Trusted Siding Contractors in Annapolis, MD
At RoofPRO, we offer expert siding installation, repair, and replacement services designed to keep your home looking great while improving energy efficiency and weather resistance. Whether you’re upgrading old, worn-out siding or dealing with storm damage, our team has the experience and materials to get the job done right.
EXCELLENT Based on 260 reviews Posted on Shirlann ShifflettTrustindex verifies that the original source of the review is Google. Excellent and fast responses to my questions and concerns. Staff was professional. Communication was easy with email an phone.Posted on Doris PoinvilTrustindex verifies that the original source of the review is Google. This company did a fantastic job with explaining the issues with my roof and repairing it for a great price. People are very kind. I appreciate the work done!Posted on John JurczakTrustindex verifies that the original source of the review is Google. Thank you RoofPro for making our roof and skylight replacement as stress free as possible. We had moved into our home five years ago and noticed that our roof, which was only ten years old, was warping and looked like a washboard. We contacted four roofing contractors to diagnose the cause of the problem and to get a quote for two new skylights. There was RoofPro, two local contractors referred to us by neighbors and a large roofing company that advertises frequently on TV. Will Moore from RoofPro stood out as the most experienced and knowledgeable of the estimators. Not only did he show us that the roof was failing because of ventilation problems, he was the only estimator that showed us that our porch roof had structural problems that would need to be addressed before a new roof could be installed. We decided to forego repairs and asked the roofing companies for replacement quotes. RoofPro's proposal was thorough and detailed how the existing ventilation issues would be addressed. The company that advertised on TV just emailed an amount without a detailed contract that was $20,000 higher than RoofPro's and then called back two days later saying they were running a special that was still $12,000 higher. One local roofer did not include the porch roof in their estimate and the fourth one did not submit a written proposal. We signed our contract with RoofPro even though one of the proposals was slightly lower. They were the most knowledgeable, detailed and didn't use any gimmicks with their pricing. Within two days of signing our contract our project was scheduled for the following week. Our project manager, Ken Stanley, and his work crew showed up promptly at 7:30 to begin work. Ken was on site all day and was easily approachable to answer our questions. The new skylights required access to the inside of our home and the workers showed great care covering our floors and furniture and putting up plastic curtains to keep dust from spreading throughout our home. When their work was completed they made sure that everything was as clean as when they arrived. The new roof, skylights and cleanup were all completed the same day. We are very happy with the look of our new roof and love our new skylights. I highly recommend that anyone considering any exterior work to their home get an estimate from RoofPro.Posted on Michael M34Trustindex verifies that the original source of the review is Google. Very professional and quick to respond. They stand by their work.Posted on Michael MeyerTrustindex verifies that the original source of the review is Google. Roof Pro provided rapid and efficient response to our leaky roof problem. Jim Para conducted a thorough evaluation both inside and outside the structure and provided detailed feedback and potential fix action options. With the age of the house and previous water damage we chose a complete roof system replacement. Bracing for the cost, we were thrilled with the final estimate. Ken Stanley and his installation team's professionalism, quality of workmanship, and speed in getting the leaky roof replaced before the upcoming rains set in thankfully prevented further water damage . We witnessed a well oiled machine in operation. Well Done Roof Pro. We highly recommended this team !! v/r MikePosted on Skip NeesTrustindex verifies that the original source of the review is Google. Great past experiences with Jim Para and RoofPRO at both our house and our daughters. This time it was just a small leak. Jim was prompt in stopping by to take a look and give us the estimate. Very pleased they had a slot open up in a few days and the repair was done before the next big rain. Crew was great showing me the bad plywood which they then replaced. Amazing how well they matched the rest of the roof even though those shingles are twenty years old. Really appreciate the detailed before and after photos they provided.Posted on Ewan AlexanderTrustindex verifies that the original source of the review is Google. The crew did a terrific job. Quite professional.
Our Siding Services in Annapolis, MD
Our siding contractors have been helping Annapolis homeowners with their siding needs for years. Whether your current siding is starting to show its age or you’re looking to give your home a fresh new look, we’ve got the expertise to make it happen. We understand the unique challenges of Maryland’s climate and know how to recommend and install siding that holds up year after year.
Siding Installation
If you’re building a new home or looking to refresh your existing exterior, RoofPRO offers professional siding installation with a variety of high-performance materials, including:
- Vinyl Siding – Affordable, durable, and low maintenance.
- Fiber Cement Siding – Offers the look of wood with enhanced durability.
- Wood Siding – Classic style with natural insulation properties.
- Composite Siding – Combines the look of wood with enhanced moisture resistance.
Our team works with top brands to ensure you get a high-quality finish that lasts. We’ll help you select the right color, texture, and style to match your home’s architecture and your personal taste.
Siding Repair
Damaged siding can allow water to seep into your home’s structure, leading to costly repairs. Whether it’s cracked panels, loose boards, or discoloration, RoofPRO provides fast and reliable siding repair services to restore your home’s protection and appearance. We’ll assess the damage, match materials to your existing siding, and make seamless repairs.
