A house logo with intersecting red and blue roof lines and a black window.

Professional Residential Roofing Services in Chesapeake, VA: Repair, Installation, and More

When it comes to protecting your home, no component is more vital than your roof. For over 35 years, Pipkin Home Improvements has been the trusted name for residential roofing in Chesapeake, VA. From the historic neighborhoods of Great Bridge to the growing communities of Western Branch and Greenbrier, we provide professional roof repair, new roof installation, and comprehensive maintenance services tailored to the unique climate of the Hampton Roads area.


If you are looking for a reliable, family-owned roofing contractor, call us today at 757-463-2500 for a free estimate.

Comprehensive Residential Roofing in Chesapeake, VA

The weather in Chesapeake can be demanding. Between high humidity, heavy summer thunderstorms, and the occasional tropical system, your roof faces constant stress. At Pipkin Home Improvements, we specialize in high-quality residential roofing solutions designed to withstand these coastal Virginia elements.



Our team doesn't just "shingle" a roof; we build integrated roofing systems. We focus on every detail—from the roof deck and underlayment to the flashing and ventilation—ensuring your home stays dry and energy-efficient for decades to come.

White painted wooden siding with peeling paint, showing weathered wood grain.

Expert Roof Repair Services

A small leak can quickly turn into a major structural headache if left unaddressed. Our Chesapeake roof repair specialists are experts at diagnosing hidden issues that other contractors might miss. We offer a full range of repair services, including:

Water damage on a white ceiling and crown molding, with brown stains and peeling paint.
Tree trunk crashed through a house roof, causing damage.
A person in gray workwear installing brown shingles on a roof.
Red tile roof with a dark, charred area and debris. Trees and blue sky in the background.
White gutter and eaves with peeling paint on a brick house.

Don't wait for a ceiling stain to appear. If you suspect your roof has reached its limit, call Pipkin Home Improvements at 757-463-2500 for a thorough inspection.

Professional Roof Installation & Replacement

There comes a point when repairs are no longer cost-effective. When it’s time for a full roof replacement, you need a contractor who prioritizes quality over speed. As a premier provider of roof installation in Chesapeake, we offer:



  1. Premium Materials: We use top-grade architectural shingles and energy-efficient materials that improve your home’s value.
  2. Meticulous Craftsmanship: Our crews are trained to follow manufacturer specifications exactly, ensuring your warranty remains valid and your roof remains strong.
  3. Enhanced Ventilation: A new roof is only as good as its airflow. We optimize your attic ventilation to lower cooling costs and prevent shingle "baking" in the summer heat.
  4. Property Protection: We treat your home like our own. Our team uses specialized equipment to protect your landscaping and ensures a "magnet-clean" finish to pick up every stray nail.

Why Choose Pipkin Home Improvements?

With decades of experience serving the Hampton Roads region, we have built a reputation based on honesty and excellence.

35+ Years of Local Experience: We understand the local building codes and the specific challenges of Chesapeake’s coastal environment.

A+ BBB Rating: Our commitment to customer satisfaction is reflected in our long-standing record of excellence.

Family-Owned and Operated: You aren't just a number to us; you are our neighbor. We provide personalized service that large, national franchises can't match.

Transparent Pricing & Financing: We believe quality roofing should be accessible. We provide honest, upfront estimates and offer flexible financing options to fit your budget.

Logo featuring a house roof shape with red and blue sections, a white and gray underlay, and a black window.

Protect Your Investment Today

Your roof is your home’s first line of defense. Whether you need a quick repair for a minor leak or a complete roof installation for a brand-new look, Pipkin Home Improvements is ready to help. Our local expertise in Chesapeake, VA, ensures that your project will be handled with the highest level of care and professionalism.


Our Service Area in Chesapeake includes:

  • Great Bridge
  • Deep Creek
  • Western Branch
  • Greenbrier
  • South Norfolk
  • Hickory / Pleasant Grove
  • Great Bridge
  • Deep Creek
  • Western Branch
  • Greenbrier
  • South Norfolk
  • Hickory / Pleasant Grove

Call Pipkin Home Improvements at 757-463-2500 to schedule your free, no-obligation roofing consultation.


Don’t leave your home’s safety to chance—trust the experts who have been covering Chesapeake for over three decades.