Top-rated gutter cleaning pros.

Get matched with top gutter cleaning pros in Chestertown, NY

Enter your ZIP and get matched with up to 5 pros

Need a pro for your gutter cleaning project in Chestertown, NY?

Select your specific project to find the pro for you.

Find Gutter cleaning pros in Chestertown

Freeman Painting

143 Del Culver Rd
5.00(
3
)
Approved Pro

Freeman Painting

143 Del Culver Rd
5.00(
3
)
Approved Pro
Customers say: Quick response
29 local quotes requested
3 years of experience

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.

"He was efficient, friendly, and reasonable. "

Sue M on October 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.

"He was efficient, friendly, and reasonable. "

Sue M on October 2025


LeafFilter Gutter Protection

1595 Georgetown Road
4.29(
1,488
)
Approved Pro

LeafFilter Gutter Protection

1595 Georgetown Road
4.29(
1,488
)
Approved Pro
Customers say: Quality work
20 years of experience
Free onsite estimate

As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.

"Professional and fair pricing"

Patrick K on February 2025

As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.

"Professional and fair pricing"

Patrick K on February 2025


Avatar for Northeastern Chimney Solutions

Northeastern Chimney Solutions

24 Prospect St
4.65(
10
)
Approved Pro

Northeastern Chimney Solutions

24 Prospect St
4.65(
10
)
Approved Pro
Customers say: True professional
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
231 local quotes requested

Northeastern Chimney Solutions is built upon the friendliness and trust we provide between our staff and our customers. People can appreciate us for our communication, dedication, and quality of work when it comes to completing a job. We aim to provide a service you can depend on for all of your home care needs, for years to come. When there's a problem, there's a solution. We're here to help.

"They were very helpful and provided a lot of information and explanation, so I am happy with it!"

Haiyan L on October 2024

Northeastern Chimney Solutions is built upon the friendliness and trust we provide between our staff and our customers. People can appreciate us for our communication, dedication, and quality of work when it comes to completing a job. We aim to provide a service you can depend on for all of your home care needs, for years to come. When there's a problem, there's a solution. We're here to help.

"They were very helpful and provided a lot of information and explanation, so I am happy with it!"

Haiyan L on October 2024


"Excellent response time, very thorough job. Definitely plan to work with them again. "

Shannon T on September 2025

We are an up coming company working to earn your business. We are dedicated to growing our business by providing fantastic customer service. We do the following: Hood cleaning Soft washing houses Window Washing under two stories Gutter cleaning

"Excellent response time, very thorough job. Definitely plan to work with them again. "

Shannon T on September 2025


We specializing in Property Management, Remodeling, Decks, Sheds, and Lawn Care. Bringing 25+ years of Union Carpentry experience to deliver the most professional product possible.


Avatar for Forest Lake Specialties Power Washing

Forest Lake Specialties Power Washing

Adirondack Ct
No reviews yet

Forest Lake Specialties Power Washing

Adirondack Ct
No reviews yet
Free onsite estimate

We provide Residential and Commercial Power Washing & Soft Washing. We are fully insured! Services Include Vinyl, Stucco, Wood Soft Washing, Roof Cleaning, Concrete Surface Cleaning, Window Washing, Gutter Cleaning and More!

We provide Residential and Commercial Power Washing & Soft Washing. We are fully insured! Services Include Vinyl, Stucco, Wood Soft Washing, Roof Cleaning, Concrete Surface Cleaning, Window Washing, Gutter Cleaning and More!


Avatar for Top Gen Roofing

Top Gen Roofing

192 South Broadway
No reviews yet

Top Gen Roofing

192 South Broadway
No reviews yet
10 years of experience

We have the experience and dedication to get the job done right! Specializing in Gutter Repair and Replacement services; We guarantee your satisfaction, and we won't leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Call or click for your FREE estimate today!

We have the experience and dedication to get the job done right! Specializing in Gutter Repair and Replacement services; We guarantee your satisfaction, and we won't leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Call or click for your FREE estimate today!


Avatar for The Lawn Care Co.

The Lawn Care Co.

71 Big Boom Rd.
4.96(
24
)

The Lawn Care Co.

