior carpentry. Mike went above and beyond tackling a screened in porch, decking/stair repairs and even helping to paint another unrelated project that was happening while he was here spraying. The final result is stunning and we've had a lot of compliments. The job took a little longer than originally anticipated, but this was the result of rain and the monstrosity of the job- Mike showed up and worked around the clock including weekends."
John/ Amanda P on October 2023
Book your Exterior job today.We service the Berkshires and Northern Connecticut. 25 years of experience in Painting and Remodeling. I would love to weatherize your property from the harsh New England weather. I am a firm believer in using Sherman Williams exterior, paints and epoxies to winterize your home, and give it a long lasting weather shield the elements. I absolutely love what I do. Bringing your home back to life with a beautiful Paint Job. I aim to please and all of my customers are ecstatic when the jobs complete. Please feel free to call or text me anytime to schedule your appointment for free estimate. I am a proud recipient of the Angie’s list 2023 and 2024 service award. Feel free to call, text, or email at any time. 413-588-8708 Please leave a message because your call is very important to me and I will get back to you. Thank you and take care I look forward to meeting you
"This home was built in 1868 and was in desperate need of a healthy paint job and repair of some minor exterior carpentry. Mike went above and beyond tackling a screened in porch, decking/stair repairs and even helping to paint another unrelated project that was happening while he was here spraying. The final result is stunning and we've had a lot of compliments. The job took a little longer than originally anticipated, but this was the result of rain and the monstrosity of the job- Mike showed up and worked around the clock including weekends."
John/ Amanda P on October 2023
We're a family-operated company committed to delivering the best painting service, we have experience in painting from Martha’s Vineyard, it’s been over 20 years experience with high quality, high quality product for better adhesion. Highly skilled in residential and commercial painting, offering interior and exterior painting, restoration, deck washing and coating, cabinet refinishing, power washing, drywall, plastering, drywall repair, Gutter cleaning, window washing and more. With years of experience our team is committed to delivering high-quality, detailed painting that exceeds expectations.
"Great work"
Meg B on January 2025
We're a family-operated company committed to delivering the best painting service, we have experience in painting from Martha’s Vineyard, it’s been over 20 years experience with high quality, high quality product for better adhesion. Highly skilled in residential and commercial painting, offering interior and exterior painting, restoration, deck washing and coating, cabinet refinishing, power washing, drywall, plastering, drywall repair, Gutter cleaning, window washing and more. With years of experience our team is committed to delivering high-quality, detailed painting that exceeds expectations.
"Great work"
Meg B on January 2025
Sonart Construction Corp. has over15 years of experience in providing a variety of exterior and interior renovation services. We provide services to Palm Beach, Broward and Miami-Dade Counties.. We specialize in Bathroom Remodeling, Kitchen Remodeling, Flooring and the list goes on. Customer satisfaction is what determines our success, which is why we take a hands-on approach and keep the customer informed through every phase of the project. When interacting with our company, youll notice that were particularly focused on the principles of quality workmanship, timely completion, competitive pricing, and integrity in all our business dealings. We combine knowledge and research with our extensive practical experience to ensure a specialized approach for your renovation needs. Give us a call today!
Sonart Construction Corp. has over15 years of experience in providing a variety of exterior and interior renovation services. We provide services to Palm Beach, Broward and Miami-Dade Counties.. We specialize in Bathroom Remodeling, Kitchen Remodeling, Flooring and the list goes on. Customer satisfaction is what determines our success, which is why we take a hands-on approach and keep the customer informed through every phase of the project. When interacting with our company, youll notice that were particularly focused on the principles of quality workmanship, timely completion, competitive pricing, and integrity in all our business dealings. We combine knowledge and research with our extensive practical experience to ensure a specialized approach for your renovation needs. Give us a call today!
Hello, I'm Scott. I've been in the construction services field for over 30 years. I'm happy to help with any of your remodeling needs. At our company, your satisfaction is our top priority. We are committed to completing every job to the highest standards, ensuring exceptional quality and service. Discover our range of services and reach out today to book your free estimate. Let us show you the difference our dedication can make!
"Working with Scott was outstanding. Scott impressed me with his reliability, thoroughness, and exceptional results. He's highly skilled, trustworthy, and even went above and beyond to fix issues he noticed that we were unaware of. I would hire him again without hesitation and enthusiastically recommend him to anyone in need of quality work!"
Jessica H on November 2024
Hello, I'm Scott. I've been in the construction services field for over 30 years. I'm happy to help with any of your remodeling needs. At our company, your satisfaction is our top priority. We are committed to completing every job to the highest standards, ensuring exceptional quality and service. Discover our range of services and reach out today to book your free estimate. Let us show you the difference our dedication can make!
"Working with Scott was outstanding. Scott impressed me with his reliability, thoroughness, and exceptional results. He's highly skilled, trustworthy, and even went above and beyond to fix issues he noticed that we were unaware of. I would hire him again without hesitation and enthusiastically recommend him to anyone in need of quality work!"
Jessica H on November 2024
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 offer a variety of services from painting, to drywall, flooring, tiling, plumbing, framing, and carpentry. I am a Registered Home Improvement Contractor, preparing to be a General Contractor. For all big projects, I work with a licensed and insured Contractor (MVM Contracting); and all of our work is extremely detailed, thorough, and professional.
We offer a variety of services from painting, to drywall, flooring, tiling, plumbing, framing, and carpentry. I am a Registered Home Improvement Contractor, preparing to be a General Contractor. For all big projects, I work with a licensed and insured Contractor (MVM Contracting); and all of our work is extremely detailed, thorough, and professional.
Hello, my name is Lovis Vallecillo, owner of the company Dalessandro Construction Corp. My company has its respective legal document required by Massachusetts law. Dalessandro Construction Corp has been in existence since 2016. Our specialty is general construction.
Hello, my name is Lovis Vallecillo, owner of the company Dalessandro Construction Corp. My company has its respective legal document required by Massachusetts law. Dalessandro Construction Corp has been in existence since 2016. Our specialty is general construction.
Furniture assembly, deck building, painting, fixing, remodeling, window door installation, siding , fences instaling , doing all kinds of stuff
Furniture assembly, deck building, painting, fixing, remodeling, window door installation, siding , fences instaling , doing all kinds of stuff
"Ronnoco Contracting LLC is a family-owned-and-operated general contracting and remodeling company based in Enfield, CT. With a focus on deck, garage, and shed building, all home remodeling services, exterior and interior painting, etc. We pride ourselves on delivering quality results with a neighborhood feel. Our team brings 10+ years of experience to every project, ensuring that our customers receive honest work and attention to detail."
"Ronnoco Contracting LLC is a family-owned-and-operated general contracting and remodeling company based in Enfield, CT. With a focus on deck, garage, and shed building, all home remodeling services, exterior and interior painting, etc. We pride ourselves on delivering quality results with a neighborhood feel. Our team brings 10+ years of experience to every project, ensuring that our customers receive honest work and attention to detail."
We provide friendly, efficient exterior paint jobs in Massachusetts and greater New England.
We provide friendly, efficient exterior paint jobs in Massachusetts and greater New England.
Exterior painting services FAQs
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.
Calculate the square footage of the area you want to paint. Divide the square footage by 350 (the average square footage a gallon of paint covers). Multiply the number of gallons you need by two, as you’ll likely be applying two coats of paint. For a more accurate estimate, subtract the square footage of the windows and doors from the initial square footage total. It’s a good idea to plan for an extra gallon of paint to make sure you have enough to finish the job.
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.
You should apply at least two coats of paint when painting the exterior of your house. Two coats of paint provides better durability and more even coverage than just one coat.
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