Winchester, MA lawn care service starting at $19

Easily schedule lawn mowing from the top lawn pros in Winchester

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4.7 / 5
3,177,490+ reviews
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How It Works

Book in less than 2 minutes: completely online or over the phone.

Tell us within 5 days if anything’s off and we’ll re-mow or refund. 95% of our services satisfy the customer. For the other 5%, our guarantee kicks in. Every visit is backed by $2 million in property protection.

1

Enter Your Address→ See Your Exact Price

In seconds, entirely online.

2

Pick a Date That Fits

48-hour start time available for 9 out of 10 customers.

3

Relax, Our Pros Will Handle the Rest

Covered by our Done Right Guarantee. Tell us within 5 days, and we can re-mow or refund.

How LawnStarter works

Get started in under 5 minutes

1
Online Pricing by LawnStarter

View Pricing

2
Hassle Free Scheduling by LawnStarter

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3
Online Pricing by LawnStarter

Let our pros do the work

How It Works

Book in less than 2 minutes: completely online or over the phone.

Tell us within 5 days if anything’s off and we’ll re-mow or refund. 95% of our services satisfy the customer. For the other 5%, our guarantee kicks in. Every visit is backed by $2 million in property protection.

1

Enter Your Address→ See Your Exact Price

In seconds, entirely online.

2

Pick a Date That Fits

48-hour start time available for 9 out of 10 customers.

3

Relax, Our Pros Will Handle the Rest

Covered by our Done Right Guarantee. Tell us within 5 days, and we can re-mow or refund.

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

Happy customers all over Winchester

Photo of Ella B.'s yard after getting lawn care in Winchester, MA
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.
Photo of Jymme B.'s yard after getting lawn care in Winchester, MA
Brian did a great job -- this was his first mowing for us and he did a great job. He created a crisp edge against our mulch, bushes and trees. He even edged along our driveway. He arrived on time and I will be happy for him to return for our next mowing in two weeks.
Photo of Damion L.'s yard after getting lawn care in Winchester, MA
The yard was amazing you came at the time you said I would recommend this company to everyone

Winchester, MA - Sep 30, 2025
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) 5%
Medium (4-5 inches) 26%
Short (2-3 inches) 70%

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%

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Meet some of our top Winchester lawn care pros

Fray landscaping and maintenance profile image
Fray landscaping and maintenance
Servicing Winchester
4.71 / 7 reviews
New
100% on time
95% satisfaction rate
19% of jobs tipped
3 days turnarounds
Weed Pulling Lawn Mowing Gutter Cleaning Lawn Treatment Tree Care + more
Chris Fray - Fray landscaping and maintenance: My name is Chris. I started a business so that I can provide for my family. I'm from Stoneham, MA. I'm a very hard worker and show a lot of attention to detail. I would treat all customers' properties as if they were my own and appreciate all the business that I get. Thank you.
Patty/John's First And Only Elite Property Manicurists! profile image
Patty/John's First And Only Elite Property Manicurists!
Servicing Winchester
New
17 services offered
2 years in Lawnstarter
Lawn Mowing Tree Care Gutter Cleaning Mulching Cleanups + more
John Morrison - Patty/John's First And Only Elite Property Manicurists!: This is mine and Patrick's first season working together. But combined, we have 35 years of experience manipulating landscapes in some way, shape, or form. We have tackled many projects together, have been and continue to be successful. We both really wanted to thank you for being a major part of our progression, building this company for you. We look at each and every property as if it were our own. At the end of the day, all you will ever get from us is exactly what you asked for. Smiles are free, so please let us give you one.
Tamed Property Solutions Inc profile image
Tamed Property Solutions Inc
Servicing Winchester
New
2 years in Lawnstarter
Akie Headley - Tamed Property Solutions Inc: Tamed Property Solutions Inc. opened its doors in 2019 and has been providing great services to Massachusetts ever since. What sets us apart from the rest is our ability to customize our offerings to customers' needs, as well as our fantastic team. Let us be the solution to all your problems. Family owned since 2019.

