B
Braden
a week ago
Wynter Landscaping did an amazing job with our sod installation! The new lawn looks fantastic, and the whole process was smooth and professional. Highly recommend them for any landscaping work!
Richmond Hill
Lawn Cutting in Richmond Hill
Regular mowing with sharp stripes, clean edges and a finished blow-down. Your lawn stays crisp and healthy all season long.
Homeowners across Richmond Hill call us for lawn cutting because the work has to hold up to York Region's freeze-thaw cycles, heavy spring rains and dry August stretches. We tune every lawn cutting job in Richmond Hill to the soil, exposure and property style of the street it sits on — not a one-size template.
Regular mowing keeps a lawn thick, deep-rooted and harder for weeds to take over, as long as it is cut at the right height with sharp blades. We mow at 3 to 3.5 inches through summer, which is taller than most, change the mowing direction each visit so the grass does not lean or rut, trim every edge and blow the clippings off hard surfaces. Same crew, same day each week.
Best suited to: Homeowners who want a consistently neat lawn without buying, storing or maintaining their own mower.
What's included
Season-appropriate mowing height for turf health
String-trimming along fences, beds and hard edges
Blower clean-up of clippings from driveways and walkways
Flexible weekly or bi-weekly scheduling
One-time cuts available for overgrown lawns
Your options
A set day of the week — typically same day, same window all season.
Sharp blades every visit (we sharpen weekly — dull blades shred grass and brown the tips).
Cut height raised in heat waves, lowered in shoulder seasons.
Edges, fence lines, around trees and beds string-trimmed every visit.
Driveway, walkway and patio blown clean before we leave.
How the work runs
- 01Assess
We review lawn condition, slope and any obstacles before starting.
- 02Cut
Mowed with sharp blades at the right height for the time of year.
- 03Edge & trim
All borders, fence lines and bed edges are trimmed cleanly.
- 04Clean up
Hard surfaces are blown clear and the property is left tidy.
Why Richmond Hill homeowners choose us
Richmond Hill landscapes have a few signatures worth designing around — ravine-edge lots in Bayview Hill, mature village character around Mill Pond, and the Oak Ridges Moraine soils that can shift water in ways homeowners don't always expect. That same care carries into how we approach lawn cutting here: Homeowners who want a consistently neat lawn without buying, storing or maintaining their own mower.
Cut height tuned to the season
Taller in summer to shade out weeds, shorter in fall to prep for leaves.
Sharp blades every week
Dull blades tear grass — you can see the brown tips a day later. Not on our cuts.
Same crew, same day
Predictable scheduling so you can plan around it.
Always a blow-down finish
Hard surfaces left spotless — no clippings tracked into the house.
Questions about lawn cutting
Browse all FAQs →Ready for lawn cutting?
Tell us about the property in Richmond Hill — you'll have a clear plan and pricing within 48 hours.
Read what our customers say about us
Reviews.
Real words from real clients.
D
DiiizzzyD
a week ago
Wynter Landscaping and Handyman did an amazing job on our backyard. They were on time, professional, and the work was top quality. From patio stone to yard cleanup, everything was done right and the price was fair. Highly recommend if you want reliable landscaping and handyman work in Oakville
MF
M F
a month ago
Reasonable price. In this day and age… an honest person who actually delivers what he promised for a fair price. He updated me with photos before and after. He made sure that the job was done efficiently. Will hire again. Prompt. Professional. Thank you so much Damien! Services: Lawn mowing & maintenance
RH
Rayon Hammond
a month ago
I hired Wynter Landscaping and Handyman for a full garden refresh. They took care of all the weeding, planted new seasonal flowers, and installed 2 yards of black mulch. The team was on time, tidy, and the results are incredible. My curb appeal is 10x better. Worth every penny would recommend. Services: Grass seeding, Mulching, Landscape design, Lawn mowing & maintenance
AC
Adrian Coleman
a month ago
"Professional and reliable" — We used Wynter Landscaping and Handyman for our fall eavestrough cleaning. They were on time, wore safety gear, and did a full clean + water test on all gutters. They also noticed a loose bracket and tightened it for us at no extra cost. Pricing was fair and upfront. If you need landscaping, handyman work, or gutter cleaning in Toronto/GTA, call Wynter. You won't be disappointed.
K!
keishalove !
a month ago
I had a great experience with Wynter Landscaping! They provided lawn care and window cleaning services, and I was very impressed with the quality of their work. The team was professional, arrived on time, and paid attention to detail throughout the job. My lawn looks neat, healthy, and well-maintained, and my windows were left sparkling clean with no streaks. They were friendly, efficient, and made sure everything was cleaned up before they left. I would definitely recommend Wynter Landscaping to anyone looking for reliable, high-quality landscaping and window cleaning services. I'll be using them again in the future!
