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10 Best Gutter Installation Companies in Sleepy Hollow, NY

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Written By Bradford Cuthrell

Last Updated April 2024

For homes all across the United States, properly-installed and reliable gutters are critical. Without good gutters, your home is at risk for serious water damage to your siding and foundation. If you live somewhere like Sleepy Hollow, you'll experience more daily rainfall than about 90% of the country, so having an effective gutter system is particularly important.

This comprehensive list of the premier gutter installation providers around Sleepy Hollow can get you started on fixing all of your gutter problems.

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Top 10 Best Gutter Installation Companies in Sleepy Hollow

George's Seamless Gutters

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76 S Central Ave, Elmsford, NY 10523 (914) 447-0254 allwestchestergutters.com

Good customer service

Transparent pricing

Punctual service

Diligent in educating customers

Free assessment

Services Offered

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

Perry's Roofing

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12 Center St, Pleasantville, NY 10570 (914) 747-7663 perryverroneroofing.com

Transparent pricing

Free assessment

Diligent in educating customers

Good customer service

Services Offered

Gutter installation
Gutter replacement
Inspection

A & J Reliable Inc.

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50 Second Ave Suite A, Nanuet, NY 10954 (877) 492-9014 ajreliable.com

Good customer service

Free assessment

Punctual service

Diligent in educating customers

Transparent pricing

Services Offered

Gutter installation
Downspouts
Inspection
Maintenance and cleaning
Seamless gutters
Gutter guards

American Star Contractor

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77 Lafayette Ave, White Plains, NY 10603 (862) 294-9990 americanstarcontractor.com

Transparent pricing

Diligent in educating customers

Free assessment

Good customer service

Services Offered

Inspection
Gutter replacement
Gutter installation
Maintenance and cleaning
Gutter repair

M. Anthony's Roofing Inc.

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18 Ludvigh Rd, Nanuet, NY 10954 (845) 714-0587 m-anthonys-roofing.com

Good customer service

Transparent pricing

Free assessment

Diligent in educating customers

Services Offered

Gutter installation
Inspection

The Gutter Pros of Westchester

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76 S Central Ave Suite#201, Elmsford, NY 10523 (914) 588-9145 thegutterprosofwestchester.com

Transparent pricing

Diligent in educating customers

Free assessment

Good customer service

Services Offered

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

Elite Pro Contracting Services

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995 Linda Ave, Thornwood, NY 10594 (973) 980-5472 elite-pro-contracting.com

Free assessment

Transparent pricing

Good customer service

Punctual service

Services Offered

Gutter installation
Downspouts

Westchester Gutter Cleaning

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522 N State Rd, Briarcliff Manor, NY 10510 (914) 685-8116 westchesterguttercleaning.com

Free assessment

Transparent pricing

Diligent in educating customers

Good customer service

Services Offered

Inspection
Maintenance and cleaning
Gutter guards
Gutter repair
Gutter installation
Downspouts

Segelman Shaw Roofing Siding & Gutters

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656 Central Park Ave #103, Scarsdale, NY 10583 (914) 874-1197 letsroofwestchester.com

Diligent in educating customers

Good customer service

Transparent pricing

Free assessment

Services Offered

Gutter installation
Downspouts
Maintenance and cleaning
Inspection

Gary's Gutter Service Inc

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4 Gala Ct, Congers, NY 10920 (845) 268-3700 garysgutterservice.com

Transparent pricing

Free assessment

Punctual service

Good customer service

Services Offered

Gutter installation
Inspection
Maintenance and cleaning
Gutter repair
Today's Homeowner Ranking Methodology

Today's Homeowner looks at dozens of datapoints on gutter installation companies 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.

What Services Do Gutter Installation Companies Offer?

By picking a full-service gutter installation company, you'll get the best value and longest lifespan from your system. The Sleepy Hollow companies we recommend can do all these jobs and more:

  • Cleaning: Routine gutter cleaning is crucial for success, especially with the wet weather in Sleepy Hollow, but it's not easy or fun to do yourself. A professional can handle the cleaning for you to help prevent warping, clogging, and overflowing.
  • Repair: Gutter problems can happen to anyone. Whether you're struggling with sagging gutters, cracks, or leaks, a local Sleepy Hollow professional can evaluate and repair the issue before it gets worse.
  • Gutter guard installation: Want to prevent leaves from clogging up your downspouts? Are pests like birds settling down inside them? Gutter guards can help in both cases, and a qualified gutter guard team can help you choose and install the right kind.
  • Installation: An expert provider can help you install a new gutter system safely and protect your roof's warranty.
If you find a local gutter company you like, they might offer long-term contracts for installation, repairs, and cleaning. These packages are usually billed either monthly or annually.

