Affordable Home Renovations

“I can’t say enough about Chesapeake Roofing. I found them by putting in a Google search. I spoke with someone and received an estimate within 48 hrs. The job was complete within 2 weeks after I signed the contract. I was very satisfied with the work and the workers were very nice. I will definitely use them again and will be referring this business to family and friends.” -Myc D.

We love to see our customers happy! Chesapeake Roofing, Windows & Siding, Inc is a reputable home renovation company in Crofton, MD. We are one the most trusted, experienced, and client-focused companies in the Annapolis region. We offer free estimates for home improvement projects. We work with you to find the right services for your home. We offer everything up front, no surprises or gimmicks.

How It Works

Once you choose Chesapeake Roofing, Windows & Siding, Inc, we will schedule your job. The project generally begins in about 1 1/2 to 3 weeks from the time you sign your contract. Most scheduled projects are typically completed in about 1 to 4 days.

Payment Schedule

To begin projects, after the contract is signed, we require 1/3 payment up front. The remaining 2/3 balance is due when the job is complete, once you are satisfied.


We accept cash, check, and credit cards as acceptable forms of payment for home improvement projects. We can even work with you to finance your home renovation project. We can work with your bank or mortgage company to discuss a home equity loan. We also offer financing options through GreenSky Financing. We offer GreenSky Financing with same day financing op to $55,00 for approved clients. 

*GreenSky is one of the only providers in the United States to offer no interest and no payment options for home improvement projects. With 0%, low APR plans and flexible terms, you can pay over time and easily manage your budget.