Free Estimate
Ask about our Financing, 24 months, No Interest!!
Contact Us

Roofing in Jamaica Plain, MA

Jamaica Plain is a vibrant Boston neighborhood where homeowners and businesses require reliable roofing solutions. O’LYN Roofing has proudly served Massachusetts for over 50 years, offering comprehensive roofing services tailored to the unique challenges of Massachusetts weather.

Our experienced roofing contractors specialize in roof repairs, replacements, and custom installations for all types of properties. From historic homes to modern architecture, we provide durable, long-lasting roofing systems that protect your investment while enhancing curb appeal. Trust O’LYN Roofing to deliver exceptional workmanship and customer service for all your roofing needs in Jamaica Plain.

Roofing Services in Jamaica Plain, MA

At O’LYN Roofing, we offer reliable roofing services to meet the diverse needs of Jamaica Plain. Our expertise spans everything from minor repairs to complete roof replacements, ensuring your property is protected every step of the way. We work closely with you to select the best roofing materials and solutions for your home or business, taking into account your budget, style preferences, and energy efficiency goals. From start to finish, our roofers handle every aspect of the process, including obtaining necessary permits and thorough cleanup, for a seamless experience.

When it’s time for a new roof, trust the experts at O’LYN Roofing for a hassle-free roof replacement process. We’ll guide you through selecting the ideal roofing materials, whether you prioritize durability, aesthetic appeal, or energy efficiency. Our skilled roofers then handle the entire installation, from preparing the surface to the final touches, ensuring a solid and visually stunning result.

Natural light can transform the ambiance and energy efficiency of any space. O’LYN Roofing specializes in skylight and daylight installation, allowing you to bring the outdoors in while maintaining a weathertight roof system. Our team will expertly integrate high-quality skylights and daylights into your roofing design, maximizing natural illumination while minimizing heat transfer.

Winters in Jamaica Plain can wreak havoc on roofs with heavy snow and ice buildup. At O’LYN Roofing, we offer advanced ice melt systems to prevent costly damage and safety hazards from ice dams and icicle formation. Our innovative Roof Ice Melt System uses metallic panels that embed self-regulating heat-tracing panels to safely melt away ice and snow, allowing for proper drainage and preventing water infiltration.

Functional gutters and downspouts are essential for preventing water damage to your property. O’LYN Roofing offers comprehensive gutter services, including installation, repair, and maintenance, to keep your drainage system in top condition. Our team can assess your existing gutters and recommend the best solutions, whether you need repairs, replacement, or a new gutter system installed. 

Roofing Types

At O’LYN Roofing, we understand that every property has unique roofing needs. That’s why we specialize in a wide range of roofing types, ensuring we can provide the perfect solution for your Jamaica Plain home or business. No matter your roofing requirements, we have the knowledge and resources to deliver superior results.

Asphalt shingles remain the top choice for roofing due to their versatility, affordability, and long-lasting performance. At O’LYN Roofing, we install high-quality asphalt shingle roofs that provide reliable protection and enhance your property’s curb appeal. Our team carefully selects the best shingle products from trusted manufacturers, offering a wide range of styles, colors, and warranties to suit your preferences and budget. With proper installation by our skilled roofers, an asphalt shingle roof can withstand the harsh climate of Jamaica Plain while maintaining its beauty.

Many commercial buildings and multi-family residences in Jamaica Plain feature flat roofing systems. O’LYN Roofing specializes in installing and maintaining these unique roofs, using premium materials made for low-slope applications. Our team is experienced with EPDM and Modified Bitumen roofing, selecting the ideal solution based on your property’s needs and budget. These durable, energy-efficient systems are designed to withstand the elements while minimizing heat transfer and water infiltration. With our expertise in flat roofing, you can trust us to deliver a long-lasting, watertight solution that protects your investment.

For a timeless, sophisticated look that adds character and value to your property, consider slate roofing from O’LYN Roofing. Slate is a premium material that is prized for its durability, fire resistance, and natural beauty. Our team has extensive experience with slate roof installations, repairs, and maintenance, ensuring your investment is properly protected. We source high-quality slate from reputable quarries and meticulously install each tile to create a stunning, long-lasting roof system. With proper care and maintenance by our experts, a slate roof can last for generations while enhancing your property’s aesthetic appeal and resale value.

Jamaica Plain Roof Financing Options

At O’LYN Roofing, we understand that roofing projects can represent a significant investment for property owners in Jamaica Plain. That’s why we offer flexible roof financing options to help make your roofing needs more affordable. Our team will work closely with you to explore financing plans and payment schedules that fit comfortably within your budget. Whether you need a new roof, repairs, or additional roofing services, we can structure a financing solution that works for you. From low-interest loans to convenient payment plans, we aim to provide accessible roofing services without compromising on quality or workmanship.

Elegant two-story house with gray siding and a dark gray shingle roof, featuring a landscaped front yard, white trim, and wooden garage door
OC PLatinum Prefered Logo
Certainteed Logo

Our Trusted Roofing Brands

When it comes to your roofing project, you deserve only the best materials and products. That’s why O’LYN Roofing partners with industry-leading roofing manufacturers known for their innovation, durability, and exceptional warranties. By aligning with trusted brands, we ensure every roofing project we undertake benefits from superior products and coverage.

Owens Corning is a respected leader in the roofing industry, renowned for its innovative and durable roofing solutions. As an Owens Corning Platinum Preferred Contractor, O’LYN Roofing has access to its premium product line, allowing us to offer exceptional roofing systems to our customers. Owens Corning’s commitment to quality and performance is backed by robust warranties, giving you lasting confidence in your new roof. When you choose Owens Corning roofing materials installed by our certified team, you can expect a stunning, long-lasting result that protects your property for years to come.

CertainTeed is another trusted name in the roofing industry, known for its high-performance products and comprehensive warranties. As a CertainTeed Credentialed Contractor, O’LYN Roofing can offer our customers access to CertainTeed’s extensive line of roofing materials. From durable asphalt shingles to cutting-edge flat roofing systems, CertainTeed’s innovative solutions are designed to withstand the toughest weather conditions. When you choose CertainTeed products installed by our team, you can expect a roof that delivers superior protection, energy efficiency, and lasting value for your property.

Contact O’LYN Roofing For Jamaica Plain Roofing Services

Whether you need a simple repair or a full roof replacement, O’LYN Roofing is your trusted partner for all roofing services in Jamaica Plain. Our roofing contractors are dedicated to delivering exceptional craftsmanship and customer service on every job. We take pride in our attention to detail, use of premium materials, and commitment to ensuring your complete satisfaction.

Don’t trust your property’s protection to just anyone – partner with the roofing experts at O’LYN. Contact us today to schedule a free consultation and detailed estimate. Our knowledgeable staff will assess your roofing needs and provide tailored recommendations to meet your goals and budget.

Experience the O’LYN difference with our comprehensive roofing solutions, warranties, and unwavering commitment to quality. Protect your roofing investment and enjoy lasting peace of mind with O’LYN Roofing.

Owens Corning
Gutter Shutter

Request A Free Estimate Today!