
Get matched with top gutter cleaning pros in Southold, NY
There are 18 highly-rated local gutter cleaning pros.
Need a pro for your gutter cleaning project in Southold, NY?
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Verified Reviews for Gutter Cleaning pros in Southold, NY
*The Angi rating for Gutter Cleaning companies in Southold, NY is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.
*The HomeAdvisor rating for Gutter Cleaning companies in Southold, NY is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.
Last update on October 04, 2025
Find Gutter cleaning pros in Southold

F.E. INC.
F.E. INC.
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

Dream Pro Masonry
Dream Pro Masonry
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

CTM WINDOW CLEANING
CTM WINDOW CLEANING
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

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

North Side Enterprises LLC
North Side Enterprises LLC
NorthSide Enterprises is a Family owned and operated business owned by 2 brothers, Dan and James. We offer a variety of services such as grass cutting,mulch,leaf cleanups, garbage removal, pressure washing, land clearing ect. we offer free estimates. We want your work!
"Amazing. Hands down great reliable service!! With and excellent outcome!!"
John P on March 2025
NorthSide Enterprises is a Family owned and operated business owned by 2 brothers, Dan and James. We offer a variety of services such as grass cutting,mulch,leaf cleanups, garbage removal, pressure washing, land clearing ect. we offer free estimates. We want your work!
"Amazing. Hands down great reliable service!! With and excellent outcome!!"
John P on March 2025

Wash King
Wash King
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

Reyes Home Improvement
Reyes Home Improvement
Reyes proudly serves it's customers with pride, integrity and attention to the details that matter most to you. This is one of the many things that sets us apart from the rest. We are locally owned and operated. Give us a call today!
"Mr Reyes brought his guys here & they worked with the wrong type of sander. They used a palm sander to try & remove the old stain on my deck. When he came back to pick up his workers they of course did not have all the stain removed. He said oh, you wanted all the stain removed? If that’s what you wanted it would have been a lot more money. He said he didn’t understand because of the language barrier. We had to pay him for a job half done."
Paul R on June 2024
Reyes proudly serves it's customers with pride, integrity and attention to the details that matter most to you. This is one of the many things that sets us apart from the rest. We are locally owned and operated. Give us a call today!
"Mr Reyes brought his guys here & they worked with the wrong type of sander. They used a palm sander to try & remove the old stain on my deck. When he came back to pick up his workers they of course did not have all the stain removed. He said oh, you wanted all the stain removed? If that’s what you wanted it would have been a lot more money. He said he didn’t understand because of the language barrier. We had to pay him for a job half done."
Paul R on June 2024

Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
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.
"My experience was good. There good communication regarding the job and someone came out and completed the work as soon as the weather allowed"
Geraldine D on September 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.
"My experience was good. There good communication regarding the job and someone came out and completed the work as soon as the weather allowed"
Geraldine D on September 2025

Crud to Suds Powerwashing, LLC
Crud to Suds Powerwashing, LLC
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
OG DIAMOND CONTRACTING
OG DIAMOND CONTRACTING
Renovation, Painting Interior & Exterior, Deck, Vinyl & Hardwood Flooring, Powerwash, Bathroom Remodeling, Carpentry Finish, Wallpaper, Window Cleaning.
Renovation, Painting Interior & Exterior, Deck, Vinyl & Hardwood Flooring, Powerwash, Bathroom Remodeling, Carpentry Finish, Wallpaper, Window Cleaning.
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.
This guide to gutter cleaning costs provides estimates for cleaning different types of gutters, tips for saving money on gutter cleaning, and answers to how to clean gutters.
What is gutter cleaning, and why is it important? From benefits and cost to recommended cleaning frequency, we bring you essential gutter cleaning basics you need to know.
Gutters clogged with debris can cause your system to leak, sending water down the side of your home and into your foundation. Learn how this problem can lead to soil erosion, slab foundation damage, and basement column damage.
Regular gutter cleaning protects your home from water damage. Find out how often you should clean your gutters and look for signs like accumulated debris.
Harvesting your own rainwater is surprisingly simple. A rain barrel costs very little compared to how much you’ll save—and Mother Earth will thank you, too.
Gutter guards won’t completely protect your gutters against debris, but they make clean-up a lot easier. Learn how you can clean gutters with gutter guards.
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