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TRUSTED BY CHESTERTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon21
    Verified landscaping services reviews

Top-Rated Landscapers in Chestertown - Updated Nov 2026

Avatar for Nelson Landscaping Stone & Patios LLC
Nelson Landscaping Stone & Patios LLC
5.0(
29
)
Lawn & Yard Waste Clean UpLandscape - Soil, Sand, Mulch and Rock DeliveryLandscape - Soil, Sand, Mulch and Rock Delivery - For Business

Serving Chestertown, MD and surrounding areas

Approved

In business since 2021

Free estimates

Warranties offered

"Nelson is my go-to guy for any landscaping, yard work, patios, or anything else I need done on my property. After dealing with many unreliable, dishonest, and unscrupulous landscapers in this area, I’m happy to finally have found an honest, responsive, conscientious company that does fantastic work on schedule at a fair price. Nelson won’t be happy until his customer is happy. Very highly recommend!"
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+63

Response time9 hrs
18 neighbors recently requested a quote
Recommended by82%of homeowners
Avatar for Reynaldo Perez Landscaping, LLC
Reynaldo Perez Landscaping, LLC
4.5(
8
)
Lawn & Yard Waste Clean UpLandscape - Install Landscaping for Yard or GardenLawn Care - Maintain and Mow a Lawn

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2025

Free estimates

Customers say: Quick response

"I couldn't be happier with the landscaping work that was done, they completely transformed my front garden with new bushes and a wonderful design. they were professional, on time and so courteous. I would definitely reach out with any other projects I need in the future."
Response time6 hrs
Response rate85%
2 neighbors recently requested a quote
Avatar for Mr. Mow It All
Mr. Mow It All
5.0(
10
)
Lawn & Yard Waste Clean UpLawn Care - Maintain and Mow a Lawn

Serving Chestertown, MD and surrounding areas

Approved

In business since 2009

Free estimates

Customers say: Quick response

"Lenny from Mr. Mow came to do the estimate in a timely manner. His price was competitive. He seems to understand exactly what I want and has will get to me within the week. I'm very pleased so far. I was a little nervous because I thought he might only mowing service but he has the equipment to do much more."
lawn care
Response time9 hrs
Response rate87%
Recommended by100%of homeowners
Avatar for Lawn Renovations, LLC
Lawn Renovations, LLC
5.0(
8
)
Sod - Install - For Business

Serving Chestertown, MD and surrounding areas

Approved

In business since 2020

Free estimates

Credit card accepted

"My yard was terrible. Mike came and started a lawn treatment last fall 2020. He treated it again in the spring of 2021. Now I'm on my way to a PGA type of lawn. We are happy with the results. I highly recommend Mike Causey for anyone's lawn care needs."
CALL TODAY FOR YOUR FREE ESTIMATE!
Fuly licensed
Response time11 hrs
4 neighbors recently requested a quote
Recommended by100%of homeowners
Sunset Lawn Care
4.1(
8
)
Landscape - Minor Grading or Resloping - For Business

Serving Chestertown, MD and surrounding areas

Approved

In business since 2010

Free estimates

Customers say: Quality work

"They've done LOTS of work for me and they continue to do lots of work because they are reasonably priced, excellent service, and does what he says he will do. Never had any problems, miscommunications, or misunderstandings, and the work is always completed as expected"
Response time2 days
Recommended by85%of homeowners
DDC Property Maintenance LLC
4.4(
11
)
Landscape - Minor Grading or ReslopingLandscape - Minor Grading or Resloping - For Business

Serving Chestertown, MD and surrounding areas

Approved

In business since 2018

Free estimates

Offers commercial services

"DDC was hired to clear and grade a building site. Exceeded my expectations. Was on time and done before schedule. After building was erected the team was back to finish grade, seed and straw, and repair rock lane. Would and have recommended DDC for any earth moving job."
Response time2 days
6 neighbors recently requested a quote
Recommended by70%of homeowners
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Landscaping FAQs, answered by experts

Determining how many boulders you’ll need for your landscaping project depends on the area you need to cover and how big each boulder is. First, you’ll need to determine how big of an area you want covered, then divide that by the base surface area of the boulders. A landscape professional can help you determine how many boulders will be right for your project.

While you can leave roots in the ground, if you don’t want the shrub to regrow again over time, it’s best not to leave any roots behind. Ensure you remove as much of the shrub as possible, including the root ball and any main roots you can see, to prevent new growth. Some gardeners opt for using a chemical treatment to prevent the stump from growing back, but this can kill beneficial microorganisms living in your soil.

Yes, adding a pergola can add value to your home and provides an excellent selling point for potential buyers who enjoy outdoor living. Pergolas may have a 50% to 80% return on investment. To add more value, choose a structure made from durable, long-lasting materials and have it professionally installed. Extra features like a motorized roof, smart louvers, and heaters or misters may also give you a better return on investment.

Yes, backyard landscaping and total-home landscaping add value to your home. According to the American Society of Landscape Architects (ASLA), high-quality landscape design has a 20 to 30 percent return on investment. So, when it comes time to sell your home, having a beautiful backyard landscaping oasis will increase your home’s value. 

Unless it only rains once in a blue moon where you live, you’re going to want water-loving plants in your garden bed or pot. A few ideas for plants that aren’t super fast-growing (meaning they’re good in pots or near foundations) and can handle a lot of standing water include: 

  • Acorus (Sweet flag)

  • Colocasia esculenta (Taro or elephant ear): In many climates, these are annuals, making them less desirable because you need to adjust the chain again after each replant.

  • Equisetum scirpoides (Dwarf horsetail rush): non-dwarf varieties of horsetail are fast growers and can take over quickly.

  • Juncus effusus (Curly rush)

  • Osmunda regalis (Royal fern): Royal fern can grow quickly but can also handle being crowded, making them good container plants.

The Chestertown, MD homeowners’ guide to landscaping services

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