Affordable Options for Home Renovations

Easy Payment Options For Your Home Improvement Project

Chesapeake Roofing, Windows & Siding, Inc. has been in business for more than 30 years. We have a reputation throughout the Annapolis region as one of the most trusted and easiest to work with companies. We offer Free Estimates for home improvement projects with upfront, all-inclusive pricing – so there are no surprises at the end of the job.

Our Process

Once you’ve decided to hire us for your replacement roof or siding, we will schedule your job. Work generally begins in about 1 1/2 to 3 weeks from signing your contract. Most jobs are completed in 1 to 4 days.

Payment Schedule
We require 1/3 payment upfront at the time the contract is signed. Once you are satisfied, the remaining 2/3 balance is due when the job is complete.

Make A Payment
Payment can be made online here. Please note that our servicer adds a 3% credit card fee.

Financing Options

We accept cash, checks, and credit cards for home improvement work. Many homeowners like the convenience of financing their projects. You can work with your bank or mortgage company to take out a home equity loan. In addition, we offer attractive financing options through GreenSky.

GreenSky Home Improvement FinancingWhy Choose GreenSky Financing

We are excited to offer GreenSky Financing with same-day financing up to $55,000 for approved customers. How it works:

  • 1. Apply: Easy to apply by mobile app, online or by phone
  • 2. Get Approved: GreenSky provides quick approvals with same-day financing
  • 3. Get Funding: GreenSky works like a credit card; you can use it instantly

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. GreenSky offers a wide range of credit plans, all without prepayment penalties. The best part? GreenSky offers a simple, paperless application process with same-day approval.

Financing Options from GreenSky
Finance Your Project
Plan 4063
Plan 2720
Plan 2521
*Subject to credit approval. These examples are estimates only. Actual payment
amounts based on amount and timing of purchases. Call 866-936-0602 for financing costs and terms.
Loans for the GreenSky® consumer loan program are provided by Synovus Bank, Member FDIC, NMLS
#408043, without regard to age, race, color, religion, national origin, gender, disability, or familial status.
GreenSky Servicing, LLC services the loans on behalf of your lender, NMLS #1416362.
www.nmlsconsumeraccess.org. GreenSky® is a registered trademark of GreenSky, LLC and is licensed to
banks and other financial institutions for their use in connection with that consumer loan program.
GreenSky Servicing, LLC is a financial technology company that manages the GreenSky® consumer loan
program by providing origination and servicing support to banks and other financial institutions that
make or hold program loans. GreenSky, LLC and GreenSky Servicing, LLC are not lenders. All credit
decisions and loan terms are determined by program lenders.