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TRUSTED BY CHESTERTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon40
    Verified window services reviews

Find Window pros in Chestertown

Avatar for Innovative Home Improvement

Innovative Home Improvement

5.00(
120
)
Approved Pro

Innovative Home Improvement

5.00(
120
)
Approved Pro
Super Service Award
Customers say: True professional
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
40 years of experience

We are a family owned and operated company since 1986. .We are a client based company,hassle free no sales pressure or gimmicks with our presentations.we offer one of the best warranties in the market .We have our own crews to guarantee great installations every time.We offer premier energy efficient vinyl windows and vinyl siding.

"Responsive, responsible and did all that was promised. Promply corrected small mistake."

Judith R on June 2025

We are a family owned and operated company since 1986. .We are a client based company,hassle free no sales pressure or gimmicks with our presentations.we offer one of the best warranties in the market .We have our own crews to guarantee great installations every time.We offer premier energy efficient vinyl windows and vinyl siding.

"Responsive, responsible and did all that was promised. Promply corrected small mistake."

Judith R on June 2025


Avatar for Basement Gurus, LLC

Basement Gurus, LLC

4.85(
156
)
Approved Pro

Basement Gurus, LLC

4.85(
156
)
Approved Pro
Customers say: Quality work
16 years of experience
Free onsite estimate

Basement Gurus LLC, is a locally owned and operated company with over 20 years of experience. We specialize in professional waterproofing services. Our commitment is 100% guaranteed customer satisfaction on every project. Call us today, so that we can give you a free estimate and make your project come to life!

"I was getting water in my basement every time it rained, Dan helped me rule out other causes and recommended a french drain. Basement has been bone dry ever since. The workers took great care and even repaired the water damage from before. I highly recommend calling Basement Gurus for any basement related needs"

Andrew R on December 2025

Basement Gurus LLC, is a locally owned and operated company with over 20 years of experience. We specialize in professional waterproofing services. Our commitment is 100% guaranteed customer satisfaction on every project. Call us today, so that we can give you a free estimate and make your project come to life!

"I was getting water in my basement every time it rained, Dan helped me rule out other causes and recommended a french drain. Basement has been bone dry ever since. The workers took great care and even repaired the water damage from before. I highly recommend calling Basement Gurus for any basement related needs"

Andrew R on December 2025


Avatar for Power Home Remodeling

Power Home Remodeling

4.77(
695
)
Approved Pro

Power Home Remodeling

4.77(
695
)
Approved Pro
Customers say: Quality work
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
34 years of experience

As the nation’s largest full-service exterior home remodeler, we are backed by over 1,000+ Angi Super Service awards and more than one million happy customers. Why? Because we treat each job as an audition. An opportunity to prove ourselves to you. And the results speak for themselves. So make your home all it was meant to be with our unrivaled exterior services. Contact us today for a free, no obligation estimate on replacement windows, roofing, siding, doors, or attic insulation.

"We have gone with power many times and are always happy with their professionalism and the quality of the product. We like that they communicate well, have financing options, and they are always super personable people. Shout-out to Jonathan for the cool suspenders."

Scherlynn B on June 2025

As the nation’s largest full-service exterior home remodeler, we are backed by over 1,000+ Angi Super Service awards and more than one million happy customers. Why? Because we treat each job as an audition. An opportunity to prove ourselves to you. And the results speak for themselves. So make your home all it was meant to be with our unrivaled exterior services. Contact us today for a free, no obligation estimate on replacement windows, roofing, siding, doors, or attic insulation.

"We have gone with power many times and are always happy with their professionalism and the quality of the product. We like that they communicate well, have financing options, and they are always super personable people. Shout-out to Jonathan for the cool suspenders."

Scherlynn B on June 2025


Avatar for Power Home Remodeling

Power Home Remodeling

4.63(
483
)
Approved Pro

Power Home Remodeling

4.63(
483
)
Approved Pro
Customers say: Quality work
Recommended by 91% of Angi customers
Recommended by 91% of HomeAdvisor customers
34 years of experience

Does your home need replacement windows that are high-quality, energy-efficient, and come with a lifetime warranty? We're the nation's largest full-service exterior home remodeler and over 1000 lifetime Angi Super Service Awards. We can help transform your house into the beautiful and cost-effective home you've always dreamed of. At Power, you'll love our friendly, knowledgeable, and professional remodeling consultants and be delighted by our top-rated installation process. But don't take it from us. We've served over 1,000,000 customers across the U.S earning a 95% overall satisfaction rating. For a free, no-obligation estimate, call: (610) 990-4243 or visit https://powerhrg.com/project-quote/.

