Get matched with top deck maintenance specialists in Winchester, MA
Enter your zip and get matched with up to 5 pros
Need a pro for your deck maintenance project in Winchester, MA?
Select your specific project to find the pro for you.
TRUSTED BY WINCHESTER, MA HOMEOWNERS
4.6 Average homeowner rating
38 Verified deck maintenance services reviews
Verified Reviews for Deck Maintenance pros in Winchester, MA
*The Angi rating for Deck Maintenance companies in Winchester, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Deck Maintenance needs.
*The HomeAdvisor rating for Deck Maintenance companies in Winchester, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Deck Maintenance needs.
Last update on November 15, 2025
Find Deck maintenance specialists in Winchester
Roberto's Affordable Landscaping
Roberto's Affordable Landscaping
Customers say: Super punctual
572 local quotes requested
18 years of experience
Roberto Affordable Landscaping proudly serves Waltham, MA. Are you tired of spending time and money trying to keep your grass green to no avail? Let us give it a try! We specialize in providing quality, beautiful landscapes for your home or business. In every job, we strive for 100% customer satisfaction. Our staff will take the time to listen to you and then create a landscape that is designed to meet your individual needs and desires. Meeting and exceeding customer expectations is how “Roberto Affordable Landscaping” has grown to one of the region’s most respected landscaping service firms. Our focus on customer service gives you confidence that your property will be designed, installed, and maintained to industry standards and beyond. With 12 years of experience we know how to get it done right. Please Email or Text us today to schedule an appointment!
"Roberto and his crew did an outstanding job! We usually do all of our hedge abs shrub trimming ourselves, but with a few other projects going on we hadn’t gotten them all season long and they were seriously overgrown. Since we COULD do it ourselves, we had a limit on what we were willing to pay, so we were getting several quotes … most of which were higher than we had hoped. Roberto worked with us on the pricing, which was good news because now it was off of our plate! His crew was there the early next day … fast, friendly, courteous, conscientious and neat! We are now looking to have Roberto and his crew back to take a few more projects off of our plate too! If you want a great job, at great price, by a great crew … we highly recommend Roberto’s Affordable Lands aping!"
James L on September 2025
Roberto Affordable Landscaping proudly serves Waltham, MA. Are you tired of spending time and money trying to keep your grass green to no avail? Let us give it a try! We specialize in providing quality, beautiful landscapes for your home or business. In every job, we strive for 100% customer satisfaction. Our staff will take the time to listen to you and then create a landscape that is designed to meet your individual needs and desires. Meeting and exceeding customer expectations is how “Roberto Affordable Landscaping” has grown to one of the region’s most respected landscaping service firms. Our focus on customer service gives you confidence that your property will be designed, installed, and maintained to industry standards and beyond. With 12 years of experience we know how to get it done right. Please Email or Text us today to schedule an appointment!
"Roberto and his crew did an outstanding job! We usually do all of our hedge abs shrub trimming ourselves, but with a few other projects going on we hadn’t gotten them all season long and they were seriously overgrown. Since we COULD do it ourselves, we had a limit on what we were willing to pay, so we were getting several quotes … most of which were higher than we had hoped. Roberto worked with us on the pricing, which was good news because now it was off of our plate! His crew was there the early next day … fast, friendly, courteous, conscientious and neat! We are now looking to have Roberto and his crew back to take a few more projects off of our plate too! If you want a great job, at great price, by a great crew … we highly recommend Roberto’s Affordable Lands aping!"
James L on September 2025
Ruiz Landscaping
Ruiz Landscaping
Customers say: Super punctual
314 local quotes requested
8 years of experience
We are a professional landscaping service covering the Boston metropolitan area. Our services include: Landscaping, Lawn & Yard Work, Tree Services, Lawn Clean-Ups, Gutter Cleanings, General Lawn Maintenance and much more! Please call us today to schedule an appointment!
"I am a regular customer of this company. The do my spring cleanup, fall cleanup, trim, mulching, and lawn maintenance. I am always amazed at how great the yard looks after they are done. They keep the edges sharp and provide the little extras that other companies do not. They show up on time, are professional and thorough. If you want a great looking yard for a reasonable price, hire this company. Their work is excellent."
Alease B on March 2025
We are a professional landscaping service covering the Boston metropolitan area. Our services include: Landscaping, Lawn & Yard Work, Tree Services, Lawn Clean-Ups, Gutter Cleanings, General Lawn Maintenance and much more! Please call us today to schedule an appointment!
"I am a regular customer of this company. The do my spring cleanup, fall cleanup, trim, mulching, and lawn maintenance. I am always amazed at how great the yard looks after they are done. They keep the edges sharp and provide the little extras that other companies do not. They show up on time, are professional and thorough. If you want a great looking yard for a reasonable price, hire this company. Their work is excellent."
Alease B on March 2025
Junior's Landscaping
Junior's Landscaping
Super Service Award
Customers say: True professional
16 local quotes requested
7 years of experience
Welcome to Junior Landscaping! We are excited to exceed your expectations. As experts, we will handle your needs with the high-quality expertise that your home deserves. We offer competitive prices and customer satisfaction is our number one priority. Call us now!
