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Verified Reviews for Deck Maintenance pros in Chestertown, NY

*The Angi rating for Deck Maintenance companies in Chestertown, NY is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Deck Maintenance needs.

*The HomeAdvisor rating for Deck Maintenance companies in Chestertown, NY is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Deck Maintenance needs.

Last update on January 03, 2026

Find Deck maintenance specialists in Chestertown

Avatar for Freeman Painting

Freeman Painting

5.00(
4
)
•Approved Pro

Freeman Painting

5.00(
4
)
•Approved Pro
Customers say: Quick response
4 years of experience
Free onsite estimate

Freeman Painting is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

"Dave was very pleasant. He came to the house, gave me an estimate and started on the day we agreed. Project was a two day project, he came in the morning and worked the second day until the project was completed. If you have any opportunity to work with him you will be pleased. "

David Y on November 2025

Freeman Painting is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

"Dave was very pleasant. He came to the house, gave me an estimate and started on the day we agreed. Project was a two day project, he came in the morning and worked the second day until the project was completed. If you have any opportunity to work with him you will be pleased. "

David Y on November 2025

Avatar for CRANE HOME SERVICES L.L.C.

CRANE HOME SERVICES L.L.C.

5.00(
4
)
•Approved Pro

CRANE HOME SERVICES L.L.C.

5.00(
4
)
•Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
2 years of experience

Welcome to Crane Home Services LLC! Women owned and operated with 15+ years experience in the industry. Fully insured. We take pride in the quality of work and customer satisfaction that we give each and every customer! We are known to pay exquisite attention to detail, while making customer satisfaction our top priority. Call us today to learn more about how we can help you!

"Very good - complete ."

Bonnie W on May 2024

Welcome to Crane Home Services LLC! Women owned and operated with 15+ years experience in the industry. Fully insured. We take pride in the quality of work and customer satisfaction that we give each and every customer! We are known to pay exquisite attention to detail, while making customer satisfaction our top priority. Call us today to learn more about how we can help you!

"Very good - complete ."

Bonnie W on May 2024

Avatar for Alden Painting

Alden Painting

4.84(
38
)

Alden Painting

4.84(
38
)
Customers say: Terrific value
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers

Proud earner of multiple Angie's List Super Service Awards most recently 2018. We are a family owned and operated business that services New York and Vermont. Please contact me at (518) 742-0210 or (802) 681-5719. I have nearly 37 years of hands on painting experience. I work every job myself with the help of my sons and son in law. Our primary goal is simple: consistently and efficiently deliver at competitive pricing, a finished product of unequaled quality.

"John and his team completed the work in a professional, timely, and efficient manner. Perfect job from top to bottom. John is a true gentlemen. True to his word, reliable and honest - with an excellent work ethic. In my opinion, hire him. You will be extremely pleased with his work product."

Robert J on May 2021

Proud earner of multiple Angie's List Super Service Awards most recently 2018. We are a family owned and operated business that services New York and Vermont. Please contact me at (518) 742-0210 or (802) 681-5719. I have nearly 37 years of hands on painting experience. I work every job myself with the help of my sons and son in law. Our primary goal is simple: consistently and efficiently deliver at competitive pricing, a finished product of unequaled quality.

"John and his team completed the work in a professional, timely, and efficient manner. Perfect job from top to bottom. John is a true gentlemen. True to his word, reliable and honest - with an excellent work ethic. In my opinion, hire him. You will be extremely pleased with his work product."

Robert J on May 2021

Avatar for Alpine Home Improvement Co

Alpine Home Improvement Co

4.80(
5
)

Alpine Home Improvement Co

4.80(
5
)
Customers say: Quick response
23 years of experience

Additional DBA - Painting Works. Alpine Home Improvement company is a place where home renovations can be done under one roof . From painting projects , kitchen and bath renovations , to carpentry , interior finishing work , up to additions and renovations .

Additional DBA - Painting Works. Alpine Home Improvement company is a place where home renovations can be done under one roof . From painting projects , kitchen and bath renovations , to carpentry , interior finishing work , up to additions and renovations .

Paint Medics

5.00(
4
)

Paint Medics

5.00(
4
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Paint Medics has the manpower to perform any size job. We Specialize in Commercial, Industrial, and Residential Painting. Our Employees are highly skilled at all levels of interior and exterior painting. You will find our estimates to be very competitive and our workmanship to be first rate.

