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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!"
16 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
46 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

One of the biggest causes of gutter leaks is clogged gutters. If your gutters are full of debris and leaves, water will back up and eventually overflow outside of the gutter. Other common causes of gutter leaks include loosened gutter fasteners, faulty gutter slopes (sagging gutters), separated joints, and cracks or holes.

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.

Gutters should not drip at the seams. This problem could indicate that water is collecting in the gutters instead of moving to the downspouts. You could have leaves or other debris blocking the flow of water at the seams. Try cleaning the gutters, adjusting the slope, and sealing any holes or cracks in the material to fix this problem.

Outside of regular maintenance, most gutter repairs are best left to the pros. Most gutter projects require basic ladder safety and (sometimes) getting on top of your roof. Without the proper equipment (or if you generally get a little nervous with heights), you could put yourself at risk of serious injury. On top of that, improperly repaired gutters could result in longer term damage that requires a full replacement.

The gutter gauge is a measurement of the thickness of the gutter material. If you have gutters that are too thick and heavy for the screws and brackets holding them in place, they may sag. Materials that are too thin could suffer damage that leads to sagging. A professional gutter installer can ensure you have the right gutter gauge.

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.