Top-rated landscapers.

Get matched with top landscapers in Winchester, MA

Enter your zip and get matched with up to 5 pros

Need a pro for your landscaping project in Winchester, MA?

Select your specific project to find the pro for you.

TRUSTED BY WINCHESTER, MA HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon818
    Verified landscaping services reviews

Find Landscapers in Winchester

Avatar for DMZ Landscaping & Masonry
DMZ Landscaping & Masonry
4.8(
67
)
Designer - LandscapeLandscape - Install Landscaping for Yard or GardenLandscape - Install Landscaping for Yard or Garden - For Business+7 more

Serving Winchester, MA and surrounding areas

Approved

In business since 2013

Free estimates

Credit card accepted

"Daydo and his crew came with their bobcat to do some landscaping + install ditches for gutters + put a gravel ring around the whole house. They were professional. Daydo had vision, and proposed a few extra things (lowering a hill, black aluminum trim around gravel) that while I did pay for, was very happy with."
Recommended by93%of homeowners
Avatar for Madison Floral & Landscape Solutions
Madison Floral & Landscape Solutions
5.0(
22
)
Landscape - Install Landscaping for Yard or GardenLandscape - Minor Grading or ReslopingLandscape - Minor Grading or Resloping - For Business

Serving Winchester, MA and surrounding areas

Approved

In business since 2000

Free estimates

Small jobs welcome

"Madison Floral & Landscape Solutions treats your yard as if it is their own! It's so refreshing to do business with people who genuinely care about their work. When he arrived to survey the situation and provide his estimate, Edison took his time, answered my questions and offered solid suggestions. He and Rocco and his crew showed up on time and worked diligently transforming our back yard into a thing of beauty. No stone was left unturned. The clover and crabgrass has been replaced with a beautiful lawn of Kentucky Blue Grass and two garden beds . We cannot wait for Spring! Thank you, Edison, Rocco, et al."
Madison Floral
Madison Floral
Madison Floral
Madison Floral
Madison Floral

+10

Response time12 hrs
Recommended by100%of homeowners
Pro Cut Landscape & Design
4.9(
192
)
Landscape - Minor Grading or ReslopingLandscape - Soil, Sand, Mulch and Rock DeliveryLawn & Yard Waste Clean Up+2 more

Serving Winchester, MA and surrounding areas

Approved

In business since 2001

Free estimates

Credit card accepted

"Bob Assarian?s Pro Cut Landscape & Design took on a big job in the back of our property ? lawn & yard waste clean up, and also trimmed back overgrown bushes. Bob was super communicative in scheduling the work at a convenient time for us. He and his team performed the work professionally, efficiently, and to our specification and utmost satisfaction; and for a very fair price. We would not hesitate to engage Pro Cut again for further work to be done our property to keep it looking tidy and well groomed."
10 neighbors recently requested a quote
Recommended by74%of homeowners
Mendoza Landscaping
4.9(
21
)
Lawn & Yard Waste Clean UpLawn Care - Maintain and Mow a LawnSod - Install+1 more

Serving Winchester, MA and surrounding areas

Approved

In business since 2000

Free estimates

Offers commercial services

"We called Scott Mendoza from Mendoza landscaping and he responded very quickly which was great. He came out gave us an estimate on the spot and we hired him right away because we could tell that he knew his business! He started yesterday and finished today with a total clean up and cut he did a fantastic job and we highly recommend his company to anyone looking for lawn care needs you won't be disappointed !"
Response time2 hrs
Response rate91%
Recommended by95%of homeowners
Avatar for Pro Cut Landscape & Design
Pro Cut Landscape & Design
4.9(
191
)
Lawn & Yard Waste Clean UpLandscape - Install Landscaping for Yard or GardenLandscape - Minor Grading or Resloping+2 more

Serving Winchester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2001

Free estimates

Small jobs welcome

"Yes, Bob Assarian (Pro Cut Landscape & Design) and his assistant, Manuel, were punctual, communicative and thorough clearing our spacious yard of leaves & small sticks in just 1.5 hours, living up to the high standards of our former landscaper. We also look forward to engaging Bob's landscape design services to beautify our front, back and side yards."
My work
My work
My work
My work
My work

+1

Response time11 hrs
54 neighbors recently requested a quote
Recommended by74%of homeowners
Avatar for SRS Construction & Landscape
SRS Construction & Landscape
5.0(
20
)
Retaining Wall - Install

Serving Winchester, MA and surrounding areas

Approved

In business since 2007

Free estimates

Warranties offered

"I’m very impressed while working with the SRS Contruction & Landscape team. They showed up right away to assess my needs, listened carefully to my ideas, and offered helpful suggestions. Throughout the process, the team was friendly, flexible, and ready to accommodate my requests. To top it off, their pricing was more competitive than any other contractor I contacted. I highly recommend SRS Construction & Landscape for this smooth, professional and pleasant experience."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+124

