About Kelley Roofing — Cheshire, CT's Roofer Since 1986
Four decades of honest advice, dependable craftsmanship, and neighborly trust protecting homes across New Haven County.
Four Decades of Protecting Connecticut Homes
When Kelley Roofing opened its doors in 1986, we set out to do business differently from the fly-by-night operators that come and go with every storm. The roofing industry has a well-known reputation: transient sales crews, vague estimates, and contractors who disappear the moment a warranty issue arises.
For 40 continuous years, we have operated from 175 Cedar Ln in Cheshire under the same family name, answering the same telephone number—(203) 271-2926. When you hire Kelley, you are hiring your neighbors: professionals who understand Connecticut's brutal freeze-thaw cycles, coastal nor'easters, and dense tree canopies, and who take personal pride in every roofline we build.
[OWNER PHOTO: Kelley Roofing Service Truck & Crew]
Real photo placeholder: Kelley Roofing's branded service trucks and experienced crew on-site at a Cheshire or Hamden residential project.
The Kelley Roofing Heritage
Four decades of consistency in a market where the average roofing company closes its doors in under five years.
Founded in Cheshire, CT
Established at 175 Cedar Ln to bring honest, reliable residential roofing and siding to New Haven County neighbors.
Roofs Across New Haven County
Thousands of residential re-roofs, repairs, and gutters weathered through nor'easters, hurricanes, and severe ice dam seasons.
Preferred Contractor Tier
Vetted and recognized by Owens Corning for verified licensing, financial stability, and exceptional installation standards.
Decades of BBB Accreditation
Maintained an unblemished Better Business Bureau A+ rating, built on fair pricing, transparent contracts, and dependable follow-through.
Second-Generation Trust
Second-generation craftsmanship with the same local family dedication and the same original phone number: (203) 271-2926 [OWNER confirm].
What We Believe
Three simple commitments that have guided every estimate, hammer strike, and customer conversation since 1986:
Show Up When We Say We Will
We respect your time. Our team arrives on schedule for estimates and starts work at 7:00 AM on job days. We keep you informed at every phase and stay on your project until it is 100% complete.
Tell You Straight What Your Roof Needs (And What It Doesn't)
No high-pressure sales pitches, manufactured emergencies, or artificial deadlines. We photograph what we find and give you an unvarnished diagnosis. If a minor repair can buy you three more years, we will tell you straight.
Leave Your Property Cleaner Than We Found It
Tearing off a roof is messy, but your lawn should never suffer. We invest in our specialized Equipter "Roofers Buggy" no-mess process, catch debris at the eaves, protect landscaping, and perform multiple magnetic sweeps for nails.
Built On Verified Qualifications
Connecticut homeowners deserve real proof of licensing, insurance, and manufacturer qualifications before anyone steps foot on their roof.
CT HIC #0565252
Fully registered Home Improvement Contractor with the State of Connecticut Department of Consumer Protection.
BBB A+ Rating
Accredited with the Better Business Bureau with a verified A+ rating, reflecting four decades of ethical customer service.
Owens Corning Preferred
Preferred is a vetted tier of the Owens Corning Roofing Contractor Network (licensing, insurance, and workmanship reviewed).
Licensed & Insured
Fully protected with comprehensive General Liability insurance and complete Worker's Compensation for every crew member.
[OWNER PHOTO: John Kelley / Crew]
Owner portrait or photo of John Kelley and the crew on a New Haven County job site.
"[OWNER quote about the business: 'When you hire Kelley Roofing, you're not dealing with an out-of-state storm chaser or a rotating crew of subcontractors. You're hiring your Cheshire neighbors who have stood behind every roof we've installed since 1986.']"
"Over the past 40 years, we have seen building codes evolve, roofing materials improve, and architectural shingles become dramatically tougher against nor'easters. But one thing has never changed: when a homeowner has a question or needs help with their exterior, they want a direct answer from someone they trust."
"We take pride in our crew, our equipment, and our reputation across New Haven County. Thank you for welcoming us to your homes for four decades."
Proudly Serving New Haven County & Surrounding Communities
Based in Cheshire, we provide prompt residential roofing, siding, and gutter services across Hamden, Wallingford, Meriden, Southington, New Haven, Waterbury, Milford, and all 27 New Haven County municipalities.
Ready for a Worry-Free Roof?
Tell us what your home needs and we'll reach out within one business day with an honest, straight quote. Or call us directly — we answer.
Call (203) 271-2926Direct assistance from our Cheshire team