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TRUSTED BY WINCHESTER, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon36
    Verified deck maintenance services reviews

Find Deck maintenance specialists in Winchester

Avatar for Roberto's Affordable Landscaping

Roberto's Affordable Landscaping

3.98(
764
)
Approved Pro

Roberto's Affordable Landscaping

3.98(
764
)
Approved Pro
Customers say: Super punctual
550 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


Avatar for Junior's Landscaping

Junior's Landscaping

4.76(
23
)
Approved Pro

Junior's Landscaping

4.76(
23
)
Approved Pro
Super Service Award
Customers say: True professional
19 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


Avatar for A&E Home Improvement, Inc.

A&E Home Improvement, Inc.

5.00(
7
)
Approved Pro

A&E Home Improvement, Inc.

5.00(
7
)
Approved Pro
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


Avatar for Cesar Painting

Cesar Painting

4.83(
19
)
Approved Pro

Cesar Painting

4.83(
19
)
Approved Pro
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


"We hired this company. I don't mind paying but when they missed so many areas. It's very frustrating and I have to finish the job myself. Anthony promised a great job and so didn't Nicole. I sure didn't even get a good job. The hand railings are super rough, and where the pressure washer chewed up the wood it was never fixed. It was definitely a hack job. I was promised over the phone a walk through at the end. It never happened. Couldn't communicate with the workers. I couldn't understand them. Definitely the pictures that they posted on other jobs don't match what I paid for. A very disappointing experience with this company. I would shop around.. plus I included Anthony in the last few emails and he couldn't even respond back. Awful !!! The handrails was addressed in after the power washing. The owner needs to go back and see the truth. I have the email saved!!!! Give me your email and I would be gladly to send it you!! You shouldn't be sparky when your team hacked my deck. I will be re-doing myself. Such a joke of a company."

Sean W on June 2024

Massachusetts' Leading Wood Restoration and Maintenance Company. We restore weathered, grimy, moldy, splintered decks back to like new condition. Projects are usually completed within two days!

"We hired this company. I don't mind paying but when they missed so many areas. It's very frustrating and I have to finish the job myself. Anthony promised a great job and so didn't Nicole. I sure didn't even get a good job. The hand railings are super rough, and where the pressure washer chewed up the wood it was never fixed. It was definitely a hack job. I was promised over the phone a walk through at the end. It never happened. Couldn't communicate with the workers. I couldn't understand them. Definitely the pictures that they posted on other jobs don't match what I paid for. A very disappointing experience with this company. I would shop around.. plus I included Anthony in the last few emails and he couldn't even respond back. Awful !!! The handrails was addressed in after the power washing. The owner needs to go back and see the truth. I have the email saved!!!! Give me your email and I would be gladly to send it you!! You shouldn't be sparky when your team hacked my deck. I will be re-doing myself. Such a joke of a company."

Sean W on June 2024


Rudy's Carpentry & Painting

4.93(
21
)
Approved Pro

Rudy's Carpentry & Painting

4.93(
21
)
Approved Pro
Super Service Award
Customers say: Terrific value
38 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!

"I hired Rudy’s Carpentry & Painting to repair my indoor stairs, and the results were excellent. Rudy and his were professional, courteous, and respected my 300 year home throughout the project. The repair was done with precision — the stairs are now sturdy, safe, and look fantastic. Rudy completed the work on schedule without cutting corners. He listened to my concerns, explained options, and ensured I was completely satisfied before finishing. I highly recommend Rudy’s Carpentry & Painting to anyone needing reliable home repair. In fact, I have additional projects coming soon and Rudy will be my choice. Their combination of skill, professionalism, and attention to detail makes them a standout resource."

Gary E on November 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!

"I hired Rudy’s Carpentry & Painting to repair my indoor stairs, and the results were excellent. Rudy and his were professional, courteous, and respected my 300 year home throughout the project. The repair was done with precision — the stairs are now sturdy, safe, and look fantastic. Rudy completed the work on schedule without cutting corners. He listened to my concerns, explained options, and ensured I was completely satisfied before finishing. I highly recommend Rudy’s Carpentry & Painting to anyone needing reliable home repair. In fact, I have additional projects coming soon and Rudy will be my choice. Their combination of skill, professionalism, and attention to detail makes them a standout resource."

