A logo for top em and drop em tree solutions and land management

Top Raked Tree Service Contractors in Maitland, FL

Tree removal, land clearing, and drainage done right. trusted by Maitland homeowners for fast, insured, professional service.

Got a leaning tree making you uneasy or water pooling in your yard after every rainstorm? In Maitland, FL, where neighborhoods like Dommerich Estates and Lake Sybelia showcase mature trees and historic charm, these issues aren’t just inconvenient, they can put your home at risk. That’s why homeowners turn to trusted tree service contractors in Maitland who know how to protect property value and maintain curb appeal.



At Top’em & Drop’em Tree Solutions and Land Management, we bring over seven years of experience serving Maitland with expert tree removal, storm cleanup, land clearing, and drainage installation. We’re fully insured, locally based, and known for fast, clean, and professional service.


Whether you’re trimming back overgrowth near Lake Lily Park or preparing for a landscaping upgrade near Maitland Community Park, we arrive with the right tools and a crew that respects your property. We know Maitland, and we’re ready to get your outdoor space back on track, safely and efficiently.

  • Dirt Work Service in Sanford, FL

    Button

  • A chainsaw is sitting on top of a tree stump.

    Button

Only 15 Miles from Maitland, FL

Top’em & Drop’em Tree Solutions and Land Management proudly serves Maitland, FL, just 15 miles from our home base in Sanford. Known for its mix of historic charm and modern estates, Maitland’s tree-lined streets and mature landscapes require careful, professional maintenance. That’s where we come in.



Whether you’re restoring an older property with overgrown oaks near Lake Lily Park or clearing space for a new addition in a luxury neighborhood, our team brings the right equipment, experience, and attention to detail. We specialize in safe tree removals, precise trimming, and expert drainage solutions to protect your home’s foundation and preserve curb appeal. With free estimates and fast turnaround times, Maitland homeowners trust us to care for their trees, and their property, with respect and skill.

Why Maitland Residents Trust Top’em & Drop’em

  • Tree Services Designed for Historic and Upscale Neighborhoods

    Maitland’s charm lies in its tree-lined streets and beautifully landscaped homes, from Dommerich Estates to the lakefront views of Lake Sybelia. But with old-growth trees come serious risks if left unmanaged. That’s where we come in.

    • Professional tree removal near homes, fences, and driveways
    • Selective tree trimming to prevent storm damage and enhance curb appeal
    • Clean, efficient stump grinding to keep your property polished and safe
  • Reliable Storm Cleanup, Right When You Need It

    When storms sweep through Maitland, fallen trees and heavy limbs can block driveways, damage roofs, or tear up your yard. We respond fast, with the equipment and experience to clear it safely.

    • Emergency storm cleanup and hazardous tree removal
    • Prompt service in Maitland, Winter Park, and Eatonville
    • Fully insured for your peace of mind and property protection
  • Land Clearing and Grading You Can Build On

    Planning a patio extension or new pool installation? Our crew clears and grades your land the right way, prepping your property for clean builds and proper drainage.

    • Full land clearing for residential upgrades and landscape redesigns
    • Slope-correct grading to prevent water pooling or foundation issues
    • Site prep for new construction, driveways, or outdoor features

  • Drainage Systems That Work with Florida Soil

    Flooding and runoff are common concerns in Maitland’s older neighborhoods and lakeside properties. We install customized drainage systems that move water where it should go, away from your home.

    • French drains, swales, and hardscaping-friendly water control
    • Perfect for homes near Lake Lily, Horatio Avenue, and Lake Sybelia
    • Prevents erosion and protects basements, patios, and landscaping

  • Local Crew. Exceptional Results.

    We’re not just passing through, we’re part of the Central Florida community. Maitland families trust us because we show up, clean up, and follow through, every time.

    • Proudly serving Dommerich Estates, Lake Sybelia, and surrounding areas
    • Known for on-time service, upfront pricing, and clean, professional results
    • Backed by 5-star reviews from homeowners who expect the best

  • A chainsaw is sitting on top of a tree stump.

    Button

What Tree and Land Services Do We Offer in Maitland, FL?

