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Charleswood Roofing & Exteriors

Roofing Company in Winnipeg, Manitoba.

Charleswood Roofing & Exteriors is a roofing company based in Winnipeg, MB. Its listed services include roof repair and roof replacement. Its BBB accreditation badge is reported by the company and not yet verified, so check it with Better Business Bureau before work starts.

4.7on Google · 185 reviews
  • TenBestFind Reviewed
  • Top 10 Winner
  • iWhat do these badges mean?
    TenBestFind Reviewed
    Our editorial team has researched and reviewed this business.
    Verified Business
    Key business information or ownership has been verified against a primary source.
    Top 10 Winner
    The company currently appears in at least one active TenBestFind Top 10 ranking.
    Featured Partner
    A paid commercial relationship with TenBestFind. It never earns or influences a ranking position. This company holds no such relationship.

    Advertising & Sponsorship Disclosure

Quick Overview

iHow this is made

This summary is generated from the verified data on this profile: services, service area, credentials, warranty terms and the company's Google review record. It is reviewed by an editor before publishing and refreshed whenever the underlying data changes. Nothing here is asserted that is not stated elsewhere on this page.

Editorial Standards

Charleswood Roofing & Exteriors is a family-owned Winnipeg roofer at 1279 Loudoun Road, in the Charleswood area. Google shows 4.7 from 181 Google reviews, read October 17, 2026. The company says it has worked in Winnipeg for more than 15 years and completed over 500 roofs, which are its own figures. Services are complete roofing systems, eavestroughing, soffit and fascia, siding and cladding, and rooftop snow removal. Its site shows a BBB accreditation badge. Hours are Monday to Friday, 8 to 4. One recent one-star review describes an eavestrough job with too few downspouts, which is worth raising with the company directly. Manitoba has no provincial roofing licence, so ask for WCB Manitoba clearance and proof of liability insurance before you sign.

  • Best for roofing with eavestroughs, soffit and snow removal from a neighbourhood shop
  • Eavestroughing is a listed service, done by the same crew as soffit, fascia and roofing
  • A July 2026 one-star review says only four downspouts were installed

Company Facts

Charleswood Roofing & Exteriors at a Glance

By the numbers

Google rating
4.7out of 5
Customer reviews
185on Google

Rating and review count pulled from Google on November 10, 2026.

The work

Best for
Roofing with eavestroughs, soffit and snow removal from a neighbourhood shop
Primary service
Roofing

Where

Headquarters
Winnipeg, MB
Service area
Winnipeg
Emergency service
Not advertised

Money and guarantees

Free estimates
Yes
Financing
Not advertised

Credentials

BBB accreditation badge
BBB accreditation badge (reported by the company, not verified)

Editorial Review

Our Take on Charleswood Roofing & Exteriors

Charleswood Roofing has a deep review base at 181 and clear praise for no-pressure estimates, plus one specific one-star complaint about downspouts. Put quantities and warranty length on the quote, because the site gives neither.

Best forRoofing with eavestroughs, soffit and snow removal from a neighbourhood shop

What We Like

  • Eavestroughing is a listed service, done by the same crew as soffit, fascia and roofing
  • A September 2026 reviewer had soffit, fascia and gutters replaced in a single day
  • 185 reviews at 4.7, with reviewers praising no-pressure estimates
  • Family-owned for 15 years or more (company claim)
  • BBB accreditation badge on its site

Things to Consider

  • A July 2026 one-star review says only four downspouts were installed
  • The site claims a 5.0 rating and 500+ roofs, which could not be verified
  • Open Monday to Friday 8 AM to 4 PM, no emergency service and no founding year

Customer Ratings

Google Reviews for Charleswood Roofing & Exteriors

Customer ratings shown here come from Google. They are separate from our editorial review above.

Google rating

4.7

Based on 185 Google reviews

Review data updated November 10, 2026

View on Google Maps

Rating Distribution

  • 5 stars91%
  • 4 stars2%
  • 3 stars1%
  • 1 star7%
iAbout this distribution

The distribution reflects the 185 Google reviews available when this profile's review data was last refreshed on November 10, 2026. Ratings and counts change continuously on Google, so figures here may lag the live profile slightly. We publish only the values returned by the source, never estimates for missing bands.

Editorial Standards

Recent Google Reviews

  • Ari K5.0

    Excellent service. Very thorough and knowledgeable.

