Southwest Region, WI Houses for Sale with Recently Sold Properties

Youre looking at a stunning ridgetop country home settled upon some of the very best deer hunting in the region. This rural wonderland is your gateway to a sprawling 92+/- acres in the very heart of the Driftless Region. This estate is settled upon a

Sold Jan 6, 2023

$924,90092.1 acres

4 beds3 baths4,200 sqft

16195 Coy Lane, Viola, WI, 54664, Richland County

Highlights 43+/- Acres 1040 SqFt+/- Cabin Ultimate Seclusion 2 Bedrooms 1.5 Bath Well Septic Forced Air, Propane Heat Window A/C Fiber Internet 24x30 Pole Building 2+/- Acres Tillable 41+/- Acres Wooded Wildlife Pond Trails Throughout

Sold Aug 18, 2022

$369,00043 acres

2 beds1 baths1,040 sqft

11820 Patch Hill Drive, Richland Center, WI, 53581, Richland County

Patrick Guyse

Whitetail Dreams Real Estate LLC

Sold Sep 24, 2025

$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

We are honored to represent the owners of this stunning 242+/- acre Richland County farm as it goes to market for the first time in nearly 50 years. It has been conserved as a family dairy for decades and while much of the milking equipment is intact

House for sale in Richland County, Wisconsin

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$2,200,000242 acres

3 beds2 baths1,530 sqft

21478 County Highway ZZ, Richland Center, WI, 53581, Richland County

Just outside Merrimac, this 6.27-acre country haven combines rural tranquility with everyday convenience. Whether youre dreaming of a small farmette, a vacation getaway, or a family retreat, this property has the space, charm, and utility to make it

House for sale in Sauk County, Wisconsin

$990,0006.27 acres

3 beds1 baths1,419 sqft

E13526 State Rd 78 And 113, Merrimac, WI, 53561, Sauk County

Travis Hamele

Whether in search of a new hunting camp, outdoor retreat, farmette, or even a potential permanent home, this property has something for the entire family to fall in love with! This peaceful, secluded setting can be found at the end of a dead-end road

Sold Apr 25, 2025

$775,00065 acres

4 beds1 baths1,576 sqft

18710 Doudna Lane, Richland Center, WI, 53581, Richland County

Patrick Guyse

Whitetail Dreams Real Estate LLC

Sold Jun 25, 2021

$550,00093 acres

1 beds1 baths1,200 sqft

20812 County Hwy. A, Richland Center, WI, 53581, Richland County

A secluded cabin on 93+/-acres in the heart of Richland Countys big buck county! What more could you ask for? Just 10 minutes north of Richland Center, yet oh so private. The quarter mile driveway begins on a County maintained road and snakes through

Have you ever dreamt of owning a charming country home in one of the most pristine regions of Southwest Wisconsin? This enchanting refuge consists of 142 +/- acres atop a magnificent ridgetop casting utterly breathtaking views spotlighted by absolute

Sold May 5, 2021

$524,900142 acres

4 beds2 baths1,440 sqft

14779 County Road MM, Viola, WI, 54664, Richland County

Here is an 18-acre parcel right in the Village of Camp Douglas! The property is right on the outskirts of town, giving you the quiet atmosphere you want while being close to everything you need. The property has plenty of space to grow all of the foo

Sold

$125,90018.1 acres

2 beds1 baths

101 Washburn St, Camp Douglas, WI, 54618, Juneau County

Brian Ruesch

Whitetail Properties Real Estate

Sold Sep 17, 2021

$1,290,000100 acres

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

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

Sold Apr 12, 2024

10714 Dog Hollow Rd, Ferryville, WI, 54628, Crawford County

Have you been searching for a Driftless getaway property? Tucked in amongst towering white pines is this rustic log cabin on 14-acres. The simple yet functional cabin has one room with two lofts. There is electricity and a wood burning stove for heat

Luke Wessel

LandGuys

Sold Oct 13, 2021

$4,362,800838 acres

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

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

Brian Haugen

LandProz

Sold Apr 26, 2023

$310,00050.1 acres

3 beds2 baths1,650 sqft

N7659 County Road EE, Portage, WI, 53901, Columbia County

Just outside the city limits of Portage WI rests a 50 acre tract of land that is great for waterfowl, deer & turkey hunting, recreational activities & hobby farm. Consisting of a 3 bedroom home, 24x36 garage, 40x60 pole shed with electricity, 34x78 B

Travis Hamele

Discover 25+ WI Driftless Region acres surrounding this extensively updated, cozy, south-facing cabin-style home! Enjoy real privacy on a dead-end, township-maintained road. The home's main level offers comfortable living with stunning fieldstone fir

House for sale in Crawford County, Wisconsin

$599,00025 acres

2 beds2 baths1,175 sqft

46748 Torgerson Road, Soldiers Grove, WI, 54655, Crawford County

Dean Tainter

CENTURY 21 Affiliated

Sold Nov 5, 2025

$1,620,000217 acres

2 beds1 baths1,568 sqft

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

Travis Hamele

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

Sold Jan 22, 2025

$1,499,900225 acres

1 beds1 baths560 sqft

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

Tucked into the awe-inspiring terrain of Wisconsins Driftless Region, this exceptional 21.78-acre country estate offers a rare opportunity to live where natural beauty, outdoor recreation, and rural comfort all converge. Located just minutes from Wil

Sold Aug 13, 2025

$450,00021.8 acres

2 beds2 baths1,778 sqft

S2156 Valley Ave, La Farge, WI, 54639, Vernon County

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

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

Sold Sep 17, 2025

$675,00028.2 acres

4 beds3 baths2,352 sqft

E13019 Fairfield Road, Baraboo, WI, 53913, Sauk County

The beautiful views in all directions will help you fall in love with this Crawford County farmstead. For those looking for privacy, youll feel right at home as the driveway winds through woods and past rock outcroppings and leads you to the ridgetop

Sold Apr 30, 2019

$525,000139 acres

3 beds2 baths1,900 sqft

53808 Shanghai Ridge Road, Wauzeka, WI, 53826, Crawford County

Youll catch your breath when you see this idyllic homestead but will soon let it out as you relax to the sounds of nature. The property has been used as a full time residence but the location, just over an hour from Madison, would make a perfect seco

Sold Aug 22, 2018

$425,00078.6 acres

4 beds2 baths2,500 sqft

2413 State Highway 133, Blue River, WI, 53518, Grant County

Have you ever dreamed of a hobby farm in where you could sit on your porch and watch cattle graze? If small scale farming interests you, this sweet 34.6 +/- acre Grant County farmette should be on your short list. The land lies nicely with approximat

Sold Jul 16, 2018

$382,00034.6 acres

4 beds2 baths1,488 sqft

8163 Rosendale Road, Woodman, WI, 53827, Grant County

Have you ever dreamed of a modest hobby farm in the Driftless Area? If small scale farming interests you, this sweet 4+/- acre Grant County farmette should be on your short list. The Big Green River, a DNR rated class 1 trout stream is within walking

Sold Mar 7, 2019

$250,0004 acres

4 beds2 baths1,488 sqft

8163 Rosendale Road, Woodman, WI, 53827, Grant County

In the heart of northern Iowa County, youll find this 15+/- acre hobby farm. Perfect for a few head of cattle, some horses or a modest goat herd; its ready for your defining touches. The 15+/- acres are scenic rolling pasture with a few scattered tre

Sold Sep 21, 2018

$210,00015 acres

4 beds2 baths2,125 sqft

2425 County Road NN, Avoca, WI, 53506, Iowa County