Roofers in Chester, NY

2 Pros

Positioned between Goshen's rural character and Monroe's suburban development, Chester offers mid-range housing with 1970s-1980s colonials and split-levels alongside older farmsteads. Common projects include updating dated interiors, adding decks, roof replacement, and modernizing kitchens approaching 50 years of age. Browse 2 verified roofers serving Chester, compare ratings, and get free quotes.

Roofing Market in Chester

Typical Range

$7.5-$13 per sq ft

Avg Project

$11,500

Contractors

Home Value

$380,000

Homes Built

~1975

Home Types

Colonial, Split-Level

Orange County's mix of older Newburgh housing and newer Monroe subdivisions creates varied roofing needs. Wind exposure along the I-87 corridor and Hudson Highlands adds to material requirements.

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All Roofers (2)

L&G Home Remodeling IncVerified

5.0★84 reviews

20+ yrs

L&G Home Remodeling Inc is a family-owned and operated residential and commercial remodeling contractor based in Chester, NY. With over 20 years of industry experience, they specialize in delivering high-quality home improvement solutions at competitive, budget-friendly prices with a commitment to customer satisfaction.

Roofing repair · Shingle roofing · Wood siding +6

(845) 517-7070

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Chester Roofing ContractorVerified

0.0★0 reviews

Unfortunately, the provided website text does not contain meaningful information about the roofing contractor. The text appears to be a server directory listing with minimal useful content.

Roofing contractor

(845) 887-1661

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Building Permits in Chester

Town of Chester Building Department

(845) 469-7000|Official Website

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

Town of Chester includes the Village of Chester, which has its own building department at (845) 469-2388. The town covers unincorporated areas including the hamlet of Sugar Loaf. Address: 1786 Kings Hwy, Chester, NY 10918.

Frequently Asked Questions

1How much does a roof replacement cost in Chester?

Roof replacement in Chester typically costs $7.5-$13 per sq ft, with an average project around $11,500. Orange County's mix of older Newburgh housing and newer Monroe subdivisions creates varied roofing needs. Wind exposure along the I-87 corridor and Hudson Highlands adds to material requirements.

2What roof problems are common in Chester?

Chester homes face specific roofing challenges. 1970s-80s split-levels with original windows and insulation needing energy upgrades. The area's Colonial and Split-Level homes each have distinct roof profiles that affect repair approach and cost. A local roofer familiar with Chester's housing stock can spot these issues during a free inspection.

3Do roofers in Chester need to be licensed?

Yes, roofing contractors in Chester and Orange County must hold a New York State Home Improvement Contractor (HIC) registration through the NY Department of State. Most roofing work in Chester also requires a building permit from the Town of Chester Building Department ((845) 469-7000). 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.

2 Roofing Pros

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