Southwest Region, WI Recreational Land, Commercial Properties for Sale

Exceptional 65+ acre parcel near Spring Green offers privacy, natural beauty, and convenience in the renowned Driftless Area.

Sauk County Acreage

Paulus Road, Spring Green, WI, 53588, Sauk County

Recreational Property for sale in Sauk County, Wisconsin

$665,00065.6 acres

Aaron Dobbs

Weiss Realty LLC

Recreational Property for sale in Monroe County, Wisconsin

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$970,000139 acres

30084 Overbrook Avenue, Elroy, WI, 53929, Monroe County

Set along a quiet dead-end road on the Monroe and Vernon County line, this 139.37 acre picturesque farm offers a Driftless Region landscape featuring multiple access points, multiple potential building sites, tillable ground, food plots, diverse age

Patrick Guyse

Whitetail Dreams Real Estate LLC

Recreational Property for sale in Grant County, Wisconsin

$3,500,000393 acres

16884 County Road S, Boscobel, WI, 53805, Grant County

Discover a rare opportunity to own this incredible 392.61-acre farm, perfectly situated in a peaceful valley setting just minutes from town. This expansive property features a farmhouse, a spacious machine shed, and multiple additional storage buildi

Garrick Olerud

NextHome Prime Real Estate

Recreational Property for sale in Iowa County, Wisconsin

$4,275,000340 acres

2 beds2 baths1,951 sqft

8580 Roelke Road, Blue Mounds, WI, 53517, Iowa County

Pristine 340 Acres located in Iowa County Wisconsin. Potential for 4 Homesites! This property has it all! Abundant Wildlife, Trophy Whitetail Deer (Q.D.M) implemented since 1995! Food plots, thick bedding, water holes, & timber. 100.78 Cropland lease

Kelly Gilboy

Restaino & Associates

VIDEOMAP

$425,0004.8 acres

3 beds2 baths2,170 sqft

E4377 Dawn Road, Plain, WI, 53577, Sauk County

Nestled in the emerald hills of Sauk County, Wisconsin, this enchanting country home offers 4.8-acres of country living surrounded by towering hardwoods, pristine landscaping, and the tranquil sounds of nature. Whether youre seeking a private year-ro

Welcome to one of the most premier recreational tracts for sale in Southwest Wisconsinan immaculate 50.90-acre haven nestled in the rolling ridges of Vernon County just minutes outside Hillsboro. This rare slice of paradise is located in a region cel

Recreational Property for sale in Vernon County, Wisconsin

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$335,00050.9 acres

S4708 Muncie Road, Hillsboro, WI, 54634, Vernon County

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$335,00050.9 acres

S4708 Muncie Rd, Hillsboro, WI, 54634, Vernon County

Welcome to your secluded sanctuary in the heart of Wisconsins famed Driftless Regionan unglaciated landscape of deep valleys, steep ridges, and timeless beauty. Located between the charming communities of Viroqua and Readstown, this 26-acre wooded ha

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$249,90026 acres

S7454 U.S. 14, Readstown, WI, 54652, Vernon County

If youve ever dreamed of owning a manageable-yet-mighty slice of Driftless bluff countrywhere world-class trout water meets trophy deer habitatthis 34+/- acre recreational property near Viola, WI deserves your full attention. Set in the rugged folds

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$285,00034 acres

Elk Creek Rd, Viola, WI, 54664, Richland County

Looking to get away from the city and enjoy some peace and quiet? This beautiful country home sits nearly mile off the county road, tucked behind mature pines and mature wooded ridges for complete privacy and a true sense of seclusion. The home itsel

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$789,00089.5 acres

3824 County Hwy E, Warrens, WI, 54666, Monroe County

Kyle Schultz

Recreational Paradise & Trophy Whitetail Hunting Haven in Southwest Wisconsin Discover 58+/- acres of pristine recreational and hunting land lying in the heart of trophy whitetail country, off Berry Hill Road in Richland Center. This rare piece of de

