Milford, MA Roof Leak Repair for a 1965 Split Level Home

A Roof That Weathered Six Decades - and a Few Too Many Winters

When the owners of a beautiful yellow Colonial in Acton, Massachusetts, started noticing curling shingles and dark streaks along the fascia, they knew the roof’s age was catching up. Built in 1997, the home had endured nearly three decades of New England winters including snow, ice, and heavy rains had taken their toll. What began as a few cracked shingles and granule loss soon revealed deeper issues: rotting fascia boards, failing skylights, and flashing that was no longer keeping water out. That’s when Master Roof stepped in to bring the home’s protection, and its curb appeal back to life.

Project Overview

Following a request from a homeowner in Milford needing a roof replacement, the experts at Master Roof performed an extensive inspection. Given the condition of the existing roof, a full replacement was advised and the client agreed.

Asphalt Shingles:  GAF Ultra HDZ Pewter Grey

Roof Deck: Plywood

Ice Shield:  GAF StormGuard Ice & Water Shield

Underlayment:  GAF Deck-Armor Synthetic

Roof Size:  18 sq shingles

replaced roof by Master Roof

Inspection Findings

During our on-site evaluation, we uncovered a mix of age-related wear and weather-induced issues that made a full roof replacement the smart long-term solution.

  • Severe shingle wear: Black substrate spots were showing where granules had worn off which is a clear sign of shingle deterioration.
  • Cracked and missing shingles: Particularly near the roof’s edges, likely caused by past ice dam removal.
  • Exposed and rusting nails: Sealants had failed, allowing micro leaks to form around nail heads.
  • Broken boot pipe flashing: The top had split, actively letting water into insulation layers below.
  • Chimney flashing damage: The metal was pulling away from the masonry, inviting water penetration.
  • Granule loss and surface erosion: In some spots, the asphalt layer was gone, leaving inner fibers visible.
  • Improper ventilation: The attic was relying solely on gable vents, which didn’t provide the balanced airflow of a ridge-and-soffit system.

Our Approach

Every Master Roof project begins with a plan built around the home’s age, structure, and climate exposure. For this home, our focus was durability, waterproofing, and airflow.

Here’s what we did:

  • Complete roof tear-off down to the decking to inspect the underlying structure.
  • Installed GAF StormGuard Ice & Water Shield and DeckArmor underlayment for unmatched waterproofing.
  • Replaced the broken boot pipe with an Ultimate Lifetime Boot Pipe — engineered to outlast the roof itself.
  • Removed deteriorating chimney flashing and replaced it with a new, sealed step-flashing system.
  • Addressed ventilation needs by evaluating the gable system and preparing for balanced air circulation.
  • Replaced all damaged shingles with GAF Ultra UHZ architectural shingles, offering superior wind resistance and aesthetic appeal.
  • Inspected nail patterns and resealed all penetrations, ensuring leak-free integrity.
  • Protected the surrounding area with tarps over decks and patios, leaving the site spotless upon completion.

Restoring Confidence and Curb Appeal

Once the installation was complete, the transformation was striking. Gone were the faded, brittle shingles and stained flashing. In their place stood a roof with uniform color, enhanced definition, and a clean, crisp finish.

What changed most wasn’t just the appearance - it was peace of mind.

  • No more leaks from the chimney or roof penetrations.
  • The boot pipe flashing was permanently sealed against moisture.
  • The new GAF system can handle high winds, heavy snow, and driving rain with ease.
  • The home’s ventilation system now allows for balanced attic airflow — reducing heat buildup and improving energy efficiency year-round.

Why It Matters

Houses built in the 1960s often have structural integrity that lasts generations — but their roofs typically don’t. This Milford project highlights how a thoughtful replacement can modernize performance while preserving the home’s character.

From upgraded materials to cleaner aesthetics, every detail was chosen to make this classic home as resilient as it is beautiful.

Closing Thoughts

At Master Roof, we don’t just replace shingles — we solve problems. This Milford project is a perfect example of how careful inspection, quality craftsmanship, and premium materials come together to protect a home for decades to come.


If your roof is showing its age — or you’re noticing leaks, curling shingles, or interior stains — schedule a free consultation with Master Roof. We’ll help you uncover what’s really going on above your head and ensure your home stays safe and sound through every New England season.

Roof Repair Gallery

Other Roofing Projects in Milford & Surrounding Towns

At Master Roof, we offer exceptional residential roofing services across Milford including roof replacement, repairs, attic ventilation, chimney flashing, skylight installations, roof maintenance, and assessments. Here are some other Master Roof projects in the area.

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See how MasterRoof helped a Milford homeowner replace an aging roof, repair decking damage, and prot
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See how MasterRoof helped a Milford homeowner replace an aging roof, repair decking damage, and protect their home long term.
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