Sleepy Hollow's Most Trusted Roofing Contractor

Sleepy Hollow Roofing Solutions for Homes & Businesses

ROOFING SERVICES BUILT FOR SLEEPY HOLLOW CLIMATE

We're Sleepy Hollow's Go-To Roofing Contractor

Sleepy Hollow’s rich history and Hudson River location create unique roofing challenges—from riverside humidity and varied architectural styles to the need for solutions that respect this village’s historic character while delivering modern performance.

County Roofing Systems has protected Sleepy Hollow homes for over 35 years, developing expertise that honors architectural heritage while incorporating advanced materials and techniques.

County Roofing Systems is a local, family-owned business that takes pride in serving the Sleepy Hollow community. Our extensive experience with properties throughout the historic village center, riverside neighborhoods, and hillside developments means we understand exactly what Sleepy Hollow roofs require.

Whether you need complete roof replacement respecting historic architecture, emergency repairs, or preventive maintenance, our expert team delivers quality workmanship using premium materials designed for Westchester County’s Hudson River valley environment.

We focus on open communication and building strong relationships with our clients throughout every project.

Contact County Roofing today at (888) 366-6619 or use the form below for your free inspection and estimate!

THE BEST GUARANTEE IN THE INDUSTRY

50-Year Material, 25-Year Labor Guarantee

We’ve met the toughest requirements in the residential roofing industry- and we use only the best materials.

That’s why we stand behind our work with the best guarantee in the industry– including warranties only 2% of roofing companies can offer. 

Your house deserves the best roofing warranty on the market. Give us a call today and get a brand new roof with a 50-year material, 25-year labor warranty from the best roofing contractor in Long Island and New York.

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Why Choose County Roofing?

Here’s why Sleepy Hollow chooses us.

Historic Property Expertise

Our 35+ years protecting Westchester County properties includes extensive experience with historic homes. We understand how to honor Sleepy Hollow’s architectural character while incorporating modern materials that deliver superior performance and weather protection throughout all seasons.

Quality Materials and Installation

We use premium materials from industry leaders combined with installation techniques appropriate for historic architecture. Our attention to detail ensures results that enhance property character while providing reliable protection against Hudson River valley weather patterns. The roofing systems we install are known for their reliability and durability, ensuring long-lasting performance and resilience even in extreme weather conditions.

Comprehensive Service and Support

From initial inspection through final cleanup, we provide professional service respecting your property’s significance. Our 25-year labor warranty and manufacturer warranties up to 50 years protect your investment for decades. We are committed to understanding and exceeding your expectations, delivering personalized service and quality workmanship you can trust.

When They Need a Roofing Contractor-
Sleepy Hollow Relies on Us

Exceptional Workmanship, Lasting Results

County Roofing Systems provides complete roofing solutions for Sleepy Hollow’s residential properties. Our specialized services include roof replacements, expert repairs, new installations, emergency response, and maintenance programs designed for Hudson River valley conditions.

Every project begins with thorough inspection and professional evaluation of your roof’s condition and architectural features.

We assess moisture-related concerns, identify drainage challenges on hillside properties, and discuss available options that address environmental factors specific to riverside locations. All your questions receive clear, detailed answers.

Our professional crews work efficiently while maintaining the highest standards of workmanship and respect for property features. We protect landscaping and architectural details meticulously during work and handle all permits and Westchester County code compliance requirements. From initial consultation through final inspection, we’re committed to exceptional results.

Choosing County Roofing Systems means working with a Westchester County company that understands both riverside environmental factors and historic preservation principles.

We deliver roofing solutions that protect your home while respecting its architectural character and Sleepy Hollow’s heritage.

      Happy County Roofing Systems customer in Sleepy Hollow

TAILORED ROOFING SERVICES

Designed for Sleepy Hollow's Unique Weather

Sleepy Hollow’s Hudson River valley location and historic architecture create roofing challenges that require contractors experienced with preservation principles and moisture management.

