Book the Top Lawn Care Services in Winchester, MA

Easily schedule lawn mowing from the top lawn pros in Winchester

Get a quick and easy price:
πŸ”’ Your information is secure.
Illustration of a lawn care crew working a yard
4.7 / 5 β˜…β˜…β˜…β˜…β˜…
500,000+ reviews
As seen in...
Inc. Logo
CNBC Logo
TechCrunch Logo
The Guardian Logo
Forbes Logo
USA Today Logo

How LawnStarter works

Get started in under 5 minutes

1
Online Pricing by LawnStarter

View Pricing

2
Hassle Free Scheduling by LawnStarter

Choose your service date

3
Online Pricing by LawnStarter

Let our pros do the work

Why LawnStarter?

5 Minute Setup
View pricing, choose your options, and schedule service in 5 minutes or less.
Online Account Management
Payment, scheduling, feedback... all done through a convenient app.
All Services Covered
Lawn mowing, fertilization, bush trimming, weeding and more. We can do it all.
Fully Insured Professionals
You are covered. All LawnStarter pros are required to carry liability insurance.
Quality Service
We ask you to rate each service to make sure you are satisfied.
Created with Sketch.
Hundreds of Raving Reviews
Don't take our word for it... read our five star reviews on Google and Shopper Approved!

Winchester, MA - Apr 28, 2024
Local Lawn Care Facts & Resources

Lawn tip of the week

Did you know? There are approximately 50 million acres of grass in the United States. Approximately 21 million of those acres are in our front and back yards.

Popular Grass Types in Winchester

Centipedegrass 100%

Grass Cutting Height Preferences

Long (6-7 inches) 4%
Medium (4-5 inches) 25%
Short (2-3 inches) 71%

Lawn Care Facts

Average Yard Size 11,746 sq ft
Average Mowing Price $63.42
   
Lawns Fertilized 13%
Lawns with Leaf Removal 4%
Aerated Lawns 10%
Yards with Cleanups 11%
Days That Are Sunny 7%

Take your lawn on the go.

An app for lawn care, seriously? You betcha! Stay up‑to‑date on your lawn wherever you go.

LawnStarter's Mobile App

Recent Reviews

We encourage feedback from all customers to ensure we are delivering the best service possible.