"They did a beautiful job with a lawn that looked more like a jungle! Friendly, honest and reasonably priced. Thanks 😊 "
DIANA F on August 2025
Welcome to Junior Landscaping! We are excited to exceed your expectations. As experts, we will handle your needs with the high-quality expertise that your home deserves. We offer competitive prices and customer satisfaction is our number one priority. Call us now!
"They did a beautiful job with a lawn that looked more like a jungle! Friendly, honest and reasonably priced. Thanks 😊 "
DIANA F on August 2025
DC Carpenter, LLC
DC Carpenter, LLC
Customers say: True professional
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers
27 local quotes requested
We are a locally family owned and operated company, that values honesty and integrity, and treats your home as if it were our own. We offer a variety of Decking, Window replacement, Fence, roofing and siding services, that are customizable to each individual project. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships, and guarantee your satisfaction!. Dear home owners, if you want contact me please go to my website and call from there.
"The guys did a terrific job! They were meticulous, hard working, used hand held sanders, brush painted…. I couldn’t have been happier with their work. They came when they said they would and communicated well thru text and email."
Karen P on October 2025
We are a locally family owned and operated company, that values honesty and integrity, and treats your home as if it were our own. We offer a variety of Decking, Window replacement, Fence, roofing and siding services, that are customizable to each individual project. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships, and guarantee your satisfaction!. Dear home owners, if you want contact me please go to my website and call from there.
"The guys did a terrific job! They were meticulous, hard working, used hand held sanders, brush painted…. I couldn’t have been happier with their work. They came when they said they would and communicated well thru text and email."
Karen P on October 2025
A&E Home Improvement, Inc.
A&E Home Improvement, Inc.
Customers say: Quality work
4 years of experience
Free onsite estimate
We are a locally owned and operated company that values honesty and integrity, and treats your home as if it were our own. We offer a variety of services that are customization to each individual project. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships, and guarantee your satisfaction!
"Excellent work done!"
Roman V on June 2024
We are a locally owned and operated company that values honesty and integrity, and treats your home as if it were our own. We offer a variety of services that are customization to each individual project. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships, and guarantee your satisfaction!
"Excellent work done!"
Roman V on June 2024
Cesar Painting
Cesar Painting
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
6 years of experience
Cesar Painting brings over 20 years of experience to the Boston metro area. We specialize in exterior & interior home painting. Cesar Painting offers outstanding customer service, detail-oriented work, and affordable prices to fit any budget. We are neat, honest, and dependable workers. When we leave your home, we leave it immaculate, without a trace of stray paint anywhere to be seen. Give us a call for a free estimate today.
"Cesar's attention to detail and workmanship are incredible. We have worked with him over several years across two houses, including panting our entire interior, staining a deck and painting railings, repairing a wall after a leak from the floor above that bubbled behind the paint, and fixing a 14" square hole in a ceiling cut to investigate a (different) leak. Each time he was thorough, very considerate of protecting our home/furniture, and did exceptional work. He is reliable, responsive and always on time. Can't recommend Cesar more highly!"
Lillian M on July 2024
Cesar Painting brings over 20 years of experience to the Boston metro area. We specialize in exterior & interior home painting. Cesar Painting offers outstanding customer service, detail-oriented work, and affordable prices to fit any budget. We are neat, honest, and dependable workers. When we leave your home, we leave it immaculate, without a trace of stray paint anywhere to be seen. Give us a call for a free estimate today.
"Cesar's attention to detail and workmanship are incredible. We have worked with him over several years across two houses, including panting our entire interior, staining a deck and painting railings, repairing a wall after a leak from the floor above that bubbled behind the paint, and fixing a 14" square hole in a ceiling cut to investigate a (different) leak. Each time he was thorough, very considerate of protecting our home/furniture, and did exceptional work. He is reliable, responsive and always on time. Can't recommend Cesar more highly!"
Lillian M on July 2024
Rudy's Carpentry & Painting
Rudy's Carpentry & Painting
Customers say: Terrific value
61 local quotes requested
8 years of experience
Proudly serving the Lynn area, Rudy's Painting is your solution for all your painting needs. We take great pride in our extreme professionalism, timeliness and superior customer service on every job. We make sure to develop a lasting relationship so that the next time service is needed there will be no question on who to call. Satisfaction guaranteed!
"Rudys crew repaired external stairs and installed a rail. Did the whole job in one day. very professional. Would recommend."
John B on October 2025
Proudly serving the Lynn area, Rudy's Painting is your solution for all your painting needs. We take great pride in our extreme professionalism, timeliness and superior customer service on every job. We make sure to develop a lasting relationship so that the next time service is needed there will be no question on who to call. Satisfaction guaranteed!
"Rudys crew repaired external stairs and installed a rail. Did the whole job in one day. very professional. Would recommend."
John B on October 2025
B&D Construction and Painting, Inc.
B&D Construction and Painting, Inc.
