Fleming Fleming and Fleming Roofing: Trusted Roofers in Winter Park, FL

For over three decades, Fleming Fleming and Fleming has been the go-to roofing company for Winter Park, FL homeowners and businesses. This family-run operation brings deep expertise and a personal touch to every roof installation, repair, or replacement project. They understand that a solid roof is vital for protecting your home from Florida's intense sun, heavy rains, and occasional storms.

Business Overview

Fleming Fleming and Fleming focuses primarily on residential roofing services. Their team consists of skilled, experienced employees who are part of the extended Fleming family. While they do not typically advertise 24/7 emergency service, their standard business hours provide ample time for consultations and scheduling. Their approach is thorough and detail-oriented, ensuring every job meets their high standards.

Key Services

The company handles all aspects of roofing work for local properties. Their main services include:

• New Roof Installation: They install durable, weather-appropriate roofing systems for new builds or major renovations.
• Roof Repair: From fixing minor leaks after a storm to addressing wind damage, they repair issues to extend your roof's life.
• Roof Replacement: When repairs are no longer enough, they manage full replacements, helping Winter Park residents choose the best materials for their home and budget.

They also offer related services through their general contracting and gutter work, providing a more complete solution for exterior home care.

Areas Served

Fleming Fleming and Fleming proudly serves Winter Park and several surrounding communities. Their primary service area includes Oakridge, Goldenrod, and Oak Ridge, FL. Having worked on thousands of local homes, they have a strong working knowledge of the common architectural styles and construction methods found in these Central Florida neighborhoods. This local experience helps them diagnose problems quickly and recommend effective solutions.

Company History

The Fleming family story in roofing began long before they arrived in Florida. Richard Fleming Sr. started in the business back in 1959 in Cleveland, Ohio. In 1984, seeking new opportunities, his son Dick Fleming, along with his brother Joe and his sons Nick and Mike, relocated their families to Winter Park, FL. They brought their roofing legacy with them. Now, over thirty years later, the business is still growing and adding new generations to the team. They recently expanded by opening a second office in Winter Park to better serve customers, while other family members continue to operate from their Oviedo location.

Leadership

The leadership at Fleming Fleming and Fleming is rooted in decades of hands-on experience. What started with Richard Fleming Sr. has been passed down through sons, grandsons, and now granddaughters who contribute to the business. This multi-generational involvement means the company's core values—quality craftsmanship and customer care—are deeply ingrained. Their long-term presence in Winter Park, FL, shows a commitment to the community they now call home.

Specialties & Highlights

Several key points make Fleming Fleming and Fleming stand out in the Winter Park area:

• Family-Run for Generations: With roots dating to 1959, roofing is truly the family business.
• Project Scale Flexibility: They confidently handle everything from small, urgent repairs to large, complete roof replacements.
• Local Growth: Their recent expansion to a second Winter Park office demonstrates their ongoing commitment to the area.
• Broad Service Range: Beyond roofing, their general contractor and gutter service offerings provide more options for homeowners.

Why Locals Choose Fleming Fleming and Fleming

Homeowners and business owners in Winter Park, FL, turn to Fleming Fleming and Fleming for a simple reason: proven reliability. They are not a new, fly-by-night operation. They are a established, local family business that has been part of the community for decades. Their long history means they've seen and fixed every type of roofing problem Central Florida weather can create. When you work with them, you're not just hiring a contractor; you're benefiting from generations of accumulated skill and a genuine desire to do right by their neighbors. For trustworthy roofing services in Winter Park, FL, Fleming Fleming and Fleming has built a reputation one roof at a time.