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Best 5 Landscaping Companies in Winter Haven, FL

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Written By Callie Marsalisi|Last Updated: February 05, 2024

With the right landscaping, you can transform your simple yard into a beautiful outdoor living space. A quality landscaper can help you improve your home's curb appeal and increase its value. If you’re ready to revamp your yard, we’ve found the best landscaping companies for Winter Haven, Florida, homeowners.

Top Landscaping Services in Winter Haven, FL



Based on 16 customer reviews.

Services Offered

LandscapingPaversIrrigationArtificial TurfSod InstallationMulchingHardscapesGardens


  • Transparent pricing
  • Helps educate customers
  • Good customer service
4605 J Day Road, Lakeland, FL 863-701-6000 bulldoglandscape.com
Pyle's Lawn Service Logo

Pyle's Lawn Service

Based on 31 customer reviews.

Services Offered

IrrigationLandscapingLawn Maintenance


  • Helps educate customers
  • Good customer service
  • Free quotes
5521 Us-98, Highland City, FL 863-583-5296 pyleslawn.com
Next Door Lawncare and Landscaping Logo

Next Door Lawncare and Landscaping

Based on 61 customer reviews.

Services Offered

LandscapingFertilizingLawn MaintenanceIrrigation


  • Helps educate customers
  • Transparent pricing
  • Good customer service
4331 Swan St, Haines City, FL 689-224-3090 nextdoorlcl.com
Evolve Contracting, Inc. Logo

Evolve Contracting

Based on 113 customer reviews.

Services Offered

HardscapesPaversSod InstallationLawn MaintenanceLawn MowingGardensLandscapingMulchingOutdoor LightingIrrigationTree & Shrub Trimming


  • Free quotes
  • Good customer service
  • Transparent pricing
897 E Lemon St, Bartow, FL 863-535-0540 evolveyourlawn.com

More Local Lawn Care Companies

Prince and Sons Inc

User Reviews: 4.1/5 

200 S F St
Haines City, FL 33844


User Reviews: 4.7/5 

1522 E Main St
Lakeland, FL 33801

Lawn Rescue

User Reviews: 4.6/5 

935 E Rose St
Lakeland, FL 33801

Florida Green Lawn & Tree Service

User Reviews: 4.6/5 

6635 Old Rd 37
Lakeland, FL 33811

Chads Clean Cut Lawns, LLC.

User Reviews: 4.5/5 

5009 Yellowtop Loop
Lakeland, FL 33811

Ludlow Services

User Reviews: 4.5/5 

750 Redgrave Rd
Davenport, FL 33837

New Image Lawn Care

User Reviews: 4.5/5 

2621 Bay Cir
Lake Wales, FL 33898

Elegant Lawn Care

User Reviews: 4.6/5 

1052 Jack Calhoun Dr
Kissimmee, FL 34741

Captain Jacks Landscaping

User Reviews: 4.6/5 

Captain Jack's Landscaping, 115 N Stewart Ave Unit 1H
Kissimmee, FL 34741

To share feedback or ask a question about this article, send a note to our Reviews Team at reviewsteam@thisoldhousereviews.com.

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Facts about Winter Haven
Average Max Temp:82°F
Average Min Temp:64°F
Average Daily Sunlight:67%
Average Aeration Cost:$295 / half acre
Average Weed Control Cost:$271
Average Monthly Lawn Care Cost:$216

Expert Tips By

This Old House empowers homeowners with the knowledge and tools they need to tackle various projects and navigate the complexities of homeownership.

DIY Options vs. Professional Services

While many homeowners have basic lawn maintenance skills, more specialized knowledge is needed for landscaping. Full-scale landscaping requires heavy equipment and intense labor. More complex elements, such as irrigation systems or fire pits, need machinery and construction experience as well.

Small landscaping projects, such as adding flower beds or removing overgrown plants, can be easy projects to DIY. If you don't have basic lawn expertise or are looking for a complete yard overhaul, we recommend hiring a professional.

Professional landscape architects and designers have the right knowledge and skill set to elevate your outdoor space. They help you choose the most cost-effective upgrades and create long-term landscape maintenance plans. Contractors that offer lawn care services can help you improve your yard health, and you'll avoid making costly mistakes doing it on your own.

Factors To Consider When Choosing an Winter Haven Landscaping Company

Selecting the right landscaper depends on several factors, such as your service needs, your budget, and the company’s experience. Keep the following considerations in mind when hiring a landscaping contractor.

Services Offered

Assess your landscaping needs before selecting a company. If you’re looking for assistance with yard health and maintenance, you’ll need a company offering lawn care services. These services may include mowing, mulching, fertilizing, controlling weeds, and pruning. Some companies offer additional pest control and tree removal services.

