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Exterior home or structure paint or stainers in Winchester

Avatar for ACQ Home Improvement
ACQ Home Improvement
129 Edgewood Ave
4.94(
8
)
Approved Pro
ACQ Home Improvement
129 Edgewood Ave
4.94(
8
)
Approved Pro
Customers say: Quick response
25 years of experience
Free onsite estimate

With over 20 yrs of experience, ACQ Home Improvement is dedicated to providing our customers with the best quality at a great price. In addition, we are here to build relationships with our customers and communities and provide our employees with a great place to work. We look forward to working with you!

"Jeremy and crew are professional, and expert at what they do. Very customer focused and back their work 100 percent. It was a pleasure working with them"

Curt C on March 2023

With over 20 yrs of experience, ACQ Home Improvement is dedicated to providing our customers with the best quality at a great price. In addition, we are here to build relationships with our customers and communities and provide our employees with a great place to work. We look forward to working with you!

"Jeremy and crew are professional, and expert at what they do. Very customer focused and back their work 100 percent. It was a pleasure working with them"

Curt C on March 2023


Avatar for SB Roofing & Construction, Inc.
SB Roofing & Construction, Inc.
77 Carroll Pkwy
5.00(
1
)
Approved Pro
SB Roofing & Construction, Inc.
77 Carroll Pkwy
5.00(
1
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
19 years of experience

Welcome to SB Roofing & Construction INC! We take pride in the quality of work and customer satisfaction that we give each and every customer! We are known to pay exquisite attention to detail while making customer satisfaction our top priority. Call us today to learn more about how we can help you!

"They were very organized and left the house (yard) clean of any debris. The roof looks great and their price is very competitive."

Shirley C on April 2023

Welcome to SB Roofing & Construction INC! We take pride in the quality of work and customer satisfaction that we give each and every customer! We are known to pay exquisite attention to detail while making customer satisfaction our top priority. Call us today to learn more about how we can help you!

"They were very organized and left the house (yard) clean of any debris. The roof looks great and their price is very competitive."

Shirley C on April 2023


Avatar for MZ Painting and Repairs
MZ Painting and Repairs
17 Firth Rd
4.62(
21
)
Approved Pro
MZ Painting and Repairs
17 Firth Rd
4.62(
21
)
Approved Pro
Customers say: Quality work
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
5 years of experience

We are a family-owned, Boston-based painting company that delivers results, no matter the job. MZ Painting and Repairs specializes in interior and exterior painting for residential and commercial properties. We also offer a range of additional services: power washing, kitchen and bathroom remodeling, cabinet refinishing, bathroom installations, tiling repairs, drywall and more.

"Got the job done in a timely manner. Did 30% more work and was 40% cheaper than the next highest bid price. Very satisfied"

chris p on October 2024

We are a family-owned, Boston-based painting company that delivers results, no matter the job. MZ Painting and Repairs specializes in interior and exterior painting for residential and commercial properties. We also offer a range of additional services: power washing, kitchen and bathroom remodeling, cabinet refinishing, bathroom installations, tiling repairs, drywall and more.

"Got the job done in a timely manner. Did 30% more work and was 40% cheaper than the next highest bid price. Very satisfied"

chris p on October 2024


Avatar for Martins Painting, Inc.
Martins Painting, Inc.
193 Chestnut St Apt 2
4.94(
17
)
Approved Pro
Martins Painting, Inc.
193 Chestnut St Apt 2
4.94(
17
)
Approved Pro
Customers say: True professional
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
21 years of experience

Martins Painting 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

"What can I say? Great pricing. Great prep work. Great finish work. Timely. Professional. My house was stained, painted, power washed including the deck, and carpentry work. Andre answered all concerns and offered suggestions. He and Everton will be back to do more work for me. DO NOT HESITATE. FIVE STARS."

Bob M on September 2024

Martins Painting 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

"What can I say? Great pricing. Great prep work. Great finish work. Timely. Professional. My house was stained, painted, power washed including the deck, and carpentry work. Andre answered all concerns and offered suggestions. He and Everton will be back to do more work for me. DO NOT HESITATE. FIVE STARS."

