
Get matched with top exterior painters in Chestertown, NY
Enter your ZIP and get matched with up to 5 pros
Need a pro for your exterior painting project in Chestertown, NY?
Verified Reviews for Exterior Painting pros in Chestertown, NY
*The Angi rating for Exterior Painting companies in Chestertown, NY 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 Chestertown, NY 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 November 14, 2025
Find Exterior painters in Chestertown
A Plus Painters of Saratoga
A Plus Painters of Saratoga
A Plus Painters of Saratoga proudly serves its customers with pride, integrity and attention to the details that matter most to you. This is one of the many things that sets us apart from the rest. We are locally owned and operated. Exterior Painting, Residential and Commercial. Trim, Walls, Deck, Porches, Garages & More! Give us a call today!
"They did a fabulous job, had great ideas that worked well , they were fast, and price was awesome. hard working . Crew was back to check and made sure it was exactly what I wanted.. I highly recommend them. Will definitely use them again.."
Karen P on October 2025
A Plus Painters of Saratoga proudly serves its customers with pride, integrity and attention to the details that matter most to you. This is one of the many things that sets us apart from the rest. We are locally owned and operated. Exterior Painting, Residential and Commercial. Trim, Walls, Deck, Porches, Garages & More! Give us a call today!
"They did a fabulous job, had great ideas that worked well , they were fast, and price was awesome. hard working . Crew was back to check and made sure it was exactly what I wanted.. I highly recommend them. Will definitely use them again.."
Karen P on October 2025

Armstrong & Sons Enterprises
Armstrong & Sons Enterprises
Exterior Painting - all Line striping commercial/ industrial Parking lot/asphalt cleaning Sports courts / basketball pickleball Professional and maticulant Great follow up and satisfaction guaranteed
Exterior Painting - all Line striping commercial/ industrial Parking lot/asphalt cleaning Sports courts / basketball pickleball Professional and maticulant Great follow up and satisfaction guaranteed

Apex Pro Siding and Repair
Apex Pro Siding and Repair
Apex Pro Siding and Repair is a locally owned and operated business specializing in siding and chimney repair. We believe our success relies entirely on your satisfaction. Our highly skilled and experienced professionals are dedicated to getting the job done right at a fair price. Whether you need siding installation, replacement, or chimney repair, we use the best resources and materials available while applying years of hands-on experience to every residential or commercial project. Trust Apex Pro Siding and Repair for quality service in the Capital Region of New York. Your satisfaction is our priority, ensuring your home or business is protected and looking its best.
"Very timely, responsive, reasonable and good results. Don’t look elsewhere. Found Sergie by chance online. I passed his info off to a bunch of friends. A great find. Don’t overpay elsewhere."
Greg T on October 2024
Apex Pro Siding and Repair is a locally owned and operated business specializing in siding and chimney repair. We believe our success relies entirely on your satisfaction. Our highly skilled and experienced professionals are dedicated to getting the job done right at a fair price. Whether you need siding installation, replacement, or chimney repair, we use the best resources and materials available while applying years of hands-on experience to every residential or commercial project. Trust Apex Pro Siding and Repair for quality service in the Capital Region of New York. Your satisfaction is our priority, ensuring your home or business is protected and looking its best.
"Very timely, responsive, reasonable and good results. Don’t look elsewhere. Found Sergie by chance online. I passed his info off to a bunch of friends. A great find. Don’t overpay elsewhere."
Greg T on October 2024

Papa dukes
Papa dukes
We are a family owned and operated buisness. We prioritize in garunteeing ur satisfaction while also making sure were both happy at the end of the job , primarily we focus on tree work ,masonry, hardscaping , landscaping, painting , dump runs and cleanouts and anything in between . We lookforward to hearing from you
We are a family owned and operated buisness. We prioritize in garunteeing ur satisfaction while also making sure were both happy at the end of the job , primarily we focus on tree work ,masonry, hardscaping , landscaping, painting , dump runs and cleanouts and anything in between . We lookforward to hearing from you

