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Tree Service in Windsor, WI (53532) · Local Professionals

Madison Tree Service · Fast response in Windsor and the Madison area · Free estimate 24h

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Windsor's semi-rural lots north of DeForest are a mix of newer homes and older properties backing onto woodlot edges and fence rows, and the trees that frame these properties take real punishment from Dane County weather and age.

When a dead ash needs to come down, a storm drops a limb over your roof, or you're clearing land to open up your view or make room for a project, Madison Tree Service knows Windsor's terrain and your neighbors' expectations. We've been removing trees, grinding stumps, and trimming back overgrown hedges across Madison and the surrounding areas for years, and we understand what it takes to work safely on the rolling glacial ground north of town.

Tree Service in Windsor (53532)

Windsor sits on gently rolling terrain with woodlots and older fence rows that are home to bur oaks, sugar maples, and unfortunately, a lot of ash trees in various stages of decline from emerald ash borer. Many of your properties back onto these edges, which means falling limbs, encroaching branches, and the challenge of removing large trees in tight spaces without damaging fences, driveways, or neighboring properties. We also see plenty of dead or dying ash on residential lots, and land clearing jobs where homeowners want to open up their property or thin out overgrown hedgerows.

Our team has handled removals on Windsor's narrow rural lots, worked around power lines and structures, and managed the logistics of getting equipment in and debris out when access is tight. We're experienced arborists and fully insured, which matters when you're dealing with large trees near buildings or property lines.

Our services in Windsor

How a Job Works in Windsor

We start with a free on-site assessment. You call us at (608) 292-4948 or request an estimate online, and we come out to look at the tree or trees, the terrain, what's nearby (your house, a shed, power lines, a neighbor's fence), and what you're trying to accomplish. We'll talk through options, give you a realistic price, and answer any questions about permits or HOA approval if that applies to your property.

Once you're ready, our crew shows up with the right equipment for your lot. On Windsor's rolling ground and in tight spaces, we often work with a bucket truck or crane to lower sections safely, especially near structures or when access is limited. We're careful about where debris goes and how we manage the work so your neighbors aren't surprised by noise or activity.

When we're done, we haul away all the brush and logs (unless you want to keep some for firewood), grind the stump if you've asked for it, and leave your property clean. You get a final walkthrough so you know the job is complete and done right.

Tree removal in Windsor typically starts at a free estimate, because size, species, access, and what's nearby all affect the cost. A dead ash on an open lot might run $800 to $2,500 depending on height and trunk diameter. A large oak near your house or power lines, or one that requires a crane, will cost more. Stump grinding starts at $150 for smaller stumps and goes up with diameter. Tree trimming and pruning start at $250, hedge trimming at $45 per shrub or linear foot. Emergency tree service (storm damage, fallen limbs, hazardous hangers) is always available; call (608) 292-4948 to describe what's happened and get a same-day or next-day response. The best way to know what your specific job will cost is to call us for a free, no-obligation estimate. We'll walk your property, ask the right questions, and give you a price you can count on.

