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

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

Serving Boston, 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.

Gallery
Gallery
Gallery
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 Boston, 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 Boston, MA and surrounding areas

Approved

In business since 2000

Free estimates

Warranties offered

"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%
6 neighbors recently requested a quote
Avatar for Valley View Gutter Cleaning LLC
Valley View Gutter Cleaning LLC
5.0(
14
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Boston, MA and surrounding areas

Approved

In business since 2019

Free estimates

Credit card accepted

At Valley View Gutter Cleaning LLC, our company is based on the belief that our customers' needs are of the utmost importance. Our team is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is too big or too small for our experienced team. Call today for a quote! \n

Gutters Cleaning
Gutters Cleaning
Gutters Cleaning
Gutters Cleaning
Gutters Cleaning

+11

1 neighbors recently requested a quote
Avatar for Gotta Get A Gutter
Gotta Get A Gutter
4.4(
17
)
Gutters & Downspouts - Clean

Serving Boston, 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
Avatar for EP LANDSCAPE DEMO & SERVICES LLC
EP LANDSCAPE DEMO & SERVICES LLC
5.0(
77
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Boston, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2025

Free estimates

Emergency services offered

"Customer Service was Excellent. Albert returned my call immediately and was out to do the work the same afternoon. The fall clean-up was done efficiently and with great care to detail. The staff were so nice and worked very hard. It's beautiful and I'm so happy. I will definitely use them again and hope you try them too."
Response time3 hrs
Response rate100%
2 neighbors recently requested a quote
Avatar for Seasons Edge LLC
Seasons Edge LLC
5.0(
7
)
Gutters & Downspouts - Clean

Serving Boston, MA and surrounding areas

Approved

Free estimates

Credit card accepted

We specialize in keeping your home looking its best and protected year-round with professional gutter cleaning & repair to prevent water damage from New England?s heavy rains and leaf seasons, power/pressure washing to blast away dirt, grime, and mildew from siding, driveways, decks, and patios, soft washing for gentle yet effective cleaning of roofs, exteriors, and delicate surfaces, plus expert painting & staining services for refreshing your home?s curb appeal?whether it?s interior/exterior painting or wood deck/fence staining.

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Clogged gutter
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5 neighbors recently requested a quote
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Gutter Cleaning FAQs, answered by experts

When hiring in Boston, prioritize gutter cleaning professionals with experience on historic homes and familiarity with New England weather. Confirm they carry liability insurance and provide detailed, written estimates. Ask for before-and-after photos, references from Boston clients, and information about their equipment and safety protocols. Ensure they know local waste disposal rules and can navigate tight city streets or limited access areas.

Helpful?

Boston homeowners often delay gutter cleaning until leaves or snow pile up, risking clogs and water damage. Attempting DIY cleaning on steep or historic roofs without proper safety gear is a frequent mistake. Overlooking downspout cleaning, forgetting to check for ice dam risks, and skipping small repairs or gutter guard installation can all lead to bigger issues, especially in older Boston neighborhoods.

Helpful?

In Boston, unexpected costs during gutter cleaning projects can include fees for removing debris from multi-story or historic homes, addressing hidden downspout blockages, or repairing damaged fascia. Extra charges may arise for snow or ice removal in winter. If your property is in a historic district, special materials or permits might be needed, and parking limitations can sometimes add to the overall project complexity.

Helpful?

In Boston, be wary of gutter cleaning professionals who lack written estimates, push for full payment upfront, or offer quotes that seem unusually low. Watch out if they can’t provide references from local homeowners, have no physical address in the city, or seem unfamiliar with Boston’s historic homes and waste disposal requirements. Pressure to approve unnecessary gutter guard installation is another warning sign.

Helpful?

In Boston, regular gutter cleaning helps prevent ice dams, basement leaks, and landscape erosion, keeping your home protected during harsh weather. Over time, it preserves your foundation, roof, and siding—especially important for historic properties. Clean gutters also support effective stormwater management, maintain curb appeal, and reduce the risk of expensive repairs, ultimately helping to sustain your property’s value.

Helpful?

The Boston, MA homeowners’ guide to gutter cleaning services

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