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
LawnStarter Yard Banner
4.7 / 5 star
500,000+ reviews
As seen in...
Inc. Logo CNBC Logo TechCrunch Logo The Guardian Logo Forbes Logo USA Today Logo

The best lawn care Winchester has to offer

Get started in under 5 minutes



View pricing



Choose your service date



Let our pros do the work

Why LawnStarter?

5 Minute Setup

5 Minute Setup
View pricing, choose your options, and schedule service in 5 minutes or less

Online Account Management

Online Account Management
Payment, scheduling, feedback... all done through a convenient app.

All Services Covered

All Services Covered
Lawn mowing, fertilization, bush trimming. We can do it all.

Insured Providers

Fully Insured Professionals
You are covered. All LawnStarter pros are required to carry liability insurance.

Quality Guaranteed

Quality Guaranteed
If you are not happy, we won't charge you. It's as simple as that.

Happy Customers

Hundreds of Raving Reviews
Don't take our word for it... read our five star reviews on Google and Shopper Approved!

Winchester, MA - Jul 6, 2022
Winchester Lawn Care Recommendations

Should I water my lawn today?

We currently have no rainfall data available for Winchester, MA.

Sunrise   06:52 Sunset   20:00

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.

Grass Cutting Height Preferences

Long (6-7 inches) 5%
Medium (4-5 inches) 24%
Short (2-3 inches) 72%

Popular Grass Types in Winchester

Centipedegrass 100%

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%

Learn more about lawn care.

Take your lawn on the go.

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

Get it on the App Store Get it on Google Play

Recent Reviews

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

Douglas S.'s Yard Cutting service in B@E lawncare
They did a good job!
Douglas S. - Dec 04, 2020 - Winchester, MA
Yard Cutting by Kris Lee,
B@E lawncare
DaJuana F.'s Grass Cutting service in Hale's Ultimate Lawn Care LLC
Thank you!
DaJuana F. - Nov 19, 2020 - Winchester, MA
Grass Cutting by Ryan Hale,
Hale's Ultimate Lawn Care LLC
Algie J.'s Lawn Mowing service in 2 Brothers Landscape
Best of the best. Very personable, gives honest and useful feedback about my lawn care and how/what he's done or suggests. Todd is by far the best landscaper and lawn serviceman I've worked with on my yard.
Algie J. - Nov 11, 2020 - Winchester, MA
Lawn Mowing by Richard Rigoli,
2 Brothers Landscape

Overall Rating: 4.83 / 5 stars (6 reviews)

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.

Lawn Care

Recommended by Earl Wise

Service Location: Winchester,MA 48083
Service Yard Size: 7,405 square feet
Service Price: $6098
Location (from the street): Front yard Trim the tree up to a manageable height to clear walkway..

General Lawn Maintenance

Recommended by Janice Mercado

Service Location: Winchester,MA 01890
Service Yard Size: 11,786 square feet
Service Price: $400
Front yard, Right side Perform 718 feet of hard edging on driveway and sidewalk

Lawn Care

Recommended by Jamie Robinson

Service Location: Winchester,MA 75216
Service Yard Size: 6,982 square feet
Service Price: $24390
Location (from the street): Front yard, Left side, Right side Bush trimming around front an side parts of the residence

Lawn Care

Recommended by Kelly Mcmillan

Service Location: Winchester,MA 21234
Service Yard Size: 1,638 square feet
Service Price: $4268
Location (from the street): Front yard Trim shrubs off dwelling and bag and haul away clippings

Lawn Care

Recommended by Herbert Osborn

Service Location: Winchester,MA 30038
Service Yard Size: 20,266 square feet
Service Price: $3379
Location (from the street): Right side Vine putting. Customer's mother requested vine putting off the bushes.

Lawn Care

Recommended by Carl Atwood

Service Location: Winchester,MA 23455
Service Yard Size: 6,019 square feet
Service Price: $6098
Location (from the street): Front yard I would bag the leafs on street and the yard as well

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

Hedge Prunning

Requested by Caitlin L.


Service Location: Winchester, MA
Service Yard Size: 4,227 square feet
Service Price: $35
Items Needing Service: There are bushes at the front of the house that we'd like trimmed.

Location on Property: Front of the house

Work to be Done: Trimmed as typical.

Trimming of Hedges

Requested by Mary T.


Service Location: Winchester, MA
Service Yard Size: 7,800 square feet
Service Price: $29
Items Needing Service: Bushes

Location on Property: Driveway and front walk way

Work to be Done: Squared off, looking nice.

Yard Cleaning

Requested by Mike V.


Service Location: Winchester, MA
Service Yard Size: 12,038 square feet
Service Price: $647
Items Needing Service: Leaves and branches

Location on Property: On top of roof and all over the yard

Work to be Done: Clean and hauled away


Requested by matt d.


Service Location: Winchester, MA
Service Yard Size: 5,548 square feet
Service Price: $141
Items Needing Service: Mainly in the back and front.

Location on Property: front and back

Work to be Done: uprooting of weeds

Leaf and Debris Removal

Requested by Jeff L.


Service Location: Winchester, MA
Service Yard Size: 6,947 square feet
Service Price: $118
Items Needing Service: The lawn.

Location on Property: Front, sides, and rear lawn of the property

Work to be Done: Leaf and lawn raking and bagging. Sufficient raking to remove grass clippings and leaves necessary. Bags can be provided. No transport or disposal needed. Bagged debris can be left on the property, in a safe area...
Show More

Yard Debris Removal

Requested by susan w.


Service Location: Winchester, MA
Service Yard Size: 18,050 square feet
Service Price: $235
Items Needing Service: front lawn de-leafed

Location on Property: front yard

Work to be Done: remove leaves

Top Winchester, MA Lawn Services of July 2022

#1-H. Osborn's Lawn Maintenance
Herbert Osborn
Winchester, MA
8 Ratings
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.
#2-D. Watkins's Lawn Care Service
Dwayne Watkins
Winchester, MA
5 Ratings
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.
#3-Mcmillan's Lawns
Kelly Mcmillan
Winchester, MA
37 Ratings
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.
#4-Kyle Willis's Lawn Treatment & Lawnscape Inc
Kyle Willis
Winchester, MA
30 Ratings
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!
#5-Earl Wise's Lawn Treatement
Earl Wise
Winchester, MA
29 Ratings
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.
#6-Gregg Chen's Lawn Care Service
Gregg Chen
Winchester, MA
27 Ratings
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.
#7-Carl's Landscaping
Carl Atwood
Winchester, MA
26 Ratings
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.
#8-C. Bush's Lawns
Charles Bush
Winchester, MA
24 Ratings
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!
#9-Janice Mercado's Lawn Treatment & Lawnscape
Janice Mercado
Winchester, MA
23 Ratings
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.
#10-J. Shah's Lawn Maintenance
Jon Shah
Winchester, MA
22 Ratings
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.
#11-Clayton's Lawn And Landscape
Randy Clayton
Winchester, MA
21 Ratings
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.
#12-J. Rush's Lawn And Landscape
Jerry Rush
Winchester, MA
15 Ratings
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.

Neighborhoods we service in Winchester, MA

Winchester MA
Area Iv
Back Bay-Beacon Hill
Cambridge Highlands
East Boston
East Cambridge
Hyde Park
Jamaica Plain
Most everywhere else…

Zip Codes in the Winchester, MA service area

Other Services in Winchester, MA

* By submitting my contact information, I agree that LawnStarter or its representatives may contact me by email, phone, or SMS at the email address or phone number I provide, including for marketing purposes and by automatic dialing systems. I also agree to LawnStarter’s terms of service and privacy policy.