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$385,00058 acres

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

If you’ve been searching for an impressive hunting property here in the Driftless Area, you have to take a look at this new listing! If you enjoy deer and turkey hunting with beautiful hardwood ridges, you are going to love this place. While taking p

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$1,550,000207 acres

000 Byrds Creek Valley Dr., Blue River, WI, 53518, Richland County

Kyle Schultz

Hidden at the end of a private gravel road, this 165-acre peaceful outdoor paradise offers quality hunting for whitetails and turkey, trout fishing in a Class II stream, or simply enjoying time with the family! It features 36 acres of CRP generating

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$1,050,000165 acres

Miess Road, Dodgeville, WI, 53533, Iowa County

Patrick Guyse

Whitetail Dreams Real Estate LLC

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$675,00028.2 acres

4 beds3 baths2,352 sqft

E13019 Fairfield Road, Baraboo, WI, 53913, Sauk County

Welcome to one of Wisconsins most unique and picturesque country estatesan extraordinary 28.24-acre retreat located in the Baraboo Bluffs of Sauk County. This breathtaking property blends luxurious rural living with unforgettable natural beauty, incl

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$675,00028.2 acres

4 beds3 baths2,352 sqft

E13019 Fairfield Road, Baraboo, WI, 53913, Sauk County

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$425,0004.8 acres

3 beds2 baths2,170 sqft

E4377 Dawn Road, Plain, WI, 53577, Sauk County

Josh Genz

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$285,00034 acres

Elk Creek Rd, Viola, WI, 54664, Richland County

Tucked into the awe-inspiring terrain of Wisconsins Driftless Region, this exceptional 21.78-acre country estate offers a rare opportunity to live where natural beauty, outdoor recreation, and rural comfort all converge. Located just minutes from Wil

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$450,00021.8 acres

2 beds2 baths1,778 sqft

S2156 Valley Ave, La Farge, WI, 54639, Vernon County

Welcome to your ultimate recreational retreat located in the heart of Richland County, Wisconsin. This remarkable 100-acre property may be found at the scenic intersection of Sawmill Road and County HWY TB. Embrace an unparalleled opportunity to own

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$250,000100 acres

County Highway Tb, Richland Center, WI, 53581, Richland County

Escape to the serene solitude of Wisconsins Driftless Region with this rustic 12-acre woodland getaway tucked into the bluff country of Crawford County. Located just minutes from Boscobel and the Wisconsin River, this secluded sanctuary offers the pe

Recreational Property for sale in Crawford County, Wisconsin

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$135,00012 acres

29855 Clear Creek Road, Boscobel, WI, 53805, Crawford County

Alden Tinder of Whitetail Properties Real Estate is honored to represent this opportunity to own a piece of the coveted driftless region south of Avoca, Wisconsin. This property combines field land and mixed hardwood forest, with a small stream runni

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$529,00072 acres

6833 State Rd 80, Avoca, WI, 53506, Iowa County

Alden Tinder

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$450,00021.7 acres

2 beds2 baths1,778 sqft

S2156 Valley Avenue, La Farge, WI, 54639, Vernon County

Discover this stunning 35+/- acre property just 1 mile north of Darlington at the corner of Highway 23 and Crist Lane. This picturesque property offers a peaceful country setting with a 25-year-old pine and hardwood forest plantation, including majes

Recreational Property for sale in Lafayette County, Wisconsin

MAP

$437,50035 acres

Crist Lane, Darlington, WI, 53530, Lafayette County

Alden Tinder

If you’ve been searching for country living in a prime location, then you need to check out this new listing! Located only 15 minutes from Onalaska, this home offers you the seclusion of the country with the convenience of town being nearby. Located

Recreational Property for sale in La Crosse County, Wisconsin

Under Contract

$1,600,000161 acres

N6250 County Road DE, Bangor, WI, 54614, La Crosse County

Kyle Schultz