Winning Lawn Service is accepting new clients in St. Louis, MO while their GreenPal history catches up. Recent GreenPal totals include 2 GreenPal jobs in the last 60 days and 2 active homeowner relationships.

Popular work right now includes Lawn mowing. Neighborhoods recently tied to their work include Fox Park, Forest Park Southeast, West End.

Consider Matt's Lawncare, Llc (avg. 60 per service), Wilson's Lawn Service (avg. 60 per service), Triple T Lawn (avg. 60 per service), Ss Lawn Mowing (avg. 30 per service), and Bob's Custom Cuts (completed 1 jobs in the last 30 days, 4.7-star rating, avg. 34 per service).

Across St. Louis, 1 lawn jobs were booked on GreenPal in the last 30 days, with pros averaging 4.7-star ratings, and typical prices around $30 – $60.

Want more options? The callout below lists nearby active vendors with live stats. Book Winning Lawn Service on GreenPal or line up a few quotes to compare—either way you get clear pricing up front.

Find lawn care near you by visiting St. Louis to book an active, top-rated pro today.

Nearby city guides—including Bettendorf, IA, Normal, IL, and Springfield, IL—are linked in the callout below.

$39 avg/mow

Mowed 9 yards near Mark Twain in last 3 months

Winning Lawn Service

4946 Ashby Avenue St. Louis, MO, 63115

Overall rating 4.4/5

( 17 reviews )

Recommended by 88% of Homeowners

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In Business since May, 15

12 jobs hired through GreenPal

40% reliability rating

54% repeat clients

Needing your Lawn Cut?

Request a call from Winning Lawn Service

What kind of service do you need?

Lawn mowing

Recurring mowing

Recurring lawn mowings typically 25% cheaper

No credit card needed

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Reviews

Overall rating 4 / 5

Read reviews that mention:

Verified by GreenPal

St. Louis, MO 63109

Thank you so much! And sorry for all the fluff out back. 😂

Ashton Kish

Sep 03, 25

St. Louis, MO 63110

Gabrielle Young

Sep 13, 25

Granite City, IL 62040

Cameron Mcguire

Sep 15, 25

Thank you!

Briana Ontiveros

Oct 04, 25

Thank you

Nov 06, 25

St. Louis, MO 63113

Great job thank you!

Toynetta Forland

Sep 30, 25

St. Louis, MO 63121

Briana Cotton

Sep 29, 25

Oct 13, 25

Jennings, MO 63136

Danielle Saddler

St. Louis, MO 63112

Drew Andrews

Oct 05, 25

Pretty good.

Oct 29, 25

East St. Louis, IL 62201

Mike Ryan

Oct 16, 25

Great thank you

Oct 14, 25

Hazelwood, MO 63042

Wrong house

Becky David

Oct 19, 25

Demar always leaves my grass just how I like it! Always on time and if not he always contacts me to let me know the situation. <br>Work Quality, Professionalism, Responsiveness

Aug 30, 25

No Call / No Show for lawn appointment

Winning Lawn Service is building their GreenPal track record in St. Louis, MO

Still ramping up: Winning Lawn Service is still building their presence on GreenPal, having completed 2 jobs in the last 60 days..

Need more options? Compare with:

Active vendor stats in St. Louis: 1 jobs booked last 30 days • average rating 4.7 • price range $30 – $60

Explore nearby city guides:

Hi, I am Demar and I hope you will let me make your properties grass look great! I pride myself with timeliness and excellent communication withmy clients!

FAQs About Lawn Care at Winning Lawn Service

How many years have you been in landscaping business, and what inspired you to get started?

11 years

How does your work stand out from other lawn service companies in the area?

My attention to detail and great communication

What advice do you have for a customer looking to hire a provider like you?

Contact me at anytime with questions!

What do you like most about the lawn care industry?

Helping customers

What areas do you mainly service?

Within 20 miles of 63115 zip code

Lawn & Yard Services Offered:

Landscaping

Lawn Mowing

Yard Clean Up

Mowing History

Recent work history of completed mowings by Winning Lawn Service

$40

Lawn Mowing by Winning Lawn Service

Service Requested:

Lawn Mowing Service in St. Louis, MO

$40 near Fox Park

1 month: Since Last Lawn Mowing

Ordering Lawn Care: every 10 days

Please mow grass in the backyard, front yard, and around the gate. Access the backyard from the front of the building.

