Winnetka Landscaping, Hardscaping, Drainage & Lawn Services, Snow Removal & Ice Management - Landscaper near Winnetka, IL

A well-designed landscape is about more than appearance. It is about planning, function, and getting everything right from the start. Our landscape design service maps out your entire project, including grading, drainage, hardscape, and planting.
This is where most projects go wrong. Without a clear plan, you end up with poor layout, drainage issues, or work that needs to be redone. We eliminate that upfront.
With detailed 3D renderings and walkthroughs, you can see exactly how your project will look and perform before any work begins.

At Tommy Pollina Landscape Company, we understand that your yard is a complex, living system. It’s not just a lawn, a patio, or a row of plants—it’s a network of interconnected elements. When one component is out of alignment, it can impact the function and health of every other aspect. For 45 years, we’ve specialized in designing and installing outdoor environments that function cohesively. Our approach combines beautiful and functional design for: drainage systems, proper grading, plant material, hardscape elements, lawn maintenance, irrigation, lighting, and more—all engineered to work in harmony.

True landscape performance doesn’t happen by chance. It requires thoughtful integration of every trade and every detail. That’s what sets us apart: nearly half a century of experience ensuring every outdoor system we install works together, and stands the test of time.

Protect your home from an expensive flooding disaster!

• We are the best drainage solution provider in Chicago, backed by 45 years of experience and more than 10,000 successful installations.
• A large part of our business involves repairing or replacing faulty drainage systems installed by less experienced contractors (often cheaper options from contractors with little to no experience).
• Going with what appears to be more cost-effective option at the start can end up costing much more time and money later (possibly double or more), and can possibly put your property and your home’s foundation at risk.
• We can put you in touch with multiple customers of ours who have made the mistake of using an inexperienced drainage contractor and had to call us to come repair it shortly thereafter – you can talk directly to them and ask them – we’ll give you their info.

Our Professional Outdoor Living Space Services:

• Brick Patio Installation
• Outdoor Kitchen Construction
• Stone Patio Design
• Retaining Wall Installation
• Driveway Installation

Brick and Stone Repair Services:

• Walkway Repair
• Driveway Maintenance
• Step Restoration
• Retaining Wall Fixes

Tommy Pollina Landscape Co. installs asphalt driveways, blacktop driveways, concrete driveways, cement driveways, patios, sidewalks, walkways, and concrete steps built for long-term performance. We specialize in asphalt paving and concrete paving designed to last. Asphalt and concrete are structural systems. If excavation, base preparation, grading, and compaction are wrong, failure is guaranteed.

Leave the hard work to us and relax. Our team will handle your lawn maintenance, so you can enjoy your time doing what you love without worrying about the rest.
Our comprehensive lawn maintenance services are available from spring through fall, ensuring your lawn remains lush and healthy throughout the season.

Prepare your landscape and lawn for the summer. Chicago’s harsh summers will take their toll on your landscape. Order your yard clean-up with one of Tommy Pollina Landscape Spring Clean Up programs. Services include:

• Raking leaves
• Picking up all yard debris
• Cutting back perennials and grasses
• Redefining flower and shrub beds
• Cultivating beds that are not mulched

Water damage gets worse every day you wait. Schedule your inspection today!
Stop Basement Water Problems — Permanently
Professional interior and exterior waterproofing systems that keep your basement dry, protect your foundation, and give you peace of mind. Locally owned, fully licensed, and backed by a lifetime warranty.

That stump in your yard is not just an eyesore. It gets in the way every time you mow, creates a trip hazard, takes up usable space, and makes the property look unfinished. Tommy Pollina Landscape Company provides professional stump grinding services to remove unwanted tree stumps cleanly and properly so you can move on with your yard. If you have a stump in Park Ridge, the North Shore, or surrounding Chicago suburbs, we can take a look and get it handled.

