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There are 31 highly-rated local gutter cleaning pros.

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    Average homeowner rating
  • Verified reviews icon122
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Winthrop

Avatar for JLM Gutter Cleaning Service

JLM Gutter Cleaning Service

PO Box 553
4.40(
521
)
Approved Pro

JLM Gutter Cleaning Service

PO Box 553
4.40(
521
)
Approved Pro
Customers say: Quality work
76 local quotes requested
27 years of experience

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


Avatar for Hennelly & Son Roofing & Gutters

Hennelly & Son Roofing & Gutters

14 Erin Way
4.83(
697
)
Approved Pro

Hennelly & Son Roofing & Gutters

14 Erin Way
4.83(
697
)
Approved Pro
Customers say: Quality work
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
58 local quotes requested

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


Avatar for Melvin Power Wash

Melvin Power Wash

P O Box 3323
4.37(
708
)
Approved Pro

Melvin Power Wash

P O Box 3323
4.37(
708
)
Approved Pro
Super Service Award
Customers say: Quality work
154 local quotes requested
14 years of experience

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


Rafael's Painting

16 Fuller Street, Apartment 1
5.00(
2
)
Approved Pro

Rafael's Painting

16 Fuller Street, Apartment 1
5.00(
2
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
5 years of experience

Rafael's Painting has over a decade of experience servicing the professional residential interior painting needs of local Boston Metro area residents. We specialize in an array of expertise for all of your professional painting needs. No job is too big or small, and we treat them all with the same personal degree of care and attention to detail. We go above and beyond what's normally expected of painting companies, cleaning all services before and after, and actually going so far as moving each and ever piece of furniture to definitively ensure nothing is missed or damaged during the job. And all of our employees are screened. So whether you're looking to have one room or your entire house painted, we've got the experience, know-how, and professionalism you're looking for to ensure that your health, safety, and investment are all well protected by a true professional.

"Rafael went above and beyond! His work ethic is impeccable , Iâ m hiring him to do more jobs around the house! Highly recommend him"

Jean C on September 2020

Rafael's Painting has over a decade of experience servicing the professional residential interior painting needs of local Boston Metro area residents. We specialize in an array of expertise for all of your professional painting needs. No job is too big or small, and we treat them all with the same personal degree of care and attention to detail. We go above and beyond what's normally expected of painting companies, cleaning all services before and after, and actually going so far as moving each and ever piece of furniture to definitively ensure nothing is missed or damaged during the job. And all of our employees are screened. So whether you're looking to have one room or your entire house painted, we've got the experience, know-how, and professionalism you're looking for to ensure that your health, safety, and investment are all well protected by a true professional.

"Rafael went above and beyond! His work ethic is impeccable , Iâ m hiring him to do more jobs around the house! Highly recommend him"

Jean C on September 2020


Avatar for AML Landscaping

AML Landscaping

40 Sheridan St
4.83(
47
)
Approved Pro

AML Landscaping

40 Sheridan St
4.83(
47
)
Approved Pro
Super Service Award
Customers say: Quick response
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers
11 local quotes requested

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


Avatar for John Hubert Roofing & Home Improvement

John Hubert Roofing & Home Improvement

Po Box 1946
4.83(
18
)
Approved Pro

John Hubert Roofing & Home Improvement

Po Box 1946
4.83(
18
)
Approved Pro
Customers say: Terrific value
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
16 years of experience

At John Hubert Roofing & Home Improvement, we will always meet or exceed your expectations. Our associates are skilled, efficient, safe and courteous at all times. We look forward to your next project. Choose the best, call us today.

"Fast response. Very fair price. No â overselling.â"

Fr L on September 2021

At John Hubert Roofing & Home Improvement, we will always meet or exceed your expectations. Our associates are skilled, efficient, safe and courteous at all times. We look forward to your next project. Choose the best, call us today.

"Fast response. Very fair price. No â overselling.â"

Fr L on September 2021


Avatar for Ned Stevens Gutter Cleaning

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,927
)
Approved Pro

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,927
)
Approved Pro
Customers say: True professional
3700 local quotes requested
60 years of experience

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.

"My experience was good. There good communication regarding the job and someone came out and completed the work as soon as the weather allowed"

Geraldine D on September 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.

"My experience was good. There good communication regarding the job and someone came out and completed the work as soon as the weather allowed"

Geraldine D on September 2025


Avatar for HM PRO LANDSCAPING INC

HM PRO LANDSCAPING INC

72 Fayette St #1
4.72(
37
)
Approved Pro

HM PRO LANDSCAPING INC

72 Fayette St #1
4.72(
37
)
Approved Pro
Customers say: True professional
74 local quotes requested
6 years of experience

We have the experience and we are committed to providing quality workmanship and superior customer service on all our applications. We strive to maintain our reputation as a high quality, very service oriented company with our main focus being customer satisfaction.