Riverside humidity remains elevated throughout the year, creating conditions where roofs stay damp longer after precipitation. Morning Hudson River fog deposits moisture that promotes moss, algae, and mildew growth. These organisms damage roofing materials and accelerate deterioration beyond simple staining.

Historic architecture requires preservation-minded approaches. Original design integrity must be maintained while incorporating modern protection. Materials, colors, and installation techniques must respect period authenticity while meeting contemporary performance standards for Westchester County weather.

County Roofing Systems understands these riverside valley and preservation challenges intimately. We know which materials resist moisture-related deterioration, how to respect historic architectural features, and the approaches that protect heritage properties while providing modern weather protection.

Our Sleepy Hollow roofing services include:

Roofing Residential | County Roofing Systems

COMPLETE ROOF REPLACEMENT

Make Your Neighbors Jealous with the Better Looking Roofing System

When your Sleepy Hollow roof requires replacement, County Roofing Systems delivers comprehensive services that respect your home’s character while using materials engineered for Westchester County’s Hudson River valley conditions.

Your replacement begins with understanding your home’s architectural style, historic significance, and riverside environmental challenges.

We explain material options that honor period authenticity while providing modern protection, discuss preservation requirements, and help you select systems that maintain character. Our partnerships with premier manufacturers ensure access to quality period-appropriate products.

Our experienced crews understand historic property requirements and work carefully on traditional rooflines and architectural details. We follow strict manufacturer specifications and comply with all Westchester County requirements.

Every replacement includes comprehensive substrate inspection—we identify and address moisture damage, structural concerns, or ventilation inadequacies before installation.

We remove old materials carefully and dispose of debris promptly, install premium moisture-resistant underlayment, and ensure superior ventilation systems. Special attention goes to architectural details and drainage areas where proper installation preserves both character and performance.

Our replacement services include:

Valley flashing on a roof with architectural shingles

CERTIFIED MASTER ROOFERS

The Best Roofing Materials In the Industry

County Roofing Systems installs only premium materials specifically selected to respect Sleepy Hollow’s architectural character while performing excellently in humid Hudson River valley environments.

Our architectural shingle selections emphasize period-appropriate aesthetics with enhanced moisture resistance—critical for historic riverside properties.

These advanced shingles feature traditional color palettes, dimensional profiles that complement historic architecture, algae and moss resistance, and proven weather protection. Multiple style options honor Sleepy Hollow’s diverse architectural heritage from Victorian to Colonial designs.

Metal roofing systems offer exceptional performance for historic properties seeking authentic appearance with modern benefits. Metal naturally resists organic growth in humid environments, provides period-appropriate aesthetics, delivers 50+ years of performance, and requires minimal maintenance—ideal for Sleepy Hollow’s riverside historic properties.

Every material we install includes comprehensive manufacturer warranties. Our installation techniques optimize performance in humid riverside conditions while ensuring warranties remain valid. We explain coverage thoroughly including maintenance requirements specific to valley environments.

Our material offerings include:

County Roofing Systems employees in our red shirts installing a new roof.

PROFESSIONAL ROOF REPAIR SERVICES

Make Your Sleepy Hollow Roof Look Better Than Ever

County Roofing Systems specializes in repairs that address problems common to Sleepy Hollow’s Hudson River valley environment while preserving architectural character and maximizing roof lifespan.

Our experienced technicians understand riverside issues—moisture damage from elevated humidity, organic growth from constant dampness, wood rot from trapped moisture, drainage problems on hillside properties, and preservation requirements for historic features. We diagnose these issues accurately and implement effective solutions that respect architectural heritage.

We handle all repair needs including moisture damage assessment and structural repairs, organic growth removal and prevention treatment, historic architectural detail preservation, and drainage system improvements for hillside properties. We also address ventilation improvements to reduce humidity buildup in riverside environments.

