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Top-Rated Patio pros in Chester - Updated Nov 2026

Avatar for Sondrini Enterprises, Inc.
Sondrini Enterprises, Inc.
4.6(
57
)
Fabric Awning or Patio Cover - Install or Replace

Serving Chester, MA and surrounding areas

Approved

In business since 1996

Free estimates

Emergency services offered

"I had an older awning which needed to be replaced. The price they offered for a motorized awning was excellent. It takes a few months for the awning to be manufactured because each one is made to your own measurements and color specifications. The installation was done professionally and everything works perfect."
 A retractable patio awning
 Stationary Patio Awnings, Commercial Awnings
Patio awnings are available in any width.
Roof Mounted Deck Awning, Stationary Patio Canopy
Awnings can be mounted in a variety of ways.

+16

Response time11 hrs
23 neighbors recently requested a quote
Recommended by87%of homeowners
Avatar for New England Carpentry Inc
New England Carpentry Inc
4.9(
50
)
Sunroom or Patio Enclosure - Build

Serving Chester, MA and surrounding areas

Approved

In business since 2014

Free estimates

Emergency services offered

"I highly recommend NE Carpentry for quality of workmanship, professionalism, and good communication from beginning to end. We had four old windows replaced, two in a rental apartment where the tenant was working. The workers were sensitive in keeping noise and disruption to a minimum. Wood was replaced where necessary around window frames, all was painted at completion, and cleanup left all in order. The two workers, as well as Gil, were a pleasure to work with and to have in our home. We had NE Carpentry renovate two back porches two years ago. We will continue to turn to them for their excellent work as needed in the future."
Response time1 day
Response rate100%
3 neighbors recently requested a quote
Rolando Landscaping & Construction
4.3(
7
)
Brick and Stone Patios, Walks, and Steps - InstallInterlocking Pavers for Patios, Walks & Steps - InstallInterlocking Pavers for Patios, Walks & Steps - Install- For Business

Serving Chester, MA and surrounding areas

Approved

Free estimates

Warranties offered

Credit card accepted

"Rolando is attentive and listens to what you want done. Very pleasant gentleman and dies a great job and he automatically comes by every 15 days without me having to call. Highly recommend. Iris, Springfield"
walkway and gazebo
walkway and gazebo
walkway and gazebo
Additional Photos
Additional Photos

+11

Response time2 days
Response rate100%
3 neighbors recently requested a quote
ALL AMERICAN MASONRY AND SWEEPS
4.6(
16
)
Concrete Patios, Walks & Steps- InstallConcrete Patios, Walks & Steps- Install- For Business

Serving Chester, MA and surrounding areas

Approved

In business since 1994

Free estimates

Emergency services offered

"It was a pleasure working with this company Not only was the work done well but the people who work for them are wonderful! I would recommend them comfortably to anyone seeking professional chimney work"
Response time2 days
Response rate100%
Recommended by81%of homeowners
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Patios FAQs, answered by experts

Prefab kits like a small sunroom for around $20,000 or even a basic gazebo roof for as little as $60 can save you big over professional installation. However, you lose the option for customization, and these structures tend not to last nearly as long. As for bigger projects like a deck or patio, you shouldn’t go with the DIY route unless you’re fully prepped with the tools and know-how to get it done right. Mistakes can be frustrating and costly, so choose a pro if you’re looking to eliminate your risk of error.

Even under the best of all circumstances, the maximum ROI on a pool is about 56%. There are other exterior home projects that you can do that are both less expensive to tackle and net a more significant ROI. These include:

An Arizona room may or may not count toward your home’s square footage, depending on local regulations and the specifics of the room, but generally does not get included in the total square footage. In many locations, a room needs to be built to the same quality as the rest of the home, have an integrated heating/cooling system, and be habitable year-round to count toward square footage. 

A deck is typically attached to a house and accessed via the back door. Decks are usually constructed from wood or composite materials. A terrace, on the other hand, is a raised platform that can be attached to or detached from the house and is typically made from a hard-paved material, such as paving stones. Terraces can be built on the ground or on the roof of a home.

In almost all cases, you will need permits if you plan on building a sunroom over your patio, but regulations and requirements will depend on your municipality. Permits to enclose your patio will usually cost between $300 and $1,000. Since navigating local building codes and zoning requirements is challenging—and the consequences of not following them can be extremely expensive—we strongly recommend hiring a sunroom builder to complete the work and pull the permits for you.

The Chester, MA homeowners’ guide to patio services

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