Business Details
39 Years
experience
Trusted Roofing & Home Improvement Contractors in Annapolis
Chesapeake Roofing Windows & Siding is a family-owned and operated business founded in 1987 by Kurt Burkhart. We specialize in high-quality roofing, siding, window, and door installation services for residential properties in central Maryland. Our crews are certified at the highest levels for each product we install, with lead technicians boasting over 20 years of experience and teams averaging at least 10 years with the company. We guarantee top-tier workmanship backed by comprehensive warranties and prioritize customer satisfaction through transparent communication and prompt service.Our expertise in CertainTeed, GAF, and Tamko roofing systems, along with James Hardie and CertainTeed siding solutions, ensures durable, energy-efficient home improvements. We serve Anne Arundel County and surrounding areas, maintaining a reputation as one of the region's most trusted contractors through over 30 years of community-focused service.
Services
Roofing
Siding
Windows
Doors
Gutters
Gutter Guards
Deck Installation
Skylights
Composite Cladding
Insulated Siding
Details
- Year established: 1987
Highlights and features
- Family-owned since 1987 with 30+ years of local experience
- Certified installers with 10-20 years of specialized expertise
- CertainTeed ShingleMaster certified roofing specialists
- Offers $100 discount on qualifying roofing/siding projects
- Serves 12+ communities across central Maryland
Associations and certifications
- CertainTeed ShingleMaster
- MHIC #126792
What people say
Prompt and professional
Excellent results
Highly recommend
No changes to estimate
Efficient and clean
Services
Roofing
We specialize in complete roof replacement and repair using premium materials from CertainTeed, GAF, and Tamko. Our certified technicians ensure watertight installations with enhanced durability and aesthetic appeal. Each project includes expert guidance for material selection and long-term protection against Maryland weather conditions.
Siding
Our siding solutions feature industry-leading products from James Hardie and CertainTeed, including fiber cement and insulated vinyl options. We help homeowners improve energy efficiency while enhancing curb appeal with low-maintenance, weather-resistant materials tailored to local climate needs.
Windows
We install energy-efficient replacement windows from Andersen, Simonton, and Harvey featuring vinyl frames and advanced insulation technology. Our solutions improve home comfort, reduce energy costs, and offer easy maintenance with tilt-in designs for convenient cleaning.
Gutters
Our aluminum gutter installations include premium Leaf Sentry and Xtreme Gutter Guard protection systems. We ensure proper drainage with custom-fitted K-style and round gutters that prevent water damage while requiring minimal maintenance for Maryland homeowners.
Doors
We offer fiberglass and steel entry door replacements from ProVia, Andersen, and Pella that enhance security and energy efficiency. Our installations include custom trim options and weatherstripping to ensure lasting performance and improved home aesthetics.
People
Kurt Burkhart
Owner
Founder of Chesapeake Roofing since 1987, Kurt Burkhart established the company's commitment to quality craftsmanship and customer satisfaction in Anne Arundel County.
Questions
What areas do you service?
We serve central Maryland including Anne Arundel County, Howard County, Bowie, Crofton, Severna Park, and surrounding communities.
Do you offer financing options?
Yes, we provide financing options for qualifying homeowners to make home improvement projects more accessible and affordable.
Are your technicians certified?
Our crews are certified at the highest levels for each product we install, including CertainTeed ShingleMaster and James Hardie training programs.
What warranties do you provide?
We offer comprehensive warranties on both materials and workmanship, including extended manufacturer warranties for certified installations.
How long does a typical project take?
Most roofing or siding projects are completed within 1-3 days, with larger projects like full home transformations scheduled accordingly.
Do you offer free estimates?
Yes, we provide free estimates with a $100 discount on qualifying roofing or siding projects over $1,000.
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