Southwest Region, WI Recreational Land, Undeveloped Land for Sale

Legacy Farm in Driftless WI

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

Recreational Property 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

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

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 Crawford County, Wisconsin

$779,00086 acres

86 Ac County Road S, Gays Mills, WI, 54631, Crawford County

Nestled in the heart of the Driftless area of Crawford County, Wisconsin, this 86-acre property has it all. This is as turn-key a hunting property as you can get. 2 Redneck Blinds and 7 Millennium Ladder stands go with the property. Professionally ma

Ashley Straka

Century 21 Affiliated

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

$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

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

Welcome to one of the most premier recreational tracts for sale in Southwest Wisconsinan immaculate 50.90-acre haven nestled in the rolling ridges of Vernon County just minutes outside Hillsboro. This rare slice of paradise is located in a region cel

Recreational Property for sale in Vernon County, Wisconsin

VIDEOMAP

$335,00050.9 acres

S4708 Muncie Road, Hillsboro, WI, 54634, Vernon County

VIDEOMAP

$335,00050.9 acres

S4708 Muncie Rd, Hillsboro, WI, 54634, Vernon County

Joe Nawrot

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

Joe Nawrot

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

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

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

Joe Nawrot

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

Recreational Property for sale in La Crosse County, Wisconsin

Under Contract

$1,600,000161 acres

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

VIDEOMAP

$789,00089.5 acres

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

This is the property every serious outdoorsman dreams about! There are two road access points that help access stand sets on the northern and eastern sides without alerting the deer of your presence. The property lies out with a mixture of hardwoods,

Recreational Property for sale in Jefferson County, Wisconsin

MAP

$229,00034 acres

County Rd D, Whitewater, WI, 53190, Jefferson County

Alden Tinder

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

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

$1,070,000155 acres

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