#1 Rated Roofing Contractor in Prince Frederick, MD

Roofing, Siding, Gutters, Windows and Doors serving Prince Frederick and all of Calvert County since 2010. GAF Master Elite Certified. MHIC #162131.

Prince Frederick Trusted Roofing and Exterior Contractor

Prince Frederick is the county seat of Calvert County and one of the fastest-growing communities in Southern Maryland. Crossroads Contracting LLC has been serving Prince Frederick homeowners since 2010, completing roofing, siding, gutter, window, and door projects throughout this thriving community. As a GAF Master Elite Certified contractor based right here in Calvert County, we are the natural choice for Prince Frederick residents who want quality work from a locally accountable team.

Prince Frederick has a wide variety of housing stock, from established neighborhoods near the commercial corridor along Route 2 and Route 4 to newer subdivisions being built throughout the surrounding area. The climate here is slightly inland compared to our bayside communities but still subject to Maryland humidity, summer thunderstorms, and the freeze-thaw cycles that stress roofing materials every winter.

Our Services in Prince Frederick, MD

Roof Installation and Replacement

We install GAF, CertainTeed, and Owens Corning roofing systems throughout St. Mary’s County. As a GAF Master Elite Certified contractor we offer the GAF Golden Pledge warranty covering both materials and labor for up to 25 years.

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Roof Repair

From storm damage to aging shingles, our roof repair team responds quickly to protect St. Mary’s County homes from water intrusion and further damage. We service all roof types common to St. Mary’s County homes.

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Vinyl Siding Installation

We install premium vinyl siding rated for Maryland climate conditions, helping St. Mary’s County homeowners protect their homes and boost curb appeal at the same time.

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Seamless Gutter Installation

We custom-fabricate seamless aluminum gutters on-site and install gutter guard systems that keep debris out year-round, protecting St. Mary’s County foundations from water damage.

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Storm Damage Repair

We provide rapid storm damage assessment and repair for St. Mary’s County homeowners and work directly with insurance companies to document and process claims efficiently.

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Roof Inspections

Our comprehensive roof inspections give St. Mary’s County homeowners a detailed, honest assessment of every component from ridge cap and flashing to fascia, soffit, and decking.

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Window Replacement

We install energy-efficient replacement windows that cut heating and cooling costs for St. Mary’s County homeowners while improving appearance and resale value.

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Door Replacement

We install and replace entry doors, storm doors, and sliding patio doors throughout St. Mary’s County with options in fiberglass, steel, and wood.

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GAF Certified Roofing

As a GAF Master Elite Certified contractor we offer St. Mary’s County homeowners the industry’s strongest roofing warranty with 25-year coverage on materials and labor.

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Why Prince Frederick Homeowners Choose Crossroads Contracting

GAF Master Elite Certified. Fewer than 3 percent of roofing contractors in the US hold this certification. It is the gold standard for quality and professionalism in the roofing industry.
MHIC Licensed Number 162131. We are fully licensed by the Maryland Home Improvement Commission, protecting you on every job we complete throughout Maryland.
14 plus years of experience. Founded in 2010 by Connor Kretzing, we have completed thousands of exterior projects across Southern Maryland.
5-star rated with 22 Google reviews. Every review is from a real Maryland homeowner. Our reputation is built on honest work and clear communication.

We never subcontract. Your job is done by our own trained crew, not handed off to a third party. That is how we maintain quality on every project.
Insurance claim expertise. We work directly with insurance adjusters and know how to document storm damage to maximize your claim payout.
Financing available. We offer flexible financing options for qualified homeowners throughout Maryland.
Free estimates. We provide free, no-obligation estimates with honest assessments and no pressure tactics.

Common Questions from Prince Frederick Homeowners

How often should Prince Frederick homeowners get a roof inspection?

We recommend annual roof inspections for Prince Frederick homeowners, ideally in spring after winter freeze-thaw stress and before summer storm season. Regular inspections catch small issues before they become expensive repairs and can extend the life of your roof by several years.

Do you serve all of Calvert County from Prince Frederick?

Yes. Our team serves all of Calvert County including Prince Frederick, North Beach, Chesapeake Beach, Dunkirk, Huntingtown, Lusby, Solomons, and St. Leonard. Prince Frederick is centrally located in Calvert County and we regularly work throughout the entire county.

Do you offer a warranty on roofing work in Prince Frederick?

Yes. As a GAF Master Elite contractor we offer the GAF Golden Pledge warranty which covers both materials and labor for up to 25 years. This warranty is transferable when you sell your home, adding documented value to your property. We also offer standard workmanship warranties on all other exterior work including siding, gutters, windows, and doors.

How do I get started with Crossroads Contracting in Prince Frederick?

Simply call us at (443) 219-7323 or use our online contact form. We respond within a few hours and can typically schedule an on-site inspection within a few business days. Our estimates are free, detailed, and come with no pressure or obligation.

Results You Can Trust.

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Get a Free Estimate in Prince Frederick, MD

Ready to protect your Prince Frederick home? Call us or fill out our contact form for a free, no-obligation estimate. We respond quickly and schedule inspections within a few business days.

(443) 219-7323

Crossroads Contracting LLC, 3747 6th Street, North Beach, MD 20714

Also Serving Communities Near Prince Frederick

In addition to Prince Frederick, we serve homeowners in North Beach, Chesapeake Beach, Dunkirk, Huntingtown, and all of Calvert County.

Our Services