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10 Best Roofers in Winchester, KY

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Written By David Cusick

Last Updated April 2024

Maintaining the health of your roof, although important, isn't always easy. The roof on your Winchester home needs to handle all kinds of weather without failing.

One of your area's top roofing contractors can help alleviate any concerns you may have. Whether your roof needs repairs, a replacement, or just a bit of cleaning, one of Winchester's top roofers can help.

Top 10 Best Roofers in Winchester

Custom Fence and Roofing, LLC

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250 Ascot Ave, Winchester, KY 40391 (859) 221-5797 customfenceandroofing.com

Customer education

Free inspections

Transparent pricing

Preventive services

Reputation for timeliness

Services Offered

Quality inspection
Metal roofs
Roof repair
Replacement

5 Star Roofing

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1619 Bypass Rd #255, Winchester, KY 40391 (859) 771-4445 5starenterprisesky.com

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Replacement
Terra cotta
Metal roofs
Slate

Mansea Metal

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925 Rolling Hills Ln, Winchester, KY 40391 (859) 744-4475 manseametal.com

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Quality customer service

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Replacement
Metal roofs

Superior Home Improvements

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271 Winn Ave Ste C, Winchester, KY 40391 (859) 744-7568 superiorhi.com

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Free inspections

Customer education

Quality customer service

Services Offered

Roof repair
Replacement

Unlimited Roofing

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139 Bay Hill Dr, Winchester, KY 40391 (859) 808-0163 unlimited-roofing-siding-gutters.business.site

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Quality customer service

Free inspections

Preventive services

Honors appointment windows

Services Offered

Replacement

First Choice Roofing

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3049 Many Oaks Park, Lexington, KY 40509 (859) 780-2169 firstchoicelexroofing.com

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Preventive services

Quality customer service

Free inspections

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Replacement
Roof repair
Quality inspection

Advanced Roofing & Construction

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4000 Hermit Ridge Rd, Richmond, KY 40475 (859) 983-4533 advancedroofingandconstruction.com

Quality customer service

Reputation for timeliness

Transparent pricing

Free inspections

Services Offered

Replacement
Roof repair

Big League Roofers

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2901 Richmond Rd suite 140-273, Lexington, KY 40509 (859) 693-7663 bigleagueroofers.com

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Honors appointment windows

Transparent pricing

Free inspections

Quality customer service

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Slate
Skylights
Asphalt roofs
Metal roofs
Ventilation
Replacement
Roof repair
Mold remediation
Quality inspection
Flat roofs

Bone Dry Roofing

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1155 E New Circle Rd, Lexington, KY 40505 (859) 254-2663 bonedry.com

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Reputation for timeliness

Quality customer service

Free inspections

Transparent pricing

Services Offered

Roof repair
Replacement
Asphalt roofs

Isaacs Roofing & Sheet Metal

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1129 Commercial Dr, Lexington, KY 40505 (859) 985-9690 isaacsroofing.net

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Locally owned

Reputation for timeliness

Free inspections

Quality customer service

Transparent pricing

Services Offered

Flat roofs
Quality inspection
Slate
Replacement
Today's Homeowner Ranking Methodology

Today's Homeowner looks at dozens of datapoints on roofers to come up with our data-driven rankings. It's not possible for a company to pay for preferential treatment in our rankings. We look at the following key factors in determining who should top our list:

  • Company Experience
  • Real User Reviews
  • Company Reputation
  • Accreditations and Licenses
  • Service Area
  • Customer Service
Have questions about our methodology or company ratings? Reach out to FindAPro@TodaysHomeowner.com.

How Much Does a New Roof Cost in Winchester?

Cost planning is important when you need to tackle a project as big as roof replacement. Below, we provide the average price range for replacing a roof on a 1,500 square foot home in Winchester. We also outline price differences between popular roof materials.

How To Choose a Roofing Company

Roof installation is a large home improvement project that can cost a significant amount. It’s essential to do your research and find the most qualified company for the job. Here are some important considerations for choosing a roofer.

