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TRUSTED BY OLD GREENWICH, CT HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon355
    Verified roofing services reviews

Top-Rated Roofers in Old Greenwich - Updated Nov 2026

Avatar for 5 Brothers LLC
5 Brothers LLC
5.0(
28
)
Asphalt Shingle Roofing - Repair

Serving Old Greenwich, CT and surrounding areas

Approved

In business since 2023

Free estimates

Credit card accepted

We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer's needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

Recommended by100%of homeowners
Avatar for MJA Contracting LLC
MJA Contracting LLC
5.0(
32
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+26 more

Serving Old Greenwich, CT and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"I would highly recommend Manny and his team to anyone in need of roofing services!! Manny was great at communicating about the project and making suggestions. The team arrived on time, worked efficiently and left everything clean. The quality of their work was excellent! Another family member had used Manny in the past and was also extremely happy with their new roof!"
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+96

2 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Roof Systems Of Connecticut
Roof Systems Of Connecticut
4.6(
340
)
Metal Roofing - Repair - For BusinessNatural Slate Roofing - RepairNatural Slate Roofing - Repair- For Business

Serving Old Greenwich, CT and surrounding areas

Approved

In business since 2002

Free estimates

Emergency services offered

"Roof Systems is amazing ... they are the Superman of roofing. Our home sustained serious roof damage caused by a tropical wind storm. Roof Systems came out the same day to access the damage and then placed protection so our roof would not sustain more damage or create internal damage to our home. Their work is always done with pride and a high standard of perfection. They are always professional and friendly. I will only allow Roof Systems to handle our roofing needs."
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 EPDM ROOF
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+9

Response time5 hrs
Response rate100%
Recommended by95%of homeowners
Avatar for Mighty Dog Roofing of Fairfield County
Mighty Dog Roofing of Fairfield County
5.0(
9
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Old Greenwich, CT and surrounding areas

Approved

In business since 2012

Free estimates

Emergency services offered

"Mighty Dog Roofing have such a high bar! We appreciate the amazing transparency and integrity throughout the whole procedure of our full roof replacement from beginning to end. The end result is a stunning and sturdy metal roof. Big shout out to Tom for making me understand the pros and cons between asphalt shingles and metal roofs. The drone superscan was also very cool!"
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+7

2 neighbors recently requested a quote
Recommended by88%of homeowners
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Roofing FAQs, answered by experts

Technically, a flat roof can be raised, but it’s extremely expensive, and there would not be much of a point. Most homeowners raise the roof in their homes to access the space between their existing ceiling and the roof, but flat roofs don’t have this space. Therefore, you can raise a flat roof, but it involves heavy structural modification.

Metal roofs last for between 50 and 70 years, and asphalt roofs last for between 20 and 25 years, with some lasting as long as 30 years. In most cases, you’ll get double the life or more out of a metal roof than you would from a shingle roof, which helps make the higher cost of a metal roof more manageable.

Always inform your insurance company when you get a new roof. A new roof may entitle you to lower rates or discounts, and if you need to make a claim, they’ll have up-to-date information on your roof. You’ll need to provide documentation—ask your insurance agent what you need to submit to prove you had your roof replaced.

Roof sheathing can buckle from moisture damage, too much weight from roofing materials, or too much space in between rafters without thicker sheathing to compensate for the added distance. Bucking roof sheathing is a serious problem that can lead to a collapsed roof, so have a qualified roofer near you come to identify the problem as soon as possible. 

EPDM roofing is a single-ply roofing material made of rubber, and a professional will install it in a single sheet and seal the seams. Built-up roofing (BUR) consists of multiple layers made from asphalt, adhesives, and roofing felt. A professional will construct the layers of BUR on-site. EPDM is easier to repair and has better resistance to extreme temperatures, while BUR is more fire-resistant and affordable.

The Old Greenwich, CT homeowners’ guide to roofing services

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