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Wood or fiber cement siding installation or complete replacement pros in Chestertown
At TDS Contractors, our company is based on the belief that our customers' needs are of the utmost importance. Our team is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is too big or too small for our experienced team. Call today for a quote.
At TDS Contractors, our company is based on the belief that our customers' needs are of the utmost importance. Our team is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is too big or too small for our experienced team. Call today for a quote.
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!
"Just imaging solution"
Jack S on April 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!
"Just imaging solution"
Jack S on April 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!
"Everyone was amazing, workers and crew were efficient, cleanliness was great and we recommend them for all projects. Thank you Ty, AJ and Bryan for an great experience!"
charles n on December 2024
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!
"Everyone was amazing, workers and crew were efficient, cleanliness was great and we recommend them for all projects. Thank you Ty, AJ and Bryan for an great experience!"
charles n on December 2024
Since 1994, Air Tite Exteriors has provided homeowners in Maryland and D.C with top quality, factory-direct products, professionally installed by factory trained installers. Locally-owned. GAF Master Elite roofing certification.
"I recently purchased a new home that was in need of a new roof and it didn't take long to realize that the Roofing Pups team would be the best folks for the job! Shawn came out to conduct an estimate and inspect the property, which was more than anyone else did that came out to provide an estimate. At the end of the appointment, he provided the most detailed inspection report, detailed the packages available, and helped me determine what would best fit my needs. After scheduling the roofing job, Shawn remained in constant contact and the same is true for the entire team. I received regular communication regarding every aspect of the project including delays due to weather. The crew completed the job in 1 day as promised and sent tons of photos along the way. The customer service, care, and quality at Roofing Pups is unmatched and they make you feel comfortable with a process that can seem daunting. I'd highly recommend you allow them to service all your roofing needs!"
Rachelle P on July 2025
Since 1994, Air Tite Exteriors has provided homeowners in Maryland and D.C with top quality, factory-direct products, professionally installed by factory trained installers. Locally-owned. GAF Master Elite roofing certification.
"I recently purchased a new home that was in need of a new roof and it didn't take long to realize that the Roofing Pups team would be the best folks for the job! Shawn came out to conduct an estimate and inspect the property, which was more than anyone else did that came out to provide an estimate. At the end of the appointment, he provided the most detailed inspection report, detailed the packages available, and helped me determine what would best fit my needs. After scheduling the roofing job, Shawn remained in constant contact and the same is true for the entire team. I received regular communication regarding every aspect of the project including delays due to weather. The crew completed the job in 1 day as promised and sent tons of photos along the way. The customer service, care, and quality at Roofing Pups is unmatched and they make you feel comfortable with a process that can seem daunting. I'd highly recommend you allow them to service all your roofing needs!"
Rachelle P on July 2025
Here at Complete Exteriors we are driven by two things. Offering a complete and professional job completion, and doing what we say we will. We know what the frustrations are of the homeowner, When we tell you we will meet you at a time and date, we will be there! When we say we will complete the job on a certain date, we will! You shouldn’t hope to have a professional job done by a contractor - you should expect it!
"Excellent customer service for a first time person having a roof done. If I ever do it again I would still choose complete exterior. Excellent job based on the opinion of someone who knows roofing i love it! Job started and completed on time just like they said it would be. Very good job of cleaning up and putting things back as they were. I would truly recommend them to a friend."
Fay J on March 2025
Here at Complete Exteriors we are driven by two things. Offering a complete and professional job completion, and doing what we say we will. We know what the frustrations are of the homeowner, When we tell you we will meet you at a time and date, we will be there! When we say we will complete the job on a certain date, we will! You shouldn’t hope to have a professional job done by a contractor - you should expect it!
"Excellent customer service for a first time person having a roof done. If I ever do it again I would still choose complete exterior. Excellent job based on the opinion of someone who knows roofing i love it! Job started and completed on time just like they said it would be. Very good job of cleaning up and putting things back as they were. I would truly recommend them to a friend."
Fay J on March 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!
"THE ROOF WAS REPLACED QUICKLY AND EFFICIENTLY WITH NO WASTE OF MATERIAL OR TIME. THE CLEAN-UP WAS TOTAL AND THEY LEFT ME NOTHING TO DO BUT ENJOY MY HARBOR BLUE ROOF. I HAVE RECEIVED MANY COMPLIMENTS. ONE SUGGESTION IS: SIGNAGE FOR AML WAS NOT PUT ON THE LAWN. THANK YOU CASEY AND YOUR PLEASANT WORKMEN."
ELIZ L on July 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!
