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  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon455
    Verified deck repair services reviews

Top-Rated Deck repair pros in Winchester - Updated Nov 2026

Avatar for Dseventy3 Construction, LLC
Dseventy3 Construction, LLC
5.0(
29
)
Deck or Porch - Repair

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1993

Free estimates

Warranties offered

"Jorge ad crew did an amazing job. I had an older deck that needed a lot of repairs. They did all the work and -painted it within a very reasonable time! Looks like a brand-new deck for Half for the money! I would recommend for sure! Thank you!"
Response time6 hrs
Response rate100%
Recommended by85%of homeowners
Avatar for DC Carpenter, LLC
DC Carpenter, LLC
4.7(
161
)
Deck or Porch - RepairDeck or Porch - Repair - For Business

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2002

Free estimates

Emergency services offered

"Cosme and his crew did excellent work at a reasonable price, and did it quickly. When an unexpected rainstorm messed up the stain he had just put on the deck, he happily returned within a couple days to redo the work. Responsible, and easy to work with."
New Construction
Framing
House Wrap
Siding and Trim
Framing

+20

Response time1 day
8 neighbors recently requested a quote
Recommended by92%of homeowners
Rudy's Carpentry & Painting
4.9(
41
)
Deck or Porch - RepairDeck or Porch - Repair - For Business

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2017

Free estimates

Customers say: Terrific value

"At the outset, I obtained four quotes for the work which included replacing one staircase, all railings and a few support beams and a few deck planks that were rotted. Of the four contractors that came out to visually inspect the deck, Rudy was the only one to recommend replacing all three staircases as he explained to me why they weren’t built correctly and he also recommended replacing all 16 of the support beams as the existing ones weren’t to code. The deck is 35 years old. Not only did he provide his expertise on what work was required, his quote was more than fair for the work he performed. His work is exceptional, clean and professionally managed. I recommend him highly. I’m"
Our Work
Our Work
Our Work
Our Work
Our Work

+3

Response time3 hrs
Response rate99%
43 neighbors recently requested a quote
Daniel J. O'Leary III
4.6(
62
)
Deck or Porch - Repair

Serving Winchester, MA and surrounding areas

Approved

In business since 2002

Free estimates

Small jobs welcome

"Dan did a great job doing an entire re-build of our front porch. He framed, decked (PVC) and built the railings. We are very pleased with the quality of his work. This is the second project Dan has done for us and we would highly recommend him."
Response time3 hrs
3 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for The Belmont Builders
The Belmont Builders
4.9(
25
)
Deck or Porch - RepairDeck or Porch - Repair - For Business

Serving Winchester, MA and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

"We reached out to Hakob and his team to give us a quote on rebuilding our deck. Unlike some other contractors who jumped straight into new deck mockups, he suggested we save some money and work off of the existing structure and just replace the old wood with new azek and a different set of stairs to reclaim our backyard space. He and his team got the job done in a timely manner, including working through some very cold days in the home stretch. Highly recommend Hakob, especially for those in the Belmont area."
deck
the house before the deck
during construction
stairs
view from the left side

+58

Response time1 day
Response rate97%
14 neighbors recently requested a quote
Avatar for All Season Construction
All Season Construction
5.0(
26
)
Deck or Porch - RepairDeck or Porch - Repair - For Business

Serving Winchester, MA and surrounding areas

Approved

In business since 2014

Free estimates

Customers say: Quick response

"My deck showed some rotting and needed repair. I hired David to fix the problem. He also noticed some rotting around my front door. For a very reasonable price all work was completed in a completely satisfactory, courteous, and timely manner. David removed all waste materials and cleaned all areas. I would definitely hire him again."
Pavers
Pavers
Pavers
Pavers
Pavers

+8

Response time7 hrs
Response rate100%
84 neighbors recently requested a quote
Avatar for B&D Construction and Painting, Inc.
B&D Construction and Painting, Inc.
4.7(
159
)
Deck or Porch - Repair

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2017

Free estimates

Small jobs welcome

"I would recommend him and crewmen to even Kings and Queens . Benicio is a very honest, hard working and patient man. We hired the company to paint our deck. Gave him the deposit check. Two days later we started another project in the house. We called him and postponed the work for mid or late July. He didnâ t cash the check until he reached out to us in mid July to confirm that we will go forward as previously scheduled. Last weekend he came with his crew and painted the deck. We were amazed to see the care and respect they show. Although the yard is not cleaned as it is being worked on, they placed drop cloths all around the deck. They did a great job repairing the steps and painting the deck. They showed great respect to the property. They cleaned up very well before leaving. He is very honest hearted man. I We appreciated the fact that he is not money hungry. He sees people before profit. Something thatâ s very hard to find nowadays. Great Hob !!! We are very pleased."
Window before
Window install after
Response time7 hrs
Response rate90%
16 neighbors recently requested a quote
Robert Pino
4.9(
92
)
Deck or Porch - Repair

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1985

Free estimates

Warranties offered

"Bob Pino did an excellent job on multiple handyman tasks in my home. He responded quickly, was very knowledgeable, thorough, professional and skilled in the work done. He completed smaller tasks and efficiently repaired an entryway ceiling, with a second person assisting to get it done quickly. His workmanship was skilled and he did a great job with numerous small repairs, installed an under cabinet TV and patiently explained pros and cons of different repair options. I recommend him highly."
Response time4 hrs
18 neighbors recently requested a quote
Recommended by58%of homeowners
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Deck Repair FAQs, answered by experts

The best time to paint your deck is when temperatures are neither too cold (below 60 degrees) nor too hot (above 85 degrees). Always paint your deck when there’s no risk of rain. For fast-drying paint like acrylic or latex, ensure your deck can dry for at least four hours. Oil-based paints take longer to dry and may require 48 hours to completely cure.

Yes, and in some cases, frozen ground may improve the digging process for footings due to sturdier conditions. It’s easier than working in muddy conditions, which are more common in the spring. Contractors may use machinery that makes this step a breeze, so harder ground shouldn’t affect the building process.

While you can use various materials like sand or even just soil, gravel is widely considered the best option to put under a deck. It provides excellent drainage and is resistant to water, fire, and pests. Gravel also helps anchor the soil to prevent erosion during heavy rain and acts as a built-in weed blocker, reducing regular upkeep. Furthermore, it is simple to spread, available in various textures and tones, and adds a polished look that complements any deck design.

Local building codes don’t specify the number of steps a deck can have before a railing is required, mainly because stair height varies widely. Most areas require decks 30 inches or higher to have a railing. While not exact, that roughly equates to four to seven steps.

It's okay to walk on a newly painted deck after about four to six hours as long as the weather has been dry. Be sure to wait at least 24 hours before you place any outdoor furniture or grills on a freshly painted deck, though.

The Winchester, MA homeowners’ guide to deck repair services

From average costs to expert advice, get all the answers you need to get your job done.