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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

If you’re replacing your roof, you don’t need to worry about replacing your gutters as long as they’re functional and in good condition. Some roofers may recommend temporarily removing gutters to prevent them from damage during a roof replacement, but the right professional can reduce this risk. Replacing your gutters would only be necessary if your gutters are in bad shape and already need replacing.

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.

Costs range from $150 to $500, depending on the damage and length of gutter needing repair.

Yes, gutter repair is almost always worth the investment. Some homeowners believe that gutter repairs are only to improve the home’s curb appeal, but gutters play a pivotal role in protecting your foundation from damage and structural instability, and they also prevent water damage to your soffits, fascia, roof, and exterior walls. You will pay an average of around $400 to have your gutters professionally repaired, but it’s worth it even for the peace of mind of knowing that one of your largest investments is adequately protected from the elements.

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

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.