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Roofing companies in Cheltenham

Tackling a roofing project in Cheltenham is much easier when you have pros to choose from. Share a few details about the work you need done on HomeStars, and we’ll match you with roofing companies in Cheltenham ready to assist. Explore their past work history, browse homeowner feedback, compare quotes, and select the Cheltenham roofer that’s the best match for your project.

Some of our top rated roofing specialists in Cheltenham

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    • Best of the Best 2025
    • Best of Awards 2026

    🏆 Multi-Time HomeStars Award Winner 🏆 Back-to-Back “Best of the Best” Winner Built on Reputation. Backed by Results. We specialize in roofing, siding, and complete exterior systems for homes and commercial properties across Mississauga and the GTA. Our work isn’t just about installation—it’s about delivering durability, precision, and a finish you can rely on for years. From quick repairs to full exterior upgrades, every project is handled with care, attention to detail, and a commitment to doing it right the first time. ✧ What We Do Roofing - Asphalt shingles - Flat roofing systems - Cedar/shake roofing - Metal roofing Exterior Aluminum - Eavestroughs & downspouts - Soffit & fascia - Leaf protection systems Custom Exterior Work - Vinyl, metal, fibre cement & wood siding - Window & door flashing and capping - Skylights & chimney work - Vinyl, Aluminum & Wood railings ✧ Why Homeowners Choose Us ✔️ 10+ Years of Industry Expertise ✔️ Up to 15 Years of Warranty ✔️ Recognized by HomeStars for consistent top performance ✔️ Clean, efficient, and professional job sites ✔️ Straightforward pricing — no surprises ✔️ Skilled workmanship built to last ✔️ Trusted across the GTA

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  • Perfect Finish Painting - EXCELLENCE IN RESIDENTIAL PAINTING READY FOR ALL YOUR INTERIOR AND EXTERIOR RESIDENTIAL & RETAIL PAINTING NEEDS Serving the Orangeville area for 20 plus yrs! ⭐ Rated And Reviewed High For A Reason ⭐ Why Choose Perfect Finish Painting? COMMUNICATION From start to finish, they're a bit different. (in a good way :). Top-notch communication on the whole process and materials followed by a clear and concise contract that protects both parties and clarifies exactly what will take place. No misunderstandings is the sincere goal...which they're proud to accomplish each job. Real reviews (not fake ones) on many platforms lets you hear direct from home-owners. As a former Life-coach and teacher, Tim is a natural facilitator who knows how to take care of the customer along with very detailed wife Sondra who ensures all details plus two inspections are done right! Tim and Sondra have fully renovated 2 homes in their 20 year marriage and want you the customer to feel properly taken care of every step of the way. They will take time to communicate all the options, exact workmanship & then exact pricing...which they do their best to keep low. They, along with their team, do things well and with a smile. You'll be in good hands plus you'll always get Tim or Sondra or both on your job ensuring that "perfect finish". And don't get me started on their full 1 year guarantee with free follow-up!!! HIGHEST QUALITY Tim and Sondra place extreme value on all the small details that bring things to a level of excellence, paying special attention to the process from expert surface prep to 2 final inspections. They only use the highest quality products from Sherwin Williams, Benjamin Moore, Dulux & Beauti-Tone. STRONG EXPERIENCE This 4-5 person team specialize in what they do. Tim & Sondra are a very well balanced husband/wife team that bring a combined 50 years solid experience to each job. Their assistants Marcel, Essey and Alice bring a smile & expertise to enhance the customer experience. Serving Orangeville, Shelburne, Mono, Grand Valley, Caledon, Bolton…and the surrounding areas! ~NOW SERVING BARRIE AND BEYOND RIGHT UP INTO COTTAGE COUNTRY!

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  • Roofing specialist in Cheltenham

    With over 10 years of experience in residential, office and Airbnb cleaning, I take pride in creating clean, comfortable, and welcoming homes. I’m dependable, detail-oriented, insured, and treat every home with care and respect. I offer professional, pet-friendly cleaning with eco-friendly options available, tailored to each client’s needs. I am also insured. Most of all I enjoy my work. I am Interested in recurring cleans with the same client. I am new to Homestars but I have plenty of reviews and references on request.

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  • Roofing specialist in Cheltenham

    At VanSer Inc., we take pride in turning your vision into reality. With over 15 years of hands-on experience in residential and commercial construction, renovations, and project management, we’ve built a reputation for quality craftsmanship, honest communication, and reliable service across the GTHA Whether you're planning a full home renovation, kitchen or bathroom remodel, basement finishing, or custom carpentry work, our dedicated team is here to guide you through every step, from concept to completion. Contact us for your free quote today.

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  • Roofing specialist in Cheltenham

    Please contact us for any kind of Residential, Commercial or Industrial Construction, Additions or Renovations.