Recent Reviews

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

Dominique M.'s lawn care services service result
Excellent Work! Always on time and efficient with cutting the grass. The best lawn guy in the area! I
★★★★★
Dominique M. - Aug 18, 2025 -
lawn care services by Willie P
Willie's Mobile Lawn Services
Bryan W.'s lawn maintenance service result
Awesome job! Nicely trimmed and cut. Drive and walkways free of clippings.
★★★★★
Bryan W. - Aug 17, 2025 -
lawn maintenance by Gralin Johnson
Good Guys
Samia A.'s grass cutting service result
This is the first time i was satisfied with my lawn mowing. Andrew did a nice job.
★★★★★
Samia A. - Aug 16, 2025 -
grass cutting by Andrew Ventre
A.V Masonry & Construction
Karen G.'s lawn care service result
LawnStarter did a great job on my yard today.
★★★★★
Karen G. - Aug 15, 2025 -
lawn care by Laquasia Snell
Snell mowing
Antuan W.'s turf care service result
Got a basic mow and everything was clean cut. Thanks so much.
★★★★★
Antuan W. - Aug 16, 2025 -
turf care by D West
Problem Solved Landscaping
Valencia H.'s lawn care service result
Everything looks great! Thanks so much!
★★★★★
Valencia H. - Jun 13, 2022 -
lawn care by Mike Smith
Lawn Kingz
Angela M.'s lawn service service result
Excellent job an easy done days before it had to get done bc of the weather awesum ty mych
★★★★★
Angela M. - May 25, 2022 -
lawn service by Darryl Blanchard
B&SS
Arpit P.'s lawn care services service result
Awesome work. Way better than any previous company I've had!
★★★★★
Arpit P. - Apr 22, 2022 -
lawn care services by Chad Wright
Feathers Lawn Service
Eddy W.'s lawn service service result
Cut too short
★★★★
Eddy W. - May 21, 2024 -
lawn service by Shawn Mcdonald
Swiftcutz
Frances L.'s turf care service result
Still did not trim around the flower bed in corner of the front yard. Did a little better job in the back yard. Is it your policy "not to go near any flower beds"? If so, he did not trim against the brick wall near the flower bed. I just went out there and did the trimming myself. I'm going to send pictures of the flower bed before and after to Lawn Starter Support. Tell me if he did what is required?
★★★★
Frances L. - May 15, 2024 -
turf care by Ronnell Leak
LAWN CARE AND DELIVERY SERVICES LLC
William T.'s turf maintenance service result
Great job..thank you
★★★★★
William T. - May 13, 2024 -
turf maintenance by Charles Daly
Nashville Contractors
Marcelles N.'s grass maintenance service result
You did an amazing job I really appreciate you
★★★★★
Marcelles N. - May 12, 2024 -
grass maintenance by Brian Foulks
McNeil's lawn care & maintenance
★★★★★
"Please do edging and trinning in the back"
Edith C. - Oct 21, 2023 - Winchester, MA
Lawn Service by Kyle Willis (Kyle Willis's Lawn Treatment & Lawnscape Inc)
★★★★★
"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!"
Austin B. - Sep 20, 2023 - Winchester, MA
Lawn Mowing by Terrence Mendez (T. Mendez's Lawn Solutions)
★★★★★
"Excellent job and look forward to Drew next service!"
Joanne n. - Sep 19, 2023 - Winchester, MA
Lawn Mowing Service by Terrence Mendez (T. Mendez's Lawn Solutions)
★★★★★
"Great job. Thank You!!"
Edress M. - Sep 04, 2023 - Winchester, MA
Lawn Mowing by Charles Bush (C. Bush's Lawns)
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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 Yard Cleanup

Recommended by Janice Mercado
Details
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Location: Winchester, MA
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Yard Size: 2,494 square feet
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Price: $37.97
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Location (from the street): Back yard Pick up the pet waste from the backyard and dispose of

Pro Recommendation for Yard Cleaning

Recommended by Herbert Osborn
Details
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Location: Winchester, MA
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Yard Size: 7,859 square feet
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Price: $158.23
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Location (from the street): Full yard All areas flower beds from and rear area of yard psss

Pro Recommendation for Flowerbed Mulching

Recommended by Randy Clayton
Details
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Location: Winchester, MA
Yard Size Icon
Yard Size: 28,453 square feet
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Price: $632.9
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Location (from the street): Full yard I will mulch around the entire house with the mulch color of choice including mulch in the quote. You will need about 5 yards of mulch spread.

Pro Recommendation for Yard And Flowerbed Cleanup

Recommended by Dwayne Watkins
Details
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Location: Winchester, MA
Yard Size Icon
Yard Size: 5,959 square feet
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Price: $50.63
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Location (from the street): Back yard Haul this to the dump clean up around yard no more obstructions

Pro Recommendation for General Lawn Maintenance

Recommended by Carl Atwood
Details
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Location: Winchester, MA
Yard Size Icon
Yard Size: 18,265 square feet
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Price: $189.87
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Location (from the street): Full yard Everything looks good .. trees need to be cut up in pieces and can haul off

Pro Recommendation for Cleanup

Recommended by Charles Bush
Details
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Location: Winchester, MA
Yard Size Icon
Yard Size: 5,843 square feet
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Price: $177.21
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Location (from the street): Full yard Esta propiedad necesita limpieza de hoja parte de enfrente y atras

Top Winchester, MA Lawn Services of September 2025

Green Clean profile image
Green Clean
Servicing Winchester
6 years in Lawnstarter
Fernando Costa - Green Clean: Small company with affordable prices. We provide lawn mowing, brush trimming, leaf blowing, yard cleaning, snow removal, and junk removal. No small jobs, contact us and get a free estimate. We work 7 days a week and do our best to keep our customers happy.
A&M lawn care profile image
A&M lawn care
Servicing Winchester
6 years in Lawnstarter
3 services offered
Lawn Mowing Cleanups Bush Trimming
Big Bok - A&M lawn care: We are a well equipped company that offers reasonable prices.
S&N landscaping profile image
S&N landscaping
Servicing Winchester
1.00 / 1 review
New
100% on time
1 day turnarounds
3 years in Lawnstarter
17 services offered
Lawn Mowing Lawn Treatment Tree Care Gutter Cleaning Aeration + more
Nick Burgos - S&N landscaping: My passion for lawn maintenance started as a teen. What began as a simple way to make money for movie tickets evolved into a lifetime journey. Landscaping has become one of the most important parts of my life. With 35 years of experience comes a great deal of knowledge, wisdom, and understanding. Trust S&N on your next project. We will serve you with pleasure!