Top-rated gutters & downspouts cleaners.

Get matched with top gutters & downspouts cleaners in your area

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Gutters & downspouts cleaners in Chestertown

Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
1595 Georgetown Road
4.29(
1,499
)
Approved Pro
LeafFilter Gutter Protection
1595 Georgetown Road
4.29(
1,499
)
Approved Pro
Customers say: Quality work
5197 local quotes requested
20 years of experience

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.

"They did a good job. Overall it was it's done and it was done quickly and efficiently."

Jamie T on April 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.

"They did a good job. Overall it was it's done and it was done quickly and efficiently."

Jamie T on April 2025


Avatar for Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
150 Cross Street
4.33(
2,894
)
Approved Pro
Ned Stevens Gutter Cleaning
150 Cross Street
4.33(
2,894
)
Approved Pro
Customers say: True professional
1720 local quotes requested
60 years of experience

When you choose Ned Stevens for your gutter cleaning, gutter repair, gutter installation, window cleaning and other services, you can count on exceptional quality of work and outstanding customer service. Our labor staff are all our own employees, and we train them in our state-of-the-art training facility focusing on quality work. Our work is 100% Guaranteed. Your satisfaction is our goal. We want to make your gutter cleaning experience effortless. You never need to be home! We are fully insured and guarantee all of our work. Our family owned company has been cleaning and installing gutters for over 50 years.

"From setting the appointment to the work being done, everything went smoothly and efficiently!"

Harper L on May 2025

When you choose Ned Stevens for your gutter cleaning, gutter repair, gutter installation, window cleaning and other services, you can count on exceptional quality of work and outstanding customer service. Our labor staff are all our own employees, and we train them in our state-of-the-art training facility focusing on quality work. Our work is 100% Guaranteed. Your satisfaction is our goal. We want to make your gutter cleaning experience effortless. You never need to be home! We are fully insured and guarantee all of our work. Our family owned company has been cleaning and installing gutters for over 50 years.

"From setting the appointment to the work being done, everything went smoothly and efficiently!"

Harper L on May 2025


La Escuelita
4412 68th Pl #a3
5.00(
1
)
Approved Pro
La Escuelita
4412 68th Pl #a3
5.00(
1
)
Approved Pro
20 years of experience
Free onsite estimate

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We have many years of experience to give you confidence that we are your number one choice for your next home project. You will find us to be competitively priced with close attention to the details. We look forward to building a lasting relationship and guarantee your satisfaction!

"Really great the people were so nice and they worked really hard and fast"

Alex Q on April 2025

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We have many years of experience to give you confidence that we are your number one choice for your next home project. You will find us to be competitively priced with close attention to the details. We look forward to building a lasting relationship and guarantee your satisfaction!

"Really great the people were so nice and they worked really hard and fast"

Alex Q on April 2025


Avatar for Sunny Day Landscaping and More
Sunny Day Landscaping and More
1418 Harford Square Dr
4.59(
37
)
Approved Pro
Sunny Day Landscaping and More
1418 Harford Square Dr
4.59(
37
)
Approved Pro
Customers say: Quality work
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
10 years of experience

Sunny Day Landscaping and More are 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.

"They were wonderful! Wr were so impressed we recommended them to our neighbors. They did 3 houses on our street. 100% would recommend."

Courtney W on November 2022

Sunny Day Landscaping and More are 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.

"They were wonderful! Wr were so impressed we recommended them to our neighbors. They did 3 houses on our street. 100% would recommend."

Courtney W on November 2022


Avatar for GLR Home Improvement
GLR Home Improvement
3153 Chancellor Point
4.93(
15
)
Approved Pro
GLR Home Improvement
3153 Chancellor Point
4.93(
15
)
Approved Pro
Customers say: True professional
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
1302 local quotes requested

We have over 30 years experience! Our company is based on the belief that our customers' needs are of the utmost importance. Our entire team is committed to meeting those needs. As a result, a high percentage of our business is from repeat customers and referrals. We would welcome the opportunity to earn your trust and deliver you the best service in the industry.

"I love the new pvc decking, drink rail and railing. Could not be happier. Great work."

Mary A on April 2025

We have over 30 years experience! Our company is based on the belief that our customers' needs are of the utmost importance. Our entire team is committed to meeting those needs. As a result, a high percentage of our business is from repeat customers and referrals. We would welcome the opportunity to earn your trust and deliver you the best service in the industry.

"I love the new pvc decking, drink rail and railing. Could not be happier. Great work."

Mary A on April 2025


Avatar for Santa and Claus Chimney Sweep LLC
Santa and Claus Chimney Sweep LLC
7 North Pole
5.00(
12
)
Approved Pro
Santa and Claus Chimney Sweep LLC
7 North Pole
5.00(
12
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
109 local quotes requested

Hi this is Dave with Santa and Claus Chimney Sweep LLC .We are a small local business offering quality work at an affordable price. Specializing in sweeping(furnace and fireplace wood stoves pellet stoves) repointing -flu liners- caps-crowns-firebox and smoke chamber repairs and pressure washing.

