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TRUSTED BY WINTER SPRINGS, FL HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon1.6k+
    Verified roofing services reviews

Top-Rated Roofers in Winter Springs - Updated Nov 2026

Avatar for Castle Roofing Group, LLC
Castle Roofing Group, LLC
4.8(
39
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Winter Springs, FL and surrounding areas

Approved

In business since 2020

Free estimates

Warranties offered

The goal of Castle Roofing Group LLC is to focus on providing quality, fair, and honest service to all our customers. A roof replacement is a big decision, and it should never feel confusing or rushed. Castle Roofing Group helps you understand what your roof needs, what your options are , and what the full scope looks like before work begins. \n\nThat Means: \n\n* Clear Answers\n* Evidence-Backed Findings \n* A Scope of Work You Can Understand \n* A Timeline You Can Plan Around \n* A Clean Job Site and Respectful Crews \n* Work We Stand Behind After The Last Nail is In \n\n\n

Our Projects
Our Projects
Our Projects
Our Projects
Our Projects

+6

Response time2 days
43 neighbors recently requested a quote
Recommended by85%of homeowners
Avatar for Sun State Roofing LLC
Sun State Roofing LLC
5.0(
48
)
Asphalt Shingle Roofing - RepairSealant for Roof - ApplyFlat, Foam or Single Ply Roofing - Repair+3 more

Serving Winter Springs, FL and surrounding areas

Approved

Super Service Award Winner

In business since 2023

Free estimates

Credit card accepted

"I had a great experience with Benjamin and Sun State roofing. Ben was very professional and knew exactly what my roof needed. He walked me through the entire process and was there if I had any questions. I would highly recommend Sun State Roofing to anyone who needs roofing work."
Response time5 hrs
Response rate100%
22 neighbors recently requested a quote
Avatar for G & G Roofing
G & G Roofing
4.5(
441
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceTraditional Tile Roofing - Install or Replace+26 more

Serving Winter Springs, FL and surrounding areas

Approved

In business since 2002

Free estimates

Emergency services offered

"Very happy with with the work done by G & G Roofing. The roof was completed on time as promised. The crew were very professional. The project superintendent, Jimmy Ollie, kept us informed on every step of the project. Definitely would recommend the company."
New Metal Roof
Stunning New Metal Roof
Beautiful Tile Replacement
Tilcor Metal Roof -- A tile look with metal durability.
Additional Photos

+5

Response time2 days
Response rate100%
27 neighbors recently requested a quote
Avatar for Roof Squad
Roof Squad
4.8(
225
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+1 more

Serving Winter Springs, FL and surrounding areas

Approved (Corporate)

In business since 1990

Free estimates

Emergency services offered

At Roof Squad Orlando, your peace of mind is our top priority. Whether you need residential roofing services or a reliable commercial roofer, we?re here to help. Our team works diligently from the first phone call to the final inspection, ensuring every shingle is installed with precision and care. As your trusted local roofing company, we go the extra mile to deliver exceptional service, quality craftsmanship, and fair pricing?keeping your roof and your home in top shape.

Commercial Roofing
Residential Roofing
Gutter Installs
53 neighbors recently requested a quote
Recommended by80%of homeowners
Avatar for Quality Roofing Solutions LLC
Quality Roofing Solutions LLC
4.7(
68
)
Metal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+26 more

Serving Winter Springs, FL and surrounding areas

Approved

In business since 2006

Free estimates

Emergency services offered

"I had my roof replaced in Orlando, Fl , this April 2024. I had the great priviledge and pleasure to have Eddie Alacan as the Representative of Quality Roofing Solutions. Eddie is great; I am impressed by his professionalism. Eddie helped me understand what is involved in the job. His patience to explain Has no equal. Eddie keeps his words; He returns my calls within 5 min (the most). Eddie makes sure that the customer be satisfied with the work done. He is committed to excellence; and once the job is complete, He makes sure that your driveway, your yard, and surrounding area is perfectly clean, as if no one has ever been there; and all you have , is a New Roof. Therefore, I highly recommend Eddie for your next Roof replacement, not only to my close friends, but also to public. Happy Customer"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+17

Response time1 day
2 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for Northmen Roofing
Northmen Roofing
4.9(
50
)
Natural Slate Roofing - RepairTraditional Tile Roofing - RepairFlat, Foam or Single Ply Roofing - Repair- For Business+2 more

Serving Winter Springs, FL and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"Northmen Roofing repaired the roof on my home and did an excellent job. Dean was very attentive to all of my concerns and guided me throughout the project. When Jesse, Travis and their team arrived on site, they were very respectful to me and my property. They were very knowledgeable in completing roofing repairs. I would not hesitate to recommend Northmen Roofing to anyone looking for a reliable roofing contractor. Thank you Northmen Roofing. Keep up the good work?"
Northmen Roofing - Concrete Tile Repair
Northmen Roofing - Concrete Tile Roof Inspection
Northmen Roofing - Concrete Tile Repair
Northmen Roofing - Concrete Tile Repair
Northmen Roofing - Concrete Tile Repair

+66

Response time10 hrs
Response rate97%
2 neighbors recently requested a quote
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Roofing FAQs, answered by experts

During the framing process, builders connect the roof to the walls with materials, including metal connectors, plywood panels, and wood blocks. These roof-to-wall connections are important and provide weatherproofing, noise and temperature insulation, protection against pests, and home integrity. The type of connector and method used will vary, depending on your home’s construction and needs, and each has pros and cons in terms of cost, noise insulation, longevity, and reliability. Talk with your home or roofing contractor about the best connectors for your roof and walls, and what they recommend for your home.

The most common defect in a flat roof is leaking. Flat roofs have minimal slope, so water pools more readily on a flat roof than on a sloped roof, and the risk of the waterproof membrane failing increases with exposure. Tears and punctures from foot traffic and blown debris are other common problems, especially with single-ply roofing membranes like TPO and EPDM roofs.

Tile roofing is durable, fire-resistant, and energy-efficient. It also adds aesthetic appeal and, with proper maintenance, can last 50-100 years.

Most Cape Cod houses are two stories tall at the peak, although they’re considered one-and-a-half stories tall because the steep roof pitch cuts off a portion of the living space on the second story. Unless you raise the roof on your Cape Cod house to add a dormer, the interior rooms upstairs will lose some usable living space to the sloped ceilings.

A square of shingles covers 100 square feet and usually ranges from 150 to 240 pounds. It all depends on the material and type of shingle.

The Winter Springs, FL homeowners’ guide to roofing services

From average costs to expert advice, get all the answers you need to get your job done.