10 Best Gutter Cleaners in Middletown, CT

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Last Updated: February 25, 2025

Clearing out gutters is a hassle that numerous homeowners delay. Places like Middletown, though, have a higher amount of tree coverage than the majority of other places in the U.S. Because of this, homes need properly-working and well-serviced gutters, as the abundance of trees makes proper gutter functioning critical.

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Top Pick
4.6/5
  • Great customer service
  • Diligent in educating customers
  • Transparent pricing
Most Durable
3.8/5
  • Transparent pricing
  • Durable product
  • Timely and professional service

Top 10 Best Gutter Cleaners in Middletown

Advertisement This site receives compensation from some of the companies featured in this listing, which may impact where and how products appear. When you click "Get Quote," you will be connected with partners who may contact you with information related to your inquiry. This listing doesn't feature all companies, products, or offers that may be available.

Clearview Roofing Huntington

Clearview Roofing Huntington Logo

Our Rating

User Rating

508B New York Ave, Huntington, NY 11743 (631) 262-7663 longislandroofs.com

Free assessment

Good customer service

Diligent in educating customers

Transparent pricing

Services Offered

Soffit and fascia
Maintenance and cleaning
Gutter guards
Inspection
Gutter installation

The Cleaners & Builders

The Cleaners & Builders Logo

Our Rating

User Rating

445 Front Ave Suite 195, West Haven, CT 06516 (203) 999-2416 thecandb.com

Services Offered

Maintenance and cleaning
Gutter installation

Klaus Roofing Systems by J Smegal

Klaus Roofing Systems by J Smegal Logo

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449 Pittsfield Rd # 201, Lenox, MA 01240 (413) 655-7663 jsmegalroofing.com

Free assessment

Transparent pricing

Diligent in educating customers

Services Offered

Inspection
Gutter guards
Gutter replacement
Seamless gutters
Maintenance and cleaning
Gutter installation

Lecla Home Improvements & Roofing, Inc.

Lecla Home Improvements & Roofing, Inc. Logo

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38 Beaver Brook Rd, Danbury, CT 06810 (203) 730-9512 leclahomeimprovements.com

Free assessment

Punctual service

Transparent pricing

Diligent in educating customers

Good customer service

Services Offered

Gutter installation
Maintenance and cleaning

Shine Construction, Inc.

Shine Construction, Inc. Logo

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301 N Main St, Uxbridge, MA 01569 (508) 278-3300 shineconstructioninc.com

Transparent pricing

Free assessment

Diligent in educating customers

Good customer service

Services Offered

Maintenance and cleaning
Inspection
Gutter installation

The Brothers that just do Gutters

The Brothers that just do Gutters Logo

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User Rating

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

Free assessment

Transparent pricing

Good customer service

Punctual service

Services Offered

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

Sunrise Roofing & Chimney

Sunrise Roofing & Chimney Logo

Our Rating

User Rating

15 Peconic Ave, Medford, NY 11763 (631) 657-5059 sunriseroofingandchimney.com

Punctual service

Diligent in educating customers

Transparent pricing

Free assessment

Services Offered

Gutter guards
Soffit and fascia
Gutter replacement
Gutter repair
Gutter installation
Inspection
Maintenance and cleaning

Skyview Exteriors

Skyview Exteriors Logo

Our Rating

User Rating

9 Redwing St, Providence, RI 02907 (401) 375-4491 skyviewexteriors.com

Punctual service

Diligent in educating customers

Free assessment

Transparent pricing

Good customer service

Services Offered

Inspection
Gutter installation
Maintenance and cleaning
Gutter repair

Ned Stevens Gutter Cleaning

Ned Stevens Gutter Cleaning Logo

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User Rating

26 E Franklin St, Danbury, CT 06810 (203) 437-9095 nedstevens.com

Diligent in educating customers

Good customer service

Transparent pricing

Free assessment

Punctual service

Services Offered

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

Town & Country Seamless Gutters

Town & Country Seamless Gutters Logo

Our Rating

User Rating

36 Commerce Cir, Durham, CT 06422 (860) 852-5857 ctseamlessgutters.com

Good customer service

Diligent in educating customers

Free assessment

Transparent pricing

Punctual service

Services Offered

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

By keeping gutters clean, you protect your home against property damage. Failure to consistently remove debris results in accumulation and gutter clogging. Water then flows out and harms exteriors, bases, and landscaping.

Regular upkeep lengthens the lifespan of gutters, as well-kept gutters better avoid deforming, breaking, or eroding over time. Keeping them intact can save you money in the long run.

Cost of Gutter Cleaning Services in Middletown

Expect to pay around $1.02 per linear foot for standard gutter clearings in Middletown. Since most properties have about 200 feet of channels, anticipate this to be your overall cost, unless your property needs specialty gear for multilevel gutters, which may raise the overall cost.

ProjectEstimated Cost
Gutter Cleaning$1.02 per sq ft
Gutter Installation$3.93 per sq ft

How To Choose a Gutter Cleaning Service

Assess Their Experience

Consider 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 unique layout or areas that are tricky to access, verify with the business that it has worked on homes like yours in the past.

Check Licensing and Insurance

You should always validate a gutter cleaner's business license through the Connecticut State Licensing website. Be sure to confirm that a company offers full protection. Suitable permits and policies provide protection if accidents happen or cleaners are hurt at your home during service.

Read Customer Reviews

Feedback on websites such as the Better Business Bureau (BBB) website, Google Reviews, and Trustpilot can provide insight into a company's trustworthiness. Look for businesses that have primarily positive reviews. If a provider has received complaints, pay attention to how it has addressed them.

Compare Multiple Quotes

Ask multiple businesses to give you a quote for your gutter cleaning job. Compare these proposals to identify the best deal, but be careful of providers citing abnormally low estimates, as this could suggest subpar work.

Frequently Asked Questions About Gutter Cleaning in Middletown, CT

Reasons you should clean your gutters include sagging lines, leakage, and breakage. If the damage seems worse than you thought, switching out your gutters may be necessary.

You should service the gutters around your house at least two times per year. You should clean them more routinely if your yard has many trees or if heavy winds blow debris into your gutter system.

The spring and fall seasons are the ideal times for servicing your gutters. Debris can collect in your gutters in those seasons, so scheduling during those times also lets you avoid working outside in the coldest or hottest months.

Yes, even with gutter guards installed, you should clean your gutters regularly. The shields can cut back the cleaning frequency to annually, but no accessory eliminates the need altogether.

A gutter servicing specialist can clear your gutters in around two to four hours, based on your home’s size and the cleaning requirements. Completing the work yourself will likely require more time.

Other Middletown, CT Home Services

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