
Get matched with top gutter cleaning pros in Winthrop, MA
There are 27 highly-rated local gutter cleaning pros.
Need a pro for your gutter cleaning project in Winthrop, MA?
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Verified Reviews for Gutter Cleaning pros in Winthrop, MA
*The Angi rating for Gutter Cleaning companies in Winthrop, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.
*The HomeAdvisor rating for Gutter Cleaning companies in Winthrop, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.
Last update on October 24, 2025
Find Gutter cleaning pros in Winthrop

JLM Gutter Cleaning Service
JLM Gutter Cleaning Service
For Over 25 Years, JLM Gutter Cleaning has remained Local Family Owned & Operated • Specializing in all things Gutters! • 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.
"It went well. They were quick and tidy."
Michael D on June 2025
For Over 25 Years, JLM Gutter Cleaning has remained Local Family Owned & Operated • Specializing in all things Gutters! • 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.
"It went well. They were quick and tidy."
Michael D on June 2025

Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing and Gutters is locally owned and operated, specializing in roofing, gutter installation, gutter cleaning, snow removal on roofs, and much more. Customer satisfaction is our top priority. Call us today for your free estimate!
"Great! Just one of the best home improvement vendors I’ve ever worked with. Excellent service and great work. Joe was super attentive to spotting and troubleshooting problem and worked incredibly well with our neighbors (we live in a brownstone). He worked quickly."
Brian L on September 2025
Hennelly & Son Roofing and Gutters is locally owned and operated, specializing in roofing, gutter installation, gutter cleaning, snow removal on roofs, and much more. Customer satisfaction is our top priority. Call us today for your free estimate!
"Great! Just one of the best home improvement vendors I’ve ever worked with. Excellent service and great work. Joe was super attentive to spotting and troubleshooting problem and worked incredibly well with our neighbors (we live in a brownstone). He worked quickly."
Brian L on September 2025

Perez Tree and Landscaping
Perez Tree and Landscaping
At Perez Tree and Landscaping our customers needs are the utmost importance. Our team with 12+ years experience is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is to big or too small, please contact us for a free estimate!
"Minor came and gave a free estimate and when he returned a few days later, he was prompt and very professional. When the job was complete he removed all the debris and trucked it away and he left it cleaner than it was before."
Robert R on October 2025
At Perez Tree and Landscaping our customers needs are the utmost importance. Our team with 12+ years experience is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is to big or too small, please contact us for a free estimate!
"Minor came and gave a free estimate and when he returned a few days later, he was prompt and very professional. When the job was complete he removed all the debris and trucked it away and he left it cleaner than it was before."
Robert R on October 2025

Melvin Power Wash
Melvin Power Wash
We are a locally owned and operated home improvement and exterior cleaning company based out of Providence, RI and servicing all of Rhode Island, Massachusetts, Connecticut and throughout New England. Our services include: Gutter and Downspout Cleaning, Gutter Repair, Replacement & Installation, Pressure Washing (Roof & House Exterior), Deck Restoration (with Sealant and/or Staining), Deck Maintenance, Window and Screen Cleaning, Carpentry, Exterior Painting, Leaf Removal, Ice & Snow Removal and much more! We are fully licensed & insured and strive to exceed the guidelines established by the Roofing Manufacturers Association. Our mission is to provide the highest quality service to our customers and make it our top priority. We always strive to complete the job to our customers’ requirements and guarantee that it will be done right and on time! Please contact us today to schedule an appointment! 20% OFF from second Home Power wash to Angie's List members. Regularly priced for 2000 feet at $299.00 10% off for Deck maintenance to Angie's List members. Priced regularly 200 feet for $289.00 Call to claim at 401-327-8409
"Melvin responded promptly to all communications and arrived on time to provide a quote. The quote was very reasonable, and the work was done very well and on time. He was accommodating and provided a ladder to access one of the porches."
Roger J on June 2025
We are a locally owned and operated home improvement and exterior cleaning company based out of Providence, RI and servicing all of Rhode Island, Massachusetts, Connecticut and throughout New England. Our services include: Gutter and Downspout Cleaning, Gutter Repair, Replacement & Installation, Pressure Washing (Roof & House Exterior), Deck Restoration (with Sealant and/or Staining), Deck Maintenance, Window and Screen Cleaning, Carpentry, Exterior Painting, Leaf Removal, Ice & Snow Removal and much more! We are fully licensed & insured and strive to exceed the guidelines established by the Roofing Manufacturers Association. Our mission is to provide the highest quality service to our customers and make it our top priority. We always strive to complete the job to our customers’ requirements and guarantee that it will be done right and on time! Please contact us today to schedule an appointment! 20% OFF from second Home Power wash to Angie's List members. Regularly priced for 2000 feet at $299.00 10% off for Deck maintenance to Angie's List members. Priced regularly 200 feet for $289.00 Call to claim at 401-327-8409
"Melvin responded promptly to all communications and arrived on time to provide a quote. The quote was very reasonable, and the work was done very well and on time. He was accommodating and provided a ladder to access one of the porches."
Roger J on June 2025

