Based in Suffield · Serving Windsor
Roof Replacement in Windsor, CT
Replacing your Windsor roof should start with a clear answer: does the roof need a complete replacement, or can a specific problem be repaired? Trust Proof Roofing is based in nearby Suffield. We offer a free 3D inspection, explain the observed condition and prepare a written replacement scope when that is the right next step.
A Connecticut company you can reach before, during and after the job. A written scope. A separate 20-year workmanship warranty.
Talk through your roof: (959) 333-8569Book Your Free 3D Roof Inspection
Enter your address, see your roof size, then pick a time. Free · no obligation.
Free · no obligation · Registered CT contractor HIC.0703927
Local accountability
Choose the company that will answer for the work
Trust Proof Roofing LLC is based in Suffield, Connecticut, and serves Windsor. Our Connecticut home improvement contractor registration is HIC.0703927. Start with a free 3D inspection, compare a written replacement scope and know which company stands behind the installation.
Warranty stack
Two documents. Clear responsibilities.
20-year in-house workmanship warranty
Our replacement workmanship warranty is the in-house 20-year leak-proof warranty. Read the written terms for the work proposed, including coverage, conditions and exclusions.
Applicable IKO Limited Lifetime + 15-year Iron Clad
For eligible IKO Dynasty asphalt shingles, IKO’s U.S. limited warranty provides Limited Lifetime coverage for qualifying original individual owners of single-family homes, including a 15-year Iron Clad Protection Period. Iron Clad is limited non-prorated manufacturer coverage, not an additional installer warranty. Other ownership types, products and later owners have different terms. Manufacturing-defect coverage, installation requirements, exclusions and later proration are governed by IKO’s written warranty in effect at installation.
Review IKO’s current warranty documentsCustomer care & quality
5-star customer care starts with follow-through
Our Google profile showed 5.0 stars from 31 reviews when checked on September 10, 2026. Read the current reviews, then discuss communication, property protection, cleanup and the final walkthrough with us. The rating describes customer feedback across the business; it is not a claim about a completed Windsor replacement.
Read Trust Proof Roofing customer reviewsFree 3D inspection
See the roof. Discuss the choices.
Start with a free 3D roof inspection and a written recommendation. Discuss the observed condition and the proposed work before committing to a replacement. There is no obligation to hire us.
Book your free 3D inspectionCredentials and crew accountability
Trust Proof Roofing is a registered Connecticut home improvement contractor, HIC.0703927. We carry general liability and workers’ compensation insurance. Before work begins, ask for the coverage applicable to your project and the crew doing the work. Confirm who supervises the job and who handles questions after installation.
Best Price & Value Guarantee
Bring us a current written roof replacement quote. We will compare equivalent materials, installation scope, workmanship, warranty coverage, insurance coverage and overall value, then work to provide our best price and value on that comparable basis. We will explain the comparison and any revised offer in writing before you decide.
Read the complete replacement guarantee terms
Who and what qualifies
This offer applies to residential roof replacement proposals from Trust Proof Roofing within our Connecticut service area. Request the comparison before signing our replacement contract. Repairs, emergency temporary work and work already contracted or completed are outside this offer.
What to provide
Provide a genuine, itemized written proposal from a properly registered and insured roofing contractor for the same property. The proposal must still be valid and available to you when we review it. You may redact unrelated personal or financial information. We need the contractor, quote date, validity period, total price, scope, exclusions and warranty terms to make a fair comparison.
How we compare
We compare the same roof areas and quantities; material manufacturer, product and grade; tear-off and disposal; decking allowances and extra-work rates; underlayment, flashing and ventilation; permits; installation requirements; property protection and cleanup; workmanship standards; manufacturer and workmanship warranty coverage; liability and workers’ compensation coverage for the work; and the total payable price, including applicable taxes and mandatory fees. Financing costs, optional upgrades and conditional discounts are identified separately. Differences must be documented, not assumed.
What we promise
We will review the comparable scope, identify price and value differences, and provide our best written offer for that comparison. Any proposed scope change will be identified for your agreement. The guarantee is this documented comparison and offer; it is not an unconditional lowest-price promise, an automatic price match, a percentage discount or a cash-back offer.
When quotes differ
If information is missing or the scopes are not equivalent, we will explain what is needed or different. We will not treat omitted work, reduced coverage or a different product as an equal comparison. You may provide an updated comparable quote for review before contracting.
Your decision and follow-through
Call (959) 333-8569 to request the comparison. If our response omits the promised written comparison, ask for an owner review and we will complete or correct it before you decide. You have no obligation to hire us. Only the price, scope and validity period in our final written offer apply; accepted work is governed by the signed contract and separate written warranties. This offer does not reduce your rights under that contract or applicable law.
Planning in Windsor
Plan your Windsor roof replacement before work begins
Windsor provides an online building-permit system through OpenGov. Before setting an installation date, establish who will submit any required application, track its status and arrange the applicable inspections. Use the town’s current instructions for your proposed work; an estimate is not permit approval.
At the inspection, separate widespread roof wear from an isolated leak or flashing problem. Discuss the existing roof layers, the condition of accessible decking and how unexpected damage will be documented after tear-off. The price should distinguish agreed replacement work from additional work that needs your authorization.
For a roof with a chimney, attached garage or intersecting roof sections, ask how each junction will be finished. Include delivery access, protection for landscaping and the final debris check in the schedule. These are questions about your home, not assumptions that every Windsor roof has the same construction.
Windsor: official building and permit informationWhat to settle in your written replacement scope
- 01Record which roof sections and existing layers the replacement includes.
- 02Describe flashing work at any chimney, wall or roof intersection.
- 03Explain how decking damage will be photographed, priced and approved.
- 04Identify the shingle product and ventilation work being proposed.
- 05Assign responsibility for applicable permits and inspection scheduling.
- 06Agree on delivery access, property protection and the final cleanup check.
Looking for a repair in Windsor?
A specific leak or damaged area deserves its own assessment. See our repair service before deciding on a full replacement.
Roof repair in Windsor, CTLook at documented work
Browse published projects and check the town and service shown in each case study. Work elsewhere in Connecticut is not presented as a Windsor replacement.
View real Trust Proof Roofing projectsWindsor roof replacement questions
Does every leaking Windsor roof need replacement?
No. A leak alone does not establish that the whole roof needs replacing. Ask for an inspection and a written explanation of whether a localized repair or broader replacement fits the observed condition.
Who handles permits for a Windsor roof replacement?
Set that responsibility in the contract. Windsor offers online building permits through OpenGov; confirm the requirements for your proposed scope with the town before scheduling work.
Can the replacement include my garage roof?
Ask us to inspect it and list it separately in the scope. The garage and main roof may have different materials, conditions or timing needs.
What happens if damaged decking is found?
Agree on the process before tear-off: document the condition, explain the proposed additional work and obtain authorization under the written contract.
How do I compare two Windsor replacement estimates?
Compare the same roof sections, tear-off, materials, flashing, ventilation, cleanup and written warranties. A lower total with a smaller scope is not a like-for-like comparison.
Talk through your Windsor roof replacement
Free 3D inspection. Written scope. A clear next step.