"They did a super job, they are true professionals. I loved the change for my house....Hicieron un súper trabajo son unos verdaderos profesionales Me encantó el cambio para mi casa."

Liliana P on October 2025

We have the experience and we are committed to providing quality workmanship and superior customer service on all our applications. We strive to maintain our reputation as a high quality, very service oriented company with our main focus being customer satisfaction.

"They did a super job, they are true professionals. I loved the change for my house....Hicieron un súper trabajo son unos verdaderos profesionales Me encantó el cambio para mi casa."

Liliana P on October 2025


Avatar for American Gutter Cleaning & Installations, Inc.

American Gutter Cleaning & Installations, Inc.

1023 East St.
5.00(
19
)
Approved Pro

American Gutter Cleaning & Installations, Inc.

1023 East St.
5.00(
19
)
Approved Pro
Customers say: Terrific value
292 local quotes requested
35 years of experience

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.

"Their company was the best. We told him what we needed and they showed up within two weeks. We couldn’t believe how cheap it was to do the work. I actually got a price from leaf guide for $1500 an American Gutter did the whole job For only $95. I would highly recommend them and will absolutely call upon them for any further needs we have."

Ann F on September 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.

"Their company was the best. We told him what we needed and they showed up within two weeks. We couldn’t believe how cheap it was to do the work. I actually got a price from leaf guide for $1500 an American Gutter did the whole job For only $95. I would highly recommend them and will absolutely call upon them for any further needs we have."

Ann F on September 2025


Avatar for Boston Window Cleaning

Boston Window Cleaning

7 Lincoln Street, Unit 1
5.00(
5
)
Approved Pro

Boston Window Cleaning

7 Lincoln Street, Unit 1
5.00(
5
)
Approved Pro
Customers say: Quick response
42 local quotes requested
4 years of experience

Boston Window Cleaning offers fast, friendly and courteous service. We use only the best products and are always eager to answer your questions and concerns. We have built our reputation on our commitment to providing quality service, which has earned us an impressive reputation with many valuable customers. Call us directly to speak to an expert!

"A fabulous job!! Our windows are so clean that you can’t tell there is glass in them! Jay was prompt, thorough and professional. It is wonderful to be able to enjoy our view. We would absolutely recommend Boston Window Cleaning and will be telling all of our neighbors about the wonderful job that was done in our home."

Deborah C on August 2025

Boston Window Cleaning offers fast, friendly and courteous service. We use only the best products and are always eager to answer your questions and concerns. We have built our reputation on our commitment to providing quality service, which has earned us an impressive reputation with many valuable customers. Call us directly to speak to an expert!

"A fabulous job!! Our windows are so clean that you can’t tell there is glass in them! Jay was prompt, thorough and professional. It is wonderful to be able to enjoy our view. We would absolutely recommend Boston Window Cleaning and will be telling all of our neighbors about the wonderful job that was done in our home."

Deborah C on August 2025

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FAQs for gutter cleaning projects in Winthrop, MA

Yes, it’s okay to use a pressure washer to clear and clean your gutters. Be careful to avoid the outside of the gutters, as getting too close with the powerwasher can peel away the paint. Also, be careful to avoid causing any damage to seams that may be in the corners or along the length of the gutter.

Gutter cleaning costs about $170 on average, ranging from about $75 to $400. Cost factors include the type, length, and height of your gutters. A multiple-story home with gutters high off the ground and accessible only by ladder or working on a steep roof will cost more than a single-story house with a relatively flat roof.

Gutters should be cleaned at least twice a year, in the spring and in the fall, to remove the debris from trees that can clog the eavestroughs and downspouts. Debris like leaves, twigs, and seed pods can build up and cause your gutters to overflow, potentially causing damage to your roof and foundation. Water backing up under the shingles can rot the edge of your roofline. Overflow water falling next to your foundation can end up leaking into your basement or crawl space.

Yes, gutter cleaning methods without using a ladder are available, including:

  • A curved wand attachment for your hose 

  • Gutter tongs on an extension pole

  • A leaf blower gutter cleaning kit

  • Vacuum designed for cleaning gutters

Just be sure that your downspouts are connected and can direct water away from the house if you’re using a water-powered method. This will keep the water from dumping next to the house.

You can clean the gutters on a two-story house using gutter tongs on an extension pole. However, cleaning second-story gutters from a ladder or the roof is very dangerous and should be done by a professional.

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.

What do you need done? We’ll find top pros.
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