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Best gutter repair and replacement pros near Winona, MS

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

JB's Gutters and Home Improvements
5.0(
39
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

Serving Winona, MS and surrounding areas

Approved

In business since 1989

Offers commercial services

Customers say: Quick response

**Please call us directly at (662) 803-1143** \n- \nJB's Gutters and Home Improvements is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers interests, and make their concerns the basis of our business.

18 neighbors recently requested a quote
Recommended by94%of homeowners
Avatar for RAIN MANAGEMENT, LLC
RAIN MANAGEMENT, LLC
5.0(
6
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallSeamless Metal Gutters - Repair

Serving Winona, MS and surrounding areas

Approved

In business since 2020

Free estimates

Offers commercial services

"My experience with Rain Management in the installation of my new gutters was outstanding!!! From his salesman who was very cordial & attentive to my needs. The installation was very timely and expertly performed to my amazement. The price was very reasonable. Mr. Kennedy (Business Owner) kept me totally informed of the installation process! If you need gutters, I highly recommend Rain Management! You won’t be disappointed!"
10 neighbors recently requested a quote
McNeer Outdoors
4.0(
2
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallSeamless Metal Gutters - Repair

Serving Winona, MS and surrounding areas

Approved

In business since 1994

Free estimates

Credit card accepted

"My Pro did show up on time which is unusual these days! Evaluated my system and proceeded to fix my issue of a leak, discovered 2 spinker heads that had been buried!!!! Replaced a couple of damaged heads and then did a system check setting the heads for maximum coverage all for a reasonable price! Would HIGHLY recommend!"
Response time1 day
40 neighbors recently requested a quote
Recommended by100%of homeowners
JMR Contractors inc
New to Angi
Galvanized Gutters - RepairGutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install+1 more

Serving Winona, MS and surrounding areas

Approved

Free estimates

Offers commercial services

Based in Ecru, JMR Contractors is your local partner for high-quality residential and commercial improvements. We specialize in Roofing, Painting, and Carpentry, though our expertise extends to a wide range of general contracting services designed to keep your property in peak condition.\nWhat sets us apart is our direct approach: we don’t use middlemen. When you work with us, you’re working directly with the experts doing the job. This allows us to maintain strict quality control and offer highly competitive pricing without the corporate markup.\nWhile JMR Contractors has officially been serving the community for three years, our founder has been a fixture in the trades since 2016. We combine nearly a decade of hands-on craftsmanship with a commitment to honest, reliable service. Whether it’s a full roof replacement, a fresh coat of paint, or custom woodwork, we get the job done right the first time.

Avatar for Queen City Insulation Co Inc
Queen City Insulation Co Inc
5.0(
4
)
Copper Gutters - RepairGalvanized Gutters - RepairGutter Covers and Accessories - Install or Replace+5 more

Serving Winona, MS and surrounding areas

"The receptionist took the call and told me to expect a all from the technician. He called back immediately to set up an appointment. Greg was quick and professional. I plan to hire them again if I need anything. I went into their office to pay the bill and the receptionist was very helpful and pleasant."
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+3

Recommended by100%of homeowners
Avatar for Ultimate Construction Pros, LLC
Ultimate Construction Pros, LLC
5.0(
8
)
Gutter Covers and Accessories - Install or Replace

Serving Winona, MS and surrounding areas

In business since 2012

Free estimates

Small jobs welcome

"Absolutely! Construction professionals really are the backbone of so many blessings . They take complex visions and turn them into reality, all while ensuring safety, precision, and craftsmanship. Without them, our project would have cost more and would have been a disaster"
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+23

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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.

Gutter repairs typically cost between $150 and $600. The final price is influenced by several factors, including the extent of the damage, the gutter material type, the accessibility of the damaged area, and the amount of labor required for the fix.

If your gutters get overwhelmed every time it rains, adding an extra downspout is a solution. First, you'll need to decide where to add the downspout. If your current setup only has a single downspout, one option is to place a new one at the opposite end of the gutter. If you already have a downspout at each end, adding a third one in the middle can help to lighten the load. 

You can hire a professional to add a downspout yourself by cutting into the existing gutter and attaching the necessary parts, such as an outlet and brackets.

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. 

Gutter repair costs around $400 on average, and prices range from $200 up to $650 in most cases. You can expect to pay between $4 and $30 per linear foot. The best way to get an accurate estimate is to have a professional come out to price your project. Some factors that influence your total include the following:

  • Number of linear feet of gutter to repair

  • Gutter style 

  • Gutter material

  • Accessibility of the gutters

  • Whether you have seamless or seamed gutters

  • Type of necessary repairs

The Winona, MS homeowners’ guide to gutter repairs and replacements

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