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Find Asphalt shingle roofing installers and replacers in Vineyard Haven

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 Stuart & Co., LLC

Stuart & Co., LLC

175 Teaticket Highway
4.95(
10
)
Approved Pro

Stuart & Co., LLC

175 Teaticket Highway
4.95(
10
)
Approved Pro
Customers say: Terrific value
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
10 local quotes requested

Stuart & Co., LLC, is a well established business with over 25 years of unmatched expertise. Customer preference and priorities are always first. We're very timely with our work and never lose attention to detail. Stuart & Co., LLC, has built a reputation for quality work with each satisfied customer. Our sense of pride is apparent in every restoration we complete. Call Stuart & Co., LLC, today and we'll be there in your time of need.

"They had my roof done before I knew it. No mess. Very professional. Love the color of the roof Brian helped me choose really makes a difference."

Bonnie W on January 2023

Stuart & Co., LLC, is a well established business with over 25 years of unmatched expertise. Customer preference and priorities are always first. We're very timely with our work and never lose attention to detail. Stuart & Co., LLC, has built a reputation for quality work with each satisfied customer. Our sense of pride is apparent in every restoration we complete. Call Stuart & Co., LLC, today and we'll be there in your time of need.

"They had my roof done before I knew it. No mess. Very professional. Love the color of the roof Brian helped me choose really makes a difference."

Bonnie W on January 2023


Avatar for Care Free Homes, Inc.

Care Free Homes, Inc.

239 Huttleston Avenue
4.67(
108
)
Approved Pro

Care Free Homes, Inc.

239 Huttleston Avenue
4.67(
108
)
Approved Pro
Customers say: Super punctual
45 local quotes requested
47 years of experience

Care Free Homes specializes in roofing, siding, windows, and other construction services. We are an award-winning home improvement and construction company that services residential homes, condos, and small to mid-size commercial properties. Since 1978 we have served thousands of homeowners in Cape Cod, Southeastern Massachusetts and Rhode Island. We have been an A+ rated, accredited member of the Better Business Bureau for over 30 years and carry an extensive list of industry credentials and awards. We ask for no payments until your project is complete and have financing options for qualified homeowners. Find additional customer reviews by exploring Care Free Homes, Inc. on Google, Facebook, and Houzz. You may also connect with Care Free Homes, Inc. on Facebook, Twitter, Pinterest, Instagram, and Houzz!

"Care Free Homes did a wonderful job on our home. We had the entire exterior of the house redone. It looks beautiful. We started the process of pricing etc with Joshua who was very responsive and informative. He continued to be very helpful thru the entire process. Jeff our project manager always took the time to answer all our questions and addressed any concerns we had immediately. Robbie and team that worked on our home did an amazing job- they worked long hours - cleaned everything up at the end of each day. Robbie was very meticulous and took pride in his work. Care Free Homes was a great choice for us"

Brenda E on November 2025

Care Free Homes specializes in roofing, siding, windows, and other construction services. We are an award-winning home improvement and construction company that services residential homes, condos, and small to mid-size commercial properties. Since 1978 we have served thousands of homeowners in Cape Cod, Southeastern Massachusetts and Rhode Island. We have been an A+ rated, accredited member of the Better Business Bureau for over 30 years and carry an extensive list of industry credentials and awards. We ask for no payments until your project is complete and have financing options for qualified homeowners. Find additional customer reviews by exploring Care Free Homes, Inc. on Google, Facebook, and Houzz. You may also connect with Care Free Homes, Inc. on Facebook, Twitter, Pinterest, Instagram, and Houzz!

