Free Estimate 📞 (877) 586-1316 24/7
Professional Roofing hero
โ˜…โ˜…โ˜…โ˜…โ˜… 4.8/5 from 258+ reviews

Trusted Milesville Roofing Contractor

GAF-certified roofing contractor installing architectural shingles, impact-resistant Class 4 materials, and standing seam metal roofs in Milesville. Call (877) 586-1316. Real person picks up.

14+
Years
500+
Projects
4.8
Rating
14+
Years Experience
500+
Projects Completed
4.8
Star Rating (258+ Reviews)
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Licensed & Insured

Our Services

Our Roofing Services

Full-service roofing contractor in Milesville โ€” from asphalt shingle roof replacement and emergency hail damage repair to metal roofing, flat roof systems, and gutter installation. Every project is installed by manufacturer-certified crews with workmanship warranties.

roof replacement
FREE ESTIMATE

Roof Replacement

We handle the whole replacement from permits to final inspection. Our Milesville office pulls the permit, coordinates the dumpster, runs the crew, and schedules the building inspector. You sign the contract and we handle the rest.

roof repair
SAME-DAY

Roof Repair

Roof repairs get worse when you ignore them. A $400 flashing repair turns into $4,000 of water damage inside the wall. Our Milesville crew can usually get there within 48 hours for non-emergency repairs.

storm damage repair
LICENSED

Storm Damage Repair

We work with every major insurance carrier. State Farm, Allstate, USAA, Liberty Mutual, Farmers, Nationwide. Our supplement team knows Xactimate line items and fights for full replacement when your roof qualifies.

new roof installation
TOP RATED

New Roof Installation

New construction or an addition? We install new roofing systems from scratch. Decking inspection, ice and water shield, synthetic underlayment, ventilation calculations, and whatever material you want on top. Shingles, metal, or flat.

metal roofing
GUARANTEED

Metal Roofing

We do metal roof repairs too. Loose panels, failed sealant at transitions, rust spots on older galvanized. Not every metal issue needs a full replacement. Our Milesville crew can usually fix it same-day.

shingle roofing
INSURED

Shingle Roofing

Designer shingles like GAF Camelot and Owens Corning Berkshire mimic slate and cedar shake. Higher cost than standard architectural, but the look is incredible. We install all designer profiles in Milesville.

flat roofing
FREE ESTIMATE

Flat Roofing

Modified bitumen is our go-to for residential flat roofs in Milesville. Two-ply torch-applied system with a granulated cap sheet. It handles foot traffic, thermal cycling, and South Dakota UV better than single-ply at the residential scale.

commercial roofing
SAME-DAY

Commercial Roofing

Roof coatings can extend the life of your commercial roof by 10-15 years for a fraction of replacement cost. We apply silicone and acrylic coatings over existing TPO, EPDM, and metal substrates. Not every roof qualifies. We'll be straight with you.

gutter installation
LICENSED

Gutter Installation

Clogged gutters cause fascia rot. We see it on every other house in Milesville. We install new gutters with proper pitch, adequate downspout capacity, and optional gutter guards if you're done cleaning them twice a year.

roof inspection
TOP RATED

Roof Inspection

Free roof inspections for Milesville homeowners. No catch, no obligation. We inspect your roof, hand you the report, and let you decide what to do next. If you need work, we'll quote it. If you don't, we'll say so.

emergency roof repair
GUARANTEED

Emergency Roof Repair

Storm damage, fallen trees, sudden leaks. We handle all roofing emergencies in Milesville. First we stop the water, then we fix the cause. Emergency response available 7 days a week.

skylight installation
INSURED

Skylight Installation

VELUX FS fixed skylights and VS vented skylights installed with EDL flashing kits for profile roofing. The flashing integrates with your shingle courses per IRC R903.2 weather protection requirements. We cut the opening, frame the curb with doubled 2x lumber, install the skylight with factory sealant, and weave the flashing into the existing shingle field. Leak-proof when done right. And we do it right in Milesville.

Why Choose Milesville Roofing & Maintenance?

Trusted by homeowners and businesses across Milesville.

Written Warranty

Manufacturer warranty plus our workmanship warranty in writing. If something fails because of our installation, we come back and fix it at no charge. Period.

Licensed & Insured

Fully licensed, bonded, and insured in South Dakota. We carry $2M in general liability. Workers' comp on every crew member. Your property is protected if anything goes sideways.

