Southwest Region, WI Houses for Sale with Recently Sold Properties

ACCEPTED OFFER! - Extremely rare Farmette or Hobby Farm for sale in the scenic Driftless region of the State! Just outside of Elroy but located in Monroe County is a 2 story home with barn and additional outbuildings on 39 acres of rolling ground. Th

Sold Apr 16, 2021

$264,90039 acres

3 beds1 baths1,500 sqft

29062 Ottoman Avenue, Elroy, WI, 53929, Monroe County

Sold Jun 29, 2021

45845 County Road C, Soldiers Grove, WI, 54655, Crawford County

On the west edge of the Village of Soldiers Grove, in the beautiful Kickapoo River valley, youll find this truly unique 6.5+/- acre property. Sided on 3 sides by a 500+ acre parcel, it has little development in the area but still has easy access to a

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

Sold Feb 28, 2025

$574,90040 acres

2 beds2 baths2,600 sqft

13504 Jungle Bar Lane, Cazenovia, WI, 53924, Richland County

A nearly perfect scenario in southwest WI: A turn-key home (or cabin) on your own slice of hunting heaven. Only 9mi from Richland Center yet secluded from the world, this house has been almost entirely updated. It features 4 bedrooms, 1.5 baths and a

Sold Apr 11, 2024

$750,00073 acres

4 beds1 baths1,248 sqft

19249 State Hwy 56, Richland Center, WI, 53581, Richland County

Sold Jul 23, 2025

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

Just 12 minutes north of Spring Green, you will find this 50+/- acre multiuse property. The current owner has a portion of the 16.5 tillable acres enrolled in CRP. The rest of the open ground is divided into multiple paddocks for use as a rotational

Sold Dec 16, 2022

$525,00050 acres

2 beds2 baths2,154 sqft

E4153 Cummings Road, Spring Green, WI, 53588, Sauk County

Preserved over time this 1920's home that is resting on a .257 acre lot with 71ft of frontage on the Wisconsin River awaits you. This 4 bedroom home has amazing woodwork and character throughout the home; from the many built ins, hardwood floors thro

Sold Apr 20, 2022

$280,0000.25 acres

4 beds1 baths2,604 sqft

430 West Edgewater Street, Portage, WI, 53901, Columbia County

ACCEPTED OFFER! This turn-key property is a hunting or recreational dream escape! Cabin or home will come almost fully furnished inside and includes amazing views outside off the back deck overlooking the Driftless region of Vernon County. Garage wil

Sold Apr 1, 2021

$315,00023 acres

1 beds1 baths1,314 sqft

E17043 County Rd V, Hillsboro, WI, 54634, Vernon County

Aaron Dobbs

Weiss Realty LLC

Sold Jan 22, 2025

$920,000137 acres

1 beds1 baths560 sqft

30752 County Highway OO, Richland Center, WI, 53581, Richland County

Immerse yourself in the breathtaking beauty of Southwest Wisconsin with this remarkable 137+/- 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 enthus

Joe Nawrot

Imagine pulling into your own private valley in the Driftless Area. The stress drifts away as you wind up the driveway, past evergreens, near a pond and up to your log style home. You look in every direction, knowing that you own all that meets your

Sold Aug 17, 2022

$625,00060 acres

3 beds1 baths2,232 sqft

11720 Fish School Rd, Richland Center, WI, 53581, Richland County

In the heart of Southwest Wisconsins Driftless Region, this scenic income producing farm consists of 60 ac cropland, 15 acres pasture and 66 acres of bonus hunting land. Easy Ridge access to 3,216 SF country home, barn, machine sheds, insulated pump

Sold Feb 16, 2022

$697,000144 acres

2 beds1 baths3,261 sqft

17893 High Point Drive, Viola, WI, 54664, Richland County

Tina Marshall

Sold Mar 5, 2025

$574,90040 acres

2 beds2 baths2,600 sqft

13504 Jungle Bar Lane, Cazenovia, WI, 53924, Richland County

Joe Nawrot

This Country home with spring fed pond and class 1 trout stream is nestled between Richland Center and Viroqua Wisconsin in an un-zoned township on 23 protected valley acres, formerly known as The Lincolnway Nursery. Fish off your dock for blue gill

