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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."
3 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

8 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 Ace Lawn & Landscaping
Ace Lawn & Landscaping
4.4(
60
)
Tree RemovalTree Removal - For BusinessTree Stump - Remove+7 more

Serving Princess Anne, MD and surrounding areas

In business since 2009

Free estimates

Emergency services offered

"I had a very pleasant conversation with the owner, Jim, that resulted in me giving him and his company a chance to provide their services. Kevin was the team lead and was very professional and pleasant. He and his team arrived around 9a ready to work. He checked with me to ensure that he understood what I needed, and they proceeded to work. They were finished in about 2.5 hours, and I walked around back to see how the bushes looked. I was pleased with how neatly cut they were and with how well the leaves had been removed from the entire lawn. All three gentlemen respectfully thanked me prior to leaving. I was very pleased and plan to enter into a contract to have Jim and his team take care of my lawn this season."
Recommended by86%of homeowners
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Tree Service FAQs, answered by experts

Peach trees grow to be about 25 feet, so keep this in mind for pruning as well. If you plan to DIY, you’ll need to be comfortable working on a ladder. Without pruning, peach tree branches can sprawl nearly as wide as the tree grows tall, so make sure to plan pruning sessions at least once per year in the spring for controlled growth. And if you’re working on a ladder, be sure to follow all safety precautions, especially if you’ll be dealing with falling branches.

In most cases, your neighbor is responsible for roots from their tree that cause damage to your property. If your pavement, the foundation of your home, or a fence is damaged by roots from a neighbor’s tree, you likely will have legal recourse for financial relief. While it’s better to notify your neighbor of any problems you notice as soon as they arise to avoid costly damage, there are some instances where filing a civil suit is your only recourse. Your homeowner’s insurance company might wish to do so on your behalf if you file a claim.

The best time to cut down a tree is during its dormant season, typically in winter or early spring, after all the leaves have fallen. Removing a tree during this period is advantageous for several reasons. Frozen ground helps secure the tree stump, protects the surrounding landscape from damage, and reduces the risk of the tree falling in an unintended direction. With the leaves gone, there is less risk of the tree's foliage getting tangled with other trees. Additionally, since this is often a slower season for tree services, you may be able to hire a professional at a lower rate. This dormant period is also the best time for tree trimming.

Planting trees far enough from your foundation will protect your home from root damage, but if you’re dealing with existing trees, you can still guard against roots. Root barriers form a physical boundary that will prevent roots from encroaching on your foundation and can help save you from expensive foundation repair costs.

An unsafe tree can cause serious damage to your home and property, so tree inspections are important to ensure your home isn’t in danger from a nearby tree. Unhealthy trees can also be unsafe trees, as diseases and insect damage can compromise a tree’s stability, leading to potential damage and safety risks.

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.