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Find Asphalt shingle roofing installers and replacers in Vineyard Haven

Avatar for Stuart & Co., LLC

Stuart & Co., LLC

4.95(
10
)
Approved Pro

Stuart & Co., LLC

4.95(
10
)
Approved Pro
Customers say: Terrific value
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
20 years of experience

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


Millers Professionals, Inc

New on HomeAdvisorNew on HomeAdvisor
Approved Pro

Millers Professionals, Inc

New on HomeAdvisorNew on HomeAdvisor
Approved Pro
18 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 Bradford Rothwell

Bradford Rothwell

5.00(
1
)
Approved Pro

Bradford Rothwell

5.00(
1
)
Approved Pro
21 years of experience
Free onsite estimate

We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer's needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

"Brad and his work crew brought my newly purchased home back to life. A full interior/exterior renovation which fit into our budget. Easy to work with, attentive, and professional. Would hire again! - Will Klosinski "

will k on December 2025

We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer's needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

"Brad and his work crew brought my newly purchased home back to life. A full interior/exterior renovation which fit into our budget. Easy to work with, attentive, and professional. Would hire again! - Will Klosinski "

will k on December 2025


Avatar for Castro Finish Carpentry Inc

Castro Finish Carpentry Inc

5.00(
9
)
Approved Pro

Castro Finish Carpentry Inc

5.00(
9
)
Approved Pro
Super Service Award
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
11 years of experience

Welcome to Castro finish carpentry! We have over 12 years of experience on all: *Remodeling (Interior and Exterior) *Decks *Additions framing *Siding *Roofing *Windows *Doors And so much more!! Castro Finish Carpentry is a full insured company located at Cape Cod, on the field over 12 years. Our crew is formed by high capacity craftsman to guarantee a impeccable job, beyond competence and dedication, we preserve transparency to our costumers!! Feel free to give us a call and email for any question!

"The project went very well. From the initial assessment through unexpected issues to completion, the process was smooth and the work was professional and well done. Steve was very responsive and helpful throughout."

Robert G on May 2025

Welcome to Castro finish carpentry! We have over 12 years of experience on all: *Remodeling (Interior and Exterior) *Decks *Additions framing *Siding *Roofing *Windows *Doors And so much more!! Castro Finish Carpentry is a full insured company located at Cape Cod, on the field over 12 years. Our crew is formed by high capacity craftsman to guarantee a impeccable job, beyond competence and dedication, we preserve transparency to our costumers!! Feel free to give us a call and email for any question!

"The project went very well. From the initial assessment through unexpected issues to completion, the process was smooth and the work was professional and well done. Steve was very responsive and helpful throughout."

Robert G on May 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 Muto, Inc.

Muto, Inc.

4.82(
74
)
Approved Pro

Muto, Inc.

4.82(
74
)
Approved Pro
Customers say: True professional
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers
98 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!

"Pleased with their professionalism. "

Carolyn B on February 2026

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!

"Pleased with their professionalism. "

Carolyn B on February 2026


Avatar for Long Home

Long Home

4.72(
70
)
Approved Pro

Long Home

4.72(
70
)
Approved Pro
Customers say: Quick response
366 local quotes requested
81 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 Wood Trades LLC

Wood Trades LLC

5.00(
5
)
Approved Pro

Wood Trades LLC

5.00(
5
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
5 years of experience

We guarantee your satisfaction. We pride ourselves on the quality work we provide, while delivering great customer service. This is your one-stop shop for all your home improvement, roofing, and new construction needs. Frame to finish, we do it all!

"I recommend this wonderful company without any hesitation. I first contacted Wood Trades LLC seeking a deck quote in September 2024, and John and Karin came out the very next day. From day one, John and Karin provided impeccable service. I cannot say enough wonderful things about their communication, transparency, honestly, and reliability. All current insurance/contractor licenses were provided up front, and any change in cost was documented through clear contracts. In addition, they patiently navigated me through a difficult permitting process from start to finish. Once the work was started, I had a gorgeous new deck in just over one week. I cannot thank this company enough for gaining, and more importantly, maintaining my trust through this project. I certainly look forward to working with Wood Trades again, and highly recommend their services to anyone seeking high quality results from a wonderful company. Exceeded expectations!"

Lindsay A on December 2024

We guarantee your satisfaction. We pride ourselves on the quality work we provide, while delivering great customer service. This is your one-stop shop for all your home improvement, roofing, and new construction needs. Frame to finish, we do it all!

"I recommend this wonderful company without any hesitation. I first contacted Wood Trades LLC seeking a deck quote in September 2024, and John and Karin came out the very next day. From day one, John and Karin provided impeccable service. I cannot say enough wonderful things about their communication, transparency, honestly, and reliability. All current insurance/contractor licenses were provided up front, and any change in cost was documented through clear contracts. In addition, they patiently navigated me through a difficult permitting process from start to finish. Once the work was started, I had a gorgeous new deck in just over one week. I cannot thank this company enough for gaining, and more importantly, maintaining my trust through this project. I certainly look forward to working with Wood Trades again, and highly recommend their services to anyone seeking high quality results from a wonderful company. Exceeded expectations!"

Lindsay A on December 2024


Avatar for Prime Outdoor Living Inc.

Prime Outdoor Living Inc.

5.00(
9
)
Approved Pro

Prime Outdoor Living Inc.

5.00(
9
)
Approved Pro
Super Service Award
6 years of experience
Free onsite estimate

At Prime Outdoor Living, we bring your property to life with custom carpentry, professional home improvements, and stunning outdoor living solutions. Proudly serving homeowners across Cape Cod, MA, we specialize in creating spaces that are as functional as they are beautiful. Custom Carpentry: From decks, staircases, and pergolas to intricate woodwork, we deliver exceptional craftsmanship tailored to your style. Home Improvements: Transform your interiors with expert renovations, updates, and remodeling projects designed to elevate your home’s value and appeal. Patios and Driveways: Enhance your outdoor space with beautifully designed stone patios and durable driveways that combine aesthetics with functionality. Whether you’re dreaming of a new patio, need a driveway upgrade, or want to revamp your home’s interiors, we are here to make it happen. Contact us today for a free consultation, and let’s create a space you’ll love to call home! Your home. Your vision. Our expertise.

"I hired Prime to redo my deck and fence. When meeting them onsite to review the scope of work, I had a positive interaction. Great quality of work. I plan to hire them for future projects."

Gail H on June 2025

At Prime Outdoor Living, we bring your property to life with custom carpentry, professional home improvements, and stunning outdoor living solutions. Proudly serving homeowners across Cape Cod, MA, we specialize in creating spaces that are as functional as they are beautiful. Custom Carpentry: From decks, staircases, and pergolas to intricate woodwork, we deliver exceptional craftsmanship tailored to your style. Home Improvements: Transform your interiors with expert renovations, updates, and remodeling projects designed to elevate your home’s value and appeal. Patios and Driveways: Enhance your outdoor space with beautifully designed stone patios and durable driveways that combine aesthetics with functionality. Whether you’re dreaming of a new patio, need a driveway upgrade, or want to revamp your home’s interiors, we are here to make it happen. Contact us today for a free consultation, and let’s create a space you’ll love to call home! Your home. Your vision. Our expertise.

"I hired Prime to redo my deck and fence. When meeting them onsite to review the scope of work, I had a positive interaction. Great quality of work. I plan to hire them for future projects."

Gail H on June 2025


Stuart & Co, LLC

5.00(
1
)
Approved Pro

Stuart & Co, LLC

5.00(
1
)
Approved Pro
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

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

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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.