Bob M on September 2024


Avatar for US ProPaint and Renovation, Inc.
US ProPaint and Renovation, Inc.
175 Derby St Unit 4
4.85(
233
)
Approved Pro
US ProPaint and Renovation, Inc.
175 Derby St Unit 4
4.85(
233
)
Approved Pro
Customers say: Quality work
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers
550 local quotes requested

US Propaint and Renovation is a full-service home improvement company that has been serving the South Shore , cape code and Greater Boston area for 21 years. Owned and operated by JR Reis, who has a combined 23 years of experience in construction and renovations our company specializes in exterior and interior home improvement services including ,siding ,roofing ,painting ,windows ,doors ,flooring ,decks ,repairs ,renovations ,remodeling ,additions and expansions ,restorations including mold and water restorations We are dedicated to providing quality workmanship, employing a drug-free staff of high moral character, using high-quality products, offering exceptional warranties, and ensuring your satisfaction. - Highly rated and recommended contractor on Angie's List/HomeAdvisor with over 220 reviews. - Rated 4.8 stars on Google with over 150 reviews. - We leave your job site cleaner than when we arrived.

"US Propaint and Renovation did a great job to make our kitchen bigger, install new flooring to bring everything to one level and refinish the existing flooring to make everything blend together seamlessly. It was Jr, who was the manager of the project. He knew what to do and he coordinated teams specializing in carpentry, painting, floor installation and floor refinishing. There were no delays. Very happy with bigger kitchen and beautiful floor ! Thank you very much!"

Tatians S on June 2025

US Propaint and Renovation is a full-service home improvement company that has been serving the South Shore , cape code and Greater Boston area for 21 years. Owned and operated by JR Reis, who has a combined 23 years of experience in construction and renovations our company specializes in exterior and interior home improvement services including ,siding ,roofing ,painting ,windows ,doors ,flooring ,decks ,repairs ,renovations ,remodeling ,additions and expansions ,restorations including mold and water restorations We are dedicated to providing quality workmanship, employing a drug-free staff of high moral character, using high-quality products, offering exceptional warranties, and ensuring your satisfaction. - Highly rated and recommended contractor on Angie's List/HomeAdvisor with over 220 reviews. - Rated 4.8 stars on Google with over 150 reviews. - We leave your job site cleaner than when we arrived.

"US Propaint and Renovation did a great job to make our kitchen bigger, install new flooring to bring everything to one level and refinish the existing flooring to make everything blend together seamlessly. It was Jr, who was the manager of the project. He knew what to do and he coordinated teams specializing in carpentry, painting, floor installation and floor refinishing. There were no delays. Very happy with bigger kitchen and beautiful floor ! Thank you very much!"

Tatians S on June 2025


Avatar for Randymars Painters Contractors Inc.
Randymars Painters Contractors Inc.
20 Clinton Street
4.75(
290
)
Approved Pro
Randymars Painters Contractors Inc.
20 Clinton Street
4.75(
290
)
Approved Pro
Customers say: Quick response
Recommended by 91% of Angi customers
Recommended by 91% of HomeAdvisor customers
29 years of experience

From start to finish Randymars Painters Contractors Inc maintains the highest standards of project management and workmanship. Our painters utilize only the highest quality products in our work. All our painting work is thoroughly inspected as the work progresses in detail and in depth. There is no job too big or too small that we can't handle. We look forward to doing business with you.

"Randymars was professional from start to end of my project. I had experienced a flood in my basement and my walls and sink cabinet were destroyed. They provided me with a quote in a timely fashion and were able to start the project that same week. The crew were timely, polite, and were very respectful of my property. They worked hard and completed the project within three days. They restored my garage and basement walls to perfection and installed a new cabinet for my sink with expertise. I would definitely hire Randymars again."

Carolyn F on February 2023

From start to finish Randymars Painters Contractors Inc maintains the highest standards of project management and workmanship. Our painters utilize only the highest quality products in our work. All our painting work is thoroughly inspected as the work progresses in detail and in depth. There is no job too big or too small that we can't handle. We look forward to doing business with you.

