Southwest Region, WI Recreational Land, Timberland Properties for Sale

A secluded Driftless Region retreat offering exceptional recreation, wildlife habitat, and modern comfort in a peaceful and private rural setting.

Driftless Ridge Estate

20695 English Hollow Road, Blanchardville, WI, 53516, Lafayette County

Recreational Property for sale in Lafayette County, Wisconsin

MAP

$1,324,900114 acres

4 beds2 baths2,800 sqft

Versatile land offering productive tillable acreage, lakefront development potential, and abundant recreation, near protected green space and a major city.

Dane County Acreage

+/-230 Ac Old Stone Road, Stoughton, WI, 53575, Dane County

Recreational Property for sale in Dane County, Wisconsin

$3,500,000236 acres

Alex Weber

First Weber Inc

Cross Plains Dream Acres

Observatory Road, Cross Plains, WI, 53528, Dane County

$1,386,00022 acres

Build your dream home on a rare, buildable rural parcel offering rolling hills, open fields, wooded privacy, and scenic countryside views near major amenities.

Aaron Dobbs

Weiss Realty LLC

Recreational Property for sale in Juneau County, Wisconsin

VIDEOMAP

$345,00073 acres

73+/- Acres Germantown Road, New Lisbon, WI, 53950, Juneau County

Located in the heart of Juneau County just 10 minutes from Castle Rock Lake, this 73 acre tract offers a clean slate for buyers looking to establish a well-located hunting and recreational basecamp. Set along low-traffic Germantown Road, the property

Patrick Guyse

Whitetail Dreams Real Estate LLC

VIDEO

$11,500,000112 acres

3 beds1 baths1,624 sqft

6435 County Road M, Verona, WI, 53593, Dane County

112 Acres... One of the most Prime Real Estate Property available in all of Dane County, WI. This Development Site is Pre Annexed with the City of Verona. This location is ideal to provide Verona with more housing, multifamily, townhomes, condos and

Kelly Gilboy

Restaino & Associates

MAP

$304,500106 acres

County Rd C, New Lisbon, WI, 53950, Juneau County

Looking for a recreation and hunting-focused land setup with established access and a functional camp area at a budget price, here it is! The property provides a balance of privacy, usability, and proximity to additional public land and regional recr

Brian Ruesch

Whitetail Properties Real Estate

Recreational Property for sale in Vernon County, Wisconsin

3D TOURS

$669,0002.74 acres

4 beds3 baths3,365 sqft

S3358 Hass Lane, Viroqua, WI, 54665, Vernon County

Experience peaceful country living with this stunning 4-bedroom, 3.5-bath custom home located just 20 minutes from Viroqua. Perfectly positioned on a beautiful countryside setting, this property combines modern comfort with timeless craftsmanship. Th

NextHome Prime Real Estate

Recreational Property for sale in Grant County, Wisconsin

$2,300,000329 acres

Lot 1 329 acres County Road S, Boscobel, WI, 53805, Grant County

Discover a rare opportunity to own this exceptional 329-acre property, perfectly situated in a tranquil valley setting just minutes from the conveniences of town. This remarkable parcel of land offers a unique combination of natural beauty, recreatio

NextHome Prime Real Estate

Recreational Property for sale in Iowa County, Wisconsin

$949,90040 acres

1 beds1 baths2,400 sqft

5320 Sunny Ridge Road, Mineral Point, WI, 53565, Iowa County

Dream of your perfect country retreat? This exceptional property offers 37+ acres in the Driftless Area, conveniently located just 10 minutes from HWY 151 for easy commuting. Experience a peaceful creek winding through the land, stunning panoramic vi

Christina Weitzel

RE/MAX Preferred

Recreational Property for sale in Crawford County, Wisconsin

$675,00086 acres

86 Ac County Road S, Gays Mills, WI, 54631, Crawford County

Nestled in the heart of the Driftless area of Crawford County, Wisconsin, this 86-acre property has it all. This is as turn-key a hunting property as you can get. 2 Redneck Blinds and 7 Millennium Ladder stands go with the property. Professionally ma

