OUR SERVICES

We handle exterior, interior, and specialized residential projects, ranging from repairs to full remodels. If you’re not sure where your project fits, that’s normal. The walk through is where we turn ideas into a clear plan.

Professional Roofing Services Built for Southern Maryland

Roofing Installation & Replacement

Protect your home with a new roof built to handle Maryland storms, humidity, and harsh winters. We install asphalt shingle, architectural, and specialty roofing systems with a warranty you can count on.

Siding Installation & Replacement

New siding protects your home from moisture and weather damage while dramatically improving curb appeal. We install vinyl, fiber cement, and engineered wood siding for Maryland homeowners.

Gutter Installation & Repair

Properly functioning gutters protect your foundation, siding, and landscaping from water damage. We install seamless aluminum gutters and gutter guards built for Maryland's heavy rain seasons.

Residential & Commercial Roofing Services in Southern Maryland

ROOF REPLACEMENT

Upgrade your home with roof replacement using durable materials, workmanship, and lasting protection.

View Roof Replacement Details

ROOF REPAIR

Protect your home with professional roof repairs done with precision, quality materials, and lasting results.

Roof Repair Projects

STORM REPAIR

Quick and dependable storm damage repair to restore your home and protect it from further issues.

Storm Damage Solutions

ROOF INSPECTIONS

Detailed inspections designed to catch damage, leaks, and wear before they become major problems.

Roof Inspection Details

SIDING

Upgrade your home’s exterior with durable, weather-resistant siding that enhances protection and curb appeal.

Siding Installation Options

WINDOWS

Enhance your home with energy-efficient windows that improve comfort, lighting, and overall performance.

Window Replacement Details

DOORS

Upgrade your entryways with professionally installed doors built for strength and long-lasting performance.

Door Installation Solutions

GUTTERS

We provide high-quality gutter solutions that direct water away from your home and foundation.

Gutter System Solutions

What Maryland Homeowners Are Saying

    
 
 
      Trustindex verifies that the original source of the review is Google. A Big Shout out to Connor!! Needed something done asap due to settlement and he took care of it right away!! Took the worry right off my hands and followed through exactly as he said he would. Not many businesses work this way anymore unfortunately, If you need any help done Contact Crossroads , you will be just as Happy as me, I am sure!!!
  
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   Kristy Conover 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. Connor is amazing! My wife and I recently moved to the Pax River area and needed help with some upgrades on our new home. Connor was punctual, provided assistance exactly where we needed and even gave helpful advice for future upgrades/maintenance. I'd definitely recommend him to anyone in need of a general contractor.
  
  Posted on Google  
 
    
   Chadd Russell 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. I recently hired Crossroads Contracting to update my basement, and I couldn’t be happier with the results. They painted the walls, repaired drywall, refinished the kitchen cabinets, and even replaced the bathroom vanity. The quality of their work was excellent, and they were extremely friendly and professional throughout the process.

What really stood out was their responsiveness—any time I had a concern, they came back promptly and fixed it quickly without any argument. It’s rare to find a company that combines skill, efficiency, and such a great attitude. I would highly recommend Crossroads Contracting to anyone looking for top-notch home improvement work.
  
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   Tobias Larsen 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. Once again, Connor (Cross Roads Contracting) and his crew swept in, built-out a great looking deck, on time and on budget.  I would highly recommend using Cross Roads in the future!!
  
  Posted on Google  
 
    
   Roger Lord 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. Connor and his crew did a great job!  Expertly navigated the Calvert Country permit process, tore down the old deck, installed the new deck in three days, left the site clear of debris, stayed on schedule and budget!!
  
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   Roger Lord 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. They were able to come by and fix some water damage I had in my bathroom. I practically have a new bathroom it looks like. Timely also.
  
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   Steven Patrick 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. I’ve had so many projects done by them and every single time I give my ideas and what I want and Connor makes it better than I could’ve ever dreamed! Super professional, incredibly talented, and even more driven to exceed homeowner expectations! Any time I need anything done in my home, I call Connor and he fits me in quickly! I wouldn’t go anywhere else! He turned an ugly and unusable space into my favorite place to be. I never leave reviews, but trust me when I tell you- call them! You won’t be disappointed!
  
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   Lisa Elborne 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. Connor has been doing a lot of work for my sellers and I have received nothing but great reviews. If you have a project in mind, he would be the first one I call.
  
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   Jeffrey Lewis 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. Connor and his crew do exceptional work and are very fair on price
  
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   brandon_lml472

Frequently Asked Questions About Roofing, Siding & Gutter Services

What areas do you serve for roofing, siding, and gutter services?

We provide roofing, siding, and gutter services across Southern Maryland, including Calvert County, St. Mary’s County, and Charles County. We also serve nearby communities such as North Beach, Chesapeake Beach, Dunkirk, and Huntingtown. Our team is based in North Beach, MD and travels throughout the region for residential and commercial projects.

Do you offer free roofing inspections in Southern Maryland?

Yes, we offer free roof inspections for homeowners in Southern Maryland, including Calvert County and surrounding areas. During the inspection, we check for leaks, storm damage, missing shingles, and overall roof condition. After the inspection, we provide honest recommendations whether you need a repair, replacement, or no work at all.

What types of roofing services do you provide?

We specialize in roof replacement, roof repair, storm damage restoration, and roof inspections. Our team works with asphalt shingles and other durable roofing materials designed to handle Maryland’s changing weather conditions. We also ensure proper ventilation and waterproofing for long-term protection.

Can you help with storm damage and insurance claims?

Yes, we assist homeowners with storm damage roof repairs and insurance claim documentation. If your home in Southern Maryland has been affected by wind, hail, or heavy rain, we inspect the damage and help document everything for your insurance provider. This helps make the claim process smoother and less stressful.

Are you licensed and insured in Maryland?

Yes, we are fully licensed and insured in Maryland under MHIC #162131. This means we meet all state requirements for residential and commercial contracting work. Being licensed and insured also gives homeowners peace of mind that their project is protected from start to finish.

How long does a roofing or siding project usually take?

Most roof replacement projects in Southern Maryland are completed within 1–2 days depending on size and weather conditions. Siding and gutter projects may take a few additional days depending on scope. We always provide a clear timeline before starting any work so homeowners know exactly what to expect.

Not sure which service you need?

That is what the free inspection is for.
We come out, assess the condition of your roof, siding, and gutters, and give you an honest picture of what needs attention now and what can wait. No obligation to book anything after. Call +1 443-219-7323 or fill out the contact form.