One Town, Ten Drives: Yorktown – Day 6
“Where the Sidewalk Ends—But the Lots Begin”
Today’s route started with curb appeal and ended in raw potential. I looped from Route 118 into Underhill Heights and down to the dead ends that back into nothing but woods. It’s the kind of terrain that reads fully developed—until you start spotting odd slivers of untouched land between backyards, or a driveway that goes nowhere.
I parked near a cul-de-sac and followed a narrow trail between two homes, barely noticeable unless you were looking. Behind them? Nearly two acres, flagged in old survey tape. It’s technically “residential land,” but it feels like a backyard that outgrew its neighborhood.
There’s an interesting thing happening in Yorktown: homeowners who never thought of selling are discovering that their “extra” land might hold value—especially with sewer access nearby and R1-40 or R1-80 zoning. A single flag lot here could become a tucked-away dream home with a long private drive, and no one would know it was even there unless you brought them to it.
These are the in-between parcels—the ones not obvious from tax maps or Zillow—but they’re hiding in plain sight.
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