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There are 18 highly-rated local gutter cleaning pros.

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  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon252
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Southold

Avatar for Dream Pro Masonry

Dream Pro Masonry

564 Main Rd
5.00(
1
)
Approved Pro

Dream Pro Masonry

564 Main Rd
5.00(
1
)
Approved Pro
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
88 local quotes requested

Dream Pro is committed to delivering high-quality, affordable landscaping solutions. As a family-owned business deeply rooted in the community, we offer a variety of services from garden design to maintenance, ensuring personalized attention to every project. Dream Pro promises to transform your outdoor spaces with dedication and expertise, making every landscape a dream come true.

"Unfortunately circumstances forced me to cancel service. However, Eric was pleasant, polite, easy going and very detailed in telling me the service they would provide. I recommend them based on my meeting with Eric."

Eleanor S on June 2024

Dream Pro is committed to delivering high-quality, affordable landscaping solutions. As a family-owned business deeply rooted in the community, we offer a variety of services from garden design to maintenance, ensuring personalized attention to every project. Dream Pro promises to transform your outdoor spaces with dedication and expertise, making every landscape a dream come true.

"Unfortunately circumstances forced me to cancel service. However, Eric was pleasant, polite, easy going and very detailed in telling me the service they would provide. I recommend them based on my meeting with Eric."

Eleanor S on June 2024


Avatar for F.E. INC.

F.E. INC.

125 W Broadway
4.10(
20
)
Approved Pro

F.E. INC.

125 W Broadway
4.10(
20
)
Approved Pro
Customers say: Terrific value
203 local quotes requested
27 years of experience

Favorito enterprises have been servicing Suffolk county of Long Island for over 25 yrs. We pride our reputation on customer satisfaction. We are a full service landscape contractor that can provide anything from design and build to any part of maintaining your current landscaping.

"We have used this company for several years and they are always accountable, professional, and reasonably priced. I would recommend their services to everyone!"

Ellen F on August 2023

Favorito enterprises have been servicing Suffolk county of Long Island for over 25 yrs. We pride our reputation on customer satisfaction. We are a full service landscape contractor that can provide anything from design and build to any part of maintaining your current landscaping.

"We have used this company for several years and they are always accountable, professional, and reasonably priced. I would recommend their services to everyone!"

Ellen F on August 2023


Avatar for CTM WINDOW CLEANING

CTM WINDOW CLEANING

5.00(
54
)
Approved Pro

CTM WINDOW CLEANING

5.00(
54
)
Approved Pro
Customers say: True professional
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
78 local quotes requested

CTM WINDOW CLEANING is Long Islands Premier window cleaning company! Owner operated with over 17 years of experience specializing in all phases of window cleaning, pressure washing, and gutter cleaning services. Serving residential and commercial properties in Suffolk and Nassau counties. CTM WINDOW CLEANING is a TRUST WORTHY, RELIABLE, DETAIL ORIENTED cleaning company that AIMS TO PLEASE! So give us a call today for your free estimate!

"Chris did a great job cleaning the interior and exterior of all our windows and glass doors. He also did many of our screens. 65 in total. He even cleaned the skylight on the 3rd story of our roof. He used WD-40 on the window mechanism. He cleaned up perfectly, and the windows in our house have never looked better. We will have him return next year. Amazing job!"

BART K on April 2025

CTM WINDOW CLEANING is Long Islands Premier window cleaning company! Owner operated with over 17 years of experience specializing in all phases of window cleaning, pressure washing, and gutter cleaning services. Serving residential and commercial properties in Suffolk and Nassau counties. CTM WINDOW CLEANING is a TRUST WORTHY, RELIABLE, DETAIL ORIENTED cleaning company that AIMS TO PLEASE! So give us a call today for your free estimate!

"Chris did a great job cleaning the interior and exterior of all our windows and glass doors. He also did many of our screens. 65 in total. He even cleaned the skylight on the 3rd story of our roof. He used WD-40 on the window mechanism. He cleaned up perfectly, and the windows in our house have never looked better. We will have him return next year. Amazing job!"

