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10 Best Gutter Cleaners in Winchester, CT

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Written By Bradford Cuthrell

Last Updated April 2024

Gutter cleaning takes time and attention, leading many homeowners to postpone it. An obstructed gutter, however, can stand in the way of proper water drainage. In a town such as Winchester, which has more trees than many other areas in the country, having reliable gutters is incredibly important.

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Top 10 Best Gutter Cleaners in Winchester

EPB Roofing & Remodeling

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29 Albrecht Rd, Torrington, CT 06790 (860) 482-5218 epbroof.com

Good customer service

Transparent pricing

Services Offered

Maintenance and cleaning
Gutter installation

JP Carroll Roofing

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135 W Dudley Town Rd, Bloomfield, CT 06002 (860) 467-1639 jpcarrollroofing.com

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Good customer service

Transparent pricing

Services Offered

Downspouts
Gutter installation
Gutter guards
Maintenance and cleaning
Inspection

Weathertite Sales, LLC

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550 Main St S, Bethlehem, CT 06751 (203) 528-4727 weathertitesales.com

Punctual service

Good customer service

Transparent pricing

Free assessment

Diligent in educating customers

Services Offered

Gutter guards
Gutter repair
Gutter installation
Maintenance and cleaning
Inspection

The Brothers that just do Gutters

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92 Weston St Suite 45, Hartford, CT 06120 (860) 318-2359 brothersgutters.com

Transparent pricing

Good customer service

Free assessment

Punctual service

Services Offered

Downspouts
Gutter repair
Soffit and fascia
Gutter installation
Maintenance and cleaning
Seamless gutters
Gutter replacement
Inspection
Gutter guards

Custom Gutters

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2385 Westfield St, West Springfield, MA 01089 (413) 372-4192 customguttersma.com

Free assessment

Good customer service

Transparent pricing

Diligent in educating customers

Services Offered

Maintenance and cleaning
Gutter repair
Gutter guards
Gutter installation
Seamless gutters

Above the Rest Roofing and Siding

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1460 Meriden-Waterbury Turnpike #6, Plantsville, CT 06479 (860) 329-6634 abovetherestroofingandsiding.com

Transparent pricing

Diligent in educating customers

Punctual service

Free assessment

Good customer service

Services Offered

Maintenance and cleaning
Seamless gutters
Inspection
Gutter installation

Pure Pro Gutter Cleaning, LLC

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160 N Rd, East Windsor, CT 06088 (860) 835-4800 cleangutterclean.com

Free assessment

Diligent in educating customers

Good customer service

Transparent pricing

Punctual service

Services Offered

Inspection
Gutter installation
Downspouts
Maintenance and cleaning
Gutter replacement
Gutter repair

Crown Gutters

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600 Cooper St, Agawam, MA 01001 (413) 454-1609 crowngutter.net

Good customer service

Free assessment

Diligent in educating customers

Transparent pricing

Services Offered

Downspouts
Maintenance and cleaning
Gutter guards
Gutter repair
Gutter installation

CTHandiman

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1563 Meriden-Waterbury Turnpike, Milldale, CT 06467 (203) 439-0666 cthandiman.com

Free assessment

Transparent pricing

Good customer service

Diligent in educating customers

Services Offered

Soffit and fascia
Gutter guards
Gutter installation
Maintenance and cleaning

Dow Gutters

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74 Maple St, Plantsville, CT 06479 (860) 426-0045 dowgutters.com

Transparent pricing

Diligent in educating customers

Services Offered

Gutter repair
Gutter installation
Maintenance and cleaning
Gutter guards
Seamless gutters
Today's Homeowner Ranking Methodology

Today's Homeowner looks at dozens of datapoints on gutter cleaners to come up with our data-driven rankings. It's not possible for a company to pay for preferential treatment in our rankings. We look at the following key factors in determining who should top our list:

  • Company Experience
  • Real User Reviews
  • Company Reputation
  • Accreditations and Licenses
  • Service Area
  • Customer Service
Have questions about our methodology or company ratings? Reach out to FindAPro@TodaysHomeowner.com.

Why Is Gutter Cleaning Important?

Unclogged gutters prevent damage to your property. When you don't perform habitual cleaning, leaves and debris accumulate in your gutters. As a result, spillage can erode outer components like your sidings, foundations, and greens.

Regular upkeep bolsters the lifespan of gutters, as clean systems resist warping, fracturing, or corroding over time. Keeping them intact can save you money in the long run.

Cost of Gutter Cleaning Services in Winchester

On average, the cost of gutter cleaning in Winchester is around $1.10 per linear foot, and most homes have around 200 feet of gutters. You may end up paying more, however, if your home is multilevel or needs specialty equipment for hard-to-reach areas.

ProjectEstimated Cost
Gutter Cleaning$1.10 per sq ft
Gutter Installation$4.00 per sq ft

How To Choose a Gutter Cleaning Service

Assess Their Experience

Look for a provider that’s been in business for at least a few years. The more experience a gutter specialist has in their field, the swifter and more adeptly they’ll be able to clean your gutters. If your house has a distinctive layout that poses accessibility challenges, ensure with the prospective company that it has serviced homes like yours prior to this job.

Check Licensing and Insurance

Confirm your gutter cleaning provider has an active business license through the Connecticut State Licensing website. Ask for proof of proper insurance, as official permits and policies safeguard you if personnel sustain injuries at your home.

Read Customer Reviews

Check out client reviews for gutter cleaning companies on reliable sites to gauge their trustworthiness — the Better Business Bureau (BBB) website, Trustpilot, and Google Reviews are all good sources. Analyze replies to criticism, too, since even highly rated companies sometimes have problems.

Compare Multiple Quotes

Ask several service providers to give you a bid for your gutter cleaning job. Assess these estimates to determine the best deal, but be wary of providers offering abnormally low estimates, as this could suggest poor-quality work.

Frequently Asked Questions About Gutter Cleaning in Winchester, CT

You should schedule cleaning for your gutters if you notice sagging, breaking, or water overflow. If these issues are serious, you may need to change out your gutter system entirely.

You should clear out your gutters at least twice a year. You may need to clean more frequently if your property has several trees, or if you get harsh weather that blows excess debris into your gutters.

The spring and fall seasons are the ideal times for gutter cleaning. Debris can collect in your gutters in those seasons, so scheduling during those times also lets you skip working outside in extreme temperature months.

Yes, even with gutter guards installed, you should clean your gutters regularly. The shields can cut back the need for gutter clearing to once yearly, but no equipment eliminates the need altogether.

A gutter maintenance specialist can service your rain gutters in about two to four hours, depending on the dimensions of your home and how much maintenance is needed. Taking the task on as a DIY project will likely take longer.

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