Southwest Region, WI Houses for Sale with Recently Sold Properties

Do you see yourself well ensconced in the Driftless Area? Weekends kayaking the Kickapoo River? Hanging out in a coffee shop in Viroqua? Hiking the Kickapoo Valley Reserve? Hunting or watching wildlife on your own 40+/- acre property? If so, this cou

Sold Nov 4, 2022

$350,00040 acres

2 beds2 baths1,650 sqft

12350 Wisconsin 131, Viola, WI, 54664, Richland County

If hunting, farming, and country living ever got together, this would be the perfect balance of all three. Travel up a quite paved easement road, right off Highway 78, through peaceful pasture land to your pick of two country homes. The first home, b

Sold Nov 13, 2024

$950,00080 acres

3 beds3 baths1,824 sqft

N5087 Wisconsin 78, Portage, WI, 53901, Columbia County

Youve found one of the most charming country homes for sale in Richland County, WI! This lavish log home is accented by alluring rustic vibes decorated with a whopping 36.36+/- acres of proven trophy whitetail hunting land. This epic gentlemens estat

Sold Mar 29, 2023

$545,00036.4 acres

3 beds2 baths2,630 sqft

23231 Covered Bridge Drive, Richland Center, WI, 53581, Richland County

If you have been searching for an affordable recreational retreat that combines the allure of wildlife, trout fishing, prime deer and turkey hunting, and home in need of some TLC. This Southwest Wisconsin property offers it all-natures wildlife sanct

Sold Nov 15, 2023

$239,00020 acres

3 beds1 baths1,152 sqft

6719 Booth Hollow Road, Avoca, WI, 53506, Iowa County

Tina Marshall

Imagine owning an awe-inspiring log cabin hidden amongst 120-acres of pristine timberland completely shrouded in privacy. This exquisite Mother Nature masterpiece combines an infectious harmony of beauty and grace in a dreamy permanent residence or s

Sold May 8, 2024

$1,350,000120 acres

3 beds2 baths1,559 sqft

6582 State Hwy 33 Trunk, Cashton, WI, 54619, Monroe County

If youre looking for a solid starter farm, need to expand your operation, or just want to move to the country, this 89.25+/- acre property may check all your boxes. Located at the end of a dead-end road for ultimate privacy yet only a dozen minutes f

Sold Apr 19, 2021

$559,00089.3 acres

2 beds2 baths1,000 sqft

3535 Larson Rd, Dodgeville, WI, 53533, Iowa County

Imagine a Driftless Area farm with some of the nicest laying tillable ground in Richland County. Now imagine this being located at the terminus of a dead-end road. Throw in a nice house and a trout stream and you will quickly realize that you are bei

Sold Dec 11, 2021

$1,600,000299 acres

3 beds2 baths2,300 sqft

15605 Kepler Lane, Viola, WI, 54664, Richland County

Get away to your own Driftless Area cabin in the woods. Located in Richland County off Highway 14 for easy access, but nestled into a valley for ultimate privacy. This dream property could be perfect for someone searching for a vacation rental busine

Sold Jan 6, 2022

$399,00039 acres

3 beds2 baths1,152 sqft

14765 US Highway 14, Richland Center, WI, 53581, Richland County

Youre looking at an exquisite sky-high log home settled atop a towering ridge overlooking the Mississippi River in De Soto, Wisconsin. This lavish estate sprawls a blufftop of 8+/- pristine acres spoiled with fanciful views. Meticulously appointed an

Sold Oct 4, 2023

$499,0008.03 acres

3 beds2 baths1,584 sqft

65416 Desoto Bluffs Drive, De Soto, WI, 54624, Crawford County

As a Driftless Area getaway in NW Iowa County, this property is amazing. But as a modest hunting property with fantastic potential, it is first-class! The 41.4+/- acre parcel in a good QDM area, certainly hunts larger than the acreage would indicate.

