Top-rated gutter cleaning pros.

Get matched with top gutter cleaning pros in Pine Plains, NY

There are 5 highly-rated local gutter cleaning pros.

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

Select your specific project to find the pro for you.

TRUSTED BY PINE PLAINS, NY HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon45
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Pine Plains

Avatar for Gutter Guy

Gutter Guy

PO BOX 901
4.80(
341
)
Approved Pro

Gutter Guy

PO BOX 901
4.80(
341
)
Approved Pro
Customers say: Super punctual
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
32 local quotes requested

Gutter Guy brings an unmatched commitment to excellence to your gutter & roofing projects. We deliver unsurpassed professionalism, expertise and value. Call us today!

"They did a great job, showed up on time."

Kelly A on September 2025

Gutter Guy brings an unmatched commitment to excellence to your gutter & roofing projects. We deliver unsurpassed professionalism, expertise and value. Call us today!

"They did a great job, showed up on time."

Kelly A on September 2025


Avatar for Jacks Seamless Gutters

Jacks Seamless Gutters

PO Box 2712
4.78(
25
)
Approved Pro

Jacks Seamless Gutters

PO Box 2712
4.78(
25
)
Approved Pro
Customers say: Quality work
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
20 local quotes requested

If your gutters need replacing, repairing, or cleaning, call Jack's Seamless Gutters today! With many years of experience, we proudly serve Germantown, and the surrounding communities.

"They were fast, friendly, and did great work. Would highly recommend."

Jordan D on January 2022

If your gutters need replacing, repairing, or cleaning, call Jack's Seamless Gutters today! With many years of experience, we proudly serve Germantown, and the surrounding communities.

"They were fast, friendly, and did great work. Would highly recommend."

Jordan D on January 2022


Patlan.s roof

824 Monroe St
No reviews yet

Patlan.s roof

824 Monroe St
No reviews yet
10 years of experience

Hello my name is Ivan Patlan I have more than 15 years Repairing And building new roofs Accumulated experience in all types of roofing It doesn't matter what material you choose High low steep walkable Patlan roof does it We also have other services Saiding Gutters Fireplace decks doors and windows We adapt to your budgets... cash offer and always quality first

Hello my name is Ivan Patlan I have more than 15 years Repairing And building new roofs Accumulated experience in all types of roofing It doesn't matter what material you choose High low steep walkable Patlan roof does it We also have other services Saiding Gutters Fireplace decks doors and windows We adapt to your budgets... cash offer and always quality first


Gutter Dad

7 Oak Street
No reviews yet

Gutter Dad

7 Oak Street
No reviews yet
6 years of experience

We provide complete protection from rain and water damage to your home while making it look aesthetically pleasing in the process. We install seamless gutters, Gutter guards, repair any storm-damaged gutters and gutter cleanings!

We provide complete protection from rain and water damage to your home while making it look aesthetically pleasing in the process. We install seamless gutters, Gutter guards, repair any storm-damaged gutters and gutter cleanings!


Orsi Gutters

83 Hooker Ave
5.00(
7
)

Orsi Gutters

83 Hooker Ave
5.00(
7
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

At Orsi Gutters, we provide industry leading roofing and gutter installation and service. From shingle replacement to gutter repairs, we are your one stop service provider. As a local owner operated service provider, we pride ourselves on our commitment to our work and to our clients. Check out our Google reviews to see what others are saying!

"New gutters were installed right away and the area was left spotless after they were done. They were very professional and helpful from start to finish. I would definitely get these guys back if I needed more work done."

Chris K on March 2024

At Orsi Gutters, we provide industry leading roofing and gutter installation and service. From shingle replacement to gutter repairs, we are your one stop service provider. As a local owner operated service provider, we pride ourselves on our commitment to our work and to our clients. Check out our Google reviews to see what others are saying!

"New gutters were installed right away and the area was left spotless after they were done. They were very professional and helpful from start to finish. I would definitely get these guys back if I needed more work done."

Chris K on March 2024


North East Pressure

261 Poole Hill Road
5.00(
2
)

North East Pressure

261 Poole Hill Road
5.00(
2
)
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Our mission is to never leave a customer unhappy. At North East Pressure we offer services like no other company! Our technique to wash your house is like no other. We guarantee no house damage and 100% customer satisfaction. We are a top of the line pressure washing, and soft washing company! •Roofs- we remove the black streaks on the roofs which is caused by and algae that damages your roof over time. •Siding- We remove everything that is making your house look sore to the eye. •Driveways- We remove Oil stains, moss, and just about anything that is making your driveway unpleasant to look at! (Sale)- 25% off gutter cleaning till the 4th of the July!

"2 men arrived, cleaned off gutter guards and flushed out the gutters till they flowed freely. Also, they were very good at cleaning up afterwards and took the gutter trash away. Nice guys. Great job!"