Karen G.'s Lawn Care service result
"Can we get the clippings picked up on mow days? Does it cost more?"
β˜…β˜…β˜…β˜…β˜…
Karen G. - Apr 23, 2024 - Winchester, MA
Lawn Care by Jon Shah
J. Shah's Lawn Maintenance
Dan M.'s Lawn Care service result
"On time. Courteous and professional. Great job on mowing, trimming, and cleanup."
β˜…β˜…β˜…β˜…β˜…
Dan M. - Apr 19, 2024 - Winchester, MA
Lawn Care by Luke Yates
Yates's Garden Services
Dominique M.'s Lawn Care service result
"Excellent Work! Always on time and efficient with cutting the grass. The best lawn guy in the area! I"
β˜…β˜…β˜…β˜…β˜…
Dominique M. - Apr 03, 2024 - Winchester, MA
Lawn Care by Janice Mercado
Janice Mercado's Lawn Treatment & Lawnscape
Nathaniel B.'s Lawn Mowing service result
"Thank you!"
β˜…β˜…β˜…β˜…β˜…
Nathaniel B. - Dec 26, 2023 - Winchester, MA
Lawn Mowing by Luke Yates
Yates's Garden Services
Muhammad A.'s Lawn Service service result
"Good work"
β˜…β˜…β˜…β˜…β˜…
Muhammad A. - Dec 20, 2023 - Winchester, MA
Lawn Service by Kyle Willis
Kyle Willis's Lawn Treatment & Lawnscape Inc
Chris v.'s Lawn Care service result
"Awesome job! Guys did wonderful work and would recommend to anyone!"
β˜…β˜…β˜…β˜…β˜…
Chris v. - Nov 28, 2023 - Winchester, MA
Lawn Care by Dwayne Watkins
D. Watkins's Lawn Care Service
Antuan W.'s Lawn Service service result
"Got a basic mow and everything was clean cut. Thanks so much."
β˜…β˜…β˜…β˜…β˜…
Antuan W. - Nov 28, 2023 - Winchester, MA
Lawn Service by Kyle Willis
Kyle Willis's Lawn Treatment & Lawnscape Inc
Edith C.'s Lawn Service service result
"Please do edging and trinning in the back"
β˜…β˜…β˜…β˜…β˜…
Edith C. - Oct 21, 2023 - Winchester, MA
Lawn Service by Kyle Willis
Kyle Willis's Lawn Treatment & Lawnscape Inc
Austin B.'s Lawn Mowing service result
"Lawn looks great! I've been out of town and was unable to get to it myself. I will say that we just took down our garden for the season, and that portion of the yard was left untouched, but I didn't specify to get that part as well. Overall good job!"
β˜…β˜…β˜…β˜…β˜…
Austin B. - Sep 20, 2023 - Winchester, MA
Lawn Mowing by Terrence Mendez
T. Mendez's Lawn Solutions
Joanne n.'s Lawn Mowing Service service result
"Excellent job and look forward to Drew next service!"
β˜…β˜…β˜…β˜…β˜…
Joanne n. - Sep 19, 2023 - Winchester, MA
Lawn Mowing Service by Terrence Mendez
T. Mendez's Lawn Solutions
Edress M.'s Lawn Mowing service result
"Great job. Thank You!!"
β˜…β˜…β˜…β˜…β˜…
Edress M. - Sep 04, 2023 - Winchester, MA
Lawn Mowing by Charles Bush
C. Bush's Lawns
Carl C.'s Grass Cutting service result
"Did another great job as usual! Thanks"
β˜…β˜…β˜…β˜…β˜…
Carl C. - Sep 02, 2023 - Winchester, MA
Grass Cutting by Luke Yates
Yates's Garden Services
β˜…β˜…β˜…β˜…β˜…
"Thanks"
Edith C. - Jul 27, 2023 - Winchester, MA
Lawn Maintenance by Earl Wise (Earl Wise's Lawn Treatement)
β˜…β˜…β˜…β˜…β˜…
"Phenomenal work crew!"
Yeei M. - Jul 23, 2023 - Winchester, MA
Lawn Service by Terrence Mendez (T. Mendez's Lawn Solutions)
β˜…β˜…β˜…β˜…β˜…
"Good Job! I'll try and add a tip next time, if my budget allow it."
Barbara D. - Jul 05, 2023 - Winchester, MA
Lawn Care by Jon Shah (J. Shah's Lawn Maintenance)
β˜…β˜…β˜…β˜…β˜…
"Thanks!"
Caroline C. - Jun 08, 2023 - Winchester, MA
Lawn Mowing Service by Gregg Chen (Gregg Chen's Lawn Care Service)
Loading...
Page: 1 / 5

Service Recommendations in Winchester

LawnStarter pros will let you know what your lawn needs. Here are some recent recommendations for lawn care services in Winchester, MA.

Pro Recommendation for Lawn Cleanup

Recommended by Kyle Willis
Details
Location Icon
Location: Winchester, MA
Yard Size Icon
Yard Size: 7,083 square feet
Price Icon
Price: $274.39
Additional Details Icon
Location (from the street): Back yard The backyard requires a long grass clean up prior to the mowing service. The grass is over 3 feet long in some areas. I mowed the backyard as much as possible, but it's way too long.

Pro Recommendation for Leaf Raking And Cleaning

Recommended by Donald Davies
Details
Location Icon
Location: Winchester, MA
Yard Size Icon
Yard Size: 19,591 square feet
Price Icon
Price: $152.44
Additional Details Icon
Location (from the street): Front yard Leafs and branches removed from front yard Thanks kkk

Pro Recommendation for Other Lawn Maintenance

Recommended by Carl Atwood
Details
Location Icon
Location: Winchester, MA
Yard Size Icon
Yard Size: 7,383 square feet
Price Icon
Price: $79.27
Additional Details Icon
Location (from the street): Full yard Front and back lawn treatment for broadleaf weeds. This product will help get rid of existing broadleaf weeds. Just let me know if y'all have any questions at all this product typically needs to be reapplied each season. But if you're interested in also doing pre-emergence to prevent new weeds let me know. Thanks

Pro Recommendation for Yard And Flowerbed Cleaning

Recommended by Terrence Mendez
Details
Location Icon
Location: Winchester, MA
Yard Size Icon
Yard Size: 20,909 square feet
Price Icon
Price: $329.27
Additional Details Icon
Location (from the street): Full yard Back bushes to be removed and all the mulch bed's cleaned of plant debris and sticks.

