Top-rated asphalt shingle roofing installers and replacers.

Get matched with top asphalt shingle roofing installers and replacers in Oak Bluffs, MA

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Asphalt shingle roofing installers and replacers in Oak Bluffs

Millers Professionals, Inc

28 Leslies Ln
New on HomeAdvisorNew on HomeAdvisor
Approved Pro

Millers Professionals, Inc

28 Leslies Ln
New on HomeAdvisorNew on HomeAdvisor
Approved Pro
17 years of experience
Free onsite estimate

Millers Profressionals, Inc is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

Millers Profressionals, Inc is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.


Avatar for Care Free Homes, Inc.

Care Free Homes, Inc.

239 Huttleston Avenue
5.00(
9
)
Approved Pro

Care Free Homes, Inc.

239 Huttleston Avenue
5.00(
9
)
Approved Pro
Customers say: Quality work
30 local quotes requested
47 years of experience

Care Free Homes, Inc. is an award-winning home improvement company specializing in roofing, siding, windows, gutters, decks, porches, and more. In addition to having over 45 years of business success and thousands of satisfied customers, we have been an A+ rated, Accredited Member of the Better Business Bureau for over 30 years. We are family-owned and operated and proudly serve the communities of Southeastern Massachusetts, Cape Cod, and Rhode Island.

"Very easy to deal with and they did a great job cleaning up!"

Chad F on February 2020

Care Free Homes, Inc. is an award-winning home improvement company specializing in roofing, siding, windows, gutters, decks, porches, and more. In addition to having over 45 years of business success and thousands of satisfied customers, we have been an A+ rated, Accredited Member of the Better Business Bureau for over 30 years. We are family-owned and operated and proudly serve the communities of Southeastern Massachusetts, Cape Cod, and Rhode Island.

"Very easy to deal with and they did a great job cleaning up!"

Chad F on February 2020


Persson Construction, Inc.

22 Colony Avenue
4.97(
23
)
Approved Pro

Persson Construction, Inc.

22 Colony Avenue
4.97(
23
)
Approved Pro
Customers say: Quality work
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
47 years of experience

Persson Construction, Inc., has been in business for over 42 years in this area. It is a small family business with two generations of the family working together to make your experience with us a pleasant one. We use only the best materials, and we install them according to specifications, to ensure that you get the most out of your project. We learned our trade from the old timers, but we continue to educate ourselves and keep up with new technology and green products. We also back up our expertise with phenomenal service. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"Very professional work. I would not hesitate to use them again."

Thomas C on February 2023

Persson Construction, Inc., has been in business for over 42 years in this area. It is a small family business with two generations of the family working together to make your experience with us a pleasant one. We use only the best materials, and we install them according to specifications, to ensure that you get the most out of your project. We learned our trade from the old timers, but we continue to educate ourselves and keep up with new technology and green products. We also back up our expertise with phenomenal service. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"Very professional work. I would not hesitate to use them again."

Thomas C on February 2023


Stuart & Co, LLC

175 Two Ticket Highway
5.00(
1
)
Approved Pro

Stuart & Co, LLC

175 Two Ticket Highway
5.00(
1
)
Approved Pro
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
16 local quotes requested

We specialize in all phases of roofing and siding services, repairs, replacements, installs, and more! We offer a diverse range of services tailored to meet the unique needs of every customer. We take a personalized approach to each project. We work closely with our clients to understand their vision, preferences, and budgetary requirements. We strive to exceed expectations by delivering exceptional service, great quality work, and professionalism on every job. Read more below on all the services we offer and contact us with any questions or to schedule a free estimate today!

"Excellent Work"

Mary H on September 2024

We specialize in all phases of roofing and siding services, repairs, replacements, installs, and more! We offer a diverse range of services tailored to meet the unique needs of every customer. We take a personalized approach to each project. We work closely with our clients to understand their vision, preferences, and budgetary requirements. We strive to exceed expectations by delivering exceptional service, great quality work, and professionalism on every job. Read more below on all the services we offer and contact us with any questions or to schedule a free estimate today!

"Excellent Work"

Mary H on September 2024


Avatar for Long Home

Long Home

960 Turnpike Street, Suite C
4.72(
70
)
Approved Pro

Long Home

960 Turnpike Street, Suite C
4.72(
70
)
Approved Pro
Customers say: Quick response
315 local quotes requested
80 years of experience

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We are experts in all aspects of roofing projects and specialize in asphalt shingle installations and replacements. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

"It was deytailed and professional."

Neville A on August 2025

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We are experts in all aspects of roofing projects and specialize in asphalt shingle installations and replacements. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

"It was deytailed and professional."

Neville A on August 2025


Avatar for Vaz Construction, Inc.

