Land for Sale in Southwest Wisconsin Region

Unparalleled private estate in Wisconsin's scenic Richland County offers luxurious rural living and exceptional hunting.

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

Property for sale in Sauk County, Wisconsin

1/68

$675,00065.6 acres

Aaron Dobbs

Weiss Realty LLC

Aaron Dobbs

Weiss Realty LLC

Dane County Acreage

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

Property for sale in Dane County, Wisconsin

1/41

$3,500,000236 acres

Alex Weber

Wildland Properties

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

Alex Weber

Wildland Properties

Property for sale in Iowa County, Wisconsin

$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

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

$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

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

$249,90040 acres

Happy Hollow East Road, Cazenovia, WI, 53924, 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

Property for sale in Monroe County, Wisconsin

$789,00089.5 acres

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

Kyle Schultz

Whitetail Properties Real Estate

Property for sale in Vernon County, Wisconsin

$249,90026 acres

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

$249,90026 acres

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

$250,000100 acres

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

$569,00072 acres

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

Alden Tinder

Whitetail Properties Real Estate

$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

$399,90011 acres

3 beds1 baths

27325 Munz Drive, Lone Rock, WI, 53556, 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

$1,550,000207 acres

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

Kyle Schultz

Whitetail Properties Real Estate

Property for sale in Crawford County, Wisconsin

$234,90011.5 acres

1 beds1 baths688 sqft

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

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

This rare, large-acreage parcel presents a strategic acquisition opportunity for commercial developers, institutional investors, and specialized operators in energy, tech infrastructure, and industrial storage. Bordering both the City of Portage and

Property for sale in Columbia County, Wisconsin

$599,90024.2 acres

N7558 Boeck Road, Portage, WI, 53901, Columbia County

Travis Hamele

Online-Only Auction | 253+/- Acre Farm with Two Homes in Richland & Sauk Counties, WI Bidding Ends: June 20, 2025 at 1:00 PM | Soft Close with Extended Bidding An exceptional opportunity to purchase a diverse 253+/- acre farm spanning Richland and Sa

Auction253 acres

County Rd N, Hill Point, WI, 53937, Sauk County

Travis Hamele

Midwest Land Group is pleased to present this fantastic hunting property in rural Lafayette County, Wisconsin. This 139 +/- acre property features a dynamic range of habitats offering the perfect setting for thriving wildlife populations ranging from

Property for sale in Lafayette County, Wisconsin

$397,775140 acres

000 County Road M, Browntown, WI, 53522, Lafayette County

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

$234,90011.5 acres

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

Dream Retreat for Sale in Richland County, Wisconsin Priced Below Appraised Value! Are you in search of the perfect Southwest Wisconsin deer hunting camp or a tranquil countryside escape? This incredible 40-acre recreational property in Richland Coun

$574,90040 acres

2 beds2 baths2,600 sqft

13504 Jungle Bar Lane, Cazenovia, WI, 53924, Richland County