Buildable property on 15-Acres of Southwest Wisconsin Hunting Land

You’re looking at one of those small-acreage sleeper tracts in Southwest Wisconsin that flat-out hunts bigger than it measures — the kind of rural hunting land that serious whitetail guys recognize the moment they step foot on it. Tucked off a road/lane in the bluff country of Crawford County, this affordable property is purpose-built for deer hunting, weekend escapes, and building a legacy in the hills.

Located near Boscobel, this ridgetop parcel lies on Timber Hill Lane — a private gravel road serving only neighboring landowners. Please note that this not a township-maintained road. Currently the snowplowing is done by two landowners on the ridgetop. The current owner of this property does not deer hunt the land.

The beauty of this tract starts right from the road. Dense, tangled underbrush and gnarly young growth create immediate security cover — the kind mature bucks crave during daylight. Push beyond that edge and the timber opens into a handsome hardwood flat before gradually tapering into a subtle ravine that naturally directs deer movement. It’s classic Driftless topography: rolling ridges, steep sidehills, and natural terrain features that create textbook funnels.

Center of the property sits a picture-perfect pinch-point at the head of the drain — a rut hunter’s dream. It’s one of those spots where you don’t overthink it. You hang the stand. You play the wind. You wait. During the November chase phase, this type of terrain flat-out produces.

What makes this small acreage special is how it lays in the neighborhood. A larger destination food source sits off the northwest of Gray Rd, pulling deer through this property morning and evening. In this scenario, you own the bedding and security portion of the puzzle. Deer filter through here like clockwork, traveling ridge-to-ridge on trails. Deer trails crisscross the property in a way that makes it hunt vastly larger than its 15+/- acre footprint.

From a habitat standpoint, there’s tremendous upside. A half-day with a skid steer and forestry mulcher would create strategic access trails and micro food plot pockets in no time. You could easily hinge-cut select areas to enhance bedding, carve out a hidden kill plot along the interior edge, and transform this into a true whitetail sanctuary. It’s a blank canvas with all the right bones.

Beyond hunting, the ridgetop location offers potential for a home, cabin or camping setup. Imagine pulling in on a Friday evening, lighting a fire, listening to the wind roll through the hardwoods and waking up to gobbling turkeys in the spring. This is the type of affordable Southwest Wisconsin hunting land that allows you to live the outdoor lifestyle without breaking the bank.

The surrounding region is well-known for trophy-class whitetails, and properties like this — especially on dead-end roads — are tightly held. Small-acre hunting tracts that consistently produce action are increasingly rare to find in today’s market.

Taxes are approximately $1,100 annually, and the land is not enrolled in any government programs but note there are covenants and a survey.

To say this property punches above its weight would be an understatement. It’s compact, and incredibly strategic — the kind of rural Wisconsin hunting land that delivers outsized results year after year. Opportunities like this don’t sit long. This is your chance to secure a foothold in Southwest Wisconsin’s bluff country — a property that hunts big, lives easy, and stands as a once-in-a-generation opportunity for the everyday outdoorsman.

For more info, please contact Southwest Wisconsin Land Specialist Brandon Wikman at 608.403.6003 // BrandonW@UChunt.com or Joe Nawrot at 608.381.1627 // JoeN@UChunt.com.

Joe Nawrot and Brandon Wikman are Southwestern Wisconsin’s #1 Land Specialist Team.