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TRUSTED BY WILMINGTON, MA HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon419
    Verified gutter cleaning services reviews

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

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

Serving Wilmington, 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 Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
740
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Wilmington, MA and surrounding areas

Approved

In business since 2000

Offers commercial services

Customers say: Quality work

"Perfect experience. Claimed an Angie's List deal for gutter cleaning. Joe called within the hour and got me on their schedule on the same day. Guys arrived promptly and thoroughly cleaned all of our gutters. There is a steep hill on one side of our house which has prevented other gutter cleaning companies from getting to the gutter over that area, but Joe's crew got up on the roof and cleaned that area, too. They cleaned up well afterwards, as well. Couldn't have asked for a better experience. Will definitely have them back in the fall."
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+3

Response time12 hrs
Response rate100%
5 neighbors recently requested a quote
Avatar for Sun Bright Window Cleaning
Sun Bright Window Cleaning
4.9(
134
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Wilmington, MA and surrounding areas

Approved

In business since 2017

Free estimates

Offers commercial services

From everything from window cleaning, to gutter cleaning, to power washing, we are the experts you need to take care of your home or business. We provide fast and detailed service and look to treat every home or business as we would our own. We look forward to working with you!

4 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Gutter Kings
Gutter Kings
4.3(
527
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Wilmington, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"Update: received a call from the company indicating they had seen the original review (below) and were coming out to fix the problem. They arrived the next day, and I explained the problem. Everything was fixed within 30 minutes or so. They explained all the work was under warranty if there are any problems. I should have simply called the company in the first place to ask if they could come out to fix it. I am impressed that they were motivated to correct a problem without me even contacting them directly. I think that is rare these days. 

Was not home when work was done. One side looks ok and works fine. The other side had a single screw through the gutter and into the fascia to correct the pitch (I guess). This screw ripped out of the fascia at some point during/after installation. I'm guessing more than a single screw should have been used or it should have been at the correct pitch with the straps that hold the gutter and are screwed in beneath the shingles. Slight sag in the middle of gutter holds some water now, so will need to be fixed.
Overall, the job looks rushed, gutters twisted a bit and the fittings between gutter and downspouts are slightly misaligned. Better work was done by this company in a previous job when they did gutters on the house. Maybe just a less experienced crew for this smaller job?"
27 neighbors recently requested a quote
Recommended by83%of homeowners
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Gutter Cleaning FAQs, answered by experts

In Wilmington, homeowners typically decide on access arrangements if fences or landscaping are present, select how debris is disposed of in line with local yard waste guidelines, and approve any repairs to gutters or fascia. You’ll also choose the type of gutter guards best suited for local tree species and determine optimal downspout placement to improve rainwater management and protect your property’s drainage.

Helpful?

Gutter cleaning in Wilmington provides a chance to assess whether your current system can handle future additions like decks or sunrooms. Professionals may recommend adjusting downspout locations or upgrading gutters to manage increased roof drainage. Planning for seasonal access and ensuring compliance with Wilmington’s building codes help protect new structures and landscaping from water damage as your property evolves.

Helpful?

After gutter cleaning in Wilmington, inspect your gutters after major storms and before winter to catch early blockages. Evaluate whether gutter guards are needed, especially with local oak and maple debris. Confirm downspouts direct water at least five feet from your foundation. Monitor for signs of overflow or leaks, and set a biannual cleaning schedule to match Wilmington’s seasonal leaf and snow patterns.

Helpful?

After gutter cleaning in Wilmington, keep service receipts for warranty or insurance claims, along with before-and-after photos to track gutter condition. Document any repairs or upgrades, and note the date of service in a maintenance log. If damage was found and addressed, retain related paperwork and any permits. Maintaining these records supports future home sales and ensures compliance with local property standards.

Helpful?

Gutter cleaning in Wilmington offers immediate benefits like preventing basement flooding and protecting siding during heavy rain or rapid snowmelt. Over time, it reduces the risk of foundation cracks caused by poor rainwater management, helps avoid costly roof drainage issues during freeze-thaw cycles, and deters pests. Regular maintenance also preserves curb appeal and supports home values in Wilmington’s competitive real estate market.

Helpful?

The Wilmington, MA homeowners’ guide to gutter cleaning services

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