Top 3 Roofing Contractors in Middletown

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

#1

Orange County Roofing & Restoration

4.8
(142 reviews)
Verified

A premier full-service roofing contractor serving Middletown and Orange County since 1998. Specializes in high-quality residential and commercial roof replacements, storm damage restoration, and emergency repairs. Known for expert handling of insurance claims and superior craftsmanship with both asphalt shingle and metal roofing systems.

789 North Street, Middletown, NY 10940

Specialties & Features

Storm Damage Restoration
Insurance Claims
Emergency Repairs
Asphalt Shingles
Metal Roofing

Business Information

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

Hudson Valley Roof Pros

4.7
(118 reviews)
Verified

A locally owned and operated roofing company with deep roots in the Middletown community. Excels in roof inspections, maintenance programs, and complex repairs designed to withstand the harsh Hudson Valley winters and summer storms. Offers a wide range of materials including premium architectural shingles and standing seam metal roofs.

421 Highland Avenue, Middletown, NY 10940

Specialties & Features

Roof Inspections
Preventative Maintenance
Snow & Ice Damage Repair
Tile Roofing
Skylight Installation

Business Information

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

Middletown Metal Masters

4.6
(96 reviews)
Verified

Specialists in durable and energy-efficient metal roofing solutions for both homes and businesses. Highly regarded for their expertise in commercial flat roof systems, slate repairs, and restoring historic properties. Their focus on superior installation techniques makes them a top choice for long-term roofing investments in the region.

202 Wickham Avenue, Middletown, NY 10940

Specialties & Features

Metal Roofing
Commercial Flat Roofs
Slate & Tile Repair
Historic Restoration
Energy-Efficient Roofing

Business Information

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

The roofing market in Middletown, NY, is driven by the region's variable climate, which includes heavy snowfall in winter, strong thunderstorms in summer, and the potential for hail. This creates consistent demand for durable roof installations, storm damage repairs, and preventative maintenance. Local contractors must be well-versed in New York State building codes and the specific challenges of protecting homes from ice damming and water infiltration. The market is competitive with a mix of long-established local companies and newer entrants, emphasizing quality materials and insurance claim assistance.

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 Middletown regulations and climate