"Randymars was professional from start to end of my project. I had experienced a flood in my basement and my walls and sink cabinet were destroyed. They provided me with a quote in a timely fashion and were able to start the project that same week. The crew were timely, polite, and were very respectful of my property. They worked hard and completed the project within three days. They restored my garage and basement walls to perfection and installed a new cabinet for my sink with expertise. I would definitely hire Randymars again."

Carolyn F on February 2023


Avatar for Evolution Painting Company, Inc.
Evolution Painting Company, Inc.
1622 Worcester Road B313
4.86(
99
)
Approved Pro
Evolution Painting Company, Inc.
1622 Worcester Road B313
4.86(
99
)
Approved Pro
Super Service Award
Customers say: True professional
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
71 local quotes requested

Evolution Painting Company, Inc., is a locally owned and family operated business with years of experience here in Massachusetts. We specialize in exterior painting and paint removal, there is no job too big nor too small.

"Very professional work. "

Jim G on June 2025

Evolution Painting Company, Inc., is a locally owned and family operated business with years of experience here in Massachusetts. We specialize in exterior painting and paint removal, there is no job too big nor too small.

"Very professional work. "

Jim G on June 2025


Avatar for Smart Coats, Inc.
Smart Coats, Inc.
73 Lexington Street, Suite 101
4.76(
82
)
Approved Pro
Smart Coats, Inc.
73 Lexington Street, Suite 101
4.76(
82
)
Approved Pro
Customers say: True professional
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
23 years of experience

We are Smart Coats, a residential and commercial home improvement firm based out of Newton, MA. As a full-service contractor we specialize in everything from interior/exterior painting, roofing, siding and flooring to specialty work including carpentry, masonry and brick repointing. As a small business founded on the principles of dedicated customer service and attention to detail, we bring a versatile approach to providing the highest quality renovation and remodeling experiences throughout New England for over a decade. Call now to schedule a quick meeting with one of our consultants to address your specific needs. Don't forget to visit our website at www.smartcoats.com to learn more about us and our services. We look forward to hearing from you!

"Overall a very positive experience on a sizable job. The crew worked quickly and completed the job on time. Communication throughout was good and everyone personable and professional."

Tim G on August 2024

We are Smart Coats, a residential and commercial home improvement firm based out of Newton, MA. As a full-service contractor we specialize in everything from interior/exterior painting, roofing, siding and flooring to specialty work including carpentry, masonry and brick repointing. As a small business founded on the principles of dedicated customer service and attention to detail, we bring a versatile approach to providing the highest quality renovation and remodeling experiences throughout New England for over a decade. Call now to schedule a quick meeting with one of our consultants to address your specific needs. Don't forget to visit our website at www.smartcoats.com to learn more about us and our services. We look forward to hearing from you!

"Overall a very positive experience on a sizable job. The crew worked quickly and completed the job on time. Communication throughout was good and everyone personable and professional."

Tim G on August 2024


Avatar for A.T.E. Painting, LLC
A.T.E. Painting, LLC
300 Andover St, Ste 257
5.00(
27
)
Approved Pro
A.T.E. Painting, LLC
300 Andover St, Ste 257
5.00(
27
)
Approved Pro
Customers say: Quick response
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
21 years of experience

A.T.E. Painting, LLC was established in 2004 and serves the metro Boston area and surrounding communities. We strive to provide quality workmanship, customer satisfaction, courtesy, and affordability to the average homeowner. Our owner and crew leader brings nearly 20 years of experience in residential and commercial painting and carpentry.

"Had the house painted 9 years ago and it still looks great. They removed the old paint, primed and painted. They arrived when promised and stayed until everything was complete. By far the best house painting experience we've ever had."

Robert V on May 2020

A.T.E. Painting, LLC was established in 2004 and serves the metro Boston area and surrounding communities. We strive to provide quality workmanship, customer satisfaction, courtesy, and affordability to the average homeowner. Our owner and crew leader brings nearly 20 years of experience in residential and commercial painting and carpentry.

"Had the house painted 9 years ago and it still looks great. They removed the old paint, primed and painted. They arrived when promised and stayed until everything was complete. By far the best house painting experience we've ever had."