With over 45 years of experience, Tommy Pollina Landscaping is your trusted expert for artificial turf installations. We specialize in creating beautiful, durable, and low-maintenance outdoor spaces for families, pets, and businesses alike. Artificial Turf Applications: Dog Runs – Clean, mud-free play space for pets. Play Areas for Kids – […]

As the seasons change, so does the optimal time for your landscaping needs. Here’s why fall is the ideal season to plant trees, shrubs, and perennials:

• Optimal Root Growth Conditions
• Winter Root Development
• Less Competition and Stress
• Enhanced Year-Round Resilience

Fall Plantings: Your Property with Autumn’s Palette As the summer season fades, fall is the perfect time to refresh your landscape with new plantings that bring color and life to your property. At Tommy Pollina Landscape Company Inc., we have over 40 years of experience transforming outdoor spaces with expert […]

Prepare your landscape and lawn for the fall and the upcoming winter. Order your yard clean up with one of Tommy Pollina Landscape Fall Clean Up programs. Services include:

• Raking and removing leaves
• Picking up all yard debris
• Mowing the lawn a little shorter for the winter
• Redefining flower and shrub beds
• Cultivating beds that are not mulched

At Tommy Pollina Landscaping, we provide comprehensive tree care solutions that enhance the beauty and safety of your property. Whether it’s routine tree trimming, removing a dangerous tree, or grinding down an unsightly stump, our experienced team has you covered.

With over 45 years of experience, Tommy Pollina Landscape Company provides reliable snow and ice management services for commercial and residential properties in Glenview, Mount Prospect, Des Plaines, Northwestern Chicago, Northbrook, Northfield and Park Ridge:

• Plowing for driveways and parking lots – clearing large areas quickly and efficiently
• Snow blower and thrower services – ideal for walkways, brick paths, porches, and steps
• Salt applications – pre- and post-storm treatments to prevent ice buildup
• Onsite machines – available upon request for quicker response times and continuous coverage during heavy snowfall

An outdoor kitchen isn’t just a luxury—it’s one of the smartest investments you can make in your home. In fact, it’s the only home upgrade that delivers a 100% return on investment when it comes time to sell. Not only does it enhance your lifestyle by creating the perfect space for entertaining, but it also increases your property’s value by making your home stand out.

Thinking about removing your old, unused, or damaged pool? Whether it’s a maintenance headache, a safety concern, or you just want more usable space, we provide professional underground pool removal to transform your backyard into something more functional and valuable.

Precision Grading for a Perfect Landscape At Tommy Pollina Landscape Co., we understand that the foundation of a successful landscaping project lies in proper grading. Our grading and regrading services are designed to ensure your property is not only aesthetically pleasing but also functional and well-prepared for any construction or […]

Welcome to Tommy Pollina Landscape Co., your trusted expert for comprehensive irrigation system services in the Chicago area. With over 42 years of experience, we are dedicated to ensuring your landscape remains vibrant and healthy through efficient and reliable irrigation solutions. Our Irrigation System Services Design and Installation We specialize […]

At Tommy Pollina Landscape Co., we understand the importance of beautifully designed and functional planters in enhancing both residential and commercial outdoor spaces. Whether you’re looking to grow lush vegetable gardens, add vibrant flower displays, or install trees that bring shade and elegance to your property, our planter services offer […]

With over 40 years of landscaping experience, Tommy Pollina Landscape Company Inc. specializes in designing and installing custom-putting greens. Perfect for golf enthusiasts, our putting greens add both beauty and functionality to your outdoor space. Enhance Your Yard with Our Expertise

With 42 years of experience, Tommy Pollina Landscaping is your go-to expert for all your concrete and brick removal needs. We specialize in:

• Concrete Removal
• Sidewalk Removal. Full or Partial
• Driveway Removal,  Full or Partial
• Brick Removal. Full or Partial
• Cement Removal
• Sign Hauling and Disposal

At Tommy Pollina Landscape Co., we bring over 40 years of experience in creating stunning and functional waterscaping solutions for homes and commercial properties. Our expertise spans from designing serene water features to implementing effective drainage systems that enhance the beauty and usability of your outdoor spaces.