DA
Debbie Allan
a month ago
Damion went above and beyond expectations to help find a solution.
AW
Alecia Williams
a month ago
S
Simon
2 months ago
They did a great Job Building my patio. Thank you so much
JA
Jermain Allen
a month ago
The "Trust + Clean" — I needed both the lawn cut and windows done before guests came over. He showed up on time, was careful around my plants, and left everything cleaner than he found it. Exterior window cleaning + lawn for under $250 is a steal
AM
Andrew Martinez
a month ago
Had my patio redone and I'm really happy with the results. The work was done right, the crew was respectful, and they left everything clean. Would definitely hire again and recommend to others.
RS
Ricardo Smith
a month ago
Fantastic attention to detail. Great Customer Service. Would definitely recommend this company.
NF
Nikita Fedankov
a month ago
Damion was very professional with how he handled himself. He was able to clean my roof using various tools. He did it in a timely manner and did an amazing job. I highly recommend him and his expertise.
B
Braden
a week ago
Wynter Landscaping did an amazing job with our sod installation! The new lawn looks fantastic, and the whole process was smooth and professional. Highly recommend them for any landscaping work!
D
DiiizzzyD
a week ago
Wynter Landscaping and Handyman did an amazing job on our backyard. They were on time, professional, and the work was top quality. From patio stone to yard cleanup, everything was done right and the price was fair. Highly recommend if you want reliable landscaping and handyman work in Oakville
MF
M F
a month ago
Reasonable price. In this day and age… an honest person who actually delivers what he promised for a fair price. He updated me with photos before and after. He made sure that the job was done efficiently. Will hire again. Prompt. Professional. Thank you so much Damien! Services: Lawn mowing & maintenance
RH
Rayon Hammond
a month ago
I hired Wynter Landscaping and Handyman for a full garden refresh. They took care of all the weeding, planted new seasonal flowers, and installed 2 yards of black mulch. The team was on time, tidy, and the results are incredible. My curb appeal is 10x better. Worth every penny would recommend. Services: Grass seeding, Mulching, Landscape design, Lawn mowing & maintenance
AC
Adrian Coleman
a month ago
"Professional and reliable" — We used Wynter Landscaping and Handyman for our fall eavestrough cleaning. They were on time, wore safety gear, and did a full clean + water test on all gutters. They also noticed a loose bracket and tightened it for us at no extra cost. Pricing was fair and upfront. If you need landscaping, handyman work, or gutter cleaning in Toronto/GTA, call Wynter. You won't be disappointed.
K!
keishalove !
a month ago
I had a great experience with Wynter Landscaping! They provided lawn care and window cleaning services, and I was very impressed with the quality of their work. The team was professional, arrived on time, and paid attention to detail throughout the job. My lawn looks neat, healthy, and well-maintained, and my windows were left sparkling clean with no streaks. They were friendly, efficient, and made sure everything was cleaned up before they left. I would definitely recommend Wynter Landscaping to anyone looking for reliable, high-quality landscaping and window cleaning services. I'll be using them again in the future!
DA
Debbie Allan
a month ago
Damion went above and beyond expectations to help find a solution.
AW
Alecia Williams
a month ago
S
Simon
2 months ago
They did a great Job Building my patio. Thank you so much
JA
Jermain Allen
a month ago
The "Trust + Clean" — I needed both the lawn cut and windows done before guests came over. He showed up on time, was careful around my plants, and left everything cleaner than he found it. Exterior window cleaning + lawn for under $250 is a steal
AM
Andrew Martinez
a month ago
Had my patio redone and I'm really happy with the results. The work was done right, the crew was respectful, and they left everything clean. Would definitely hire again and recommend to others.
RS
Ricardo Smith
a month ago
Fantastic attention to detail. Great Customer Service. Would definitely recommend this company.
NF
Nikita Fedankov
a month ago
Damion was very professional with how he handled himself. He was able to clean my roof using various tools. He did it in a timely manner and did an amazing job. I highly recommend him and his expertise.
Get in Touch
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Service Area
Toronto & the GTA
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Business Hours
Evenings & weekends by appointmentMon
8:00 AM – 6:00 PM
Tue
8:00 AM – 6:00 PM
Wed
8:00 AM – 6:00 PM
Thu
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Fri
8:00 AM – 6:00 PM
Sat
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Sun
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