The Best Roofing Contractors in Pleasantville, NY

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

#1

Pleasantville Premium Roofing & Restoration

4.8
(142 reviews)
Verified

A leading full-service roofing contractor specializing in high-end residential and commercial roof replacements, particularly skilled in handling insurance claims for storm and hail damage. Known for exceptional craftsmanship and using premium materials like architectural asphalt shingles, standing seam metal, and synthetic slate. Offers 24/7 emergency tarping and board-up services.

100 Main Street, Pleasantville, NY 10570

Specialties & Features

Storm Damage Restoration
Insurance Claim Assistance
Metal Roofing
Emergency Services
Slate & Tile Roofing

Business Information

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

Westchester Roofing & Exteriors

4.6
(118 reviews)
Verified

A trusted, family-owned and operated roofer with deep roots in the Pleasantville community. Excels in roof repairs, maintenance programs, and complete replacements. Their expertise is tailored to withstand local Nor'easters and heavy snowfall, ensuring roofs are properly ventilated and insulated. They are a certified installer for major shingle manufacturers and offer strong warranty coverage.

45 Bedford Road, Pleasantville, NY 10570

Specialties & Features

Residential Roof Repair
Preventative Maintenance Programs
Asphalt Shingle Systems
Ice & Water Shield Installation
Skylight Installation

Business Information

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

Empire State Roofing Contractors

4.5
(95 reviews)
Verified

Provides robust commercial and residential roofing services with a focus on durability and code compliance. They are highly proficient with a wide range of materials, including TPO/PVC for flat commercial roofs and cedar shakes for historic home restorations. Known for thorough inspections and detailed project management for larger-scale jobs.

222 Washington Avenue, Pleasantville, NY 10570

Specialties & Features

Commercial Flat Roofing
Historic Roof Restoration
Cedar Shake & Shingle
TPO/PVC Roofing
Roof Inspections & Certifications

Business Information

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

Why These Are the Top Roofing Contractors in Pleasantville

The roofing market in Pleasantville, NY, is characterized by a high demand for durable, weather-resistant systems due to the region's humid continental climate. Contractors must be adept at designing roofs to handle significant seasonal snowfall, ice dams, and occasional heavy rain from Nor'easters. The architectural style of homes, ranging from historic colonials to modern builds, demands expertise in various materials. A key differentiator for top providers is their proficiency in navigating insurance claims for frequent storm and wind damage. The market is competitive with a focus on quality craftsmanship and long-term warranties.

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 Pleasantville regulations and climate

Frequently Asked Questions About Roofing in Pleasantville

Get answers to common questions about roofing services in Pleasantville, New York.

1What is the typical cost range for a new asphalt shingle roof installation on a Pleasantville home?

For a standard single-family home in Pleasantville, a complete asphalt shingle roof replacement typically ranges from $12,000 to $25,000. The final cost depends heavily on your roof's square footage, pitch, the need for decking replacement, and the quality of shingles chosen (e.g., standard 3-tab vs. architectural). Westchester County labor and material costs are above the national average, and local disposal fees can also influence the price. Always get 2-3 detailed, written estimates from local, licensed contractors.

2When is the best time of year to schedule a roof replacement in Pleasantville, considering the local climate?

The ideal windows are late spring (May-June) and early fall (September-October). These periods typically offer the dry, mild weather needed for safe installation and proper sealing of materials. Pleasantville experiences humid summers with potential for sudden thunderstorms and cold, snowy winters, both of which can delay projects and affect material performance. Scheduling well in advance of these peak seasons is crucial, as reputable local roofers' calendars fill up quickly.

3Are there specific local permits or regulations in Pleasantville I need to be aware of for a roofing project?

Yes. The Village of Pleasantville Building Department requires a building permit for a full roof replacement. Your roofing contractor should typically handle this process, which includes submitting the permit application, paying the fee, and scheduling the required final inspection. It's important to verify that your contractor is familiar with Westchester County and Pleasantville's specific codes, which may include requirements for ice and water shield membrane in valleys and at eaves due to our freeze-thaw cycles.

4How can I verify a roofing contractor is reputable and properly licensed for work in Pleasantville?

First, ensure they hold a valid Westchester County Home Improvement license. You can verify this through the Westchester County Department of Consumer Protection. Secondly, ask for proof of comprehensive liability and workers' compensation insurance. Finally, check for strong local references in Pleasantville or nearby towns and read reviews on trusted platforms. A trustworthy local roofer will be familiar with the specific architectural styles and weather challenges of our area.

5What are the most common roof problems you see on older homes in Pleasantville?

The most frequent issues are leaky valleys and flashing around chimneys, skylights, and dormers, exacerbated by our seasonal temperature swings and ice dams in winter. We also see granule loss and curling on aging asphalt shingles from sun exposure and moisture. For historic or older colonial-style homes, proper ventilation to prevent attic condensation and damage to original wood structures is a critical local concern that impacts roof longevity.