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TRUSTED BY SOUTHOLD, NY HOMEOWNERS

  • Average homeowner rating star icon4.8
    Average homeowner rating
  • Verified reviews icon53
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Southold

Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,546
)
Gutters & Downspouts - Clean

Serving Southold, NY and surrounding areas

Approved (Corporate)

In business since 2005

Free estimates

Warranties offered

"LeafFilter doesn't clean gutters, they sell and install their LeafFilter Gutter products and only clean the gutters if you buy their product. I can't even begin to afford their product so I wasn't able to get my gutter cleaned by them."
Free no obligation estimates
Free no obligation estimates
Metal Screen mesh ontop of gutter
Free-flowing water in clean gutters
Debris resistant gutter protection

+63

11106 neighbors recently requested a quote
Recommended by82%of homeowners
Avatar for Pro Master Construction, Inc.
Pro Master Construction, Inc.
5.0(
125
)
Gutters & Downspouts - Clean

Serving Southold, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2020

Warranties offered

Credit card accepted

"Luan provided a written free quote which was reasonable. He is very personable and did not pressure to get the job. His work was excellent. He was very methodical and wanted me to be satisfied before accepting payment. He always did a thorough clean up each day. I would hire him again and highly recommend him."
Response time8 hrs
Response rate92%
127 neighbors recently requested a quote
Avatar for TOP FIX CONSTRUCTION INC.
TOP FIX CONSTRUCTION INC.
5.0(
13
)
Gutters & Downspouts - Clean

Serving Southold, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2025

Free estimates

Credit card accepted

TOP FIX CONSTRUCTION INC. is committed to excellence in every aspect of our\nbusiness. We uphold a standard of integrity bound by fairness, honesty,\nand personal responsibility. Our distinction is the quality of service\nwe bring to our customers. Accurate knowledge of\nour trade combined with ability is what makes us true professionals.\nAbove all, we are watchful of our customers' interests and make their\nconcerns the basis of our business.

New Roof Installation
New Roof Installation
New Roof Installation
New Roof Installation
New Roof Installation

+14

Response time3 hrs
Response rate99%
3 neighbors recently requested a quote
Avatar for Wash King
Wash King
5.0(
5
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Southold, NY and surrounding areas

Approved

In business since 2022

Free estimates

Emergency services offered

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.

Response time6 hrs
Response rate98%
2 neighbors recently requested a quote
Avatar for Ned Stevens Gutter Cleaning- Commercial
Ned Stevens Gutter Cleaning- Commercial
4.0(
1
)
Gutters & Downspouts - Clean- For Business

Serving Southold, NY and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

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.

Our Work
Our Work
Our Work
Our Work
Our Work

+1

2 neighbors recently requested a quote
Avatar for Sebonac Creek Landscape
Sebonac Creek Landscape
4.6(
9
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Southold, NY and surrounding areas

Approved

In business since 2012

Free estimates

Emergency services offered

We offer only the best in quality workmanship and professional courtesy. We specialize in all phases of commercial and residential landscaping. We are committed to quality work and outstanding results & are strongly involved in local community activities. We look forward to working with you!\n

Response time7 hrs
Response rate93%
14 neighbors recently requested a quote
Avatar for Chloe’s Cleaning Co
Chloe’s Cleaning Co
New to Angi
Gutters & Downspouts - Clean

Serving Southold, NY and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

Hi, I’m Chloe!! I’m a friendly, dependable housekeeper who genuinely enjoys helping people create clean, comfortable, and welcoming homes. I take pride in my work and pay close attention to detail, ensuring every space is cleaned with care and thoroughness. With previous housekeeping experience, I understand the importance of reliability, professionalism, and treating your home with respect. I’m currently growing my housekeeping business and am excited to connect with new clients through this platform. I look forward to earning your trust and helping keep your home looking its best!! Please feel free to reach out to me with any questions, to receive a custom quote or for more information

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Gutter Cleaning questions, answered by experts

Properly installed gutters should be able to function normally in heavy rains. Allowing water to overflow can cause water damage around your home's basement or foundation. If the overflow is caused by a simple clog, paying a gutter cleaning cost of $125 to $250 may be enough to get the gutters running clear again. If there's a larger issue, you may need to repair or replace your gutters.

Gutters overflow in heavy rain for several reasons. The main reasons why your gutters could be overflowing in heavy rain include:

  • Not enough downspouts to effectively remove water from your gutters

  • Too small of a gutter width—the average gutter size is four to six inches

  • Clogged gutters

  • Incorrect slope

If you believe your gutters were installed incorrectly, it’s a good idea to know who to call for gutter leaks. Speak with a local gutter specialist to get to the bottom of your gutter system to stop water from flooding your property or yard ASAP.

While both underground and above-ground downspout extensions are a step up from no downspout extensions, underground downspouts are better for those looking for a more discreet option. Underground downspouts are hidden away—out of sight, out of mind. You won't be bumping into the extended sections with your lawn mower, nor will you see the downspouts sticking out like a sore thumb.

Walking on the roof to clean gutters is unsafe and not recommended due to significant safety risks. It is especially dangerous on steep or slippery roofs, or if the roof is wet or covered in leaves, which increases the chance of a fall. In addition to personal injury, walking on the roof can damage shingles, potentially leading to water leaks. Instead of walking on the roof, use a sturdy ladder positioned on a stable surface to access the gutters. Be aware that using a ladder also carries risks, as it can be difficult to maintain balance while performing the work. You can also use ground-based cleaning tools. For safety reasons and to prevent damage to your roof, hiring a professional to clean your gutters is the best and safest option.

Yes, gutters can still get clogged even with gutter guards installed. While guards significantly reduce the amount of debris that enters your gutters, they are not 100% effective.

Small debris such as pine needles, seedlings, algae, small leaves, and pebbles can pass through the guard's screen or mesh and accumulate over time. Clogs can also form if the guards themselves are not cleaned and become overwhelmed with debris on top, preventing water from entering the gutter.

If this buildup is neglected, it can lead to clogs, water leaks, mold growth, and even plants sprouting from the gutters. The primary benefit of gutter guards is not the complete elimination of maintenance, but a dramatic reduction in how often you need to perform it, often from several times a year to just once a year or less.

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.