
Money-Making Side Hustles for Landscapers in Winter
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Time to read 8 min
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Time to read 8 min
Table of contents
Slow grass growth doesn’t have to mean slow cash flow. If you run a lawn care or mowing business, winter can be a prime time to offer simple services your customers already want. This guide pulls together practical, real-world ideas from St. and Chip at Main Street Mower, who work with thousands of contractors in Central Florida. You’ll see three paths to profit, the grit work you can do right away, smart ways to use your truck and trailer, and equipment plays you can buy or rent. Use them to fill your schedule, keep your crew busy, and build new revenue streams. This winter could be your most profitable time.
Every idea below works only if people know you offer it. Keep it basic and cheap, then repeat what works.
Start with your current customer list, they already trust you.
A simple flyer plan you can run this week:
Mulch jobs are everywhere, and most homeowners don’t want to touch them. One pallet holds 70 bags of 2 cubic feet each, about 5 yards. At $3 per bag, your material cost is $210. The going rate is about $100 per yard, so a 5-yard job bills at $500. That’s about $290 profit on materials alone. If you can buy bulk and bring your cost near $150, your profit climbs to about $350.
Most jobs like this take about two hours with a helper and a clean workflow. Customers pay for convenience. Instead of a sore weekend, they get a fresh, clean yard.
Easy add-ons:
Offer to hang a customer’s existing lights or custom fit new lines. Many pros buy 1,000-foot reels, measure the roof line, and cut to fit. You can find parts and how-to videos online.
Pricing is simple, about $5 per foot. A typical home has 200 feet or more, so a standard install can bring in $1,000 or more. Charge extra to take them down and store in labeled totes so you get the call next year. Builds recurring clients with very little extra effort.
Raised beds are popular and practical. The average homeowner might spend around $800 to get one built. If you already have a truck and trailer and can buy bulk material, your cost can come in closer to $600. Market a finished, planted bed for about $1,200. That’s often a $600 profit for a single install.
Smart fill tips:
Photos of a finished bed with vegetables or herbs help sell the job.
People with fire pits want dry, split wood delivered. A full short-bed truck to the top sells around $100. Befriend a local tree service and you may source logs for free. Split, stack, and deliver. It’s not for everyone, but if you can source wood, it adds steady winter income.
Pool maintenance: If you already visit the property, adding pool service can bring in an extra $150 to $200 per month per pool. With some training and a simple weekly route, you can bundle lawn and pool service for more stickiness.
Screen room panel repair: In pool-heavy areas, blown-out screens are common. The going rate is about $100 per panel, and the material cost is low. A roll of screen, spline, and the roller tool can run about $100 and cover many repairs. It’s fast work, and homes often need five or more panels replaced.
Benefits:
Pest control can be a strong profit center if you get licensed. With a license, you can offer treatments using products like bifenthrin for ants, termites, cockroaches, and spiders. Many providers charge about $150 per visit for basic interior and exterior treatments. Get licensed first, it pays off and keeps you compliant.
Junk removal works in any market because everyone has stuff to toss. Start with a pickup and an open trailer. Target your customers and their neighbors with flyers and Marketplace posts. Offer estimates, haul it, and dump it. You might find you like it enough to keep it year-round.
Everybody needs junk gone at some point. It’s simpler to sell than a lawn service, and winter is a great time to build this side of your business.
With a truck, a trailer, a dolly, and some furniture blankets, you can book small moving jobs. An enclosed trailer is ideal, but open trailers work for local moves if items are wrapped and strapped well. Post on Marketplace and your local groups, then book jobs between other work.
A dump trailer is a moneymaker in several ways.
You can rent a small unit, but buying a pro setup speeds everything up. A solid workhorse is a 13 HP Honda engine with a 4,000 PSI pump at 4 GPM. Pair it with a surface cleaner. The surface cleaner is like mowing a driveway, it keeps water contained and cleans in even passes.
With 100 lawn customers, you already have 100 prospects. Ten driveway jobs often cover your setup cost. It’s four times faster than small units, which means more jobs per day.
Great add-ons:
You don’t have to own every tool to make money. Rent, book work, then decide if buying makes sense.
A simple rental plan that works:
If you want recurring, high-margin visits, a pest control license can unlock $150 service calls. You can fold this into your service menu once you are certified.
Want tools, machines, or parts to power these ideas? See the latest gear at the Main Street Mower online store: Shop online from our extensive online product inventory.
Winter can be your chance to grow. You saw simple, proven ways to earn with muscle, with your truck and trailer, and with smart equipment. Start by marketing to your current customers, then add one service at a time and track what works.
Choose one idea today, make a flyer, and post a Marketplace ad. Book your first two jobs, then build from there. Thanks for reading, and tell us which idea you’re trying first.
Links to Main Street Mower