    October 2026Google
  • james werbowski5.0

    We were very happy with the products and services provided by Charleswood Roofing. They were very attentive and professional. I would recommend them to anyone looking for roofing services.

    October 2026Google
  • Heather Hansen5.0

    This has been an unusual season for storms so the industry has been overwhelmed. I reached out to 7 different places. One I heard back from same day and their quote was twice what Charleswood and another company quoted. A number of places I did not hear back from until four weeks later and some not at all. The work was done quickly. They cleaned up after themselves. They were respectful and honest about what work they were doing and the legality of what they were doing (respecting neighboring properties). I had selected Charleswood Roofing based on reviews. I would recommend and use them again.

    October 2026Google
  • Jerry Lewis5.0

    Great service started with their estimator. While most roofing companies use google to measure the roof; Charleswood Roofing measures the roof with a tape measure to ensure accuracy. The job involved the main house with a double garage, a gazebo and a shed. The installation team worked around many obstacles, laying out tarps to collect all the debris. The installation went smoothly and the cleanup and final inspection was first rate. Thank you to the entire team at Charleswood Roofing for the professional job.

    October 2026Google
  • Cheryle Broszeit5.0

    After a bad storm, we needed a new roof. They replaced it quickly to help prevent any further damage to our house. It was a pleasure to work with them, and we were very happy with how efficient and effective they were.

    October 2026Google
  • Jeff Oakes5.0

    Our experience with Jonathan and the Charleswood Roofing team was exceptional. They were incredibly helpful when we found ourselves in a difficult situation and needed assistance quickly. From their outstanding customer service to the quality of their workmanship, everything was first class. I would highly recommend Jonathan and his team to anyone looking for roofing services. Thanks again for all your help.

    October 2026Google

View more Google reviews

Ranked#3of 10 gutters companies in Winnipeg, MBre-checked November 2026

Editorial Ranking

Why Charleswood Roofing & Exteriors Made Our Top 10

It holds position 3 in 10 Best Gutter Companies in Winnipeg, MB (2026).

See the Full Winnipeg RankingPositions cannot be bought

What They Do

Services Offered

Works in Roofing, Siding and Gutters.

Specialties

  • Complete roofing systems
  • Residential roofing
  • Eavestroughing
  • Soffit and fascia
  • Siding and cladding
  • Roof snow removal

Areas Served

Based in Winnipeg, MB.

iAbout service coverage

Coverage is as the business describes it, cross-checked against where its recent documented work is. A company will often travel beyond the areas listed here for a large job and decline a small one at the same distance, so confirm your address before scheduling.

Editorial Standards

Company Background

About Charleswood Roofing & Exteriors

The review to read first on Charleswood Roofing & Exteriors is the one-star one. In July 2026 Katelynne, a first-time homeowner, wrote that an eavestrough job left only four downspouts on the whole house, with water pooling in places. It is a single complaint among 185 Google reviews that average 4.7, read November 10, 2026, but it points to the part of the job worth specifying in writing: how many downspouts and where they drain.

The company is family-owned and works from 1279 Loudoun Road, with a separate PO box for mail. It says it has worked in Winnipeg for more than 15 years and completed over 500 roofs. Those figures are its own, and the site also shows a 5.0 star rating where Google shows 4.7. A BBB accreditation badge appears on the site, which we have not checked.

The service list is broader than shingles. Charleswood Roofing does complete roofing systems, eavestroughing, soffit and fascia, siding and cladding, and rooftop snow removal. That mix suits an older house where the roof, gutters and fascia all need attention in one visit. Rolando, in September 2026, had soffit, fascia and gutters replaced in a single day and called the workmanship sturdy and modern. AJ gave four stars for a roof done about ten years ago and said the few issues that came up were fixed right away. The site lists eavestroughing as its own service but does not describe trough sizes, materials or gutter guard options, so ask for those details in the quote.

Estimates draw consistent comment. Barbara said the person who came out felt no pressure and listened to her story while she was in a bind replacing her father's roof. Linda wrote that the timing from inquiry to site visit to finished work was quick, even for a smaller repair.

Other limits are plain. Hours are Monday to Friday, 8 to 4, no emergency service is advertised, and the site does not state a founding year, warranty length or license details, so those need a written answer. Email is not published in a form we could read.

