Tree Service by City

Tree Service in Leonardtown, Maryland

Protect your home & landscape with our Licensed Tree Experts — fast response, honest pricing.

855TREEMAN crew performing tree removal in Southern Maryland | Leonardtown

Tree Service by City

Tree Service in Leonardtown, Maryland

Protect your home & landscape with our Licensed Tree Experts — fast response, honest pricing.

855TREEMAN crew performing tree removal in Southern Maryland | Leonardtown

Leonardtown is the historic county seat of St. Mary’s County, and its tree-lined streets, waterfront parks, and well-kept older properties reflect a community that values its natural landscape. Many of the homes in and around Leonardtown sit beneath mature canopy trees that are decades old — beautiful, but increasingly in need of professional attention. 855TREEMAN provides Leonardtown residents with licensed arborist services, skilled tree removal, and the kind of careful trimming that preserves the character of this charming town.

Why Leonardtown Residents Choose 855TREEMAN

  • Trusted in St. Mary’s County — 855TREEMAN has built its reputation across Southern Maryland. Leonardtown homeowners rely on our licensed team for both routine maintenance and complex removals.
  • MD Licensed Tree Expert #2123 — Founder Alex Wright holds the state license that qualifies him to assess, diagnose, and prescribe treatment for any tree issue.
  • 761+ Reviews at 4.9/5 — Our customers consistently rate us among the best tree services in the state, and that track record speaks for itself.
  • Clock In/Clock Out Discount — Our transparent billing model means you pay for the actual time our crew works. Typical savings run 40-50% below flat-rate quotes.

#1 seller the Clock In Clock Out Discount.

Get $9,000-$12,000 of tree work for HALF PRICE with our Clock In Clock Out Discount.

About Leonardtown

Leonardtown has served as the seat of St. Mary’s County government since the colonial era, and the town retains a walkable, small-town atmosphere centered on Leonardtown Square. The Leonardtown Wharf on Breton Bay, the restaurants and shops along Route 5, and the proximity to St. Mary’s College of Maryland all contribute to a community that is both historically grounded and steadily growing.

The older residential areas surrounding downtown feature properties with large, established trees — oaks, maples, sycamores — many of which were planted when the houses were built fifty or more years ago. These trees add significant value to the properties they shade, but they also require regular inspection and maintenance to remain safe and healthy.

Tree Services We Offer in Leonardtown

Leonardtown’s older neighborhoods and historic properties call for a tree service that combines technical skill with an appreciation for the setting. Removing a large oak from a small lot near the Town Square is a precision operation, not a demolition project. That is how we approach every job.

Our Leonardtown services include:

Tree Removal — Controlled removals of large, mature trees in tight spaces. Sectional takedowns, rigging, and crane work when the situation demands it.

Tree Trimming and Pruning — Canopy management for the large shade trees that define Leonardtown’s residential streets. We prune for structure, health, and clearance without destroying the tree’s form.

Stump Grinding — Clean removal of stumps left behind after tree work or storm damage, restoring usable yard space.

Emergency Tree Service — When storms roll through St. Mary’s County, Leonardtown’s mature trees are vulnerable. We handle fallen trees on structures, blocked roads, and hazardous hangers.

Arborist Consultations — Comprehensive tree inventories, health assessments, and risk ratings for homeowners, property managers, and the municipality.

How The Clock In Clock Out Discount Works

855TREEMAN tree experts

Meet with one of our tree experts to build a list of priorities, and mark the trees. This allows the crew to get started right away with no time wasted.

855TREEMAN Crew in Southern Maryland

The crew will arrive with the best equipment and people needed to give you the most bang for your buck.

855TREEMAN Payment Mangement in Southern Maryland

We finish the job. Once you are satisfied with the work and progress that has been made, we will arrange final payment.

855TREEMAN tree experts

Meet with one of our tree experts to build a list of priorities, and mark the trees. This allows the crew to get started right away with no time wasted.

855TREEMAN Crew in Southern Maryland

The crew will arrive with the best equipment and people needed to give you the most bang for your buck.

855TREEMAN Payment Mangement in Southern Maryland

We finish the job. Once you are satisfied with the work and progress that has been made, we will arrange final payment.

What is Included?

Testimonials from Clients

Testimonials from Clients

Safe & Professional Tree Services

Tree Removal in Southern Maryland

Tree Removal Leonardtown

We live and work in Southern Maryland, and specialize in doing tree removal quickly and safely. We clean up very well.

Tree Trimming in St. Mary’s County la plata

Tree Trimming Leonardtown

Whether you are in St. Mary’s County, Calvert County, Charles County, or anywhere in Southern Maryland, we provide free, on-site written estimates for any tree service you may need.

Stump Grinding in Calvert County

Stump Grinding Leonardtown

Stump grinding removes the unsightly stump and allows you to use the area for something else. This is more cost effective than stump removal.

Certified Arborists trained in the science of tree care

Certified Arborist Leonardtown

We are Certified Arborists trained in the science of tree care. We assess tree health, diagnose issues, and provide expert treatments to help your trees stay healthy for years to come.

855TREEMAN can provide emergency tree services to safely remove or repair trees

Emergency Storm Response Leonardtown

After windy weather or a storm, there may be damages to your trees. 855TREEMAN can provide emergency tree services to safely remove or repair trees that have

Disclaimer:

All plant healthcare services that require a Maryland or Virginia license are provided by Planet Friendly Pest Control”

What Our Clients Say

Google Rating - White Plains
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Feature Videos

Tree Care

Spring Tree Care Essentials: What Your Trees Need in April

Tree Service

Fallen Tree Cleanup After a Storm: Steps Every Homeowner Should Take

Tree Service Videos

See 855Treeman in action as we climb up trees, take down trees, grind up branches and do a great job for our customers! We are proud of our team and its fine work.

855TREEMAN crew performing tree removal in Southern Maryland | Leonardtown

Are Your Trees Dangerous!?

Find Out With a Tree Safety Report From A Licensed Tree Expert. ON SALE NOW

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Large oak tree removal near residential home in Charles County MD - 855TREEMAN

HOW 855TREEMAN TOOK ROOT

From Craigslist to one of Southern Maryland’s most trusted tree companies.

In 2014, a 21-year-old named Alex Wright took a leap of faith. No investors. No crew. Just a 1999 dump truck, a couple of saws, and the idea that maybe—just maybe—he could build something better.

Frequently asked questions

Yes, we hire carefully and provide on the job training.

Yes, all of our crew members speak English and would be happy to answer your questions.

Each crew has a large stack of ground protection mats and a machine to easy place and maneuver the mats as needed.

We have all of the equipment required to do so, along with a well-trained and professional staff of full-time employees. We mainly use our remote-controlled spider lifts to access tight areas and/or hazardous scenarios.

Yes, we have no problem providing proof of insurance. Our Maryland Tree Expert License # is 2123. This can be looked up on the DNR website.

Yes, subject to credit approval.

Get a Free Estimate in Leonardtown

Call (855) 873-3626 or schedule online at trees.855treeman.com. We will come to your Leonardtown property, evaluate your trees, and provide a clear, honest quote for the work you need.

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