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10 Best Gutter Cleaners in Southold, NY

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Written By Bradford Cuthrell

Last Updated May 2024

Gutter cleaning requires time and attention, leading many homeowners to delay it. However, Southold gets about 29 inches of snow per year, which means your gutters needs to be able to handle both increased precipitation and a greater chance of freezing.

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Top 10 Best Gutter Cleaners in Southold

Expressway Roof Leaks and Siding Repair

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21 Kent Pl, East Hampton, NY 11937 (631) 772-7595 expresswayroofingandchimney.com

Punctual service

Good customer service

Transparent pricing

Free assessment

Services Offered

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

The Brothers that just do Gutters

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16 Industrial Park Rd, Centerbrook, CT 06409 (860) 809-9800 brothersgutters.com

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Free assessment

Good customer service

Services Offered

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

Martin Roofing & Remodeling

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255 Rte 80 Ste 206, Killingworth, CT 06419 (860) 452-4892 martinroofingandremodeling.com

Free assessment

Punctual service

Transparent pricing

Good customer service

Diligent in educating customers

Services Offered

Gutter installation
Seamless gutters
Gutter repair
Maintenance and cleaning

Christopher Home Improvement

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16 A Winchester St, Norwich, CT 06360 (877) 334-4654 christopherimprovement.com

Transparent pricing

Diligent in educating customers

Free assessment

Punctual service

Good customer service

Services Offered

Gutter installation
Maintenance and cleaning
Gutter repair
Inspection

Express Way Roofing & Chimney Repair Replacement, Hamptons , East End, Long Island

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2 Jodi Dr, Manorville, NY 11949 (631) 772-6363 expresswayroofingandchimney.com

Punctual service

Good customer service

Free assessment

Transparent pricing

Services Offered

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

Town & Country Seamless Gutters

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

Punctual service

Transparent pricing

Good customer service

Diligent in educating customers

Free assessment

Services Offered

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

Skyway Roofing

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12 Barnett Dr, North Haven, CT 06473 (203) 234-1906 skyway-roofing.com

Transparent pricing

Good customer service

Diligent in educating customers

Free assessment

Punctual service

Services Offered

Inspection
Gutter installation
Maintenance and cleaning

RAM GUTTER LLC

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51 Van Horn Dr, East Haven, CT 06512 (203) 278-0669 ramgutter.com

Diligent in educating customers

Good customer service

Free assessment

Services Offered

Gutter guards
Downspouts
Gutter installation
Seamless gutters
Inspection
Maintenance and cleaning

The Cleaners & Builders

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

Transparent pricing

Diligent in educating customers

Good customer service

Services Offered

Gutter installation
Maintenance and cleaning

Wood & Wood Seamless Gutters

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21 S Rd, Marlborough, CT 06447 (860) 563-8820 weneedgutters.com

Transparent pricing

Good customer service

Diligent in educating customers

Free assessment

Services Offered

Gutter installation
Gutter guards
Soffit and fascia
Downspouts
Gutter repair
Maintenance and cleaning
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?

By keeping gutters clean, you protect your home against property damage. Failure to consistently remove debris lets it gather and block gutters. Water then flows out and harms exteriors, bases, and landscaping.

Repeated washing extends your gutters’ lifespan, and well-maintained channels help prevent warping, cracking, or rusting. Keeping them intact reduces expenses long-term.

Cost of Gutter Cleaning Services in Southold

Expect to pay around $0.82 per linear foot for average gutter maintenance in Southold. As the average home has around 200 feet of gutters, 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$0.82 per sq ft
Gutter Installation$3.73 per sq ft

How To Choose a Gutter Cleaning Service

Assess Their Experience

Companies in business for at least a couple of years typically have the experience to effectively remove gutter debris. Their familiarity with the work equips them to remove debris quickly and with care. If your house has an uncommon layout that presents accessibility obstacles, ask the service provider to ensure it has tackled similar housing challenges in the past.

Check Licensing and Insurance

You should verify a gutter cleaner’s business license via your local county or municipal office. New York doesn't require general contractors to obtain state-level licensing, but each county is unique in its certifications requirements. You can find your local county website and search the site for “county clerk” to get more information. Always make sure a gutter cleaning service is properly insured, as this will shield you in case of any accidents or injuries on your property.

Read Customer Reviews

Check out customer reviews for gutter cleaning companies on reliable sites to gauge their trustworthiness — Google Reviews, Trustpilot, and the Better Business Bureau (BBB) website are all good sources. Evaluate responses to complaints, too, since even top-rated providers sometimes have issues.

Compare Multiple Quotes

Ask several service providers to give you a bid for your gutter cleaning job. Compare these proposals to identify the best deal, but be careful of companies offering unusually low estimates, as this could mean poor-quality work.

Frequently Asked Questions About Gutter Cleaning in Southold, NY

Signals you should clean your gutter system include drooping gutters, flooding, and breakage. If the damage seems worse than you thought, replacing your gutters may be necessary.

You should service the gutters around your home at least twice annually. You should clear them more routinely if your yard has a lot of trees or if harsh weather blows debris into your gutter system.

Early spring and late fall are the ideal times for servicing your gutters. Most leaves fall in your gutters in those seasons, so cleaning during these periods also lets you skip working outdoors in the coldest or hottest months.

Yes, periodic gutter cleaning is necessary, even with gutter guard devices in place. Gutter guards can reduce cleaning frequency to biannually, but they can't entirely eliminate the need to maintain your gutters.

A gutter cleaning company can clear your gutters in around 2–4 hours, based on your home’s size and the cleaning requirements. Completing the work yourself will likely require more time.

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