BART K on April 2025


Avatar for B & B Painting by the Pro's Inc

B & B Painting by the Pro's Inc

287 Lombardy Blvd
4.21(
204
)
Approved Pro

B & B Painting by the Pro's Inc

287 Lombardy Blvd
4.21(
204
)
Approved Pro
Customers say: Quality work
46 local quotes requested
43 years of experience

B & B Painting by the Pro's Incorporated in Bay Shore, New York, is a painting contractor that has been providing outstanding services for more than 37 years. We employ workers that are clean, neat, and courteous and provide affordable and quality services. We have acquired many references thanks to our more than 37 years in the industry. Rest assured that we value your business, as clients deal directly with the boss.

"Four-person crew was excellent. All were very reliable, responsible and skilled technicians. They were quite responsive to my queries and requests. They also took considerable time cleaning rooms and restoring furniture to original placement. I would not hesitate to have them back in my home for additional work and will readily recommend to others. Supervisor provided good oversight of the job. He also responded to requests on a timely basis."

Carole N on April 2022

B & B Painting by the Pro's Incorporated in Bay Shore, New York, is a painting contractor that has been providing outstanding services for more than 37 years. We employ workers that are clean, neat, and courteous and provide affordable and quality services. We have acquired many references thanks to our more than 37 years in the industry. Rest assured that we value your business, as clients deal directly with the boss.

"Four-person crew was excellent. All were very reliable, responsible and skilled technicians. They were quite responsive to my queries and requests. They also took considerable time cleaning rooms and restoring furniture to original placement. I would not hesitate to have them back in my home for additional work and will readily recommend to others. Supervisor provided good oversight of the job. He also responded to requests on a timely basis."

Carole N on April 2022


Avatar for Wash King

Wash King

16 Shore Road
5.00(
5
)
Approved Pro

Wash King

16 Shore Road
5.00(
5
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
3 years of experience

Wash King 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.

"Did a great job at a fair price.."

Christine J on October 2023

Wash King 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.

"Did a great job at a fair price.."

Christine J on October 2023


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 Home Team Construction, Inc.

Home Team Construction, Inc.

74 Patchogue Avenue
4.97(
72
)
Approved Pro

Home Team Construction, Inc.

74 Patchogue Avenue
4.97(
72
)
Approved Pro
Customers say: Quality work
Recommended by 91% of Angi customers
Recommended by 91% of HomeAdvisor customers
47 local quotes requested

We take great pride in our experience, expertise, quality and customer service that we provide to meet your needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer a professional manner. Our reputation is based on service, safety and quality, regardless of how large or small the job.

"Great work. "

Jack M on August 2025

We take great pride in our experience, expertise, quality and customer service that we provide to meet your needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer a professional manner. Our reputation is based on service, safety and quality, regardless of how large or small the job.

"Great work. "

Jack M on August 2025


Avatar for Ned Stevens Gutter Cleaning

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,931
)
Approved Pro

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,931
)
Approved Pro
Customers say: True professional
3083 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.

"The scheduling was easy over the phone, and the person I spoke with was able to coordinate with me to determine the best service approach for the gutters as well as dryer vent cleaning. We received a notification text when the team was on the way, and they were prompt and efficient. They cleaned up and left the bag on the curb, probably only took an hour or so. I received a follow-up call to confirm the job was completed, and there was an attempt to schedule more services, which I wasn't fond of (don't like being upsold to), but the service itself and scheduling processes were great. "

Katie G 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.

"The scheduling was easy over the phone, and the person I spoke with was able to coordinate with me to determine the best service approach for the gutters as well as dryer vent cleaning. We received a notification text when the team was on the way, and they were prompt and efficient. They cleaned up and left the bag on the curb, probably only took an hour or so. I received a follow-up call to confirm the job was completed, and there was an attempt to schedule more services, which I wasn't fond of (don't like being upsold to), but the service itself and scheduling processes were great. "

Katie G on October 2025


Avatar for All Done Construction, Inc.

All Done Construction, Inc.

180 Mastic Boulevard
4.77(
132
)
Approved Pro

All Done Construction, Inc.