Sold Apr 12, 2023

$429,00023 acres

3 beds1 baths2,012 sqft

14302 US Hwy 14, Richland Center, WI, 53581, Richland County

Tina Marshall

This stunning 67.05 +/- ac recreational majesty outside of Richland Center is revered for monster bucks, trout fishing and impeccable scenic views! Consider this Southwest Wisconsin real estate a place to setup basecamp, bring the family and embrace

Sold Feb 17, 2021

$255,00067.1 acres

3 beds1 baths1,228 sqft

18987 County Highway Z, Richland Center, WI, 53581, Richland County

Welcome to one of the most enchanting hobby farms in Southwest Wisconsinan idyllic 30-acre country retreat located in the heart of Juneau County, just outside the quaint town of Elroy. Set amidst a storybook landscape of rolling bluffs, deep valleys,

Sold Sep 10, 2025

$449,90030 acres

4 beds2 baths2,093 sqft

W10130 Powers Road, Elroy, WI, 53929, Juneau County

Just north of Pardeeville, this inviting 4-bedroom, 2-bath farmette sits on approximately 2 acres of peaceful pasture. Currently set up for Amish use, the property offers flexible options for modern conversion with the potential to restore electric s

House for sale in Columbia County, Wisconsin

$359,9003.18 acres

4 beds2 baths

N9307 Old 22nd, Pardeeville, WI, 53954, Columbia County

Unique property just inside city limits resting on 18+ acres of land. This 2600+ sq ft raised ranch has many features that awaits you. 20x40 in ground pool with brand new liner, 42x54 Pole building with concrete floor and electricity, black top drive

Sold Jul 7, 2021

$399,90018.2 acres

3 beds3 baths2,650 sqft

2975 Columbia Drive, Portage, WI, 53901, Columbia 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

Sold Sep 24, 2025

$425,0004.8 acres

3 beds2 baths2,170 sqft

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

Josh Genz

Just south of Gays Mills and not far from the Kickapoo River, you will find this ridgetop cabin on nearly 60 acres. The seller has this to say about the property in her Airbnb description; Critters live here; humans just visit. We love the isolation,

Sold Jun 9, 2023

$399,00059.6 acres

3 beds1 baths916 sqft

47454 Shaw Rd, Gays Mills, WI, 54631, Crawford County

NEW DEER PICS! - This large tract of prime recreational land is in Green and Dane County totaling 316.96 acres and is only 30 minutes from Madison. It is located in the driftless area of Southwest Wisconsin, consisting of rolling hills with great vie

Sold Feb 24, 2021

$1,595,000317 acres

4 beds2 baths2,500 sqft

N9536 Hay Hollow Road, Blanchardville, WI, 53516, Green County

Aaron Dobbs

Weiss Realty LLC

Sold May 25, 2022

$590,00019 acres

4 beds3 baths3,589 sqft

Kouba Valley Rd, Hillsboro, WI, 54634, Vernon County

This executive country estate is located just minutes from Hillsboro Wisconsin in the heart of Southwest Wisconsins Driftless Region. Secluded ridge setting with countryside views of countered farm fields, hardwood forest and lush green valleys with

Tina Marshall

41+/- Acres of Hunting/Horse/Naturalist/Homeschoolers delight property located in Merrimac, County of Sauk, Wisconsin. This Once in a lifetime property, first time on the market, superior, solid built, 10 year old home, quality at every turn built ho

Sold Jun 9, 2021

$699,90041.3 acres

3 beds3 baths2,290 sqft

S6596 Wisconsin 113, Merrimac, WI, 53561, Sauk County

The numerous marvelous features included with this Driftless Area hideaway, only come together a couple times a decade. If you happen to be looking to purchase when those properties become available, you are indeed fortunate. Just 17 minutes from Ric

Sold Jul 3, 2024

$1,400,000174 acres

17192 Ewers Lane, Richland Center, WI, 53581, Richland County