*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 November 23, 2025
Serving Winthrop, MA and surrounding areas
Approved
In business since 2000
Free estimates
Warranties offered
"Great! Joe has been cleaning my gutters for a few years and always goes a good job. He shows up and does the job, even if I am not at home."
+3
Serving Winthrop, MA and surrounding areas
Approved
Super Service Award Winner
In business since 1990
Free estimates
Warranties offered
"American gutter did a great job replacing our two gutters. They were on time, the crew was friendly, the Work was executed well, and they cleaned up after themselves. I would use them again in a heartbeat."
+4
Serving Winthrop, MA and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"I was tired of cleaning my gutters so I had the gutters cleaned out, sealed, and LeafFilter Gutter Guards installed. Excellent job!"
+63
Serving Winthrop, MA and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"10 Stars for Ned Stevens gutter cleaning!! I had small trees growing in my gutters and the front gutter was coming loose. They cleaned the gutters, fixed the gutter where it was loose and they bagged all the trash up. They did not charge extra for the loose gutter either. Nice and neat and EXCELLENT service!! So happy I found you guys!! Kathy from Dallas"
+1
Serving Winthrop, MA and surrounding areas
Approved
In business since 2011
Free estimates
Warranties offered
"house pressure washing and gutters cleaning"
+76
Serving Winthrop, MA and surrounding areas
Approved
In business since 2018
Free estimates
Small jobs welcome
"I couldn’t be happier with the work from AML Landscaping! They removed a large tree and trimmed several shrubs around my yard, and the results are outstanding. The crew was professional, punctual, and friendly. Their pricing was very fair, and they left everything spotless when they were done. It’s rare to find a company that combines skill, efficiency, and genuine kindness — but these folks nailed it. My yard has never looked this clean and professional. Highly recommend them to anyone looking for top-quality tree and landscaping work!"
Serving Winthrop, MA and surrounding areas
Approved
Free estimates
Emergency services offered
Warranties offered
"I hired this company for spring cleanup, and when they got here they were able to do so much more They edged all my beds. They mulched everything. They filled my new raised beds with loam. They cleaned my two ponds. They went way over and above what I expected, I would recommend them highly to anyone. They .were professional. They were courteous. They left nothing behind. It was absolutely the best experience I’ve had hiring someone in a long time. I couldn’t be happier. I would highly recommend them to anyone for any projects."
+4
Serving Winthrop, MA and surrounding areas
Approved
Super Service Award Winner
In business since 2019
Free estimates
Emergency services offered
"HM Pro has been maintaining my property for last several years and they do an excellent job. They regularly mow my yard, do spring and fall cleaning as well. Recently, I hired them to build a support wall for my AC and the did an excellent job with that as well. Highly recommended!"
+63
Serving Winthrop, MA and surrounding areas
Approved
In business since 2021
Free estimates
Customers say: Quick response
New Star Construction is dedicated to providing our customers with the best quality and craftsmanship. We are here to build relationships with our customers and communities and to provide our employees with a great place to work. We look forward to working with you!7-5:30 M-F
+5
Serving Winthrop, MA and surrounding areas
Approved
In business since 2020
Free estimates
Customers say: Quick response
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.
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.
From average costs to expert advice, get all the answers you need to get your job done.
This guide to gutter cleaning costs in Boston, MA, provides local estimates for cleaning gutters based on length, type, and number of stories on a home.
The average gutter guard installation cost varies depending on types, materials, home height, and other factors. See what it costs to install in Boston, MA.
The cost of seamless gutters varies based on home size, labor rates, gutter materials, and more. Here’s what you can expect to pay in Boston, MA.
If you’re wondering when the best time to clean gutters is, the answer depends on your climate and the number and type of trees around you. Our guide breaks it all down.
Wondering how to clean gutters without a ladder? Our guide will show you six methods you can use to keep your gutters clear from the ground.
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.