Siding Replacement
When your siding is beyond repair or you’re ready for an upgrade, RoofPRO offers complete siding replacement services. Our experts will remove old siding, prepare the surface, and install new siding with precision and care. New siding improves your home’s energy efficiency and boosts property value, making it a smart investment.
Siding Material Options We Offer
At RoofPRO, we know that one size doesn’t fit all when it comes to siding. That’s why we offer a range of siding material options to match your home’s style, your budget, and the specific challenges of Annapolis’ climate.
Vinyl Siding
Vinyl siding is the most popular choice among Annapolis homeowners, and for good reason:
- Affordability: Vinyl is one of the most budget-friendly siding options available.
- Low Maintenance: Unlike wood, vinyl doesn’t need to be painted or stained. A simple wash with a hose and mild detergent is usually enough to keep it looking fresh.
- Weather and Pest Resistance: Vinyl stands up well to moisture and pests, making it a solid choice for Maryland’s climate.
- Customization: Available in a wide range of colors and textures to match any architectural style.
But vinyl does have its downsides. It’s prone to cracking in extreme cold and can fade over time if exposed to direct sunlight. That’s why it’s important to choose high-quality vinyl and have it installed by experienced professionals.
Fiber Cement Siding
If you want siding that lasts and looks good for decades, fiber cement siding is a fantastic investment. On the downside, fiber cement is heavier and more expensive than vinyl. It also requires professional installation due to its weight and specific handling requirements.
- Durability: Fiber cement is resistant to fire, insects, and moisture.
- Natural Appearance: It can mimic the look of wood, stone, or brick without the high maintenance.
- Longevity: Properly installed fiber cement siding can last 30–50 years with minimal upkeep.
Wood Siding
Wood siding offers a timeless, natural look that appeals to many homeowners, especially in Annapolis’ historic downtown area. Many older homes in the downtown district still have original wood siding, adding to their charm and historical value.
But working on historic homes comes with extra challenges. Some projects in the historic district require permits before work can begin. RoofPRO takes care of this for you, handling the paperwork and ensuring all work complies with local guidelines.
- Aesthetic Appeal: Few materials can match the warmth and character of real wood.
- High Maintenance: Wood requires regular staining or painting to protect it from moisture and pests.
- Vulnerability: Without proper treatment, wood is susceptible to rot, mold, and insects.
Our Other Home Improvement Services in Annapolis, MD

Roofing Services
From roof installation and repair to full replacements, we offer solutions tailored to your needs. Our team specializes in a variety of roofing materials, including asphalt shingles, metal roofing, and flat roofs.

Gutter Services
Properly functioning gutters are essential for protecting your home from water damage. RoofPRO provides seamless gutter installation and replacement to ensure effective drainage.

Window Services
For all your window replacement needs, we are equipped to install a wide range of windows and materials to suit your home's aesthetic and energy efficiency goals.

Home Renovation
Thinking of giving your home a makeover? From exterior renovations to attic insulation and skylight installations, we handle a range of projects designed to improve your home’s efficiency and curb appeal.
Why Siding Matters for Your Annapolis Home
Siding does more than make your house look nice (although that’s a huge plus). It’s a crucial barrier between your home and the elements. Maryland’s coastal location means your home is constantly exposed to moisture, temperature fluctuations, and UV rays, none of which are friendly to an unprotected exterior.
Protection Against Maryland’s Weather
Annapolis gets a mix of everything, hot and humid summers, chilly winters, and those unpredictable storms that blow in from the Chesapeake Bay. Quality siding helps keep moisture out, prevents mold growth, and provides insulation against temperature swings. Without proper siding, your home is vulnerable to leaks, drafts, and even structural damage over time.
Energy Efficiency and Lower Utility Bills
Good siding doesn’t just protect your home, it helps regulate its temperature. Insulated siding creates a thermal barrier that keeps warm air in during the winter and cool air in during the summer. That means your HVAC system doesn’t have to work as hard, which translates to lower energy bills. Who doesn’t love saving money while staying comfortable?
Boosting Curb Appeal and Home Value
Let’s be honest, looks matter when it comes to your home’s exterior. Faded, cracked, or warped siding makes even a well-maintained home look tired. Imagine walking down a neighborhood street where every home tells a unique story through its design. In Annapolis, maintaining that charm means preserving the integrity of your home’s exterior, starting with the siding. It’s not just about looks; it’s about reflecting the local character and craftsmanship that Annapolis homes are known for.
Why Choose RoofPRO for Your Siding Needs in Annapolis?
Sure, you could hire any siding company, but working with a local expert like RoofPRO has its advantages. Our roots run deep in Annapolis. Over the years, we’ve worked on a variety of Annapolis roofing and siding projects, from historic homes to modern constructions. This local expertise means we understand the specific challenges you face, from the salty coastal air to the humid summers. We’ve seen firsthand how quality siding can change the entire look and feel of a home.
Being part of the Annapolis community means we care about the neighborhoods we serve. Our work isn’t just about siding, it’s about contributing to a vibrant, thriving community where every home feels like a masterpiece.
We’ve had the pleasure of working on countless projects across Annapolis and its neighboring towns. Every project is a chance to showcase our commitment to excellence. Our hands-on experience, coupled with a genuine passion for our work, has earned us a reputation as one of Maryland’s most trusted siding experts.