"Dave quickly solved out leaking chimney problem at a reasonable cost."

Ken B on April 2025

Hi this is Dave with Santa and Claus Chimney Sweep LLC .We are a small local business offering quality work at an affordable price. Specializing in sweeping(furnace and fireplace wood stoves pellet stoves) repointing -flu liners- caps-crowns-firebox and smoke chamber repairs and pressure washing.

"Dave quickly solved out leaking chimney problem at a reasonable cost."

Ken B on April 2025


Avatar for Lawson Home Services, LLC
Lawson Home Services, LLC
115 Atlantic Avenue
4.63(
35
)
Approved Pro
Lawson Home Services, LLC
115 Atlantic Avenue
4.63(
35
)
Approved Pro
Customers say: True professional
Recommended by 91% of Angi customers
Recommended by 91% of HomeAdvisor customers
213 local quotes requested

Full service Radon testing and mitigation, air duct and dryer vent cleaning, and blown-in attic insulation company. We service the entire state of Delaware and eastern Maryland.

"Very professional, knowledgeable, courteous and very customer focused. Would definitely use their services again!"

Chris A on November 2023

Full service Radon testing and mitigation, air duct and dryer vent cleaning, and blown-in attic insulation company. We service the entire state of Delaware and eastern Maryland.

"Very professional, knowledgeable, courteous and very customer focused. Would definitely use their services again!"

Chris A on November 2023


Avatar for First Class Chimney Services LLC
First Class Chimney Services LLC
4.66(
96
)
Approved Pro
First Class Chimney Services LLC
4.66(
96
)
Approved Pro
Customers say: Quality work
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
426 local quotes requested

First Class Chimney Services experienced technicians arrive when they say they will. We provide a level of customer service satisfaction in the chimney business. Our employees are constantly commended on their professionalism & dedication to customer satisfaction. Our Certified Chimney Technicians are experts in regular cleanings, pointing & retouching, & restorations authentic to the original masonry. Whether you're building a new home, restoring a fireplace, or just building a walk. Our entire team is committed to meeting those needs. As a result, a high percentage of our business is from repeat customers & referrals that we have for the last years 30 years. Our mission is to provide you with the information & quality service you need at a reasonable rate. Call us for your free estimate. Chimney Caps - Chimney Repair - Chimney Sweep - Fireplaces

"They came out and to give an estimate. Said they would send the estimate to me that night. Never heard back from them. They totally wasted my time."

Mark M on November 2023

First Class Chimney Services experienced technicians arrive when they say they will. We provide a level of customer service satisfaction in the chimney business. Our employees are constantly commended on their professionalism & dedication to customer satisfaction. Our Certified Chimney Technicians are experts in regular cleanings, pointing & retouching, & restorations authentic to the original masonry. Whether you're building a new home, restoring a fireplace, or just building a walk. Our entire team is committed to meeting those needs. As a result, a high percentage of our business is from repeat customers & referrals that we have for the last years 30 years. Our mission is to provide you with the information & quality service you need at a reasonable rate. Call us for your free estimate. Chimney Caps - Chimney Repair - Chimney Sweep - Fireplaces

"They came out and to give an estimate. Said they would send the estimate to me that night. Never heard back from them. They totally wasted my time."

Mark M on November 2023


Aire Serv Heating & Air Conditioning - Air Duct Cleaning
Servicing Bel Air, Newark, Middletown, Wilmington,
5.00(
1
)
Approved Pro
Aire Serv Heating & Air Conditioning - Air Duct Cleaning
Servicing Bel Air, Newark, Middletown, Wilmington,
5.00(
1
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
147 local quotes requested

Air duct and dryer vent cleaning division servicing Bel Air, Newark, Middletown, Wilmington, Elkton, and Landenberg areas. If you are looking for a full-service HVAC business, air conditioning repair company, heating repair service, or furnace repair provider, look no further than Aire Serv. At Aire Serv, you will receive licensed and knowledgeable heating and air conditioning repair technicians who provide you with upfront pricing and some of the best-written guarantees in the business, like our 100% satisfaction guarantee on all heating and air conditioning services. Call Aire Serv today or request an appointment online!

"Everything went great! The tech that came to clean the air ducts was very helpful and showed up before and after pictures. I would definitely use them again!"

Rebecca B on March 2024

Air duct and dryer vent cleaning division servicing Bel Air, Newark, Middletown, Wilmington, Elkton, and Landenberg areas. If you are looking for a full-service HVAC business, air conditioning repair company, heating repair service, or furnace repair provider, look no further than Aire Serv. At Aire Serv, you will receive licensed and knowledgeable heating and air conditioning repair technicians who provide you with upfront pricing and some of the best-written guarantees in the business, like our 100% satisfaction guarantee on all heating and air conditioning services. Call Aire Serv today or request an appointment online!

