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There are 22 highly-rated local gutter cleaning pros.

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TRUSTED BY NEW WINDSOR, MD HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon288
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in New Windsor

Avatar for Maids To Serve

Maids To Serve

1115 Frontline Dr
5.00(
31
)
Approved Pro

Maids To Serve

1115 Frontline Dr
5.00(
31
)
Approved Pro
Customers say: Quick response
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
70 local quotes requested

Discover top-notch cleaning services with Maids to Serve! Since 2019, our family-owned business has proudly offered exceptional house cleaning, carpet cleaning, and pressure washing services. We're committed to integrity in every job, ensuring your home looks its best. Let us bring freshness and shine to your space, and experience the peace of mind that comes with our dedicated and trustworthy service. Choose Maids to Serve, where your home is our priority.

"Edwardo went beyond my expectations! He was excellent."

Judy W on September 2025

Discover top-notch cleaning services with Maids to Serve! Since 2019, our family-owned business has proudly offered exceptional house cleaning, carpet cleaning, and pressure washing services. We're committed to integrity in every job, ensuring your home looks its best. Let us bring freshness and shine to your space, and experience the peace of mind that comes with our dedicated and trustworthy service. Choose Maids to Serve, where your home is our priority.

"Edwardo went beyond my expectations! He was excellent."

Judy W on September 2025


Avatar for Chesapeake Property Services

Chesapeake Property Services

8610 McDaniel Ave
4.71(
1,141
)
Approved Pro

Chesapeake Property Services

8610 McDaniel Ave
4.71(
1,141
)
Approved Pro
Customers say: Super punctual
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
177 local quotes requested

Chesapeake Property Services was founded in 2002. We are a family owned and operated company. Our rapid growth and great reputation has been built by our philosophy of total dedication to the needs of our customers. We are proud to serve central Maryland and look forward to helping your family live cleaner and feel better!

"Luckily they were available the next day and they did an excellent and professional job and also shared with me what they were doing and what had caused my problem."

Stephen S on September 2025

Chesapeake Property Services was founded in 2002. We are a family owned and operated company. Our rapid growth and great reputation has been built by our philosophy of total dedication to the needs of our customers. We are proud to serve central Maryland and look forward to helping your family live cleaner and feel better!

"Luckily they were available the next day and they did an excellent and professional job and also shared with me what they were doing and what had caused my problem."

Stephen S on September 2025


Avatar for Night And Day Industrial LLC

Night And Day Industrial LLC

6302 Mt Ridge Rd
5.00(
5
)
Approved Pro

Night And Day Industrial LLC

6302 Mt Ridge Rd
5.00(
5
)
Approved Pro
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
71 local quotes requested

Est. 2021 by Charles Lednum in hopes of sharing the ability of cleaning and restoring all of the things we have watched slowly be transformed by our worst enemy... Dirt! We strive to renew what has been neglected or let go over the years and love to see our customers faces when they see our "Night & Day Difference". We know what it takes to get the job done right! So when you have perfection in mind, make sure you call us so we can share that vision and turn it into reality at any time you like! Call us anytime at 717-357-9433. Serving Maryland 24/7.

"It was really good. He took his time and made sure everything was good. It was really good. He took his time and made sure everything was good. It was really good. He took his time and made sure everything was good."

Iyanuoluwa O on November 2022

Est. 2021 by Charles Lednum in hopes of sharing the ability of cleaning and restoring all of the things we have watched slowly be transformed by our worst enemy... Dirt! We strive to renew what has been neglected or let go over the years and love to see our customers faces when they see our "Night & Day Difference". We know what it takes to get the job done right! So when you have perfection in mind, make sure you call us so we can share that vision and turn it into reality at any time you like! Call us anytime at 717-357-9433. Serving Maryland 24/7.

"It was really good. He took his time and made sure everything was good. It was really good. He took his time and made sure everything was good. It was really good. He took his time and made sure everything was good."

Iyanuoluwa O on November 2022


"Excellent, they arrived on time, it was a 3- day job, and they left everything impeccably beautiful. Great job!"

Kelvin S on August 2025

MD Legacy LLC is a family owned business. Current services are Landscaping, Maintenance, and Hardscaping. Our mission is to provide clients with high quality work and turn their dream projects into reality! Our home is our Legacy. MHIC License: 160877

"Excellent, they arrived on time, it was a 3- day job, and they left everything impeccably beautiful. Great job!"

Kelvin S on August 2025


Avatar for Heather Carlyle

Heather Carlyle

3003 Old Westminster Pike Unit 1
New on AngiNew on Angi
Approved Pro

Heather Carlyle

3003 Old Westminster Pike Unit 1
New on AngiNew on Angi
Approved Pro
Free onsite estimate
Emergency services offered

About Me Hi, I’m Heather! I’ve been a professional cleaner for over 10 years, and I truly love what I do. Cleaning isn’t just a job for me—it’s something I take pride in. I find it therapeutic and rewarding to transform a space and leave it fresh, organized, and welcoming. My clients appreciate my reliability, attention to detail, and the care I put into every home I clean. I treat every space as if it were my own, and I always aim to go above and beyond expectations. Whether it’s a deep clean or regular upkeep, I believe a clean home brings peace of mind. Fun Fact: I actually find cleaning relaxing! There’s something satisfying about seeing instant results and knowing I’ve helped make someone’s day a little easier.

