Top 5 Roofers
in Caledon
We compared 5 Roofers serving Caledon, Ontario using publicly available business information, including customer reputation, local presence and documented services. Across the businesses featured here, documented specialties include asphalt shingle roofing, roof repair and leak work, and roof replacement.
↗ Caledon’s featured roofers have a FiveBest Score above the Ontario benchmark.
Find the right roofer for your project in Caledon.
Answer 3 quick questions. We’ll compare your needs with our research on these companies.

This Orangeville roofing contractor documents repair, replacement, shingle, flat-roof, metal-roof and roof-exterior services. ([sites.google.com](https://sites.google.com/view/allseasonroofingorangeville/our-services/skylights))
Roof repairs and maintenance · Roof installation and replacement · Shingle roofing

For roofers in Caledon, Real Blue Roofing Services Inc. Brampton has documented services for roof leak and missing-shingle repairs, shingle roof replacement, flat roofing, and eavestrough repair.
Roof leak repair · Missing shingle repair · Shingle roof replacement

Serving Caledon from its Orangeville office, Synergy Exteriors handles roof repair, new roof construction and skylight installation. Its Caledon page identifies a GAF Certified Master Elite and CertainTeed Select ShingleMaster roofing team, while the company also documents roof maintenance and inspections.
New roof construction · Roof repairs · Roof maintenance and inspections

Tactic Roofing Inc. serves Caledon with residential and commercial roofing work, from inspections and repairs to complete shingle or metal roof replacement. Its documented scope also includes flat roofing systems and snow or ice-dam removal, while replacement projects can include tear-off, decking inspection, flashing, ventilation and final inspection.
Roof inspection · Roof repair · Shingle roof replacement

AllPro Roofing Inc documents roofing work in Caledon, including residential roof replacement and repairs. Its material options include shingles, cedar, steel or metal, and synthetic shake or slate; the company also installs commercial flat-roof systems such as TPO, EPDM and modified bitumen.
Residential roof replacement · Roof repairs · Shingle roofing
Caledon roofers score above the Ontario benchmark
Featured roofers in Caledon have a median FiveBest Score™ of 79/100, compared with 76/100 for featured roofers across Ontario.
Among nearby FiveBest markets, roofers in Brampton (80/100) scores higher, while Newmarket (73/100) scores below Caledon, while Vaughan (79/100) is close to Caledon.
Comparison based on profiles currently featured by FiveBest in this category with an available FiveBest Score™.
How we researched Roofers in Caledon
FiveBest reviews publicly available information for Roofers serving Caledon.
- Google rating and review history
- Documented services
- Years in business when available
- Caledon and surrounding service coverage
- Business website and online presence
- Independent reputation signals when available
Research last updated: September 2026
Typical Service Price Ranges
Price ranges are based on typical industry averages. Actual costs may vary depending on the scope of work, materials, labour, property characteristics and local market conditions.
- Roof inspection $150–$400
- Minor roof repair $350–$1,200
- Leak repair $450–$1,800
- Asphalt shingle roof $7,500–$18,000+
- Flat roof project $8–$18/sq ft
Common Services
- Roof repair in Caledon
- Roof replacement in Caledon
- Asphalt shingle roofing in Caledon
- Flat roofing in Caledon
- Metal roofing in Caledon
- Emergency roof repair in Caledon
How to Choose a roofer in Caledon
Compare roofing companies in Caledon for roof repair, complete roof replacement, asphalt shingles, flat roofing, metal roofing, leak detection, flashing and skylight repair, roof inspections and emergency roofing. FiveBest helps homeowners and businesses compare selected local roofing contractors.
Compare selected roofers in Caledon for roof repair, roof replacement, asphalt shingles, flat roofing, leak repair, inspections and emergency roofing service.
Ask how shingles or membrane, flashing, penetrations, ventilation, decking and drainage will be evaluated.
Confirm manufacturer, product line, underlayment, ice-and-water protection, flashing and ventilation components.
Check tear-off, disposal, deck repairs, flashing, ventilation, cleanup and taxes rather than comparing a single total.
Confirm appropriate liability and worker coverage for roofing and elevated work.
Ask how damaged sheathing discovered after tear-off will be documented, approved and priced.
Compare manufacturer coverage and the roofer’s workmanship warranty, including registration requirements.
What Affects Roofing Costs
- Roof size
- Roof pitch and height
- Roofing material
- Number of layers to remove
- Decking condition
- Flashing and penetrations
- Ventilation upgrades
- Access and disposal
- Complex roof geometry
- Warranty system
Questions to Ask a Roofer
- What roofing product and underlayment are included?
- How will flashing and roof penetrations be handled?
- Is ventilation being assessed?
- Does the quote include tear-off and disposal?
- How are unexpected decking repairs priced?
- What insurance coverage applies to the work?
- What manufacturer warranty is included?
- What workmanship warranty do you provide?
Frequently Asked Questions
Roof repair costs in Caledon depend on the source and extent of the damage, roof height and slope, materials, accessibility and whether emergency service is required. A written inspection and estimate can clarify the scope.
Replacement cost varies with roof size, pitch, layers to remove, decking condition, ventilation, flashing and selected materials. Asphalt shingles, metal roofing and flat-roof systems have different price ranges.
A localized issue on a roof in otherwise good condition may be repairable. Widespread deterioration, recurring leaks, damaged decking or an aging roofing system may make replacement more practical.
Service life depends on product quality, installation, ventilation, roof exposure, weather and maintenance. A roofer can assess remaining useful life during an inspection.
Many roofing companies provide emergency tarping or repairs after active leaks, storms, wind, hail or fallen branches. Availability and temporary-versus-permanent repair options should be confirmed.
Compare insurance, applicable licensing, written estimates, materials, ventilation and flashing details, workmanship warranties, manufacturer warranties, cleanup terms and recent local reviews.