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TRUSTED BY CHESHIRE, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon17
    Verified gutter cleaning services reviews

Verified Reviews for Gutter Cleaning pros in Cheshire, MA

*The Angi rating for Gutter Cleaning companies in Cheshire, 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 Cheshire, 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 January 07, 2026

Find Gutter cleaning pros in Cheshire

Avatar for Advanced Seamless Gutters

Advanced Seamless Gutters

4.68(
176
)
•Approved Pro

Advanced Seamless Gutters

4.68(
176
)
•Approved Pro
Customers say: True professional
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers
27 years of experience

Advanced Basement Waterproofing, LLC. and Advanced Seamless Gutters, Inc. have been the leading basement waterproofing and gutter installation company in Western Massachusetts, Connecticut and surrounding areas for over 20 years. We have installed over 200,000 gutters throughout the area and we have remained a trusted installer with an A+ Better Business Bureau ranking.

"My crew, Joe, Vlad Jr, Nat and supervisor Vlad did an excellent job installing the gutter covers and the zinc strip. They went beyond what I expected. I no longer have to worry about cleaning out my gutters . They treated me like I was their grandmother. So much respect. So polite.. Such sweet men. They did a great job cleaning up afterwards. Thank you guys. Denise Fournier"

DENISE F on November 2024

Advanced Basement Waterproofing, LLC. and Advanced Seamless Gutters, Inc. have been the leading basement waterproofing and gutter installation company in Western Massachusetts, Connecticut and surrounding areas for over 20 years. We have installed over 200,000 gutters throughout the area and we have remained a trusted installer with an A+ Better Business Bureau ranking.

"My crew, Joe, Vlad Jr, Nat and supervisor Vlad did an excellent job installing the gutter covers and the zinc strip. They went beyond what I expected. I no longer have to worry about cleaning out my gutters . They treated me like I was their grandmother. So much respect. So polite.. Such sweet men. They did a great job cleaning up afterwards. Thank you guys. Denise Fournier"

DENISE F on November 2024

Avatar for LeafFilter Gutter Protection

LeafFilter Gutter Protection

4.30(
1,533
)
•Approved Pro

LeafFilter Gutter Protection

4.30(
1,533
)
•Approved Pro
Customers say: Quality work
21 years of experience
Free onsite estimate

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.

"Did a good job and fixed some loose gutters"

James I on January 2026

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.

"Did a good job and fixed some loose gutters"

James I on January 2026

LeafFilter Gutter Protection

4.29(
1,488
)
•Approved Pro

LeafFilter Gutter Protection

4.29(
1,488
)
•Approved Pro
Customers say: Quality work
21 years of experience
Free onsite estimate

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

Avatar for Eco-Friendly Roof Cleaning

Eco-Friendly Roof Cleaning

4.97(
118
)

Eco-Friendly Roof Cleaning

4.97(
118
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Roof Cleaning Specialist, Eco-Friendly, Environmentally Safe, Low Pressure. Have your roof cleaned before you have to have it replaced, Will not damage shingles, gutters, lawns, shrubs or flowers, Also Pet Friendly. Over 1700 homes cleaned with the most experience in the business. Free Estimates !!!

"We were thoroughly pleased with the service from Eco-Friendly Roof Cleaning. We got a fast, friendly response to our initial request for an estimate. Charles came out as soon as weather permitted and gave us a clear explanation of the work needed on our 15-year-old roof so it would pass muster with the insurance company. He was able to schedule us in quickly, and he was clear on what we needed to do beforehand. He and his helper did an excellent job despite the windy conditions, and they left no mess for us to deal with. His rate was very reasonable. I would recommend this company to anyone who needs a clean roof so they can get their insurance policy renewed."

paul t on March 2025

Roof Cleaning Specialist, Eco-Friendly, Environmentally Safe, Low Pressure. Have your roof cleaned before you have to have it replaced, Will not damage shingles, gutters, lawns, shrubs or flowers, Also Pet Friendly. Over 1700 homes cleaned with the most experience in the business. Free Estimates !!!

"We were thoroughly pleased with the service from Eco-Friendly Roof Cleaning. We got a fast, friendly response to our initial request for an estimate. Charles came out as soon as weather permitted and gave us a clear explanation of the work needed on our 15-year-old roof so it would pass muster with the insurance company. He was able to schedule us in quickly, and he was clear on what we needed to do beforehand. He and his helper did an excellent job despite the windy conditions, and they left no mess for us to deal with. His rate was very reasonable. I would recommend this company to anyone who needs a clean roof so they can get their insurance policy renewed."

paul t on March 2025

Avatar for Carroll's Handy Services LLC

Carroll's Handy Services LLC

4.90(
73
)

Carroll's Handy Services LLC

4.90(
73
)
Customers say: Quick response
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers

We specialize in residential and commercial air duct cleaning & dryer vent cleaning! We guarantee your satisfaction, and we won’t leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Check out all the services we offer below and call -or- click to schedule a free estimate today!

"A first class operation!"

Cheryl H on April 2025

We specialize in residential and commercial air duct cleaning & dryer vent cleaning! We guarantee your satisfaction, and we won’t leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Check out all the services we offer below and call -or- click to schedule a free estimate today!

"A first class operation!"