Manufacturer Certified

GAF Master Elite, Owens Corning Preferred, CertainTeed SELECT ShingleMaster. We carry certifications from the big three. That means factory-trained crews and the best available warranties.

Free Roof Inspection

We get on the roof, take photos, and give you an honest assessment. If you don't need work, we'll tell you. No charge, no obligation, no high-pressure sales pitch.

Our Work

Recent Projects

View All Projects โ†’

Simple Process

How It Works

1

We Inspect First

We climb up, walk the entire roof, and document what we find with photos and measurements. Takes about 30 minutes. You'll see exactly what we see.

2

Detailed Quote

Multiple material options at different price points so you can compare. GAF, Owens Corning, CertainTeed. We install all three and let you pick what fits your budget.

3

Expert Installation

We build your roof the way manufacturers require for full warranty coverage. Every layer matters. Ice and water shield, synthetic underlayment, starter strip, field shingles, hip and ridge caps.

4

Your Approval

Our project manager does a final inspection against the manufacturer's installation checklist. We register your warranty the same day. You get the paperwork within a week.

Verified Reviews

What Our Customers Say

โ˜…โ˜…โ˜…โ˜…โ˜… 4.8/5 from 258+ reviews
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"We were quoted $18,500 for a 32-square replacement with Timberline HDZ. They hit the number exactly. No change orders, no surprise fees. That's rare in this business."

H
Heather H.
Milesville
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"We had hail damage from the March storm. They met with our adjuster, got the roof approved for full replacement, and finished the job in one day. Five stars doesn't feel like enough."

D
Donna G.
Milesville
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"Storm chasers were going door to door after the hailstorm. Called Milesville Roofing & Maintenance instead because they're actually from Milesville. Got a fair deal and a warranty that means something."

A
Amber O.
Milesville

Service Areas

Areas We Serve

We're based in Milesville and cover all of Allen, Buffalo, Dell Rapids, Garretson, Huron. Same crew, same quality, no travel charges.

Allen Buffalo Dell Rapids Garretson Huron Ludlow Northville Raymond Sturgis Watertown
D

Meet the Owner

David Wilson

Owner & Lead Contractor

David has been serving Milesville for over 14 years, building a reputation on honest work, fair pricing, and crews that treat every home like their own. What started as a one-truck operation has grown into a full-service Roofing company โ€” but the values haven't changed.

"We don't cut corners. Every job gets the same attention to detail whether it's a small repair or a complete replacement. That's how you earn 258+ five-star reviews."

License #513701 14+ Years Experience Locally Owned & Operated

FAQ

Frequently Asked Questions

Most residential roof replacements in Milesville cost between $8,500 and $24,000. The price depends on your roof size (measured in squares, where 1 square = 100 sq ft), pitch, accessibility, and material choice. Architectural shingles are $350-$550 per square installed. We give free estimates with exact pricing.

Catch the water with a bucket, move valuables out of the drip zone, and call us at (877) 586-1316. Don't get on the roof yourself. It's dangerous and you probably can't fix it permanently anyway. We respond to emergency leaks within 24 hours in Milesville and tarp the area to stop further damage.

Manufacturer warranties range from 30 years to lifetime depending on the shingle line. Our workmanship warranty covers our labor and installation for the term stated in your contract. The best combo is the GAF Golden Pledge: 50-year material plus 25-year workmanship. That's what being a Master Elite contractor gets you.

Yes. One day is standard for most residential jobs. We start early, work efficiently, and finish before dark. If your roof is larger than 40 squares or has a complex layout, it might push to day two. Either way, we seal everything watertight before we leave each night.

Age is the biggest factor. If your shingles are 20+ years old and you're seeing curling, cracking, or granule buildup in the gutters, it's time. Other red flags: leaks, missing shingles, daylight in the attic, and your neighbors all getting new roofs (same-age homes in a subdivision often need replacement around the same time).

Have more questions? Call (877) 586-1316

SAME-DAY APPOINTMENTS AVAILABLE

Get Your Free Roof Inspection Today

24/7 emergency service. Most appointments available within 48 hours.

📞 Call (877) 586-1316

โ˜…โ˜…โ˜…โ˜…โ˜… 4.8/5 from 258+ Reviews  ยท  Licensed  ยท  Insured