Top 3 Roofing Contractors in Winchester

Compare the highest-rated roofing professionals in Winchester, Indiana. All contractors are licensed, insured, and verified through our rigorous screening process.

#1

Heartland Roofing & Restoration

4.8
(127 reviews)
Verified

A family-owned and operated roofing specialist serving Winchester and Randolph County for over 25 years. They excel in both residential and commercial roofing with particular expertise in storm damage assessment and insurance claim assistance. Known for quality craftsmanship and using premium materials from GAF and CertainTeed.

201 E Washington St, Winchester, IN 47394

Specialties & Features

Storm Damage Restoration
Insurance Claims
Asphalt Shingles
Emergency Tarp Services
Roof Inspections

Business Information

Years in Business:26 years
Licensed:Yes
Insured:Yes
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#2

Midwest Metal Roofing Systems

4.6
(94 reviews)
Verified

Specializes in durable metal roofing solutions ideal for Indiana's climate, including standing seam and metal shingle systems. Offers exceptional warranties on both labor and materials. Provides comprehensive commercial flat roofing services and 24/7 emergency repair for leak mitigation after severe weather events.

450 S Merchant St, Winchester, IN 47394

Specialties & Features

Metal Roofing
Commercial Flat Roofs
Energy-Efficient Roofing
Emergency Repairs
Long-Term Warranties

Business Information

Years in Business:18 years
Licensed:Yes
Insured:Yes
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#3

Randolph County Roofing & Repair

4.5
(112 reviews)
Verified

A trusted local contractor focused on residential roof replacements, repairs, and maintenance plans. Highly experienced with the hail and high winds common to the area. Offers free inspections and detailed estimates. Known for their clean job sites and meticulous attention to detail on complex roof designs.

1025 N West St, Winchester, IN 47394

Specialties & Features

Residential Replacement
Roof Maintenance Programs
Leak Repair
Attic Ventilation
Synthetic Slate & Tile

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes
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Why These Are the Top Roofing Contractors in Winchester

Winchester, Indiana experiences a full range of severe Midwestern weather, including hailstorms, strong winds, and heavy snowfall, which creates consistent demand for durable roofing and storm damage restoration. The local roofing market is composed primarily of established, family-owned contractors who understand regional building codes and weatherization needs. Homeowners frequently require repairs from wind-lifted shingles and hail damage, making insurance claim expertise a critical service. The average roof age in the area's older housing stock also drives a strong market for complete replacements.

High Ratings

4.7+ star average from verified customer reviews

Fully Licensed

All contractors are properly licensed and insured

Proven Experience

10+ years average experience in the industry

Local Experts

Familiar with Winchester regulations and climate