*The Angi rating for Gutter Cleaning companies in Boston, 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 Boston, 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 July 12, 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!
"Service went excellent . Jack and Mike King did a wonderful job, they were pleasant and was reasonable. I would recommend them to anybody. They knew their job ,they knew their work, and I would call them in the future. I would give them a 10 star if I could."
Linda G on March 2023
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!
"Service went excellent . Jack and Mike King did a wonderful job, they were pleasant and was reasonable. I would recommend them to anybody. They knew their job ,they knew their work, and I would call them in the future. I would give them a 10 star if I could."
Linda G on March 2023
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
We are a fully insured family run window and gutter cleaning company, with almost 100 years in the business. We take pride in our customer service and community reputation. We clean windows and gutters for any residential, condos, and businesses. We provide free estimates, and can often do so over the phone. Window cleaning is priced per window. Gutter cleaning depends on the height of house and the amount of gutters. We would love to add your home added to our client list.
"They are very responsive, they listen well and they did a great job."
Rick H on September 2019
We are a fully insured family run window and gutter cleaning company, with almost 100 years in the business. We take pride in our customer service and community reputation. We clean windows and gutters for any residential, condos, and businesses. We provide free estimates, and can often do so over the phone. Window cleaning is priced per window. Gutter cleaning depends on the height of house and the amount of gutters. We would love to add your home added to our client list.
"They are very responsive, they listen well and they did a great job."
Rick H on September 2019
Third Generation Window & Gutter Cleaning is a third generation family owned and operated business. Karl the owner is a third generation window and gutter cleaner who learned the business by working with his grandfather and later his father. With over 15 years experience we are the subject matter experts in our field. We take pride in our work and strive for excellence. In addition to window and gutter cleaning we are also a licensed construction company that is able to handle all of your remodeling needs. We service residential and commercial. We are also a 2015, 2016, 2017, 2018, 2019 & 2020 Angie's List Super Service Award Company!
"Beautiful result. Respectful team. Efficient and effective"
Bill H on July 2021
Third Generation Window & Gutter Cleaning is a third generation family owned and operated business. Karl the owner is a third generation window and gutter cleaner who learned the business by working with his grandfather and later his father. With over 15 years experience we are the subject matter experts in our field. We take pride in our work and strive for excellence. In addition to window and gutter cleaning we are also a licensed construction company that is able to handle all of your remodeling needs. We service residential and commercial. We are also a 2015, 2016, 2017, 2018, 2019 & 2020 Angie's List Super Service Award Company!
"Beautiful result. Respectful team. Efficient and effective"
Bill H on July 2021
Specializing in Gutter Cleaning, Window Cleaning and Pressure Washing, locally owned and operated A to Z Cleaning Services is your one stop shop for all of your cleaning needs. With an emphasis on customer service, our mission is always to ensure the satisfaction of our customers, offering excellent work, punctual and always using the best products on the market. The A to Z team is highly qualified and equipped with safety equipment so that our clients can rest assured that we take all measures to ensure that our work is always carried out under all the safety regulations of the State of Massachusetts. Contact us today and be amazed by our services. We look forward to earning your business! www.azcleaningservicesma.com
"Great communication beforehand. Arrived on time. Perfect cleaning job. Very fair price. Highly recommended."
Christopher B on February 2022
Specializing in Gutter Cleaning, Window Cleaning and Pressure Washing, locally owned and operated A to Z Cleaning Services is your one stop shop for all of your cleaning needs. With an emphasis on customer service, our mission is always to ensure the satisfaction of our customers, offering excellent work, punctual and always using the best products on the market. The A to Z team is highly qualified and equipped with safety equipment so that our clients can rest assured that we take all measures to ensure that our work is always carried out under all the safety regulations of the State of Massachusetts. Contact us today and be amazed by our services. We look forward to earning your business! www.azcleaningservicesma.com
"Great communication beforehand. Arrived on time. Perfect cleaning job. Very fair price. Highly recommended."
Christopher B on February 2022
Owner operated. 2012, 2013, 2014, 2015, 2016, 2017 and 2018 Super Service Award Winner! We'd prefer you please call or email for more information.
"Terrible. Chris did minimal work. Refused to return to the property. Ignored repeated phone calls. After 2 years he filed a small claims for the "work" After no proper invoicing or follow up. 0/10. Do not recommend. Legal headaches are worse than poorly cleaned gutters."
DB H on January 2025
Owner operated. 2012, 2013, 2014, 2015, 2016, 2017 and 2018 Super Service Award Winner! We'd prefer you please call or email for more information.
"Terrible. Chris did minimal work. Refused to return to the property. Ignored repeated phone calls. After 2 years he filed a small claims for the "work" After no proper invoicing or follow up. 0/10. Do not recommend. Legal headaches are worse than poorly cleaned gutters."
DB H on January 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!
"Mynor and his assistant showed up right on time and went right to work. They were very polite, pleasant and professional. They were very hard working and very thorough. They did an outstanding job and I would definitely have them back."
Robert S on March 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!
"Mynor and his assistant showed up right on time and went right to work. They were very polite, pleasant and professional. They were very hard working and very thorough. They did an outstanding job and I would definitely have them back."
Robert S on March 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
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
With over 10 years of experience in the handyman and home improvement industry, HandyAlex MA is committed to delivering top-quality workmanship and dependable service. We take pride in helping homeowners turn their ideas into reality — efficiently, affordably, and with attention to every detail. Our services include: • Tile installation (floors, backsplashes, showers) • Drywall repair and installation • Kitchen cabinet installation • Furniture assembly • Door replacement and repair • TV wall mounting • Interior painting • Caulking and sealing • Light fixture and ceiling fan installation • Faucet and sink replacement • Hanging shelves, pictures, and mirrors • Baseboard and trim installation No project is too small or too big. Whether you need minor repairs or full-room updates, we bring the skills and experience to get the job done right the first time. Contact us today for a free estimate — we’re here to help you maintain and improve your home with confidence.
"The whole experience was very professional and everything was fixed with optimal quality"
AbdurRahman B on June 2025
With over 10 years of experience in the handyman and home improvement industry, HandyAlex MA is committed to delivering top-quality workmanship and dependable service. We take pride in helping homeowners turn their ideas into reality — efficiently, affordably, and with attention to every detail. Our services include: • Tile installation (floors, backsplashes, showers) • Drywall repair and installation • Kitchen cabinet installation • Furniture assembly • Door replacement and repair • TV wall mounting • Interior painting • Caulking and sealing • Light fixture and ceiling fan installation • Faucet and sink replacement • Hanging shelves, pictures, and mirrors • Baseboard and trim installation No project is too small or too big. Whether you need minor repairs or full-room updates, we bring the skills and experience to get the job done right the first time. Contact us today for a free estimate — we’re here to help you maintain and improve your home with confidence.
"The whole experience was very professional and everything was fixed with optimal quality"
AbdurRahman B on June 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.
"Ned Steven's did a good job on cleaning the gutters."
Robert K on July 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.
"Ned Steven's did a good job on cleaning the gutters."
Robert K on July 2025
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.
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.
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.