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Best siding pros near Southold, NY

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  • Average homeowner rating star icon4.5
    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 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 Double A Roofing and Siding
Double A Roofing and Siding
5.0(
9
)
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

Super Service Award Winner

In business since 2005

Free estimates

Emergency services offered

For over 20 years, Double A Roofing & Siding has been offering high-quality roofing, chimney, and siding services for all our customers in Long Island.\n\nWe are Long Island’s trusted roofing specialists. Our team offers 24/7 emergency services, and free estimates for all our customers, see for yourself why Double A Roofing & Chimney is Long Island’s leading roofing service team.

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+1

8 neighbors recently requested a quote
Recommended by33%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

"We hired Four Seasons again (after they redid our siding) to replace our existing roof, which was about 15 years old and in bad shape. We were so impressed with the speed in which they completed the job (less than 1 day). Everyone we dealt with, from Oscar, to Donna, to our roofing foreman, were courteous and professional. Their workmanship is excellent. I cannot recommend them enough!"
GAF Preferred Contractor Badge
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+19

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

Hardie board is more expensive than vinyl siding. Vinyl siding costs $3 to $12 per square foot, on average, with cost skewing toward the lower end of that range. Hardie board siding costs $7 to $18 per square foot, depending on the style, color, and trim. However, it lasts twice as long and often looks nicer, meaning you’ll see a higher bump in your home value and greater curb appeal from Hardie board.

You cannot install clapboard siding on a bare, unprepared surface. Clapboard siding requires a clean, sturdy base made from plywood or similar materials, sometimes called backerboard. Then, it needs an underlayment or sheathing, a moisture membrane to help protect the exterior wall.

Note that sometimes clapboard siding is caulked as it’s installed for additional protection. We don’t suggest this: Caulking the siding can trap moisture inside the clapboards and lead to moisture damage over time. The siding needs some space to “breathe,” especially in rainy weather.

Vinyl is lightweight, easy to install, durable, and long-lasting, and as long as a professional installs it, it should remain waterproof for several decades to keep your home protected. It can hold out against extreme weather conditions, and it doesn’t make a nice home for any sort of insects. Plus, vinyl is affordable and comes in a variety of looks and colors. When it comes to board and batten siding, vinyl is one of the most affordable material options.

Fiber cement siding is one of the lowest-maintenance options. The material’s formula is resistant to insect activities, moisture, and most physical impacts. Vinyl and aluminium siding is also fairly easy to upkeep. All these low-maintenance options only require basic surface cleaning, caulking, and regular gutter maintenance to prevent water dams from forming. 

The cost of wood siding varies by the type of wood. Engineered wood siding tends to be in the middle of typical costs ($3 to $7 per square foot for materials). Hardwoods, for instance, can cost $5 to $20 per square foot for materials alone, but cedar wood can be as cheap as $3 per square foot.

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.