All American Seamless Gutters
All American Seamless Gutters
All American Gutters, LLC was established in 1999. I can help with all your gutter and power washing needs, we service RI, MASS and CT. This is a owner operated business and you will deal with me on your services no sales people. This in turn means lower prices and better service. I work all seasons and can remove ice damms that can cause problems. Fully licensed and insured. Eric Ferrazza
"Erik is awesome! Polite, knowledgeable, on time - everything was great. Highly recommend and will be a returning customer. Thank you Erik!"
Lindsay M on March 2025
All American Gutters, LLC was established in 1999. I can help with all your gutter and power washing needs, we service RI, MASS and CT. This is a owner operated business and you will deal with me on your services no sales people. This in turn means lower prices and better service. I work all seasons and can remove ice damms that can cause problems. Fully licensed and insured. Eric Ferrazza
"Erik is awesome! Polite, knowledgeable, on time - everything was great. Highly recommend and will be a returning customer. Thank you Erik!"
Lindsay M on March 2025

AML Landscaping
AML Landscaping
We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer's needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.
"Excellent work! Reasonable price, on time, professional, friendly. Aurelio and team did a great job. We already have discussed future projects and have recommended them to our neighbor. "
Kimberley B on March 2025
We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer's needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.
"Excellent work! Reasonable price, on time, professional, friendly. Aurelio and team did a great job. We already have discussed future projects and have recommended them to our neighbor. "
Kimberley B on March 2025
LeafFilter Gutter Protection
LeafFilter Gutter Protection
As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.
"Professional and fair pricing"
Patrick K on February 2025
As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.
"Professional and fair pricing"
Patrick K on February 2025

Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
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 50 years.
"The techs that came out did an amazing job! The office though is a shit-show. After I hired them I continued to receive sales calls, after the job no invoice other then they chatted my card. The charge on the card was $6.00 more than the quoted and agreed upon price. This is a huge aggregation and annoying thing since now I have to call in to get it addressed and adjusted. Great work but horrible support staff and billing"
Jon K on October 2025
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 50 years.
"The techs that came out did an amazing job! The office though is a shit-show. After I hired them I continued to receive sales calls, after the job no invoice other then they chatted my card. The charge on the card was $6.00 more than the quoted and agreed upon price. This is a huge aggregation and annoying thing since now I have to call in to get it addressed and adjusted. Great work but horrible support staff and billing"
Jon K on October 2025

Oscar & Son Landscaping
Oscar & Son Landscaping
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.
"Excellent work, very thorough, got to right on it, and carried the project right through to completion. Very happy with his crew, and the result."
Christopher T on September 2025
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.
"Excellent work, very thorough, got to right on it, and carried the project right through to completion. Very happy with his crew, and the result."
Christopher T on September 2025

American Gutter Cleaning & Installations, Inc.
American Gutter Cleaning & Installations, Inc.
American Gutter Cleaning & Installations, Inc., is a family owned and operated company, founded in 1990 by the Rocha family. Who still run the company along with a highly trained, reliable and fully insured staff. We specialize in Gutter Cleaning, Gutter Repair, New Gutter Installations and Gutter Protections.
"Very polite and thorough cleaning of gutters"
Please C on October 2025
American Gutter Cleaning & Installations, Inc., is a family owned and operated company, founded in 1990 by the Rocha family. Who still run the company along with a highly trained, reliable and fully insured staff. We specialize in Gutter Cleaning, Gutter Repair, New Gutter Installations and Gutter Protections.
"Very polite and thorough cleaning of gutters"
Please C on October 2025
The Winthrop, MA homeowners’ guide to gutter cleaning services
From average costs to expert advice, get all the answers you need to get your job done.

This guide to gutter cleaning costs provides estimates for cleaning different types of gutters, tips for saving money on gutter cleaning, and answers to how to clean gutters.

Regular gutter cleaning protects your home from water damage. Find out how often you should clean your gutters and look for signs like accumulated debris.

Learn how to unclog a downspout to keep your gutters working properly.

Your gutters only need routine cleaning twice a year to stop bigger issues. Find out the eight problems your clogged gutters could cause in your home.

Should you tip your gutter cleaners? Learn some simple guidelines around tipping to show your appreciation to your gutter professional.

Gutter guards won’t completely protect your gutters against debris, but they make clean-up a lot easier. Learn how you can clean gutters with gutter guards.
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