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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 05, 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

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Deck Maintenance questions, answered by experts

Often, cracked deck boards are just an aesthetic problem and do not need replacement. However, longer or deeper cracks may be a problem, especially if they are on the end of the board. You can fill minor cracks with caulk, epoxy, or sealant to prevent further damage and improve their appearance. Replace boards with more serious cracks, which could become a safety hazard.

Deck skirting shouldn’t touch the ground, especially if you have a wood deck, which is vulnerable to moisture. Ideally, you should leave at least 3/4 of an inch of space between the deck skirting and the ground for more ventilation. Pros also recommend that you incorporate about 1 square foot of space for ventilation for the underside of the deck to every 150 square feet of decking. Proper ventilation prevents mold growth and rot that can damage your deck.

There are deck restoration products and oil-based wood stains that can help bring back some of the color and shine to your faded Trex decking. However, if your boards are suffering from serious fading due to UV rays or chemical cleaning products, don’t expect miracles. Also, these products are only suitable for use on the older Trex boards, not the capped, second-generation Trex products. 

When installing deck boards, screws are a better option than nails. For one, screws have more holding strength than nails, so they’re better at keeping your deck boards in place. Also, nails are more likely to pop out of the boards than screws, which can create a tripping or poking hazard on your deck.

If you want to use the space beneath your second-story deck, then yes, an under-deck drainage system is worth it. Having a drainage system in place lets you run power to the area, so you can install a ceiling fan, lighting, TV, or other appliances to create a comfortable outdoor living space.

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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