🏠 Official Rankings
10 Best Roofers in Chesapeake, VA (August 2026)
We compared 10 roofers serving Chesapeake and City of Chesapeake County, Virginia, and ranked the top providers by verified reviews, ratings, and local reputation — 2,935 customer reviews in all.
The 10 listed below hold an average rating of 4.9 out of 5, led by WT Anderson Roofing & Siding. Updated for August 2026.
- Roofers ranked
- 10
- Average rating
- 4.9★
- Reviews analyzed
- 2,935
- Area code
- 757
WT Anderson Roofing & Siding
⭐ 4.9 · 638 reviews
4627 Cape Henry Ave, Norfolk, VA 23513
Jayhawk Exteriors
⭐ 4.9 · 337 reviews
1824 Engle Ave, Chesapeake, VA 23320
Pyramid Roofing (Southside)
⭐ 4.9 · 302 reviews
4580 Village Ave Ste A, Norfolk, VA 23502
Gilpin Roofing Inc.
⭐ 4.9 · 237 reviews
5051 Euclid Rd, Virginia Beach, VA 23462
Roof Artistry
⭐ 5.0 · 65 reviews
1226 Executive Blvd Ste 101, Chesapeake, VA 23320
Atlantic Craftsman LLC
⭐ 4.8 · 560 reviews
908 Business Park Dr Suite B, Chesapeake, VA 23320
Wholesale Roofers
⭐ 4.8 · 415 reviews
1 Columbus Ctr #600, Virginia Beach, VA 23462
Wholesale Roofers Chesapeake
⭐ 5.0 · 42 reviews
2211 S Military Hwy Ste B, Chesapeake, VA 23320
Exterior Source of Tidewater, VA
⭐ 4.8 · 302 reviews
1429 Crossways Blvd Ste B, Chesapeake, VA 23320
Roofers listed here serve Chesapeake, City of Chesapeake County, and nearby ZIP codes including 23320, 23321, 23322, 23323, 23324, 23325, 23326, 23327, 23328.