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Top-Rated Window and door contractors in Annapolis - Updated Nov 2026

Avatar for Innovative Home Improvement
Innovative Home Improvement
5.0(
136
)
New Windows - 6 +New Windows - 3-5

Serving Annapolis, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1986

Free estimates

Warranties offered

"We are really happy with the professional work of Innovative Home Improvements. The windows and door are made of quality materials and look fantastic. The employees of Innovative Home Improvements are dedicated and work hard."
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+13

27 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for A.R. Glass Repairs
A.R. Glass Repairs
5.0(
22
)
Window Glass - Install or Replace

Serving Annapolis, MD and surrounding areas

Approved

In business since 1989

Free estimates

Emergency services offered

"I contacted Eddie on Wednesday and the repair was done by Friday. He offered to come out same day but that didn't work in my schedule. He was prompt and friendly and was able to get the job done in a very timely manner even with a little curveball thrown in. I would definitely use Eddie again!"
Response time1 day
Response rate100%
Recommended by85%of homeowners
Avatar for DEX Window & Door Repair
DEX Window & Door Repair
5.0(
19
)
Door or Window Screens - Install or RepairDoors - RepairDoors - Repair - For Business+3 more

Serving Annapolis, MD and surrounding areas

Approved

In business since 2020

Free estimates

Credit card accepted

"If you need a door repaired, hire Dexter. He was absolutely professional from start to finish, incredibly humble, and his pricing was more than fair. He diagnosed the issue quickly and fixed it right the first time without trying to upsell me on anything unnecessary. Honest, high-quality work is hard to come by—I will definitely be calling him again if I need anything else."
Project photos
Avatar for Pen Win Windows and  Doors, LLC
Pen Win Windows and Doors, LLC
4.2(
229
)
Doors (Exterior) - Install or ReplaceNew Window - SingleSliding Door - Install

Serving Annapolis, MD and surrounding areas

Approved

In business since 2012

Free estimates

Credit card accepted

"Window installation was delayed by supplier shortage, so Horace used an equivalent supplier who had better availability. He offered to compensate me for the unexpectedly long delay, showing his interest in customer satisfaction. Quality of workmanship was excellent."
Perfection
Response time2 days
2 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for Innovative Home Improvements
Innovative Home Improvements
4.9(
418
)
New Windows - 3-5New Windows - 6 +

Serving Annapolis, MD and surrounding areas

Approved

In business since 1986

Free estimates

Warranties offered

"I usually dread embarking on a home projectâ the research, finding a good contractor who may or may not answer your call, or even take your project because its scope too small, etc. However, working with Paul and his company was by far the easiest experience I have ever had in my life with a contractor. Our windows were single pane original, and many no longer functioned to open so all needed replacing. I sent an inquiry via Home Advisor just to gauge how much such a project would cost, Paul responded, and it was smooth sailing from there. Paul just strikes the right balanceâ responsive but not pushy in his communication. He was so patient with my indecisiveness and he and his crew were thorough in completing the job. Paul only selects products of good quality and wonâ t sell you anything you donâ t need just to make more money. I appreciated the flexibility in scheduling the install and final walk through. The installation surprisingly only lasted a day, and any issues (screen with a snag, broken child lock) were quickly and competently addressed. Paul proves that good customer service as well as quality craftsmanship are, in fact, not dead. I now canâ t wait to hire Paul again to replace our doors!"
Response time1 day
5 neighbors recently requested a quote
Recommended by85%of homeowners
Avatar for Whiting Window Siding and Roofing
Whiting Window Siding and Roofing
4.4(
1,116
)
New Windows - 6 +

Serving Annapolis, MD and surrounding areas

Approved (Corporate)

In business since 1976

Free estimates

Warranties offered

"Whiting was there when others contractors either dropped the ball or wanted to milk me for tens of thousands of dollars more. The Whiting Company offered a fair and competitive estimate, worked with me on my (often delayed) schedule and did the work to the finest standards. I am so happy I tell my neighbors about The Whiting Company, and their good work."
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2 neighbors recently requested a quote
Recommended by92%of homeowners
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Window Door Contractors FAQs, answered by experts

Most windows last for 15 to 30 years, depending on the frame material and the glass quality, but most will require repairs during that time. Windows gradually lose efficiency, so it’s usually best to have a window repair technician inspect and service your windows every five to 10 years. You should also repair your windows if you experience the following:

  • Leaks

  • Drafts

  • Difficulty opening or closing

  • Sudden increases in heating and cooling bills

  • Outdoor noise becomes more audible

  • Signs of physical damage

Most window screens last for about 10 to 12 years, assuming they are made from quality materials and receive proper care. The lifespan of common materials like fiberglass and aluminum can vary based on weather exposure, as constant sun or harsh winters can accelerate wear and tear. Regular cleaning and basic maintenance can help extend their life. Signs that a screen needs to be replaced include rips, tears, brittle or sagging material, fading, or a bent frame. While small tears can often be repaired, larger areas of damage typically mean it's time to replace the entire screen.

Installing a basement window generally takes a few hours, assuming there are no structural issues you need to resolve first. If you’re a novice DIYer, the project could take longer; on the flip side, a licensed and trained window contractor may be able to replace multiple basement windows in the time it takes a homeowner to replace one.

The steps to replace a retractable screen can vary, but these are the general steps: First, remove the screen cover to expose the screen mechanism and remove the clip that holds the screen in place. Next, depress the end of the screen mechanism so it releases from the door frame. Take your new screen and fit one end into the frame. You may need to rotate the mechanism to engage the spring before inserting the other end into the frame. Finally, pull the screen down the length of the door’s opening and lock it in place with the clip.

Garage door screens can expand your living space, turning a garage into a home office, gym, or entertainment space. They provide comfortable ventilation, insect control, and privacy, allowing you to enjoy your space all year round. Consult a local garage door screen installer to add this feature to your space.

The Annapolis, MD homeowners’ guide to window and door contracting services

From average costs to expert advice, get all the answers you need to get your job done.