Sold Apr 29, 2025

$550,00041.4 acres

6209 Pine Bluff Rd, Avoca, WI, 53506, Iowa County

If youre in search for the peaceful grace of country living, you may find this rustic log home and farmstead for sale in Southwest Wisconsin a dream come true. This Richland County rural getaway is blessed with 83-acres of rolling hills with a mix of

Sold Dec 27, 2023

$725,00083 acres

2 beds1 baths1,800 sqft

22235 Sand Hill Drive, Jackson, WI, 53581, Richland County

Just 5 minutes west of the Driftless Area village of Hillsboro, you will find this beautiful 55.5 +/- acre recreational property. While it is currently configured as a turn-key hunting property, anyone who loves nature, will appreciate it. The update

Sold Oct 14, 2022

$375,00055.5 acres

2 beds1 baths800 sqft

E16929 Hwy 33, Hillsboro, WI, 54634, Vernon County

Youre looking at one of the most pristine estates to hit the market in Southwest Wisconsin. This secluded 15.467+/- acre masterpiece lies in a tucked away valley setting outside of Richland Center. Set amidst an unspoiled landscape teeming with casca

Sold Nov 24, 2021

$499,50015.5 acres

2 beds4 baths1,940 sqft

16487 Elm Tree Lane, Richland Center, WI, 53581, Richland County

Escape to your own private haven in Richland County, Wisconsin, with this rustic cabin on 2 secluded acres, offering a serene lifestyle just minutes away from Richland Center, WI. Here's what this rustic retreat has to offer: Cabin Retreat: This rust

Sold Nov 22, 2023

$169,0002 acres

2 beds1 baths944 sqft

25550 Fiddlers Green Rd, Richland Center, WI, 53581, Richland County

Tina Marshall

Richland County 157+/- acre Farm that is nestled in the hills of Rockbridge. This farm features a 4 bedroom 1900 farm home, 63+/- acres that are tillable lands, 36x112 Barn with large hay mow/35 stanchions, 40x60 machine shed, approx .38 of a mile of

Sold Mar 8, 2023

$665,000157 acres

4 beds1 baths1,424 sqft

23960 County Road D, Richland Center, WI, 53581, Richland County

Tina Marshall

Bid your price on this Sauk County, Prairie Du Sac, WI log home on 5+ acre Real Estate Auction. Family home with a business opportunity? Private retreat? Short-term rental? Perhaps, youve been wanting to transition from city life to country life. Opp

Sold Oct 11, 2023

5.5 acres

5 beds2 baths3,000 sqft

S7154 U.S. 12, North Freedom, WI, 53951, Sauk County

Sold Mar 29, 2023

$545,00036.4 acres

3 beds2 baths2,630 sqft

23231 Covered Bridge Drive, Richland Center, WI, 53581, Richland County

Joe Nawrot

Welcome to your dream country escape, settled on 38.94 breathtaking acres of prime trophy whitetail hunting land in Juneau County, Wisconsin. Located just minutes south of New Lisbon and less than 10 minutes from Interstate 90/94, this secluded singl

Sold Mar 12, 2025

$675,00038.9 acres

3 beds2 baths1,600 sqft

W9526 Jones Road, New Lisbon, WI, 53950, Juneau County

Nestled on a quiet dead-end road, this chalet-style home beautifully surveys your sprawling 19.9-acre estate, complete with access to a private, shared pond! With ample space for the entire family, this residence boasts 2,450+/- sq. ft. featuring 4 b

Sold Aug 22, 2025

$499,00019.9 acres

4 beds3 baths2,450 sqft

W9037 Ridgeview Trail, New Lisbon, WI, 53950, Juneau County

Patrick Guyse

Whitetail Dreams Real Estate LLC

Sold Aug 6, 2021

$549,00080 acres

3 beds1 baths2,467 sqft

16720 Ewers Lane, Richland Center, WI, 53581, Richland County

When your mind envisions a Driftless Area organic farm, this property is where dreams meet reality. Located in Richland County on a dead-end road to assure privacy, yet the Township maintains the road nearly to your door! The property is a homesteade

You can look for a long while, but you wont find another property quite like this 263.5 acre +/- parcel. The Pine River Valley in Richland County is renowned for its spectacular bluffs rising out of the valley floor and topped with gnarled white pine

Sold Aug 16, 2021

$1,350,000264 acres

2 beds2 baths1,920 sqft

16954 Grand Bluff Lane, Richland Center, WI, 53581, Richland County

Dont let this 142 +/- acre Richland County beauty get away. Located off a County Road for convenient access but tucked away for privacy. Just over 20 minutes from both Viroqua and Richland Center so dining out or a Walmart trip is a snap. As you arri

Sold Nov 22, 2021

$699,000142 acres

4 beds2 baths1,440 sqft

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

Welcome to The Town of Winfield in Sauk County WI. This 79.77 acre parcel awaits you to continue with the new chapter or memories & traditions like the sellers have done for 46 years. Rock outcropping, open areas for food plots, trail system, south a

Sold Jan 15, 2025

$725,00079.8 acres

4 beds1 baths1,608 sqft

E5097A Hoff Rd, La Valle, WI, 53941, Sauk County