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Top Landscaping Contractors in Brookline, Massachusetts Ranked

Transforming your outdoor space in Brookline requires a blend of creative vision and technical expertise. Landscaping contractors, often called landscape professionals or design-build firms, provide the comprehensive services needed to turn your property into a functional and beautiful extension of your home. From routine lawn care to complete garden overhauls with custom patios and planting, these experts manage the entire process. This guide will help you understand the scope of work, typical project phases, and investment considerations, making it easier to connect with qualified local professionals for your specific needs.

Simply Lawn Care Services

Simply Lawn Care Services

802 Main St Lower Level, Melrose, MA 02176

Simply Lawn Care Services provides professional landscaping and lawn care solutions in Boston, MA. They offer comprehensive lawn maintenance, including hybrid and organic fertilization, weed control, and precision landscaping to enhance outdoor spaces. Serving Stoneham, Wakefield, Saugus, Melrose, and Malden, the company focuses on hassle-free transformations and reliable lawn care.

5.0
201 Reviews
JR's Landscaping & Sons LLC

JR's Landscaping & Sons LLC

3 Sorelle Pl, Burlington, MA 01803

JR's Landscaping & Sons LLC is a full-service landscaping company serving Boston, MA, and Middlesex County. They provide a wide range of services including lawn mowing, lawn fertilization, weed control, sod installation, fence installation, landscape lighting, sprinkler installation and repair, hardscaping with patios and retaining walls, and custom landscape design. With over 20 years of experience since 1997, they offer year-round solutions tailored to maintain and enhance outdoor spaces for both residential and commercial properties. Their capabilities include expert hardscape installations such as stone walkways, patios, and retaining walls designed for New England weather conditions.

5.0
148 Reviews
All season tree services

All season tree services

72 Flint St #1, Lynn, MA 01905

All Season Tree Services is a tree service, landscaping, and lawn care company based in Boston, MA. They offer a range of services including tree removal, stump grinding, landscaping, and lawn maintenance. The company is equipped to handle emergency tree removal with a team available 24/7 to respond quickly to urgent situations. With years of experience, All Season Tree Services provides tailored solutions for both residential and commercial properties, focusing on quality and customer satisfaction.

5.0
131 Reviews
Grass!365 of New England

Grass!365 of New England

38 Fuller St, Waban, MA 02468

Grass!365 of New England is a synthetic turf design and installation company based in Boston, MA, serving all of New England. They specialize in artificial grass solutions for residential and commercial properties, including playgrounds, sports fields, putting greens, and pet turf. Their installations use SealTuft technology, which offers superior drainage and durability. Grass!365 has been operating for over a decade and ensures that all projects are personally overseen by owner Jeremy Dellaria and his team, without subcontractors.

5.0
117 Reviews
Done Right Landscape & Construction

Done Right Landscape & Construction

20 Fitch Ct, Wakefield, MA 01880

Done Right Landscape & Construction is a full-service landscaping and hardscaping company serving the Boston, MA area. They specialize in residential and commercial landscape design, fence installation, patios, retaining walls, and other outdoor construction projects. With over 40 years of experience since 1980, their team works closely with clients to create customized outdoor spaces that combine functionality and aesthetic appeal. Their expertise includes the installation of vinyl, steel, aluminum, and wooden fences, as well as low-maintenance stonescaping designs.

4.9
331 Reviews
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Understanding the Role of a Landscape Professional

A landscaping contractor does much more than just plant flowers. They are your project manager for the outdoors, coordinating design, hard construction, horticulture, and ongoing care. In Brookline, where properties range from historic homes to modern builds, a skilled landscape designer or architect can navigate local guidelines while addressing unique site challenges like shade, drainage, and soil composition. Their goal is to create a cohesive plan that enhances your home's curb appeal, increases usable living space, and thrives in the New England climate.

The Standard Project Process

Most major landscape installations follow a structured sequence to ensure quality and clarity from concept to completion.

Initial Consultation and Site Evaluation

Every successful project begins with a detailed discussion of your vision, lifestyle needs, and budget. A contractor will visit your property to evaluate existing conditions, including soil quality, sun exposure patterns, drainage issues, and the current state of any plantings or structures 1 2. This phase is crucial for setting realistic expectations and laying the groundwork for a functional design.

Design and Planning

For complex projects, this stage involves creating a formal landscape design plan. This may be done by the contractor's in-house designer or a collaborating landscape architect. The plan will detail the layout of softscaping (plants, lawns) and hardscaping (patios, walkways, walls), material selections, and planting schemes 1 3. A good design balances aesthetics with practical considerations like maintenance and long-term growth.

