Roofers in Pleasantville, NY

5 Pros

Pleasantville's charming downtown and strong schools drive steady home improvement activity. Popular projects include kitchen expansions, primary suite additions, and finished basements for home offices. Browse 5 verified roofers serving Pleasantville, compare ratings, and get free quotes.

No roofing contractors listed in Pleasantville yet. Showing rated pros from nearby Mount Pleasant, Briarcliff Manor.

Roofing Market in Pleasantville

Typical Range

$9-$16 per sq ft

Avg Project

$14,500

Contractors

Home Value

$725,000

Homes Built

~1960

Home Types

Colonial, Ranch

Westchester's older housing stock and strict building codes drive higher roofing costs. Slate and copper are common on historic homes.

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All Roofers (5)

Papa & Sons ContractingVerified

5.0★12 reviews

Papa & Sons Contracting specializes in roofing services for Mount Pleasant homeowners. With over a decade of local experience, they provide reliable roof installation, repair, and maintenance for residential properties.

Roofing Contractor

(914) 747-4538

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Westchester Roofing GroupVerified

4.9★115 reviews

20+ yrs

Westchester Roofing Group is a local roofing, gutter, and skylight expert serving Westchester County and beyond. With over 20 years of experience in the home improvement industry, they offer a full range of solutions tailored to meet the unique needs of homeowners, committed to excellence in every project.

Roofing Contractor · Residential Roofing · Commercial Roofing +2

(914) 885-7400

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Dennis Adams Contracting & Don Adams RoofingVerified

4.4★8 reviews

35+ yrs

Dennis Adams Contracting & Don Adams Roofing is a general contractor and roofing company that has been serving Westchester County, NY and Fairfield County, CT for over 35 years. They offer a wide range of home improvement services, including roofing, siding, window installation, masonry, and excavation.

Roofing Contractor · Roofing · Siding +6

(914) 747-0023

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Canopy Roofing Systems Inc.Verified

4.1★9 reviews

Canopy Roofing Systems Inc. is a roofing contractor serving the Briarcliff Manor area with a solid 4.1-star customer rating, indicating reliable and quality roofing services.

Roofing Contractor

(914) 762-5311

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Thornwood Roofing ContractorVerified

0.0★0 reviews

Thornwood Roofing Contractor is a professional roofing company dedicated to providing high-quality roofing services to residential and commercial clients. With a team of experienced and skilled roofers, we strive to deliver exceptional workmanship and customer satisfaction.

Roofing Contractor · Roof repairs · New installations

(914) 444-9385

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Building Permits in Pleasantville

Village of Pleasantville Building Department

(914) 769-1926|Official Website

Permit likely required. Most roofing work in Pleasantville requires a building permit. Your contractor should handle the permit application and schedule required inspections.

Walkable village center has commercial building codes. Residential areas follow standard village regulations.

Frequently Asked Questions

1How much does a roof replacement cost in Pleasantville?

Roof replacement in Pleasantville typically costs $9-$16 per sq ft, with an average project around $14,500. Westchester's older housing stock and strict building codes drive higher roofing costs. Slate and copper are common on historic homes.

2What roofing issues are common in Pleasantville homes?

Most homes in Pleasantville were built around 1960, so many original roofs have been replaced at least once. Common home types here include Colonial, Ranch, Contemporary on lots averaging 0.3 acres. Pleasantville's charming downtown and strong schools drive steady home improvement activity. Popular projects include kitchen expansions, primary suite additions, and finished basements for home offices.

3Do roofers in Pleasantville need to be licensed?

Yes, roofing contractors in Pleasantville and Westchester County must hold a New York State Home Improvement Contractor (HIC) registration through the NY Department of State. Most roofing work in Pleasantville also requires a building permit from the Village of Pleasantville Building Department ((914) 769-1926). Always verify a roofer's license and insurance before hiring.

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Contractor listings last updated March 2026. Data sourced from Google Business profiles, state licensing databases, and public records.

5 Roofing Pros

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