Southwest Region, WI Houses for Sale with Recently Sold Properties

Welcome to a once-in-a-generation property in the heart of Wisconsin’s Driftless Area. Located just northeast of Richland Center, this 343 +/- acre farm combines unmatched seclusion, diverse habitat, and endless recreational opportunity with the comf

House for sale in Richland County, Wisconsin

MAP

$2,975,000343 acres

3 beds1 baths

00000 Anderson Lane, Richland Center, WI, 53581, Richland County

Jordan Schmid

Midwest Land Group

House for sale in Dane County, Wisconsin

VIDEO

$11,500,000112 acres

3 beds1 baths1,624 sqft

6435 County Road M, Verona, WI, 53593, Dane County

112 Acres... One of the most Prime Real Estate Property available in all of Dane County, WI. This Development Site is Pre Annexed with the City of Verona. This location is ideal to provide Verona with more housing, multifamily, townhomes, condos and

Kelly Gilboy

Restaino & Associates

House for sale in Juneau County, Wisconsin

MAP

$729,90027 acres

4 beds5 baths3,780 sqft

N14965 Pine Ln, Necedah, WI, 54646, Juneau County

Located in Juneau County, Wisconsin, this 3,780-square-foot barndominium, built in 2024, offers an exceptional combination of modern living, rental potential, and outdoor recreation. Designed for comfort and flexibility, the property is fully furnish

Brian Ruesch

Whitetail Properties Real Estate

3D TOURS

$400,0005 acres

2 beds1 baths1,200 sqft

S1814 Stenslien Lane, Westby, WI, 54667, Vernon County

Experience the perfect blend of rustic charm and modern comfort in this unique one-bedroom home, complemented by a bonus bedroom above the garage, all situated on five scenic acres in Westby, Wisconsin. The open-concept main floor features vaulted, w

NextHome Prime Real Estate

House for sale in Sauk County, Wisconsin

$1,299,900121 acres

4 beds1 baths1,778 sqft

E5190 Sand Hill Road, Reedsburg, WI, 53959, Sauk County

Excellent farm located in a scenic valley! This property includes a good concrete feedlot attached to a 38x90 - sixty free stall shed with a built in cattle headlock that will be included. Freeze proof waterers throughout the facility. Also features

Jamie Phephles

RE/MAX Preferred

House for sale in Iowa County, Wisconsin

$949,90040 acres

1 beds1 baths2,400 sqft

5320 Sunny Ridge Road, Mineral Point, WI, 53565, Iowa County

Dream of your perfect country retreat? This exceptional property offers 37+ acres in the Driftless Area, conveniently located just 10 minutes from HWY 151 for easy commuting. Experience a peaceful creek winding through the land, stunning panoramic vi

Christina Weitzel

RE/MAX Preferred

Sold Jun 15, 2024

$699,00040.4 acres

5555 Farmers Ridge Road, Highland, WI, 53543, Iowa County

From the time you roll down the drive into this 40.4+/- acre property just north of Highland, youll feel like youre in a special place. With 23+/- acres of woods, 5.25+/- acres of pasture and about 5 acres of tillable ground, it is a great mix for mu

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

Sold Oct 4, 2024

$1,449,000197 acres

2 beds2 baths1,560 sqft

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

If your ideal Wisconsin weekend starts with a thermos of hot coffee and ends around a crackling campfire while swapping stories about the big one that slipped by, this 205-acre hunting property in Juneau County delivers the lifestyle youve been chasi

VIDEOMAP

$975,000205 acres

3 beds2 baths1,440 sqft

N8510 Fish Road, New Lisbon, WI, 53950, Juneau County

If your ideal Wisconsin weekend starts with a thermos of hot coffee and ends around a crackling campfire while swapping stories about the big one that slipped by, this 205-acre hunting property in Juneau County delivers the lifestyle youve been chasi