At Top’em & Drop’em Tree Solutions and Land Management, we offer tailored outdoor services to homeowners and property managers throughout Maitland, Florida. Whether you're in a historic home in Dommerich Estates, on the lakeside near Lake Sybelia, or a modern build near Maitland Community Park, our team brings experience, precision, and local know-how to every project.



With over seven years serving Orange and Seminole Counties, we specialize in keeping Maitland properties safe, beautiful, and storm-ready, without disrupting your day or damaging your landscape. Here’s what we offer in your neighborhood:

  • 1. Tree Removal & Trimming

    Maitland’s mature trees add charm, but they can also pose safety risks. Whether it’s a tree leaning toward your roof or limbs blocking sunlight, we handle it with care and professionalism.

    • Safe tree removal near power lines, structures, and fences
    • Precision tree trimming for storm prep, sunlight, and curb appeal
    • Trusted in Dommerich Hills, Oakland Shores, and Minnehaha Shores
    • Low-impact equipment to preserve gardens and walkways
  • 2. Storm Damage Cleanup

    When Florida storms hit, cleanup can’t wait. We provide fast, insured storm response services that restore order to your yard without adding stress to your life.

    • Emergency storm cleanup and tree clearing
    • Full debris removal for safety and HOA compliance
    • Available across Maitland, including Horatio Avenue and Lake Catherine Drive
    • Post-storm inspections to prevent future issues
  • 3. Land Clearing for New Builds and Upgrades

    Planning a patio, shed, or landscape redesign? We provide land clearing services that create clean, build-ready sites, especially on tight lots and older properties.

    • Full brush and tree clearing for outdoor construction
    • Great for additions and backyard makeovers near Lake Sybelia
    • Clean, HOA-respectful work for historic and modern homes
    • Prep for contractors, concrete, or landscape installs
  • 4. Land Grading to Improve Drainage and Build Stability

    Uneven ground or improper slopes can lead to costly problems. Our grading services protect your investment by ensuring safe, well-drained, and structurally sound land.

    • Custom grading for patios, builds, or yard leveling
    • Designed to prevent standing water and soil erosion
    • Used in sloped properties near Maitland Avenue and lakefront areas
    • Compatible with hardscapes, landscaping, and sod
  • 5. Drainage Installation That Blends with Your Landscape

    Water issues are common in Maitland’s lake-heavy neighborhoods. We design and install drainage systems that manage water, without ruining the look of your yard.

    • French drains, downspout extensions, swales, and more
    • Installed with minimal disruption to lawn or landscaping
    • Ideal for properties near Lake Lily, Lake Minnehaha, and Lake Jackson
    • Long-term solutions that protect basements, patios, and gardens
  • 6. Site Prep & Dirt Work

    Before any project begins, your site needs to be properly prepped. We provide dirt spreading, leveling, and compacting to ensure your contractor can start strong.

  • 7. Stump Grinding & Lawn Restoration

    Don’t let a leftover stump spoil your yard’s appearance, or safety. We grind stumps below grade and finish the area to blend naturally with your lawn.

    • Fast, low-impact stump grinding for all tree sizes
    • Surface leveling and optional root removal
    • Ideal for post-storm cleanups or landscape renovations
    • Lawn-ready finish for new sod or seed

How Much Do Tree and Land Services Cost in Maitland, FL?

At Top’em & Drop’em Tree Solutions and Land Management, we believe Maitland homeowners deserve honest pricing and high-quality work that protects the value of their property. Whether you're dealing with overgrown trees in Dommerich Estates, need drainage solutions near Lake Sybelia, or want land cleared for a new backyard feature, we offer straightforward, transparent estimates with no surprises.

Here’s what you can expect when budgeting for tree and land services in Maitland:

Service Starting Price Factors Affecting Cost
Tree Removal $300–$2,000+ Tree size, access, proximity to structures, cleanup required
Tree Trimming $200–$800 Canopy size, number of limbs, risk level
Stump Grinding $100–$500 Stump width, depth, quantity
Land Clearing $1,000–$5,000+ Lot size, brush density, terrain obstacles
Land Grading $800–$3,000+ Soil condition, slope, drainage issues
Drainage Installation $1,500–$6,000+ Type of system, trenching depth, yard layout
Site Prep & Dirt Work $500–$2,500 Area size, fill requirements, terrain challenge

Need a custom quote? Call us to schedule a free on-site estimate anywhere in Maitland, FL, we’ll walk your property and build the right solution for your needs.