Paint Medics has the manpower to perform any size job. We Specialize in Commercial, Industrial, and Residential Painting. Our Employees are highly skilled at all levels of interior and exterior painting. You will find our estimates to be very competitive and our workmanship to be first rate.

Avatar for Steelrain Construction and Restoration

Steelrain Construction and Restoration

5.00(
3
)

Steelrain Construction and Restoration

5.00(
3
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

No job is to small or big. We offer any construction or restoration related services, and also landscaping. Call anytime for emergency issues like a leaking roof or pipes.

No job is to small or big. We offer any construction or restoration related services, and also landscaping. Call anytime for emergency issues like a leaking roof or pipes.

Avatar for AJ'S Construction

AJ'S Construction

4.00(
4
)

AJ'S Construction

4.00(
4
)
5 years of experience

Top quality roofing and siding repair along with decking we strive for you happiness and satisfaction very small company for plenty of focus on your projects.

"I can't delete my solicited review from 2/2023, unfortunately. I paid Arron in full for a bathroom remodel and a screened in porch. He would disappear for months between contact, always had a dramatic excuse that would conflict with what he already said, and did this whole "aw, shucks" nice guy routine, always "dismayed" about someone else's ineptitude that led him to behave this way. He ended up disappearing after cobbing together some of the work. Outreach attempts go ignored. I've had to hire other people to come fix the disaster that he caused, and I will end up spending thousands to make it right. The shoddy work notwithstanding (who says that they can do a bathroom remodel when they don't even know to use plumber's tape around fixtures - flooded my basement), the job was not completed and Arron is busy soliciting other people to pay him while ignoring his obligation to us after I (naively) paid in full up front."

Shannon B on April 2023

Top quality roofing and siding repair along with decking we strive for you happiness and satisfaction very small company for plenty of focus on your projects.

"I can't delete my solicited review from 2/2023, unfortunately. I paid Arron in full for a bathroom remodel and a screened in porch. He would disappear for months between contact, always had a dramatic excuse that would conflict with what he already said, and did this whole "aw, shucks" nice guy routine, always "dismayed" about someone else's ineptitude that led him to behave this way. He ended up disappearing after cobbing together some of the work. Outreach attempts go ignored. I've had to hire other people to come fix the disaster that he caused, and I will end up spending thousands to make it right. The shoddy work notwithstanding (who says that they can do a bathroom remodel when they don't even know to use plumber's tape around fixtures - flooded my basement), the job was not completed and Arron is busy soliciting other people to pay him while ignoring his obligation to us after I (naively) paid in full up front."

Shannon B on April 2023

Showing 1-10 of 43
Deck Maintenance questions, answered by experts

Cutting the boards directly is one of the fastest ways to remove deck boards with hidden fasteners. Mark two parallel lines that are one-third of the total measurement on both ends and cut out the centerpiece. Then, remove the end of the board that doesn’t have a fastener. Finally, pry open the fastened side and pull it up to pop out the screw or access the fastener. This also allows you to salvage portions of boards for other projects.

To flatten a cupped deck board, start by ensuring it’s dry. Then, try flipping the board over so the cupped side faces down and reattach it. If that’s not possible, you can use screws to pull it tighter to the joists or plane the edges slightly to reduce the cup. It’s best to replace severely cupped boards.

Cold temperatures can make your deck boards contract. If they don’t contract evenly, they can put pressure on the deck screws and cause them to pop out, making a noticeable sound. Winterizing your deck can help prevent this from happening.

Carpenters are trained to take on a wide range of home projects. You can hire a carpenter to do framing, roofing, build custom furniture, and make significant upgrades to your home. General carpenters are usually able to handle most jobs. However, you may also choose to hire a carpenter who specializes in a specific type of carpentry. 

Painting a damaged pool deck is not recommended if the substrate is crumbling, cracking, spalling, or otherwise actively deteriorating. Continuing deterioration will result in the paint also delaminating or flaking off the damaged surface. Minor damage such as chips or hairline cracks that are not actively deteriorating can often be repaired enough to paint over. A damaged pool deck with a lot of cracking and deterioration should be replaced for best results.

The Chestertown, NY homeowners’ guide to deck maintenance services

From average costs to expert advice, get all the answers you need to get your job done.

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