Southwest Region, WI Farms and Ranches, Commercial Properties for Sale

Legacy Farm in Driftless WI

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

Farm and Ranch for sale in Iowa County, Wisconsin

MAP

$2,200,000306 acres

2 beds2 baths

Historic farm with productive ag land, trout stream frontage, mature hardwoods, and two rental homes—offering income, recreation, and rich heritage.

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

Richland County Acreage

31361 Oakridge Drive, Muscoda, WI, 53573, Richland County

Farm and Ranch for sale in Richland County, Wisconsin

VIDEOMAP

$1,945,000106 acres

5 beds4 baths6,290 sqft

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

Dane County Acreage

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

Farm and Ranch for sale in Dane County, Wisconsin

$3,500,000236 acres

Alex Weber

Wildland Properties

Farm and Ranch for sale in Grant County, Wisconsin

VIDEO

Auction85.7 acres

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

Adam Crist

Peoples Company

$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

$1,050,000165 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

Farm and Ranch for sale in Sauk County, Wisconsin

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

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

$1,620,000217 acres

2 beds1 baths1,568 sqft

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

Travis Hamele

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

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

Farm and Ranch for sale in La Crosse County, Wisconsin

Under Contract

$1,600,000161 acres

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

LOCATION Grant County, Wisconsin This tillable land is located 6.9 miles south of Lancaster, Wisconsin, 16 miles west of Platteville, Wisconsin, and 27 miles north of Dubuque, Iowa. The farm is further described as being located in Section 4, 3N-3W,

Auction115 acres

Lancaster, WI, 53813, Grant County

Sullivan Auctioneers

VIDEOMAP

$789,00089.5 acres

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

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

VIDEOMAP

$574,90040 acres

2 beds2 baths2,600 sqft

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

VIDEOMAP

$675,00028.2 acres

4 beds3 baths2,352 sqft

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

VIDEOMAP

$675,00028.2 acres

4 beds3 baths2,352 sqft

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

VIDEOMAP

$425,0004.8 acres

3 beds2 baths2,170 sqft

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

Josh Genz

Welcome to one of the most enchanting hobby farms in Southwest Wisconsinan idyllic 30-acre country retreat located in the heart of Juneau County, just outside the quaint town of Elroy. Set amidst a storybook landscape of rolling bluffs, deep valleys,

Farm and Ranch for sale in Juneau County, Wisconsin

MAP

$449,90030 acres

4 beds2 baths2,093 sqft

W10130 Powers Road, Elroy, WI, 53929, Juneau 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

Farm and Ranch for sale in Vernon County, Wisconsin

VIDEOMAP

$450,00021.7 acres

2 beds2 baths1,778 sqft

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

Escape to one of Southwest Wisconsins most coveted woodland retreats! Located in the rolling hills of Vernon County just outside of Hillsboro, this stunning 40-acre property offers absolute privacy, total seclusion, and a lifestyle immersed in natura

MAP

$525,00040 acres

1 beds1 baths1,880 sqft

Pine Ave, Hillsboro, WI, 54634, Vernon County

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

Whitetail Properties Real Estate is proud to bring to market this exceptional and highly sought-after 108.57-acre tract in scenic Lafayette County, WI. This diverse landscape offers a rare combination of investment potential and recreational appeal.A

Farm and Ranch for sale in Lafayette County, Wisconsin

MAP

$1,398,500109 acres

County Rd N, Blanchardville, WI, 53516, Lafayette County

Alden Tinder

Whitetail Properties Real Estate is honored to present this amazing 104 +/- acre property that offers breathtaking views, ideal for your dream home. Multiple advantageous building site locations capitalize on mesmerizing views. The expansive acreage

MAP

$1,248,000104 acres

Fesenfeld Rd, Black Earth, WI, 53515, Dane County

Alden Tinder