Full Outsource Construction – Landscaping & Hardscaping 42 Years of Outdoor Design and Construction Services for Chicago’s North Shore At Tommy Pollina Landscape Co., we pride ourselves on being the ultimate outsource for all your new home and commercial construction outdoor needs. With 42 years of experience, our full-service approach […]

Sump Pump Solutions by Tommy Pollina Landscape Company.
Are you tired of dealing with a problematic sump pump? Let us help you!
At Tommy Pollina Landscape Company, we specialize in engineering and installing effective drainage systems that resolve even the most challenging sump pump issues.

Illuminate Your Holidays with Professional Decor and Lighting

Bring the magic of the season to your home or business with Tommy Pollina’s professional holiday decor and lighting:

• Custom holiday lighting and decor – creating festive, warm displays tailored to your property
• Over 40 years of experience – ensuring safe, inviting installations with a seamless, professional touch
• Complete takedown and storage – hassle-free end-of-season removal and safe storage for added convenience

Enhance Your Landscape with Vibrant Seasonal Plantings

At Tommy Pollina, we bring over 40 years of experience to the art of seasonal plantings, transforming your outdoor spaces with vibrant, dynamic displays that change with the seasons. Our expert team is adept at selecting and arranging a variety of plants to create eye-catching planters that will make your property stand out year-round.

What is a Summer Makeover? When the plant life in and around your property is looking messy and overgrown you should consider a Summer Makeover with the objective to create both an enjoyable landscape that is visually appealing and provides the family with a yard that serves multiple functions. This […]

While pruning or trimming bushes, shrubs and evergreens typically improve the appearance and health of your landscape, done incorrectly it can damage the plants. Tommy Pollina Landscape offers several trimming and pruning services for your bushes, shrubs and evergreens. Properly pruning plants can enhance your overall landscape design by ensuring […]

Mulch is organic material that is placed over soil. Mulch is frequently used in landscape design because it has many qualities that protect the soil while providing an enhancing design element to a landscape. Spreading mulch or mulching provides the following benefits to your landscape: Moderates soil temperature on hot […]

Core Aeration Services: Optimize Your Lawn’s Health and Appearance What is Core Aeration? Core aeration is an important lawn care service where small plugs of soil and thatch are removed from your lawn. This helps improve air flow, water absorption, and nutrient intake, all of which are crucial for a […]

Power Raking & Dethatching Power raking removes the dense layer of thatch that forms between the soil and the base of the grass. Dethatching by power raking allows water, nitrogen and nutrients to reach the lawn roots as well as protects your lawn against drought and winter kill. Tommy Pollina […]

Landscape Lighting Your enjoyment and use of your outdoor living space can be extended well into the evening through strategically placed landscape lighting! Call Tommy Pollina Landscape at (847) 698-6868 to professionally design and install your exterior lighting. Your landscape lighting will work year-round and in all weather conditions. Although […]

At Tommy Pollina Landscape Company Inc., we have over 40 years of experience in providing top-notch landscaping services. For the past five years, we have proudly maintained the prestigious grounds of Acacia Cemetery. Our dedication to detail and commitment to preserving a serene and respectful atmosphere make us a trusted partner for cemetery management.

With more than 40 years of experience, Tommy Pollina Landscape Company offers expert concrete floor services for residential and commercial properties across the Chicagoland area. Whether you need a new concrete slab poured, removal of old cracked concrete, or an epoxy-coated and resurfaced concrete floor, we’ve got you covered for garages, basements, sunrooms, patios, and beyond.

• New Concrete Slab Installation
• Concrete Removal & Replacement
• Concrete Resurfacing & Epoxy Floor Coating
• Decorative & Custom Concrete Finishes
• Indoor & Outdoor Concrete Flooring