
Homeowners across the Bay State face a unique blend of coastal weather, snow loads, and aging housing stock. All three directly influence roof replacement cost in Massachusetts. At CountBricks, our AI-powered estimating engine listens to your voice description, pulls real-time material pricing, and produces a detailed line-item quote in minutes. That transparency lets you budget confidently and lock in labor before the next nor’easter rolls through.
• Architectural asphalt shingles: $6.50 – $9.00 per square foot installed
• Premium designer shingles: $9.50 – $13.00 per square foot installed
• Metal standing seam: $11.00 – $15.00 per square foot installed
• Synthetic slate or composite: $14.00 – $19.00 per square foot installed
These figures are pulled directly from CountBricks.com/services and updated daily by our integrated supplier feeds. Your actual number will vary based on roof complexity, pitch, tear-off layers, and seasonal labor demand.
1. Roof size in squares (100 sq ft blocks)
2. Number of existing shingle layers to remove
3. Decking repairs or full sheathing replacement
4. Flashing, drip edge, and ice-and-water shield requirements
5. Access—narrow city lots in Boston cost more to stage than suburban driveways
6. Material selection and warranty level
CountBricks AI asks guided questions about each factor while you speak. The platform then applies current Massachusetts labor rates curated from our contractor network.
Labor Market Tightness: Massachusetts licensing requirements limit the pool of qualified roofers.
Code Requirements: Additional ice dam protection and wind-resistance standards add material layers.
Disposal Fees: Landfill tipping rates in New England are among the highest in the country.
Our blueprint takeoff tool calculates dumpster volume automatically, helping you compare debris hauling options from the CountBricks vendor marketplace.
• Voice-to-estimate: Simply describe the roof on your phone; no manual data entry.
• Live supplier feeds: See today’s shingle price, not last quarter’s average.
• Instant scope alternatives: Swap architectural shingles for metal and watch the total adjust in real time.
• Ready-to-sign proposal: Generate a branded PDF with your selections, payment schedule, and warranty terms at CountBricks.com/portfolio.
• Tear-off 2 layers (20 squares) – $2,600
• New decking patches – $800
• Ice & water shield, underlayment – $1,150
• Architectural shingles (CertainTeed equivalent) – $5,100
• Flashing & ventilation upgrades – $850
• Labor & site setup – $4,200
• Permits, dumpster, cleanup – $1,300
Total Estimate: $16,000
This figure was produced in 7 minutes using CountBricks voice conversation. Without our platform, the same quote would take a contractor 2–3 site visits and several hours of spreadsheet work.
• Schedule work between December and March when roofing crews are slower.
• Bundle gutter or solar prep to leverage mobilization costs.
• Ask your insurer about ice-dam mitigation credits after installing higher-grade underlayment.
• Use CountBricks phased invoicing to pay only after milestones, smoothing cash flow.
CountBricks combines drone-grade measurements, supplier pricing APIs, and Massachusetts prevailing wages. Historical comparisons show our roof replacement cost predictions land within 3-5 % of final invoiced totals.
For straightforward gable or hip roofs, the AI takeoff and photo upload are enough. Complex Victorian turrets or hidden rot may require a brief verification visit from a CountBricks partner contractor.
Yes. The Estimate Sandbox inside CountBricks.com/services lets you toggle between asphalt, metal, and synthetic profiles. The cost delta recalculates instantly, including labor adjustments.
1. Create your free account at CountBricks.com/consultation
2. Use voice capture to describe your roof while walking the property
3. Review the AI estimate, adjust materials, and generate a one-click proposal
4. Sign digitally, schedule the crew, and track progress from your dashboard
The fastest way to demystify roof replacement cost in Massachusetts is to let CountBricks crunch the numbers for you. Our blend of AI speed and local construction expertise means no more guesswork—just clear, data-driven decisions.

The Martins own a 1,750 sq ft Cape Cod in Plymouth built in 1978. Their three goals were straightforward: replace aging shingles, add ridge ventilation, and stay under $15,000. Traditional contractors supplied ballpark numbers ranging from $14k to $20k and asked for on-site visits the following week.
Using CountBricks, Mr. Martin recorded a five-minute voice walkthrough on Saturday morning. Our AI parsed roof pitch, counted penetrations, and pulled the latest price for architectural shingles. Within eight minutes the family had three scoped options:
• Good: 30-year architectural shingles – $13,600
• Better: 50-year architectural shingles – $14,950
• Best: Faux-slate composite – $18,700
The couple chose the “Better” package and generated a deposit invoice immediately. Because CountBricks locks material prices in real time, the supplier honored the quote despite a regional asphalt price jump the following week. The roof was completed in three days, on budget, with digital progress photos uploaded to the Martins’ CountBricks dashboard.
• Confirm your town’s ice-barrier requirements; coastal communities often require two courses.
• Ask CountBricks to model energy savings from a lighter shingle color—summer attic temps can drop by 10 °F.
• Schedule dumpster delivery for after school hours if street parking is limited.
• No more manual takeoffs—blueprint uploads convert to square counts automatically.
• Integrated change-order tracking keeps everyone on the same budget page.
• Faster approvals mean crews spend time building, not waiting.
Whether you’re a homeowner or a roofing pro, CountBricks turns Massachusetts’ tough roofing environment into a predictable, data-backed process.