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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

Tree pruning is a common and helpful tree maintenance technique that involves carefully cutting and trimming unwanted branches so that the tree can continue to grow and thrive. Pruning is done carefully and intentionally. Tree topping is a frowned-upon method that involves removing and cutting most or the entirety of the top of the tree, including structurally important branches.

A tree branch should start to form roots in about three months. It can take about a year for a tree branch to develop roots strong enough to go in the ground. For best results, start several branches because, no matter how closely you follow instructions, they won’t all form roots. Compost any that aren’t thriving.

Tree removal costs typically don’t include stump removal, as that technically falls into a different service. The company you hire may offer the service for an additional fee; ask them if they offer it to ensure you get the best tree stump removal costs possible.

While trees can grow in the curb strip between the sidewalk and the street, this placement often poses the problem of interfering with overhead power lines. It’s best to consult your local utility provider and tree planting service before transplanting a tree that might grow into power lines. Also, you should never work within 20 feet of a live power line to avoid the risk of electric shock. Tree branches should never touch nearby power lines, so it’s essential to ensure your tree isn’t in danger of growing too close to them.

Trimming your palm trees once or twice per year keeps them healthy and robust. Caring for palm trees includes cutting off brown leaves to prevent wildfires and pathway obstruction. However, you don’t want to over-trim the palm tree. Cutting too many branches off will weaken the tree and prevent future growth. And it’s essential to have a strong, healthy palm tree during hurricane season to prevent safety risks or property damage.

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.