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TRUSTED BY MILLSBORO, DE HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon242
    Verified gutter cleaning services reviews

Top-Rated Gutter cleaning pros in Millsboro - Updated Nov 2026

Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,584
)
Gutters & Downspouts - Clean

Serving Millsboro, DE 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

11035 neighbors recently requested a quote
Recommended by80%of homeowners
Avatar for The Gutter Pros
The Gutter Pros
4.6(
22
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Millsboro, DE and surrounding areas

Approved

In business since 2012

Free estimates

Emergency services offered

"Very pleased with Gutter Pros. The technician arrived timely. was very professional, and recommended a cost effective way to resolve our gutter problems. will definitely use them again. JJR"
Gutter Install
Gutter Install
Gutter Install
Gutter Install
Leaf Protection

+1

Response time1 day
33 neighbors recently requested a quote
Recommended by82%of homeowners
Avatar for James Forrest Contracting
James Forrest Contracting
4.9(
136
)
Gutters & Downspouts - Clean

Serving Millsboro, DE and surrounding areas

Approved

Super Service Award Winner

In business since 1980

Free estimates

Warranties offered

"You can't beat a family-owned and operated business that does a good job at a reasonable price, and one that takes pride in their work. James and his father were great to work with, showed up as scheduled, did an excellent job installing screens on our gutters, and did the all-important clean up afterwards. And the gutter screens are just as, if not more, effective than the outrageously expensive options widely advertised."
Response time4 hrs
Response rate96%
29 neighbors recently requested a quote
Avatar for Milford Gutter Guys, LLC
Milford Gutter Guys, LLC
4.2(
27
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Millsboro, DE and surrounding areas

Approved

In business since 1988

Free estimates

Warranties offered

"Milford Gutter Guys came to our home and efficiently replaced two of our gutters & downspouts at a very reasonable price. They were very courteous and did a great job. We will gladly recommend them to others."
Response time1 day
8 neighbors recently requested a quote
Recommended by95%of homeowners
Avatar for Small-Town Pressure Washing
Small-Town Pressure Washing
5.0(
5
)
Gutters & Downspouts - Clean

Serving Millsboro, DE and surrounding areas

Approved

In business since 2025

Free estimates

Small jobs welcome

Soft and Power washing services for residential and commercial properties in Kent & Sussex Counties of DE. Buildings, homes, roofs, driveways, windows, patios, walkways, pavers, & more - you’ve got grime, we can clean it away! Delaware licensed and insured. Services for property maintenance and improvement needs. Call 302-632-4869 today!

Before and After
Before and After
Before and After
Before and After
Before and After

+10

7 neighbors recently requested a quote
Avatar for Roofing Solutions
Roofing Solutions
4.5(
6
)
Gutters & Downspouts - Clean- For Business

Serving Millsboro, DE and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

Roofing Solutions your Flat & Metal Roof specialist Whether you are facing a leaky roof or need to install a new roof . Roofing Solutions provides high-quality roofing services at competitive prices. Free Estimate Same day service deal directly with the owners. Roofing solutions operate at the highest level, providing products and services of the highest quality, always giving a 100%. Client satisfaction is our priority. With a highly skilled and professionally trained team of experts, we aim to provide the best possible services while ensuring that our prices are reasonable. We offer complete roofing solutions, allowing our clients to find everything they need under one roof. We target efficiency, affordability, and quality. We specialize in providing roofing services for commercial properties. We are Licensed and Insured.

What We Do...
What We Do...
What We Do...
What We Do...
What We Do...

+64

Response time5 hrs
Response rate98%
17 neighbors recently requested a quote
Avatar for The Twisted sisters cleaning Co
The Twisted sisters cleaning Co
New to Angi
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Millsboro, DE and surrounding areas

Approved

Free estimates

Small jobs welcome

Credit card accepted

Hey everyone! 👋🏼\n\nI wanted to take a moment to introduce myself! My name is Chelsey, and I am the co-owner of Twisted Sisters Cleaning Co.! 🧹✨\n\nI’m a wife and mama to three kiddos, so trust me when I say I completely understand how busy life gets! Between work, kids, family, and everyday life, sometimes cleaning is the last thing you want to tackle or simply something you just don’t have the time for.\n\nThat’s where we come in! ❤️\n\nWhether you need a little extra help keeping up with everyday messes, a deep clean, or just want to come home to a fresh, clean space, we’d love to take that stress off your plate!\n\nOur goal is to make life a little easier, one clean home at a time. You deserve to enjoy your home without feeling like you constantly have to clean it!\n\nLet us help you take cleaning off your to-do list! 🫧\n\nThank you for supporting our small business. We can’t wait to meet you and help make your home sparkle! ✨\n\n— Chelsey\nCo-Owner | Twisted Sisters Cleaning Co.

Deep clean on kitchen
3 neighbors recently requested a quote
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Gutter Cleaning FAQs, answered by experts

The best times of year to clean your gutters are typically in the spring and fall. Cleaning in the fall is crucial for removing leaves and debris that have accumulated, which helps prevent clogs. A spring cleaning ensures your gutters are clear and prepared for seasonal rainfall.

As a general guideline, experts recommend cleaning your gutters at least twice a year. However, the optimal frequency depends on several factors, such as local weather patterns, the type of gutters you have, and the number of trees on your property. If your home is surrounded by many large trees or pine trees, you may need to clean your gutters as often as every three to four months. If you have few or no trees nearby, twice a year is likely sufficient. In some cases, you may need to clean them a couple of times during the fall and spring to keep them clear and allow water to flow freely.

You can clean the gutters on a two-story house using gutter tongs on an extension pole. However, cleaning second-story gutters from a ladder or the roof is very dangerous and should be done by a professional.

Failing to clean your gutters can lead to serious and costly damage. When leaves and other debris cause blockages, water cannot drain properly and will overflow. This can lead to water pooling around your home’s foundation, causing basement flooding and structural damage. The overflow can also damage your roof, siding, and fascia boards, with the constant moisture promoting mold, mildew, and rot. The weight of wet debris can cause gutters to sag or break, while stagnant water creates a breeding ground for pests like mosquitoes and rodents. Additionally, runoff can damage landscaping or freeze on driveways and patios, causing cracks. To prevent these issues, it is recommended to clean your gutters at least once or twice a year.

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 should be cleaned at least twice a year, in the spring and in the fall, to remove the debris from trees that can clog the eavestroughs and downspouts. Debris like leaves, twigs, and seed pods can build up and cause your gutters to overflow, potentially causing damage to your roof and foundation. Water backing up under the shingles can rot the edge of your roofline. Overflow water falling next to your foundation can end up leaking into your basement or crawl space.

The Millsboro, DE homeowners’ guide to gutter cleaning services

From average costs to expert advice, get all the answers you need to get your job done.