DeMayo's LLC.
DeMayo's LLC.
All around painter Interior and exterior.
All around painter Interior and exterior.
Brian Hathaway Handyman/general contractor
Brian Hathaway Handyman/general contractor
Remodels Roofing Concrete Tree cutting Electrical/plumbing Carpentry Painting interior/exterior Build Garages Just ask and it shall be done.
Remodels Roofing Concrete Tree cutting Electrical/plumbing Carpentry Painting interior/exterior Build Garages Just ask and it shall be done.
First choice painting and renovations
First choice painting and renovations
I am an interior and exterior painter. I specialize in repairing sheetrock and painting, making sure everything is perfect. In addition to that, always tailoring to my customers specific needs. I take the proper steps in setting up, making sure everything in your home is protected. I will always make sure all measures are taken to do a professional job. I make sure that the customer is happy with the entire job, every time. I have been a professional painter for 15 years. I have always worked for a large company, but started my own business last year. Go with First Choice Painting and Renovations, because First Choice is the right choice!
"Job left incomplete, preparation steps were skipped resulting in poor results. In error, Mr. Williams was paid in full and has never returned. Communication was full of excuses and false promises of follow up, which resulted in no show appointments. Now refuses to respond to any form of communication. Job still incomplete, we are pursuing small claims court as a result."
Michael M on May 2021
I am an interior and exterior painter. I specialize in repairing sheetrock and painting, making sure everything is perfect. In addition to that, always tailoring to my customers specific needs. I take the proper steps in setting up, making sure everything in your home is protected. I will always make sure all measures are taken to do a professional job. I make sure that the customer is happy with the entire job, every time. I have been a professional painter for 15 years. I have always worked for a large company, but started my own business last year. Go with First Choice Painting and Renovations, because First Choice is the right choice!
"Job left incomplete, preparation steps were skipped resulting in poor results. In error, Mr. Williams was paid in full and has never returned. Communication was full of excuses and false promises of follow up, which resulted in no show appointments. Now refuses to respond to any form of communication. Job still incomplete, we are pursuing small claims court as a result."
Michael M on May 2021

True Built
True Built
Remodeling new construction roofing/tear off new roofs all siding stone work Sheetrock insulation replacement windows new windows
Remodeling new construction roofing/tear off new roofs all siding stone work Sheetrock insulation replacement windows new windows
"I hired Upstate Painters to update the colors to sell my house The job was done quickly and thoroughly, the color choices were perfect and made the rooms look bigger and brighter Dave was a pleasure to work with"
Beth T on January 2022
"I hired Upstate Painters to update the colors to sell my house The job was done quickly and thoroughly, the color choices were perfect and made the rooms look bigger and brighter Dave was a pleasure to work with"
Beth T on January 2022
The Chestertown, NY homeowners’ guide to exterior painting services
From average costs to expert advice, get all the answers you need to get your job done.

Painting your house increases curb appeal and durability, but you may need to rent a lift for the project. Here’s a breakdown of cost by lift type and height.

The average cost to paint shutters is $350, depending on the size, number of shutters, and labor. Read this guide to learn more about shutter costs.

The cost to paint a pool deck depends on the dimensions and material, the type of paint, and whether you DIY. Read on to help determine a project budget.

Breathe new life into your deck by sanding it before adding stain. Follow this guide to learn how to sand a deck and choose the right grit sandpaper.

The best time to stain a deck is when it’s dry but not too sunny. How often you restain a deck depends on climate and wood type, but every two to three years is normal.

Can you paint Trex decking? Learn whether there are any cases in which paint is safe to use on a Trex deck.
- Horicon, NY Exterior painters
- Brant Lake, NY Exterior painters
- Rexford, NY Exterior painters
- Bolton Landing, NY Exterior painters
- North Creek, NY Exterior painters
- Johnsburg, NY Exterior painters
- Thurman, NY Exterior painters
- Warrensburg, NY Exterior painters
- Diamond Point, NY Exterior painters
- Schroon Lake, NY Exterior painters
- Lake George, NY Exterior painters
- Hague, NY Exterior painters
- Fort Ann, NY Exterior painters
- Whitehall, NY Exterior painters
- Ticonderoga, NY Exterior painters
- Lake Luzerne, NY Exterior painters
- Queensbury, NY Exterior painters
- Hadley, NY Exterior painters
- Glens Falls, NY Exterior painters
- Indian Lake, NY Exterior painters
- Hudson Falls, NY Exterior painters
- South Glens Falls, NY Exterior painters
- Fair Haven, VT Exterior painters
- Benson, VT Exterior painters
- Corinth, NY Exterior painters
- Fort Edward, NY Exterior painters
- Orwell, VT Exterior painters
- Crown Point, NY Exterior painters
- Hartford, NY Exterior painters
- Poultney, VT Exterior painters
- Snow Removal in Chestertown
- Window Cleaning in Chestertown
- Window Cleaning in Chestertown
- Snow Removal in Chestertown
- House Cleaning in Chestertown
- Lawn Mower Repair in Chestertown
- Trampoline Assembly in Chestertown
- Sink Installation in Chestertown
- Plumbing in Chestertown
- Electrical in Chestertown
- Handyman Service in Chestertown
- Landscaping in Chestertown
- Roofing in Chestertown
- Locksmiths in Chestertown
- Hvac in Chestertown
- Lawn Care in Chestertown
- Air Duct Cleaning in Chestertown
- Appliance Repair in Chestertown
- Lawn And Yard Work in Chestertown
- Interior Painting in Chestertown
- Ev Charger Installer in Chestertown
- Drain Cleaning in Chestertown
- Contractor in Chestertown
- Gutter Cleaning in Chestertown
- Boiler Repair in Chestertown
- Flooring in Chestertown
- Foundation Repair in Chestertown



