Skip to main content
Roofer repairing a shingle valley and step flashing on a Dorchester triple-decker roof in Boston

Boston & North Shore Roofing

Roof Repair and Leak Detection in Boston, MA

A ceiling stain almost never sits under the hole. Water runs along rafters and board sheathing before it drops. We trace the leak back to its real entry point, then repair it once.

  • Leak traced to its real entry point
  • Repairs built to 780 CMR ice barrier rules
  • Rotted board sheathing replaced, not covered
  • Owner Paulo Silva walks every roof

Most Boston roof leaks do not start where the stain is. Water finds a nail hole in a valley, runs eight feet down a rafter, and drips through the ceiling in the next room. Chasing the stain wastes money.

Our housing stock complicates it. A Dorchester triple-decker has board sheathing with gaps and a rear porch stack blocking the only good ladder set. A Back Bay mansard is two roof systems bolted together.

We fix what can be fixed and say so when it cannot. Paulo Silva, the owner, walks every roof himself.

  • Leak traced to its real entry point
  • Repairs built to 780 CMR ice barrier rules
  • Rotted board sheathing replaced, not covered
  • Owner Paulo Silva walks every roof

Free Roof Repair Estimate

Licensed & fully insured in Massachusetts5.0 from 4 Google reviews10+ years on Boston roofs

Know The Signs

Signs your Boston roof is leaking before you see a drip

Water damage shows itself late. These are the early signals we get called about most.

  • A stain that only grows in a long rain

    A ring that spreads during a soaking nor'easter but stays quiet in a short shower points to flashing or a valley, not a hole. More on [why a roof leaks only in heavy rain](/blog/why-does-my-roof-leak-only-in-heavy-rain/).

  • Nail pops in straight lines

    Dark dots marching across a slope mean fasteners backed out of the deck. On the board sheathing common in pre-1930 Boston homes, nails work loose as the boards cup and shrink.

  • Crumbling mortar at the chimney

    Boston sees about 92 days a year at or below 32 degrees but only 23 that stay frozen all day. That 69-day freeze-thaw gap pries mortar joints apart, and the counterflashing set into them lets go. [Chimney flashing repair](/services/roof-flashing-chimney-repair-boston/) is the source we find most.

  • A deck that flexes underfoot

    If the roof feels spongy when we walk it, the sheathing has taken on water. Rot travels along the board seams and spreads wider than the stain below suggests.

  • Ice that backed up at the eaves

    Ice damming forces water uphill under the shingles, past anything a shingle was built to stop. If your eaves iced over last winter, the underlayment at the edge already got tested.

Repair or replace? The honest test

Three questions settle it most of the time.

  1. Local or everywhere? One bad valley is a repair. Nail pops on every plane and field-wide granule loss is a roof at the end.
  2. How old is the covering? An architectural asphalt roof gives twenty to twenty-five years here. Real money in year twenty-three rarely pays back.
  3. How many layers? Two already means the next job is a full tear-off. A third is not allowed.

When two point the same way, we say so. Sometimes the answer is a repair to get you through winter and a full roof replacement in Boston in the spring.

The four leaks we find most in Boston

Step flashing at sidewalls and dormers

Every shingle course meeting a wall needs its own L-shaped piece of metal behind it. Crews in a hurry run one long strip and caulk it. The water ends up inside the wall, unseen until the plaster stains.

Valleys on steep pre-1940 slopes

On the steep pitches common in older Boston stock, a valley carries fast runoff from two planes and wears through at the cut line first. We rebuild it with ice barrier underneath.

The mansard transition

In Back Bay and the South End, a mansard is two systems in one: slate or metal on the near-vertical face, low-slope membrane on the flat top behind it. Most mansard leaks sit at that seam.

Board sheathing that will not hold a nail

Triple-deckers built before the 1930s carry 1x6 or 1x8 boards, not plywood. Boards cup, gaps open, and old nail holes stack up. A patch driven into tired boards backs out in two winters.

