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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
41 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
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Gutter Repair and Replacement FAQs, answered by experts

Yes. Excessive pitch in gutters can cause water to flow too rapidly, leading to a decrease in the gutter's water-holding capacity; consequently, during heavy rainstorms, water may awkwardly splash outside the gutters. Ideally, you should aim for a quarter-inch of gutter slope for every 10 feet of gutter run. However, it's important to note that this guideline may vary depending on your home's structure and the type of gutters being installed.

It is possible to repair your own gutters, but we don’t recommend it. First, gutters need to sit at a precise slope to direct water toward the downspouts but also appear level from the yard, and this task is challenging to get right through DIY gutter repair. Second, any mistakes you make could be costly if they cause water damage or foundation damage. It might seem unnecessary to spend $400 on professional gutter repair, but it pales in comparison to what you might pay if you make a mistake doing the work yourself.

The best way to seal gutters is with a combination of waterproof roofing cement and silicone gutter sealant. This powerful duo works to prevent water from escaping through holes and cracks while allowing for breathability. While you can use polyurethane sealants, silicone sealants tend to be more flexible when it comes to climate. Silicone is UV-resistant and bonds well to many surfaces. However, polyurethane sealant bonds better with wood. 

On average, gutters need to be replaced every 20 years. Unprotected gutters in more extreme weather conditions are more prone to breaking and may need to be replaced sooner. Meanwhile, proper maintenance can extend your gutter’s life span even further. That said, proper installation, gutter hangers to provide additional support, and gutter guards or helmets all play an important role in how long your gutters last.

Yes, many homeowners find that seamless gutters are worth the investment. Although they have a higher upfront cost than standard gutters—an average of $2,700 compared to $2,000—their benefits often outweigh the price difference. Seamless gutters last longer, require less maintenance, and are less prone to clogs and leaks due to having fewer seams. In contrast, standard gutters typically have seams every 10 feet, which can leak and require new sealant every one to five years. Additionally, seamless gutters are considered more aesthetically pleasing, come in a variety of colors to match your home, and can improve your home's curb appeal and potential value.

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.