"At first I rated them a 5 but they had me put in a review before the job was even completed. They used old tarp from previous jobs. There were debris all over my bedding and furniture from the old plastic tarp. If they needed new tarp I would supply them. Who knows what the previous projects had in their homes. I didn't notice till after they left. Yes, you definitely will need to vacuum. Which I expected, but not having to wash all bedding and vacuum furniture. The windows look good, but it's so much cleaning afterwards. So when they say you'll never notice they were there. Was not true at all. One of my bushes in the front were also damaged and trampled on."

Phetdara P on October 2025

Does your home need replacement windows that are high-quality, energy-efficient, and come with a lifetime warranty? We're the nation's largest full-service exterior home remodeler and over 1000 lifetime Angi Super Service Awards. We can help transform your house into the beautiful and cost-effective home you've always dreamed of. At Power, you'll love our friendly, knowledgeable, and professional remodeling consultants and be delighted by our top-rated installation process. But don't take it from us. We've served over 1,000,000 customers across the U.S earning a 95% overall satisfaction rating. For a free, no-obligation estimate, call: (610) 990-4243 or visit https://powerhrg.com/project-quote/.

"At first I rated them a 5 but they had me put in a review before the job was even completed. They used old tarp from previous jobs. There were debris all over my bedding and furniture from the old plastic tarp. If they needed new tarp I would supply them. Who knows what the previous projects had in their homes. I didn't notice till after they left. Yes, you definitely will need to vacuum. Which I expected, but not having to wash all bedding and vacuum furniture. The windows look good, but it's so much cleaning afterwards. So when they say you'll never notice they were there. Was not true at all. One of my bushes in the front were also damaged and trampled on."

Phetdara P on October 2025


Avatar for Power Home Remodeling

Power Home Remodeling

4.64(
893
)
Approved Pro

Power Home Remodeling

4.64(
893
)
Approved Pro
Customers say: Quality work
34 years of experience
Free onsite estimate

As the nation’s largest full-service exterior home remodeler, we are backed by over 1,000+ Angi Super Service awards and more than one million happy customers. Why? Because we treat each job as an audition. An opportunity to prove ourselves to you. And the results speak for themselves. So make your home all it was meant to be with our unrivaled exterior services. Contact us today for a free, no obligation estimate on replacement windows, roofing, siding, doors, or attic insulation.

"POWER REMODELING CONTRACTORS WORK AT MY HOUSE , THEY DID THE SIDING AND WINDOWS .. AND THEY DID A GREAT JOB !! All clean and well done !! Thanks for the professional!"

juan C on December 2025

As the nation’s largest full-service exterior home remodeler, we are backed by over 1,000+ Angi Super Service awards and more than one million happy customers. Why? Because we treat each job as an audition. An opportunity to prove ourselves to you. And the results speak for themselves. So make your home all it was meant to be with our unrivaled exterior services. Contact us today for a free, no obligation estimate on replacement windows, roofing, siding, doors, or attic insulation.

"POWER REMODELING CONTRACTORS WORK AT MY HOUSE , THEY DID THE SIDING AND WINDOWS .. AND THEY DID A GREAT JOB !! All clean and well done !! Thanks for the professional!"

juan C on December 2025


Avatar for Blessed -2- Be Roofing LLC

Blessed -2- Be Roofing LLC

4.79(
19
)
Approved Pro

Blessed -2- Be Roofing LLC

4.79(
19
)
Approved Pro
Customers say: Quality work
8 years of experience
Free onsite estimate

Blessed-2-Be Roofing LLC is a trusted, full-service roofing contractor dedicated to protecting and enhancing homes and businesses in the DMV area. With over 15 years of experience, our certified and insured team provides top-quality craftsmanship and uses the industry's best materials to deliver durable, long-lasting roofing solutions. We specialize in a wide range of services, including residential and commercial roof installation, replacement, repairs, and maintenance. From identifying the source of a leak to guiding you through a full-scale replacement, we are committed to providing transparent communication, fair pricing, and a stress-free experience. We also specialize in window, siding, and deck installations. Our mission is to put customer satisfaction first, ensuring every project is completed safely, efficiently, and to the highest standards. We stand behind our work with comprehensive warranties, so you can have peace of mind knowing your property is covered by the experts.

"Very professional. Team arrived on time and finished within one day with amazing results "

amira m on December 2025

Blessed-2-Be Roofing LLC is a trusted, full-service roofing contractor dedicated to protecting and enhancing homes and businesses in the DMV area. With over 15 years of experience, our certified and insured team provides top-quality craftsmanship and uses the industry's best materials to deliver durable, long-lasting roofing solutions. We specialize in a wide range of services, including residential and commercial roof installation, replacement, repairs, and maintenance. From identifying the source of a leak to guiding you through a full-scale replacement, we are committed to providing transparent communication, fair pricing, and a stress-free experience. We also specialize in window, siding, and deck installations. Our mission is to put customer satisfaction first, ensuring every project is completed safely, efficiently, and to the highest standards. We stand behind our work with comprehensive warranties, so you can have peace of mind knowing your property is covered by the experts.