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    • Best of the Best 2025
    • Best of Awards 2026

    Maxima Aluminum LTD. is a trusted name in exterior home improvements across the Greater Toronto Area since 2002. We specialize in eavestroughs, soffits, fascias, siding, and more—offering top-tier workmanship with a strong focus on customer satisfaction. Whether it's a new installation, upgrade, or repair, our team delivers efficient, high-quality solutions that improve both the look and protection of your home. Our key services include: Eavestrough Installation & Repair Soffit & Fascia Installation Vinyl & Aluminum Siding Gutter Guard Systems Downspout Extensions & Solutions Aluminum Cladding & Capping We’ve earned a 5-star rating on HomeStars with over 400 glowing reviews, reflecting the professionalism, punctuality, and care we bring to every project. Clients often highlight our clean work, respectful crew, and clear communication—start to finish. With an A+ BBB rating since 2010 and multiple HomeStars “Best Of” awards, Maxima Aluminum LTD. is proud to be a highly rated and reliable choice for homeowners across the GTA. Let us help protect and enhance your home’s exterior with lasting quality and great service.

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  • Roofing specialist in Cheltenham

    DC construction is a leading construction company based in Brampton , specializing in residential, commercial. We have built a reputation for delivering high-quality projects on time and within budget Our mission is to provide reliable, sustainable, and innovative construction solutions that exceed client expectations while maintaining the highest standards of safety and quality.

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  • Roofing specialist in Cheltenham

    We provide reliable property maintenance, cleaning, and improvement services for homeowners, landlords, property managers, and construction professionals across the GTA. Our goal is to make property upkeep simple by providing dependable service across a range of interior and exterior maintenance needs. Our services include landscaping and grounds maintenance, seasonal property cleanup, snow and ice management, pressure washing, exterior maintenance, concrete and masonry repairs, walkway and step repairs, small property repairs, general maintenance, residential and commercial cleaning, janitorial services, construction site maintenance, and post-construction cleaning. Whether you need a one-time repair, routine cleaning, seasonal maintenance, construction site upkeep, post-construction cleanup, or ongoing property services, we focus on clear communication, quality workmanship, and completing each job safely and professionally. We take a practical, job-specific approach to every project and can coordinate the labour, materials, equipment, and specialized services required to get the work completed efficiently. From residential and commercial cleaning to construction site maintenance, property repairs, and larger property-service

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  • Roofing specialist in Cheltenham

    Hello there I am full time available to do any kind of general contacting work residential and commercial. Providing services in GTA in a reasonable price.

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  • Roofing specialist in Cheltenham

    We are expert in any kind of house renovation and basement . Want to flip a house over asking price ? We are here to reach you out there. We will provide you all the related infomation regarding your each concern and build whatever you guys dream. More than 6 years experience. WILL BEAT ANY PRICE . Every thing will be under customer Budget and will be hand over within given time You can visit us on TIKTOK at DREAM DECOR RENOVATION

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  • Roofing specialist in Cheltenham

    Hello, my name is Steve Bookal I have worked in renovations for the past 20 years. I am running my own small business with a small team getting jobs done for a reasonable price the past 15 years. I do work in most areas of the GTA mostly for legalizing basements I have contacts that do can do any specific licensed work.

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  • Give your home's exterior a fresh, clean look with our professional pressure washing services. We specialize in removing dirt, grime, and mildew from your siding, decks, driveways, and more. Our expert team uses the right equipment and techniques to deliver exceptional results without damaging your property. Enhance your curb appeal and protect your investment with our reliable pressure washing solutions! We are a team of handymen. We also can look after your yard, lawn maintenance and landscaping needs.

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  • Roofing specialist in Cheltenham

    Have your house looking its best with our residential pressure washing services. Improve your curb appeal and remove built-up dirt, sediment, algae, and other debris, be it on your driveway, deck, gutters, fences, and the exterior of the house, using the most effective pressure washing techniques and methods available today.

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  • Roofing specialist in Cheltenham

    MCVEAN PLUMBING AND HEATING. We specialize in new rough-in plumbing, repairs, and renovations. Our goal is to provide top-notch service, ensuring your plumbing issues are resolved efficiently and effectively. From leaky faucets to full bathroom renovations, We are committed to delivering quality workmanship and exceptional customer service. We are fully insured, reliable, and dedicated to getting the job done right. We are excited to work with you! Please feel free to contact me for a quote or to schedule a service call. Thank you for considering our services!

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  • Roofing specialist in Cheltenham

    Hello, my name is Marc . I’m a plumber with over 5 years of hands-on experience in the industry. I specialize in commercial/residential below and above ground rough-in, along with fixture finishing and service( clogged drain, leaking pipes, mystery leaks and demolition)and most importantly I take pride in delivering high-quality, reliable, and cost-effective solutions for my clients no matter the job!

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  • Roofing specialist in Cheltenham

    We have done these services for the last 7 years and haven’t issued any complaints, i do make sure the customer is always happy and walk through when the job is done. We are located in Mississauga, we are available all around GTA. Quality and perfection provided by us.

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4.9

Top rated roofing specialists

Our roofing specialists in Cheltenham, are rated 4.9 out of 5 based on 443 reviews from homeowners like you.

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What types of services are offered by local roofing contractors in Cheltenham?

Whether your roof needs a few repairs or a complete replacement, partnering with roofing companies in Cheltenham helps streamline the process and gives you confidence the work is done right.