"Everything went great! The tech that came to clean the air ducts was very helpful and showed up before and after pictures. I would definitely use them again!"

Rebecca B on March 2024


Avatar for Chesapeake Cleaning Services Inc
Chesapeake Cleaning Services Inc
Surrounding Areas
4.63(
32
)
Approved Pro
Chesapeake Cleaning Services Inc
Surrounding Areas
4.63(
32
)
Approved Pro
Customers say: Quality work
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
384 local quotes requested

Chesapeake Cleaning Services Inc., a family-owned and operated business led by Laura Grahm and her son John, has been proudly serving the Annapolis, MD area and its surroundings since 1996. Dedicated to delivering outstanding cleaning services, Laura and John have built a reputation based on trust, quality, and customer care. Their team of over 12 skilled professionals handles each job with precision, using eco-friendly, chemical-free products to ensure both safety and a spotless finish. Whether you need routine maintenance, deep cleaning, or specialized services, Chesapeake Cleaning Services is committed to meeting your unique needs with top-tier quality and reliability. For personalized service that truly cares about your space, contact us at 410-693-5263—we’re ready to make your home or office shine.

"Laura and her team have done a wonderful job cleaning our house for close to 20 years. Laura is always available if I need to contact her and she is flexible re schedule changes. Top quality work and reliable. Highly recommended!"

Ruth R on November 2024

Chesapeake Cleaning Services Inc., a family-owned and operated business led by Laura Grahm and her son John, has been proudly serving the Annapolis, MD area and its surroundings since 1996. Dedicated to delivering outstanding cleaning services, Laura and John have built a reputation based on trust, quality, and customer care. Their team of over 12 skilled professionals handles each job with precision, using eco-friendly, chemical-free products to ensure both safety and a spotless finish. Whether you need routine maintenance, deep cleaning, or specialized services, Chesapeake Cleaning Services is committed to meeting your unique needs with top-tier quality and reliability. For personalized service that truly cares about your space, contact us at 410-693-5263—we’re ready to make your home or office shine.

"Laura and her team have done a wonderful job cleaning our house for close to 20 years. Laura is always available if I need to contact her and she is flexible re schedule changes. Top quality work and reliable. Highly recommended!"

Ruth R on November 2024

...
Showing 1-10 of 287

Gutters & downspouts cleaning services FAQs

You should clean your gutters at least once or twice a year, ideally in the fall and spring, to prevent clogs and water damage. If your home is near trees or accumulates heavy debris, consider cleaning them two to four times per year. Regular gutter cleaning protects your roof, siding, and foundation from costly water damage.

Yes, even with gutter guards, you still need to clean your gutters, although less often. Gutter guards prevent large debris like leaves from clogging your gutters, but smaller particles can accumulate over time. Regular cleaning keeps your gutters clear and functional, preventing water overflow and potential damage to your home's foundation and roof.

It's not recommended to pressure wash the inside of your gutters. The intense force can damage them and cause leaks, and it may also harm your home's siding or roofing. Instead, clean your gutters by hand or use a gutter cleaning tool, then rinse them with a garden hose using a gentle flow similar to a heavy rainstorm.

Walking on your roof to clean gutters isn't safe. It increases the risk of falls and can damage your roofing materials, especially if the roof is steep or slippery. Instead, use a stable ladder to access your gutters, or consider hiring a professional gutter cleaning service to ensure safety and prevent damage.

The homeowners guide to gutters & downspouts cleaning services
From average costs to expert advice, get all the answers you need to get your job done.
A metal pipe chimney with cap
Apr 26, 2025
Apr 26, 2025
Budget for chimney cap replacement costs based on factors such as cap size, material, shape, type, customization, labor, and more.
woman doing laundry
Apr 25, 2025
Apr 25, 2025
Budget for dryer vent cleaning costs based on factors such as vent location, type, length, obstructions, potential repairs, accessibility, labor, and more.
professional powerwashing the roof of a house
Apr 24, 2025
Apr 24, 2025
Budget for roof cleaning costs based on factors such as your home’s size, the roof’s condition, accessibility, professional labor, repairs, and more.
maid wiping down kitchen table
Apr 22, 2025
Apr 22, 2025
Budget for professional house cleaning costs based on factors such as home size, number of rooms, cleaning type, frequency, room type, and more.
professional cleaning the walls of a kitchen
Apr 21, 2025
Apr 21, 2025
Explore how factors such as cleaning products, ceiling height, and service requirements affect the cost to wash walls and ceilings.
professionals cleaning an apartment kitchen
Apr 16, 2025
Apr 16, 2025
Find out how much professional apartment cleaning service costs based on apartment size, cleaning services chosen, and deep cleaning options.
Share project details to get started.