"Very professional. Team arrived on time and finished within one day with amazing results "

amira m on December 2025


Avatar for G&H Contractor Services, LLC

G&H Contractor Services, LLC

4.86(
11
)
Approved Pro

G&H Contractor Services, LLC

4.86(
11
)
Approved Pro
Customers say: Quick response
11 years of experience
Free onsite estimate

We value honesty and integrity and will treat your home improvement project as if it were our own. We offer a wide range of roofing expertise and experience to meet the specific needs of our clients. We specialize in a variety of roofing, to include asphalt shingle, traditional tile, natural slate, flat, foam, or single-ply. We pride ourselves on the quality of our work and offer a 2 year warranty on our services.

"They did an excellent job, exceeding my expectations. They covered all my furniture. They're a clean and hardworking team."

fred j on September 2025

We value honesty and integrity and will treat your home improvement project as if it were our own. We offer a wide range of roofing expertise and experience to meet the specific needs of our clients. We specialize in a variety of roofing, to include asphalt shingle, traditional tile, natural slate, flat, foam, or single-ply. We pride ourselves on the quality of our work and offer a 2 year warranty on our services.

"They did an excellent job, exceeding my expectations. They covered all my furniture. They're a clean and hardworking team."

fred j on September 2025


Avatar for Roofing Pups, Roofing & Siding

Roofing Pups, Roofing & Siding

4.61(
41
)
Approved Pro

Roofing Pups, Roofing & Siding

4.61(
41
)
Approved Pro
Customers say: Quality work
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
32 years of experience

Since 1992, Roofing Pups, Roofing & Siding - has provided homeowners and business owners with top quality, factory-direct products, professionally installed by licensed, bonded installers with over 25 years of home improvement experience. Our experience sales representative will assist you with the windows and/or doors that suit you best. Roofing Pups Roofing & Siding takes pride in building relationships with not only our consumers but with our manufacturers as well. We have maintained a reputable business relationship with both of our leading manufactures, American Jewel and Home Guard, for 15 years. Being a locally owned and operated company, Roofing Pups is able to provide you with top quality products with a bottom line price!

"The crew from Roofing Pups, supervised by project manager, Andy F., was outstanding. Both the sales rep, Eric F., and the project manager were experienced and knowledgeable with all aspects of the project to remove existing roof (decking, underlayment, shingles and flashing) along with 2 skylights and install new roofing and skylight systems. The entire team was courteous, friendly and very conscientious. Andy and his crew listened to our concerns carefully and addressed them effectively. Andy went out of his way to make sure we were satisfied with all aspects of the project. Andy displayed both a strong and personable customer satisfaction attitude and provided an overall excellent service experience. He and his team treated our home with great care and working with him and the entire team at Roofing Pups was very easy. Both their expert workmanship and products are guaranteed. Based on this experience, we highly recommend Roofing Pups as your go to roofing company."

Wiley C on December 2025

Since 1992, Roofing Pups, Roofing & Siding - has provided homeowners and business owners with top quality, factory-direct products, professionally installed by licensed, bonded installers with over 25 years of home improvement experience. Our experience sales representative will assist you with the windows and/or doors that suit you best. Roofing Pups Roofing & Siding takes pride in building relationships with not only our consumers but with our manufacturers as well. We have maintained a reputable business relationship with both of our leading manufactures, American Jewel and Home Guard, for 15 years. Being a locally owned and operated company, Roofing Pups is able to provide you with top quality products with a bottom line price!

"The crew from Roofing Pups, supervised by project manager, Andy F., was outstanding. Both the sales rep, Eric F., and the project manager were experienced and knowledgeable with all aspects of the project to remove existing roof (decking, underlayment, shingles and flashing) along with 2 skylights and install new roofing and skylight systems. The entire team was courteous, friendly and very conscientious. Andy and his crew listened to our concerns carefully and addressed them effectively. Andy went out of his way to make sure we were satisfied with all aspects of the project. Andy displayed both a strong and personable customer satisfaction attitude and provided an overall excellent service experience. He and his team treated our home with great care and working with him and the entire team at Roofing Pups was very easy. Both their expert workmanship and products are guaranteed. Based on this experience, we highly recommend Roofing Pups as your go to roofing company."

