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TRUSTED BY PRINCESS ANNE, MD HOMEOWNERS

  • Average homeowner rating star icon4
    Average homeowner rating
  • Verified reviews icon25
    Verified tree services reviews

Top-Rated Tree service pros in Princess Anne - Updated Nov 2026

William Dagenhart Tree Service
4.6(
180
)
Tree RemovalTree TrimmingTree Removal - For Business+3 more

Serving Princess Anne, MD and surrounding areas

Approved

In business since 1991

Free estimates

Customers say: True professional

"The Dagenhart did a very nice job at my house. They were very personable and professional. The trees I needed trimed were extremely tall and they had no trouble completing the job. They were able to give me the estimate the same day they came to look and that was exactly what they charged. I listened to their suggestions and appreciated their knowledge. I’m very happy with the outcome. when they were done they cleaned up all the limbs and branches that they took down. I highly recommend them for their 40 years of experience and professional workmanship."
4 neighbors recently requested a quote
Recommended by95%of homeowners
Olbin Construction Services
4.6(
50
)
Tree RemovalTree Trimming

Serving Princess Anne, MD and surrounding areas

Approved

In business since 2004

Free estimates

Offers commercial services

Olbin Construction Services is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers interests and make their concerns the basis of our business.

3 neighbors recently requested a quote
Recommended by80%of homeowners
Avatar for Turf Dog Landscaping LLC
Turf Dog Landscaping LLC
5.0(
4
)
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Princess Anne, MD and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

"Derrick brought in the mulch I needed within days. He and his crew are talented and dedicated, my beds were covered with 22 cubic yards. Derrick and one of his crew are also skilled at concrete and masonry, so I hired the pair to raise custom shaped and installed flag stones. I never thought I would find artisans with the skill to re-install them with the slope and fit required. They pulled it off"
Front view flower bed with stone edging
Patio make over
Patio make over
Patio make over
Patio make over

+1

10 neighbors recently requested a quote
Avatar for William R Dagenhart Tree Service
William R Dagenhart Tree Service
4.6(
162
)
Tree RemovalTree Trimming

Serving Princess Anne, MD and surrounding areas

In business since 2011

Free estimates

Credit card accepted

"Mr Dagenhart is extraordinary - knows what he is doing, does it efficiently and well, cleans up, great guy to talk with and work with - and the most reasonable prices. I strongly recommend Daganhart Tree Service"
Take Down
take down before and after
Response time1 day
Response rate96%
Recommended by97%of homeowners
Avatar for Topping lawn care  Facebook
Topping lawn care Facebook
4.7(
20
)
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Princess Anne, MD and surrounding areas

In business since 2018

Free estimates

Small jobs welcome

"I asked Travaughn to take over my current lawn cutting service. He listened to my concerns and he cut and trimmed the grass as I asked. The lawn looks great! He has called me back EVERY time I called him. So nice to talk to an actual person!!! ( unlike my last lawn service)"
After work
After
The after brush
Another happy client
Response time1 day
Recommended by100%of homeowners
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Tree Service FAQs, answered by experts

Opt for a barefoot tree. Pros harvest barefoot trees when they’re dormant (leafless). They shake the dirt from the root ball and pack it in moist material. 

These trees can cost half as much as the trees at your local nursery, and you can buy them online—so there’s a much wider selection. Just make sure you keep your barefoot tree cool until you’re ready to plant it.

Yes, carefully prune back dead branches—don’t wait for pruning season. This helps keep your maple tree healthy and also helps prevent large branches from falling unexpectedly. Don’t seal the cut branch—trees can naturally take care of these wounds—but be sure to remove any source of fungus or pest infestation to help save the tree.

For small trees, tree removal should take just a couple of hours to complete. Assume that a mid-sized tree will take between four and eight hours, depending on the extent of the equipment required and the health of the tree. Remember to add up to two hours for stump removal. Larger trees could take as long as one or two working days, about eight hours each.

Unfortunately, most of the time you’re out of luck if a neighbor’s tree blocks your view. You don’t have a right to a view, so if you have a tree that’s near the property line but on your neighbor’s property, you can’t cut it to be able to take in a majestic mountain or a beautiful sunrise. In some communities, however, there are ordinances protecting scenic views. Checking into your local laws can help you determine your rights in this situation.

Pruning can impact cold hardiness—but it’s less about the exact temperature and more about temperature variation. Generally, you don’t want to prune trees when there’s a risk of temperatures suddenly dropping from 50 to 60 degrees Fahrenheit to 0 degrees Fahrenheit or below. A tree is most sensitive until 48 hours after it’s pruned.

The Princess Anne, MD homeowners’ guide to tree services

From average costs to expert advice, get all the answers you need to get your job done.