  • Dirt Work Service in Sanford, FL

    Button

Why Maitland Homeowners Choose Top’em & Drop’em

Whether you’re living near Lake Catherine, Oakland Shores, or tucked into a charming older home near Horatio Avenue, tree and land care in Maitland requires a local touch. With older trees, narrow side yards, and strict HOA guidelines, the work has to be efficient, careful, and clean, exactly what we deliver.



We’ve served Orange and Seminole Counties for over seven years, helping Maitland homeowners manage storm-damaged trees, prep for outdoor improvements, and fix long-standing drainage issues the right way.

What Affects Tree & Land Work in Maitland?

Maitland’s combination of mature tree cover, historic homes, and lake-heavy terrain makes it one of the most unique service areas we handle. Here's how we adapt our work for your neighborhood:


  • Storm-Prep and Cleanup: From trimming limbs near rooftops in Dommerich Hills to emergency cleanup after a summer storm, we help prevent damage before and after bad weather hits.
  • Drainage for Low-Elevation Lots: We install long-term solutions for homes near Lake Sybelia and Lake Minnehaha, where soggy lawns and water near foundations are a common concern.
  • Careful Site Prep: Tight access and detailed landscaping mean your site needs a team that understands how to move equipment and materials without disrupting your yard, or your neighbors.


When quality, safety, and precision matter most, Maitland residents call Top’em & Drop’em.

  • Dirt Work Service in Sanford, FL

    Button

How Do We Handle Permits, Codes, and Regulations in Maitland, FL?

At Top’em & Drop’em Tree Solutions and Land Management, we know that Maitland homeowners care about doing things the right way, especially when it comes to protecting their property value and staying on good terms with the city and their HOA. Whether you're removing an old oak in Dommerich Estates, grading a lot near Lake Sybelia, or adding drainage in Oakland Shores, we handle every detail when it comes to permits and code compliance.


Here’s how we keep your project smooth, legal, and stress-free:


  • Permit Management: In Maitland, many tree removals and land modifications require city permits. We take care of everything, from the paperwork to the follow-up, so you don’t have to navigate city hall or hold up your timeline.
  • Code & Environmental Compliance: We follow Maitland’s city ordinances and Orange County regulations on protected trees, root zones, soil movement, stormwater redirection, and conservation areas. Every job is done right and built to pass inspection.
  • HOA Communication & Documentation: Maitland neighborhoods like Lake Sybelia Shores, Park Lake Woods, and Minnehaha Shores often have detailed HOA rules. We’ll help you get the green light by providing before/after photos, insurance paperwork, and any documentation your board needs.

Frequently Asked Questions – Permits & Land Work in Maitland, FL

  • Do I need a permit to remove a tree in Maitland?

    Yes. Maitland has a detailed tree ordinance, especially for large hardwoods. We’ll evaluate the tree, handle the paperwork, and get the permit on your behalf.

  • What about drainage or grading, do those need approval?

    Often, yes. Grading that impacts water flow or drainage may require city review. We ensure our plans meet stormwater codes and environmental guidelines.

  • Can you handle work in tight or HOA-regulated neighborhoods?

    Absolutely. Whether you're in Dommerich Hills or near Horatio Avenue, we have compact equipment and years of experience working in HOA-managed zones.

  • Do you follow Orange County soil and stormwater regulations?

    Yes. Our drainage installs and grading work are fully compliant with county and city codes, especially in lakefront and low-lying areas.

  • Are your services insured and city-approved?

    100%. We’re fully insured, and all of our services meet or exceed Maitland's requirements. We won’t start a project unless it’s cleared and safe.

  • How quickly can permits be approved?

    Most permits are issued in a few business days. We submit all paperwork promptly to keep your project on track.

Let’s Start Your Maitland Project, The Right Way

From tree trimming and stump removal to land grading and stormwater fixes, we take care of permits, inspections, and every line of code, so your job gets done right.


Call 
(407) 562-7093 or Email ust_dtree@yahoo.com


Searching for “tree removal or land clearing near me in Maitland, FL”? Let’s take care of it, professionally and by the book.

CONTACT US