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TRUSTED BY MILTON, MA HOMEOWNERS

  • Average homeowner rating star icon4.2
    Average homeowner rating
  • Verified reviews icon537
    Verified gutter cleaning services reviews

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

Avatar for JLM Gutter Cleaning Service
JLM Gutter Cleaning Service
4.4(
533
)
Gutters & Downspouts - Clean

Serving Milton, MA and surrounding areas

Approved

In business since 1998

Free estimates

Small jobs welcome

For over 25 years, JLM Gutter Cleaning Service has remained locally Family Owned & Operated, specializing in all things Gutter-related. Cost is determined by the job. Call (800) 362-0933 to schedule an Estimate or an Appointment. Mailing Address: PO Box 553 Stoughton, MA 02072.

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2 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for AAA Sparkling Window & Gutter Cleaning
AAA Sparkling Window & Gutter Cleaning
4.6(
389
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Milton, MA and surrounding areas

Approved

In business since 1925

Free estimates

Warranties offered

"They were highly recommended by a friend who used them, and we were very pleased by the results. They were booked out quite a ways, but they were prompt in arriving, were very professional and did a great job cleaning all the windows, screens and doors in our house. We will definitely use them again."
Response time2 days
Response rate100%
2 neighbors recently requested a quote
Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
740
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Milton, MA and surrounding areas

Approved

In business since 2000

Free estimates

Warranties offered

"Domenic and team did an amazing job. I honestly have no complaints. While they did not give me the cheapest quote, they certainly were not the highest either. I bought my two family house 13 years ago and the previous owner had roof work done that was less than par. Needless to say, I had many issues with birds and squirrels over the last decade, due to unsecured fascia board around the house. When Domenic and team starting opening up the fascia to redo and secure it, they found a lot of issues with the previous roofers work. The previous roofer never wrapped the fascia completely and they never secured it correctly. It looks like they did the bare minimum. And a home inspection would have never picked it up. Domenic and team were able to redo all the fascia board, install new gutters and down spouts. I will be using them in the future to maintain my roof, along with the annual cleaning out of the gutters. I highly recommend Hennelly & Son Roofing & Gutters to others looking for superior quality of service."
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+3

Response time12 hrs
Response rate100%
6 neighbors recently requested a quote
Avatar for Gutter Kings
Gutter Kings
4.3(
527
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Milton, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"Received estimate on 11/14/16 from Wayne. Was told that it would be a week out before scheduling, Crew showed up on 11/15/16 to take care of the job. All in all, unless the lack of service from East Coast Gutter - Hollis, NH, Gutter Kings was very responsive, professional, and quick with the repair. Will be hiring them for a bigger job this coming Spring."
27 neighbors recently requested a quote
Recommended by83%of homeowners
Avatar for Expert Window & Gutter Cleaning
Expert Window & Gutter Cleaning
5.0(
21
)
Gutters & Downspouts - Clean

Serving Milton, MA and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

"So thrilled with our window cleaning service. John is so courteous, professional, respectful and did an awesome job. So nice when you can rely on folks in the service industry. We highly recommend John. https://www.facebook.com/Expertwindowandgutters?mibextid=LQQJ4d"
Cape Cod window cleaning
Middleborough gutters
Middleborough gutters
Response time2 hrs
Response rate92%
1 neighbors recently requested a quote
Avatar for Gotta Get A Gutter
Gotta Get A Gutter
4.4(
17
)
Gutters & Downspouts - Clean

Serving Milton, MA and surrounding areas

Approved

In business since 1986

Free estimates

Emergency services offered

"Very nice, hard working, knowledgeable and Professional. I appreciate their attention to detail and senior discount! Would hire again. The work was done primarily to provide repairs needed to keep animals like squirrels and other rodents from entering the house by repairing openings between roof and gutters with metal barrier. Photos were provided to show details of the work."
Roof & Gutters
Roof & Gutters
Roof & Gutters
Roof
Roof

+29

Response time6 hrs
Response rate94%
15 neighbors recently requested a quote
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Gutter Cleaning FAQs, answered by experts

If you want to avoid burying your downspouts, several alternatives can help direct water away from your home's foundation. One option is to connect a rain barrel to your downspout. During a storm, the barrel collects water that you can later use for irrigating your lawn or garden. Another common solution is to install an above-ground downspout extension. This can be done in a couple of ways:

  • Splash Guards: Placing a splash guard, available at most hardware stores, under your downspout can act as a simple funnel to direct water away from the house.

  • Downspout Extensions: You can add an extension to the end of the downspout's elbow to carry water further into your yard. Some extensions are flexible, allowing you to maneuver them around landscaping.

These above-ground solutions are particularly useful if your home has a slab foundation that you cannot dig up. However, they have limitations. An extension may not move water as far from your home as an underground system. More importantly, if your yard slopes back toward your house, these methods will be ineffective, and burying your downspouts remains the best option to prevent potential flooding and water damage.

While you can clean your gutters without geting on a ladder, you won't know just how well you're cleaning them without the use of a telescopic water pole. Some ways to clean gutters from the ground include using telescopic cleaning tools and a leaf blower extension, wet/dry vacuum extension, pressure washer, or garden hose with a curved end.

Yes, it is okay to knock down icicles yourself. Just make sure to take the proper safety precautions. If you’re not comfortable doing it yourself, contact a roofing professional.

If you do end up with frozen gutters, it's important to thaw them correctly. Thawing your gutters slowly is far safer than trying to break apart the ice. Once you get through the ice, bring in a gutter professional to check out the effectiveness of your heated system.

Downspouts channel water from your roof and gutters into the ground following a specific route so water doesn’t accumulate around your house’s foundation. Without a downspout, the standing water will wash away material and disrupt the soil, leading to foundation erosion. The standing water will also form ice around your house during cold weather, causing a safety hazard.

The Milton, MA homeowners’ guide to gutter cleaning services

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