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Best siding pros near Southold, NY

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    Average homeowner rating
  • Verified reviews icon37
    Verified siding services reviews

Top-Rated Siding pros in Southold - Updated Nov 2026

Avatar for Skyline Roofing and Siding
Skyline Roofing and Siding
4.9(
48
)
Vinyl Siding - Repair or Partially Replace

Serving Southold, NY and surrounding areas

Approved

In business since 2021

Free estimates

Emergency services offered

"Tom from Skyline Roofing and Siding was prompt, friendly and professional. He was able to quickly replace my damaged siding and also went above and beyond by also addressing another issue which a j-channel damaged during the winder. I would highly recommend him for Siding repair/replacement."
Response time3 hrs
Response rate96%
5 neighbors recently requested a quote
Avatar for Golden Hands Construction, Inc.
Golden Hands Construction, Inc.
5.0(
139
)
Metal Siding: Repair or Partially Replace

Serving Southold, NY and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"I received a phone call within seconds of booking the appointment and it just so they had an opening the same day and they came and fixed my storm repair to my vinyl siding at a reasonable price and I was thrilled. Thank you."
chimney flashing
roof repair
chimney builder
roof leak
new roof

+27

Response time2 hrs
Response rate96%
4 neighbors recently requested a quote
Avatar for Undaunted Restoration, Inc.
Undaunted Restoration, Inc.
4.9(
127
)
Asbestos Siding - Repair

Serving Southold, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2005

Free estimates

Emergency services offered

"Undaunted removed asbestos siding and contracted to install new siding thereafter. The entire process took a week. The crews were unfailingly professional and attentive, offering to install a light fixture and repair a porch post free of charge. Excellent company."
Response time1 day
Response rate90%
65 neighbors recently requested a quote
Avatar for Premium Roofing & Siding, Inc.
Premium Roofing & Siding, Inc.
4.4(
191
)
Wood or Fiber-Cement Siding - Repair or Partially ReplaceVinyl Siding - Repair or Partially Replace

Serving Southold, NY and surrounding areas

Approved

In business since 2014

Free estimates

Emergency services offered

"Premium Roofing and Siding came out to give me an estimate on some siding that had blown off. Phil was very prompt and returned my call. That's rare these days. He gave me a fair price and fixed my problem on the spot. He also checked the all the siding and repaired what needed it. It's unusual these days to find a responsible and fair company that doesn't try to rip you off! I highly recommend Premium Roofing and Siding."
chimney LEAD flashing
chimney flashing
repair
repair
repair

+106

Response time9 hrs
2 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Four Seasons Roofing
Four Seasons Roofing
4.6(
150
)
Vinyl Siding - Install or Completely ReplaceMetal Siding: Install or Completely ReplaceMetal Siding: Repair or Partially Replace+4 more

Serving Southold, NY and surrounding areas

Approved

In business since 1983

Free estimates

Emergency services offered

"Loved working with this company. Very happy with the quality of their work and professionalism-- from the girls in the office to the crew they sent to replace my parent's roof, the entire job was seamless. They were prompt, courteous, cleaned up our yard meticulously which is really great. Even though we had this done a few years ago, had to write a review because the roof came out great and still looks brand new. I would recommend them highly. Just as a side note, these guys have been in business for over 3 decades and have won so many awards... not everyone is GAF certified with Master Elite status, but they are. Check them out, we're very fussy and do our homework before we hire someone for something as important as a roof, and so glad we chose them to do the work. Job well done!"
GAF Preferred Contractor Badge
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+19

Response time2 days
Response rate100%
15 neighbors recently requested a quote
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Siding FAQs, answered by experts

Professional installers typically recommend caulking between siding boards, but it depends on the material. With Hardie board and fiber cement siding, manufacturers don't recommend adding caulk because it can trap moisture in the joints or discourage flexibility in fluctuating temperatures. Consult your local siding contractor about caulking best practices before adding any to your home’s exterior.

Before applying paint to exterior surfaces, filling any cracks or gaps with caulk is essential. Sealing them with a combination of caulk and paint prevents moisture from damaging the paint or decaying the underlying material. You want to ensure the caulk you purchase can be painted over or that you opt for a caulk the same color as the paint.

Stucco siding is the most energy-efficient option on its own, but you can choose insulated vinyl, insulated metal, or insulated brick or stone facade siding that improves energy efficiency even further. These options include a layer of foam insulation under the siding to reduce heat transfer between your living space and the exterior. If you live in a particularly sunny climate, a reflective option like insulated steel or aluminum siding can maximize efficiency.

If you buy new cedar, the process of cutting it usually roughs up the surface enough that it doesn’t require sanding. However, if you buy older cedar or you’re repurposing it from another application, it’s a good idea to sand it. This helps the stain settle into the grain, and results in a more uniform appearance.

Hail as small as 3/4 inch (about the size of a penny) can cause damage to your siding. When hail reaches 1 inch in size, you can expect to see more cracks, chips, and holes, and hail that’s 1 and 1/4 to 1 and 1/2 inches around will cause significant damage. If you see hail that’s 1 and 1/2 inches to 2 inches or more in size, the damage is likely to be extensive and possibly even dangerous.

The Southold, NY homeowners’ guide to siding services

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