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TRUSTED BY MADISON, VA HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon66
    Verified roofing services reviews

Top-Rated Roofers in Madison - Updated Nov 2026

Avatar for Vanguard Roofing
Vanguard Roofing
4.7(
33
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+7 more

Serving Madison, VA and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"Vanguard Roofing was our 2nd choice, so there was no work done. The issue was on our end, not Vanguards, as to why we chose someone else. I would have no problem recommending them to others, which I already have done. They were very helpful in understanding and explaining how a high wind-resistance roof is installed. The only reason for 4 stars and not 5 is because Vanguard did not install the roof."
Front Side - After
After - a brand new 3D shingle with designer colors!
After - a classic green beautifies this rustic cabin
Front Side - Before
Before - a drab, aged roof in need of replacement

+14

Response time1 day
Response rate100%
24 neighbors recently requested a quote
Terry's Handyman Services, LLC
4.8(
19
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceFlat, Foam or Single Ply Roofing - Repair- For Business+6 more

Serving Madison, VA and surrounding areas

Approved

In business since 2003

Free estimates

Credit card accepted

"Terry who is the owner and his crew did an amazing job on my roof. He made my house look as new again. He communicated with me from the time I signed the contract and through the end of project. After I signed the contract his crew was installing my roof the next week. His crew did a good and thorough job cleaning up. He gave me an amazing product at a fair price Thank you Terry and crew. We will be definitely be using you for future projects!"
Response time6 hrs
Response rate92%
17 neighbors recently requested a quote
Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
388
)
Asphalt Shingle Roofing - Install or Replace

Serving Madison, VA and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

Elevate your home with Home Genius Exteriors, setting the standard 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!

Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing

+76

Recommended by96%of homeowners
Avatar for Cenvar Roofing
Cenvar Roofing
5.0(
5
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Madison, VA and surrounding areas

Approved (Corporate)

In business since 2010

Free estimates

Warranties offered

Cenvar Roofing is a professional contractor that specializes specifically in residential roof repairs and replacements. For us, providing superior customer service while delivering on our promises is top priority. To help you get you closer to getting your new roof, we offer financing options and don't ask for any money down to get started! We have a policy of taking no payment until your job is completely finished and you are 100% satisfied with the product, the workmanship and the clean-up. Please, give us a call today!\n

Charlottesville Job
Charlottesville Job
After
Before
Response time10 hrs
Response rate100%
25 neighbors recently requested a quote
Avatar for My Roofer, LLC
My Roofer, LLC
3.6(
132
)
Asphalt Shingle Roofing - RepairInspection - RoofingSealant for Roof - Apply+2 more

Serving Madison, VA and surrounding areas

Approved

In business since 2012

Free estimates

Warranties offered

"Needed two skylights removed from sunroom that had been leaking for years. Skylights were removed and roof completely enclosed with new roofing materials. Also put new flashing around vent pipe on main house roof at no extra charge. Excellent work and completed in one day."
New Roof Replacement
Culpeper Roof Install Before
Response time3 hrs
11 neighbors recently requested a quote
Recommended by97%of homeowners
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Roofing FAQs, answered by experts

While you can technically install TPO roofing over an existing roof, it isn't always wise to do so. The more layers of material you add to your roof, the more weight it must support. You may also develop moisture issues by covering your existing roof with TPO. Your local building codes and regulations may actually require you to remove the existing roof before adding TPO, so check with your local municipality.

Thatched roofs are expensive for two main reasons: high labor costs and low supply of available roofers. The labor is more intensive for a thatched roof than other roof materials, so your contractor will work longer and charge more for the installation. There are also few professionals with the specialized skills and experience to install thatched roofs. Since the supply of available professionals is low, the cost of compensation is high.

If a home isn’t properly winterized, the pipes can freeze and burst, causing flooding and massive property damage. It can also leave your house susceptible to pests, which can infest it and cause significant damage. Winterizing a home can prevent many potential issues and save you money on costly repairs.

Yes, materials like cool roofs and solar shingles may be considered.

The cost to replace a roof typically ranges from $8,700 to $22,000, with a national average of around $9,200. The total cost depends on the size of your roof and whether you need a full replacement or can simply place new shingles over the old ones. A full replacement, which is necessary if the roof is several decades old or has multiple layers, is more expensive. This process involves tearing off the old roofing materials, inspecting and repairing the underlying structure, and then installing the new roof.

The Madison, VA homeowners’ guide to roofing services

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