We have several dead ash trees on our Windsor property. How do I know if they need to come down right away?
Dead ash is common north of DeForest, and the decision depends on where the tree is and what's underneath it. If a dead ash is near your house, a shed, a power line, or a neighbor's fence, it should come down soon because dead limbs are brittle and can fail without warning, especially in wind or after heavy snow. If it's standing alone in an open field away from structures, you have more time, but we'd still recommend removing it within a year or two. We can inspect the tree and give you honest advice about urgency. Call (608) 292-4948 for a free assessment.
A big branch from my neighbor's oak is hanging over my roof. What are my options?
Property line rules in Wisconsin say your neighbor is responsible for their tree, but you can trim branches that hang over your property line back to the property line yourself, or hire us to do it. Before we start, we recommend a friendly conversation with your neighbor so there are no surprises. If the branch is large, dead, or poses a real hazard, your neighbor may be liable for damage if it falls. We can handle the trimming safely and cleanly. Call us at (608) 292-4948 to discuss the situation and get a quote.
What does a land clearing job typically cost in Windsor?
Land clearing is very site-specific. If you're clearing a fence row or thinning a woodlot edge, we charge based on the number and size of trees, how much brush and debris there is, and whether you want stumps ground or left in place. A small fence row with a few smaller trees might run $1,500 to $3,500. A larger clearing project with multiple large trees could be $5,000 or more. We always start with a free estimate so you know exactly what you're paying for. Call (608) 292-4948 to set up an assessment.
Do I need a permit to remove a tree on my Windsor property?
Permit requirements vary by municipality in Dane County. Some towns require a permit for trees above a certain diameter (often 10 to 12 inches DBH, or diameter at breast height). Some have protected heritage tree ordinances that cover oaks and other species. We know the local rules and will advise you on whether your specific tree needs a permit. If one is required, we can help coordinate the paperwork or guide you through the process. It's always worth asking before you start; fines for unpermitted removals can be steep. Call us at (608) 292-4948 and we'll clarify what applies to your property.
We live in a newer subdivision in Windsor with an HOA. Do I need approval to remove a tree?
Many HOAs require approval for tree removal, especially if the tree is visible from the street. We recommend checking your HOA covenants or contacting your HOA board before you call us. Once you have approval (or know it's not required), we can schedule the work. If you're unsure, we can help you understand what the HOA is likely to ask for and what documentation might help. Call (608) 292-4948 and we'll walk you through it.
Are you fully insured for tree work on my property?
Yes. Madison Tree Service is fully insured with general liability and workers' compensation coverage. This protects you, your property, and our crew while we work. Always ask a tree service for proof of insurance before hiring them. Call (608) 292-4948 if you have questions about our coverage.
When is the best time to trim trees or remove dead branches in Windsor?
Late fall and winter (after leaves drop and before spring growth) are ideal for pruning and removing dead limbs because we can see the structure of the tree clearly and the tree is dormant. Spring and early summer are good for removing dead or hazardous trees. Avoid heavy pruning in late spring or early summer when trees are putting energy into new growth. That said, dead limbs and hazardous branches should come down any time they pose a risk, regardless of season. Before winter snow and ice arrive, it's smart to have a experienced arborist inspect trees near your house for weak limbs or poor structure so you can address problems before a storm does. Call (608) 292-4948 to schedule a preventive inspection.
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Our services

Our Tree Care Services in Madison

All your work handled by qualified professionals in Madison

Tree Removal

Safe, complete removal of any tree: trunk, branches, and full haul-away included.

Included in your service

  • Full tree felling and all limb removal
  • Stump cut to ground level
  • Complete debris cleanup and haul-away
  • Free on-site estimate within 24h
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Tree Trimming & Pruning

Expert pruning to keep your trees healthy, safe, and looking their best year-round.

Included in your service

  • Dead, crossing, and hazardous branch removal
  • Crown thinning and structural shaping
  • All clippings cleaned up and removed
  • Free on-site estimate within 24h
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Stump Grinding

Stump ground below grade; reclaim your yard without a trace.

Included in your service

  • Grinding 4 to 6 inches below grade
  • Surface wood chips left or hauled away on request
  • No damage to surrounding lawn or landscaping
  • Free on-site estimate within 24h
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Emergency Tree Service

Storm damage, fallen trees, hanging limbs: fast response to protect your property.

Included in your service

  • Same-day or next-day response
  • Fallen tree removal from structures, vehicles, and yards
  • Hazardous limb removal and securing
  • Full debris cleanup and haul-away
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Hedge Trimming & Shrub Care

Clean, healthy hedges and shrubs shaped to your property line and style.

Included in your service

  • Precise trimming to your preferred height and shape
  • All clippings cleaned up and removed
  • Shrub health check included
  • Free on-site estimate within 24h
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Land Clearing

Full-site clearing for construction, fire safety, or land reclamation. Any size lot.

Included in your service

  • Tree, brush, and vegetation removal
  • Stump grinding and root clearing on request
  • Debris chipped on-site or hauled off-site
  • Free on-site estimate within 24h
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Arborist Consultation

Expert arborist assessment: health evaluation, risk analysis, and a tailored care plan for your property.

Included in your consultation

  • On-site health and structural evaluation
  • Risk assessment and hazard identification
  • Written care and maintenance recommendations
  • Permit guidance for protected species
Learn more→
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