Grass Cutting by Winning Lawn Service

Lawn Cutting in St. Louis, MO

1 week: Since Last Lawn Mow

Ordering Lawn Service: every 10 days

$30

Lawn Maintenance nearby East St. Louis, MO,

Yard Mowing by Winning Lawn Service

Lawn Care Service in East St. Louis, MA

$30 near Rockland

1 week: Since Last Lawn Cutting

Ordering Lawn Cut: weekly

Grass Cut by Winning Lawn Service

Yard Mowing in Granite City, IL

$40 near Granite City

1 week: Since Last Lawn Cut

Ordering Yard Mowing: weekly

Lawn Cutting by Winning Lawn Service

Grass Cutting in St. Louis, MO

1 week: Since Last Lawn Maintenance

Ordering Lawn Mowing: every 2 weeks

Grass Cutting in East St. Louis, MA

1 week: Since Last Grass Cut

Ordering Lawn Cutting: every 2 weeks

Yard Mowing in St. Louis, MO

1 week: Since Last Lawn Mowing

Ordering Lawn Cutting: weekly

$38

Lawn Care Service in Jennings, MO

$38 near Jennings

1 week: Since Last Grass Cutting

Ordering Lawn Care Service: every 2 weeks

None front and back yard

$33

Lawn Care Service in Hazelwood, MO

$33 near Hazelwood

1 week: Since Last Lawn Service

Ordering Lawn Mowing: every 10 days

Double fence on one side and normal sized on the other. Please make sure both are closed when done. Thanks.

Lawn Maintenance in East St. Louis, MA

Ordering Lawn Service: weekly

$38 near St. Louis

Ordering Lawn Mowing Service: weekly

Lawn Maintenance by Winning Lawn Service

Lawn Care in Granite City, IL

$39

Lawn Mowing Service by Winning Lawn Service

$39 near Forest Park Southeast

Ordering Grass Cut: weekly

We are in a rental and the yard is terrible. All Sorts of things growing. I’m just trying to keep the yard looking somewhat neat.

Lawn Cut by Winning Lawn Service

Lawn Care in Belleville, IL

$40 near Belleville

2 weeks: Since Last Yard Mowing

Ordering Lawn Maintenance: every 10 days

Lawn Service in St. Louis, MO

2 weeks: Since Last Grass Cutting

Ordering Lawn Care: weekly

Lawn Mow by Winning Lawn Service

Yard Cutting in St. Louis, MO

$30 near West End

2 weeks: Since Last Lawn Maintenance

Ordering Lawn Maintenance: every 2 weeks

Lawn Care in Jennings, MO

2 weeks: Since Last Yard Cutting

Ordering Lawn Mow: every 2 weeks

Lawn Care Service in Granite City, IL

Lawn Cut in St. Louis, MO

$40 near Greater Ville

2 weeks: Since Last Lawn Service

2 weeks: Since Last Grass Cut

2 weeks: Since Last Lawn Cut

Ordering Lawn Care Service: every 10 days

$45

Lawn Care by Winning Lawn Service

Grass Cut in Granite City, IL

$45 near Granite City

Ordering Lawn Mow: weekly

3 trees, it’s on a corner so it’s slightly sloped other than that it’s pretty usual

Lawn Mowing Service nearby St. Louis, MO,

Lawn Care in St. Louis, MO

2 weeks: Since Last Lawn Care

$40 near St. Louis Hills

Ordering Grass Cutting: every 10 days

There are two plants that are getting surrounded by weeds. I can mark these plants. Please don't mow over them. Thanks!

FAQs About Winning Lawn Service

Q: Can I hire Demar Wintson if I’m renting or managing the property remotely?

A: Yes. As long as you provide access and instructions, remote property owners use GreenPal all the time.

Q: What happens if it rains on my scheduled date?

A: Demar Wintson will reschedule to the next dry day and notify you through the app.

Q: Is tipping required or expected?

A: No tip required — but always appreciated. You can tip from your GreenPal dashboard if you like the service.

Q: Does Demar Wintson mulch or bag grass clippings?

A: Most pros mulch clippings unless requested otherwise. Mulching is better for lawn health and saves time.

Q: How do I reschedule a job with Demar Wintson ?

A: Log into your account and choose a new date — as long as the job hasn't been completed yet.