The Best Roofing Contractors in Winchester, KY

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

#1

Bluegrass Roofing & Restoration

4.8
(127 reviews)
Verified

Family-owned and operated roofing contractor specializing in high-quality residential and commercial roof replacements, repairs, and storm damage restoration. Known for exceptional customer service and expertise in handling insurance claims for hail and wind damage.

1250 Bypass Road, Winchester, KY 40391

Specialties & Features

Storm Damage Restoration
Insurance Claims
Asphalt Shingles
Metal Roofing
Emergency Repairs

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes
#2

Winchester Quality Roofing

4.6
(94 reviews)
Verified

Local roofing experts with deep knowledge of Central Kentucky's climate challenges. Provide comprehensive roofing services including installation, maintenance inspections, and emergency repairs with a focus on durable materials that withstand seasonal storms.

345 Boone Avenue, Winchester, KY 40391

Specialties & Features

Residential Roof Replacement
Roof Maintenance Programs
Tile Roofing
Emergency Services
Ventilation Solutions

Business Information

Years in Business:12 years
Licensed:Yes
Insured:Yes
#3

Clark County Roofing Pros

4.5
(78 reviews)
Verified

Specializes in both commercial flat roofing systems and residential steep-slope roofing. Offers 24/7 emergency services and free roof inspections with detailed estimates. Known for expertise in various roofing materials including EPDM and TPO for commercial applications.

2015 Lexington Road, Winchester, KY 40391

Specialties & Features

Commercial Roofing
Flat Roof Systems
Emergency Services
Roof Inspections
Synthetic Underlayment

Business Information

Years in Business:8 years
Licensed:Yes
Insured:Yes

Why These Are the Top Roofing Contractors in Winchester

Winchester's roofing market is characterized by high demand for storm-resistant installations due to the area's exposure to severe weather patterns including hail, high winds, and seasonal thunderstorms. The climate necessitates durable roofing materials and regular maintenance. Most reputable contractors are well-versed in Kentucky building codes and insurance claim processes for weather-related damage.

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

Frequently Asked Questions About Roofing in Winchester

Get answers to common questions about roofing services in Winchester, Kentucky.

1What is the average cost to replace a roof on a typical home in Winchester, KY?

For a standard asphalt shingle roof on a typical 2,000 sq. ft. home in Winchester, homeowners can expect an average cost range of $8,500 to $15,000. Final pricing is highly dependent on roof complexity, material choice (e.g., architectural shingles vs. 3-tab), and the extent of decking repair needed. Kentucky's material and labor costs are generally moderate, but it's crucial to get multiple detailed, written estimates from local, licensed contractors for an accurate price.

2When is the best time of year to schedule a roof replacement in the Winchester area?

The ideal windows are late spring (April-May) and early fall (September-October). These periods typically offer the most stable, mild weather in Central Kentucky, avoiding the high heat and humidity of summer and the freezing temperatures, ice, and unpredictable storms of winter. Scheduling during these shoulder seasons helps ensure proper shingle adhesion and allows contractors to work efficiently without weather delays.

3Are there specific roofing materials better suited for Winchester's climate?

Yes. Given Winchester's climate with hot, humid summers, cold winters, and potential for severe storms and hail, impact-resistant architectural asphalt shingles (rated Class 3 or 4) are a highly recommended investment. These shingles offer superior wind resistance (often up to 130 mph), better hail protection, and longer warranties. Proper attic ventilation is also critical to combat heat and moisture buildup, which can prematurely age your roof.

4What should I look for when choosing a roofing contractor in Clark County?

Always verify the contractor is licensed and insured in Kentucky, and specifically carries workers' compensation and liability insurance. Check for strong local references and physical business addresses in the area. A reputable Winchester roofer should provide a detailed, written contract, explain the permitting process with the City of Winchester or Clark County, and offer manufacturer warranties on materials and a workmanship warranty on their labor.

5How do I know if my roof damage is from a storm and might be covered by insurance?

After a severe weather event common in our region (hail, high winds), look for signs like granule loss in gutters, dents on vents or flashing, or a pattern of damaged shingles. The first step is to contact a reputable, local roofing company for a professional inspection—they can often identify storm-specific damage and provide documentation. You should then contact your homeowner's insurance provider to file a claim, as policies and deductibles vary. Do not sign any agreement with a contractor that assigns your insurance benefits to them without fully understanding the implications.