Free Estimate 📞 (877) 586-1316 24/7
Professional Roofing hero
โ˜…โ˜…โ˜…โ˜…โ˜… 4.9/5 from 152+ reviews

Professional Trail City Roofing Contractor

Full tear-off and replacement down to the roof deck. Ice and water shield, synthetic underlayment, new flashing. No shortcuts. Free estimates, no pressure. Ever.

16+
Years
500+
Projects
4.9
Rating
16+
Years Experience
500+
Projects Completed
4.9
Star Rating (152+ Reviews)
โœ“
Licensed & Insured

Our Services

Our Roofing Services

Full-service roofing contractor in Trail City 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

Owens Corning Duration shingles with SureNail technology rated to ASTM D3462 and D7158 Class H wind resistance. Our Trail City crews install TruDefinition Duration in a full Owens Corning system. ProArmor synthetic underlayment, VentSure ridge vent, and Starter+ starter strip. Preferred Protection warranty included.

roof repair
SAME-DAY

Roof Repair

Leak repairs in Trail City start at $350 for a simple fix. We find the source with a water test or thermal scan, repair the damage, and warranty the work. If the repair costs more than 30% of a replacement, we'll tell you.

storm damage repair
LICENSED

Storm Damage Repair

Wind speeds over 60 mph cause shingle tab lift and seal failure. Hail over 1" diameter causes fractures through the shingle mat to the fiberglass reinforcement. Our HAAG-trained inspectors know the difference between cosmetic damage and functional damage. That distinction determines your insurance payout.

new roof installation
TOP RATED

New Roof Installation

New roof installation on new construction means getting the ventilation right from the start. We calculate intake and exhaust requirements based on attic square footage and install the right combination of soffit vents and ridge vent. Saves you money on cooling bills in South Dakota.

metal roofing
GUARANTEED

Metal Roofing

Metal roofing costs more upfront at $12-$22 per sq ft installed in Trail City compared to $4-$8 for shingles. But it lasts 2-3x longer and your energy bills drop 15-25%. Math works out over time.

shingle roofing
INSURED

Shingle Roofing

GAF Timberline HDZ architectural shingles with StrikeZone nailing area. The highest-selling shingle in North America. Impact-rated to UL 2218 Class 4 when installed with the full GAF Roof System. Our Trail City crews install Timberline in the full system configuration to qualify for Golden Pledge warranty. ASTM D3462 and D7158 Class H certified.

flat roofing
FREE ESTIMATE

Flat Roofing

A flat roof that's ponding water is a flat roof with a problem. We install tapered insulation systems to create positive drainage to your scuppers or interior drains. No more standing water after rain.

commercial roofing
SAME-DAY

Commercial Roofing

Our Trail City commercial crews handle everything from small retail strip centers to 50,000 sq ft warehouses. TPO, EPDM, modified bitumen, metal. We're certified installers for all major commercial membrane systems.

gutter installation
LICENSED

Gutter Installation

We offer aluminum, copper, and steel gutters for Trail City homes. Most folks go with .027 gauge seamless aluminum. It's durable, affordable, and comes in 25+ colors. Copper looks amazing but costs 3-4x more.

roof inspection
TOP RATED

Roof Inspection

Our Trail City roof inspections cover shingles, flashing, pipe boots, ridge vent, soffit, gutters, and decking condition. You get a written report with photos. If nothing's wrong, we tell you that.

emergency roof repair
GUARANTEED

Emergency Roof Repair

Most emergency roof repairs in Trail City are storm-related. High winds rip off ridge caps and shingles. Fallen limbs puncture the decking. We respond fast, tarp the damage, and coordinate the permanent fix. Including insurance paperwork if applicable.

skylight installation
INSURED

Skylight Installation

Skylight installation costs $1,200-$3,500 in Trail City depending on size, type, and roof pitch. That includes the unit, flashing kit, interior trim, and roof patch-in. We handle everything from the outside in.

Why Choose Trail City Roofing & Maintenance?

Trusted by homeowners and businesses across Trail City.

16 Years in Trail City

We've been roofing Trail City homes since before half these companies had a website. 16 years means we know the local codes, the weather patterns, and the materials that hold up here.

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.

Clean Job Sites

We run magnetic nail sweeps three times. Once during tear-off, once after install, once before we leave. Tarps on the ground, dump trailer in the driveway. Your yard looks the same when we're done.

Insurance Claims Handled

Storm damage? We work with your insurance company directly. Free inspection, Xactimate documentation, adjuster meeting on-site. We fight for full replacement when your roof qualifies.

Our Work

Recent Projects

roof replacement project

Roof Replacement

Trail City, SD

roof repair project

Roof Repair

Trail City, SD

storm damage repair project

Storm Damage Repair

Trail City, SD

View All Projects โ†’

Simple Process

How It Works

1

Roof Evaluation

Our inspector walks the roof looking at shingle condition, flashing integrity, vent function, and signs of moisture underneath. 30-45 minutes for most Trail City homes.

2

Detailed Quote

Our Trail City estimator builds your proposal same-day in most cases. Includes material options, warranty comparison, and a realistic timeline for your specific roof.

3

Professional Crew

Crew shows up on time with all materials pre-staged. Tarps go down, old roof comes off, new roof goes on. Most Trail City homes are done in a single day.

4

Your Approval

We walk the property with you, show you the finished roof, answer any questions. Then we run the magnetic nail sweep and clean up every scrap of debris.

Verified Reviews

What Our Customers Say

โ˜…โ˜…โ˜…โ˜…โ˜… 4.9/5 from 152+ reviews
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"Our roof was 22 years old and starting to curl. They did a full tear-off and installed Timberline HDZ in Weathered Wood. Looks incredible. Crew was fast and cleaned up everything."

S
Steve R.
Trail City
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"Needed emergency tarping after a tree hit our roof. They were there in about 3 hours. On a Saturday. Tarped the whole section, removed the branch, and had a crew out Monday morning for the repair."

H
Heather I.
Trail City
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"Our insurance company tried to lowball us on the storm claim. Trail City Roofing & Maintenance supplemented the estimate and got it approved for $7,000 more. They know the Xactimate system better than the adjuster did."

B
Brenda W.
Trail City

Service Areas

Areas We Serve

We're based in Trail City and cover all of White, Belvidere, Chester, Ethan, Hayti. Same crew, same quality, no travel charges.

White Belvidere Chester Ethan Hayti Labolt Miller Parmelee Saint Lawrence Vale
S

Meet the Owner

Steven Young

Owner & Lead Contractor

Steven has been serving Trail City for over 16 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 152+ five-star reviews."

License #150411 16+ Years Experience Locally Owned & Operated

FAQ

Frequently Asked Questions

Here's the process: we inspect your roof for free, document any storm damage with photos, and help you file the claim. Your insurance company sends an adjuster. We meet them on-site and walk the roof together. If approved, we do the work at the agreed price. If the estimate seems low, we supplement it with additional documentation.

Most residential roof replacements in Trail City 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.

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).

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.

Call (877) 586-1316 immediately. While you wait, put containers under any drips and move furniture and electronics away from the affected area. Take photos of the damage for insurance. Our Trail City crew will tarp the leak source and schedule a permanent repair. Most emergency calls get same-day or next-day response.

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˜… 4.9/5 from 152+ Reviews  ยท  Licensed  ยท  Insured