Lynne F on June 2023

Our mission is to never leave a customer unhappy. At North East Pressure we offer services like no other company! Our technique to wash your house is like no other. We guarantee no house damage and 100% customer satisfaction. We are a top of the line pressure washing, and soft washing company! •Roofs- we remove the black streaks on the roofs which is caused by and algae that damages your roof over time. •Siding- We remove everything that is making your house look sore to the eye. •Driveways- We remove Oil stains, moss, and just about anything that is making your driveway unpleasant to look at! (Sale)- 25% off gutter cleaning till the 4th of the July!

"2 men arrived, cleaned off gutter guards and flushed out the gutters till they flowed freely. Also, they were very good at cleaning up afterwards and took the gutter trash away. Nice guys. Great job!"

Lynne F on June 2023


Herman Exterior Homes LLC

737 Saint David's Lane
4.91(
11
)

Herman Exterior Homes LLC

737 Saint David's Lane
4.91(
11
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

We fabricate our own high quality custom seamless gutters in house and offer affordable seamless gutter solutions as well as premium gutter protection. We are a fully insured family owned business that creates its own value by cutting out the big time corporate gutter companies that offer a grossly over priced product with minimal quality.

"Very well including my request to replace unsettled shingled. High quality job performed very quickly and cleanely."

Sergey S on October 2024

We fabricate our own high quality custom seamless gutters in house and offer affordable seamless gutter solutions as well as premium gutter protection. We are a fully insured family owned business that creates its own value by cutting out the big time corporate gutter companies that offer a grossly over priced product with minimal quality.

"Very well including my request to replace unsettled shingled. High quality job performed very quickly and cleanely."

Sergey S on October 2024


Carroll's Handy Services LLC

PO BOX 110461
4.90(
73
)

Carroll's Handy Services LLC

PO BOX 110461
4.90(
73
)
Customers say: Quick response
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers

We specialize in residential and commercial air duct cleaning & dryer vent cleaning! 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! Check out all the services we offer below and call -or- click to schedule a free estimate today!

"A first class operation!"

Cheryl H on April 2025

We specialize in residential and commercial air duct cleaning & dryer vent cleaning! 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! Check out all the services we offer below and call -or- click to schedule a free estimate today!

"A first class operation!"

Cheryl H on April 2025


American Pro Wash

Franklin St.
No reviews yet

American Pro Wash

Franklin St.
No reviews yet
35 years of experience

American Pro Wash is a residential and commercial property washing company specializing in high-pressure water and low-pressure chemical cleaning applications. Roof Cleaning & Treatments | Home Washes | Gutter Cleaning | Concrete Cleaning & Brightening | Power Washing | Soft Washing | General Property Maintenance

American Pro Wash is a residential and commercial property washing company specializing in high-pressure water and low-pressure chemical cleaning applications. Roof Cleaning & Treatments | Home Washes | Gutter Cleaning | Concrete Cleaning & Brightening | Power Washing | Soft Washing | General Property Maintenance


Better Dey Home Solutions

No reviews yet

Better Dey Home Solutions

No reviews yet
Free onsite estimate

Better Dey Home Solutions specializes in furniture and gym equipment assembly, power washing, dry wall repair, gutter cleaning, in home cleaning as well as several other services related to the care of your home. For many years, this small family like group of staff has produced quality results for affordable prices for both homeowners and renters with different needs and and challenges. Call for an assessment and quote anytime!

Better Dey Home Solutions specializes in furniture and gym equipment assembly, power washing, dry wall repair, gutter cleaning, in home cleaning as well as several other services related to the care of your home. For many years, this small family like group of staff has produced quality results for affordable prices for both homeowners and renters with different needs and and challenges. Call for an assessment and quote anytime!

...
Showing 1-10 of 112

FAQs for gutter cleaning projects in Pine Plains, NY

Yes, it’s okay to use a pressure washer to clear and clean your gutters. Be careful to avoid the outside of the gutters, as getting too close with the powerwasher can peel away the paint. Also, be careful to avoid causing any damage to seams that may be in the corners or along the length of the gutter.

Gutter cleaning costs about $170 on average, ranging from about $75 to $400. Cost factors include the type, length, and height of your gutters. A multiple-story home with gutters high off the ground and accessible only by ladder or working on a steep roof will cost more than a single-story house with a relatively flat roof.

Gutters should be cleaned at least twice a year, in the spring and in the fall, to remove the debris from trees that can clog the eavestroughs and downspouts. Debris like leaves, twigs, and seed pods can build up and cause your gutters to overflow, potentially causing damage to your roof and foundation. Water backing up under the shingles can rot the edge of your roofline. Overflow water falling next to your foundation can end up leaking into your basement or crawl space.

Yes, gutter cleaning methods without using a ladder are available, including:

  • A curved wand attachment for your hose 

  • Gutter tongs on an extension pole

  • A leaf blower gutter cleaning kit

  • Vacuum designed for cleaning gutters

Just be sure that your downspouts are connected and can direct water away from the house if you’re using a water-powered method. This will keep the water from dumping next to the house.

You can clean the gutters on a two-story house using gutter tongs on an extension pole. However, cleaning second-story gutters from a ladder or the roof is very dangerous and should be done by a professional.

The Pine Plains, 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"