Vaz Construction, Inc.

89 Howard Ave
5.00(
3
)
Approved Pro

Vaz Construction, Inc.

89 Howard Ave
5.00(
3
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
14 local quotes requested

Vaz Construction, Inc., is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and personal responsibility. Our distinction is the quality of service we bring to our customers. We offer a range of services for all of your residential and commercial needs and we're waiting for your call!

"We were really apprehensive as weâ ve had some bad experiences with contractors in the past, but we called anyways because we had some shingles fly off in a rainstorm. The company sent a rep named Elijah out. He recommended we go through insurance because he said it was insurable damage. The insurance awarded us about 6k, but Elijah said he might be able to get us more if we allowed him to try so we agreed. He sent them various emails highlighting areas that they had missed, and to our surprise, the insurance increased their payout to about 18k! We couldnâ t have been more pleased! When the crew came out they were fast, clean, and professional. The roof looks fantastic! Ive had some bad experiences in the past, but they really went above and beyond. Iâ ll forever recommend them to all my family and friends!"

Evan D on March 2024

Vaz Construction, Inc., is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and personal responsibility. Our distinction is the quality of service we bring to our customers. We offer a range of services for all of your residential and commercial needs and we're waiting for your call!

"We were really apprehensive as weâ ve had some bad experiences with contractors in the past, but we called anyways because we had some shingles fly off in a rainstorm. The company sent a rep named Elijah out. He recommended we go through insurance because he said it was insurable damage. The insurance awarded us about 6k, but Elijah said he might be able to get us more if we allowed him to try so we agreed. He sent them various emails highlighting areas that they had missed, and to our surprise, the insurance increased their payout to about 18k! We couldnâ t have been more pleased! When the crew came out they were fast, clean, and professional. The roof looks fantastic! Ive had some bad experiences in the past, but they really went above and beyond. Iâ ll forever recommend them to all my family and friends!"

Evan D on March 2024


Avatar for Klaus Larsen, LLC

Klaus Larsen, LLC

29 Northridge Dr.
New on HomeAdvisorNew on HomeAdvisor
Approved Pro

Klaus Larsen, LLC

29 Northridge Dr.
New on HomeAdvisorNew on HomeAdvisor
Approved Pro
32 local quotes requested
27 years of experience

When it comes to roofing services, only the best can save you from trouble down the line. Klaus Larsen Roofing, has over 20 years of experience in all things roofing related. We work with a variety of materials in order to help as many people as possible, and we are adept in utilizing the tools we've been given.

When it comes to roofing services, only the best can save you from trouble down the line. Klaus Larsen Roofing, has over 20 years of experience in all things roofing related. We work with a variety of materials in order to help as many people as possible, and we are adept in utilizing the tools we've been given.


Avatar for Muto, Inc.

Muto, Inc.

1621 Orleans Rd
4.81(
73
)
Approved Pro

Muto, Inc.

1621 Orleans Rd
4.81(
73
)
Approved Pro
Super Service Award
Customers say: True professional
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
112 local quotes requested

Welcome to Muto! Jasen is a local, owner-operated full service general contractor. We have well over 30 years experience. We provide top quality work and every job reflects our exceptional craftsmanship and experience! They specialize in remodels and additions. Give them a call for any remodeling needs! You will not regret! Thank you!

"While insulating, foam sprayed through cracks into our bedroom and closets, destroying some bed linens and clothing. Their truck left before the insulation spaces were full, but they closed up the roof. It doesn?t meet building code. Our roof is featured on the Muto website, but not the scratches in the protective coating meant to ensure roof longevity. The scratches were made by a crew installing the ridge boards and chimney flashing. Their most experienced roofer said this was his first time installing metal chimney flashing. We called Muto 3 months ago and Jasen sent a drone over the house and said he?d ask the manufacturer and get back to us. We?ve sent two reminders, but we have heard nothing. We should have realized their inexperience at the outset when they couldn?t provide photos of completed metal roofs. We cannot recommend them for metal roofs or insulation."

P B on September 2025

Welcome to Muto! Jasen is a local, owner-operated full service general contractor. We have well over 30 years experience. We provide top quality work and every job reflects our exceptional craftsmanship and experience! They specialize in remodels and additions. Give them a call for any remodeling needs! You will not regret! Thank you!

"While insulating, foam sprayed through cracks into our bedroom and closets, destroying some bed linens and clothing. Their truck left before the insulation spaces were full, but they closed up the roof. It doesn?t meet building code. Our roof is featured on the Muto website, but not the scratches in the protective coating meant to ensure roof longevity. The scratches were made by a crew installing the ridge boards and chimney flashing. Their most experienced roofer said this was his first time installing metal chimney flashing. We called Muto 3 months ago and Jasen sent a drone over the house and said he?d ask the manufacturer and get back to us. We?ve sent two reminders, but we have heard nothing. We should have realized their inexperience at the outset when they couldn?t provide photos of completed metal roofs. We cannot recommend them for metal roofs or insulation."