Cheryl H on April 2025

Avatar for Precision Home Care

Precision Home Care

5.00(
21
)

Precision Home Care

5.00(
21
)
Customers say: Super punctual
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers

Precision Home Care is a family owned and operated business. The owners have over 40 years combined experience in the wide array of household maintenance and cleaning services we have to offer. We are dedicated to providing exceptional customer service to all of our clients. Our main goal is to build long lasting relationships based on loyalty and satisfaction.

"Heather and her company did a wonderful job preparing and deep cleaning my property for the summer rental season in 2024. We rent to a corporate client who is demanding about cleanliness for their staff members who live in the home for the summer. We value the client's business. We always feel secure knowing that Heather's team will exceed the client's expectations and help ensure their continued business."

Steven S on June 2024

Precision Home Care is a family owned and operated business. The owners have over 40 years combined experience in the wide array of household maintenance and cleaning services we have to offer. We are dedicated to providing exceptional customer service to all of our clients. Our main goal is to build long lasting relationships based on loyalty and satisfaction.

"Heather and her company did a wonderful job preparing and deep cleaning my property for the summer rental season in 2024. We rent to a corporate client who is demanding about cleanliness for their staff members who live in the home for the summer. We value the client's business. We always feel secure knowing that Heather's team will exceed the client's expectations and help ensure their continued business."

Steven S on June 2024

Avatar for Kelley Masonry

Kelley Masonry

4.90(
51
)

Kelley Masonry

4.90(
51
)
Customers say: Super punctual
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers

Locally owned and operated since 1979, we specialize in all forms of masonry to improve and repair your home. We offer free estimates and an Angie's List discount. We guarantee the quality of all of our work. Call us today to see what we can do for your home!

"I hired Kelley Masonry to waterproof my leaking chimney/roof. Brian Kelley re-flashed, re-pointed, and re-shingled the roof after installing a water and ice shield and re-shingled the side of house where flashing had to be installed. He also sprayed the brick with a waterproof solvent. He repaired a cracked crown. Quite a bit of work, and he did an outstanding job at a competitive price, and cleaned up every day before he left. Brian was always on time and worked extremely hard all day long. This 2nd generation mason was a great hire and I plan on having him back to install a walkway. Thanks, Brian!"

Fred B on November 2021

Locally owned and operated since 1979, we specialize in all forms of masonry to improve and repair your home. We offer free estimates and an Angie's List discount. We guarantee the quality of all of our work. Call us today to see what we can do for your home!

"I hired Kelley Masonry to waterproof my leaking chimney/roof. Brian Kelley re-flashed, re-pointed, and re-shingled the roof after installing a water and ice shield and re-shingled the side of house where flashing had to be installed. He also sprayed the brick with a waterproof solvent. He repaired a cracked crown. Quite a bit of work, and he did an outstanding job at a competitive price, and cleaned up every day before he left. Brian was always on time and worked extremely hard all day long. This 2nd generation mason was a great hire and I plan on having him back to install a walkway. Thanks, Brian!"

Fred B on November 2021

Avatar for Ryc's Painting

Ryc's Painting

5.00(
10
)

Ryc's Painting

5.00(
10
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Exterior painter for thirty years, now taking on more inside work. Mainly because there is generally less dust involved, which is better for my lungs. But come spring? Pretty good chance I'll tight up my mask and have at it again.

"All went great."

Timothy M on September 2023

Exterior painter for thirty years, now taking on more inside work. Mainly because there is generally less dust involved, which is better for my lungs. But come spring? Pretty good chance I'll tight up my mask and have at it again.

"All went great."

Timothy M on September 2023

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Gutter Cleaning questions, answered by experts

Because gutters are consistently exposed to elements like water and humidity, any paint applied to them will have a shorter life span than other exterior home features, like siding and shutters. In general, painted gutters will need to be touched up or completely repainted every 5 to 10 years, though you may get a couple extra years with regular care and maintenance.

With routine maintenance, gutters don’t usually need to be replaced for 20 years, but there are warning signs that they might need early replacement. Signs that your gutters need to be replaced include sagging, visible cracks or holes, peeling paint, rust, standing water in your gutter, and water leaking into your basement. Pushing off replacing your gutters can lead to extensive damage to both the interior and exterior of your home. Regular maintenance can help your gutters last all 20 years — and sometimes, even longer. 

A heated gutter system can help prevent ice formation and save you money in water damage from leaks and other repairs. The cost to install heated gutters runs between $500 and $1,300, depending on your home’s size. Heated gutters are worth it if you live in areas with harsh winters with a lot of snow and ice, and you also have several tall trees near your home that drop a lot of debris. 

If you’re replacing your roof, you don’t need to worry about replacing your gutters as long as they’re functional and in good condition. Some roofers may recommend temporarily removing gutters to prevent them from damage during a roof replacement, but the right professional can reduce this risk. Replacing your gutters would only be necessary if your gutters are in bad shape and already need replacing.

On average, the cost to replace gutters is about $1,900, depending on the size of the home. Costs can range anywhere from $4 to $30 per linear foot with less expensive materials falling closer to $4 per linear foot and higher-end materials falling more toward $30 per linear foot. The type of gutter you have installed will also make a difference. Half-round gutters are more cost-effective, while custom-built fascia gutters are pricier.

The Cheshire, MA homeowners’ guide to gutter cleaning services

From average costs to expert advice, get all the answers you need to get your job done.

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