The Best Roofing Contractors in Wellesley Hills, MA

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

#1

Wellesley Hills Roofing & Restoration

4.8
(127 reviews)
Verified

A premier local roofing contractor specializing in high-end residential roof replacements and storm damage restoration. Known for exceptional craftsmanship and expertise with historic homes common in Wellesley Hills. They handle complex insurance claims and use premium materials from GAF and CertainTeed.

325 Washington Street, Wellesley Hills, MA 02481

Specialties & Features

Storm Damage Restoration
Historic Home Roofing
Insurance Claims
Slate & Tile Roofing
24/7 Emergency Services

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes
#2

Metro-Boston Commercial Roofing

4.6
(94 reviews)
Verified

Specializes in both commercial flat roofing systems and high-end residential projects. Offers comprehensive roof maintenance programs and thermal imaging inspections. Particularly skilled with EPDM, TPO, and modified bitumen systems for commercial properties, as well as standing seam metal roofing for residential.

15 Crest Road, Wellesley Hills, MA 02481

Specialties & Features

Commercial Roofing
Flat Roof Systems
Roof Maintenance Programs
Metal Roofing
Leak Detection

Business Information

Years in Business:22 years
Licensed:Yes
Insured:Yes
#3

New England Storm Shield Roofers

4.5
(116 reviews)
Verified

Experts in storm damage assessment and emergency repairs following Nor'easters and heavy snow events common to Massachusetts. They work directly with insurance adjusters and provide detailed damage documentation. Strong expertise in asphalt shingle systems and ice dam prevention solutions.

278 Linden Street, Wellesley Hills, MA 02481

Specialties & Features

Emergency Storm Repair
Ice Dam Prevention
Insurance Negotiation
Asphalt Shingle Systems
Roof Ventilation Solutions

Business Information

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

Why These Are the Top Roofing Contractors in Wellesley Hills

Wellesley Hills features an affluent housing market with many historic and high-value homes requiring specialized roofing expertise. The climate involves significant seasonal challenges including heavy winter snow, ice dams, Nor'easter storm damage, and summer humidity. Roofing contractors must be well-versed in both historic preservation techniques and modern ice/water shield systems. The market demands high-quality materials and craftsmanship, with many homeowners opting for premium options like slate, tile, or standing seam metal.

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 Wellesley Hills regulations and climate

Frequently Asked Questions About Roofing in Wellesley Hills

Get answers to common questions about roofing services in Wellesley Hills, Massachusetts.

1What is the typical cost range for a full roof replacement on a Wellesley Hills home, and what factors influence the price?

In Wellesley Hills, a full asphalt shingle roof replacement for a typical single-family home generally ranges from $25,000 to $45,000+. Key factors include the roof's size and pitch, the quality of materials (e.g., architectural vs. 3-tab shingles), the complexity of the roof design with dormers and valleys, and the cost of complying with local building codes. Massachusetts' higher labor costs and the town's requirements for durable, high-wind-rated materials due to New England nor'easters also contribute to the premium pricing compared to national averages.

2When is the best time of year to schedule a roof replacement in Wellesley Hills, and how long does the project typically take?

The ideal window is late spring through early fall (May to October) to avoid winter's freezing temperatures and unpredictable early spring rains, which can compromise installation quality and safety. A standard asphalt shingle replacement for an average home typically takes 2-4 days of work, barring major weather delays. Scheduling well in advance is crucial, as reputable local contractors' calendars fill up quickly, especially for post-winter repairs and pre-winter installations.

3Are there specific local regulations or historical district considerations in Wellesley Hills that affect roofing projects?

Yes, Wellesley Hills has strict local building codes and several historic districts. Before starting work, you must obtain a building permit from the Wellesley Building Department. If your home is in a local historic district (like the Wellesley Hills Railroad District), you will likely need additional approval from the Wellesley Historical Commission for any exterior changes, including roofing material type and color, to ensure they meet preservation guidelines.

4How should I choose a reliable roofing contractor in the Wellesley area, and what credentials are most important?

Prioritize contractors who are licensed, insured (with both liability and workers' compensation), and have a strong, verifiable local reputation in Eastern Massachusetts. Look for Master Elite® contractors from certain manufacturers (a sign of training) and members of the North/East Roofing Contractors Association. Always ask for Wellesley-specific references and inspect previous local work, as a contractor familiar with our climate and town regulations will navigate permits and weather challenges more effectively.

5Given New England's harsh winters and heavy snow, what are the best roofing materials for durability and ice dam prevention in Wellesley Hills?

For durability, premium architectural asphalt shingles with a high wind rating (e.g., ASTM D3161 Class F or H) and reinforced synthetic underlayment are highly recommended. To combat ice dams—a common issue due to snow accumulation and attic heat loss—ensuring proper attic ventilation (soffit and ridge vents) and insulation to MA energy code (R-49) is as critical as the roof itself. Some homeowners opt for standing seam metal roofing for superior snow shedding and longevity, though at a higher initial cost.