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New curb-mounted skylight and step flashing installed on a Dorchester three-decker roof deck in Boston, MA

Boston & North Shore Roofing

Skylight Installation and Leak Repair in Boston, MA

A skylight is a hole in your roof held shut by metal. We set new units with the manufacturer's flashing kit, rebuild the openings somebody sealed with tar, and run water over the finished job before we pack up.

  • Manufacturer flashing kits, never roof tar
  • Ice and water membrane around every opening
  • Deck-mounted and curb-mounted units installed
  • Water tested before we call it done

A skylight is a hole cut in your roof. Built right, it lights a dark stair hall for twenty-five years. Built wrong, it puts water on your ceiling the first time rain comes in sideways.

Most skylight leaks we open up are not the skylight. They are the flashing around it, or a smear of black roof cement where a flashing kit belonged.

We install, reflash and replace skylights across Boston and the surrounding towns, from flat three-decker center decks to North Shore capes.

  • Manufacturer flashing kits, never roof tar
  • Ice and water membrane around every opening
  • Deck-mounted and curb-mounted units installed
  • Water tested before we call it done

Free Skylight Installation & Repair Estimate

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

Know The Signs

Signs your skylight is the problem

Water travels before it shows. These patterns point back to the unit or its joints.

  • It only leaks in wind-driven rain

    Straight-down rain sheds fine. A nor'easter pushes water uphill under the head flashing. That is a [flashing joint to rebuild](/services/roof-flashing-chimney-repair-boston/).

  • Haze between the panes

    A failed insulated glass seal, not a roof leak. The gas fill is gone and the fog is permanent.

  • Drips on cold, clear nights

    No rain, no leak. Warm moist air is hitting cold glass. That is a ventilation problem, not a flashing problem.

  • Stains low in the light shaft

    The shaft acts like a chimney for warm house air. Brown corners usually mean the well was never insulated or air sealed.

  • Ice piles above the unit each winter

    A skylight interrupts the meltwater path. Ice builds uphill of it, backs under the shingles and finds the flashing from behind.

Three kinds of skylight, three different failures

  • Deck-mounted glass sits right on the sheathing with a factory flashing kit. It fails at the head flashing when the kit gets skipped.
  • Curb-mounted units sit on a wood curb off the deck. They fail when the curb is too short for the snow piling against it.
  • Sun tunnels are a dome and a reflective tube. They fail at the roof flashing and at the attic joints, where condensation collects.

The flashing kit is the product

Manufacturers sell a flashing kit matched to the unit and to your roof covering, because the joint is where skylights leak. We install VELUX units with the VELUX kit. Step pieces go in one per course, woven with the field. There is no caulk-only skylight install.

Skylights and ice: the Cape problem

Boston hits freezing about 92 days a year but only about 23 stay frozen all day, and that 69-day gap is a freeze-thaw machine. The story-and-a-half Cape is the worst case here: rooms directly under the deck, almost no eave ventilation, a skylight sitting in the warm zone. The heat is the cause, not the unit. Fixing it takes attic ventilation and insulation work alongside new metal.

780 CMR R905.1.2 runs an ice barrier from the lowest roof edge to 24 inches inside the exterior wall line, and 36 inches along the slope at 8:12 or steeper. That protects the eave, not a unit sitting mid-slope. So we membrane the opening itself.

Flat center decks, mansards and plastic bubbles

The three-decker matured around 1890 in Dorchester, and most survivors carry a near-flat center deck over the stair hall. That is where the old acrylic bubble lives, crazed and one branch from cracking. On rubber, the curb needs height above the membrane so drifted snow never sits against the joint. The 780 CMR table puts Dorchester and the rest of Boston at 40 psf.

A mansard is two roofs: slate or metal on the near-vertical face, low-slope membrane on the flat top behind it. In the South End, skylights sit on that hidden top and belong in the same scope as the membrane.

Historic districts and what the street can see

In a Landmarks district, approval lands before ISD issues a permit. That covers Historic Beacon Hill, the Back Bay Architectural District, the South End Landmark District and Bay Village. A flat unit behind a mansard is usually invisible from the street. A bubble on a visible slope is a longer conversation, and our guide to roof approval in a Boston historic district covers it.

Change the skylight when you change the roof

A glass unit and an asphalt roof age on similar clocks. One of our Google reviews is exactly that job: a full roof replacement with a skylight, priced together, done once. If you are planning a full roof replacement in Boston or a flat roof replacement in EPDM rubber, decide the skylight now.

Our Process

How we put a skylight in and keep it dry

Same order every time, inside and out, so water has nowhere to go but off the roof.

  1. Site it from both sides

    We read the rafter layout from the attic before picking a size. A unit landing inside an existing bay cuts no framing at all.

  2. Frame the opening

    Cut rafters get doubled headers and sistered trimmers. On board-sheathed roofs we back-block the cut edges so nothing flexes underfoot.

  3. Dry in before the unit goes on

    Ice and water membrane wraps the opening, up both sides and over the head, lapped shingle-style. That layer saves you if the metal ever fails.

  4. Set the unit and its matched kit

    Sill piece first, step pieces woven one per shingle course, head flashing and saddle last. Nothing substituted with tar.

  5. Insulate and close the shaft

    The light well gets insulation and an air barrier before drywall. A shaft open to attic air will drip and blame the skylight.

  6. Water test, then sweep

    A hose from the low side up, one zone at a time, someone watching inside. Then a rolling magnet over the ground.

On The Roof

What skylight installation & repair looks like in progress

  • Skylight rough opening membrane-wrapped before the unit is set
  • Skylight head flashing and saddle lapped correctly into the shingle courses

What Drives The Price

What drives skylight cost in Greater Boston

A skylight job is three prices in one: the unit, the roof work, the interior work.

  • Deck-mounted or curb-mounted

    Deck-mounted units sit low on a shingled slope with a matched kit. Curb-mounted units need a curb built, wrapped and flashed.

  • The glazing package

    Laminated glass, low-E coatings, argon fill, factory blinds and solar-powered venting units with rain sensors all move the number.

  • What roof it lands in

    Asphalt is straightforward. Slate means cutting and hooking pieces around the opening. Standing seam and rubber membrane are different details.

  • New opening or a swap

    A unit dropped into its own existing opening is often a day. A new opening adds framing, drywall, tape and paint.

  • Access, staging and salt air

    Four stories of staging on a three-decker costs more than a ranch. Within 3,000 feet of saltwater we use 300-series stainless fasteners.

Cost drivers, not a quote. We price after somebody measures the opening and checks the rafters from the attic side. Paulo Silva writes every estimate.

FAQ

Skylight Installation & Repair questions we get asked

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

Almost always the head flashing at the top of the unit, or courses above it never woven into the step pieces. Wind drives water uphill under the lap.

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.

Skylight Installation & Repair across Greater Boston

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

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  • 5.0 from 4 Google reviews
  • Licensed & fully insured in Massachusetts
  • Written workmanship warranty on every roof
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