Robert V on May 2020


Avatar for Color Matters Painting, Inc.
Color Matters Painting, Inc.
139 LINCOLN ST
5.00(
11
)
Approved Pro
Color Matters Painting, Inc.
139 LINCOLN ST
5.00(
11
)
Approved Pro
Customers say: Quick response
13 local quotes requested
12 years of experience

At Color Matters Painting, Inc., our company is based on the belief that our customers' needs are of the utmost importance. Our team is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is too big or too small for our experienced team. Call today for a quote.

"This is the best painting company I have ever worked with. Their work is prestine. Highly recommend it!"

Camila G on April 2024

At Color Matters Painting, Inc., our company is based on the belief that our customers' needs are of the utmost importance. Our team is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is too big or too small for our experienced team. Call today for a quote.

"This is the best painting company I have ever worked with. Their work is prestine. Highly recommend it!"

Camila G on April 2024

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FAQs for exterior home or structure paint or stain projects in Winchester, MA

Painting vinyl siding is a budget-friendly way to revive curb appeal without paying for new panels. As long as the boards aren’t warped, cracked, or leaking, a coat of high-quality acrylic paint can buy you another five to 10 years before replacement. 

Stick to lighter shades so the siding doesn’t soak up excess heat, and prep the surface well for the paint to bond. If you’re seeing rot or moisture damage, skip the paint and plan for new siding instead.

High-quality acrylic paint is recommended for vinyl siding. Acrylic paint adheres firmly to vinyl surfaces and resists peeling and fading, providing a sleek and long-lasting finish. Ensure the siding is thoroughly cleaned and prepared for optimal results. Your exterior painting pro has the expertise to properly prepare your siding’s surface to ensure proper adhesion.

Priming is not required if the vinyl siding remains in good condition and is properly cleaned. However, if the original color is severely faded or the panels have become porous, priming becomes essential. Priming provides a smooth, even base that improves paint adhesion and enhances durability, ensuring the acrylic finish adheres properly and lasts longer.

A paint sprayer is the quickest, most consistent way to coat vinyl siding. The fine mist reaches grooves a roller can miss and lays down an even layer in a fraction of the time. You’ll still need a brush for tight corners, but a sprayer slashes labor hours and reduces lap marks. 

If you’re renting equipment, ask the supplier for a tip size made for exterior acrylics so the paint atomizes correctly and sticks to the siding.

Painted vinyl siding lasts between five and 10 years. The durability depends on the quality of the surface preparation and the local climate conditions. When the siding is thoroughly cleaned and prepped, and high-quality acrylic paint is used, the finish endures longer. In hotter regions, the lifespan may be closer to five years, while cooler climates help extend it.

The Winchester, MA homeowners’ guide to exterior home or structure paint or stains
From average costs to expert advice, get all the answers you need to get your job done.
The exterior of a brick house with vinyl siding
Jun 23, 2025
Jun 23, 2025
Budget for the cost to paint vinyl siding based on factors such as paint type, square footage, labor, project complexity, equipment costs, and more.
Stucco family home
Apr 30, 2025
Apr 30, 2025
Budget for the cost to paint a stucco house based on factors such as home size, prep work, number of stories, texture, paint type, labor, and more.
professional painting the exterior of a stucco home
Apr 21, 2025
Apr 21, 2025
The cost to paint the exterior of a house depends on the size of the area, the siding material, and the paint type. This guide breaks down exterior painting costs to help you budget.
row of painted brick houses in urban neighborhood
Apr 22, 2025
Apr 22, 2025
Budget for the cost to paint a brick house based on factors such as home size, paint type, paint cost, labor, accessibility, prep work, finishes, and more.
A person in protective gear painting a deck white
Apr 1, 2025
Apr 1, 2025
Use this guide to budget for deck painting costs based on factors like deck size, deck condition, paint type, professional labor, and more.
wooden fencing being painted
Mar 31, 2025
Mar 31, 2025
Budget for fence painting costs based on factors such as fence height and length, number of coats, stain vs. paint, fence type, labor, and more.
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