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

Luxurious estate with panoramic views, world-class equestrian facilities, indoor arena, and fully licensed event venue—all crafted with custom finishes and comfort in mind.

Creekside Ranch

17595 Interior Rd., Tomah, WI, 54660, Monroe County

Farm and Ranch for sale in Monroe County, Wisconsin

MAP

$5,950,00053.9 acres

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

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$1,945,000106 acres

5 beds4 baths6,290 sqft

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

Farm and Ranch for sale in Sauk County, Wisconsin

$665,00065.6 acres

Aaron Dobbs

Weiss Realty LLC

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

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

Alex Weber

Wildland Properties

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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

Farm and Ranch for sale in Grant County, Wisconsin

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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

Farm and Ranch for sale in Green County, Wisconsin

$2,231,250213 acres

212 Acres County Road H, Blanchardville, WI, 53516, Green County

Over 200 acres of contiguous land with 185 tillable acres. The land is under contract for rent for the 2025 season. Previous seller indicated a well on site. Huntsville and Dodgeville Silt Loam soil. Almost all of this land is tillable and profitable

Melodie Hawkins

EXIT Professional Real Estate

VIDEOMAP

$285,00034 acres

Elk Creek Rd, Viola, WI, 54664, Richland 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

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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$675,00028.2 acres

4 beds3 baths2,352 sqft

E13019 Fairfield Road, Baraboo, WI, 53913, Sauk 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

Farm and Ranch for sale in Vernon County, Wisconsin

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$249,90026 acres

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

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$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

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

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

Farm and Ranch for sale in Lafayette County, Wisconsin

MAP

$1,398,500109 acres

County Rd N, Blanchardville, WI, 53516, Lafayette 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

Alden Tinder

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

Farm and Ranch 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

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

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

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

MAP

$1,600,000161 acres

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