P B on September 2025


Avatar for Robert Home & Yard Improvement

Robert Home & Yard Improvement

20 Wayland Rd
4.93(
28
)
Approved Pro

Robert Home & Yard Improvement

20 Wayland Rd
4.93(
28
)
Approved Pro
Customers say: Quick response
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
42 local quotes requested

Robert Home & Yard improvement is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

"Carlos and his team worked quickly and efficiently to install 4 ft high lattice fencing around my vegetable garden. After it was installed I realized it was way too tall for my backyard ( my fault for niot realizing this in advance). They returned promptly and cut the fence down to 2 ft. ( at a reasonable cost). Now it is just perfect and I love it. The team was pleasant and easy to work with. I highly recommend this company!!"

Lori A on July 2025

Robert Home & Yard improvement is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

"Carlos and his team worked quickly and efficiently to install 4 ft high lattice fencing around my vegetable garden. After it was installed I realized it was way too tall for my backyard ( my fault for niot realizing this in advance). They returned promptly and cut the fence down to 2 ft. ( at a reasonable cost). Now it is just perfect and I love it. The team was pleasant and easy to work with. I highly recommend this company!!"

Lori A on July 2025


"working with Tony on getting the estimate and constant communication of the project. The crew led by Matt did a fantastic job. It was a three day job for the crew of five, as our house had many overhangs and valleys. The crew put in full days and you you would never know they were even here. Very satisfied ... job well done ..."

robert d on April 2021

Cape Cod Home Improvement is a full service build company specializing in Roofing and Siding projects on Cape Cod and in the Plymouth, MA area. We are based out of Yarmouth, MA and have a proven track record of customer satisfaction since 2008

"working with Tony on getting the estimate and constant communication of the project. The crew led by Matt did a fantastic job. It was a three day job for the crew of five, as our house had many overhangs and valleys. The crew put in full days and you you would never know they were even here. Very satisfied ... job well done ..."

robert d on April 2021

...
Showing 1-10 of 136
FAQs for asphalt shingle roofing installation and replacement projects in Oak Bluffs, MA

Roofing professionals can usually install a medium-sized asphalt shingle roof in two to three days. Installation time increases if your roof is particularly steep or difficult to access or has features like chimneys or skylights that roofers must work around.

Three-tab asphalt shingles usually have the lowest upfront cost of any roofing shingle material. They’re sturdy and typically last 15 to 20 years. However, they may have a shorter lifespan in especially hot or cold climates. Talk to a local roofing professional about the best materials for your climate. In some cases, materials with a higher upfront cost may save you more on repairs or replacements in the long run.

Start by multiplying the length by the width of your roof to calculate the square footage. Most shingle replacement costs $4 to $12 per square foot for materials and labor, depending on factors like the material and the slope of your roof. Once you know the size of your roof, you can calculate a rough estimate of total costs or contact a local roofing professional to provide you with a custom quote.

Asphalt shingles are generally considered to be a low-maintenance item. However, cleaning your asphalt roofing can help prolong the lifespan and keep it looking fresh. If you’re comfortable with DIY and have the proper equipment, you may be able to clean your asphalt shingles yourself. However, if you have an especially high or steep roof, it’s usually safer to hire a professional roof cleaner.

The Oak Bluffs, MA homeowners’ guide to asphalt shingle roofing installations and replacements

From average costs to expert advice, get all the answers you need to get your job done.

  • A farmhouse in Autumn

    Discover how much roof replacement costs in Michigan based on the price of materials, labor, permits, and inspections with our comprehensive cost guide.

  • Roofing contractor replacing the old shingles

    Discover how roof pitch, shape, labor, and materials influence roof replacement costs with our guide to roof replacement costs in New Jersey.

  • Two workers replacing broken tiles

    HomeAdvisor's Texas roof replacement guide explores how much it costs to replace a roof in Texas. Find out how much you'll spend to replace your roof by type, pitch, and location.

  • roof view of residential home in California

    HomeAdvisor’s California Roof Cost Guide covers the cost of a new roof in California, based on the city, roof size, and material. Use our guide to estimate your roof replacement cost in California.

  • roof view of residential home in florida

    HomeAdvisor’s Florida Roof Cost Guide covers the average roof replacement cost in Florida, based on the city, roof size, and material. Use our guide to estimate your Florida roof replacement cost

  • asphalt shingle roof on house

    Explore shingle roof replacement costs and how key factors like roof size, shingle type, and labor impact the total cost of your roofing project.