Wiley C on December 2025


AML Top Quality Construction

4.85(
23
)
Approved Pro

AML Top Quality Construction

4.85(
23
)
Approved Pro
Super Service Award
Customers say: Quick response
17 years of experience
Free onsite estimate

AML Top Quality Construction is a locally owned and operated company, serving the Grasonville, MD area and surrounding communities. We will help you create that indoor living space you have always dreamed of! From your kitchen, to your bathroom, or your basement, we can upgrade or give you that dream space. We offer professional craftsmanship, reasonable rates, and friendly customer service. Call us now!

"It was great (and easy) to work with Andrew on a major facility project at our Distribution Center. Not only did he complete the project on-time and under budget, he went above and beyond to ensure that we were happy customers. In one instance, we had purchased a heavy gate to be installed in the new doorway that Andrew put in between 2 of our warehouses. After installation, Andrew noted that the gate was significantly longer than we needed for that space and recommended that we remove one of the sections of the gate. He then volunteered to do this at no extra cost even though it required him to take the entire gate down, dissemble it and then reinstall it to the doorway. It is the little details like that make Andrew an exceptional contractor and one that we will continue to work with again and again. Oh, and we got a second gate to use because he was able to make it independent of the original setup! Thank you Andrew! Highly recommend! "

Jordan H on October 2025

AML Top Quality Construction is a locally owned and operated company, serving the Grasonville, MD area and surrounding communities. We will help you create that indoor living space you have always dreamed of! From your kitchen, to your bathroom, or your basement, we can upgrade or give you that dream space. We offer professional craftsmanship, reasonable rates, and friendly customer service. Call us now!

"It was great (and easy) to work with Andrew on a major facility project at our Distribution Center. Not only did he complete the project on-time and under budget, he went above and beyond to ensure that we were happy customers. In one instance, we had purchased a heavy gate to be installed in the new doorway that Andrew put in between 2 of our warehouses. After installation, Andrew noted that the gate was significantly longer than we needed for that space and recommended that we remove one of the sections of the gate. He then volunteered to do this at no extra cost even though it required him to take the entire gate down, dissemble it and then reinstall it to the doorway. It is the little details like that make Andrew an exceptional contractor and one that we will continue to work with again and again. Oh, and we got a second gate to use because he was able to make it independent of the original setup! Thank you Andrew! Highly recommend! "

Jordan H on October 2025


Avatar for Home Genius Exteriors

Home Genius Exteriors

4.64(
39
)
Approved Pro

Home Genius Exteriors

4.64(
39
)
Approved Pro
Customers say: Quality work
22 years of experience
Free onsite estimate

Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"Very professional did a wonderful job everybody involved was very polite and helpful explained everything thoroughly Tony was my project manager he and the crew did a fantastic job "

Bettie S on November 2025

Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"Very professional did a wonderful job everybody involved was very polite and helpful explained everything thoroughly Tony was my project manager he and the crew did a fantastic job "

Bettie S on November 2025

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Windows questions, answered by experts

Bay and bow windows can increase the value of a home. These window styles not only enhance a home's aesthetic appeal by adding architectural interest and increasing natural light but also create additional interior space for seating or decorative purposes. The added functionality and visual appeal can make a home more attractive to potential buyers, potentially leading to a higher resale value. However, the impact on home value depends on various factors, including the overall condition of the home, local real estate market trends, and the quality of the window installation.

Window security film won’t prevent break-ins or stop your window from shattering from impact during extreme weather like hurricanes or tornadoes. However, applying security film is relatively inexpensive, and it can make breaking into your home significantly harder—often hard enough to deter burglars entirely—and keep your window from shattering on your floor after impact. For these reasons, window security film is often a worthwhile investment that helps protect your property.

Windows provide light and a view of the outdoors without the inconveniences that the outside world can come with, like noise, rain, snow, and unpleasant scents. Vinyl windows also provide energy efficiency thanks to their insulating properties, keeping your home at its coziest temperature no matter what season it is. They’re also excellent noise dampeners, so your interior space can stay calm and quiet.

Depending on the window style and your home's layout, you can install replacement windows from either the inside or the outside. Many installations are done from the inside because it allows for better access and weather protection, but some exterior installs are easier for certain types of siding or trim. The key is choosing the approach that gives you the best access to the frame while keeping the existing structure intact.

There are several ways to keep your existing windows from letting in noise. You can install sound-dampening curtains or other window treatments that help deaden noise vibrations. Make sure any gaps around the window are sealed with acoustic caulk. Installing acrylic or plexiglass on the inside of windows still allows you to take in the outdoor views while also stifling sounds from coming in and out. 

If you try all of these steps and still have noise coming in, it might be time to install new windows.

The Chestertown, MD homeowners’ guide to window services

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

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