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

Dane County Acreage

+/-236 Ac Old Stone Road, Stoughton, WI, 53575, Dane County

Timberland Property for sale in Dane County, Wisconsin

$3,500,000236 acres

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

Alex Weber

Wildland Properties

Timberland Property for sale in Iowa County, Wisconsin

VIDEOMAP

$1,050,000165 acres

Miess Road, Dodgeville, WI, 53533, Iowa County

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

Patrick Guyse

Whitetail Dreams Real Estate 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

$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

$1,550,00098.3 acres

5 beds3 baths4,068 sqft

3115 County Highway E, Stitzer, WI, 53825, Grant 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

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

VIDEOMAP

$1,550,000207 acres

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

Kyle Schultz

Located within the rolling hills of southern Juneau County, Wisconsin, this extraordinary 199.75-acre legacy farmstead represents a once-in-a-generation opportunity. Rich with pride, steeped in tradition, and alive with natural beauty, this cherished

Timberland Property for sale in Juneau County, Wisconsin

VIDEOMAP

$1,399,000200 acres

3 beds2 baths1,968 sqft

N5956 Town Shop Road, Camp Douglas, WI, 54618, Juneau County

VIDEOMAP

$1,399,000200 acres

3 beds2 baths1,968 sqft

N5956 Town Shop Road, Camp Douglas, WI, 54618, Juneau 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

VIDEOMAP

$1,736,000217 acres

2 beds1 baths1,568 sqft

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

Travis Hamele

Tucked high above the Mississippi River Valley at an elevation of 1,120 feet lies a truly enchanting cabin retreat that captures the very spirit of Wisconsins Driftless Region. Located in Crawford County, just outside the historic river town of DeSot

Timberland Property for sale in Crawford County, Wisconsin

VIDEOMAP

$234,90011.5 acres

64986 Howath Road, De Soto, WI, 54624, Crawford County

VIDEOMAP

$234,90011.5 acres

1 beds1 baths688 sqft

64986 Howath Road, De Soto, WI, 54624, Crawford 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

VIDEOMAP

$1,195,000155 acres

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

Kyle Schultz

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

VIDEOMAP

$250,000100 acres

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

VIDEOMAP

$399,90011 acres

3 beds1 baths

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

VIDEOMAP

$1,550,00098.3 acres

5 beds3 baths4,068 sqft

3115 County Highway E, Stitzer, WI, 53825, Grant County

Green County, Wisconsin Farmland Auction Mark your calendar for Wednesday, June 25th, 2025! Peoples Company is pleased to present 201.03 m/l acres, with 186.08 FSA cropland acres. This farmland is located in southwestern Green County, just south of B

Timberland Property for sale in Green County, Wisconsin

Auction201 acres

County Highway B, Browntown, WI, 53522, Green County

Adam Crist

Peoples Company

VIDEOMAP

$249,90040 acres

Happy Hollow East Road, Cazenovia, WI, 53924, Richland County

Youre looking at a high-caliber 40+/- acre top-access recreational and hunting property for sale in Southwest Wisconsin! This highly desirable ridgetop real estate located in the north eastly region of Richland County comes to market at a perfect tim

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

MAP

$1,400,000147 acres

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

Jason Heller

Midwest Land Group

VIDEOMAP

$327,25038.5 acres

W6876 Wafle Road, Wonewoc, WI, 53968, Juneau County

Set in the scenic hills of southern Wisconsin, this 38.5-acre estate offers beautifully simple potential building sites, prominent long-range sunset views of the picturesque countryside, 26.5+/- acres of farmland, 12+/- acres wooded, and a peaceful s

Patrick Guyse

Whitetail Dreams Real Estate LLC

VIDEOMAP

$599,40072 acres

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

Alden Tinder

Situated on the outskirts of Wisconsin’s Driftless Area, and conveniently located near I-90 and I-94, Creekside Ranch offers one of the area’s finest equestrian properties. Every detail of this custom-built estate was thoughtfully planned and constru

Timberland Property for sale in Monroe County, Wisconsin

MAP

$6,500,00053.9 acres

17595 Interior Rd., Tomah, WI, 54660, 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

VIDEOMAP

$385,00058 acres

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