Southwest Region, WI Recreational Land, Timberland Properties for Sale with Recently Sold Properties over $1M

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

Recreational Property for sale in Monroe County, Wisconsin

VIDEOMAP

$5,950,00053.9 acres

Kyle Schultz

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

Recreational Property for sale in Dane County, Wisconsin

$3,500,000236 acres

Alex Weber

Wildland Properties

VIDEOMAP

$1,050,000165 acres

Miess Road, Dodgeville, WI, 53533, Iowa County

Welcome to what may just be the best value recreational property on the market in all southern Wisconsin! Featuring the ultimate in seclusion and habitat surrounded by some of the most scenic landscape! Hidden at the end of a private gravel road, thi

Patrick Guyse

Whitetail Dreams Real Estate LLC

Recreational Property for sale in Grant County, Wisconsin

$2,900,000393 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

Recreational Property in Richland County, Wisconsin

Sold Oct 4, 2024

$1,449,000197 acres

2 beds2 baths1,560 sqft

26275 Homestead Lane, Blue River, WI, 53518, Richland County

Here is a rare opportunity to own your own estate at the end of a dead-end road, with a view of true Driftless Area beauty in each direction. Richland County ranks high as a recreational destination and this property leaves little to be desired. The

Jay Frazier

Here’s your chance to own a truly rare legacy property spanning 277.38+/- surveyed acres in both Green and Iowa Counties, just outside Hollandale, WI. This is a wonderfully secluded location and one of a dwindling number of '275-acre-plus' properties

VIDEOMAP

$3,150,000277 acres

5 beds2 baths2,500 sqft

8991 Mckenzie Lane, Hollandale, WI, 53544, Iowa County

Alden Tinder

The sellers call this Richland County farm, Field of Dreams; I call it very unique. After all, where can you leave 344+/- acres of hunting and recreation, and 5 minutes later be sitting at one of a half dozen restaurants? And for those that want othe

Sold May 9, 2024

$2,150,000344 acres

5 beds1 baths2,400 sqft

25994 Arnell Drive, Richland Center, WI, 53581, Richland County

Jay Frazier

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

Youre looking at one of the most decorated Gentlemen Estates to hit the market in the Midwestern United States. This private 552+/- acre masterpiece lies in the heart of Richland County set amidst an unspoiled landscape teeming with cascading bluffs,

Sold Mar 17, 2021

$3,100,000552 acres

6 beds4 baths5,525 sqft

Snow Valley Road, Richland Center, WI, 53581, Richland 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

Recreational Property for sale in Lafayette County, Wisconsin

VIDEOMAP

$1,398,500109 acres

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

Alden Tinder

Sold Mar 17, 2021

$3,100,000552 acres

6 beds4 baths5,525 sqft

Snow Valley Road, Richland Center, WI, 53581, Richland County

Joe Nawrot

Nestled in northwest Green County off Sawmill Road, this exceptional 147.169 acre farm offers the perfect blend of income potential, natural beauty, and development opportunity. With a combination of fertile cropland, mature hardwood timber, and roll

MAP

$1,375,000147 acres

000 Sawmill Road, Blanchardville, WI, 53516, Green County

Jason Heller

Midwest Land Group

Recreational Property in Crawford County, Wisconsin

Sold Jul 5, 2023

$1,085,000140 acres

3 beds1 baths1,900 sqft

20990 Apple Ridge Lane, Gays Mills, WI, 54631, Crawford County

Youre looking at one of the most decorated Legacy Farms for sale in Southwest Wisconsin sprawled across an extraordinary 139.73-acres. This ever-secluded dead-end road farm spans across a breathtaking ridgetop between Boscobel and Gays Mills set amid

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

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

Recreational Property for sale in Richland County, Wisconsin

VIDEOMAP

$1,620,000217 acres

2 beds1 baths1,568 sqft

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

Travis Hamele

This property is top of the line inside and out. Nestled into a coulee just northwest of Sparta this custom built home offers panoramic views of the rolling woods and farm country. The interior of the house features incredible wood and stone work wit

Recreational Property in Monroe County, Wisconsin

Sold Sep 17, 2021

$1,290,000100 acres

6756 County Hwy BC, Sparta, WI, 54656, Monroe County

Chad Garteski

PROPERTY DECSRIPTION 838 premiere acres in Grant County, Wisconsin. This is a very rare chance to own a large offering in Grant County, Wisconsin. This mixed use farm is located in Southwest Wisconsin, very near the Iowa and Illinois borders; just SE

Recreational Property in Grant County, Wisconsin

Sold Oct 13, 2021

$4,362,800838 acres

4598 Kingsford Rd, Lancaster, WI, 53813, Grant County

Brian Haugen

LandProz

VIDEOMAP

$1,070,000155 acres

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

Kyle Schultz

Discover an exceptional retreat nestled within the captivating Driftless Area a secluded paradise spanning 180 +/-acres of unspoiled natural beauty. Just a short distance from Steuben, Boscobel, and Prairie du Chien (PDC), this property offers a uniq

Sold

$1,262,030180 acres

County Road E, Steuben, WI, 54657, Crawford County

Jeff Long

Base Camp Country Real Estate Inc.

Sold Jan 22, 2025

$1,499,900225 acres

1 beds1 baths560 sqft

30759 County Highway OO, Richland Center, WI, 53581, Richland County

Immerse yourself in the breathtaking beauty of Southwest Wisconsin with this remarkable 225-acre property, complete with a charming Amish-built cabin. Located south of Richland Center, this one-of-a-kind gem is a dream come true for outdoor enthusias

Farms of this size and caliber are as rare as 190 class bucks, but here is your chance to own a true trophy property. Youll appreciate the great access that South Buck Creek Road gives to this 302+/- acre parcel. Ridgetop entry from this road facilit

Sold Jul 7, 2022

$1,510,000302 acres

South Buck Creek Road, Ferryville, WI, 54628, Crawford County

Jay Frazier

Sold Jul 5, 2023

$1,085,000140 acres

3 beds1 baths1,900 sqft

20990 Apple Ridge Lane, Gays Mills, WI, 54631, Crawford County

Joe Nawrot