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TRUSTED BY WESTPORT, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon96
    Verified gutter cleaning services reviews

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

Avatar for Next Level Gutters
Next Level Gutters
5.0(
56
)
Gutters & Downspouts - Clean

Serving Westport, MA and surrounding areas

Approved

In business since 2013

Free estimates

Credit card accepted

"We were astonished at the incredibly prompt response, both at initial contact and in scheduling and completing the work. Matt did a couple of extras that were above and beyond the call of duty (including cleaning off the roof) and charged a reasonable price for the time and effort spent. In addition, he is personable, professional and a pleasure to deal with. NextLevel is now the permanent provider for all of our gutter projects."
Before
After
Response time30 mins
Recommended by100%of homeowners
Avatar for Gutter Pros
Gutter Pros
4.6(
20
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Westport, MA and surrounding areas

Approved

In business since 2024

Free estimates

Credit card accepted

"I highly suggest Gutter Pros for your gutter cleaning needs. Having worked with other gutter companies before, Gutter Pros stands out for their exceptional customer service. The experience was effortless and efficient, and I plan to schedule with them again in the fall. Thank you, Gutter Pros!"
Before we started our cleaning.
Cleaned out!
Gutters full of pine needles blocking downspouts
Clean gutters for a satisfied customer!
2nd floor Gutter full of leaf debris and dirt

+2

Response time2 days
Response rate97%
8 neighbors recently requested a quote
Avatar for South Shore Soft Wash, LLC
South Shore Soft Wash, LLC
4.7(
49
)
Gutters & Downspouts - Clean

Serving Westport, MA and surrounding areas

Approved

In business since 2013

Free estimates

Warranties offered

"We really missed actually using them instead of another company that left a complete mess around our house and only value was that they cleaned off some debris, but otherwise not too happy with the service."
 Black streaks=bacteria before
ROOF SOFTWASHED
 Same day results with safe non-pressure process
ROOF SOFTWASHED 11-2014
 Black streaks before

+28

Recommended by100%of homeowners
Avatar for Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
4.1(
3,537
)
Gutters & Downspouts - Clean

Serving Westport, MA and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

"10 Stars for Ned Stevens gutter cleaning!! I had small trees growing in my gutters and the front gutter was coming loose. They cleaned the gutters, fixed the gutter where it was loose and they bagged all the trash up. They did not charge extra for the loose gutter either. Nice and neat and EXCELLENT service!! So happy I found you guys!! Kathy from Dallas"
Our work
Our work
Our work
Our work
Our work

+1

Response time11 hrs
Response rate100%
2629 neighbors recently requested a quote
Avatar for Time To Shine Power Washing & Window Cleaning
Time To Shine Power Washing & Window Cleaning
4.5(
156
)
Gutters & Downspouts - Clean

Serving Westport, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2006

Free estimates

Emergency services offered

"Andrew and Nicole, along with their other two team members have done a great job for us every year for 3-4 years. They are very polite, conscientious, and thorough. They did exterior power wash, gutters and windows inside and out. Our house sparkles!"
Host Residence- Marion, Ma
Darusa Residence- Berkley, Ma
Fennely Residence- Westport, Ma
Sill Cleaning
Exterior Soft Washing

+97

Response time6 hrs
37 neighbors recently requested a quote
Recommended by84%of homeowners
Avatar for Services & More LLC
Services & More LLC
4.8(
31
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Westport, MA and surrounding areas

Approved

Free estimates

Emergency services offered

Warranties offered

"I hired this company for spring cleanup, and when they got here they were able to do so much more They edged all my beds. They mulched everything. They filled my new raised beds with loam. They cleaned my two ponds. They went way over and above what I expected, I would recommend them highly to anyone. They .were professional. They were courteous. They left nothing behind. It was absolutely the best experience I’ve had hiring someone in a long time. I couldn’t be happier. I would highly recommend them to anyone for any projects."
Furniture Assembly
Bathroom Remodel
Bathroom Remodel
Bathroom Remodel
Bathroom Remodel

+4

23 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 Westport, MA 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 60 years.

Our Work
Our Work
Our Work
Our Work
Our Work

+1

4 neighbors recently requested a quote
Avatar for Earth Green Pressure Washing and Gutter Cleaning
Earth Green Pressure Washing and Gutter Cleaning
New to Angi
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Westport, MA and surrounding areas

Approved

In business since 1998

Free estimates

Credit card accepted

We cover Southern NH,RI, Boston,Lowell,Lynn,Cape Cod,All of New England areas.Here at Earth Green Pressure Washing and Vacuum Gutter Cleaning we sustain our business on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business.%100 GUARANTEE OR YOUR MONEY BACK!

Title worker
Gutter cleaning
Pressure washing
Pressure washing
Pressure washing

+3

13 neighbors recently requested a quote
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Gutter Cleaning FAQs, answered by experts

Although having gutter guards and hoods dramatically reduces the number of times you will have to clean out your gutters, it doesn't necessarily mean that you won't ever have to clean your gutters. Experts recommend cleaning your gutters at least once every two years, even with gutter guards and hoods installed. If you don’t want to clean them yourself, you can hire a gutter cleaning company near you to complete the job.

The cost to install a downspout extension or reroute a downspout generally falls between $30 and $200. The final price depends on factors like whether you DIY the project or hire a gutter professional, the complexity of your gutter system, and the length of the new extension. A simple, above-ground DIY installation can cost as little as $30 for materials. In contrast, a more complex project involving professional installation and digging trenches for underground piping could cost over $1,000. This is still a significant saving compared to replacing your entire gutter system, which costs around $1,900 on average.

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.

The most common problem with gutters is clogging from debris like leaves, blossoms, and seeds from surrounding trees. This debris can block downspouts, leading to improper drainage and water overflow.

Other common issues include:

  • Leaks and holes, which can often be repaired with gutter sealant or caulk.

  • Rust, sagging, or detachment from the roofline.

  • Damage from strong storms.

  • Improperly pitched gutters that don't drain correctly.

Regular cleaning in the spring and fall is the best way to prevent most of these problems. You may need to clean them more often during periods of heavy leaf fall.

Buried downspouts can freeze during cold weather as cold water runs through them. If you’ve discovered your downspouts are frozen, you can carefully pour hot water down the top of the downspout to defrost them. If that doesn’t work, you may need to dig your downspout back up. Avoid trying to break the ice from the exterior using a hammer as this can cause cracks and damage to your downspout.

To avoid freezing the future, consider adding a heating cable to the exterior, which can adjust heat based on the surrounding temperature.

The Westport, MA homeowners’ guide to gutter cleaning services

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