Roofing services in Cheltenham include:

  • Conducting roof inspections to identify issues before they become major problems
  • Cleaning roofs or gutters to prevent clogs and water damage
  • Applying roof sealant to enhance water resistance and protect against seasonal wear
  • Repairing or maintaining roofs to extend lifespan and prevent costly damage
  • Installing or repairing chimneys to maintain safe ventilation and structural integrity
  • Installing gutters and drainpipes to protect your home’s foundation
  • Installing or replacing roofs with shingles, metal, or other durable materials
  • Installing or replacing skylights or light domes to improve natural lighting while preventing leaks

Looking for the right roofing company in Cheltenham? HomeStars makes it simple. Post your project, and local roofing professionals in Cheltenham will get in touch to discuss timelines, quotes, and the full scope of your roofing needs.

What are the average costs of roofing companies in Cheltenham?

Before you begin your roofing replacement or repairs in Cheltenham, it’s a good idea to get an idea of how much it’ll cost.

The average cost of hiring roofing companies in Cheltenham varies depending on the type of work, materials, and size of your home. For minor repairs, homeowners typically pay $50 to $100 per hour, while full roof replacements or installations are usually quoted as a flat fee, ranging from $3,000 to $12,000 or more depending on the roofing material, complexity, and home size.

For common roofing company in Cheltenham jobs, expect the following:

Find roofing contractors in Cheltenham on HomeStars

Whether you need minor roof repairs or a complete replacement, finding roofing companies in Cheltenham couldn’t be easier thanks to HomeStars. We’ll match you with local, verified pros so you can choose the right roofer in Cheltenham for your project and budget.

How to hire Cheltenham roofing companies on HomeStars:

  1. Start by posting your project. Provide a clear description of your roofing needs and, if possible, include photos to get precise quotes.
  2. Compare profiles, review work history, and read customer feedback for roofing contractors and companies in Cheltenham.
  3. Connect with a roofing contractor in Cheltenham to discuss your project, request quotes and ask any questions.
  4. Hire the right pro to get the job done and leave a review based on your experience. Our review system ensures that tradespeople are rewarded for good work and held accountable for any problems.

No matter the extent of your roofing project, HomeStars makes it easy to compare and choose pros with confidence. All roofing companies and contractors in Cheltenham who register with our platform undergo verification, including ID and company checks, so you can hire with confidence.

What to ask a Cheltenham roofing contractors before hiring?

Wondering how to choose a roofing company in Cheltenham? These questions can help you find a pro who’s the right match for your project.

Are you fully insured for roofing work in Cheltenham?

Roofing is high-risk, so it’s essential that your Cheltenham roofing contractor has the right insurance in place. Public liability insurance protects your home if accidental damage occurs, while employer’s liability insurance covers their team.

Do you offer any guarantees or warranties?

Most roofing contractors in Cheltenham offer a workmanship guarantee, while many roofing materials come with manufacturer warranties lasting anywhere from 10 to 50 years. Make sure you understand what’s covered, how long it lasts, and whether any maintenance is required to keep the warranty valid.

Do you have experience with the type of roofing I need?

Roofing contractors and companies in Cheltenham often focus on certain areas such as pitched roofs, flat roofs, slate, tile, felt, or lead work. Make sure your preferred roofer in Cheltenham has direct experience with your specific job.

Do you carry out roof repairs in Cheltenham, and how do you assess what’s needed?

Not all roofing issues require a full replacement, sometimes a targeted repair is enough. Ask the Cheltenham roofing contractor whether they handle repairs and how they diagnose the problem. The right roofer in Cheltenham will inspect the roof, identify the cause of the issue (such as slipped tiles, damaged flashing, or worn flat-roof materials), and explain the repair options available.

FAQ: Common questions about roofing contractors in Cheltenham

What qualifications should roofing contractors in Cheltenham have?

The right roofing contractors in Cheltenham often hold Red Seal certification, provincial trade credentials, or manufacturer-approved training for specific roofing systems. Always check their experience, certifications, and references before hiring.

What types of roofing materials do contractors in Cheltenham work with?

Roofing companies in Cheltenham typically work with a range of materials, including asphalt shingles, metal roofing, slate, clay or concrete tiles, and flat roofing materials like EPDM or GRP. Your roofing contractor in Cheltenham can advise which material suits your property, climate, and budget.

How long does it take roofing companies in Cheltenham to complete a job?

Timeframes depend on the size and complexity of the project. Minor repairs may take a few hours, while full roof replacements can take several days. Confirm timelines with your Cheltenham roofing contractor in advance.

Do Cheltenham roofing contractors arrange scaffolding and waste removal?

Some roofing contractors in Cheltenham include scaffolding, debris removal, and other site prep in their quotes, while others do not. Clarify what is included to avoid unexpected costs.

Can roofing contractors in Cheltenham help with insurance claims?

If your roof has storm, fire, or other damage, many roofing contractors in Cheltenham can provide documentation, estimates, or reports to support insurance claims. Always confirm this service before hiring if insurance involvement is needed.

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