Charleswood Roofing suits homeowners in the south and west of the city who want eavestroughs and other exterior work from one crew, and who will put downspout counts and warranty terms on the quote. Manitoba has no provincial licence for eavestrough installers, so ask for proof of WCB Manitoba clearance and liability insurance before you sign.

iWhere this information comes from

Company history, ownership and capability details on this page are provided by the business and reviewed by our editors for plausibility and consistency. They are not the same as the credentials block, where each item carries its own verification status and source.

Editorial Standards

Credentials

  • BBB accreditation badgeBetter Business BureauReported
iWhat verified means here

Verified means we checked the credential against the authority that issues it and recorded the date. Reported means the business told us and we could not independently confirm it. We publish both, labelled, rather than dropping what we could not check.

Editorial Standards

Other Sources

Reputation by Source

We show each source separately rather than blending them into a single score, because they measure different things.

  • Google

    4.7/ 5

    185 customer reviews

  • TenBestFind

    Editorially reviewed

    Ranked #3 in Winnipeg gutters, November 2026

Pricing

Company Pricing & Estimates

What this company publishes about its own pricing.

Free estimates
Yes
Inspection fee
Free, no-obligation estimate

Winnipeg benchmark

Local Market Pricing

What Winnipeg homeowners generally pay, independent of this company.

1,500 sq ft roof, architectural shingle
$7,000 to $11,000
2,000 sq ft roof, architectural shingle
$9,000 to $14,000
2,500 sq ft roof, architectural shingle
$11,500 to $17,500
3,000 sq ft roof, architectural shingle
$13,500 to $21,000

How much does a roof replacement cost?

Gallery

Project Photos

Business-submitted, reviewed by our editors

  • Charleswood Roofing & ExteriorsCharleswood Roofing & Exteriors
  • Charleswood Roofing & ExteriorsCharleswood Roofing & Exteriors
  • Charleswood Roofing & ExteriorsCharleswood Roofing & Exteriors
  • Charleswood Roofing & ExteriorsCharleswood Roofing & Exteriors
  • Charleswood Roofing & ExteriorsCharleswood Roofing & Exteriors

Compare

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Charleswood Roofing & Exteriors FAQs

  • Is Charleswood Roofing & Exteriors accredited?

    The company's site shows a BBB accreditation badge. Manitoba has no provincial roofing licence, so ask for WCB clearance and proof of liability insurance before work begins.

  • What are Charleswood Roofing's hours and is there emergency service?

    The office is open Monday to Friday from 8 AM to 4 PM. No emergency service is listed. The company also offers snow removal in winter.

  • What work does Charleswood Roofing & Exteriors do besides roofs?

    The same crew handles eavestrough, soffit, siding and snow removal. Confirm the scope in writing, since one reviewer reported only four downspouts being installed.

  • Is Charleswood Roofing & Exteriors licensed and insured?

    We checked 0 of 1 credentials against the issuing authority. Verified items carry the date we checked; reported items are what the business told us and we could not independently confirm.

  • What areas does Charleswood Roofing & Exteriors serve?

    Winnipeg. Coverage is as the business describes it, cross-checked against where its recent documented work is. Confirm your address before scheduling, particularly at the edge of a service area.

  • Does Charleswood Roofing & Exteriors offer emergency service?

    Emergency availability is not listed for this company. If you need an urgent call-out, check the ranking for companies that do list it.

  • What warranty do they offer?

    Warranty terms are not on file. Ask for them in writing before work starts.

  • How was this profile built?

    Credentials come from issuing authorities, ratings from the company's Google Business Profile with the date we read them, and the editorial take from our own review of estimates, warranty documents and public feedback. Anything the business told us is labelled as reported.

  • Can a business pay to improve its profile?

    A business can subscribe to manage its own listing details, and it can buy a labelled sponsored placement. Neither changes a ranking position or the editorial assessment on this page.

Is Something Incorrect?

Business information changes. Tell us about an address, phone, website, service area, credential or ownership change, or let us know if this company has closed.

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How We Rank

About This Business Profile

Last reviewed
November 2026
Profile last updated
November 11, 2026
Google review data updated
November 10, 2026
Sources checked
Issuing authorities, Google Business Profile, Company website
Could not verify
BBB accreditation badge (reported only), insurance, founding year
Sponsorship status
No commercial relationship
Charleswood Roofing & Exteriors4.7 on Google · Winnipeg, MBVisit Website