Top-rated gutter cleaning pros.

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There are 9 highly-rated local gutter cleaning pros.

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TRUSTED BY WINSTED, CT HOMEOWNERS

  • Average homeowner rating star icon3.7
    Average homeowner rating
  • Verified reviews icon291
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Winsted

LeafFilter Gutter Protection

1595 Georgetown Road
4.29(
1,488
)
Approved Pro

LeafFilter Gutter Protection

1595 Georgetown Road
4.29(
1,488
)
Approved Pro
Customers say: Quality work
20 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 Ned Stevens Gutter Cleaning

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,930
)
Approved Pro

Ned Stevens Gutter Cleaning

150 Cross Street
4.33(
2,930
)
Approved Pro
Customers say: True professional
3131 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.

"tHEY WERE FAST, EFFICENT, AND DID A FREAT JOB, TAKE 45 MIN"

Paul R on October 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.

"tHEY WERE FAST, EFFICENT, AND DID A FREAT JOB, TAKE 45 MIN"

Paul R on October 2025


Avatar for JJ  Gutters and Power Washer, LLC

JJ Gutters and Power Washer, LLC

11 Putnam Drive
4.00(
3
)
Approved Pro

JJ Gutters and Power Washer, LLC

11 Putnam Drive
4.00(
3
)
Approved Pro
6 years of experience
Free onsite estimate

We pride our company on reliability, great communication, integrity and quality work. We are experts in our concrete and landscaping and will do our best to keep you as educated as we can on your particular task or project. We look forward to working with you.

"Very professional and very recommendable. "

Enrique S on October 2025

We pride our company on reliability, great communication, integrity and quality work. We are experts in our concrete and landscaping and will do our best to keep you as educated as we can on your particular task or project. We look forward to working with you.

"Very professional and very recommendable. "

Enrique S on October 2025


Cleaning gutters. Highly dependable. Been in business for over 20 years. Currently I have my own handyman business and I am looking to expand.



"Gary did an amazing job. Replied immediately to me and gave me a fair price. Will definitely recommend him to anyone."

Hector F on August 2024

I’m a do it right the first time kind of guy and the quality of my work & happiness of my clients is my top priority! Call or click for your quote today! Also offer clean outs and junk removal

"Gary did an amazing job. Replied immediately to me and gave me a fair price. Will definitely recommend him to anyone."

Hector F on August 2024


Darios landscaping

No reviews yet

Darios landscaping

No reviews yet

We offer a series of lawn development and upkeep programs devoting attentions to every aspect of turf grass culture. These include lawn maintenance, landscaping, mulching, lawn aeration & seeding, irrigation services, spot re-seeding, total lawn renovation, soil testing, disease control, de-thatching, grub control, lime application, Mansory, Tree work, Gutters, Trimming & pruning, Garden design, Planting, Fencing, Snow, Driveway asphalt, and trenches. All our products and services are positioned at the high end of the market in terms quality, and the mid to small scale end in terms of size and price. What sets us apart from other businesses is we are 100% customer service oriented.

We offer a series of lawn development and upkeep programs devoting attentions to every aspect of turf grass culture. These include lawn maintenance, landscaping, mulching, lawn aeration & seeding, irrigation services, spot re-seeding, total lawn renovation, soil testing, disease control, de-thatching, grub control, lime application, Mansory, Tree work, Gutters, Trimming & pruning, Garden design, Planting, Fencing, Snow, Driveway asphalt, and trenches. All our products and services are positioned at the high end of the market in terms quality, and the mid to small scale end in terms of size and price. What sets us apart from other businesses is we are 100% customer service oriented.



Home Improvements CT Team, LLC

10 Grandview Terrace
No reviews yet

Home Improvements CT Team, LLC

10 Grandview Terrace
No reviews yet
4 years of experience

We specialize in all phases of remodeling for your home, business, bathrooms, kitchens, finishing basements, and more! 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!

We specialize in all phases of remodeling for your home, business, bathrooms, kitchens, finishing basements, and more! 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!


Eliascarrizoinc

No reviews yet

Eliascarrizoinc

No reviews yet
Free onsite estimate

I can fix brakes and do oil changes and more to vehicles. I can paint clean gutters do lawn services and flooring. I can also fix any iT equipment from any computer to any printer. I can give you references if needed.

I can fix brakes and do oil changes and more to vehicles. I can paint clean gutters do lawn services and flooring. I can also fix any iT equipment from any computer to any printer. I can give you references if needed.

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Gutter Cleaning questions, answered by experts

Gutters alone do not prevent ice dams, although proper drainage can help reduce the chance of them forming. It’s also a common myth that gutters cause ice dams, but even houses without gutters are susceptible to ice dams. Keeping your gutters clear and in good condition can help water drain more efficiently, which may help keep ice dams from forming.

Rain gutters should be level from front to back to prevent spillage as water runs from one side to the other. Horizontally, rain gutters should not be level. A slope of at least a 1/4-inch per 10 feet is recommended from the high end of a gutter to the downspout.

Icicles can form if your gutters are clogged, but that’s not always the issue. You could also have an ice dam on your roof from poor insulation inside. In that case, the melting snow can refreeze in the gutter even if there isn’t a clog. If you’re unsure of the underlying problem, call in a roofing company to assess the issue and implement a permanent solution for you.

While not technically required, it’s a good idea. Replacing gutters, especially if they’re getting on in years, can sometimes even cost less than reinstalling existing gutters. The cost to replace or install gutters comes down to the size of your roof, the material costs, and the cost of labor in your area.

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.

The Winsted, CT homeowners’ guide to gutter cleaning services

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