Get matched with top gutter cleaning pros in Milton, MA
There are 41 highly-rated local gutter cleaning pros.
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4.3 
209 Verified Reviews for Gutter Cleaning pros in Milton, MA
*The Angi rating for Gutter Cleaning companies in Milton, 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 Milton, 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 June 12, 2025
Gutter cleaning pros in Milton
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
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 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
South Shore SoftWash, LLC is your Safe-Roof and Exterior surface cleaning company. We specialize in Soft Washing: The preferred method of cleaning and treating your Roof, as well as House siding, fences, decks, concrete, playground equipment and more. Your one stop professionally trained and certified cleaning shop. Our system has been used for over 20 years, is lab tested and cleaned over 50,000 roofs. This non-pressure, 3 in 1 process cleans the surface, completely kills all mold, mildew and bacteria, and protects from further infections. South Shore SoftWash's Non-Pressure system treats your Roof Black Streaks like pests. We clean and treat the surface to achieve a 100% kill-ratio on these pests. We are so confident with this process we provide a written 5 Year "Spot Free" limited warranty with each complete roof cleaning ! "Our Spray - Keeps The Stains Away". Get Rid Of Your Ugly Roof Stains Today!
"They did a great job - highly recommend."
Elizabeth R on June 2024
South Shore SoftWash, LLC is your Safe-Roof and Exterior surface cleaning company. We specialize in Soft Washing: The preferred method of cleaning and treating your Roof, as well as House siding, fences, decks, concrete, playground equipment and more. Your one stop professionally trained and certified cleaning shop. Our system has been used for over 20 years, is lab tested and cleaned over 50,000 roofs. This non-pressure, 3 in 1 process cleans the surface, completely kills all mold, mildew and bacteria, and protects from further infections. South Shore SoftWash's Non-Pressure system treats your Roof Black Streaks like pests. We clean and treat the surface to achieve a 100% kill-ratio on these pests. We are so confident with this process we provide a written 5 Year "Spot Free" limited warranty with each complete roof cleaning ! "Our Spray - Keeps The Stains Away". Get Rid Of Your Ugly Roof Stains Today!
"They did a great job - highly recommend."
Elizabeth R on June 2024
For over 30 years HiCleaners has specialized in window cleaning, gutter cleaning, gutter guard installation, pressure washing, deck cleaning, roof washing, exterior house washing and solar panel cleaning. We provide free estimates and 5% discount for first time customers. Call us today to schedule your appointment at (781) 333-8758
"Alexander and his crew texted an alert as they were arriving, performed the work quickly and handed me an invoice when they finished - all in under a half hour! We plan to have them come back to do some minor repairs on the gutters."
kit g on November 2024
For over 30 years HiCleaners has specialized in window cleaning, gutter cleaning, gutter guard installation, pressure washing, deck cleaning, roof washing, exterior house washing and solar panel cleaning. We provide free estimates and 5% discount for first time customers. Call us today to schedule your appointment at (781) 333-8758
"Alexander and his crew texted an alert as they were arriving, performed the work quickly and handed me an invoice when they finished - all in under a half hour! We plan to have them come back to do some minor repairs on the gutters."
kit g on November 2024
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
Roberto Affordable Landscaping proudly serves Waltham, MA. Are you tired of spending time and money trying to keep your grass green to no avail? Let us give it a try! We specialize in providing quality, beautiful landscapes for your home or business. In every job, we strive for 100% customer satisfaction. Our staff will take the time to listen to you and then create a landscape that is designed to meet your individual needs and desires. Meeting and exceeding customer expectations is how “Roberto Affordable Landscaping” has grown to one of the region’s most respected landscaping service firms. Our focus on customer service gives you confidence that your property will be designed, installed, and maintained to industry standards and beyond. With 12 years of experience we know how to get it done right. Please Email or Text us today to schedule an appointment!
"Roberto’s did a fantastic job! I would highly recommend them. They were responsive and even came by on the same day to review the project. Jose was attentive to our wishes and made some insightful suggestions that we absolutely agreed with. His team came the very next day to remove the grass that had died during our exterior remodel. They thoroughly prepared the yard and took care not to disturb our existing plants. They approached the work thoughtfully and carefully. They then came back and did a masterful job of installing sod, cobblestone edging, and gravel installation into our planter beds. The yard looks amazing and we were thrilled with their work. I’d definitely bring them back to do any further work needed."
Kieran M on May 2025
Roberto Affordable Landscaping proudly serves Waltham, MA. Are you tired of spending time and money trying to keep your grass green to no avail? Let us give it a try! We specialize in providing quality, beautiful landscapes for your home or business. In every job, we strive for 100% customer satisfaction. Our staff will take the time to listen to you and then create a landscape that is designed to meet your individual needs and desires. Meeting and exceeding customer expectations is how “Roberto Affordable Landscaping” has grown to one of the region’s most respected landscaping service firms. Our focus on customer service gives you confidence that your property will be designed, installed, and maintained to industry standards and beyond. With 12 years of experience we know how to get it done right. Please Email or Text us today to schedule an appointment!
