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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%
23 neighbors recently requested a quote
Avatar for Liberty Roofing of Central Florida
Liberty Roofing of Central Florida
4.7(
24
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceTraditional Tile Roofing - Install or Replace+16 more

Serving Winter Springs, FL and surrounding areas

Approved

In business since 2018

Free estimates

Warranties offered

"Tom and his son Charles were the best business professionals I could have asked for. The fact that Tom is a veteran, and offered veterans discount was a big financial assistance to me, in being able to afford the work that I needed. The work itself was professional, through, and completed as promised, without any unexpected surprises to the cost quoted. His work crews were just as professional, besides from the normal noise tacking of the roofing shingles there were no interruptions to our routine. I highly recommend Tom and his Liberty Roofing for your roofing needs. I want to also emphasize that the communication between him, Charles and office is just as professional."
Residential metal roof
Commercial shingle roof
Additional Photos
Additional Photos
Additional Photos

+9

Response time1 day
Response rate100%
28 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 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

""We live in Orange County, Florida. In 2016 we replaced our bungalows flat roof. In August, 2019, after a little "blow" we had a few leaking issues. We called the 2016 roof installer and was referred to a third party for repairs: Travis Raper, who is now the Principal of Northman Roofing, was the professional who was assigned the task of replacing 3 skylights because the 3 skylights that were installed were manufactured for peaked roofs. Not Florida flat roofs. ... Did you know that Florida bungalows all have flat roofs? Well, for one, it doesn't snow. Second. A peaked roofs are far more susceptible to wind and rain damage. ... Right after a little "spinner" about 6 weeks ago, I called Mr. Raper about a small leak in the kitchen. Soon thereafter he and crew called and came out to make an assessment. Turns out my kitchen leak was easily resolved, but Mr. Raper took a cursory review of the roof. None of the "boots" at initial installation had been properly installed. ... Long story short: The day before Ian struck Orlando Mr. Raper and 3 members of his Crew were on my roof securing any and all possible leak issues. ... We have zero roof damage, and zero leak issues. ... Thank you Mr. Raper and Crew.""
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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Showing 1-10 of 422

FAQs for roofing projects in Winter Springs, FL

Maintaining your soffit is essential. You must inspect it twice yearly to catch any clear signs of deterioration. Look for cracks, mold, rotted wood, sagging sections, chipped paint, or missing boards. If these issues are detected, contact a professional immediately to repair or replace the damaged soffit and protect your home’s structural integrity.

To maintain your fascia boards and soffits, inspect them regularly to protect your roof and home's structure. Clean your gutters to remove debris and prevent moisture buildup. Repaint any damaged sections to keep moisture at bay. Upgrading drip edges and vents improves airflow and dispels moisture efficiently, helping you avoid severe damage and costly repairs.

While installing a new soffit over an existing soffit isn't common, it may be necessary in some older homes. If removing the original soffit could damage delicate structures, a professional might recommend installing the new soffit without complete removal. Always consult a qualified professional to assess the condition and ensure this method is safe and effective.

When hiring someone for soffit and fascia repair, choose a specialist with proven roofing and gutter systems expertise. A knowledgeable contractor will thoroughly inspect your home and provide a straightforward repair or replacement plan. Check online reviews and ask for references to ensure you receive high-quality service that delivers lasting results and strong protection for your home.

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.