The roof is near the end, the siding is chalky, two windows fog up every winter, and the gutters drip at the seams. Before you decide which one goes first, it helps to know roughly what each job costs on Long Island.
The big exterior jobs at a glance
| Job | Typical published range | Source |
|---|---|---|
| New asphalt shingle roof | $8,000 to $25,000 | Cigna Roofing & Construction (Mar 2026) |
| Full vinyl re-side | $10,000 to $30,000 | Ready Roof (May 2026) |
| A whole house of windows, 10 to 15 openings | $8,000 to $18,000 | EcoView (Aug 2026) |
| Gutters around a typical colonial | $1,800 to $3,200 | LI Gutter Service (Apr 2026) |
Each of these is one company’s range. The guides below put every Long Island source we found side by side, with prices per square foot or per window, whole-house totals and the extras that land on the bill.
Using a price guide before the first quote
These numbers come from contractors marketing their own work, so they tell you where a fair quote lands, not what yours will be. Use them to spot a quote that is far outside the pack, then have two or three companies measure the house. When the quotes come in, compare the measurements first and the price second.
Every cost guide on the site
- Flat Roof Cost on Long Island
What Long Island roofers charge to replace a flat or low-slope roof on a house, EPDM against TPO and modified bitumen, tear-off and extra layers, the state insulation rule, drains, decking and coatings.
- Gutter Installation Cost
What Long Island gutter companies charge per foot and for a whole house, by material and gutter size, plus downspouts, tear-off, fascia repair and heat cable.
- Metal Roof Cost on Long Island
What Long Island roofers charge for standing seam, metal shingles, aluminum and copper, per square foot and for a whole roof, plus tear-off, steep pitch and coastal upgrades.
- Roof Financing on Long Island
How Long Island homeowners pay for a new roof. What local roofers disclose about lenders, dealer fees and deferred interest, plus home equity, FHA Title I, NYSERDA loans, county repair grants and the state escrow rule for deposits.
- Roof Repair Cost on Long Island
What Long Island roofers charge for shingle repairs, leaks, flashing, pipe boots, flat roof patches, emergency tarps and chimney work, plus when a repair stops making sense.
- Roof Replacement Cost on Long Island
Every roof replacement price range Long Island roofers publish, side by side, with the cost per square foot by material and what pushes a quote up.
- Siding Cost on Long Island
What Long Island siding contractors publish for vinyl, James Hardie and cedar, per square foot and for a whole house, plus tear-off, rot and trim costs and when a permit applies.
- Slate Roof Cost on Long Island
What Long Island and nearby roofers charge to replace a slate roof, restore one, or swap out a few broken slates, plus synthetic slate prices and the copper and framing costs that land on top.
- Window Replacement Cost on Long Island
Per-window and whole-house prices from Long Island window companies, by frame material and window type, insert vs full-frame, egress windows, and what happened to the tax credit.

