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TRUSTED BY CHESHIRE, MA HOMEOWNERS
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*The Angi rating for Painting companies in Cheshire, MA 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 Cheshire, MA 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 November 10, 2025
Find Painters in Cheshire

S&P Paint and Property Maintenance
S&P Paint and Property Maintenance
We specialize in exterior and interior painting, as well as power washing and gutter maintenance. With 10+ years of service to the Berkshires, we strive to leave our customers beyond satisfied and in love with a new look home or Business. Fully insured ⭐
"I hired Seth to do some interior paint work and could not be happier with the results! He took the time to make sure everything was perfect and was always willing to go above and beyond answering all my paint questions. I will be hiring Seth in the future and highly recommend his services to everyone!"
Jessica R on March 2025
We specialize in exterior and interior painting, as well as power washing and gutter maintenance. With 10+ years of service to the Berkshires, we strive to leave our customers beyond satisfied and in love with a new look home or Business. Fully insured ⭐
"I hired Seth to do some interior paint work and could not be happier with the results! He took the time to make sure everything was perfect and was always willing to go above and beyond answering all my paint questions. I will be hiring Seth in the future and highly recommend his services to everyone!"
Jessica R on March 2025

The Empire Company
The Empire Company
We know how important it is to choose a company that will meet and exceed your expectations. We work with honesty and partner with our customers, as we're both always seeking 100% satisfaction.We're a family owned business. My wife and I run this to have a better life for our families. We offer interior & exterior painting, all types of handyman work, pressure washing, and housecleaning services.
"I needed someone to fix a leak and add siding which had rotted. I couldn’t be more pleased. Bruno’s repair crew and painters were excellent."
Walter P on October 2025
We know how important it is to choose a company that will meet and exceed your expectations. We work with honesty and partner with our customers, as we're both always seeking 100% satisfaction.We're a family owned business. My wife and I run this to have a better life for our families. We offer interior & exterior painting, all types of handyman work, pressure washing, and housecleaning services.
"I needed someone to fix a leak and add siding which had rotted. I couldn’t be more pleased. Bruno’s repair crew and painters were excellent."
Walter P on October 2025

Tejada's Remodeling Inc
Tejada's Remodeling Inc
Good work guarantee. I love making our customer's happy
"I was very impressed working with this company. Communication was superb right off the bat. We went over the job in detail, and it was completed perfectly. The company is very professional and pays attention to every detail. The price was good too! They also cleaned the area thoroughly and my property looks exquisite. Hire this company with confidence. Thank you!"
John C on October 2025
Good work guarantee. I love making our customer's happy
"I was very impressed working with this company. Communication was superb right off the bat. We went over the job in detail, and it was completed perfectly. The company is very professional and pays attention to every detail. The price was good too! They also cleaned the area thoroughly and my property looks exquisite. Hire this company with confidence. Thank you!"
John C on October 2025

Austin's Home Improvement
Austin's Home Improvement
We specialize in all types of construction including: interior pine, sheet rock, flooring, and remodeling. We also do all exterior work such as: exterior paint, roofing, decking, siding, soft, dock building, and so much more!. We have experience since 2014 in the construction field. . We strive to exceed expectations by delivering exceptional service, great quality work, and professionalism on every job. Read more below on all the services we offer and contact us with any questions or to schedule a free estimate today!
We specialize in all types of construction including: interior pine, sheet rock, flooring, and remodeling. We also do all exterior work such as: exterior paint, roofing, decking, siding, soft, dock building, and so much more!. We have experience since 2014 in the construction field. . We strive to exceed expectations by delivering exceptional service, great quality work, and professionalism on every job. Read more below on all the services we offer and contact us with any questions or to schedule a free estimate today!
Dan the handyman services
Dan the handyman services
I do handyman jobs small jobs that don't need big companies to do can do electrical outlets- switches- and lights install appliances change out toilets patch and tape sheetrock - paint and small jobs I'm a maintenance technician at a resort and would like to help other people for a fair price
I do handyman jobs small jobs that don't need big companies to do can do electrical outlets- switches- and lights install appliances change out toilets patch and tape sheetrock - paint and small jobs I'm a maintenance technician at a resort and would like to help other people for a fair price

Tuesday Knight Wallpaper and Coverings
Tuesday Knight Wallpaper and Coverings
Hi there! My name is Jess and I'm a long-time wallpaper/covering enthusiast, having began my interest through wallpapering my own home. I've since earned a Residential Installation Specialist certificate through the Wallpaper Installers Association and attended the Wallpaper Installer Academy, earning a certificate there as well. I offer services ranging from consultation, installation, and removal. Not sure what you want or what the right product type is for your space? I can help there too! I love that walls can tell a story and reflect who you are and I'm invested in being in-the-know with the latest trends and new industry offerings. Schedule a consult to get started!
"Everything went well, Jess hung the paper with expert attention to detail. She completed the job on time and I was absolutely thrilled to see how beautiful the walls are!"
Karyn D on May 2024
Hi there! My name is Jess and I'm a long-time wallpaper/covering enthusiast, having began my interest through wallpapering my own home. I've since earned a Residential Installation Specialist certificate through the Wallpaper Installers Association and attended the Wallpaper Installer Academy, earning a certificate there as well. I offer services ranging from consultation, installation, and removal. Not sure what you want or what the right product type is for your space? I can help there too! I love that walls can tell a story and reflect who you are and I'm invested in being in-the-know with the latest trends and new industry offerings. Schedule a consult to get started!
"Everything went well, Jess hung the paper with expert attention to detail. She completed the job on time and I was absolutely thrilled to see how beautiful the walls are!"
Karyn D on May 2024
Pictureperfectpainting
Pictureperfectpainting
Local contractor
Local contractor

Dalessandro construction coro
Dalessandro construction coro
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.
The Cheshire, MA homeowners’ guide to painting services
From average costs to expert advice, get all the answers you need to get your job done.

The cost to paint vinyl siding depends on the type of paint, square footage, labor, and more. Check out this guide to help you budget for painting vinyl siding.

Sandblasting is a powerful method to remove paint, primer, and other coatings from hard surfaces. Learn the cost to rent a sandblaster and the factors involved.

Do you want the color of your exterior doors to really pop? Learn about the labor cost to paint the front door, back door, and other entranceways.

Painting a brick house is a permanent renovation project that requires weighing the pros and cons. Keep reading to find out if you should paint your brick home.

If you’re wondering how often to paint your house exterior, you’re in the right place. Chips, cracking, or fading are all signs it needs some TLC.

What is the best type of paint for exterior homes? Keep reading to narrow down your paint options once and for all.
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