Gary E on November 2025


Bayview Building Services

4.88(
47
)
Approved Pro

Bayview Building Services

4.88(
47
)
Approved Pro
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


Avatar for Ruiz Landscaping

Ruiz Landscaping

4.71(
21
)
Approved Pro

Ruiz Landscaping

4.71(
21
)
Approved Pro
Customers say: Super punctual
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
493 local quotes requested

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


Avatar for Ace Handyman Services - Greater Boston

Ace Handyman Services - Greater Boston

4.49(
90
)
Approved Pro

Ace Handyman Services - Greater Boston

4.49(
90
)
Approved Pro
Customers say: Quality work
33 local quotes requested
21 years of experience

After 15 years as Handyman Matters of Greater Boston, we excited to join forces with ACE Hardware to become ACE Handyman Services! ACE Handyman Services is committed to providing you with a secure and satisfactory experience with home repair and remodeling. ACE Handyman Services background screens all of our craftsmen in addition to our rigorous assessment of their skills. When they enter your home or office, you can feel confident that you and your property are in good hands. Cleanliness and courtesy are standards our craftsmen employ at every job, for every customer, every time. Our preferred pricing model allows flexibility and control by you, our customer. Preferred pricing is exclusive to ACE Handyman Services and sets a different standard than any of our competitors. Check out the rating & reviews area and see what our customers are saying about the services we have provided them. We believe you'll want to join their ranks.

"Made improvements to existing structure Finished in half the time quoted Performed additional work on broken door knob Would recommend to everyone"

Richard C on December 2023

After 15 years as Handyman Matters of Greater Boston, we excited to join forces with ACE Hardware to become ACE Handyman Services! ACE Handyman Services is committed to providing you with a secure and satisfactory experience with home repair and remodeling. ACE Handyman Services background screens all of our craftsmen in addition to our rigorous assessment of their skills. When they enter your home or office, you can feel confident that you and your property are in good hands. Cleanliness and courtesy are standards our craftsmen employ at every job, for every customer, every time. Our preferred pricing model allows flexibility and control by you, our customer. Preferred pricing is exclusive to ACE Handyman Services and sets a different standard than any of our competitors. Check out the rating & reviews area and see what our customers are saying about the services we have provided them. We believe you'll want to join their ranks.

"Made improvements to existing structure Finished in half the time quoted Performed additional work on broken door knob Would recommend to everyone"

Richard C on December 2023


Avatar for Perez Tree and Landscaping

Perez Tree and Landscaping

4.92(
12
)
Approved Pro

Perez Tree and Landscaping

4.92(
12
)
Approved Pro
Super Service Award
Customers say: True professional
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
184 local quotes requested

At Perez Tree and Landscaping our customers needs are the utmost importance. Our team with 12+ years experience is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is to big or too small, please contact us for a free estimate!

"Minor came and gave a free estimate and when he returned a few days later, he was prompt and very professional. When the job was complete he removed all the debris and trucked it away and he left it cleaner than it was before."

Robert R on October 2025

At Perez Tree and Landscaping our customers needs are the utmost importance. Our team with 12+ years experience is committed to meeting those needs. We welcome the opportunity to earn your trust and deliver you the best service. No job is to big or too small, please contact us for a free estimate!

"Minor came and gave a free estimate and when he returned a few days later, he was prompt and very professional. When the job was complete he removed all the debris and trucked it away and he left it cleaner than it was before."

Robert R on October 2025

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Deck Maintenance questions, answered by experts

Learning how to fix water-damaged or swollen wood is possible, but it won’t always work if there is significant warping or structural damage that was caused by the water. Cosmetic issues such as nicks, bubbling and peeling can often be fixed by using an iron, sanding, or using wood filler.

While the chemical, copper-based coating on pressure-treated wood offers protection from rot and pests, it’s not a silver bullet. An added sealant will help protect the wood further, though sometimes the wood is treated in a way that causes premature failure, and this is largely out of your control. It’s simply a case of bad luck. Regularly inspect all your house’s wood to look for any cracks or signs of mold and mildew. Getting ahead of the problem is the key to ensuring it doesn’t grow out of control.

Building codes typically require handrails if your porch is 30” or more off the ground. However, it's important to check your local regulations and building codes to make sure, as this can differ depending on your location. When in doubt, check with a local porch handrail pro, who will know the local codes and be able to get permits if any are required.

No, you don’t need a permit to repair and replace a few boards on an existing deck. However, if you’re making structural changes to the deck or tearing down the old one and building a new one, you will likely need a permit. Check with your local municipality for the regulations and rules in your area, or ask a local contractor who builds decks for advice.

You can either nail or screw deck boards according to your preference. We recommend using 3-inch galvanized deck screws in this guide because screws offer superior holding powder over time. If you’re using screws, you can minimize the risk of cracking the boards by drilling small pilot holes before securing the boards to the deck joists.

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.

What do you need done? We’ll find top pros.
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