Licensing, permits and a Massachusetts red flag

Repair work on an owner-occupied one-to-four unit home requires a registered Home Improvement Contractor. The Construction Supervisor License is separate and is the license of record on the permit. The Specialty CSL for Roof Covering covers replacing up to 25 percent of sheathing. We carry both.

Never accept an offer to cover or rebate your insurance deductible. That is illegal in Massachusetts. If water is coming in now, emergency roof repair in Boston stabilizes it first.

Our Process

How we find a roof leak and fix it

Diagnosis first. We do not sell a repair until we know what is letting water in.

  1. Start inside, at the stain

    The ceiling gives us direction. Attic access, where there is any, tells us more than the shingles do: daylight through board gaps, wet insulation, a dark streak down one rafter.

  2. Trace the water uphill

    Water runs down framing before it drops. We work from the wet spot up the slope to the highest point of moisture. That is where it came in.

  3. Photograph the roof side

    Valleys, step flashing at sidewalls and dormers, pipe boots, skylight curbs, every penetration. You see photos before we quote. A full [roof inspection in Boston](/services/roof-inspection-boston/) covers the whole system.

  4. Water test the stubborn ones

    For leaks that will not confess, we run a hose in stages, low to high, one zone at a time with someone watching inside. It beats guessing.

  5. Open it up and rebuild it right

    We cut back to sound decking, replace rotted boards, install ice barrier where code calls for it, and set new metal. Shingles go back last, woven into the existing courses.

On The Roof

What roof repair looks like in progress

  • Water tracking along a rafter in a Boston attic, traced back to the roof leak
  • Corroded valley flashing being replaced on a Massachusetts roof

What Drives The Price

What drives roof repair cost in Greater Boston

A pipe boot or a run of nail pops lands in the low hundreds. Valley rebuilds and chimney work with new decking move into four figures. Five things set the number.

  • Access and staging

    A ranch with a driveway is a ladder job. A rowhouse on a narrow one-way street with no dumpster space needs staging and sidewalk permission. Access can cost more than the repair.

  • How much decking is bad

    Three feet of replacement board sheathing is cheap. Rot running eave to ridge is not. We price decking by the board and show you the rot before we pull it.

  • Material match

    Matching a twenty-year-old shingle color is not always possible. Slate, copper and standing-seam repairs cost more because the material costs more and the labor is specialized.

  • Coastal fastener spec

    FEMA coastal guidance calls for 300-series stainless fasteners within roughly 3,000 feet of saltwater. On jobs in [Revere](/service-areas/revere-ma/), Swampscott and Marblehead we spec them. They cost more than galvanized and they last.

  • Code-triggered work

    Massachusetts requires an ice barrier from the roof edge to 24 inches inside the exterior wall line, and 36 inches along the slope at 8:12 or steeper. Reworking an eave means rebuilding it.

These are Greater Boston ranges, not a quote. We will not price your roof over the phone. Paulo walks it, then you get a written number.

FAQ

Roof Repair questions we get asked

Straight answers, including the ones that cost us work sometimes.

Many Boston triple-deckers and rowhouses have no usable attic, just a shallow cavity above plaster. We work from the roof side, mapping the stain to the framing direction and water-testing penetrations one zone at a time.

Related roofing services

Work that often comes up on the same roof.

Read more before you decide

Longer guides on the parts of this that homeowners ask about most.

Roof Repair across Greater Boston

We run this service in 34 communities. Here is where it comes up most often:

Free On-Site Inspection

Get a real number for roof repair on your roof

Free on-site inspection, photos of what we find, and a written itemized estimate you can compare line by line against any other bid.

  • 5.0 from 4 Google reviews
  • Licensed & fully insured in Massachusetts
  • Written workmanship warranty on every roof
Call +1 (209) 758-8550Get My Free Estimate

24/7 emergency roof tarping & leak response

Browse all 15 roofing services or see what our customers say.

Call +1 (209) 758-855024/7 emergency lineFree Estimate5.0 · 4 reviews