Top 3 Roofing Contractors in Chester

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

#1

Chester County Roofing & Restoration

4.8
(127 reviews)
Verified

A premier full-service roofing contractor specializing in both residential and commercial projects. Known for exceptional craftsmanship and expertise in handling insurance claims for storm damage. Uses high-quality materials from GAF and CertainTeed, offering strong warranty protection.

12 Main Street, Chester, CT 06412

Specialties & Features

Storm Damage Restoration
Insurance Claims
Slate & Tile Roofing
Emergency Tarp Services

Business Information

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

Connecticut Shoreline Roofing Pros

4.6
(94 reviews)
Verified

Specializes in protecting homes along the Connecticut shoreline with weather-resistant roofing systems. Experts in asphalt shingle and metal roof installations designed to withstand nor'easters and heavy snow loads. Offers thorough roof inspections and maintenance programs.

45 Liberty Way, Chester, CT 06412

Specialties & Features

Metal Roofing
Coastal Weather Resistance
Roof Maintenance Programs
Ice Dam Prevention

Business Information

Years in Business:22 years
Licensed:Yes
Insured:Yes
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#3

Valley Forge Roofing Contractors

4.5
(78 reviews)
Verified

Family-owned and operated roofing company with deep roots in the Chester community. Provides comprehensive roofing services from minor repairs to complete replacements. Known for honest assessments, clean work sites, and expertise with various roofing materials including wood shake and synthetic slate.

8 Maple Avenue, Chester, CT 06412

Specialties & Features

Residential Roof Replacement
Historical Home Roofing
Leak Repair
24/7 Emergency Services

Business Information

Years in Business:18 years
Licensed:Yes
Insured:Yes
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Why These Are the Top Roofing Contractors in Chester

Chester's roofing market is characterized by the need for durable systems that can withstand New England's variable climate, including heavy snowfall in winter, nor'easters, and occasional tropical storm impacts. Roofing contractors must be well-versed in both historical preservation guidelines for the town's older homes and modern building codes. The coastal location necessitates enhanced weather resistance and proper ventilation systems to prevent moisture issues.

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 Chester regulations and climate