Southwest Region, WI Recreational Land, Timberland Properties for Sale

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

Recreational Property for sale in Richland County, Wisconsin

VIDEOMAP

$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

Recreational Property 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

Recreational 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

Recreational Property for sale in Monroe County, Wisconsin

VIDEOMAP

$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

Recreational 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

Recreational Property 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

$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

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

VIDEOMAP

$285,00034 acres

Elk Creek Rd, Viola, WI, 54664, Richland County

VIDEOMAP

$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

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

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

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

Recreational Property for sale in Vernon County, Wisconsin

VIDEOMAP

$249,90026 acres

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

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

Recreational Property for sale in Columbia County, Wisconsin

VIDEOMAP

$599,90024.2 acres

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

Travis Hamele

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

VIDEOMAP

$789,00089.5 acres

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

Kyle Schultz

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

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

VIDEOMAP

$1,050,000165 acres

Miess Road, Dodgeville, WI, 53533, Iowa County

Patrick Guyse

Whitetail Dreams Real Estate LLC

Recreational Property 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

VIDEOMAP

$425,0004.8 acres

3 beds2 baths2,170 sqft

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

Josh Genz

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

Recreational Property for sale in Crawford County, Wisconsin

VIDEOMAP

$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

VIDEOMAP

$529,00072 acres

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

Alden Tinder

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

VIDEO

Auction85.7 acres

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

Adam Crist

Peoples Company

VIDEOMAP

$385,00058 acres

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

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