Response time1 day
Response rate100%
Recommended by100%of homeowners
Avatar for Expres Landscaping Construction Inc
Expres Landscaping Construction Inc
4.7(
57
)
Landscape - Soil, Sand, Mulch and Rock DeliveryRetaining Wall - Install

Serving Winchester, MA and surrounding areas

Approved

In business since 2016

Free estimates

Offers commercial services

"Edgar and his crew have been able to handle every yard project I throw their way. Great crew, no one smoking, no swearing, and no one playing on the phones every 5 minutes. All the guys worked so hard to get everything done. Make an appointment for him to come for the estimate, you will get a call back. Solid guys!"
Patios
Patios
Patios
Patios
Patios

+17

14 neighbors recently requested a quote
Recommended by94%of homeowners
Avatar for M & L LANDSCAPING & CONSTRUCTION, LLC
M & L LANDSCAPING & CONSTRUCTION, LLC
4.9(
97
)
Retaining Wall - Install

Serving Winchester, MA and surrounding areas

Approved

In business since 2020

Free estimates

Credit card accepted

"I want to start off by saying that M&L landscaping did an amazing job with my yard from start to finish. I contacted with Leo on Saturday and he was able to come by the house the next day. We walked through the yard and talked about ideas for a design for the front of the yard (add color the the landscape and reseed the grass) and also clean up the long neglected backyard. Leo was very friendly, made me feel confident in his feedback and comfortable to proceed with the project. Leo and his crew came the next week and finished the job over a three day period. Throughout Leo kept in touch about the progress of the project daily and made sure that we were happy with results thus far. At end of the project, I have to say my yard has never looked better. I love it!!!! Thank you to Leo and crew. I would most definitely recommend M&L landscaping to anyone that is looking to beautify their landscaping. I am highly confident that you will not be disappointed. Most definitely will use again in the near future."
M & L LANDSCAPING
3 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for John's Landscape Services Inc
John's Landscape Services Inc
4.3(
138
)
Lawn Care - Maintain and Mow a LawnArchitect - LandscapeDesigner - Landscape+10 more

Serving Winchester, MA and surrounding areas

Approved

In business since 1986

Free estimates

Credit card accepted

"I was completely blown away by the work that we had done. Lisa, who was the designer was very attentive and quick to return emails and really put a lot of thought into my project. She always responded to emails within an hour and was very honest with me when it came to ideas that i had for the project. She provided a detailed drawing of my property with her ideas for plantings, stepping stones, etc. this made my life very easy by not having to imagine what she was thinking. PJ, who was the foreman on the job was also a great guy and on top of things. He always had my best interests in mind when giving his opinion about grading the yard and what would be best for my children, which was my highest priority. Walter was one of the workers who did a lot of the grading and he was also in constant communication with me. Walter and PJ came up with, and implemented a swing-set area that doubled as a retaining wall to bring up the grade on the lower side of my yard and it came out amazing. We had some irrigation issues at first because some areas were being over-watered. Nick, who was in charge of the irrigation came out to my house multiple times, after all of the work had already been paid for, to make sure that my timers were taken care of and the grass remained in tip-top shape. After paying in full, I still got immediate responses from all parties in this company and they provided immediate solutions within a day or two. They could have put me on the back burner to handle current customers, but they remained attentive to my needs. I plan to use them for cleanups and for all of my fertilizing. I highly recommend this company to everyone."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+17

1 neighbors recently requested a quote
Recommended by83%of homeowners
...
Showing 1-10 of 1049
Landscaping questions, answered by experts

Surface-level tree roots might only pose a small threat, such as being a tripping hazard or obstacle when you mow your lawn. But if mature tree roots start growing in the direction of your home’s foundation or plumbing system, it could be a real problem. Cutting small tree roots out before they grow too large can keep your home safe without removing the whole tree.

Lakefront landscaping offers benefits such as enhancing aesthetic appeal, increasing property value, supporting ecological balance, and providing recreational opportunities while preserving the shoreline's natural beauty.

A window flower box should be deep enough that there’s room for a wide selection of plants and the required amount of soil and gravel. Standard flower boxes are 8 inches deep and 8 inches from front to back. Larger is better to increase the variety of plants in the box, but you could run into stability issues as it increases in weight.

The soil around your foundation should slope down and away from your home, not toward it. If the grading drops the farther you are from your home, you can enhance the slope by removing more soil. Mark off a few feet from your house and dig up some of this soil. Regrading around your fountain should encourage water to flow away from your home and not collect or “pond.”

If you choose to leave gaps between your pavers, you can grow some ground cover plants between them for an organic feel. Look for plants such as creeping thyme, dymondia, jewel mint of Corsica, or clover.

The Winchester, MA homeowners’ guide to landscaping services

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