The biggest and oldest trees stand in Old Town along US 40, over houses on a corridor continuously settled since 1831 — that is where a crew will meet 100-plus-year specimens with structures under them on both sides. Buck Creek carries the bottomland canopy, the east-side Hancock County subdivisions date from the 1970s through the 2000s and their canopy is mid-life, and ash has been removed across central Indiana by emerald ash borer; no published street-tree inventory exists for the town. That context matters for weeping willow: the "willow" on a central indiana quote is almost always a weeping willow somebody planted 25 years ago near the wet back corner of the lot, and it's now over a fence, a shed, or a septic field. Removing a weeping willow around Cumberland runs roughly $400–$1,900, and in Old Town Cumberland / Cumberland Historic District, Cumberland Heights and Glen Oaks Village access is usually what decides where in that range you land.
What's actually growing in Cumberland
The biggest and oldest trees stand in Old Town along US 40, over houses on a corridor continuously settled since 1831 — that is where a crew will meet 100-plus-year specimens with structures under them on both sides. Buck Creek carries the bottomland canopy, the east-side Hancock County subdivisions date from the 1970s through the 2000s and their canopy is mid-life, and ash has been removed across central Indiana by emerald ash borer; no published street-tree inventory exists for the town.
Cumberland's housing stock, and what it means for tree size
Cumberland was platted on the National Road in 1831 and did not incorporate until 1951, so Old Town along US 40 is genuine 19th- and early-20th-century stock — Folk Victorian, Craftsman bungalow and American Foursquare, with 1800s outbuildings still standing near Washington Street. Nearly all growth since has been east into Hancock County; the town's own profile puts the 2023 estimate at 6,419 with a median home value of $204,600.
What's specific to weeping willow
Willow roots are shallow, fibrous, and aggressively water-seeking, traveling well past the dripline; this is the species most often found inside a cracked clay sewer lateral, a field tile, or a septic line. On heavy central Indiana clay where water perches near the surface, they stay in the top foot or so and heave patios, walks, and drives instead of diving deep — siting guidance is 50 feet or more from any of that, which almost no existing yard willow respects.
Marion County (town limits extend east and north into Hancock County) County rules
The Town of Cumberland code has no tree chapter and no permit for removing a tree on private property. What it does regulate: no trees or shrubs planted in any drainage easement without Stormwater Board approval; a required plat covenant keeping clear sight triangles at corners, with no trees permitted to remain in the triangle unless the foliage line is high enough not to block sight lines; and a ban on attaching signs to any tree in a public way. The critical wrinkle is jurisdictional: Cumberland only issues permits and enforces code in its Hancock County portion. Marion County properties go to Indianapolis instead, whose code requires approval from the Division of Construction and Business Services of DBNS plus the Board of Parks and Recreation before an abutting owner uses the curb-to-sidewalk plot for a tree row (the exact section number is UNVERIFIED — sources give both 645-514 and 645-561).