Top-rated lawn care pros.

Get matched with top lawn care pros in Chestertown, NY

Enter your ZIP and get matched with up to 5 pros

TRUSTED BY CHESTERTOWN, NY HOMEOWNERS

  • Average homeowner rating star icon4.9
    Average homeowner rating
  • Verified reviews icon26
    Verified lawn care services reviews

Find Lawn care pros in Chestertown

"Very efficient job."

Esha O on November 2025

We are an up coming company working to earn your business. We are dedicated to growing our business by providing fantastic customer service. We do the following: Hood cleaning Soft washing houses Window Washing under two stories Gutter cleaning

"Very efficient job."

Esha O on November 2025


Avatar for Kimble Services LLC

Kimble Services LLC

No reviews yet

Kimble Services LLC

No reviews yet
2 years of experience

We specializing in Property Management, Remodeling, Decks, Sheds, and Lawn Care. Bringing 25+ years of Union Carpentry experience to deliver the most professional product possible.

We specializing in Property Management, Remodeling, Decks, Sheds, and Lawn Care. Bringing 25+ years of Union Carpentry experience to deliver the most professional product possible.



Avatar for C.D. Services

C.D. Services

No reviews yet

C.D. Services

No reviews yet
1 years of experience

If you are looking for a small 2 person team affordable landscaping company that is us! We specialize in farms in need of lawn or paddock maintenance and can make all kinds of repairs around your property or even to your equipment , just ask! Never worry about a gate being left open for your animals to get out as we know the ins and outs of country living! No more honey-do lists as it will already be done! Thank you and we look forward to speaking to you!

If you are looking for a small 2 person team affordable landscaping company that is us! We specialize in farms in need of lawn or paddock maintenance and can make all kinds of repairs around your property or even to your equipment , just ask! Never worry about a gate being left open for your animals to get out as we know the ins and outs of country living! No more honey-do lists as it will already be done! Thank you and we look forward to speaking to you!


Avatar for PINNACLE PATIO SOLUTIONS, LLC

PINNACLE PATIO SOLUTIONS, LLC

5.00(
12
)

PINNACLE PATIO SOLUTIONS, LLC

5.00(
12
)
Customers say: Quick response
22 years of experience

Pinnacle Patio Solutions LLC specializes in crafting exquisite outdoor spaces that harmoniously blend functionality and aesthetic beauty. We design and build retaining walls, outdoor kitchens, paver patios, walkways, steps, and fire pits that not only enhance the natural charm of your surroundings but also reflect your unique style. What sets us apart is our tailored approach to each project, carefully considering your specific needs and preferences to create a seamless fusion of form and function. From concept to completion, we strive to deliver solutions that elevate your outdoor living experience and become a cherished extension of your home

"Pinnacle built a retaining wall, front steps and front walk for us. We solicited bids from 5 contractors and Pinnacle's seemed fair. Our experience with them was very positive. Co-owners Nathan and Rachael are good communicators. Nathan listened carefully to our plan and offered some thoughtful suggestions, which we're glad we followed. He supervised the whole project on site and did the work with a capable and friendly assistant. They were were considerate of our neighbors, for example by starting work at a reasonable hour and cleaning up thoroughly at the end of each day. The finished product was truly exceptional. Nathan is a master craftsman and a perfectionist. We've received many positive comments from our neighbors and others."

Wayne R on August 2025

Pinnacle Patio Solutions LLC specializes in crafting exquisite outdoor spaces that harmoniously blend functionality and aesthetic beauty. We design and build retaining walls, outdoor kitchens, paver patios, walkways, steps, and fire pits that not only enhance the natural charm of your surroundings but also reflect your unique style. What sets us apart is our tailored approach to each project, carefully considering your specific needs and preferences to create a seamless fusion of form and function. From concept to completion, we strive to deliver solutions that elevate your outdoor living experience and become a cherished extension of your home

"Pinnacle built a retaining wall, front steps and front walk for us. We solicited bids from 5 contractors and Pinnacle's seemed fair. Our experience with them was very positive. Co-owners Nathan and Rachael are good communicators. Nathan listened carefully to our plan and offered some thoughtful suggestions, which we're glad we followed. He supervised the whole project on site and did the work with a capable and friendly assistant. They were were considerate of our neighbors, for example by starting work at a reasonable hour and cleaning up thoroughly at the end of each day. The finished product was truly exceptional. Nathan is a master craftsman and a perfectionist. We've received many positive comments from our neighbors and others."

Wayne R on August 2025



Compass Contracting & Property Services, LLC

No reviews yet

Compass Contracting & Property Services, LLC

No reviews yet
4 years of experience

We are a small, family-run business that specializes in residential remodels, improvements and maintenance. Whether you're looking for a home renovation or addition, or for 'handyman' repair services, our 10+ years of experience and unwavering attention-to-detail ensures you'll get the job done right the first time, and on time.

We are a small, family-run business that specializes in residential remodels, improvements and maintenance. Whether you're looking for a home renovation or addition, or for 'handyman' repair services, our 10+ years of experience and unwavering attention-to-detail ensures you'll get the job done right the first time, and on time.


Holman Property Services

No reviews yet

Holman Property Services

No reviews yet

We are owner operated and looking to be competitive in pricing will be or match competitor pricing. We over a wide variety of services from handy man to lawn care services

We are owner operated and looking to be competitive in pricing will be or match competitor pricing. We over a wide variety of services from handy man to lawn care services


County Line Contracting

No reviews yet

County Line Contracting

No reviews yet

At County Line Contracting we are your Land Management Experts. Working with private land owners, developers and municipalities in and around the Capital Region. With many years of experience specializing in all aspects of land clearing, excavation, and forestry mulching. Providing top quality work at affordable prices.

At County Line Contracting we are your Land Management Experts. Working with private land owners, developers and municipalities in and around the Capital Region. With many years of experience specializing in all aspects of land clearing, excavation, and forestry mulching. Providing top quality work at affordable prices.


Remodeling new construction roofing/tear off new roofs all siding stone work Sheetrock insulation replacement windows new windows

...
Showing 1-10 of 81
Lawn Care questions, answered by experts

Always do a poop sweep before mowing your lawn. Running your mower over dog waste can be messy, unsanitary, and smelly, and it can spread the poop to other parts of your lawn. Plus, you won’t be able to get it out of the grass (or the mower blades) easily.

The American ideal of a large, perfectly-manicured lawn is tied to the post-World War II suburban housing boom. In the decades that followed, technological advances made self-propelled mowers more affordable and plentiful. Many Americans came to see reel mowers as old-fashioned, inconvenient, and time-consuming, and they eventually fell out of fashion.  

If you accidentally watered your grass too much during the winter months, try aerating your lawn to encourage absorption of the water into the soil and improve drainage. Dethatching your lawn can also help the solid recover from overwatering and encourage healthy root and stalk health in your grass.

If your lawn and general landscape are struggling, consider calling a local landscape specialist to suggest lawn amendments, local plants, and hardscape changes to boost the long-term health of your outdoor space. While you may be able to take on small projects yourself—such as reseeding your lawn or testing the soil—a professional can help you build a plan to bring a struggling yard back to life quickly.

Mow your lawn once a week during the growing season. This keeps your grass healthy and prevents weeds from establishing.

The Chestertown, NY homeowners’ guide to lawn care services

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

What do you need done? We’ll find top pros.
  • 🌱 "Mow a small front yard"
  • 🛠 "Fix a leaking pipe under the sink"
  • 🏠 "Repair shingles on an asphalt roof"