Pro Recommendation for Other Yard Maintenance

Recommended by Kyle Willis
Details
Location Icon
Location: Winchester, MA
Yard Size Icon
Yard Size: 6,390 square feet
Price Icon
Price: $30.49
Additional Details Icon
Location (from the street): Front yard Weeds removal of front yard and leaf blowing / cleaning

Pro Recommendation for Other Landscaping Service

Recommended by Luke Yates
Details
Location Icon
Location: Winchester, MA
Yard Size Icon
Yard Size: 9,367 square feet
Price Icon
Price: $50
Additional Details Icon
Location (from the street): Full yard Second cut........................................

Requests for Service

Have a project in mind? Request a no-obligation quote from your pro with the tap of a button. Here are some recent quotes requested in Winchester.

Customer pricing request for Lawn Care

Requested by Danielle M.
Details
Location Icon
Location: Winchester, MA 20112
Yard Size Icon
Yard Size: 11,175 square feet
Price Icon
Price: $366
Additional Details Icon
Items Needing Service: Front and backyard Aeration, fertilizer and seeding.
Location on Property: Full yard
Work to be Done: By the end of the month
Serviced by: D. Watkins's Lawn Care Service

Customer pricing request for Other Lawn Care

Requested by Bea A.
Details
Location Icon
Location: Winchester, MA 78634
Yard Size Icon
Yard Size: 6,098 square feet
Price Icon
Price: $238
Additional Details Icon
Items Needing Service: flowerbeds removed
Location on Property: front and back
Work to be Done: flowerbeds removed
Serviced by: J. Robinson's Lawn And Landscape

Customer pricing request for Tree Care

Requested by Craig W.
Details
Location Icon
Location: Winchester, MA 33702
Yard Size Icon
Yard Size: 3,757 square feet
Price Icon
Price: $244
Additional Details Icon
Items Needing Service: Hibiscus tree in front yard was damaged in hurricane. Not sure if it can be salivated or needs to be removed and replaced. Trees in front and back need pruning.
Location on Property: Front-yard, Backyard
Work to be Done: Identify options for front hibiscus tree and trim/prune back mango, lychee, sugar apple, and palm trees.
Serviced by: Gregg Chen's Lawn Care Service

Customer pricing request for Weed Control

Requested by Gage E.
Details
Location Icon
Location: Winchester, MA 80205
Yard Size Icon
Yard Size: 4,923 square feet
Price Icon
Price: $335
Additional Details Icon
Items Needing Service: I need my lawn cut, it has extremely long 'grass'. Requires more attention then my regular service will help me with.
Location on Property: Full yard
Work to be Done: Cut grass and weeds
Serviced by: Kyle Willis's Lawn Treatment & Lawnscape Inc

Customer pricing request for Lawn Care

Requested by Lane B.
Details
Location Icon
Location: Winchester, MA 92614
Yard Size Icon
Yard Size: 2,800 square feet
Price Icon
Price: $1463
Additional Details Icon
Items Needing Service: lawn
Location on Property: along the fence area
Work to be Done: plant new grass
Serviced by: Mcmillan's Lawns

Customer pricing request for Lawn Care

Requested by Sherrie R.
Details
Location Icon
Location: Winchester, MA 30310
Yard Size Icon
Yard Size: 9,092 square feet
Price Icon
Price: $61
Additional Details Icon
Items Needing Service: Front and back yard need to be done they will need to look at it first
Location on Property: Full yard
Work to be Done: Front and back yard
Serviced by: J. Shah's Lawn Maintenance

The Lawntrepreneur Scholarship

The Lawntrepreneur Scholarship is our way of giving back to the up and coming young entrepreneurs in the Winchester, MA area.

