1. Home
  2. Roofing
  3. Estimate guide

How a roof estimate is built

A roof is priced by its squares and by every edge, joint and penetration on it. Here is what a typical Massachusetts roof contains, from our own measured estimates.

Size matters, but it is only half of a roofing price. The other half is everything that is not flat field: the eaves that need ice-and-water shield, the valleys where two slopes meet, the ridge, the walls and chimneys that need flashing. A simple 20-square gable and a cut-up 20-square cape with dormers are different jobs. So we measure both — the squares and the lines — and price them separately.

The typical measured roof

21 sqRoof areasquares of 100 sq ft · middle half 17–25
132 ftEavesice-and-water shield, drip edge, starter · middle half 105–166
130 ftRakesdrip edge and starter · middle half 112–144
68 ftRidgeridge cap and vent · middle half 52–95
58%Have valleystypically 28 ft of valley when present
77%Have a chimneychimney flashing is its own line
34 ftStep flashingwhere roof meets a wall · middle half 20–50
$17,000Written estimatemedian · middle half $13,500–$22,000

Medians from our measured roofs, 2025–2026, signed and unsigned. 19% had skylights, 23% had hips, 3% had a flat (rubber) section.

The lines on a roofing proposal

Every line has its own measured quantity, so you can see where the money goes — and compare quotes line by line, not just by the total.

  • per square

    Tear-off and disposal

    Removing the old shingles down to the deck and hauling them away. A second or third layer adds to this line.

  • per square

    Underlayment and shingles

    Underlayment and the shingle line you choose, by the square plus waste for cuts. The typical roof: 21 squares.

  • per linear foot

    Ice-and-water shield

    The self-sealing membrane along the eaves and in the valleys, where ice dams and water collect. Typical eaves: 132 ft.

  • per linear foot

    Drip edge and starter

    Metal edge and starter strip along eaves and rakes: 132 + 130 ft on the typical roof.

  • per linear foot

    Ridge and hip cap

    Cap shingles over the ridge (and hips), usually with ridge venting. Typical ridge: 68 ft.

  • per linear foot

    Valleys

    Where two slopes meet; lined and finished separately. 58% of our roofs had them.

  • per linear foot

    Step flashing

    Along every wall the roof runs into — dormers, second-story walls. Typical: 34 ft.

  • each

    Chimney, skylights and vents

    Each penetration is flashed and priced on its own; 77% of roofs had a chimney, 19% had skylights.

  • as found

    Decking repairs

    Soft or rotted boards only show once the old roof is off; replacing them is a separate line.

  • per job

    Permit, dumpster and setup

    The building permit, the dumpster and protection for the yard and siding.

Typical quantities at a glance

Line itemUnitTypical (median)Middle half of roofs
Roof areasquares2117–25
Eaveslinear ft132105–166
Rakeslinear ft130112–144
Ridgelinear ft6852–95
Valleyslinear ft2818–72 (58% of roofs)
Step flashinglinear ft3420–50
Chimneyeach77% of roofs—

What it comes to

$17,000

Median written estimate for a measured roof — middle half $13,500–$22,000, signed and unsigned.

Why your number will differ

Shape before size. Valleys, dormers, hips and walls add flashing and labor that a plain gable does not have. Pitch — steep roofs need more safety setup and slower work. Layers — each extra layer of old shingles adds tear-off. Shingle line — architectural and designer lines cost more per square. The deck — rotted boards found after tear-off are replaced as their own line.

Questions and answers

How do you estimate a roof replacement?

We measure the roof in squares (one square is 100 sq ft of roof surface) and every edge and joint: eaves, rakes, ridges, hips and valleys, step flashing along walls, chimneys, skylights and vents. Each is priced as its own line — shingles and tear-off by the square, ice-and-water shield, drip edge, starter and ridge cap by the foot, flashing by the piece.

How big is a typical roof?

In our measured estimates, the median roof was 21 squares (middle half 17–25), with 68 feet of ridge and 132 feet of eaves. 77% had a chimney and 58% had valleys.

What does a typical roof estimate come to?

The median written estimate was $17,000; the middle half fell between $13,500 and $22,000.

Why is a roof not priced only by its size?

Two 21-square roofs can differ by thousands: a steep or cut-up roof with valleys, dormers and a chimney needs more flashing, more ice-and-water shield and more labor than a simple gable. Extra layers to tear off and rotted decking also add lines.

Are these numbers from real jobs?

Yes — from proposals we wrote for measured Massachusetts roofs, signed and not signed. We publish medians and middle halves only.

How we calculated this. Quantities come from the roof measurements in proposals we wrote for Massachusetts homes, 2025–2026 — signed and not signed. Each roof counts once. Prices are the roofing part of each proposal, rounded to $500. Medians and middle halves only — never a single job, name or address.

Data as of November 9, 2026 · updated automatically every night.

Ask AI about this page:

Ready to plan your exterior project?

Free online quote in minutes, or talk to a project manager today.