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Frustrated By Missed Deadlines, Miscommunication, Or Messy Work?

Great landscapes should lift property value and daily enjoyment—not add stress. Yet chasing contractors, watching timelines slip, and discovering surprise costs turn the experience sour. You deserve better.

Whispering Pines Landscaping gives you landscapers in Caledon, ON who stay on site until work is complete, finish  projects on time, and communicate every next step before you ask. This solution blends horticultural expertise with proactive service, so your grounds look polished and perform reliably season after season.

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Residential Landscaping Services For Caledon Homes

Our teams deliver thoughtful design, skilled construction, and ongoing care that make home life outdoors feel effortless.

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Landscape Construction

Patios, grading, and planting beds come together in precise stages, giving you a cohesive yard built to handle Ontario’s seasons.

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Landscape Design

Scaled plans align features, materials, and plant palettes to match your lifestyle and long‑term goals. You preview the final look on paper, ensuring confidence.

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Outdoor Structures

Your pergolas, pavilions, and custom builds are designed to match your daily life. Installed with care, using durable materials.

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Outdoor Living

Enhance your outdoor space for relaxation, entertaining, and everyday comfort, with layouts that maximize usable space and natural flow.

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Garden Services

Your greenery stays neat, healthy, and thriving with routine care from an exceptional team of detailed horticulturalists.

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Lawncare & Maintenance

Your lawn stays lush with dependable mowing, seasonal upkeep, and soil-friendly treatments.

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Pools

Create a retreat with a pool that matches your needs, style, and space. Built by skilled pros who prioritize safety, beauty & longevity.

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“The quality of their work is unparalleled.”

“Our family has been using Whispering Pines Landscaping for the past 30 years. We have utilized them for services ranging from garden maintenance, snow removal and two outdoor major construction projects. The service provided by WPN has always been prompt and professional. The quality of their work is unparalleled. Customer satisfaction is top priority to WPN… Staff is extremely well trained and professional. Our family highly recommends Whispering Pines Landscaping.”

— Devon M. (Google Review)

“We respect their values and great attitude of their staff.”

“We’ve had the privilege of working with Whispering Pines on a few construction projects over the years and have always found them to be very professional… We respect their values and great attitude of their staff. Since we appreciate their attention to detail we also have them do our garden maintenance… I would highly recommend them for any construction project as well as maintenance of your lawn and gardens.”

— Paul J. (Google Review)

“Their work is professional, creative and they live up to their commitments.”

“The work that this company performs is exceptional. Their work is professional, creative and they live up to their commitments. All the personnel on the job are very pleasant to deal with and they are up to any challenge. We have used the services of Whispering Pines previously, have recommended them to many people, and plan to use them again.”

— Gerry M. (Google Review)

“We are more than thrilled with the result.”

“Over the last 22 years Whispering Pines has been our landscape contractor of choice for our last 4 homes. Their services have been marked by professionalism, quality and attention to detail. We have been kept fully informed throughout each project as to scheduling, unforeseen challenges and costs. Our most recent project was highly technical, involving several subcontractors and trades. We are more than thrilled with the result. We have recommended them many times…”

— Larkin R. (Google Review)

“It turned out to be the perfect fit, the right decision!”

“Our 1988 front flagstone porch and walkway was in dire need of a facelift… We finally chose Whispering Pines Landscaping as being the most sensitive to our needs. It turned out to be the perfect fit… The project was completed, from our initial consultation with Josh in sales, to Grant, the Project Manager, to the finished project, with Tristan and Quinn… within the budget we agreed to, in under a week and well before the snow.”

— Barry B. (Google Review)

“No details were missed and the customer service throughout the project was phenomenal.”

“From the initial consultation to the final walk around, we had such a great experience with Whispering Pines… They came up with ideas that we never would have thought of… The crew on site was wonderful to deal with… they were still able to complete the project according to the initial timeline. Leah and Marianne in the office were friendly, informative and very professional. No details were missed and the customer service throughout the project was phenomenal.”

— Diane S. (Google Review)

“They are a company you can trust.”

“Even before they were hired, Leah in the office was so helpful… Whispering Pines were able to come over and assess our backyard and we created a plan together… Most contractors we contacted either did not get back to us… Whispering Pines took the time to come to our backyard a few times… The work that Gerald and Scott did in our backyard blew us away… They communicated every step of the way, listened to our needs…”

— Christina B. (Google Review)

“The lawn cutting was excellent … straight rows just the way I like it.”

“This year, we hired Whispering Pines to do our spring mulching, lawn maintenance and autumn leaves cleanup. We have been very pleased. The crew has shown up every week … generally on the same day unless it was raining. The lawn cutting was excellent … straight rows just the way I like it. The workers were very friendly. Thanks so much for all your hard work!”

— Margaret K. (Google Review)

Commercial Landscaping Services For Caledon Properties

Keep sites safe, attractive, and tenant‑ready with a single team of landscapers in Caledon, ON who understand business timelines and budgets.

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Builders & Developers

Coordinated crews turn raw lots into welcoming streetscapes that enhance property value on hand‑over day. Clear milestones and on‑site oversight prevent handoff delays.

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Landscape Maintenance

Scheduled mowing, pruning, and bed care protect curb appeal and free your staff for core tasks. Consistent crews know your property layout and adapt service to seasonal shifts.

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Landscape Enhancement

Targeted plant updates, lighting, and hardscape additions refresh tired areas and reduce future upkeep. Each upgrade is planned for longevity and immediate visual impact.

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Snow Removal

GPS‑tracked plows, de‑icing teams, and real‑time reporting keep lots, docks, and walks safe all winter. Predictable service windows and fixed pricing guard against liability and budget creep.

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Why Homeowners & Property Managers Choose Us

Choosing landscaping contractors should come with a clear return on trust, time, and investment. Here’s what clients count on when they work with us:

On-Site Until the Job Is Done

Projects move forward without delay. The same reliable team remains on-site from start to finish, ensuring consistent workmanship without juggling multiple jobs.

Experienced, Long-Term Team

Long-standing staff bring stability, experience, and genuine care to every property. Familiar faces lead to smoother communication, stronger trust & dependable results.

Ultimate Transparency

From the first walkthrough to the final walkthrough, everything is laid out clearly. Pricing, scheduling, and updates are communicated upfront—so you always know where things stand.

Locally Committed

We’re part of the Orangeville community. That pride shows in how we treat your property, how we follow through, and how we show up year after year.

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Our Service Area

Whispering Pines Landscaping proudly serves Orangeville and the surrounding communities, including:

  • Honeywood
  • Listowel
  • Mansfield
  • Meaford
  • Mono
  • Mulmur
  • New Market
  • Puslinch
  • Shelburne
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What To Expect

Experience a simple, reliable approach designed around your needs from start to finish.

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Meet & Discover

We start with a personal consultation to understand your vision, needs, and goals. Your priorities lead the way as we assess your property and plan a path forward.

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Concept & Estimate

We craft a detailed, tailored plan, budget guide, and transparent estimate — no surprises. You’ll know exactly what to expect & once you’re happy, we lock it in.

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Schedule & Transform

With everything in place, we set the schedule and get to work. Our experienced team delivers beautiful, lasting results — with clear communication at every step.

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Thinking About Updating Your Caledon Landscape?

Tell us what matters to you — we’re here to listen, guide, and help you get results that feel right.

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