Top-rated deck maintenance specialists.

Get matched with top deck maintenance specialists in Chestertown, NY

Enter your zip and get matched with up to 5 pros

Need a pro for your deck maintenance project in Chestertown, NY?

Select your specific project to find the pro for you.

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

Not all porch columns are load-bearing, though they can be. Some porch columns are simply decorative. There are ways to identify a load-bearing column, like looking for visible seams and a foundation. Also, check to see if the column directly enters the ground. In some porch installations, a contractor will excavate a hole to install a column into the earth along with a buried cement base for stability.

Several types of porches are available to meet your needs and style preferences. Some common porch types include:

  • Porticos are essentially a roof over a walkway leading to the home's front entrance. 

  • Sunrooms are closed-in porches that are an extension of the house with glass or plastic panels that allow optimal sunlight. 

  • Wraparound porches extend around the entire home, or at least the front and one side, and offer multiple entrances to the house.

  • Back porches are an extension of the home’s floor into the outdoors. These offer more protection and privacy than a deck.

Rotten deck boards can sometimes be repaired, but only if the damage is minor. Repairing small patches of rot involves strengthening the damaged area with wood hardener, filler, or epoxy. More substantial damage requires replacing the boards or rebuilding the entire structure in extreme cases. If the rot extends to the joists, posts, or beams, have a contractor evaluate the damage to ensure it is still structurally sound.

Landscape timbers can last 10 to 20 years in the ground when installed correctly. Pressure-treated timbers will last longer than non-treated ones, as pressure treatment makes the wood more rot-resistant. Wood exposed to high moisture levels or extreme temperature and weather fluctuations may not last as long as wood in drier areas with more consistent weather.

The main cause of a rotting porch post is prolonged exposure to moisture. So, the best way to prevent rot is to eliminate and guard against moisture.

  • Use wood caulk to seal any cracks, openings, or areas along the post where water is likely to pool.

  • Secure porch posts into concrete, if possible.

  • Cover wooden posts with protective sleeves or wraps, often made of vinyl.

  • Install metal post anchors for extra support.

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.

See all articles

What do you need done? We’ll find top pros.
  • 🌱 "Mow a small front yard"
  • 🛠 "Fix a leaking pipe under the sink"
  • 🏠 "Repair shingles on an asphalt roof"