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Best skylight pros near Southold, NY

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Top-Rated Skylight pros in Southold - Updated Nov 2026

Avatar for Eagle Roofing and Gutters, Inc.
Eagle Roofing and Gutters, Inc.
5.0(
50
)
Skylight - Repair, Replace or Seal an Existing Skylight

Serving Southold, NY and surrounding areas

Approved

In business since 2019

Free estimates

Credit card accepted

"Chuck is a real pro! Prompt, efficient, clean, detailed, knows his stuff. Redid our shingles and added waterproofing to our skylights and re-pointed our chimney. Very good price and superior workmanship. I have another project pending with him in the near future. Would absolutely recommend!"
Roof repair
Roof repair
Response time1 day
5 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for O'Brien Brothers Contracting, Inc.
O'Brien Brothers Contracting, Inc.
4.9(
214
)
Skylight - InstallSkylight - Repair, Replace or Seal an Existing SkylightSkylight - Install - For Business+1 more

Serving Southold, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2015

Free estimates

Emergency services offered

"Dealing with O'Brien Brother's Construction was a absolute pleasure from start to finish. The job consisted of removing and replacing a 30x30 vented skylight, new water & ice shield installed along with matching the existing shingles. The job came out great. I highly recommend this company for your next job."
Copper flashings
Plywood
G.A.F Architectural shingles
Only the best materials
Chimney flashing and roof repairs

+53

Response time9 hrs
Response rate94%
15 neighbors recently requested a quote
Avatar for Landstar Construction
Landstar Construction
5.0(
28
)
Skylight - Repair, Replace or Seal an Existing SkylightSkylight - Install

Serving Southold, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2015

Free estimates

Emergency services offered

"Hired land star to fix a leak in my kitchen coming from ice buildup on my roof. Steve came the next day. New exactly what was wrong with roof and gave a fair price. Came the following day removing snow and ice. Then came the next day and fixed roof. He was prompt and is very knowledgeable. Would definitely recommend and use him again."
COPPER FLASHING
NEW ROOF
SKYLIGHT REPLACEMENT
SKYLIGHT REPLACEMENT
Paint Gaco

+3

Response time4 hrs
Response rate100%
136 neighbors recently requested a quote
Avatar for AAA Home Construction, Inc.
AAA Home Construction, Inc.
4.8(
142
)
Skylight - Repair, Replace or Seal an Existing Skylight

Serving Southold, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2018

Free estimates

Credit card accepted

"The hook on my skylight broke off with the skylight in the open position. Nick came that day and although he did not have a new hook that day he closed the skylight for me (2nd floor 15-20 feet up) for no charge and said he would be back the next day to repair the closing mechanism. As it turned out, my skylight glass was actually cracked and had been for some time. nick gave me a price to repair the open/close mechanism and replace the glass. He asked for no money upfront (very unusual these days). He came the next day (arrived on time - also very unusual these days) went up on the roof, took out the old glass, put in the new glass and repaired the open/close mechanism. Within 40 minutes I had a beautiful new skylight with a 5 year warranty. I would HIGHLY recommend Nick and this company."
Response time3 hrs
Response rate97%
92 neighbors recently requested a quote
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Skylights FAQs, answered by experts

Repairing or replacing a skylight generally takes between a few hours to a full day. Simple repairs might take 2 to 4 hours, depending on the complexity of the problem. The total time can vary based on factors like weather conditions, the accessibility of the skylight, and the extent of the work required, such as replacing the entire unit versus performing minor repairs.

Most homeowners insurance policies cover skyight damage that is caused by hail. Hail damage is considered a covered peril under most standard insurance policies. However, this only applies if your skylights were properly installed. Also, insurance policies vary, so be sure to check your individual policy to see if skylight hail damage is covered.

Ceiling costs depend on many factors, such as the material used and size, but coffered ceilings are considered one of the more expensive ceiling options. If you want to install a coffered ceiling but have a limited budget, consider using plywood instead of hardwood—it costs $2–$4.50 per square foot, while hardwood can be as much as $20 per square foot.

Yes, you can replace a skylight without changing the entire roof—if the roof is in good shape. First, you need to make sure the roof around the skylight is intact and free of damage. Quality installation is crucial to prevent leaks, including replacing the flashing, which seals the skylight to the roof. While replacing the skylight alone is doable, it can make sense to replace both at once to streamline the work, coordinate the warranties, and reduce the risk of future leaks. If you’re unsure, reach out to a professional for help in deciding the best approach.

To maintain a skylight and ensure its performance over time, regular maintenance is required. This includes periodically cleaning the glass and frame to remove dirt, debris, and condensation. It is also crucial to inspect the seals and flashing at least once a year for any signs of wear, degradation, or leaks, paying special attention after heavy storms. Ensure that the drainage system is clear to prevent water buildup and potential leaks. Address minor issues like cracks promptly and consider occasional resealing to prevent drafts and moisture problems. While energy-efficient skylights with Low-E coatings or double glazing may require less upkeep, periodic professional servicing can help keep any skylight in optimal condition.

The Southold, NY homeowners’ guide to skylight services

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