Woodbury Living

FAQ

Is Highcroft walkable?

Dave Brown5 min read

Quick Answer

Highcroft is one of Woodbury's less walkable neighborhoods, with a walk score around 28 — well below more central neighborhoods in the city. The larger, often elevated lots that define Highcroft's premium, executive-style character naturally spread homes farther apart and stretch the distance to shopping, dining, and schools, so most day-to-day errands are more realistic by car than on foot. That said, the neighborhood still offers pleasant walking within its own streets and connects to Woodbury's broader trail network, just not the kind of walkable, errand-friendly layout you'd find closer to the city's center.

Key Takeaways

  • Highcroft's walk score sits around 28, noticeably lower than more central Woodbury neighborhoods like Bailey's Arbor, which lands in the low-40s.
  • Larger, often elevated lots — the same feature that gives Highcroft its spacious, premium feel — are the primary reason the neighborhood spreads out and lowers walkability.
  • Most everyday shopping and dining sits a short drive from Highcroft, along Woodbury's central retail corridors, rather than within comfortable walking distance.
  • Highcroft still connects to Woodbury's broader trail network, so recreational walking and biking are realistic even where errand-running generally isn't.
  • Buyers who rank walkability as a top, non-negotiable priority are usually better matched to a more central Woodbury neighborhood than to Highcroft.

Buyers touring Highcroft usually notice the same thing within a few minutes: the lots feel bigger, the streets feel quieter, and the distance between homes feels more generous than almost anywhere else in Woodbury. That's exactly the point of the neighborhood — but it's also the reason walkability isn't Highcroft's strong suit, and it's worth understanding why in more detail than a one-line answer can cover.

Why Highcroft Walks the Way It Does

Walk score, as a measure, rewards tight street grids with short blocks and a dense mix of destinations within a few minutes on foot. Highcroft was never built around that logic. It was built around larger, often elevated lots that give each home more privacy, more separation from the street, and often a longer driveway or a bit of a grade to it. Every one of those features is desirable to the buyer Highcroft is designed for — but each one also adds distance between a front door and the next thing over, whether that's a neighbor's house, a park entrance, or a stretch of sidewalk that connects to somewhere useful.

Elevation matters here in a way it doesn't in flatter, more central Woodbury neighborhoods. Homes set on a rise or a gentle hill often have longer or steeper approaches, which changes the calculus of "would I walk this" even for someone who's otherwise perfectly willing to walk half a mile to run an errand. None of this is a flaw in Highcroft's design — it's a direct trade-off for the space and privacy that draw move-up buyers and relocating executives to the neighborhood in the first place.

What a walk score actually measures

Walk score is calculated from proximity to everyday destinations — grocery stores, schools, transit stops, restaurants — not from how pleasant or scenic a walk is. A neighborhood can score low on walkability while still offering genuinely enjoyable walking on its own streets or connected trails. Highcroft is a good example of that gap.

How Highcroft Compares to More Central Neighborhoods

Highcroft's walk score sits around 28, which puts it near the bottom of Woodbury's residential range. For context, a wooded, buffer-heavy neighborhood like Evergreen lands in the mid-30s, and a more established, centrally located neighborhood like Bailey's Arbor reaches the low-40s. The pattern across all three is consistent: the more a neighborhood's design prioritizes space, privacy, or natural buffers, the more it tends to trade away a tight, walkable grid.

HighcroftBailey's Arbor
Walk score around 28Walk score in the low-40s
Larger, often elevated lots spread homes apartTighter, more central street layout
Most errands require a short driveMore errands and park access within walking range
Space and privacy are the design priorityCentral convenience is the design priority
Highcroft's lower walk score is a direct trade-off for the larger lots and privacy that define the neighborhood.

This isn't a knock on Highcroft — it's simply a different set of priorities than a buyer would find in a neighborhood built for connectivity. Someone shopping specifically for space, quiet, and a sense of separation from the neighbors is, in effect, shopping for the same features that make the neighborhood less walkable. The two go hand in hand.

What This Looks Like Day to Day

In practice, Highcroft residents can generally count on a pleasant walk within the neighborhood itself — wide streets, low traffic, and enough visual variety between larger homes and mature landscaping to make an evening walk worthwhile. What's less realistic is walking to pick up groceries, grab dinner, or run a routine errand. Woodbury's central retail and dining corridors sit a short drive from most Highcroft addresses, and that's unlikely to change given how the neighborhood is laid out.

Highcroft does connect into Woodbury's broader trail network, so residents who want to walk or bike for recreation rather than for errands generally have reasonable access to that system, even if it takes a few more minutes to reach a trailhead than it would from a more central neighborhood. Families with school-age kids should also factor in that schools within South Washington County Schools (ISD 833) are typically a drive or bus ride from Highcroft rather than a walk, which is worth confirming against your specific address and school assignment.

Dave's Local Insight

When a buyer tells me walkability is the deciding factor, Highcroft usually isn't where I start the search — I point them toward a more central neighborhood first and let them compare from there. But plenty of buyers walk a Highcroft street, see the lot sizes and the quiet, and decide the trade-off is entirely worth it. Both reactions are reasonable; it just depends on what you're actually optimizing for.

Questions to ask yourself before ruling Highcroft in or out

  • Am I picturing a quiet evening walk on my own street, or walking to handle actual errands, when I say I want walkability?
  • How many minutes am I realistically comfortable driving for groceries, dining, or school drop-off?
  • Do I value larger lots and elevation enough to accept a longer drive for day-to-day convenience?
  • Have I walked an actual Highcroft block myself, rather than judging walkability from a map or listing photos?
  • Would a more central neighborhood better fit my priorities if walkability is truly non-negotiable for my household?

Bottom Line

Highcroft isn't the neighborhood to choose if walking to daily errands matters more to you than anything else — its larger, elevated lots are built for space and privacy, not proximity. But that same layout supports genuinely pleasant walking within the neighborhood and reasonable access to Woodbury's trail system for anyone willing to drive to the destinations that matter most, like schools and shopping. If space and privacy outweigh walkability on your list of priorities, Highcroft is worth serious consideration; if walkability is the deciding factor, it's worth touring a more central Woodbury neighborhood before you commit.

Sources

Dave Brown, REALTOR with LPT Realty, standing in front of a Woodbury, Minnesota neighborhood street

Written by Dave Brown

REALTOR®, LPT Realty

Dave Brown is a REALTOR® with LPT Realty who has spent his career helping families buy, sell, and settle into life in Woodbury, Minnesota and the surrounding East Metro. He writes Woodbury Living as a local resource first and a business second — every guide is meant to leave you better informed, whether or not you ever work together.

Last Updated: July 2026

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