Southwest Region, WI Timberland Properties, 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

Timberland Property for sale in Sauk County, Wisconsin

$675,00065.6 acres

Aaron Dobbs

Weiss Realty LLC

Timberland 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

Timberland 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

MAP

$2,200,000306 acres

2 beds2 baths

4850 County Highway H, Ridgeway, WI, 53582, Iowa County

Among the idyllic rolling hills between Dodgeville and Mount Horeb and located 5-miles north of Ridgeway, WI lies one of Southwest Wisconsins most remarkable and storied propertiesa historic 306+/- acre farm that offers far more than fertile ground.

MAP

$2,200,000306 acres

4850 County Highway H, Ridgeway, WI, 53582, Iowa County

Located in the heart of Southwest Wisconsins Driftless Region, this 11-acre Amish homestead offers an extraordinary opportunity for those seeking a serene lifestyle surrounded by natures splendor. Whether you envision it as a hobby farm or countrysid

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$399,90011 acres

3 beds1 baths

27325 Munz Drive, Lone Rock, WI, 53556, Richland County

Are you in search of a dynamic multi-use property for sale in Grant County, Wisconsin? This extraordinary 98+/- acre farm and recreational property in Stitzer is fit with an immaculate custom-built ranch home serving as true one-of-a-kind purchase. W

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$1,550,00098.3 acres

5 beds3 baths4,068 sqft

3115 County Highway E, Stitzer, WI, 53825, Grant 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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$569,00072 acres

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

Alden Tinder

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

Timberland Property for sale in Crawford County, Wisconsin

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$135,00012 acres

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

Tucked into the breathtaking landscape of Wisconsins Driftless Region lies a rare gem of recreational real estate 40 private acres of ridge-top serenity just west of Viroqua, WI. This dynamic parcel is a true haven for outdoor enthusiasts, hunters, o

Timberland Property for sale in Vernon County, Wisconsin

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$292,00040 acres

E4097 County Road O, Viroqua, WI, 54665, 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 you are a serious deer hunter, this new property outside of Boscobel is one that you are going to want to take a look at! One look at an aerial map, and you will see the potential this farm possesses. One of the first things you will notice are th

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$1,070,000155 acres

5292 Stenner Hill Road, Lot#WP001, Boscobel, WI, 53805, Grant County

Kyle Schultz

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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$450,00021.7 acres

2 beds2 baths1,778 sqft

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

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$450,00021.8 acres

2 beds2 baths1,778 sqft

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

Grant County, Wisconsin Land Auction. Bidding is now open and will close on Wednesday, July 30, 2025, at 3:00 p.m. CST. Peoples Company is honored to represent the Timmerman Family in the sale of 85.67 surveyed acres of premium southwest Wisconsin fa

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Auction85.7 acres

Old Highway Road, Cuba City, WI, 53807, Grant County

Adam Crist

Peoples Company

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$1,736,000217 acres

2 beds1 baths1,568 sqft

18125 County Highway I, Hillsboro, WI, 54634, Richland County

Located deep in Wisconsins famed Driftless Region, this 217-acre hunting sanctuary in Richland County is a rare opportunity for serious whitetail and wildlife enthusiasts. This property has been a proven producer of trophy-class bucks year after year

Travis Hamele

If you’ve been looking to escape to the country and raise some animals, then you need to take a look at this new listing! This would be the perfect place to raise livestock and create the self-sustainable life you’ve always wanted. The log home on th

MAP

$675,00013.6 acres

14226 Birds Eye Rd, Fennimore, WI, 53809, Grant County

Kyle Schultz

Nestled in northwest Green County off Sawmill Road, this exceptional 147.169 acre farm offers the perfect blend of income potential, natural beauty, and development opportunity. With a combination of fertile cropland, mature hardwood timber, and roll

Timberland Property for sale in Green County, Wisconsin

MAP

$1,400,000147 acres

000 Sawmill Road, Blanchardville, WI, 53516, Green County

Jason Heller

Midwest Land Group

Timberland Property for sale in Juneau County, Wisconsin

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$1,600,00091 acres

N7050 US Highway 12 and 16, Camp Douglas, WI, 54618, Juneau County

Here's your chance to live the life you've always dreamed of! Enjoy the freedom to come and go as you please, work in harmony with nature, take pride in growing delicious fruit, and hunt trophy bucks and ducks right in your own backyard. This is an o

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

PRICE REDUCTION! - This 77.26-acre property in Crawford County offers an exceptional hunting and outdoor retreat. Featuring rolling hills, a meandering creek, valleys, and ridges, the land is adorned with mature hardwood trees, creating ideal habitat

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$633,53277.3 acres

43167 Guthrie Road, Gays Mills, WI, 54631, Crawford County

Jeff Long

Base Camp Country Real Estate Inc.

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$250,000100 acres

County Highway Tb, Richland Center, WI, 53581, Richland 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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$249,90026 acres

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