Emergency repairs receive priority response because moisture problems and drainage failures escalate quickly. Active leaks or storm damage get immediate professional attention to protect your home’s interior and prevent additional damage to historic features.

Our repair services include:

FINANCE YOUR HOME IMPROVEMENT PROJECT TODAY

0% Financing, Quick and Easy Approval

With nearly four decades serving homeowners under our belt, we know what’s needed to make your roofing project a success.

When you work with County Roofing, you get only the best. As little as 0% interest on approval for 5 years, quick approval, easy pay, and all backed by the best guarantees in the industry.

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Signs That It's Time for Roofing Services

As a Sleepy Hollow homeowner, keeping your roof in top condition is essential to protect your house from the elements and preserve its value—especially given the village’s unique weather and historic architecture.

Recognizing the early warning signs of roofing problems can help you avoid further damage, unexpected costs, and disruptions to your daily life.

Leaks and Water Damage

If you notice water stains on your ceilings or walls, it’s a clear indication that your roof may be leaking.

Even minor leaks can quickly lead to significant water damage, threatening the structural integrity of your Sleepy Hollow home. Prompt attention from a professional roofing company can prevent these issues from escalating.

Missing or Damaged Shingles

Asphalt shingles are a popular choice for Sleepy Hollow residents, but over time, they can crack, curl, or go missing due to weather exposure.

Damaged shingles leave your roofing system vulnerable to moisture intrusion and can compromise the overall performance of your roof.

Flashing Issues

Flashing is critical for sealing roof joints and valleys. If it becomes loose, rusted, or deteriorated, water can seep into your home, causing hidden damage.

An experienced roofing contractor in Sleepy Hollow, NY, can inspect and repair flashing to ensure your home stays protected.

Gutter Problems

Gutters play a vital role in directing water away from your house.

Clogged or damaged gutters can cause water to pool around your foundation, leading to erosion and potential structural concerns. Regular gutter maintenance and timely repairs are essential for the longevity of your roofing system.

Energy Efficiency Concerns

If you’ve noticed a spike in your energy bills, your roof may be to blame.

Poor insulation, inadequate ventilation, or outdated materials can reduce your home’s energy efficiency. Upgrading to energy-efficient asphalt shingles or a metal roof can help lower costs and enhance comfort year-round.

Age of Your Roof

Most roofing systems have a lifespan of 20-25 years. If your roof is approaching or has surpassed this age, it’s time to schedule a professional inspection.

A trusted Sleepy Hollow roofing company can assess your roof’s condition and recommend whether repair or replacement is the best option.

Don’t wait for small issues to become major headaches. If you’ve noticed any of these signs, contact County Roofing Systems—Sleepy Hollow’s trusted roofing contractor—for a thorough inspection and expert advice.

With extensive experience in roof installation, repair, and replacement, our team is committed to protecting your home, enhancing its energy efficiency, and delivering exceptional customer service.

Schedule your consultation today to ensure your Sleepy Hollow home remains safe, efficient, and beautiful for years to come.

Keith Schmied, CEO of County Roofing Systems

OVER 35 YEARS IN THE ROOFING INDUSTRY

Sleepy Hollow's Go-To Roofing Contractor

Keith Schmied has led County Roofing Systems for over 35 years, developing deep appreciation for historic properties and expertise protecting homes throughout Westchester County’s Hudson River valley communities.

His commitment to respecting architectural character while delivering modern performance has earned trust throughout Sleepy Hollow.

Keith personally ensures every project honors the village’s heritage while incorporating materials and techniques that provide superior protection.

Ready to protect your Sleepy Hollow home with expert roofing services that respect history while delivering modern performance? 

Call County Roofing Systems at (888) 366-6619 or contact us using the form below for your free inspection and estimate!

Financing Your Home Improvement Project Has Never Been Easier

First Approvals
0% financing
No income check
Up to 15 years
Monthly payments as low as $149
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