Serving Westchase · Hillsborough County
Holleywood Tree Services is a licensed, insured, arborist-guided tree company working throughout Westchase and the surrounding Hillsborough County communities — The Greens, Harbor Links, West Park Village, Radcliffe, Stonebridge and more. We handle live oak, laurel oak, magnolia and sabal palm every week here: hazardous removals, structural and hurricane-prep pruning, stump grinding, and 24/7 emergency storm response with crane, bucket truck and precision rigging.
Westchase lots are close-set with strict HOA canopy rules, so pruning has to satisfy the association and still reduce wind sail over pool cages and shared fences.
A recent Westchase call took our crew into Bennington (33626), where a storm-split leader was hanging over the driveway. We set rigging lines from the trunk, lowered every section by hand instead of dropping it, ground the stump below grade and raked the beds clean before we pulled out.



Westchase was built out in the 1990s on tight, zero-lot-line parcels, and every tree job here starts with the same math problem: a mature live oak or laurel oak, a house six feet away on one side and a deed-restricted association on the other. The Greens, Harbor Links, West Park Village, Radcliffe, Stonebridge and Bennington all share the same layout — narrow side yards, shared fence lines, pool cages, and an ARC that expects the work to look right when it is done. Almost nothing in Westchase gets felled; it gets rigged, picked, and carried out in pieces.
The defining fact of a Westchase job is the side yard, which on most lots here is three to six feet between the house and the fence line, often with a utility meter, an AC condenser or a pool cage support squeezed into that space as well. A bucket truck or chipper cannot get to the back yard on most Westchase properties, which means the tree comes out the way it went up: piece by piece, lowered on ropes, carried out by hand, or picked over the roof with a crane staged in the street. We plan every Westchase removal around this constraint before we ever bring a crew, because discovering it on site costs everyone the day.
Every Westchase neighborhood operates under the Westchase Community Association's deed restrictions, and several of the individual villages — West Park Village, Stonebridge, Bennington among them — layer additional architectural review on top of that. Pruning that would pass unnoticed in an unrestricted neighborhood can trigger a compliance letter here if it is not done to a visible, consistent standard, so we prune to ANSI A300 specifications, photograph before and after, and send a certificate of insurance to the association or management company whenever the ARC asks for one. Shared fence lines between zero-lot-line homes also mean more of our Westchase calls than most neighborhoods involve two households and one tree.
Westchase's density works against it in a wind event. Homes and mature trees sit close enough together that a failing limb or trunk rarely has open ground to land on — it lands on a house, a shared fence, or a neighbor's pool cage screen. That raises the stakes on preventive pruning here relative to a more open suburb, and it is why we push Westchase homeowners toward scheduled reduction and cabling on mature oaks rather than waiting for storm damage to force the issue. Our post-storm Westchase response prioritizes hangers and leaning trees first, precisely because of how little room there is for anything to fall safely.
When we schedule what, based on Westchase soil, storm exposure and access conditions.
| Window | Focus | Why then |
|---|---|---|
| January – March | Structural pruning and ARC-compliant reduction | Dry season is the best window for scheduled reduction on mature Westchase oaks, timed so any ARC paperwork and neighbor coordination can happen before summer storm pressure builds. |
| April – May | Pre-storm cabling and deadwood removal | We cable weak unions and remove deadwood from canopy overhanging shared fence lines and pool cages, reducing the odds of a hanger falling where there is nowhere for it to go. |
| June – September | Emergency response in a tight footprint | Peak storm season, and the highest-stakes calls of the year given how close Westchase homes sit to their trees. We prioritize leaning trees and hangers over shared property lines first. |
| October – December | Post-storm walkthroughs and stump grinding | We check mature oaks for storm-loosened unions and hangers left in tight canopy, then handle stump grinding on the rare Westchase lot with enough clearance to bring the grinder through. |
Westchase is unincorporated Hillsborough County for tree ordinance purposes, so county rules on protected and grand trees generally apply, with dead or hazardous trees handled under a separate provision. On top of that, every property in Westchase falls under the Westchase Community Association's deed restrictions, and several villages add their own architectural review requirements. We confirm both layers during the free estimate, document any hazard with photographs, and send certificates of insurance directly to the association or your village's management company whenever it is requested.
The Greens · Harbor Links · West Park Village · Radcliffe · Stonebridge · Bennington · Glenfield
Centered on Westchase, Florida · 28.0575, -82.6109
On-site, itemized, no pressure. Call or use the quote form — most Westchase jobs are scheduled within days, and storm emergencies are dispatched 24/7.
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