Top Winchester, MA Lawn Services of April 2024

Herbert Osborn Profile Photo
Herbert Osborn
β˜…β˜…β˜…β˜…β˜…
(8 Ratings)
H. Osborn's Lawn Maintenance
Winchester, MA
H. Osborn's Lawn Maintenance is a landscaping service offering professional grade landscape maintenance, lawn aeration and other services in Winchester. They are professional and customer focused. The company also does concrete work.
Icon for 6 yrs experience
6 yrs experience
Icon for Licensed
Licensed
Icon for Insurance Verified
Insurance Verified
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Dwayne Watkins Profile Photo
Dwayne Watkins
β˜…β˜…β˜…β˜…β˜…
(5 Ratings)
D. Watkins's Lawn Care Service
Winchester, MA
Dwayne and his team deliver professional grade grass cutting, sprinkler repair, and even concrete work in Winchester. You can expect honest service, thanks to their 14 years of experience.
Icon for 14 yrs experience
14 yrs experience
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Icon for Insured
Insured
Icon for Insurance Verified
Insurance Verified
Recent Customer Review:
"Awesome job! Guys did wonderful work and would recommend to anyone!"
Kelly Mcmillan Profile Photo
Kelly Mcmillan
β˜…β˜…β˜…β˜…β˜…
(37 Ratings)
Mcmillan's Lawns
Winchester, MA
Mcmillan's Lawns strives to be the best grounds maintenance company in Winchester. Kelly's crew has 3 years of experience and provides top quality lawn service and lawn aeration in the Winchester area.
Icon for 3 yrs experience
3 yrs experience
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Icon for Insured
Insured
Icon for Licensed
Licensed
Kyle Willis Profile Photo
Kyle Willis
β˜…β˜…β˜…β˜…β˜…
(30 Ratings)
Kyle Willis's Lawn Treatment & Lawnscape Inc
Winchester, MA
Kyle Willis's Lawn Treatment & Lawnscape Inc is one of Winchester, MA's top lawn care authorities. Need leaf removal, landscape maintenance, flower bed maintenance or something else? Look no further!
Icon for 14 yrs experience
14 yrs experience
Icon for Top-Rated
Top-Rated
Icon for Licensed
Licensed
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Recent Customer Review:
"Got a basic mow and everything was clean cut. Thanks so much."
Earl Wise Profile Photo
Earl Wise
β˜…β˜…β˜…β˜…β˜…
(29 Ratings)
Earl Wise's Lawn Treatement
Winchester, MA
Are you seeking quotes from a trustworthy outdoor maintenance company? Earl Wise's Lawn Treatement is a outdoor maintenance company that is proficient in lawn service, fire ant treatment, and leaf blowing. They can also provide quotes for pool cleaning upon request.
Icon for 8 yrs experience
8 yrs experience
Icon for Licensed
Licensed
Icon for Insurance Verified
Insurance Verified
Icon for Insured
Insured
Recent Customer Review:
"thanks"
Gregg Chen Profile Photo
Gregg Chen
β˜…β˜…β˜…β˜…β˜…
(27 Ratings)
Gregg Chen's Lawn Care Service
Winchester, MA
Gregg Chen's Lawn Care Service provides professional grade lawn service and landscape installation in Winchester. Gregg and his team have tackled hundreds of lawns over the past 16 years.
Icon for 16 yrs experience
16 yrs experience
Icon for Insurance Verified
Insurance Verified
Icon for Top-Rated
Top-Rated
Icon for Licensed
Licensed
Recent Customer Review:
"Thanks!"
Carl Atwood Profile Photo
Carl Atwood
β˜…β˜…β˜…β˜…β˜…
(26 Ratings)
Carl's Landscaping
Winchester, MA
Looking for an estimate from a landscape installation company? Carl and his technicians are some of the gardening industry's foremost gurus. They offer top quality landscape installation, lawn work, flower bed maintenance and even gutter cleaning.
Icon for 18 yrs experience
18 yrs experience
Icon for Licensed
Licensed
Icon for Top-Rated
Top-Rated
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Charles Bush Profile Photo
Charles Bush
β˜…β˜…β˜…β˜…β˜…
(24 Ratings)
C. Bush's Lawns
Winchester, MA
C. Bush's Lawns has been offering service in Winchester for 20 years. We're the punctual residential and commercial lawn service that truly cares about providing economical service. Whether you need lawn work, tree care or fire ant treatment, our pros can handle it!
Icon for 20 yrs experience
20 yrs experience
Icon for Insurance Verified
Insurance Verified
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Icon for Licensed
Licensed
Recent Customer Review:
"LawnStarter did a great job on my yard today."
Janice Mercado Profile Photo
Janice Mercado
β˜…β˜…β˜…β˜…β˜…
(23 Ratings)
Janice Mercado's Lawn Treatment & Lawnscape
Winchester, MA
Janice started lawn care lawns 5 years ago. Today Janice Mercado's Lawn Treatment & Lawnscape serves hundreds of customers in Winchester, and provides top quality lawn care and premium gutter cleaning.