Customers say: Quick response
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
15 local quotes requested
B&D Construction and Painting, Inc. prides itself on being the number one home improvement in the area. We service both residential and commercial properties. We have built an excellent reputation for customer satisfaction by providing quick estimates, a great attention to detail, and competitive pricing. Call us today and let us get started!
"I own a 2 family in North Andover. My front porch needed serious upgrades. I hired B+C Construction after reviewing other alternatives. Benico and his crew did an outstanding job replacing major supports and banisters. I wanted anything painted to bring it all together. Excellent results…I would recommend this supplier to others… P.S. I had them clean and cover my gutters….Another thing off the list to do "
Dick L on September 2025
B&D Construction and Painting, Inc. prides itself on being the number one home improvement in the area. We service both residential and commercial properties. We have built an excellent reputation for customer satisfaction by providing quick estimates, a great attention to detail, and competitive pricing. Call us today and let us get started!
"I own a 2 family in North Andover. My front porch needed serious upgrades. I hired B+C Construction after reviewing other alternatives. Benico and his crew did an outstanding job replacing major supports and banisters. I wanted anything painted to bring it all together. Excellent results…I would recommend this supplier to others… P.S. I had them clean and cover my gutters….Another thing off the list to do "
Dick L on September 2025
S&B Chavez Landscaping & Construction
S&B Chavez Landscaping & Construction
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
7 years of experience
We pride our company on reliability, great communication, integrity, and quality work. 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!
"They were so quick to respond and available within a short time. I had a big mulching project which they conquered quickly and efficiently. They arrived early and made the project look amazing. Would recommend 100%. They cleaned up after the job was complete so all we had to do was enjoy their hard work. Thank you"
Joann H on July 2022
We pride our company on reliability, great communication, integrity, and quality work. 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!
"They were so quick to respond and available within a short time. I had a big mulching project which they conquered quickly and efficiently. They arrived early and made the project look amazing. Would recommend 100%. They cleaned up after the job was complete so all we had to do was enjoy their hard work. Thank you"
Joann H on July 2022
Bayview Building Services
Bayview Building Services
Customers say: Quick response
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
24 years of experience
Bayview Building Services is a leader in providing our customers with the highest quality service in an honest, efficient, and professional way. Our pledge is to create successful relationships with our customers, employees and community by building trust, treating every project with the utmost integrity and exceeding expectations. We look forward to working with you!
"The quality of their work was very good"
Steven S on November 2020
Bayview Building Services is a leader in providing our customers with the highest quality service in an honest, efficient, and professional way. Our pledge is to create successful relationships with our customers, employees and community by building trust, treating every project with the utmost integrity and exceeding expectations. We look forward to working with you!
"The quality of their work was very good"
Steven S on November 2020
Deck Maintenance questions, answered by experts
The Winchester, MA homeowners’ guide to deck maintenance services
From average costs to expert advice, get all the answers you need to get your job done.
Sealing a deck is important for protecting it against the elements. Find out the cost to seal a deck, whether you DIY or hire a pro to do the job.
Finding maintenance-free decking that works for your home, budget, and lifestyle can be challenging. This guide lists the 7 best low-maintenance deck materials.
If your load-bearing porch post is starting to rot and deteriorate, you may wonder who to hire to replace porch columns. Let’s explore the project.
Left with a sticky mess instead of a beautifully stained wood project? Learn why your wood stain isn’t drying and how to fix the problem.
You can get even more years out of your cedar fence by giving it a little stain and TLC. Learn how to seal a cedar fence with this guide.
If you’re stuck wondering why your deck stain is peeling prematurely, use this guide to troubleshoot the problem and find a long-lasting solution.
- Arlington, MA Deck maintenance specialists
- Medford, MA Deck maintenance specialists
- Woburn, MA Deck maintenance specialists
- Stoneham, MA Deck maintenance specialists
- Lexington, MA Deck maintenance specialists
- Belmont, MA Deck maintenance specialists
- Melrose, MA Deck maintenance specialists
- Burlington, MA Deck maintenance specialists
- Somerville, MA Deck maintenance specialists
- Malden, MA Deck maintenance specialists
- Wakefield, MA Deck maintenance specialists
- Cambridge, MA Deck maintenance specialists
- Everett, MA Deck maintenance specialists
- Watertown, MA Deck maintenance specialists
- Reading, MA Deck maintenance specialists
- Pinehurst, MA Deck maintenance specialists
- Allston, MA Deck maintenance specialists
- Hanscom Afb, MA Deck maintenance specialists
- Waltham, MA Deck maintenance specialists
- Chelsea, MA Deck maintenance specialists
- Bedford, MA Deck maintenance specialists
- Saugus, MA Deck maintenance specialists
- Brighton, MA Deck maintenance specialists
- Wilmington, MA Deck maintenance specialists
- Revere, MA Deck maintenance specialists
- Brookline, MA Deck maintenance specialists
- East Boston, MA Deck maintenance specialists
- West Newton, MA Deck maintenance specialists
- Charlestown, MA Deck maintenance specialists
- Brookline Village, MA Deck maintenance specialists