About Me Hi, I’m Heather! I’ve been a professional cleaner for over 10 years, and I truly love what I do. Cleaning isn’t just a job for me—it’s something I take pride in. I find it therapeutic and rewarding to transform a space and leave it fresh, organized, and welcoming. My clients appreciate my reliability, attention to detail, and the care I put into every home I clean. I treat every space as if it were my own, and I always aim to go above and beyond expectations. Whether it’s a deep clean or regular upkeep, I believe a clean home brings peace of mind. Fun Fact: I actually find cleaning relaxing! There’s something satisfying about seeing instant results and knowing I’ve helped make someone’s day a little easier.


Chase Quality Cleaning Services

630 Bartlett Ave
New on AngiNew on Angi
Approved Pro

Chase Quality Cleaning Services

630 Bartlett Ave
New on AngiNew on Angi
Approved Pro

Hi My name is Ira Allen I am the owner of Chase Quality Cleaning Services LLC. I have over 16 years experience in Hospitality and Janitorial Cleaning services. Chase Quality Cleaning Service LLC is more then just a Cleaning service it’s a way of Life we provide floor care and lawn services as well, some of the floor care services include Carpet shampoo and steaming, buffing also stripping and waxing floors.We are a Newly started LLC looking to grow over the years with our staffing being experienced Workers for Hospitals and high end Hotels we provide a different Level of cleaning to our clients.

Hi My name is Ira Allen I am the owner of Chase Quality Cleaning Services LLC. I have over 16 years experience in Hospitality and Janitorial Cleaning services. Chase Quality Cleaning Service LLC is more then just a Cleaning service it’s a way of Life we provide floor care and lawn services as well, some of the floor care services include Carpet shampoo and steaming, buffing also stripping and waxing floors.We are a Newly started LLC looking to grow over the years with our staffing being experienced Workers for Hospitals and high end Hotels we provide a different Level of cleaning to our clients.


Harman's Services

3233 Murray Road, Lot 27
New on AngiNew on Angi
Approved Pro

Harman's Services

3233 Murray Road, Lot 27
New on AngiNew on Angi
Approved Pro
15 years of experience
Free onsite estimate

Harman's Services 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.

Harman's Services 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.


Avatar for Home Genius Exteriors

Home Genius Exteriors

8201 Corporate Drive Suite G10
4.97(
714
)
Approved Pro

Home Genius Exteriors

8201 Corporate Drive Suite G10
4.97(
714
)
Approved Pro
Super Service Award
Customers say: True professional
2683 local quotes requested
21 years of experience

Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"The workers showed up ahead of schedule which I was very pleased with. Everything went smooth from the beginning to the end, and Dylan the manager made sure that the crew had everything they needed. I'm beyond happy with the end result and will be using them for siding in the future."

Christine H on October 2025

Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"The workers showed up ahead of schedule which I was very pleased with. Everything went smooth from the beginning to the end, and Dylan the manager made sure that the crew had everything they needed. I'm beyond happy with the end result and will be using them for siding in the future."

Christine H 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 Ned Stevens Gutter Cleaning

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,930
)
Approved Pro

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,930
)
Approved Pro
Customers say: True professional
3161 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.

"tHEY WERE FAST, EFFICENT, AND DID A FREAT JOB, TAKE 45 MIN"

Paul R on October 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.

"tHEY WERE FAST, EFFICENT, AND DID A FREAT JOB, TAKE 45 MIN"

Paul R on October 2025

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Gutter Cleaning questions, answered by experts

If you’re not interested in digging up your yard, but you still need to direct water away from your house, another option is to extend your downspouts further out into the yard. Two methods to do this are:

  • Adding a splashguard. This is the simplest method. You can purchase a splashguard at your local hardware store and place it under your downspout. This will act as a funnel to direct water away from your house.

  • Add downspout extension at the end. You can also add an additional downspout to the end of the “elbow” as a way to extend the water further out into your yard. Some hardware stores sell downspouts with a flexible extension that you can maneuver around your yard.

The above alternatives are great options if your gutters are above a slab foundation that you wouldn’t want to dig up. One downside to these methods is if your yard slopes back upwards to your home, then the water won’t actually flow away. In which case, burying your downspouts if the best option to avoid flooding and water damage to your home.

While gutters really only offer pros without any cons, some people dislike the appearance of gutters. Upgrading to an architectural option can help you to reduce the eyesore caused by mainstream gutters. In addition, some types of gutters are prone to expanding, contracting, or sagging if they aren't properly maintained. If enough weight builds up within a gutter system, your gutters can begin to pull away from your home.

Frequently, when water flows over gutters, it indicates a potential clog, necessitating cleaning. For instance, if a twig becomes lodged in the downspout, it can lead to a traffic jam, causing more leaves and sticks to accumulate. Another potential issue is an incorrect pitch, as gutters should channel water toward the downspout. If you observe water overflowing the end cap or leaking through it, it suggests that your gutters are improperly tilted.

If you don’t have the right gutter sizes installed, the water may not flow properly. Small gutters need a sharper slope to move the water faster before it can overflow. Larger gutters can hold more water if you must use a shallow slope on the length of the gutter. A gutter installer can provide advice on the right gutter size.

There are gutter repair experts who specialize in gutter maintenance. These professionals can help with clogging, leaks, sagging, or other issues. An experienced pro should also be able to tell you when a repair won’t be enough and a full replacement will be necessary. Keeping your gutters in great shape is how you prevent bigger problems from forming.

The New Windsor, MD 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.
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