71 Big Boom Rd.
4.96(
24
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

We offer high quality residential and small commercial lawn care services such as Lawn Mowing, Fertilizer, Weed Control, Tick and Mosquito Control, and more. (Including organic/all natural options) From Queensbury to Wilton, Saratoga Springs, Clifton Park, and beyond, we are your top lawn and landscape maintenance service provider. Our staff is well trained, our products are top of the line and our communication is second to none. The Lawn Care Company is 100% dedicated to providing our clients with a happy, friendly, and prompt service. Our mission is to enhance the beauty and value of every client’s property, while exceeding their expectations, every step of the way.

"The first time we have paid for a professional home project and been completely satisfied! You can tell Dave does things the right way, doesn't cut corners and has a passion for what his company is producing. There was communication throughout the entire contract and very responsible clean up after the job was completed (leveled dirt used for project, seeded my yard, applied hay overlay and even put my clothesline back!) I wish everyone was as professional and conscientious of the work they did for their customers."

Heather G on October 2020

We offer high quality residential and small commercial lawn care services such as Lawn Mowing, Fertilizer, Weed Control, Tick and Mosquito Control, and more. (Including organic/all natural options) From Queensbury to Wilton, Saratoga Springs, Clifton Park, and beyond, we are your top lawn and landscape maintenance service provider. Our staff is well trained, our products are top of the line and our communication is second to none. The Lawn Care Company is 100% dedicated to providing our clients with a happy, friendly, and prompt service. Our mission is to enhance the beauty and value of every client’s property, while exceeding their expectations, every step of the way.

"The first time we have paid for a professional home project and been completely satisfied! You can tell Dave does things the right way, doesn't cut corners and has a passion for what his company is producing. There was communication throughout the entire contract and very responsible clean up after the job was completed (leveled dirt used for project, seeded my yard, applied hay overlay and even put my clothesline back!) I wish everyone was as professional and conscientious of the work they did for their customers."

Heather G on October 2020


Lake George Concierge Services

44 Sylvan Drive
5.00(
1
)

Lake George Concierge Services

44 Sylvan Drive
5.00(
1
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

My Estate Concierge is the preeminent home maintenance company for prestigious homes. The best in quality coupled with a personal touch and reasonable prices.

My Estate Concierge is the preeminent home maintenance company for prestigious homes. The best in quality coupled with a personal touch and reasonable prices.


Showing 1-10 of 34
Gutter Cleaning questions, answered by experts

When soffits aren’t vented, the airflow can’t infiltrate your attic space which results in stale air trapped inside. Over time—sometimes very quickly—that trapped air can result in a moisture sink, causing rapidly growing mold issues throughout the home. You should generally avoid covering or fully closing off soffits, even in the winter months, as the ability to circulate air is far more important than the meager increase in heating costs.

Zinc gutters can truly last a lifetime. As one of the strongest materials used for roofing and gutter systems, zinc can last up to 90 years. Even copper gutters don't last as long as zinc gutters. Zinc gutters are a long-lasting investment in both the value and appearance of your home.

How you stop water from leaking between your gutters and fascia depends on the cause of the leak. Some leaks can be fixed simply by cleaning out clogged gutters or downspouts. Other leaks require you to seal holes or cracks in your gutters. Meanwhile, some leaks are a structural issue that requires replacing, changing, or adjusting your gutter system.

It can be dangerous to remove icicles from your roof, so the best option is to treat the underlying issue instead, usually by ensuring proper insulation in your home. If you’re concerned about immediate damage, you can hire a professional to remove the icicles and the snow accumulation on your home to prevent the issue from recurring. Just make sure you use a long-term solution, too, like addressing insulation problems or installing roof heating coils on your roof.

Painting exterior metal on your home, including the gutter and downspout system, is possible. However, the process requires significant preparation work so the paint sticks well and lasts, making the task worthwhile. Thorough cleaning, caulking seams, and using high-quality primer and paint are all necessary for achieving the best results. The cost to paint gutters averages $160 to $960.

The Chestertown, NY homeowners’ guide to gutter cleaning services

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

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"