Annapolis Siding Contractor

Deciding on new siding for your home is a big decision. First, it’s a major upgrade in the appearance of your home. Second, it’s an investment to improve weather protection and energy efficiency. Chesapeake Roofing, Windows & Siding, Inc. is one of the leading contractors in the Annapolis area for vinyl and fiber cement siding. We represent the industry’s top siding brands, including CertainTeed and James Hardie. We also provide additional home remodeling services in Annapolis, Maryland. 

Choose Chesapeake Roofing For Your Siding Project

Chesapeake Roofing has been in business for more than 30 years, providing high-quality siding services throughout central Maryland. We specialize in renovating existing homes. Siding replacement is something most homeowners will have to do. We make the process as easy and efficient as possible.

The most important things to consider when residing in your home are aesthetics, maintenance and durability, and energy efficiency. Let the experts at Chesapeake Roofing, Windows & Siding, Inc. help you choose the best siding for your home.

What Kind of Siding Are You Looking For?

Vinyl Siding Annapolis James Hardie Siding Annapolis Insulated Siding Annapolis

Free Replacement Siding Estimate

Chesapeake Roofing offers Free Estimates + $100 off your new siding project*
Call 1-800-564-7230 or request an appointment online.
*$100 off any complete siding job over $1000. Not valid on prior contracts. Limit one discount per home.

We Offer the Best Siding Options

Vinyl siding is one of the most popular choices in the Annapolis area for replacement siding. Vinyl is cost-effective, stylish, and offers low maintenance protection for your home. There are several newer materials on the market as well. Polymer and Fiber Cement Siding are excellent options for those looking for a broader range of colors, textures, and finishes. We are proud to offer CertainTeed, James Hardie, and Mastic siding.

CertainTeed Siding

CertainTeed siding offers an unbeatable mix of beauty, performance, and affordability. Insulated siding is a great way to improve your home’s energy efficiency without making any major interior changes. The choices for color, texture, and style are nearly limitless. CertainTeed offers traditional lap (horizontal) siding as well as vertical siding that mimics the look of cedar shake and shingle. Visit for siding options.

James Hardie Siding

James Hardie siding is a popular choice among Annapolis area homeowners. This fiber cement siding offers a high-end look with incredible performance. For seven years in a row, Remodeling magazine has listed fiber cement replacement siding as the #1 return on investment among mid-size home remodeling projects.

James Hardie Fiber cement siding looks like wood but for a fraction of the cost. It’s also much more durable, resistant to pests and water absorption, and offers practically worry-free maintenance. Visit for siding options.

Mastic Siding

With an industry reputation that spans more than 70 years, Mastic is a top choice among home remodeling contractors for low-maintenance vinyl siding. Mastic offers a vast selection of colors and styles for vinyl siding as well as insulated siding options. Visit Mastic Home Exteriors for siding options.

Our Service Areas

Chesapeake Roofing, Siding & Windows services central Maryland, including all of Anne Arundel County, Bowie, Crofton, Severna Park, Gambrills, Odenton, Arnold, Riva, Davidsonville, Harwood, Upper Marlboro, and Eastern Howard County. Contact us for a Free Estimate. Call 1-(800) 564-7230 or request an appointment online.