You should hire a full-service landscaping company if you're adding new outdoor elements (such as a fire pit) or planning a revamp of your entire yard. These providers specialize in outdoor upgrades and designs, such as adding hardscapes, landscaping rock projects, and gardening. They can also help install fire pits, retaining walls, sprinkler or irrigation systems, and other architectural elements, and some also provide lawn maintenance services.

Licensing and Experience

Your landscaper should possess the appropriate licenses from the Winter Haven city government. Most contractors also have advanced training and certification in areas such as horticulture, outdoor design, and lawn maintenance. Your provider may have the following certified members on staff:

  • Certified fertilization or pesticide specialists
  • Licensed arborists
  • Licensed horticulture specialists
  • Licensed or certified landscaping designers or architects
It may also have certifications from professional organizations, including the Professional Landcare Network and the National Association of Landscape Professionals. These certifications are not mandatory but can add to a provider's credibility. Landscapers normally have liability insurance for protection against bodily injury or property damage. Your provider should be fully insured and bonded. Request a certificate of insurance or insurance numbers to confirm coverage.

Reputation and Reviews

Look for a contractor with good customer reviews. You can look at third-party review sites like the Better Business Bureau to ensure a company has a good reputation and provides a positive customer experience. Try to avoid companies with largely negative reviews, including ones that frequently mention unreliable customer service, delayed projects, or poor project results.

Work Portfolio

Most landscaping and maintenance companies will have before and after photos of previously completed projects to showcase their work to potential customers. Request your provider's portfolio. You can specifically ask to see other projects similar to yours, so you can see how your yard might look, and even get some inspiration.

Sustainability Practices

Sustainability practices are essential for any landscaping company. These practices include waste management, eco-friendly material options, and water conservation. Your provider should choose native plant life—such as trumpet honeysuckle, climbing aster, and narrowleaf sunflower—for best results. Any work on your property shouldn't impact your existing vegetation. Your landscaper should advise of any sustainability practices for your project and provide recommendations for reducing maintenance costs, water consumption, and waste.


Request quotes from multiple companies to learn about pricing and services. Most companies offer free consultations to review your outdoor space, offer recommendations, and go over project plans. You’ll receive a detailed quote outlining your project costs, including materials and labor. You can use competing quotes to negotiate a lower price.

Landscaping Costs in Winter Haven

Landscaping typically costs $23–$34 per hour in Winter Haven, depending on project size and type. Simple tasks, such as mowing or gardening, will cost less than major yard work, such as resodding. Bigger projects require more labor, which increases the total cost. Depending on the size of your yard, your provider might charge by the acre. The price will also be influenced by the materials you choose. Here's the average cost of different landscaping services:

Landscaping ServiceAverage Cost
Deck$11,946 - $15,928
Landscaping Design$1,717 - $2,289
Landscaping LandGrading$402 - $2,410
Landscaping Mulch$24 - $121
Planting FlowerBeds$80 - $1,607
Planting Trees$211 - $351
Sodding$40 - $48
Swimming Pool$30,531 - $80,345

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Frequently Asked Questions About Landscaping in Winter Haven

What are warning signs of a bad landscaper?

Warning signs of a bad landscaping company include no formal contract, lack of proper licensing, lack of professionalism, and numerous negative reviews. Poor communication is a red flag for any contractor. You should also avoid companies that use high-pressure sales tactics or that request full payment before completing any work.

What are some benefits of landscaping?

Landscaping offers numerous benefits, including improving your home's curb appeal and increasing your property value. Landscaping can also improve your quality of life by adding more natural beauty to your home.

Are landscapers the same as gardeners?

No, a landscaper is not the same as a gardener. Landscapers enhance your yard's visual appeal by incorporating outdoor features, architectural elements, and plant life to create an outdoor living space. Gardeners focus on maintaining your garden or plants.

What is a landscape designer?

Landscaper designers plan, review, and design outdoor living spaces that enhance your property both aesthetically and functionally. These designs may include decorative upgrades, garden plants, or hardscape elements (such as walkways). A landscape designer collaborates with a landscape artist to construct the final design.

How can I negotiate a price with a landscaping company?

Ask for quotes from multiple companies before negotiating a better price. Detailed quotes should include breakdowns of labor, materials, and additional fees. Lay out your budget in the initial consultation and be prepared to compromise on certain aspects if financially necessary. If you can’t negotiate a lower price, ask if your provider offers payment plans.

To share feedback or ask a question about this article, send a note to our Reviews Team at reviewsteam@thisoldhousereviews.com.