"THE ROOF WAS REPLACED QUICKLY AND EFFICIENTLY WITH NO WASTE OF MATERIAL OR TIME. THE CLEAN-UP WAS TOTAL AND THEY LEFT ME NOTHING TO DO BUT ENJOY MY HARBOR BLUE ROOF. I HAVE RECEIVED MANY COMPLIMENTS. ONE SUGGESTION IS: SIGNAGE FOR AML WAS NOT PUT ON THE LAWN. THANK YOU CASEY AND YOUR PLEASANT WORKMEN."
ELIZ L on July 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
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
AROCON Roofing & Construction offers superior services at an affordable price because we are your Maryland contractor. Instead of focusing on completing as many jobs as possible, AROCON focuses on providing quality work and getting to know our customers. This allows us to provide high quality, customized results and unparalleled customer service without adding extensive overhead or expenses. For all of your Roofing & Construction needs, you can count on our experienced team at AROCON Roofing & Construction. We service all of Dorchester, Queen Annes, Talbot, Wicomico, and Worchester counties. Call us today to make Home Improvement, Simplified. #rooftuneup.
"Great contractor. Very friendly and professional."
Richard G on July 2024
AROCON Roofing & Construction offers superior services at an affordable price because we are your Maryland contractor. Instead of focusing on completing as many jobs as possible, AROCON focuses on providing quality work and getting to know our customers. This allows us to provide high quality, customized results and unparalleled customer service without adding extensive overhead or expenses. For all of your Roofing & Construction needs, you can count on our experienced team at AROCON Roofing & Construction. We service all of Dorchester, Queen Annes, Talbot, Wicomico, and Worchester counties. Call us today to make Home Improvement, Simplified. #rooftuneup.
"Great contractor. Very friendly and professional."
Richard G on July 2024
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!
"Everybody ive talked to starting with the sales rep Wu, down to Dylan the project manager, and especially Leo's roofing crew has been absolutely amazing. Even the folks behind the scenes communicated everything effortlessly, and my roof is excellent. Cannot speak highly enough about this experience."
Stephen M on June 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!
"Everybody ive talked to starting with the sales rep Wu, down to Dylan the project manager, and especially Leo's roofing crew has been absolutely amazing. Even the folks behind the scenes communicated everything effortlessly, and my roof is excellent. Cannot speak highly enough about this experience."
Stephen M 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.
"Everyone was totally professional. Very pleasantly surprised and would recommend to anyone. Attic is already cooler."
John G on May 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.
"Everyone was totally professional. Very pleasantly surprised and would recommend to anyone. Attic is already cooler."
John G on May 2025
FAQs for wood or fiber cement siding installation or complete replacement projects in Chestertown, MD
Vinyl siding is almost always more affordable than wood. Its materials are inexpensive and installation is straightforward, making it more cost-effective than wood, which calls for high-quality lumber and more labor-intensive work. Keep in mind that wood offers a warm, classic look and, with proper maintenance, can enhance curb appeal and resale value in a way that vinyl may not.
Well-maintained wood siding can serve your home for 40 years or more. Routine care is the best way to maximize its lifespan. Simply wash it gently, seal or stain it every few years, and replace any boards that show signs of rot or insect damage. Touch-up paint or stain helps keep UV rays and moisture at bay, while prompt repairs prevent minor issues from spreading.
Covering a 1,500-square-foot house with wood siding costs an average of $12,500, assuming professional installation and mid-range materials. You can reduce the price by choosing a less expensive species or tackling minor prep work yourself, but weigh the savings against the time you’ll invest and the risk of mistakes. Hiring a vetted professional usually delivers a tighter fit, a longer lifespan, and warranty protection.
Swapping vinyl for wood is feasible as long as your home’s framing and sheathing meet current building code requirements. A contractor will strip the vinyl, inspect the substrate, install a breathable house wrap, and maintain a clearance of at least six inches between the new boards and the ground to prevent moisture from accumulating. Because wood and vinyl behave differently, budget extra for the transition. When done right, the upgrade adds rich character and can lift your home’s value.
In some cases, you can install new wood siding right over an existing layer, but only if the old material is flat, solid, and completely dry. Your contractor will first verify that the walls are structurally sound and that adding weight will not violate the code. They’ll also pay close attention to drainage planes and ventilation to prevent moisture from being trapped. If the existing siding shows signs of rot or warping, complete removal is the wiser choice, even though it incurs additional labor costs of roughly $7 to $13 per square foot.
- Traditional Stucco - Repair or Partially Replace
- Exterior Trim - Repair
- Vinyl Siding - Install or Completely Replace
- Metal Siding: Repair or Partially Replace
- Synthetic Stucco - Repair or Partially Replace
- Wood or Fiber-Cement Siding - Repair or Partially Replace
- Vinyl Siding - Repair or Partially Replace
- Traditional Stucco - Install or Completely Replace
- Synthetic Stucco - Install or Completely Replace
- Exterior Trim - Install or Replace
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