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Best gutter repair and replacement pros near Chappaqua, NY

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TRUSTED BY CHAPPAQUA, NY HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon167
    Verified gutter repairs and replacements reviews

Top-Rated Gutter repair and replacement pros in Chappaqua - Updated Nov 2026

Avatar for The Brothers That Just Do Gutters
The Brothers That Just Do Gutters
4.5(
291
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallCopper Gutters - Repair+5 more

Serving Chappaqua, NY and surrounding areas

Approved

In business since 1999

Free estimates

Warranties offered

"Brothers replaced a damaged gutter over my garage. The work crew arried on time and completed the replacement in a short time. Both the work crew and customer service were professional and courtious. The project was reasonably priced. If you are in need of gutter repair or replacement, I would highly recommend Brothers and their gutters. I may hire them to clean my gutters in the fall."
Rhino Gutter Guard
Seamless Gutters
Heated Gutter
Response time2 days
Response rate100%
8 neighbors recently requested a quote
Avatar for All State Leaf Guard, Inc.
All State Leaf Guard, Inc.
4.8(
115
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - RepairSeamless Metal Gutters - Install+5 more

Serving Chappaqua, NY and surrounding areas

Approved

In business since 1984

Free estimates

Emergency services offered

"I bought an older home and needed some gutters replaced and repaired. Since we had recently spent a lot of money renovating home, I was budget conscious and did not want to spend a lot of money. We har All State and several vendors give us quotes. All State was a smaller family run business that was prompt and gave us a great price. We only started with a small job but ended up doing a full gutter replacement and added gutter guards. The price was fair and they completed in one day. Very happy with the work and service. Would highly recommend. And I am a builder so take a lot to get me praise. Happy customer in Darien, CT"
Dark Bronze Half Round
Dark Bronze Seamless Half Round
Dark Bronze Seamless Half Round
Dark Bronze Seamless Half Round
Seamless Galvalume Half Round Gutters

+7

Response time5 hrs
Response rate94%
107 neighbors recently requested a quote
Avatar for Angus Theriault & Sons Inc
Angus Theriault & Sons Inc
5.0(
23
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallCopper Gutters - Repair+5 more

Serving Chappaqua, NY and surrounding areas

Approved

In business since 1934

Free estimates

Credit card accepted

"Steve showed up promptly, quoted a fair price , and did a great job: copper chimney cap and waterproofing joints. While he was on the roof, he inspected the rest of the roof without being asked to and told me that no further repairs were required."
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+5

10 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Brians Contractor Corp.
Brians Contractor Corp.
4.9(
81
)
Seamless Metal Gutters - RepairGalvanized Gutters - Repair

Serving Chappaqua, NY and surrounding areas

Approved

In business since 2016

Free estimates

Emergency services offered

"Brians was professional and responsive. I reached out in regards to gutter replacement. Within minutes he called me and offered to come out and give me a quote. Brians was at my home a few hours later, and provide a quote on spot. After accepting the quote he agreed to begin the job a few days later. Him and his guys were at the home by 9am and done with the job within 2hrs. Job was done professionally and looks amazing. I was at work so Brians came back by the house later that evening to make sure I was satisfied. I would absolutely recommend this company to family and friends."
Steps
Steps
Steps
Steps
Steps

+80

Response time2 hrs
Response rate92%
5 neighbors recently requested a quote
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Gutter Repair and Replacement FAQs, answered by experts

Yes, caulking or sealing your vinyl gutters is a good way to help prevent gutter leaks. When you’re installing gutters, it’s important to overlap the sections to help avoid issues like leaks or drips, but they can still happen. In this case, adding caulk can help. Make sure to use a caulk designed for multiple surfaces, like a silicone-based caulk. You can also purchase a gutter sealant as well, which is specifically designed for this purpose.

Buried downspouts can freeze during cold weather as cold water runs through them. If you’ve discovered your downspouts are frozen, you can carefully pour hot water down the top of the downspout to defrost them. If that doesn’t work, you may need to dig your downspout back up. Avoid trying to break the ice from the exterior using a hammer as this can cause cracks and damage to your downspout.

To avoid freezing the future, consider adding a heating cable to the exterior, which can adjust heat based on the surrounding temperature.

There are a handful of things you can look for to determine if you need to pay for gutter repairs, including the following:

  • Water leaking from the underside of your gutters during rainfall

  • Visible gaps between your gutters and your roof

  • Frequent issues with gutters overflowing or holding standing water

  • Gutters that sag or pull away from the house

  • Water damage to soffits, fascia boards, or other building materials

  • Mold growth on your exterior walls

  • Soil erosion underneath your roof overhang

  • Foundation leaks or inward bowing of foundation walls

With routine maintenance, gutters don’t usually need to be replaced for 20 years, but there are warning signs that they might need early replacement. Signs that your gutters need to be replaced include sagging, visible cracks or holes, peeling paint, rust, standing water in your gutter, and water leaking into your basement. Pushing off replacing your gutters can lead to extensive damage to both the interior and exterior of your home. Regular maintenance can help your gutters last all 20 years — and sometimes, even longer. 

Poor gutter drainage can cause sagging gutters, roof damage, mold, mildew, rot, basement flooding, and foundation cracks. With gutter replacement costs possible for just $500, getting the right system can save you thousands in repairs down the road.

The Chappaqua, NY homeowners’ guide to gutter repairs and replacements

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