Ashley Straka

Century 21 Affiliated

VIDEOMAP

$115,00015 acres

Timber Hill Lane, Boscobel, WI, 53805, Crawford County

Youre 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

Youre 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

VIDEOMAP

$115,00015 acres

Timber Hill Lane, Boscobel, WI, 53805, Crawford County

Youre looking at 77.8 acres of prime Southwest Wisconsin deer country wrapped around a remodeled country home in the heart of the famed Boaz neighborhood a region whispered about in hunting camps across the Midwest for its Boone & Crockett class whit

VIDEOMAP

$775,00077.8 acres

3 beds2 baths1,922 sqft

19102 US Hwy 14, Richland Center, WI, 53581, Richland County

Youre looking at 77.8 acres of prime Southwest Wisconsin deer country wrapped around a remodeled country home in the heart of the famed Boaz neighborhood a region whispered about in hunting camps across the Midwest for its Boone & Crockett class whit

VIDEOMAP

$775,00077.8 acres

3 beds3 baths1,922 sqft

19102 US Hwy 14, Richland Center, WI, 53581, Richland County

Discover a prime piece of Western Wisconsin land offering an exceptional blend of recreation, hunting, and potential future building opportunities. This approximately 40-acre tract located in La Crosse County is a true outdoor enthusiasts retreat, kn

Recreational Property for sale in La Crosse County, Wisconsin

VIDEO

$330,00040 acres

County Road NN, Coon Valley, WI, 54623, La Crosse County

Jared Heinz

Bluff Country Properties

VIDEOMAP

$530,00072 acres

Wheat Hollow Road, Cazenovia, WI, 53924, Richland County

Youre staring at 72-acres of deer dirt in Southwest Wisconsin a proven, purpose-built trophy escape tucked into the bluff country of Richland County between Cazenovia and Richland Center. This is the kind of rural land that serious hunters wait years

Youre looking at a stretch of Driftless Wisconsin that flat-out stirs the soulthe kind of ground that makes you slow down at the gate, take a deep breath, and realize youve just found something special. This 128+/- acre recreational sanctuary in Craw

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$849,900128 acres

58694 Oak Grove Ridge Rd, Eastman, WI, 54626, Crawford County

Escape to the woods and discover the perfect balance of privacy, recreation, and future potential with this exceptional 5-acre buildable parcel located in Little Falls Township of Monroe County, Wisconsin. Tucked approximately 700 feet off the roadwa

Recreational Property for sale in Monroe County, Wisconsin

VIDEO

$175,0005 acres

1 beds

5766 Cambridge Road, Sparta, WI, 54656, Monroe County

Jared Heinz

Bluff Country Properties

VIDEOMAP

$695,00039.2 acres

3 beds3 baths2,856 sqft

12380 West Ridge Road, Blue River, WI, 53518, Richland County

Youre looking at one of the most marquee recreational and trophy deer hunting properties to hit the market in Southwest Wisconsin in 2026 a 39.21-acre whitetail masterpiece perched high above the valleys of Richland County. This is where ridge-top be

Youre looking at one of the most marquee recreational and trophy deer hunting properties to hit the market in Southwest Wisconsin in 2026 a 39.21-acre whitetail masterpiece perched high above the valleys of Richland County. This is where ridge-top be

VIDEOMAP

$695,00039.2 acres

3 beds3 baths2,856 sqft

12380 West Ridge Road, Blue River, WI, 53518, Richland County

Stunning 29.92+/- affordable acres for sale in Vernon County, Wisconsin! This versatile tract of land ideal for both recreation or cattle grazing is a true outdoorsmans retreat. Conveniently located off State Hwy 33, this parcel offers a mix of open

VIDEOMAP

$135,00029.9 acres

State Hwy 33, Hillsboro, WI, 54634, Vernon County

If youve been waiting for that once-in-a-generation hunting propertythe kind you whisper about at deer campthis is it. Tucked between Hillsboro and Richland Center, this 103.5-acre Driftless Region hunting camp delivers everything a serious whitetail

VIDEOMAP

$775,000104 acres

2 beds1 baths832 sqft

13376 Quarry Drive, Hillsboro, WI, 54634, Richland County

Youre looking at a flat-out whitetail hammerthe kind of Driftless legacy farm that spikes your adrenaline the second you pull the trail-cam cards and realize youre staring at multiple giants living right where you hunt. Welcome to the heart of southw

VIDEOMAP

$435,50058.2 acres

Berry Hill Drive, Richland Center, WI, 53581, Richland County