A Maryland Family Business, Two Generations Strong

Chesapeake Thermal Enterprises, Inc. is a true local, family-run business. Started in 1986 by Tom and Nancy Dawson, the company has provided replacement windows, doors, siding, and roofing to Maryland homeowners for over 40 years.

In 2021, Matt and Kaitlyn Dawson took the reins as the second-generation owners. The goal today is the same as it was in the beginning: build a relationship with every customer, do careful work, and stand behind it.

From the start, Tom Dawson negotiated with the manufacturers he felt offered the best products on the market. Because Chesapeake Thermal is not tied to one manufacturer, you can compare real product and price options during your estimate and choose what fits your needs and budget. We will educate you and help you select the right product rather than push a single brand.

You deal with the owner, not a salesperson. Chesapeake Thermal does not employ commissioned salespeople, and our specials are true discounts off our regular prices. We keep our overhead low so we can pass that value on to our customers.

We believe a product is only as good as its installation. All of our installers are factory-trained employees who work for us, so you can be confident your windows, doors, and siding are installed the right way. Company crews handle the installation, exterior capping, and removal of old materials and debris.

We have never had a complaint filed with the MHIC or any other consumer agency in our 40+ years in business. We are very proud of that fact and work diligently to keep our customers happy. We are licensed, bonded, insured, and an ENERGY STAR Partner, committed to providing our customers with energy-efficient products.

Matt & Kaitlyn Dawson

Matt and Kaitlyn became the second-generation owners of the family business in 2021. They continue the same commitment to honest communication, careful installation, and customer satisfaction.

John & Mike

Our factory-trained installers have the experience to make sure your windows, doors, and siding are installed the right way and perform as they should.

Family-Owned Since 1986

A second-generation, family-owned business with deep roots in the Maryland community we serve.

You Deal With the Owner

No commissioned salespeople. You work directly with the owners, and our specials are true discounts off our regular prices.

Factory-Trained Company Crews

Our own employees handle the installation, exterior capping, and haul-away, so the work is done right and your home is left clean.

Warranties You Can Count On

Get full manufacturer product warranties backed by our 5-year labor guarantee.