Roofing Contractor in Chesterfield, VA

Over 30 Years of Combined Industry Experience | Licensed Virginia Class A Contractor | Fully Insured and Code-Compliant Services

Who We Are

D Witt 5 Star Contracting is a licensed Class A contractor specializing in roofing, siding, gutters, painting, and exterior improvements. Backed by over 30 years of combined experience, we deliver five-star craftsmanship with every project. Fully insured and compliant, we’re known for fast response times, professional service, and reliable solutions built to last.

Roofing Contractor in Blackstone, VA

Local Highlights

Chesterfield has a surprising mix of history, nature, and community spirit. At Magnolia Grange, visitors stroll through a restored 1820s plantation home surrounded by heritage gardens. Nearby, Clover Hill Railroad Station recalls the county’s early industrial days. Outdoor fans enjoy Swift Creek Reservoir Park for fishing and trails. Along local streets and shopping districts, you’ll feel Chesterfield’s welcoming hometown energy.

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TESTIMONIALS

Client Reviews and Testimonials

“I recently hired WD Witt 5 Star Contracting for a project, and I'm thoroughly impressed with their professionalism and efficiency. From the initial consultation to the final result, the team exhibited excellent communication and skill. The quality of their work exceeded my expectations, and I highly recommend them for any roofing needs.”

JoJo M.

“We can't rave enough about the exceptional work and service we received from WD "Skip" Witt 5 Star Contracting! Our house looks completely different and absolutely amazing with our new grey shutters!”

Amy H.

“They are professional, honest, quick to respond, polite, and replaced my roof the following week after I spoke with him for an estimate. Pricing is fair. The roof looks great and makes the house stand out! Thank you Skip and crew. We're very pleased with the job. Highly recommend them.”

Terri P.

“Came out on Friday and gave us an estimate. Was here before 7am on Monday and had everything done and cleaned up by 2pm. The roof looks amazing and the interaction was polite and professional. Very happy with these services. Highly recommend.”

Heather O.

“If I could give more than 5 stars I definitely would. This local company is truly a A+ and one of a kind company. Their work ethic is amazing. They have heart, are very honest, do quality work, professional , kind and go above and beyond. Their work is exceptional. Thank you guys for keeping the roof over our heads!”

Stephanie M.

“Great experience, from consult to finished roof. Nice guys and on the job everyday to get the work completed. Recommend - ABSOLUTELY!”

Dawn K.

“WD Witt 5 Star Contracting truley has 5 star service! I contacted them with a roof repair and they repaired it the next day! I highly recommend using their services!”

Tia p.

Frequently Asked Questions

How should I prepare my home before exterior work begins?

Clear any furniture, decorations, or landscaping features near the work area. Trim back trees or shrubs if they’re close to the structure. Make sure all pets and valuables are secured inside, and inform the contractor of any access restrictions in advance.

Can work still be completed if the weather changes suddenly?

It depends on the service. Exterior painting, roofing, and siding installation may be delayed during rain or high winds. In those cases, work is paused for safety and quality, and rescheduled as needed with minimal disruption.

Do I need to be home during the service?

Not always. For most exterior services like roofing or gutters, you don't need to be present, but access to the property must be arranged. For interior work, someone may need to be available for entry and walkthroughs.

What happens if damage is found during the project?

If hidden damage is discovered—such as rotted wood under siding or roof decking—your contractor will pause and review the findings with you. Additional repair options and costs are discussed before work continues.

How long does a typical roof or siding replacement take?

Most roof replacements take one to two days, while siding installation may take several days depending on the size of the structure. Weather and complexity (e.g., steep roofs or custom siding) can affect timelines.

Will construction noise affect my household during the project?

Yes, most exterior and roofing work will produce noticeable noise, including hammering, machinery, and crew activity. It’s a good idea to plan ahead, especially if you work from home or have young children or pets.

Do I need to move my vehicle before the crew arrives?

Yes, if your driveway or parking area is near the work zone, vehicles should be moved to allow access and prevent accidental damage. This also ensures materials and equipment can be delivered safely and efficiently.

CONTACT US

Request a Quote for Expert Exterior Services

Ready to get started on your roofing, siding, gutters, or exterior upgrades? Call now to speak with a contractor and schedule your personalized estimate.

Helpful Links

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Church Road, VA 23833

Business Hours

Mon - Fri : 8:00 am - 5:00 pm
Sat : 8:00 am - 1:00 pm

Sun : Closed

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