"Care Free Homes did a wonderful job on our home. We had the entire exterior of the house redone. It looks beautiful. We started the process of pricing etc with Joshua who was very responsive and informative. He continued to be very helpful thru the entire process. Jeff our project manager always took the time to answer all our questions and addressed any concerns we had immediately. Robbie and team that worked on our home did an amazing job- they worked long hours - cleaned everything up at the end of each day. Robbie was very meticulous and took pride in his work. Care Free Homes was a great choice for us"

Brenda E on November 2025


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
369 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 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
28 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
95 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


"I contracted Black Stallion Enterprises LLC to replace the roofs on two of my houses. The entire process from the initial estimate to completion was fair, easy, transparent, and professional. They arrived promptly, completed the job on time and within budget. The workers were clean and worked full days with minimal disturbances to our everyday activities. Joe oversaw the job and provided step-by-step updates, explaining what was being done and the reasoning behind it. Additionally, where things were not done properly by the original builder, BSE added the necessary products and fixed it, all within the original price estimate. The roofs look beautiful, and we are already seeing efficiency as a result of the replacement. The BSE team followed up after completion to ensure we were happy. They definitely stand behind their work and materials. I highly recommend BSE for all construction projects and will hire them again."

Erica M on October 2024

We pride ourselves on the quality work we provide, while delivering great customer service. Check out our services offered and call or click to schedule an estimate today!

"I contracted Black Stallion Enterprises LLC to replace the roofs on two of my houses. The entire process from the initial estimate to completion was fair, easy, transparent, and professional. They arrived promptly, completed the job on time and within budget. The workers were clean and worked full days with minimal disturbances to our everyday activities. Joe oversaw the job and provided step-by-step updates, explaining what was being done and the reasoning behind it. Additionally, where things were not done properly by the original builder, BSE added the necessary products and fixed it, all within the original price estimate. The roofs look beautiful, and we are already seeing efficiency as a result of the replacement. The BSE team followed up after completion to ensure we were happy. They definitely stand behind their work and materials. I highly recommend BSE for all construction projects and will hire them again."

Erica M on October 2024


Avatar for TimeproofUSA

TimeproofUSA

16 Chestnut St
New on HomeAdvisorNew on HomeAdvisor
Approved Pro

TimeproofUSA

16 Chestnut St
New on HomeAdvisorNew on HomeAdvisor
Approved Pro
16 local quotes requested
10 years of experience

Here at TimeproofUSA, we're excited to earn your business! Locally owned and operated, we are known in the area for our prompt service and attention to detail. Customer satisfaction is always our primary concern, so be sure to give us a call today!

Here at TimeproofUSA, we're excited to earn your business! Locally owned and operated, we are known in the area for our prompt service and attention to detail. Customer satisfaction is always our primary concern, so be sure to give us a call today!


Avatar for Clear Choice Home Improvements, LLC

Clear Choice Home Improvements, LLC

111 Middlesex Turnpike #1063
4.80(
749
)
Approved Pro

Clear Choice Home Improvements, LLC

111 Middlesex Turnpike #1063
4.80(
749
)
Approved Pro
Customers say: Quality work
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
119 local quotes requested

Clear Choice Home Improvements promises to provide quality roofing, siding, window, bathroom and gutter services with integrity and professionalism. We have over 20 years of experience giving our customers the confidence to embark on home improvement projects and love the homes they live in. We take every measure to carefully ensure our craftsmen are properly trained and certified. Likewise, our sales staff and customer service representatives draw upon their years of experience to deliver our performance as promised guarantee for trouble-free installations. From day one, we will welcome any questions and concerns you may have during the renovation process. It is our goal to provide you with beautiful and practical home improvements that will stand the test of time, along with the peace of mind that you have made an excellent selection for your home.

"Works great! Did a great job! Left no mess."

Cody M on November 2024

Clear Choice Home Improvements promises to provide quality roofing, siding, window, bathroom and gutter services with integrity and professionalism. We have over 20 years of experience giving our customers the confidence to embark on home improvement projects and love the homes they live in. We take every measure to carefully ensure our craftsmen are properly trained and certified. Likewise, our sales staff and customer service representatives draw upon their years of experience to deliver our performance as promised guarantee for trouble-free installations. From day one, we will welcome any questions and concerns you may have during the renovation process. It is our goal to provide you with beautiful and practical home improvements that will stand the test of time, along with the peace of mind that you have made an excellent selection for your home.

"Works great! Did a great job! Left no mess."

Cody M on November 2024


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
44 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

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FAQs for asphalt shingle roofing installation and replacement projects in Vineyard Haven, 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 Vineyard Haven, 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.