VIDEOMAP

$975,000205 acres

3 beds2 baths1,440 sqft

N8510 Fish Road, New Lisbon, WI, 53950, Juneau County

If youve been waiting for that once-in-a-generation hunting propertythe kind you whisper about at deer campthis is it. Tucked between Hillsboro and Richland Center, this 103.5-acre Driftless Region hunting camp delivers everything a serious whitetail

VIDEOMAP

$775,000104 acres

2 beds1 baths832 sqft

13376 Quarry Drive, Hillsboro, WI, 54634, Richland County

If youve been waiting for that once-in-a-generation hunting propertythe kind you whisper about at deer campthis is it. Tucked between Hillsboro and Richland Center, this 103.5-acre Driftless Region hunting camp delivers everything a serious whitetail

VIDEOMAP

$775,000104 acres

2 beds1 baths832 sqft

13376 Quarry Drive, Hillsboro, WI, 54634, Richland County

Tucked high above the Mississippi River Valley at an elevation of 1,120 feet lies a truly enchanting cabin retreat that captures the very spirit of Wisconsins Driftless Region. Located in Crawford County, just outside the historic river town of DeSot

Sold Jun 25, 2025

$234,90011.5 acres

1 beds1 baths688 sqft

64986 Howath Road, De Soto, WI, 54624, Crawford County

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

This property is NO diamond in the rough. Just a diamond. With the professional guidance of Don Higgins, every inch of this 180-acres in Richland Co has been thought out, planned and executed to transform this former apple orchard into a true whiteta

Sold Apr 30, 2025

$1,989,000180 acres

2 beds2 baths1,340 sqft

22032 Cortland Ln, Richland Center, WI, 53581, Richland County

Luke Wessel

LandGuys

VIDEOMAP

$195,0001.25 acres

3 beds2 baths1,250 sqft

S5237 Wisconsin 35, Genoa, WI, 54632, Vernon County

Imagine waking up to the soft murmur of the Mississippi River, the distant call of waterfowl echoing across the backwaters, and the first light of dawn shimmering off the current. Welcome to one of Southwest Wisconsins most extraordinary hidden gems

Private farmstead setting on level valley ground amidst the beautiful Driftless Kickapoo Valley at the end of a Township maintained road. Nestled among wooded hillsides, this secluded small farm with 38+/- acres (20+ tillable, balance is woods, grass

House for sale in Crawford County, Wisconsin

$749,00038 acres

4 beds2 baths

47298 Honey Farm Road, Gays Mills, WI, 54631, Crawford County

Dean Tainter

CENTURY 21 Affiliated

VIDEOMAP

$3,150,000277 acres

5 beds2 baths2,500 sqft

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

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

Alden Tinder

Whitetail Properties Real Estate

MAP

$2,200,000306 acres

2 beds2 baths

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

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.

If your busy life is too much at times, and you need a place to just get away from it all; this 53.52+/- acre property is where you need to be. Located in the heart of the Driftless Area, just minutes from Gays Mills, simply driving down the evergree

Sold Jul 3, 2024

$424,00053.5 acres

16650 North Frank Road, Gays Mills, WI, 54631, Crawford County

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

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

Welcome to a truly unique country estate nestled on 23.22 +/- acres in the coveted Mount Horeb Area School District. This 3-bedroom, 4-bathroom single-family home offers approximately 2,700 sq ft of comfortable living space with a perfect blend of ru

MAP

$1,400,00023.2 acres

3 beds4 baths2,700 sqft

3428 Bluto Blvd, Mount Horeb, WI, 53572, Dane County

Alden Tinder

Whitetail Properties Real Estate

Sold Jul 23, 2025

$399,90011 acres

3 beds1 baths

27325 Munz Drive, Lone Rock, WI, 53556, Richland County

Located in the heart of Southwest Wisconsins Driftless Region, this 11-acre Amish homestead offers an extraordinary opportunity for those seeking a serene lifestyle surrounded by natures splendor. Whether you envision it as a hobby farm or countrysid