"Roberto’s did a fantastic job! I would highly recommend them. They were responsive and even came by on the same day to review the project. Jose was attentive to our wishes and made some insightful suggestions that we absolutely agreed with. His team came the very next day to remove the grass that had died during our exterior remodel. They thoroughly prepared the yard and took care not to disturb our existing plants. They approached the work thoughtfully and carefully. They then came back and did a masterful job of installing sod, cobblestone edging, and gravel installation into our planter beds. The yard looks amazing and we were thrilled with their work. I’d definitely bring them back to do any further work needed."
Kieran M on May 2025
We are a professional landscaping service covering the Boston metropolitan area. Our services include: Landscaping, Lawn & Yard Work, Tree Services, Lawn Clean-Ups, Gutter Cleanings, General Lawn Maintenance and much more! Please call us today to schedule an appointment!
"I am a regular customer of this company. The do my spring cleanup, fall cleanup, trim, mulching, and lawn maintenance. I am always amazed at how great the yard looks after they are done. They keep the edges sharp and provide the little extras that other companies do not. They show up on time, are professional and thorough. If you want a great looking yard for a reasonable price, hire this company. Their work is excellent."
Alease B on March 2025
We are a professional landscaping service covering the Boston metropolitan area. Our services include: Landscaping, Lawn & Yard Work, Tree Services, Lawn Clean-Ups, Gutter Cleanings, General Lawn Maintenance and much more! Please call us today to schedule an appointment!
"I am a regular customer of this company. The do my spring cleanup, fall cleanup, trim, mulching, and lawn maintenance. I am always amazed at how great the yard looks after they are done. They keep the edges sharp and provide the little extras that other companies do not. They show up on time, are professional and thorough. If you want a great looking yard for a reasonable price, hire this company. Their work is excellent."
Alease B on March 2025
PowerShine Roof & Exterior Cleaning is a mobile pressure washing company that offers the most diversified full-service pressure washing throughout Massachusetts and it’s surrounding areas. With highly trained and experienced employees, we have the knowledge and experience to handle any clean-up project with the highest amount of consistency, reliability, and professional service. We take into account your budget, schedule, and the environment. We pride ourselves on being consistent and reliable, providing quality work on each and every project. Listed below is a full menu of our services Residential: House Washing Roof Cleaning Patio & Decks Fences Pools Walkways Driveways Windows Boat Cleaning RVs and Mobile homes Commercial: Fleet Maintenance Drive-Thru Parking Lots Awnings Signs Sidewalks Dumpsters
"Curt and his assistant did an excellent through job. I highly recommend them."
Richard B on June 2024
PowerShine Roof & Exterior Cleaning is a mobile pressure washing company that offers the most diversified full-service pressure washing throughout Massachusetts and it’s surrounding areas. With highly trained and experienced employees, we have the knowledge and experience to handle any clean-up project with the highest amount of consistency, reliability, and professional service. We take into account your budget, schedule, and the environment. We pride ourselves on being consistent and reliable, providing quality work on each and every project. Listed below is a full menu of our services Residential: House Washing Roof Cleaning Patio & Decks Fences Pools Walkways Driveways Windows Boat Cleaning RVs and Mobile homes Commercial: Fleet Maintenance Drive-Thru Parking Lots Awnings Signs Sidewalks Dumpsters
"Curt and his assistant did an excellent through job. I highly recommend them."
Richard B on June 2024
Owner Operated, No Subs. Cost is determined by the Job. No Travel Charges. A & L LawnCare Is More Than Just Your Typical Landscaping Company. We Try To Cater to all Our Clients needs. We Are Committed To 100% Customer Satisfaction. We Ensure Exceptional Year-Round Quality In Both Residential and Commercial Properties. We Are Constantly Learning and Applying The Latest Trends, Techniques and Products. We Are Not Satisfied Until You Are Satisfied. We Pride Ourselves On Our Professionalism and Quality Of Our Work. If You Would Like a Free Estimate Please Call us at 508-339-5839 Or Email us at: [email protected] Don't Forget To Mention Angie’s List For An Additional Discount. Thank You
"Once the work was scheduled, they were reliable and receptive to any requests. Hard working crew."
Laurene T on June 2018
Owner Operated, No Subs. Cost is determined by the Job. No Travel Charges. A & L LawnCare Is More Than Just Your Typical Landscaping Company. We Try To Cater to all Our Clients needs. We Are Committed To 100% Customer Satisfaction. We Ensure Exceptional Year-Round Quality In Both Residential and Commercial Properties. We Are Constantly Learning and Applying The Latest Trends, Techniques and Products. We Are Not Satisfied Until You Are Satisfied. We Pride Ourselves On Our Professionalism and Quality Of Our Work. If You Would Like a Free Estimate Please Call us at 508-339-5839 Or Email us at: [email protected] Don't Forget To Mention Angie’s List For An Additional Discount. Thank You
"Once the work was scheduled, they were reliable and receptive to any requests. Hard working crew."
Laurene T on June 2018
FAQs for gutter cleaning projects in Milton, MA
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.
- Milton Village
- Mattapan
- Hyde Park
- Quincy
- Dorchester
- Roslindale
- West Roxbury
- Jamaica Plain
- Roxbury
- Boston
- Braintree
- Dedham
- Randolph
- Mission Hill
- Charlestown
- Brookline Village
- Chestnut Hill
- Canton
- South Boston
- Brookline
- Westwood
- Weymouth
- Newton Center
- Brighton
- East Weymouth
- Holbrook
- Norwood
- North Scituate
- Allston
- Newton Highlands
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