Gutter Services

By picking a full-service gutter installation company, you'll get the best value and longest lifespan from your system. The Sleepy Hollow companies we recommend can do all these jobs and more:

  • Cleaning: Routine gutter cleaning is crucial for success, especially with the wet weather in Sleepy Hollow, but it's not easy or fun to do yourself. A professional can handle the cleaning for you to help prevent warping, clogging, and overflowing.
  • Repair: Gutter problems can happen to anyone. Whether you're struggling with sagging gutters, cracks, or leaks, a local Sleepy Hollow professional can evaluate and repair the issue before it gets worse.
  • Gutter guard installation: Want to prevent leaves from clogging up your downspouts? Are pests like birds settling down inside them? Gutter guards can help in both cases, and a qualified gutter guard team can help you choose and install the right kind.
  • Installation: An expert provider can help you install a new gutter system safely and protect your roof's warranty.
If you find a local gutter company you like, they might offer long-term contracts for installation, repairs, and cleaning. These packages are usually billed either monthly or annually.

How To Choose a Gutter Installer

Research potential gutter installers very carefully before hiring to avoid overinflated prices or poor work. Here’s what to look for when researching gutter installation professionals:

Assess Their Experience

Choose an established local company with years, or ideally decades, of gutter installation experience. An experienced provider will understand your local climate and weather as well as local home architecture styles and can help you find the best gutters for your house. It will also have proven practices for safe and efficient gutter installation.

Verify Proper Licensing and Insurance

Only hire a provider that's fully licensed, bonded, and insured. Ask for copies of their documentation upfront before committing. Proper certification and insurance protects you from liability and shows that the company is operating legally.

Check Reviews and Referrals

Browse online reviews on sites like Google, the Better Business Bureau, and Yelp. Verify that a provider has a record of excellent work and great customer service. Look for happy long-term customers to gain insights into a company's reliability. Be on the lookout for red flags, like poor communication or unfinished jobs. All our recommended providers have a high number of reviews with a good average rating.

Choose Reputable Brands

Pick a gutter professional who's a certified installer through the manufacturer. These providers with proper training are trained to install gutters per the manufacturer's specifications for the best results.

Examine Warranties

Only hire a provider that offers strong manufacturer guarantees on materials as well as their own installation guarantees. Look for warranties that last 5–10 years for standard aluminum gutters and 1–3 years for labor.

Gutter Installation Materials

Pick long-lasting materials like heavy-gauge aluminum that won't decay, rust, or warp over time. The right materials will be able to withstand the weather in Sleepy Hollow. Make sure any paints and finishes have an extended lifespan, too.

Questions to Ask

When comparing potential gutter installation companies, be sure to ask these kinds of detailed questions:

  • Can you also install gutter guards? Gutter guards help prevent clogs that occur due to leaves and other falling debris.
  • Can you give me a detailed quote for both full gutter replacement and fixes for problem areas? Get quotes in writing from providers, so you know exactly what the price of gutter installation will be before the work begins.
  • How long is the installation process? Most companies are able to get installations done in around one day.
  • What steps do you take to ensure my new gutters have the optimal pitch and slope to prevent standing water? Proper pitch and slope helps prevent overflow. Your contractor should know how to align a gutter system with your home’s roofing specifications.
  • How will you guarantee a smooth integration with my current roof? Look for companies that consider steps such as underlayment replacement.
  • What gutter materials are recommended for my specific home style and the local weather conditions? Consider the advantages and disadvantages of each gutter material, considering critical factors such as Sleepy Hollow's expected rainfall, snowfall, and the size and capacity of the gutters.
  • What kind of warranties are there for materials and labor? Quality materials are usually backed by 5–10 year warranties. Labor is usually back by a 1-3 year guarantee.
Researching and comparing multiple providers helps you select the best gutter installation company for you. Investing in new gutters today helps prevent costly water and structural damage in the future.

Frequently Asked Questions About Gutters in Sleepy Hollow, NY

One way to verify the legitimacy of a gutter services company is to read reviews online. When you speak with someone from the company, confirm that they have insurance and that they can walk you through how their process will or will not affect your roof warranty. Lastly, a reputable Sleepy Hollow gutter services company should provide an estimate and information about their warranties to you in writing after completing an inspection.

The average amount you can anticipate paying for gutter installation in Sleepy Hollow is between $392-$3,457, or about $3.83 per linear foot. The size of your home and the number of stories it has will influence the cost, as will the material you choose and if you have chosen sectional or seamless gutters. The only definitive way to estimate how much you'll pay for gutter installation in Sleepy Hollow is to reach out to one or more gutter installation companies to ask for a free estimate. When you do contact a company, make sure you have a rough idea of the gutter material you want, and how many linear feet you’ll need.

For all gutter services, the benefits of working with a local Sleepy Hollow gutter company include greater safety, higher quality of work, and decreased risk of future problems. When it comes to installation, hiring a professional can also mean getting a warranty for both materials and services. When your gutters need to be replaced, a gutter services professional can both provide materials and haul away waste, saving you time and keeping your yard clean.

Processes that may affect an existing warranty including removing, lifting, splitting, or putting fasteners or nails into your roofing tiles. A legitimate gutter installation company will be able to explain the work that they plan to complete and how it affects your roof warranty, if at all. This applies both for installation of gutters and gutter guards. Many gutter installation providers also offer warranties for services and materials. Ask your gutter technician all your questions before you agree to a contract.

In many cases, Sleepy Hollow's gutter companies and "all-purpose" home service companies will also offer other services, like repair or cleaning for your roofing, siding, or windows. If you need multiple services, contact one or more companies from our list to learn about what kind of service packages they offer.

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