Icon for 5 yrs experience
5 yrs experience
Icon for Licensed
Licensed
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Icon for Insurance Verified
Insurance Verified
Recent Customer Review:
"Excellent Work! Always on time and efficient with cutting the grass. The best lawn guy in the area! I"
Jon Shah Profile Photo
Jon Shah
β˜…β˜…β˜…β˜…β˜…
(22 Ratings)
J. Shah's Lawn Maintenance
Winchester, MA
Do you need quotes from a lawn care service? Jon and his service professionals are some of the landscaping industry's foremost gurus. They provide caring aeration, lawn work, flower bed cultivation and even stump grinding.
Icon for 6 yrs experience
6 yrs experience
Icon for Insured
Insured
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Icon for Licensed
Licensed
Recent Customer Review:
"Good Job! I'll try and add a tip next time, if my budget allow it."
Randy Clayton Profile Photo
Randy Clayton
β˜…β˜…β˜…β˜…β˜…
(21 Ratings)
Clayton's Lawn And Landscape
Winchester, MA
Clayton's Lawn And Landscape is a gardener offering quality lawn care, irrigation maintenance and other services in Winchester. They are communicative and meticulous. The company also often does sidewalk repair.
Icon for 16 yrs experience
16 yrs experience
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Icon for Licensed
Licensed
Icon for Insured
Insured
Jerry Rush Profile Photo
Jerry Rush
β˜…β˜…β˜…β˜…β˜…
(15 Ratings)
J. Rush's Lawn And Landscape
Winchester, MA
J. Rush's Lawn And Landscape is Winchester's best choice for grass mowing and shrub trimming. With 6 years of experience, Jerry and his crew are dependable and consistent.
Icon for 6 yrs experience
6 yrs experience
Icon for Top-Rated
Top-Rated
Icon for Insurance Verified
Insurance Verified
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Recent Customer Review:
"That was so fast, especially since the growth was from last fall! Looks like a normal yard again as opposed to a jungle. Thank you!"
Luke Yates Profile Photo
Luke Yates
β˜…β˜…β˜…β˜…β˜…
(13 Ratings)
Yates's Garden Services
Winchester, MA
Luke started lawn maintenance lawns 11 years ago. Today Yates's Garden Services serves hundreds of customers in Winchester, and provides good quality lawn maintenance and bargain priced coy pond maintenance.
Icon for 11 yrs experience
11 yrs experience
Icon for Licensed
Licensed
Icon for Insurance Verified
Insurance Verified
Icon for Top-Rated
Top-Rated
Recent Customer Review:
"On time. Courteous and professional. Great job on mowing, trimming, and cleanup."
Donald Davies Profile Photo
Donald Davies
β˜…β˜…β˜…β˜…β˜…
(13 Ratings)
D. Davies's Lawn & Garden
Winchester, MA
Donald and his team deliver top grade lawn maintenance, bush trimming, and even large scale tree care in Winchester. You can expect responsive service, thanks to their 5 years of experience.
Icon for 5 yrs experience
5 yrs experience
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Icon for Top-Rated
Top-Rated
Icon for Licensed
Licensed
Recent Customer Review:
"I had forgotten I had signed up and there he was cutting my grass. Politely, "Im your lawn service" I had already cut, but he refreshed my lawn. I'm a shorty. need a ladder for anything tall. He helped with the bushes and trimming.. I'm so pleased with my front lawn. Five stars are not enought...he needs six."
Terrence Mendez Profile Photo
Terrence Mendez
β˜…β˜…β˜…β˜…β˜…
(13 Ratings)
T. Mendez's Lawn Solutions
Winchester, MA
Looking for a well done lawn mowing service? T. Mendez's Lawn Solutions is a lawn mowing service that does lawn care, tree care, and top dressing throughout the Winchester area.
Icon for 15 yrs experience
15 yrs experience
Icon for Insured
Insured
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Icon for Licensed
Licensed
Recent Customer Review:
"Lawn looks great! I've been out of town and was unable to get to it myself. I will say that we just took down our garden for the season, and that portion of the yard was left untouched, but I didn't specify to get that part as well. Overall good job!"
Jamie Robinson Profile Photo
Jamie Robinson
β˜…β˜…β˜…β˜…β˜…
(12 Ratings)
J. Robinson's Lawn And Landscape
Winchester, MA
J. Robinson's Lawn And Landscape specializes in lawn maintenance, but also offers shrub trimming and planting bed maintenance. We are also one of the few landscaping services in Winchester that offers xeriscaping. You can rely on Jamie's 20 years of expertise!
Icon for 20 yrs experience
20 yrs experience
Icon for LawnStarter Gold Rating
LawnStarter Gold Rating
Icon for Insured
Insured
Icon for Insurance Verified
Insurance Verified