Experienced and Certified Installers
Our team of installers isn’t just handy with a hammer, they’re trained and certified by leading manufacturers like James Hardie and CertainTeed. That means you get expert-level installation with manufacturer-backed warranties.
Personalized Siding Recommendations
No two homes are alike, and we don’t believe in cookie-cutter solutions. We’ll inspect your home, discuss your style preferences and budget, and help you choose the best siding for your situation.
Competitive Pricing and Financing Options
We believe in straightforward pricing, no hidden fees, no surprises. Plus, we offer flexible financing options so you can get the siding you need without breaking the bank.
Frequently Asked Questions About Siding in Annapolis
Vinyl siding typically lasts 20–30 years, while fiber cement can last up to 50 years with proper care. Wood siding can last 20–40 years but requires more maintenance.
Insulated vinyl and fiber cement siding both provide excellent energy efficiency by reducing heat loss.
Small cracks or loose panels can often be repaired. If the siding is faded, warped, or showing signs of widespread damage, replacement is usually a better investment.
Costs vary depending on the material and size of your home. Vinyl siding tends to be the most affordable, while fiber cement and composite siding are higher-end options.
Most installations take between 2 to 5 days, depending on the size and complexity of the project.
Get Your Free Siding Inspection & Estimate Today
If you’re considering siding repair or replacement in Annapolis, MD, reach out to RoofPRO today for help. We offer free inspections and no-obligation estimates, so you can make an informed decision with zero pressure.
EXCELLENT Based on 260 reviews Posted on Shirlann ShifflettTrustindex verifies that the original source of the review is Google. Excellent and fast responses to my questions and concerns. Staff was professional. Communication was easy with email an phone.Posted on Doris PoinvilTrustindex verifies that the original source of the review is Google. This company did a fantastic job with explaining the issues with my roof and repairing it for a great price. People are very kind. I appreciate the work done!Posted on John JurczakTrustindex verifies that the original source of the review is Google. Thank you RoofPro for making our roof and skylight replacement as stress free as possible. We had moved into our home five years ago and noticed that our roof, which was only ten years old, was warping and looked like a washboard. We contacted four roofing contractors to diagnose the cause of the problem and to get a quote for two new skylights. There was RoofPro, two local contractors referred to us by neighbors and a large roofing company that advertises frequently on TV. Will Moore from RoofPro stood out as the most experienced and knowledgeable of the estimators. Not only did he show us that the roof was failing because of ventilation problems, he was the only estimator that showed us that our porch roof had structural problems that would need to be addressed before a new roof could be installed. We decided to forego repairs and asked the roofing companies for replacement quotes. RoofPro's proposal was thorough and detailed how the existing ventilation issues would be addressed. The company that advertised on TV just emailed an amount without a detailed contract that was $20,000 higher than RoofPro's and then called back two days later saying they were running a special that was still $12,000 higher. One local roofer did not include the porch roof in their estimate and the fourth one did not submit a written proposal. We signed our contract with RoofPro even though one of the proposals was slightly lower. They were the most knowledgeable, detailed and didn't use any gimmicks with their pricing. Within two days of signing our contract our project was scheduled for the following week. Our project manager, Ken Stanley, and his work crew showed up promptly at 7:30 to begin work. Ken was on site all day and was easily approachable to answer our questions. The new skylights required access to the inside of our home and the workers showed great care covering our floors and furniture and putting up plastic curtains to keep dust from spreading throughout our home. When their work was completed they made sure that everything was as clean as when they arrived. The new roof, skylights and cleanup were all completed the same day. We are very happy with the look of our new roof and love our new skylights. I highly recommend that anyone considering any exterior work to their home get an estimate from RoofPro.Posted on Michael M34Trustindex verifies that the original source of the review is Google. Very professional and quick to respond. They stand by their work.Posted on Michael MeyerTrustindex verifies that the original source of the review is Google. Roof Pro provided rapid and efficient response to our leaky roof problem. Jim Para conducted a thorough evaluation both inside and outside the structure and provided detailed feedback and potential fix action options. With the age of the house and previous water damage we chose a complete roof system replacement. Bracing for the cost, we were thrilled with the final estimate. Ken Stanley and his installation team's professionalism, quality of workmanship, and speed in getting the leaky roof replaced before the upcoming rains set in thankfully prevented further water damage . We witnessed a well oiled machine in operation. Well Done Roof Pro. We highly recommended this team !! v/r MikePosted on Skip NeesTrustindex verifies that the original source of the review is Google. Great past experiences with Jim Para and RoofPRO at both our house and our daughters. This time it was just a small leak. Jim was prompt in stopping by to take a look and give us the estimate. Very pleased they had a slot open up in a few days and the repair was done before the next big rain. Crew was great showing me the bad plywood which they then replaced. Amazing how well they matched the rest of the roof even though those shingles are twenty years old. Really appreciate the detailed before and after photos they provided.Posted on Ewan AlexanderTrustindex verifies that the original source of the review is Google. The crew did a terrific job. Quite professional.