180 Mastic Boulevard
4.77(
132
)
Approved Pro
Customers say: Quality work
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
120 local quotes requested

All Done Construction, Inc., is one of the premiere residential exterior contractors in the greater Nassau and Suffolk county area. With over 15 years' worth of experience in the industry, we specialize in an array of expertise for all your exterior needs. Many of our past and current customers even consider us masters within our trade. Regardless of the size and scope of your project, we will employ our unique skill set to see your project through from beginning to end. We will treat your property with the same care and consideration we utilize when working on our own personal projects. We will take your initial concept and see it to fruition as a finished work of art worthy of royalty. Feel free to contact us to schedule an initial consultation, as we are more than happy to meet with you and discuss your project today!

"Arrived on time, explained what needed to be done for my roof flashing coming off. Completed the work quickly and efficiently. Also repaired some loose mouldings on the side of my home at no extra cost. Will use them again to replace my decking in the backyard when the weather is warmer in the spring. Thanks, Frank"

Frank T on December 2023

All Done Construction, Inc., is one of the premiere residential exterior contractors in the greater Nassau and Suffolk county area. With over 15 years' worth of experience in the industry, we specialize in an array of expertise for all your exterior needs. Many of our past and current customers even consider us masters within our trade. Regardless of the size and scope of your project, we will employ our unique skill set to see your project through from beginning to end. We will treat your property with the same care and consideration we utilize when working on our own personal projects. We will take your initial concept and see it to fruition as a finished work of art worthy of royalty. Feel free to contact us to schedule an initial consultation, as we are more than happy to meet with you and discuss your project today!

"Arrived on time, explained what needed to be done for my roof flashing coming off. Completed the work quickly and efficiently. Also repaired some loose mouldings on the side of my home at no extra cost. Will use them again to replace my decking in the backyard when the weather is warmer in the spring. Thanks, Frank"

Frank T on December 2023


Avatar for Crud to Suds Powerwashing, LLC

Crud to Suds Powerwashing, LLC

23 Quaker Path
5.00(
10
)
Approved Pro

Crud to Suds Powerwashing, LLC

23 Quaker Path
5.00(
10
)
Approved Pro
30 local quotes requested
20 years of experience

Crud to Suds Powerwashing – Professional Exterior Cleaning Services At Crud to Suds Powerwashing, we specialize in making your property look its absolute best. From sparkling clean siding and spotless driveways to refreshed decks, pavers and walkways, our expert exterior cleaning services remove dirt, grime, mold, and mildew to restore your home or business’s curb appeal. We use professional-grade equipment and proven techniques to ensure outstanding results without causing damage. Whether you need a soft wash for delicate surfaces or high-pressure cleaning for tough stains, our team is committed to delivering quality work—on time and with attention to detail.

"Excellent and prompt same day service, caring, polite, and excellent job performance, which satisfied my husband and myself very much. We definitely will hire him again in the future as needed."

Linda H on September 2025

Crud to Suds Powerwashing – Professional Exterior Cleaning Services At Crud to Suds Powerwashing, we specialize in making your property look its absolute best. From sparkling clean siding and spotless driveways to refreshed decks, pavers and walkways, our expert exterior cleaning services remove dirt, grime, mold, and mildew to restore your home or business’s curb appeal. We use professional-grade equipment and proven techniques to ensure outstanding results without causing damage. Whether you need a soft wash for delicate surfaces or high-pressure cleaning for tough stains, our team is committed to delivering quality work—on time and with attention to detail.

"Excellent and prompt same day service, caring, polite, and excellent job performance, which satisfied my husband and myself very much. We definitely will hire him again in the future as needed."

Linda H on September 2025

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Gutter Cleaning questions, answered by experts

Most homes will sustain water damage without gutters. When a home doesn't have gutters, water that runs off the roof will splash down to the ground to create foundation damage, rotting trim, rotting fascia, and soil erosion. A broken or compromised gutter system can be just as damaging as having no gutters. That's why it's essential to talk to roofing pros about how to fix gutters pulling away from house as soon as you notice an issue.

Yes, many installers provide seamless options to reduce leaks and improve durability.

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.

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.

A full gutter system, or even a full gutter replacement , costs homeowners an average of around $1,200 . This is a very rough number based on the average-sized home with a typical roof build, using vinyl gutters. This average also assumes the roof is in good condition, as you can’t hang new gutters on a rotting or sloping roof. Factors that increase cost are metal gutters, larger homes, and unique gutter styles.

The Southold, 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.
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