The Best Roofing Contractors in Chestnut Hill, MA

Compare the highest-rated roofing professionals in Chestnut Hill, Massachusetts. All contractors are licensed, insured, and verified through our rigorous screening process.

#1

Chestnut Hill Roofing & Restoration

4.8
(127 reviews)
Verified

A premier local roofing contractor specializing in high-end residential and commercial properties. Known for expertise in handling complex roof systems, historic home restorations, and seamless insurance claim assistance for storm damage. They use premium materials and offer robust warranties.

245 Boylston Street, Chestnut Hill, MA 02467

Specialties & Features

Storm Damage Restoration
Historic Slate & Tile Roofing
Insurance Claim Assistance
24/7 Emergency Services

Business Information

Years in Business:18 years
Licensed:Yes
Insured:Yes
#2

Beacon Builders Roofing Co.

4.7
(94 reviews)
Verified

A family-owned and operated roofing company with deep roots in the community. They excel in both asphalt shingle replacements and custom metal roof installations. Their thorough inspection process and proactive maintenance programs are designed to protect homes from New England's harsh weather.

781 Hammond Street, Chestnut Hill, MA 02467

Specialties & Features

Residential Roof Replacement
Metal Roofing Systems
Roof Maintenance Plans
Ice Dam Prevention

Business Information

Years in Business:25 years
Licensed:Yes
Insured:Yes
#3

Commonwealth Exteriors

4.5
(112 reviews)
Verified

Provides comprehensive roofing services for Chestnut Hill's diverse architecture, from modern commercial buildings to classic New England colonials. They are a certified installer for major shingle manufacturers and are highly regarded for their efficient project management and clean worksite standards.

55 Lee Street, Chestnut Hill, MA 02467

Specialties & Features

Commercial Flat Roofs
Synthetic Slate Roofing
Emergency Repairs
Gutter Systems Integration

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes

Why These Are the Top Roofing Contractors in Chestnut Hill

The Chestnut Hill roofing market is characterized by high-value residential properties, historic homes requiring specialized materials like slate and copper, and a significant number of commercial buildings. The local climate, featuring heavy snowfall, ice dams, and powerful Nor'easters, creates a constant demand for durable installations, storm damage repair, and preventative maintenance. Contractors must be well-versed in local building codes, which are strict due to the area's historic preservation standards and affluent community.

High Ratings

4.7+ star average from verified customer reviews

Fully Licensed

All contractors are properly licensed and insured

Proven Experience

10+ years average experience in the industry

Local Experts

Familiar with Chestnut Hill regulations and climate

Frequently Asked Questions About Roofing in Chestnut Hill

Get answers to common questions about roofing services in Chestnut Hill, Massachusetts.

1What is the typical cost range for a full roof replacement on a Chestnut Hill home?

For a standard asphalt shingle roof on a typical Chestnut Hill colonial or similar-sized home, homeowners can expect a range of $15,000 to $30,000+. Costs are influenced by the home's size, roof complexity (multiple gables and valleys are common here), material choice (higher-end options like slate or metal are popular in historic districts), and the need to comply with local building codes. Prices are generally higher than the national average due to Massachusetts' high labor and material costs and the expertise required for the area's architectural styles.

2When is the best time of year to schedule roofing work in Chestnut Hill, and how long does it take?

The ideal windows are late spring (May-June) and early fall (September-October) to avoid peak summer heat, humidity, and the winter freeze-thaw cycles common in New England. A standard asphalt shingle replacement typically takes 2-5 days, depending on weather and complexity. Scheduling well in advance is crucial, as reputable local roofers book up quickly during these prime seasons. Be prepared for potential delays due to the region's unpredictable spring rains or early snowfalls.

3Are there specific local regulations or historical considerations for roofing in Chestnut Hill?

Yes, absolutely. Parts of Chestnut Hill are within local historic districts or have homes in the National Register Historic District. Any exterior work, including roofing, may require approval from the Brookline or Newton Historical Commission (depending on your exact location) to ensure materials and colors are appropriate. Even outside strict districts, local building codes require specific wind uplift ratings and ice and water shield installation at the eaves to meet Massachusetts building codes for snow and ice dam protection.

4How should I choose a reliable roofing contractor in the Chestnut Hill area?

Prioritize contractors who are licensed, insured, and have extensive local experience. They should be familiar with Chestnut Hill's architectural styles, historical guidelines, and common issues like ice dams. Ask for references from recent projects in Brookline, Newton, or nearby towns and verify their standing with the Massachusetts Office of Consumer Affairs. A trustworthy roofer will provide a detailed, written estimate and will not ask for a large upfront cash deposit.

5What are the most common roofing problems you see on homes in Chestnut Hill due to the local climate?

The most prevalent issues are ice dams and related water damage from our snowy winters and freeze-thaw cycles, as well as wind damage from nor'easters. We also see accelerated wear on south-facing slopes from sun exposure and moisture-related problems in shaded areas from moss and algae growth due to high humidity. Regular inspections, proper attic ventilation, and keeping gutters clean are critical preventative measures for homeowners here.