  • Warranties and guarantees: Reputable roofers provide robust guarantees from shingle manufacturers which protect shingles for over 30 years and workmanship warranties for five or more years. Use caution with roofers offering shorter warranties.
  • References and reviews: Vet companies thoroughly by looking on Google, Yelp, or the Better Business Bureau (BBB) to see that they have a history of consistently positive feedback. You can also request recent local references to learn more.
  • Roofing materials and products: Quality roofing companies sell quality materials that can handle Winchester's weather and endure a long time. Be careful of contractors offering extremely low-cost or generic options. Review shingle samples before committing.
  • Experience and credentials: Look for companies that have been operating for a decade or more. These companies' extensive experience and time in operation reflects consistent work, knowledgeable teams, and happy former customers. Confirm that a provider has appropriate licenses, bonds, and insurance before hiring. Also inquire about professional certifications, such as those from the National Roofing Contractors Association.
  • Detailed written estimate: Reputable roofing companies will provide detailed written bids. These estimates should outline the full project scope, materials required, and total cost with no hidden fees. Avoid vague bids or ones that seem much too high or low.
  • Responsiveness and communication: From estimate to project completion, your contractor should keep in consistent contact with you, respond to all questions, and resolve any concerns.

Signs Your Roof Needs Repair or Replacement

Though most homeowners don't think about their roof every single day, a roof plays an important role in keeping a home safe and secure. Keep alert for these signs that your roof might need professional attention.

Roof Age

The age and material of your roof play a big role. Asphalt shingles, the most popular roofing material for homes, usually last about around 20–25 years. If your roof is nearing or past this lifespan, have it inspected to see if it needs to be replaced.

Leaks or Water Stains in Your Home

Leaks are a clear sign that your roof needs repair. Stains on walls, ceilings, or insulation, or in your attic often mean that water is getting through worn or damaged shingles. Even small leaks should be taken care of right away, as they can result in mold and more harm over time.

Exposed Roof Decking Underneath Shingles

Seeing roof deck boards or sheathing under your shingles indicates that those shingles are severely curling or losing their seal. This means the shingles likely need replacement. Shingles need to lie flat to stop water from leaking into your home.

Cracked, Broken, or Missing Shingles

Check your roof shingles from the ground or a steady ladder. Look for cracking or loss of protective granule coating. Storms that bring strong winds can cause surface damage over time. To keep your roof in good shape, replace any shingles that are no longer securely attached or are openly gaping.

Flashing Deterioration Around Roof Penetrations

Roof flashing makes a watertight seal around valleys, vents, chimneys, and other areas where water can penetrate your roof. Peeling, cracked, or deteriorated flashing can allow leaks. We recommend quickly addressing any problems with the roof flashing that come up.

Sagging Roof Line

A structural problem can lead to roof sagging or uneven slopes. If you notice sagging or an uneven slope, get a roofing company to inspect it. A roof deck that isn't reinforced will get worse over time.

Frequently Asked Questions About Roofing in Winchester, KY

The best type of roofing material for your home in Winchester will be determined by a number of factors, including your budget and how often you want to do maintenance.

Asphalt is more budget-friendly, while options like metal cost more but last longer. You also might choose a material like wood for its environmentally friendly nature.

The state of Kentucky does not have any formal licensing requirements for roofers, but contractors have the option to be certified by the Kentucky Roofing Contractors Association (KRCA). To be certified by the KRCA, roofing contractors are required to be bonded and insured and must participate in ongoing education.

Roof cleaning generally costs about $430 in Winchester. The total cost will depend on the square footage of your roof, its material, how many levels it has, and how thorough the cleaning will need to be.

The best time of year for a roof replacement is fall or spring. If you start your roofing job in the summer, warm weather in Winchester can slow down work.

Some roof replacement costs may be covered by your home insurance if you use one of your insurance company's preferred contractors (if it has any). It might be easier to get some costs covered if the damage is due to a covered weather event like a severe windstorm. You should talk to your home insurance company to find out if either of these situations apply to you.

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