Site Preparation

Before any beautiful elements are installed, the site must be properly prepared. This can involve clearing existing vegetation, grading the land to ensure proper drainage, amending soil with compost or other nutrients, and marking out the locations for new features 1 4. Proper preparation is essential for the longevity and health of the final installation.

Installation and Construction

This is the build phase, where the plan comes to life. It typically happens in two main parts:

  1. Hardscaping: Installation of non-living elements like stone patios, retaining walls, walkways, outdoor kitchens, and drainage systems.
  2. Softscaping and Planting: Installation of the living elements, including laying sod, planting trees, shrubs, and perennial beds, and applying mulch 1 3.

Ongoing Care and Maintenance

A new landscape needs time to establish. Many contractors offer maintenance programs to ensure your investment flourishes. This can include seasonal cleanups, mowing, pruning, mulching, and irrigation system management 1 2. A maintenance contract can be a wise way to protect the beauty and health of your new outdoor space.

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Breaking Down Landscape Investment and Costs

Understanding where your budget goes is key to planning a project. Costs in Brookline vary widely based on materials, labor, and project complexity. The following estimates are general guidelines; obtaining quotes from local contractors is essential for accurate budgeting 1 5.

Routine Maintenance Services

For keeping an existing landscape in top shape:

  • Mowing, Edging, and Blowing: Often priced per visit, with typical ranges from $50 to $100 for a standard-sized property 1 6.
  • Comprehensive Maintenance Contracts: These bundled services (trimming, weeding, seasonal adjustments) typically range from $100 to over $500 per month, depending on the size and intricacy of the property 1 5.

Softscaping and Planting Projects

These involve the living components of your landscape:

  • Garden Bed Renovation: Refreshing an existing bed with new plants, mulch, and edging can start around $2,500 for a small area 1.
  • Multi-Area Planting Installation: For installing new trees, shrubs, and perennials across several zones of a property, budgets often range from $7,500 to $30,000 or more. Costs increase significantly with larger, more mature specimen plants 1 3.

Hardscaping and Structural Features

This is often the largest portion of a landscape budget, sometimes accounting for around 40% of total project costs 1 6. These features require significant material and skilled labor.

  • Patios and Walkways: Using materials like bluestone, brick, or concrete pavers, these projects can range from $12,000 for a simple design to well over $100,000 for extensive, intricate installations 1 7.
  • Retaining Walls and Boulder Features: Necessary for managing slopes or creating visual interest, these structures typically range from $10,000 to $80,000+ based on length, height, and material (e.g., natural stone vs. segmental block) 1.
  • Specialty Features: Custom elements like privacy screens, pergolas, or outdoor kitchens represent a significant investment, often ranging from $6,000 to $30,000 or more 1.

Key Factors Influencing Your Final Cost

  • Labor: Skilled labor for installation is a major cost driver. Rates can be hourly ($50-$65+) or built into a project-based quote, especially for complex work like masonry 1 6 7.
  • Material Selection: The choice between basic mulch and premium hardwood, or between standard pavers and imported granite, has a substantial impact on price 1 3.
  • Site Complexity: Properties with difficult access, poor drainage, or significant grading needs will require more time and equipment to prepare, increasing costs 1 4 7.

Selecting the Right Contractor for Your Brookline Property

With an understanding of the process and costs, finding the right partner is your next step. Look for licensed and insured professionals with a portfolio of work that aligns with your style. Ask for references from projects of similar scope in the area. A reputable landscape company will be transparent about their process, provide a detailed written contract, and communicate clearly throughout the project. They should understand the specific character of Brookline neighborhoods and be knowledgeable about plants that thrive in local conditions.

Frequently asked questions

Sources

Footnotes

  1. Pricing Guide - Samantha's Gardens | Andover, MA - https://samanthasgardens.com/pricing-guide/ 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17

  2. Commercial Landscape Maintenance Pricing: Best 3 Benefits - https://bostonlandscapeco.com/commercial-landscape-maintenance-pricing/ 2

  3. Landscape Pricing & Services - Merrifield Garden Designs - https://www.merrifieldgardendesign.com/pricing 2 3 4

  4. Brookline, MA Professional Lawn Renovation Services - https://brooklinelandscaping.com/lawn-care/lawn-renovation 2

  5. Best Landscape Maintenance Contracts: Demystified in 5 - https://randalllandscaping.com/landscape-maintenance-contracts/ 2

  6. How Much Does Landscaping Cost? (2026) - HomeGuide - https://homeguide.com/costs/landscaping-costs 2 3

  7. 2026 Landscaping Cost | Get Estimates - Thumbtack - https://www.thumbtack.com/p/landscaping-prices 2 3